Vacation Home Rentals By Owner In Chatham, MA

Nestled in Chatham, this charming house offers 4 bedrooms - 2 queen beds, 1 full bed, and 1 twin bed. With 2.5 bathrooms and an outdoor shower. This home has a secluded feel with its large backyard yet it is steps away from Main Street and the Mill Pond. Whether you're looking for a peaceful retreat or a fun-filled getaway, this tremendous property has everything you need for a memorable stay. It's easy to see why you'll be able to unwind at our place.

4-bedroom house in charming Chatham steps from Main Street and the Mill Pond

Chatham, Massachusetts, United States

Bed

2

Bath

8

Sleeps

$865.76

Relax with the whole family at this peaceful place to stay. A stunning, fresh, contemporary home in Chatham! Perched upon a gentle hill at the very end of a cul-de-sac in Riverbay Estates, this home has undergone a total makeover. Airy and open, with soaring ceilings, designer Tala lights and a dramatic limestone gas fireplace that accentuate the kitchen/living room combo. Embrace the impending magic of another Cape Cod summer! Pets are allowed with specific approval. Fireplace isn't for guest use.

Newly renovated house 3 minutes to Wequassett Resort and 7 minutes to CBI.

Chatham, Massachusetts, United States

Bed

Bath

Sleeps

$1688.19

Welcome to your dream Cape Cod getaway!brOur brand-new, fully renovated 4-bedroom, 5-bath luxury home offers breathtaking views of Buck’s Creek and Nantucket Sound, creating the perfect backdrop for your vacation.brbrInside, you'll find a stunning cathedral-ceiling living room designed for relaxation and gathering. The chef’s kitchen features a massive 15-foot eat-in island, perfect for family breakfasts or evening cocktails. Each of the spacious bedrooms offers comfort and privacy. brbrbrWe want your stay to be seamless, comfortable, and unforgettable. We are available throughout your trip for anything you may need — from answering quick questions to assisting with any unexpected issues.brbrYou'll have complete privacy during your stay, but we're just a message, text, or phone call away if you need local recommendations, help with the home, or anything else to make your visit even better. Our team is committed to fast, friendly, and professional service — ensuring you can relax and focus on making memories.brbrPrime Location in Chatham — Steps to the Water and Close to Everything!brbrLocated in one of Chatham’s most desirable neighborhoods, Geranium Drive offers the perfect combination of peaceful waterfront scenery and easy access to all the charm and excitement of town. Nestled along the shores of Buck’s Creek with sweeping views out to Nantucket Sound, you’ll wake up each day to the beauty of Cape Cod's natural landscape right outside your door.brbrThis property is ideally situated just a short drive — or a pleasant bike ride — to Chatham’s famous downtown, where you’ll find boutique shopping, award-winning restaurants, coffee shops, galleries, and the iconic Chatham Squire.brSpend your days relaxing at nearby Hardings Beach (just minutes away), exploring the Chatham Lighthouse, or hopping on a boat tour to spot seals and enjoy the coastline.brbrWhile you’ll feel tucked away in your own private oasis, everything you could want — beaches, dining, shopping, and entertainment — is close and convenient.brbrEnjoy the best of Cape Cod living from this unbeatable Chatham location!brbrYou will have exclusive access to the entire home and all its amenities, including the private pool, hot tub, sauna, and game room.brbrWelcome to your dream Cape Cod getaway! Our brand-new, fully renovated 4-bedroom, 5-bath luxury home is a private waterfront oasis with breathtaking views of Buck’s Creek and Nantucket Sound.brbrInside, a stunning cathedral-ceiling living room provides the perfect space for relaxation and gathering. The gourmet chef’s kitchen features a massive 12-foot eat-in island, ideal for family breakfasts or evening cocktails. For entertainment, head down to the basement game room, complete with a pool table.brbrStep outside to your personal resort. The expansive deck features a sparkling private pool, a bubbling hot tub, and an outdoor kitchen perfect for summer barbecues. After a day of fun, unwind in the private sauna for ultimate relaxation.brbrEach of the spacious bedrooms offers comfort and privacy for your entire group:brbrMaster Bedroom: King bed with en suite bathbrBedroom 2: King Bed with en suite bathbrBedroom 3: Queen bedbrBedroom 4: Two twin-over-twin bunk bedsbrBasement: Twin daybed with a twin pull-out trundlebrbr*There is a Minuit noise monitor located on the back porch. It does not record any sound or video just monitors decibel level.

Luxury Coastal Retreat Overlooking Buck's Creek and Nantucket Sound — Pool, Hot Tub, Outdoor Kitchen

Chatham, Massachusetts, United States

Bed

Bath

Sleeps

$475.53

Summary:brbr16665 - Summer Breeze: Lovely Home Near Bike Path Dog Welcome!brbrbrbrThe Space:brbrThis lovely four bedroom vacation home, located on a large lot in the beautiful seaside town of Chatham, is just the place to bring the whole family, including the dog, for an unforgettable Cape Cod vacation! brbrHop on your bicycles and head down the street to the Old Colony Rail Trail, where you can journey through this completely paved eight mile former railroad trail running from Chatham to Harwich before connecting to the Cape Cod Rail Trail. From the property, you can hop in the car and drive just a few minutes to Chatham’s beautiful, pedestrian-friendly Main Street, where you will find some of the best seafood around, not to mention the many fine shops and galleries that make downtown Chatham so unique. Spend a day at nearby Chatham Lighthouse Beach, located only half a mile from downtown or two miles from the property, where you can relax on the beach, enjoying the sun, sand, and ocean, or try climbing to the peak of the lighthouse to be treated to breathtaking panoramic views of the beach and surrounding scenery. brbrBack at the property, you will enjoy a large grassy yard; perfect for running around with the kids (and dog) and playing yard games. There is a nice deck area with a picnic table, where you can enjoy family meals outside under the blue skies, and you can fire up the gas grill for a nice BBQ as often as you’d like, as full propane tanks will be supplied. Enjoy taking morning showers in the enclosed outdoor shower.brbrInside the home, you will find a living room with hardwood floors and a flat screen TV; a great space for relaxing and enjoying movie nights with the family. The fully equipped kitchen features stone countertops, bar seating, and stainless steel appliances, with a six seat dining area adjacent. Also on the main floor are two bedrooms, one with a queen size bed and the other with a twin single and twin trundle, as well as a full bathroom with a tub/shower combo. Walk up the stairs to the second floor to find the other two bedrooms, including the master with a queen size bed and en suite full bathroom with a tub/shower combo, and the last bedroom with three twin singles. Other amenities include a smart lock for easy self check-in, window A/C units in the bedrooms, a washer and dryer in the basement, and sheets and bath towels provided to all guests at no extra cost with beds made upon arrival.brbrHome Details:br-Dogs Welcomed (w/fee of $45/night per dog)br-Sleeps 8br-2 Floorsbr-1,680 Sq FtbrBedroomsbr-Total 4br-1st Floor Bedroom: 1 Queen Bedbr-1st Floor Bedroom: 1 Twin Bed w/ Trundle (2 twins total)br-2nd Floor Bedroom: 1 Queen Bed w/ en suite Full Bathroombr-2nd Floor Bedroom: 3 Twin BedsbrBathroomsbr-Total 2br-1st Floor: Tub/Shower Combobr-2nd Floor: Full Bath w/ Tub/Shower Combo (en suite Queen bedroom)brOther Amenitiesbr-Fully Equipped Eat-In Kitchen w/ Bar Seating & Dishwasherbr-Window A/C Units in Bedroomsbr-Fireplace NOT for guest usebr-WiFibr-TVbr-Smart Lock/Self Check-Inbr-Driveway Parking for 3 Carsbr-Washer/Dryer (basement)br-Outdoor Showerbr-Deck w/ Furniturebr-Gas Grillbr-Large Private Yardbr-Next to Old Colony Rail Trailbr-1 Mile to Downtown Chathambr-2 Miles to Chatham Lighthousebr-Sheets and Bath Towels Provided with Beds Made Upon Arrivalbr-Cleaned with Hospital Grade DisinfectantbrbrbrbrThe Neighborhood:brbrOceanside

Lovely Home Near Bike Path Dog Welcome!

Chatham, Massachusetts, United States

Bed

Bath

Sleeps

$1502.16

Spend your Chatham vacation at the POOL! This wonderful home is just minutes to everything downtown Chatham has to offer, and features a luxurious saltwater pool. Walk to swimming at Oyster Pond, shopping along Main Street as well as the Friday Night Band concerts and Chatham A's games. There is plenty of living space, with two living areas and large back yard. Sit out on the front porch with your morning coffee before you head out to the beach. The private back yard offers the pool, and backs up to Chase Park, a very quiet park great for walking your dog. It also has extra parking if you wish to have friends over (our driveway accommodates about 4-5 cars). The three bedrooms are far apart from each other: the master is upstairs, the twin set is downstairs, and the third bedroom is above the garage. This lovely home has it all!brbrFour Air Conditioning Units: 1 in each bedroom and in the dining roombrSleeps 12: 1 King, Two Queens, Two Twins, and one queen pullout sofa bed. You Can bring airbeds as well! brThis is a 3 bedroom, 2.5 bath rental.brOne full bathroom in master bedroom brOne full bathroom off of the kitchen brOne half bathroom is connected to the twin room off of the dining room. brSecond large bedroom has no bathroom connected to it. brDistance To Town: 1/10 milebrDistance To Beach: 4/10 mi. Oyster PondbrIt is equipped with a washer/dryer and included detergent.brAll amenities included, but NO food provided. (coffee maker, appliances, kitchenware, paper towels, linens, propane etc) so please bring own coffee, groceries etc. brFire pit and wood (located under the back porch) with skewers for s'moresbrWeber Grill with propane providedbrPool toys & beach toys providedbrAll linens and towels provided. brHeated and lighted Pool (kept at 80 degrees) brbrCheck in 3pm (can sometimes arrange for earlier check in) brCheck out 10 am brbrTHE PRICE IS NOT NEGOTIABLE UNLESS YOU ARE A REPEAT RENTER

Beautiful Home In Chatham, MA. Private Pool. 2 Min Walk to Town, 8 to Beach! A/C

Chatham, Massachusetts, United States

Bed

Bath

Sleeps

$2240.98

Welcome to the SeaGlass House!brbrCharming and bright, open concept Cape house perfect for creating long lasting memories. Beautiful sunsets over Stage Harbor and views to the open ocean. Spacious 4 bedroom, 3.5 bath reverse floor plan home. Master bedroom and gourmet kitchen with two living spaces on the second floor to enjoy the incredible views. Gourmet kitchen has 2 subzero refrigerators, Wolf oven and cooktop along with marble countertops. 3 additional bedrooms on the main floor along with a main floor family room. 3 flat screen TVs throughout the home. Wrap around porch on the main level and two decks on the upper level. brbrAccess to private beach and walk to Lighthouse Beach in minutes as well as walking distance to Monomoy Nature Reserve.brbr

SeaGlass House - Beautiful Cape Cod Home. Ocean Views & High End Decor

Chatham, Massachusetts, United States

Bed

Bath

8

Sleeps

$990.77

Spacious three bedroom, two and half bath home in Riverbay offers plenty of living space on a 1/2 acre wooded corner lot. Master suite on first floor with king bed. There are 1 king and 2 doubles upstairs. Basement has a ping pong table for those rainy days. Central Air! Great location for walking and biking with the family. Just a short drive to the beach. Enjoy your morning coffee in the quiet backyard on the patio, and after a long day at the beach come back and shower in the outdoor shower. Grill up a nice dinner before heading downtown shops and restaurants. Welcome bag included-Reusable tote with paper and cleaning products compliments of the owner. Dog friendly-1 dog max-$150 fee will apply. Call us at Chatham Rentals and let us help you plan your stay.

Pet friendly and spacious home in quiet neighborhood!

Chatham, Massachusetts, United States

Bed

Bath

Sleeps

$1367.07

This home is professionally managed by Pretty Picky PropertiesbrbrLuxurious Chatham Home, Heated Saltwater Pool, Newly RenovatedbrbrRents Friday to Friday during peak seasonbrLinens Included. Beds made.brSleeps 12brPool & Hot Tub open from Memorial Day to Columbus DaybrbrBe one of the first to stay in this masterfully renovated home with a brand-new saltwater pool under a mile (.7 mile) to Ridgevale Beach in Chatham. The 5-bedroom home plus bonus room has been totally updated from top to bottom and features brand new furniture throughout. The focal point of course is the custom saltwater pool with a built-in hot tub. The outdoor living space is stunning with an expansive travertine patio, plenty of lounge seating and an outdoor kitchen set up with a grill and granite counter. Don't forget to use the outdoor shower after the beach!brbrInside, the attention to detail is evident from the coffered ceilings to custom local art on the walls. The main living area is open to the kitchen and dining area. The kitchen is of course fully equipped with all you'll need to prepare any meal. The main level is also home to the primary bedroom with a King-sized bed and exquisite private bathroom. There are two additional bedrooms on the main level: one with a queen and one with 2 twins. There is a full bath for these rooms as well. Finally there is a second vaulted living area with additional lounge seating and a TV.brbrUpstairs features a classic Cape set up with a full bathroom at the top of the stairs. There are bedrooms on either side. Both bedrooms feature custom ship-lapped walls and ceilings and have King beds with a twin trundle.brbrEven more living space awaits on the fully finished lower level! There is another TV lounge area plus a workspace and an exercise area. There is a flex sleeping area down here which houses 2 queen beds. A brand-new full bath on the lower level completes the space.brbrA 15 minute walk or a very short bike ride brings you down to one of Nantucket Sound's most desirable beaches: Ridgevale Beach. Relax on the beach, have the little ones play in the creek flowing into the Sound and grab a bite to eat at the snack bar. A 6-8 minute drive brings you to both Chatham and Harwich Port Villages for pedestrian friendly shopping and dining. There are ample dining and shopping opportunities along Route 28 closer to the house as well. brbrPlease enter your travel dates for up-to-date pricing. This property has a seven-night minimum during the peak season. As is customary in vacation rentals there are additional fees to the rates listed. Those fees include a reservation fee and a non-refundable Accidental Damage Protection (ADP) fee totaling $245.00 In addition, there are state and local taxes applied to all reservations less than 31 days in length that total 14.45%.brbrThis property offers a 3-night minimum outside of the peak season. Guests are charged a cleaning fee for all stays less than 7 nights. Stay 7-nights or more and the cleaning fee is waived.brbrBe sure to search the Pretty Picky site for your best selection of prime vacation homes available for summer rental on Lower Cape Cod.brbrIt's your vacation. Get Picky! ® brbrTown of Chatham Registration #STR-562

Eileen's Escape: 021-C Luxurious Chatham Home, Heated Saltwater Pool, Newly Renovated

Chatham, Massachusetts, United States

Bed

Bath

Sleeps

$643.05

Your Chatham adventure begins at this lovely 3-bedroom house. With 2 queen beds and 1 full bed, it's the perfect retreat for guests seeking a terrific getaway. Immerse yourself in the marvelous surroundings and enjoy the comforts of heating, a washing machine, and WiFi. The 2 bathrooms provide convenience for everyone. Whether you're exploring the charming city or relaxing in the cozy living spaces, this property offers a delightful experience. We look forward to welcoming you to our place.

Walk to downtown Chatham!

Chatham, Massachusetts, United States

Bed

Bath

Sleeps

$1449.59

Main house has 3 bedrooms 2 baths. Open floor plan is great for a big group. Apartment has a full kitchen, living area and 1 1/2 baths. Also has a murphy bed for an extra person to sleep. The pool and fire pit make it a vacation you will never forget. The yard goes beyond the pool for games and fun. We are looking for people who will treat this home as if it were theirs. Just a short drive to town and the beaches.

Perfect House to Enjoy Family & Friends!

Chatham, Massachusetts, United States

Bed

Bath

Sleeps

$403.06

Tucked away on a quiet residential dead-end road, this charming and pet-friendly Cape-style home offers a relaxing retreat close to nature and classic Cape Cod attractions. Located near two freshwater ponds and just a short drive to Pleasant Bay, the setting is ideal for guests seeking both tranquility and easy access to beaches and outdoor adventures.brbrRecently updated, the home features a beautifully renovated kitchen, refreshed bathrooms, and updated dining areas that blend modern comfort with coastal charm. With four inviting bedrooms and two full bathrooms, the home comfortably accommodates up to eight guests.brbrThe first floor includes a fully equipped kitchen, a cozy living room, a formal dining area, a full bathroom, and two bedrooms—one with a queen bed and another with two twin beds—making it especially convenient for multi-generational stays. Upstairs, you’ll find two additional bedrooms, one with a queen bed and the other offering a full bed plus a daybed, along with a second full bathroom featuring a tub/shower combination.brbrOutdoor living is a highlight of this home. Enjoy your morning coffee or evening meals on the spacious deck, complete with outdoor furniture and a charcoal grill for summer barbecues. After a day at the beach or ponds, rinse off in the enclosed outdoor shower—a favorite Cape Cod convenience. Additional amenities include central air conditioning, WiFi, and a washer and dryer, ensuring a comfortable and carefree stay for both you and your furry companions. With its peaceful location, thoughtful updates, and welcoming atmosphere, this home is a wonderful choice for your next Cape Cod getaway.brAn administrative fee and applicable taxes may apply. Linens not provided. Guests may rent linens or bring their own.

Pet friendly home with central air (1998)

Chatham, Massachusetts, United States

Bed

Bath

Sleeps

$413.93

You will love Rhododendron House -- a recently updated 2 bedroom vacation house. This private hilltop retreat is located 3/10 miles from one of Chatham's most popular family beaches, Hardings Beach. The short walk saves you $20 a day in beach parking fees! Newly painted inside and out, the house comes fully equipped with beach chairs/coolers, grill, bikes, two kayaks, outdoor shower and washer/dryer. Recent renovations include new Master Bedroom with King Size Bed, entirely new kitchen and patio deck. Main Street in Chatham is less than 3 miles from the house and has outstanding shops, restaurants, art galleries, parks, band concerts, baseball games and a library that has summer programs for the whole family. Come enjoy a comfortable stay in Chatham and fall in love with our wonderful town on the elbow of the Cape. brbrbrNearby Attractions: Bike and walk on the Cape Cod Rail Trail. Cape League baseball is in full swing from mid June to the first week in August. Visit the playground, wonderful art galleries, bistros, antique shops, nautical stops and candy shops. Keep an eye out for Sharks in the Park or Whales in the Park. Watch the Chatham fishermen unload their boats at the local fish pier, and enjoy some of the best fresh caught local seafood in New England. Visit the historical Chatham Lighthouse. Fresh water and salt water fishing along the shoreline. There are thousands of seals that are easily spotted along the ocean front, especially from the Chatham Fish Pier. Seal tours are available. Great White Sharks are around off the Chatham Coast as well.brbrRestaurants: There are a variety of restaurant choices available in Chatham, as well as in the neighboring towns of Harwich, Brewster and Orleans. The best seafood on the Cape is available right in downtown Chatham.....brbrFishing: Some of the finest fishing can be found on Cape Cod. We can provide you with a number of fishing spots and local fishing Charters. Chatham is THE destination for World Class Bluefin Tuna and Striped Bass Fishing. The cool waters off the Cape Cod elbow make this a prime destination for multiple game fish. Whales are also abundant, just off the coastline.

Charming Chatham Beach House; Walk to Hardings Beach

Chatham, Massachusetts, United States

2

Bed

1

Bath

5

Sleeps

$2137.03

5 bedrooms - 4.5 Bathrooms - Sleeps 12brDuring peak summer weeks, it is typical for our properties to require a 7-night stay, either Friday-Friday or Saturday-Saturday, but if you have unique dates please reach out to our Reservation Specialist. brComplimentary Linens Service Provided: This includes bedsheets, bath, beach, and dish towels for every bed the home sleeps and total home occupancy.brWe offer a 4 pm Check-In and 10 am Check-OutbrbrThis spacious Chatham retreat is perfect for entertaining or enjoying a family getaway. With plenty of room to gather and spread out, flexible sleeping arrangements, and fun indoor and outdoor spaces, it offers something for everyone. Whether you're sharing meals, enjoying games, or relaxing under the stars, every moment here feels effortless. Central air keeps the home comfortable, and furry friends are welcome, making it the ultimate place to unwind and enjoy time together on Cape Cod.brbrOwners Share Why I Love My Home:brHort Inn has been a cherished gathering place for years, and we're thrilled to share it with guests. What we love most is how the home manages to feel both spacious and completely private - surrounded by trees, lush gardens, and quiet outdoor spaces. Whether it's morning coffee on the screened porch, games on the lawn, movie nights under the stars, or unwinding in the hot tub, there's a perfect spot for every moment. We hope this home brings you as much joy, comfort, and connection as it has brought to our family.brbrLet Us Tell You About This Home:brWelcome to Hort Inn, a thoughtfully designed Chatham retreat offering all the amenities you need for a truly memorable Cape getaway. With generous space for everyone to spread out and unwind, this home strikes the perfect balance between private comfort and effortless entertaining.brbrThe first floor features a bright and airy living room with seating up to 12, dining area, and kitchen with Sonos speakers throughout - ideal for gathering with family and friends. The fully equipped kitchen has everything you need to prepare cozy meals at home, whether you're cooking together after the beach or hosting a relaxed night in. The dining room table comfortably accommodates 10-14 guests, making it perfect for group meals, celebrations, or evenings spent together. On cooler nights, unwind by the wood-burning fireplace and enjoy your favorite shows on the 75 Samsung TV with soundbar for an elevated, comfortable viewing experience.brbrThe home allows guests to enjoy both privacy and comfort. With bedrooms thoughtfully spread across multiple levels and additional sleeping options on the lower level and in the first floor office, there's plenty of space for everyone to unwind and recharge. For added entertainment, TVs are available in Bedrooms 2 and 3, providing a cozy retreat for relaxing at the end of the day. In Bathroom 2, a steam shower offers a spa-like experience - perfect for easing into the morning or unwinding after a full day of adventure. Another standout feature of the home is its on-demand hot water system. You'll enjoy instant hot water at all faucets and showers, typically within 3 to 5 seconds, so there's no waiting around for it to heat up, making your mornings and evenings even more convenient and comfortable.brbrBedroom 1- Queen - First FloorbrBedroom 2- King - First FloorbrBathroom 1- Full with Shower Stall - First FloorbrBedroom 3- Master - King - First FloorbrBathroom 2- Ensuite to Bedroom 3 with Steam Shower Stall - First FloorbrHalf Bath- First FloorbrbrBedroom 4- King - Second FloorbrBedroom 5- Queen - Second FloorbrBathroom 3- Shower/Tub Combo - Second FloorbrbrBathroom 4- Full with Shower Stall - Lower LevelbrbrAdditional sleeping options include a queen bed, one twin bunk bed, and two XL twin beds on the lower level as well as a double pull out sofa in the sitting room on the first floor - offering flexible accommodations for larger groups.brbrThe lower level delivers a full entertainment experience with a 10-foot projector screen for movie nights, Ms. Pac-Man and Galaga arcade machine, a ping pong table, dart board, and Sonos speakers - making it the perfect hangout space for all ages, rain or shine.brbrThe backyard is where the real magic happens. Designed for year-round enjoyment, this space features an 8-person hot tub, outdoor TV, ample seating, and a heater for cooler evenings. Fire up the grill or Blackstone for a casual cookout, then unwind by the fire pit under the stars. A screened porch offers a comfortable spot to relax, while the spacious outdoor shower is ideal for rinsing off after a beach day. The shed offers beach chairs and games for even more outdoor fun. The lighted terrace and backyard creates an inviting atmosphere for long Cape Cod evenings. Guests are welcome to the flower, herb, and vegetable gardens - perfect for farm-to-table meals at home.brbrThe home offers central air to keep you cool and comfortable throughout your stay, and furry friends are welcome to join the fun. With ample room to relax, endless entertainment options, and standout indoor and outdoor spaces, Hort Inn is the perfect setting for gathering, unwinding, and making lasting memories.brbrFree Tickets and Complimentary Activities! Create unforgettable memories and experience Cape Cod like a local! Enjoy $750 worth of daily exclusive free tickets to exciting local attractions through our partnership with Xplorie. Your amenities include activities such as Island Cruises, Whale Watch, Bike Rentals and admission to Whydah Pirate Museum. When you're not soaking up the sun on the beach, enjoy daily rounds of golf at Cranberry Valley or Chequessett Golf Courses and mini-golf for family fun.brbrWith all NEVR properties, we think of the little things to make your vacation special. Our Guest Welcome Bag, compliments of the homeowner, contains starter quantities of kitchen and bathroom essentials.brbrThis home has Keyless Entry for your convenience.brNo Smoking of anything containing tobacco, any other substance, and e-cigarettes, inside or outside of the home.brPet Friendly Homes are for a DOG only. This home allows 1 dog with a $25 per night fee. A Pet Registration form must be completed upon reservation confirmation. brMax parking of cars at property: 5 - No parking on grass at anytime.brbrAdditional Information to Assist You:brFollow our basic check-out instructions at your departure. brState and local taxes are charged if applicable. brFor Reservations made over 60 days away, you will make two payments - 50% initial payment with reservation and the final balance will be auto billed to your credit card 60 days prior to arrival. We accept American Express, Mastercard and Visa for payments.brA confirmed reservation is non-refundable--please consider purchasing trip cancellation insurance. Ask our guest specialist for more details regarding cancel options and trip insurance. br***Linens - bed sheets, bath/dish/beach towels, and bath mats are included with this home.brYou must be 25+ years old unless accompanied by a parent or guardian to book one of our Vacation Rental Homes. An ID must be furnished upon request. brbrArea Info: *Mileage is approximatebrSchoolhouse Pond 0.8 MilebrCorner Store 1.4 MilesbrJackknife Beach 1.5 MilesbrBranches Grill and Cafe 2.4 MilesbrMac's Chatham Fish & Lobster 2.5 MilesbrRidgevale Beach 2.5 MilesbrHardings Beach 3.7 MilesbrChatham Lighthouse 3.9 Miles

Ultimate Chatham Getaway with Outdoor Oasis

Chatham, Massachusetts, United States

Bed

Bath

Sleeps

$523.06

Welcome to Summer Hydrangea, quite possibly the finest property value for an exceptional summer rental in Chatham. Privacy, comfort and a thoughtful attention to details that is uncommon in most vacation rentals, all exists in abundance within this distinctive property. The three+ bedroom, 1 & ½ bath residence, that sleeps 6+, boasts outstanding amenities including a solarium with a generously sized hot-tub that overlooks the grounds that have been beautifully designed and are professionally maintained. This vacation home is minutes from the very heart of downtown Chatham yet just far enough away so that you can enjoy some wonderful seclusion from most everyone else who has come to town during your vacation stay.brbrThe master bedroom has a queen-sized bed that sleeps two, a flat panel TV and abundant closet space.brbrThe second bedroom, that is also on the first floor, also has a queen-sized bed that sleeps 2 and also has its own half bath. brbrThe third bedroom on the second floor had two twin beds that sleeps two and its own skylight to enjoy the sea breezes. brbrThe adjoining sitting room on the second level boasts classic modern furniture, an oversized flat panel TV, two wonderful skylights to let the light and breezes in and a convertible couch that can turn into a full sized bed in a pinch for unexpected or last minute guests. brbrFor all bedrooms, there are window air conditioners that are installed in the summer months, for in the rare event that the cooling breezes from the Atlantic are not enough to maintain a comfortable environment in the bedrooms.brbrThe efficient modern kitchen is well stocked with a wide variety of quality cooking utensils, a Keurig as well as a drip coffee maker, microwave, blender, dishwasher, and large refrigerator. The kitchen spice cabinet is also equipped with a variety spices, oils and seasonings that the owners regularly freshen and replenish. If you are looking to cook and entertain during your vacation stay, we are sure that the kitchen will prove to be more than up for your needs. There is also a large propane BBQ grill on the property to meet your needs for outdoor grilling while on vacation. If there is any additional specialty kitchenware that you may require, the owners should be able to accommodate your request within short order.brbrThe main living room has comfortable seating, a stereo, numerous live plants and an oversized flat panel TV. The dining area easily seats six and the table expands to accommodate eight with available leaves. The main bathroom is beautifully designed with modern fittings, including a striking cobalt blue vessel sink and a hand crafted, stained glass window stunningly executed displaying a Hydrangea motif. Numerous live plants, antiques and furniture of uncommon quality and design fill this vacation home and enhance the experience of your stay in your new vacation home in Chatham. Comcast cable is wired to all televisions in the home and high speed wireless internet connectivity is available through the house, deck and grounds. brbrThe home's attached solarium boasts an array of carefully tended live plants as well as an oversized 4 person hot tub that is serviced twice a week and kept sparklingly clean for your relaxation. You enter the solarium from the main family room of the house and, from there, you can walk out to the deck overlooking the spectacular back yard and gardens. If you have children who would like to play outdoors, the backyard leads to the additional quarter acre lot that is also beautifully planted and professionally maintained. The grounds would be the envy of any greensman and the owners hope that they work to make your stay at Summer Hydrangea that much the more enjoyable.brbrAs many people who come to Chatham are interested in spending time at the many beaches in town, we provide a wonderful complement of beach chairs, beach umbrellas with sand anchors, coolers and a great array of beach toys for children. We have installed a tremendous oversized Mahogany outdoor shower, in the Cape Cod style, to make returning from the beach to be an easier affair. brbrAs owners who reside locally, we take pride in offering a truly well equipped, comfortable home for you and your family to enjoy a relaxing vacation stay. This year, instead of settling for the typical vacation rental, we invite your to come and enjoy your special time on the Cape at your new vacation home in Chatham, Summer Hydrangea!brbr“Summer Hydrangea, some are not...”

Summer Hydrangea: Chatham's Truly Exceptional Summer Retreat

Chatham, Massachusetts, United States

Bed

1

Bath

6

Sleeps

$1258.95

Beautiful classic cape house with huge back deck overlooking a quintessential Cape Cod cranberry bog. The house has been recently renovated with a modern but cozy beach feel. House includes 5 bedrooms, 4.5 baths, huge back deck, new kitchen, outdoor shower, fire pit and four living spaces. Approximately 3200 square feet. House has direct walking or biking beach access to Ridgevale beach, which is about one mile away via a walking/biking path. A short drive to Ridgevale, Harding and several other beaches. Downtown Chatham a short few minutes drive away. House is within walking distance of several great casual restaurants/shops including Hey Joe Coffee House, Kreme & Cone, Dog Fish Tacos & Cantina, Mom & Pop Burgers, Marion's Pie Shop, Larry's PX, and Sweet Dreams Ice Cream & Candy Shop to name a few.

Newly Renovated Chatham Home overlooking Cranberry Bog.

Chatham, Massachusetts, United States

Bed

Bath

Sleeps

$1567.01

This stunning home is the perfect getaway for those who want to be near downtown Chatham & the beach. Walk to shops, restaurants, the beach, movie theater, Veterans Field for summer Chatham A’s games & more! This cozy home is perfect for a family, group of friends, or couples with two living areas, games & an outdoor patio with lounge areas, a large dining table, grill & fire pit. brbr1 Min Walk to Downtown Chatham br9 Min Walk to Oyster Pond Beach brbrExperience Chatham with us & Learn More Below! brbrKEY FEATURES:br☀ Sleeps 6; 3 bedrooms, 1 king, 1 queen, 2 twin br☀ 2.5 Bathrooms; 2 full (one full has a tub) + half bathroom br☀ 2 Living Room areas; one main living room downstairs, the second area upstairsbr☀ Stylish Dining Room with seating for 8 guests br☀ Modern amenities and well-equipped kitchen with countertop seating br☀ Large Outdoor Patio with dining table with seating for 10 guests + umbrella, couch + chairs with electric fire pit, 2 Adiorondak chairs and 2 lounge chairs br☀ Outdoor shower br☀ 2 Smart TVsbr☀ Board gamesbr☀ Beach Chairs br☀ Newly renovated while keeping its historic charm; new stainless steel appliances, hardwood floors and A/Cbr☀ Comfortable and stylish furniture throughout brbrHere Are A Few Kind Words From Our Past Guests:brbr“Great place - walkable to Main St restaurants and locations. Lois was very responsive and helpful. We enjoyed our trip and would book again!” - Andrew brbr“Beautifully appointed, central location, close to center and beach” - John P.brbr“We had a wonderful stay. The home is as pictured- beautiful, updated and fully stocked.” - Jeffrey brbr“Beautiful house! Very clean and perfect location. Lois was great. Would stay again.” - Davebrbr☆☆ BEDROOMS ☆☆brbrThis gorgeous home accommodates 6 guests in 3 bedrooms. brbrThe master bedroom is on the main level of the home and is fitted with a king-size bed and private full bathroom. brbrThe upper level accommodates another four guests. One bedroom is fitted with a queen-size bed, the other bedroom has two twin beds. brbr☆☆ BATHROOMS ☆☆brbrThere are two full bathrooms and one half bathroom in this home, each of them stocked with all the essentials you need for the duration of your stay. brbrThe main level of the home has a full bathroom in the master bedroom, and a half bathroom off of the kitchen. The second level of the home has a full bathroom. The full bathroom on the second floor boasts a large combination shower and tub. Worry about nothing with these thoughtfully stocked bathrooms that provide everything you need and more. brbr☆☆ KITCHEN & LOUNGE ☆☆brbrThe bright and airy kitchen is fully equipped with all the appliances, cookware, and utensils you need to feel at home including a coffee machine + coffee. There are also 4 counter stools. There is a separate laundry room with a washer + dryer, equipped with laundry detergent in a separate room off of the kitchen. brbrThe dining area is in the center of the house, off of the kitchen and living room next to sliding doors that lead to the outdoor space. The dining area seats 8 guests at the gorgeous wooden table. brbrThe first lounge area is situated on the main level of the home and is equipped with a cozy couch and chairs, an electric fireplace, and a smart TV, allowing full access to your favorite streaming services. The living room is filled with natural light shining through the large windows. The second lounge area is located on the second level of the home and is equipped with a large couch + chair, tall bistro table + chairs, smart TV, and board games. Perfect for the kids to hang out and have their own space. brbrPlease know the stairs going to the second floor are original to the house (114 years old), please be careful going up and down as they are steep. brbrOriginal paintings of Chatham throughout the house by local Chatham Artist, Lois Castellana (IG @LoisCastellana). brbr☆☆ OUTSIDE SPACE ☆☆brbrThe exterior area of this home boasts a large private fenced-in backyard with multiple lounge areas and a spacious outdoor shower. The deck includes a couch with two comfortable chairs and an electric fire pit. The patio includes a large dining room tables seating 10 guests, adirondack chairs, reclining lounge chairs, and a BBQ grill. There are sliding doors leading to the patio from the kitchens and dining area making it easily accessible to go in and out. brbrEnjoy a cookout, a cozy night by the fire, or soak up some warm sunshine on the patio. brbr☆☆ NEED AN EXTRA BEDROOM ☆☆brFor an additional rental cost, this house has an attached one-bedroom apartment with its own entrance, totally separate from the main house, please see listing at airbn.com/h/757main. If interested in renting this property please inquire when booking. brbr☆☆ HOUSE RULES ☆☆brbr- No events or parties.br- No more than 6 guests max allowed at the home.br- No pets.br- No smoking.br- Quiet hours: 10pm-8ambr- No food or drink other than water in the living areas or bedrooms.br- Must be 25+ years old to book.br- This is a private family home, please be respectful.brbr☆☆ WHEN REQUESTING TO BOOK ☆☆brbrPlease share a bit about yourself - what brings you to Chatham, who you are traveling with, and how many people will be staying at the property.brbr★★★ Book Today & Let Us Take Care Of You In Chatham! ★★★

Downtown Chatham Home - Near Oyster Pond - Spacious Patio - Family Friendly

Chatham, Massachusetts, United States

Bed

2

Bath

6

Sleeps

$3547.37

Michelle Sylvia coastal collection. Nestled on its own exclusive point within the private Stage Island enclave, this stunning Chatham summer rental offers a perfect blend of natural beauty, privacy, and modern luxury. With panoramic views of Stage Harbor, a private dock, and a sparkling pool, this home promises an unforgettable Cape Cod escape. Whether you're relaxing by the pool, launching a kayak from the dock, or enjoying a peaceful stroll along nearby beaches, this property immerses you in the serene beauty of Chatham's coastline. Enjoy both sunset and sunrise!!brbrOutdoor enthusiasts will find this location a dream come true. Fish, birdwatch, or explore the world-renowned Monomoy National Wildlife Refuge just around the corner. Water lovers can bring a boat (up to 20') to tie up at the private dock or head over to the pier for lunch and a lobster roll. The private harbor beach is perfect for quiet afternoons or saltwater swimming adventures.brDespite its tranquil seclusion, the home is conveniently located less than two miles from Downtown Chatham. Enjoy boutique shopping, delicious dining, and Cape Cod charm at its best. Sample fresh sushi at Bluefins, sip cocktails at Chatham Bars Inn, or indulge in homemade fudge at the Chatham Candy Manor. The iconic Chatham lighthouse and beach are also just a short drive away.brInside the home, you’ll find space for everyone to relax and unwind. The thoughtfully designed layout features multiple levels, offering privacy and comfort for your group:brbrLevel 1 – Lower Level:brbrBedroom 1: Two twin bedsbrBedroom 2: Split king (can be converted to two twins)brFull bathroom with showerbrHalf bathroombrGame room with a bar and pool tablebrbrLevel 2 – Main Level:brbrSpacious kitchen and dining areabrLiving room with scenic viewsbrSitting roombrHalf bathroombrLaundry roombrbrLevel 3 – Middle Level (Garage Suite):brbrBedroom 3: Queen bedbrBedroom 4: Two twin bedsbrFull bathroom with showerbrbrLevel 4 – Upper Level:brbrBedroom 5: Primary suite with king bed and ensuite full bath (stand-up shower)brBedroom 6: Twin daybed with trundlebrCozy librarybrbrAdditional Features:brbrAir conditioning in all bedrooms (note: no AC in the main living spaces).brLinens and towels included. brAmenities include:brPrivate pool and multiple decks with stunning water views. Pool is heated with solar.brPatio with outdoor furniture and a gas grillbrPrivate dock for boats (up to 20'), kayaks, and a canoe with life jackets includedbrThe home has 4 kayaks and 2 paddleboards for use.brBeach gear: 8 to 10 beach chairs, umbrella, coolerbrGame room with poker table, pool table, and barbrOutdoor showerbrWell-equipped kitchen with new appliancesbrCoffee Drip, K cup and French press brWi-Fi and TVbrWasher/dryerbrThis property is the ultimate getaway, where you can enjoy luxurious comfort, breathtaking surroundings, and the best of Chatham’s local treasures. Whether you're savoring a meal on the patio, watching wildlife from the deck, or exploring nearby shops and restaurants, this home offers a one-of-a-kind Cape Cod experience.brbrAll applicable taxes and fees apply.

Lovely home with heated pool, dock and the best views! RPMS158

Chatham, Massachusetts, United States

Bed

Bath

Sleeps

$948.73

This listing combines a large house having a deck with a beautiful view of the ocean and an adjacent cottage allowing for peace and quiet. Perfect for an extended family, or for family and friends where some privacy is desired. Great for working at home, or long walks on the beach. brbrWatch the ocean from the main house deck. or from the couch in the living room, or up in the second floor bedroom, as the boats go through the cut between the beach and the outer barrier sandbar. A quick walk down the path to the beach, and choose between Lighthouse beach on the left or right towards Monomoy (shells always, see seals swimming often). There are several beach chairs provided.brbrThe main house has 3 floors, cable (2 TVs, Comcast wifi), great mini-split AC, a large kitchen, and a gas grill on the deck. It sleeps 8 - with up to 4 kids in 2 bunkbeds in one large kid-friendly room, or up to 6 adults in queen beds in 3 comfortable rooms, with a tub or shower on each floor). There It is a pleasant walk up to Chatham light or on to the town center.brbrThe cottage sleeps 4, with a queen bed in the bedroom and a sofa bed in the livingroom. The cottage kitchen is fully equipped with a stove, dishwasher. refrigerator, and microwave. The cottage has its own Comcast wifi/cable, with a smart TV. The bathroom includes a tub/shower. Summer breezes often provide effective cooling, with window air conditioners available if needed. brbrLike many Cape Summer rentals, linens (sheets, towels, pillowcases) are not provided. There are a number of firms that deliver and pickup linens in Chatham, and we'd be happy to provide a partial list. brbrThis is typically a Saturday to Saturday rental.brbrEvery year we get questions about our no pets policy. Between May 1st and September 15th dogs aren't allowed on Chatham beaches, except one, and that one is a bit of a drive. And a pet left inside a strange house while its owners are at the beach may decide to take revenge, and that's not something that I or my cleaning team have time to wrestle with during the transition between guests. brbrWe want to mention a minor parking inconvenience, so as to avoid surprises. Around Labor Day 2023 a fence was erected blocking our cottage parking. All of our renters in 2023 and 2024 were successfully able to make use of our main house parking (including the front lawn in some cases), but it isn't as convenient and we are working with skilled attorneys to correct that situation. brbrThe main house has been in my family for over 60 years, and was built in the early 1800s. While it was upgraded in the 1980s to better support year-round living it still retains it's authentic Cape Cod charm. With a large deck and several large ocean-facing windows added, and the old Cape Cod basement a distant memory. It is not a recently built suburban-style building, and if recent is your desire then another property may suit you better. It is, as shown in the pictures, a comfortable and well-equipped Cape Cod home, with the ocean a quick walk down a path and the center of town, with shops and restaurants, a pleasant walk through historical Chatham.

Ocean views, path to beach, short walk to lighthouse and town, sleeps 12

Chatham, Massachusetts, United States

6

Bed

Bath

14

Sleeps

$3304.82

Welcome to your perfect Cape Cod getaway in the heart of Chatham! This stunning 4-bedroom, 3.5-bathroom luxury home can sleep 8 comfortably in beds and combines modern elegance with the charm of one of the Cape’s most desirable towns. As soon as you step inside, you'll be greeted by a beautifully appointed interior with high-end finishes throughout. Spacious and sophisticated, the open floor plan includes a chef’s kitchen with top-of-the-line appliances, multiple dining areas with seating for the whole group, and a sun-filled living areas perfect for relaxation after a day exploring the Cape.brbrThe outdoor living space is equally impressive, featuring a heated saltwater pool with attached spa and splash pad for your private oasis. Whether you're soaking in the spa under the stars or lounging by the pool on a chaise lounge, this home offers the perfect blend of comfort and indulgence. At night, gather around the wood burning fire pit to roast s’mores and make priceless memories. The outdoor kitchen features a large gas grill, refrigerator and pergola covered dining table for amazing alfresco meals.brbrThe main floor of the home features a large great room with your kitchen with island seating, breakfast nook overlooking the backyard and a large living room with comfy seating and TV. To one side is a light filled sunroom (the perfect space for a moment of quiet reflection away from everyone) and off of the kitchen is the formal dining room with seating for 8. Down the hall is the half bathroom, laundry room and side door leading out to the spacious outdoor shower. The main floor primary bedroom suite (Bedroom #1) features a king bed, large walk-in closet and a truly luxurious attached bathroom with a great shower and dual vanities.brbrThe second floor of the home features a foyer with a seating area for that afternoon downtime with a book plus three additional bedrooms. Bedroom #2 has a king bed with a private en-suite full bathroom. Bedroom #3 has a king bed and Bedroom #4 has 2 twin beds. Another full bathroom in the hallway completes the floor.brbrThe lower level of the home is set up as a great space for endless fun! A fabulous movie area has a large sectional to sink into and have group movie nights. The billiards table and bar area will make for a truly exciting evening.brbrLocated close to Chatham’s picturesque beaches, fine dining, and charming shops, you’ll have the best of the Cape at your fingertips while enjoying a serene, luxury retreat. Hardings Beach is 1.8 miles away, Ridgevale Beach is 2.4 miles away and Lighthouse Beach is 2.5 miles away. The start of Main Street, Chatham is just 1.3 miles away. Come experience the best of Cape Cod living in this exquisite Chatham home!brbr7 night minimum rentals, Sat. to Sat. only. Subject to applicable taxes and fees. No pets please. All linens and towels are provided. All Robert Paul Vacation Rental bookings include a non-refundable $150-$250 fee that includes administrative fee and damage waiver assurance for self-reported incidental damage up to $1,000.00. Upon receipt of a booking request, an agent will reach out to discuss additional security protection which may be required at this property.brbrBEDROOM CONFIGURATION:brbrFirst Floor:brBedroom 1- 1 king bed brSecond Floor: brBedroom 2- 1 king bedbrBedroom 3- 1 king bedbrBedroom 4- 2 twin beds

Chatham Gem with Pool & High-End Style RPAM104

Chatham, Massachusetts, United States

Bed