Vacation Rentals By Owner In Chatham, MA

Close to Town, Lighthouse Beach and Andrew Hardings Lane -- Desirable Old Village Location! brbr* * * * See end of this description for information about included FREE ACTIVITIES through Xplorie, the Kinlin Grover Compass CANCELLATION/REFUND policy and more! * * * * brbrThis prime summer rental is immaculate and adorable. Just 2/10's of a mile to a classic Lighthouse Beach and just a short distance to town. You're sure to love the great front porch with rockers and spectacular cottage gardens, lovely patio and enclosed side yard. brbrIn early 2022, the owner completed a major refresh and update that included repainting the entire interior of the house, installed split air conditioning throughout the house, replaced all beds and mattresses, installed wall mounted flat screen televisions in the living room and primary bedroom, added indoor shutters in the living room, primary bedroom and upstairs second bedroom, added outdoor weber gas grill, replaced refrigerator, installed disposal, replaced kitchen sink and installed a Colligan water filtration system in the kitchen sink. There is a large outdoor dining table on the rear patio and immaculate outdoor shower. The house is equipped with WiFi and also has expanded cable service. brbrProperty is very sunny and bright, charming and comfortable, well maintained with all of the comforts of home. brbrOn the back side of the house there is a bedroom with two twin beds side by side. In the hallway next to this bedroom there is a bath with tub and shower. Upstairs there are two bedrooms and a bath with shower. The first bedroom has a queen size bed and television. The second bedroom has two twin beds side by side.brbrFirst Floor:brBedroom #1 - Two TwinsbrbrSecond Floor: brBedroom #2 - QueenbrBedroom #3 - Two Twinsbrbrbr* Additional fees:br- $220 non-refundable reservation fee; $30 damage protection fee (no security deposit required); guest services feebr- $280 cleaning feebr- all applicable taxesbr* FREE WIFIbr* SATURDAY TO SATURDAY RENTALbr* NO SMOKINGbr* NO PETS ALLOWEDbr* OCCUPANCY: 6 (Adults and children)br* PARKING FOR 2 VEHICLESbr* SHEETS AND TOWELS ARE NOT PROVIDED. WE CAN PROVIDE INFORMATION FOR A LINEN RENTAL SERVICE.brbr**** FREE ACTIVITIES INCLUDED ****brTo enhance your vacation experience, Kinlin Grover Compass includes Xplorie, which means free admissions and equipment rentals everyday of your stay at select popular attractions in the area. brbrAs a guest of Kinlin Grover Compass, you'll receive free tee-times, free equipment rentals, free admission and free tickets to some of Cape Cod's best activities! Activities and availability are subject to change. Not available on stays over 28 days.brbr**** CANCELLATION/REFUND POLICY ****brUpon cancellation for ANY reason, money will be refunded less a 20% service fee of the total rental amount due, ONLY if the property is re-rented for the same terms and conditions of the original Agreement. Tenant further acknowledges and agrees that where Kinlin Grover Compass undertakes to re-let the property, the rental fee to be charged to the substitute tenant shall be in an amount to be determined in the reasonable discretion of Kinlin Grover Compass and Owner. Tenant agrees that any cancellation of the reservation, undertaken at any time, shall not be effective unless in writing and delivered to Kinlin Grover Compass.brbrKGC - CKAPP

SHORT WALK TO LIGHTHOUSE BEACH, ANDREW HARDINGS LANE BEACH AND TOWN!!

Chatham, Massachusetts, United States

Bed

Bath

Sleeps

$485.63

Summary:brbr16685 - Slack Tide : Walk to Main St and Oyster Pond in Chatham!brbrbrbrThe Space:brbrDiscover the epitome of Cape Cod charm at this vacation destination, nestled in the heart of downtown Chatham with subtle vistas of picturesque Oyster Pond. Positioned at the end of a tranquil road, this hidden gem offers both seclusion and convenience, with Downtown Main Street just a short, leisurely stroll away. As you step inside, you'll be enveloped by the welcoming ambiance of the open living room, flooded with natural light and boasting ample space for the whole family to gather and create cherished memories.brbrbrbrIndulge in the quintessential Cape Cod experience by spending your days basking in the sunshine at Oyster Pond or immersing yourself in the vibrant energy of Main Street Chatham. Explore an array of local shops, candy stores, and charming cafes, each offering a delightful taste of coastal living.brbrbrbrSavor al fresco dining experiences on the back patio, where balmy breezes and serene surroundings set the stage for unforgettable meals with loved ones. As the day transitions into the evening, retreat to the second-floor bedroom and witness the breathtaking spectacle of the sunset casting its golden hues over the tranquil waters of Oyster Pond.brbrbrbrWith Downtown Main Street Chatham just 0.4 miles away, adventure awaits at every turn. Explore the eclectic array of stores, from the whimsical delights of Chatham Candy Manor to the lively ambiance and live music at The Squire, where evening cocktails are accompanied by the sounds of laughter and melody.brbrbrbrEmbrace the essence of Cape Cod living at Slack Tide, where every moment promises serenity, adventure, and cherished memories to last a lifetime.brbrbrbrHome Details:brbr-Dogs Welcomed (w/fee of $45/night per dog)brbr-Sleeps 8brbrBedroomsbrbr-Total 3brbr-1st Floor Bedroom: 1 King Bedbrbr-2nd Floor Bedroom: 1 King Bedbrbr-2nd Floor Bedroom: 2 Queen Bunk Beds (4 Queen Beds total)brbrBathroomsbrbr-Total 2.5brbr-1st Floor: ½ Bathbrbr-1st Floor: Showerbrbr-2nd Floor: Tub/Shower CombobrbrOther Amenities brbr-Mini Split AC’sbrbr-WiFibrbr-TVbrbr-Washer/Dryer brbr-Propane Grillbrbr-Indoor Fireplaces are not for guest use (fines remitted) brbr-Please note outdoor amenities are available seasonallybrbr-Sheets and Bath Towels Provided with Beds made Upon Arrivalbrbr-Cleaned with Hospital Grade Disinfectantbrbr-Parking for 2 cars maximumbrbr-C1382031003

Walk to Main St and Oyster Pond in Chatham!

Chatham, Massachusetts, United States

Bed

Bath

Sleeps

$921.32

Welcome to Vivian's Hideaway! Experience all that Cape Cod has to offer in an amazing indoor and outdoor living space, next to everything. Relax in the professionally designed beach motif that is both beautiful and highly functional. Entertain your family and friends with the fully equipped and modern kitchen to pull off that perfect lobster bake. Kick back on the immense deck, complete with weber barbeque, propane fire pit, outdoor shower, and stylish furnishings under the retractable awning. Ride along the Cape Cod Rail trail on one of four provided beach cruiser bikes. Follow a quick trail to crystal clear Lover’s Lake where you can enjoy the natural vistas from the provided two paddle boards or two person kayak. Plan your picnic and barbeque at the private deeded lake park. Take a quick bike, walk, or drive and enjoy Chatham quaint shops and spectacular beaches. 1 mile downtown Chatham, 1.5 miles to lighthouse beach, 100 yards to Lovers Lake, and 50 yards to the Rail Trail. Build your summer memories at Vivians' Hideaway in Chatham. Your enjoyment is our top priority!

BEST OF ALL WORLDS! Beach, Lake, Town, Bike, and Comfort.

Chatham, Massachusetts, United States

Bed

Bath

Sleeps

$631.82

Summary:brbrJust 1.5 miles to Main Street Chatham, AC and newly finished basementbrbrbrbrThe Space:brbrThis home is represented by Nauset Rental, a local vacation rental management company. brbrbrbrEnjoy the serenity of Lover's Lake at this waterfront property and one of Chatham's tucked away gems. With waterfront views from almost every room in the house it's impossible to not immerse yourself inside and out in the beautiful nature that surrounds you at this home. With quick, private access to Lover's Lake it makes it easy for everyone to enjoy swimming, kayaking and sunbathing right at the tip of your fingers. No beach lines or dragging all your beach gear long distances with this kind of access to water right in front you. brbrbrbrOn the first floor of the home you are able to enjoy a spacious waterview livingroom, a dining room and fully equipped kitchen for entertaining your whole vacationing group. There are two large sliding doors to access the large deck off the living room. The large deck offers seating and a small table so you can enjoy lunch and sunset with a view. There is another small private deck off the dining room on the first floor that also has a large sliding door again opening up to 180 degree views of the lake. All the decks have twinkle lights that surround it's perimeter making the outdoor living experience at night extra magical.brbrbrbrThe first floor includes the primary King bedroom with a sitting area, TV, private deck access with seating for two, cathedral ceilings and a half bathroom ensuite. The 2nd first floor bedroom has expansive views of the lake, desk for work, and a twin trundle bed. The second floor has two additional bedrooms and a full bathroom. Both bedrooms have queen size beds, desks for remote work and are lake-facing, each with their own deck access. One queen bedroom is also equipped with a TV.brbrbrbrOutside in the backyard you will find multiple level patios all lake-facing. The main patio has a large dining table, seating, firepit and grill for optimal outdoor living. The center of Chatham is only 1.5 miles away and is a quick drive into town for dining, additional entertainment and a quaint little main street full of quintessential Cape Cod shops. brbrbrbrNewly finished basement with lounge area by the fireplace, an entertainment center with a 50inch TV, sectional seating and table tennis. A workout room with eliptical, treadmill and weight machine is available for your use. Laundry and an additional half bath complete this level. Direct access to the lower patio, lake and outdoor shower!brbrbrbrLayout of Bedrooms & Bathrooms:brbrFirst Floor brbrBedroom 1 - Twin with trundlebrbrBedroom 2 - (Primary Bedroom) King bed and 1/2 ensuite bathroombrbrFull Bathroom with walk in shower brbrSecond Floor brbrBedroom 3 - Queen bed brbrBedroom 4 - Queen bed brbrFull bathroom with standup shower brbrLower Level Finished Basement brbrhalf bathbrbrbrbr**Typically renters bring their own sheets, towels etc. Please inquire if you are interested in having linens delivered to the home for an additional fee.**brbr***We welcome approved low-impact DOGS - TENANT must reach out to Nauset Rental with dog details for approval either before making reservation or within 48 hours of submitting online reservation. We will need to know the following information:brbrbrbr*Any shedding brbr*Any issues with accidents - urination or throwing up brbr*Any issues with chewing furnishings brbr*Barking while unattended or while attended brbr*Does your dog receive flea and tick preventative brbr*Are you confident you can leave property with no sign of your dog when you check out brbr*Do you accept full responsibility for the behavior and impact of dogs in your group during your stay brbrbrbrOther Things to Note:brbr-

Chatham Lakefront home

Chatham, Massachusetts, United States

Bed

Bath

Sleeps

$535.63

Marta (my wife) and I are two Canadians who now call Massachusetts our home. Our lovely place in South Chatham is our new second home. We simply fell in love with our place due to its beautiful placement on Mill Pond. In season, we only make our place available a few weeks a year. Because we love our new second home, we meticulously take care of it and hope to provide a personal experience that the other major rental corporations on Cape Cod cannot provide. brbrbrbrbrOur home is a 3-story Colonial Cape style home with 4 bedrooms and 2.5 bathrooms located on Mill Pond in South Chatham. What truly differentiates our home from others on Cape Cod is our own private small beach and a patio overlooking Mill Pond. Mill Pond is a small private pond with no public access which keeps this area particularly clean and peaceful throughout the season. brbrbrbrbrThe top floor includes two bedrooms: a master bedroom with king sized bed, walk in closet and very large ensuite bathroom with shower and a second bedroom with double and twin beds with ensuite bathroom with a tub/shower combination. The main floor includes a patio, living room, dining area with sweeping pond views, kitchen and half bath. Finally, the ground or above ground basement floor includes the laundry and two bedrooms which have a queen bed or a double bunk bed respectively. The bedroom with the queen bed includes a patio door with outdoor shower access. brbrbrbrbrOther amenities included with our home are central AC, a full washer and dryer, a new Weber Barbeque on our patio, a fire pit with Muskoka chairs, outdoor shower with hot and cold running water, high speed wireless internet and the premium Xfinity TV package on both TVs in the house. For use on the pond we have a Kayak, Canoe and an inflatable paddle board with a few life jackets provided. White linens (all purchased new for the 2023 season), bath towels, basic toiletries, dishwasher tabs and all kitchen utensils and plates will be provided to guests. brbrbrbrbrGuests will have ongoing contact with us for questions or concerns and will have the availability of a local caretaker/handyman for emergencies. brbrbrbrbrArea attractions include the quaint town of Chatham, the Cape Cod rail trail and at least 4 beaches in Chatham and Harwich within 2 miles including Red River Beach, Forest Beach, Ridgevale Beach and Hardings Beach. We are walking distance to the famous burrito shop The Corner Store and a very short distance to a large Stop & Shop grocery store.brbrbrbrbrThere are a few important disclosures about our place that guests should be aware of. There are no bedrooms on the main floor so stairs are required to get to all bedrooms in the house. This is an important consideration for guests with reduced mobility. Our place is located on main side street with some significant traffic from 7:00am-4:00pm due to a landscape supply depot down the road. There is absolutely no on street parking but our driveway can accommodate 4 cars. One of our neighbors owns a Roster which can be heard early each morning if the windows remain open. As everywhere in the Cape near ponds or in highly wooded areas like our property, occasional bugs may be present in and around the house, but most of our Anderson windows have screens to keep them out. Finally, we have a doorbell camera monitoring our front door. If you have any further questions or concerns, please message us and we will be quick to reply.

Private Beach on Pond, Linens Included, Kayak & Canoe. All Rooms w/ Pond Views!

Chatham, Massachusetts, United States

Bed

Bath

6

Sleeps

$581.4

Charming three-bedroom home in quiet neighborhood! One floor living, this home offers a queen bed in each of the three bedrooms. Eat-in Kitchen and front to back Living Room where everyone can gather to watch tv, play games, sunbathe on the large deck or have a cornhole tournament. After a day of sun at close-by Ridgevale Beach, you can rinse off the sand in the enclosed outdoor shower and then play with the dog in the fully fenced-in backyard or take her for a walk on the CC Rail Trail with access directly thru the back yard! (maximum two dogs) $150 pet fee will be added to the lease. Welcome bag included with paper and cleaning products, compliments of the owner. Call us at Chatham Rentals and let us help you plan your stay.

Chatham Tails & Trails!

Chatham, Massachusetts, United States

3

Bed

1

Bath

6

Sleeps

$944.42

Summary:brbrEnjoy outdoor fun and easy access to Chatham`s vibrant town center. Easily explore local beaches, restaurants, galleries, and boutiques.brbrbrbrThe Space:brbrTres Gallos is a bright, spacious South Chatham home designed for easy beach days and relaxed evenings under the Cape Cod sky. With 3 bedrooms, 2.5 baths, and room for up to 8 guests, it’s the perfect home base for families. The large backyard sets the scene for lawn games, cookouts, and s’mores by the wood-burning fire pit. Inside, guests will find everything needed for a carefree vacation—bikes for exploring, beach gear for a day on the sand, board games for cozy nights, and WiFi to stay connected. Driveway space is ample, making it easy to bring everyone along.brbrbrbrInside, you’ll find bright, comfortable gathering spaces anchored by a living room with a 65-inch smart TV and a wet bar. The well-equipped kitchen, complete with a center island, is ready for everything from quick breakfasts to full family dinners, with a double oven and plenty of prep space to make cooking a breeze. The layout is practical for groups, offering a first-floor bedroom with a king bed and an ensuite bathroom. Upstairs, you will find two additional bedrooms, each with a queen bed and two twin beds. On the second floor, you will also find a half bath with a stacked washer and dryer, and an additional full bathroom for added convenience. Stepping outside, you'll discover a peaceful, fenced-in backyard where dogs and kids can run freely. The outdoor space also boasts a patio with an outdoor dining table, perfect for grilling and dining al fresco as you linger under the stars while the fire crackles and the Cape air cools.brbrbrbrFrom this central location, you’re near the best of Chatham and the Lower Cape. Forest Beach on Nantucket Sound is just a mile away, while Ridgevale, Harding’s, and Chatham Lighthouse Beach are a short drive—perfect for swimming, long walks, and unforgettable sunsets. Hop on the nearby Cape Cod Rail Trail for a scenic bike ride toward Harwich, local ponds, or downtown Chatham. Visit the Chatham Pier Fish Market for classic harbor views and seal spotting, then cap the day with dinner along Main Street or a summer ballgame with the Chatham Anglers at Veterans Field. Book your next Chatham getaway today! brbrbrbrLayout of Bedrooms & Bathrooms: brbrbrbrMain LevelbrbrBedroom #1 - Primary bedroom with a king bedbrbrbrbrBathroom #1 - Half bathroombrbrBathroom #2 - Primary ensuite with a soaking tub and walk-in showerbrbrbrbrUpper Level brbrBedroom #2 - Queen bed and two twin bedsbrbrBedroom #3 - Queen bed and two twin bedsbrbrbrbrBathroom #3 - Full bathroom with a tub and shower combobrbrbrbr***We permit guests to bring one low-impact DOG*** - TENANT must reach out to Nauset Rental with dog details for approval either before making reservation or within 48 hours of submitting online reservation. No other types of pets (cats, ferrets, etc.) are permitted. We will need to know the following information:brbrbrbr*Is he/she at least 1 year old brbr*What breed is the dog and how many pounds brbr*Any shedding brbr*Any issues with accidents - urination or throwing up brbr*Any issues with chewing furnishings brbr*Barking while unattended or while attended brbr*Does your dog receive flea and tick preventative brbr*Are you confident you can leave the property with no sign of your dog when you check out brbr*Do you accept full responsibility for the behavior and impact of dogs in your group during your stay brbrbrbr**Linens and towels provided.**brbrbrbrOther Things to Note:brbr-

3BR Retreat Near Forest Beach & the Cape Cod Rail Trail

Chatham, Massachusetts, United States

Bed

Bath

Sleeps

$734.61

3 Bedroom - 2 Baths - Sleeps 7brA 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Many of our homes offer flexible stays with a 3 night minimum in the off season - ask our Reservation Specialists for more details.brGuests can bring their own linens or rent from our Linen Service for an extra fee (Bed Sheets, Bath, Beach and Kitchen Towels)brWe offer a 4 pm Check-In and 10 am Check-OutbrbrNew to VRBO! Newly updated, modern coastal ranch style home sleeps 7 - Central A/C, open concept living, free WIFI and less than a mile to town! Welcome to The Hideaway! Come stay and play with us!brbrOwners Share Why I Love My Home:brWe spent the summer of 2020 as a family at the Hideaway - the silver lining of a challenging year was certainly the memories made at our home. Our young daughter was entertained every day by having the beach, playground/baseball field, and Chatham Bakery (where Grandma spoiled her with muffins) all a very short walk away. She loved running through the sprinklers in the large back yard, and attempting to play wiffle ball with her cousins. Grandpa made daily use of the bike trail, which starts just below the house. And we were able to enjoy a few date nights - with Chatham's best restaurants in walking distance, or a glass of wine/beer by the fire pit. We have wonderful memories in this house, and hope you and your family will make some too! brbrLet Us Tell You About This Home:brJust under a mile to town, this coastal Cape home is located in a quiet, family-friendly neighborhood. The completely updated Cape Cod Vacation Rental home offers all on one floor, open living with plenty of space to spread out but also enjoy each other's company.brbrThe spacious living room with two couches, fireplace with built-in bookshelves, flat screen TV is yours to relax in. Updated coastal décor throughout with dark wood floors and soothing wall colors create a relaxing environment in the open concept living space. brbrHead into the fully equipped brand new chef's kitchen which is bright and light. The kitchen offers a center island with seating for four that opens to the dining area so family meals together are made easy. Modern stainless-steel appliances, gas stove, open shelving, quartz countertops, sunken sink, updated subway tiles all work together to make an inviting place to gather, cook and talk about plans for the day.brbrTo the left is the open dining room with seating for 6 with entrance to backyard through sliders. Contemporary style dining table invites the whole family to sit for a meal and share memories of the day's escapades. brbrWorking or learning remotely A home office is off of the dining room with a twin day bed - the perfect private space to sneak away and use your laptop, have a Zoom meeting or offer to an extra guest to sleep.brbrDirectly off of the dining room is the lush landscaped backyard and patio, fire up the grill and enjoy the lovely Cape evenings outdoors. Here you will find three distinct outdoor spaces - the cushioned couch with ottoman, an outdoor dining table with an umbrella and plenty of seating and hang out in the Adirondack chairs around the gas fire pit.brbrThis home also offers a large, fully enclosed outdoor shower with both hot and cold water, utilize this Cape Cod tradition after a day of fun in the sun at the beach! brbrTo the right of the living area are Bedroom #1 - Twin bunks with dresser, nightstand, closet, chair. brHallway Bathroom #1 - Full bathroom with tub/shower. brBedroom #2 has a Queen bed with ensuite bathroom with shower, dresser, closet, 2 night stands, two lamps. A SmartTV is a perfect addition when you want to watch a movie in bed - it's not connected to cable, so remember to bring your passwords for streaming apps (Netflix, Hulu, Prime, etc.). brFinally, Bedroom #3 - Queen bed, two nightstands, 2 lamps, dresser, double closet.brbrThere's a washer and dryer in basement and access to the garage to store your bikes! The Cape Cod Bike Trail / Old Colony Rail Trail starts just below the house (Note: 0.1 miles at the intersection of Crowell and Tip Cart)!brbrCome stay and play with us - close to town, beach and biking or just stay at home and relax in comfort inside or out. The Hideaway offers it all!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.brbrGuest Welcome Starter Bag Included: With 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, with a few locally sourced snacks as well (subject to change based marketplace availability).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.brNO PETS are allowed inside or outside the home! brMax parking of cars at property: 2 - No parking on lawn anytime. brFireplaces are only available for use in the winter months with advance approval from owner. brTown of Chatham Rental Certificate: STR-403brbrAdditional Information to Assist You:brOur calendars are updated in real-time and are accurate.brDeparture cleaning is included with your reservation at no additional charge. Simply follow 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 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 not included with this home but can be rented at time of booking or at a later date through our linen rental partner. Please ask our guest specialist for details. Our NEVR Homes come with mattress covers, pillows and a bed cover such as blanket, quilt, bedspread etc.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 Information: *Mileage is approximatebr0.1 mile to Bike Path Access via Crowell Road-- More info on The Rail Trail can be found here: Info on Cape Cod Bike Trailbr0.9 mile to Oyster Pondbr2.0 mile to Lighthouse Beachbr3.2 mile to Hardings Beachbr0.3 mile to Veteran's Field and the playgroundbr0.3 mile to the Chatham Village Cafe and Bakerybr0.5 mile to Chatham Fish & Chipsbr0.6 mile to Sweet Tomatoes Pizzabr0.8 mile to the Chatham Fish Pier fish marketbr1.0 mile to Chatham Bars InnbrOnly .6 Mile into downtown Chatham where you will find :brbrThe Orpheum movie theaterbrSeal tours (Beachcomber tour pick up is one block from house)brShoppingbrRestaurantsbrFriday night Band stand concertsbrThe Monomoy TheaterbrPlaygroundbrPublic TennisbrChatham A's Baseball

Newly updated home sleeps 7, AC, free WIFI, half mile to town

Chatham, Massachusetts, United States

3

Bed

Bath

7

Sleeps

$985.43

Wake up to stunning waterfront views at this beautifully designed Chatham retreat. The main level features an open living, dining, & kitchen space with double sliders to a deck overlooking the water. Three bedrooms and luxe radiant-heat baths await, while the primary king offers deck access and work-from-home setup. The lower level adds a sectional, TV, game room, and laundry - all with uninterrupted water views. Just minutes to Jackknife Beach, idealic downtown Chatham, and Chatham Bars Inn.brbr Sleeping ArrangementsbrThis home comfortably sleeps up to 8 guests across multiple thoughtfully designed spaces:brbr- Primary King Suite (Upper Level): Waterfront views, private slider to its own part of the deck, dedicated work-from-home desk, and a full ensuite bathroombr- Queen Bedroom (Upper Level)br- Twin Bedroom (Upper Level): Two twin bedsbr- Lower Level: Sectional Queen Sofa bed with flat-screen TVbrbr- Bathrooms:brThe home includes 2.5 bathrooms, all finished with upscale details. Full bathrooms feature radiant heated floors, custom tile work, and luxury shower heads - offering a spa-like experience after long beach days.brbr✔ Pack-and-play available for our tiniest travelersbr✔ Linens, bath towels, and starter toiletries providedbrbrbrLower LevelbrbrThe lower level adds flexible space for relaxing and entertaining, including a TV lounge, half bath, laundry room, and a garage game room - perfect for kids, teens, or rainy days. A second slider opens to the backyard, delivering even more waterfront views.brbr Outdoor SpacesbrbrEnjoy multiple decks and outdoor seating areas overlooking the water. While there is no direct water access, the home offers panoramic waterfront views throughout, making it an ideal setting for peaceful mornings and scenic evenings. We also have an outdoor shower perfect for rinsing off after a day at the beach. br*Outdoor shower is available seasonallybrbr LocationbrbrIdeally located just minutes from Jackknife Beach, downtown Chatham shops and restaurants, bike paths, and the iconic Chatham Bars Inn. This is a prime home base for beach days, dining out, and exploring the best of the Lower Cape.brbrOther Things to Note:brbr- Waterfront views only (no water access)br- Ideal for families, groups, and remote workersbr- Multiple sliders maximize natural light and viewsbr- Quiet, scenic setting close to beaches and townbr- Guests have access to the entire home, with the exception of a locked storage closet.brbr Pet-Friendlybr- Well-behaved, house-trained dogs are welcome (2 max) with a $125 per-dog fee.brPlease note:br- This does not cover any damage or yard clean up br- No cats (due to allergies)br*Dogs must be disclosed at booking and prior to arrival.brbrℹ️ Additional NotesbrbrWhile we strive to minimize guest disturbances, we regularly maintain our home and may conduct lawn care or plowing during reservations, particularly on weekdays or during longer stays.brbrWe have installed exterior only security cameras for the safety of both guest and property. These cameras are actively recording both audio and video on all exterior entrances and side doors. Any tampering with cameras, including, but not limited to covering and otherwise disabling of these cameras are grounds for early termination of reservation with no refunds whatsoever.brbrAbsolutely no smoking inside or near open exterior doors - there is a $250 fee if this is violated.brbrFireplace is decorative only.brbrPlease note that any refunds made in accordance with our cancellation policy will be less any credit card fees.

Luxury Chatham Escape w/ Stunning Waterfront Views

Chatham, Massachusetts, United States

Bed

Bath

Sleeps

$727.57

This classic Cape Cod house is full of traditional charm and features without skimping on the modern amenities. Upstairs there are four full bedrooms, a child's bedroom, a full bathroom and a deck offering glorious ocean views. Downstairs there is a bedroom, large kitchen, two living rooms, walk-in pantry with full laundry, and a bathroom with a tub. Outside you can enjoy a large covered porch, a huge lawn, an outdoor shower, and a shared tennis court. Stage Harbor beach is a five minute walk and Lighthouse beach is five minutes away by car or bike. Oyster Pond beach and the town are also five minutes away by car.

Beautiful Cape Cod Gem

Chatham, Massachusetts, United States

Bed

Bath

Sleeps

$670.35

Adorable Chatham Ridgevale Beach House With Beautiful Gardens!brbrbrbr*******7 night minimum stay Saturday to Saturday*****brbrSummer by the Shore! brbr$250 cleaning feebrbrEnjoy a hotel experience in this quentisential beach house that is only 3/10 mile (7 minute walk) down the lane to the best Family Beach in Chatham. Ridgevale Beach great for kids, a snack bar, kayak and sailboat rentals available. brbrThe house has professionally maintained gardens and grounds, outdoor shower and yard offers comfortable privacy that is buffered by conservation land. Inside there are three bedrooms, TWO full baths and a washer and dryer, (2) flat screen televisions, a sound system, an open kitchen, living and dining area - simply all you need. brbrOutdoor shower and clothesline.brbrWeber propane grill and Weber charcoal grill, also has fire pit.brbrNo need to drive your car to the beach and pay to park your car, just throw your towel over your shoulder, and walk down to the beach.brbrThe Cape Cod Bike path is 1/2 mile and fresh water Schoolhouse Pond 1 mile. Three miles to beautiful downtown Chatham for Friday night band concerts, Cape Cod Chatham A's baseball games, great restaurants.brbrHas Keurig Coffee maker- Bring your own K Cupsbrbr******Bed Linens ARE Provided But Please BRING YOUR OW BATH AND BEACH TOWELS*******brbr (1) King bed, (1) Queen bed and (2) Twin bedsbr brbrbr***Beach Chairs providedbrNo petsbrNo SMOKING brbrbrbr$250 refundable Security Deposit Required

Walk to Ridgevale Beach in 7 minutes, Central Air, Beautiful yard Fast Internet

Chatham, Massachusetts, United States

Bed

Bath

Sleeps

$804.01

Chatham Beach House with deeded rights to a path to Hardings Beach as well as to a path to Oyster River Boatyard. Five minute walk to the beach. Very upscale neighborhood. Five Bedrooms including a loft area with both living and sleeping area. Two bedrooms each with a king size bed, one bedroom with a queen plus twin bed and a 4th bedroom with two twin beds. There is also a queen size bed in the loft. New custom kitchen with high end appliances. Completely open first floor allows lots of interaction with family and friends.brThe house is in Chatham, which is one of the nicest towns on the Cape. 8 minute drive to Chatham center. Downtown Chatham is always bustling with people. Enjoy the Friday night band concerts in Kate Gould Park, free to all. The whole town comes. Enjoy the Cape Cod Baseball League Chatham team. The games are played on most summer nights, are free, and again, the whole town comes. Very high quality college level baseball. Enjoy the beautiful shops, restaurants, art galleries and boutiques of Chatham's very special Main Street. Chatham is biking central. You see people on bikes everywhere including the Rail Trail Bike Path. There are many historic and natural sites to enjoy including the many beaches of Cape Cod as well as the National Seashore. Take a Whale Watching boat from Provincetown or go antiquing along historic Route 6-A. And then finish the day with a great dinner at one of the fabulous local restaurants serving fresh-off-the-boat seafood. The Monomoy Theater in Chatham has great summer stock productions. You will never be bored. Come make your own memories on the Cape and in Chatham.

5 Bdrm Spectacular Walk To Hardings Beach Ocean View Home

Chatham, Massachusetts, United States

Bed

Bath

Sleeps

$322.3

** We've just completed a major renovation of Ship's Light! Having stood the test of time for almost 200 years, the house now has a new foundation, upgraded systems and a modified floor plan. We've worked had to maintain the character and charm of the antique home, while bringing it up to modern standards. We can't wait for renters to experience the results for the 2025 summer season and beyond! brbrThe layout of the Prince Harding remains the same, but it has been entirely refreshed, with air conditioning and heating provided by solar-powered heat pumps. There is a cozy electric fireplace in the sitting area, an improved kitchen and bath with tiled shower, and a new queen-sized bed and furnishings in the living area. The house is equipped with two Level 2 EV ChargePoint chargers, for use by renters. Check out the new photos, but note that reviews prior to July 2025 are of the old apartment. We look forward to hosting you again soon! **brbrShip’s Light has looked down Cross Street to Chatham Village Center for almost 200 years. Built and occupied by some of Chatham’s most eminent residents since 1828, it was converted to four housekeeping apartments for summer visitors circa 1945. Lovingly restored by long-time current owners, this gracious antique home offers modern comfort and convenience with the character and charm of a bygone era. brbrNamed for the original owner and builder of Ship's Light, the Prince Harding apartment is a one-room studio, with a kitchenette, bath with shower and lovely front porch. Airy and light, the main room includes a queen-sized bed, dining table & chairs, comfortable seating area, electric fireplace, and smart-TV with streaming access to network channels. Wireless internet service is available throughout the house. Perfect for a couple, the fully-equipped kitchenette has a small refrigerator with freezer, induction cook-top, microwave, toaster, and coffee maker. Enjoy your morning coffee on the private front porch with your loved one or watch the sunset while sipping a glass of wine. The charm of the apartment is further enhanced by the warm glow of newly-laid wide pine and antique floors. brbrCentrally located within a short walking distance of excellent Chatham dining, shopping, movies and band concerts, the house is three blocks from the town salt water beach on Oyster Pond, and one mile from Coast Guard Beach, a great stretch of Atlantic Ocean and dunes. Many individuals, couples and extended families consider Ship’s Light their vacation home. We invite you to join them in making your vacation something special.brbrThe Prince Harding apartment at Ship’s Light is rented for longer stays during the summer and for minimum two night stays during the shoulder and off-seasons. Other units with unique features are also available and the whole house can be rented as a 5-bedroom home for family gatherings.

Apartment

Chatham Village - Adorable Studio Apartment in Antique Home

Chatham, Massachusetts, United States

Bed

Bath

Sleeps

$833.61

Located in the heart of downtown Chatham, this gem offers an easy walk to dinner, ice cream, shopping, a movie, Oyster Pond Beach, the ball field, and the playground. This comfortably furnished Cape has all four bedrooms on the second floor, offering 2 queen and 4 twin beds, each with its own A/C unit. Enjoy a spacious living room and an extra den, both with A/C units, where you can spread out and relax. You'll also have access to WiFi and a flat-screen TV for keeping up with the news or watching baseball or a movie. The well-cared-for, sprawling backyard features a flat, lush lawn perfect for a game of Frisbee, catch, or croquet. After a day of sun and surf, rinse off in the enclosed outdoor shower. The outdoor patio has seating for alfresco dining or a night of stargazing. A Pack & Play portable crib is also available for your use. This rental includes a Welcome Bag, a reusable starter pack tote that includes paper and cleaning products for your stay, compliments of the owner. Dog friendly, too, up to 2 dogs, and a pet fee of $150 will be added to the lease. Call Chatham Rentals today and let us help you plan your visit!brbrCall us at Chatham Rentals and let us help you plan your stay!

Located in the heart of downtown Chatham, this gem offers an easy walk to everything.

Chatham, Massachusetts, United States

4

Bed

Bath

8

Sleeps

$923.56

This quiet, charming home is in a highly sought-after location. You can leave your car parked and walk to breakfast, Oyster Pond Beach, or Main Street for shopping, dining, and entertainment. This beautifully decorated home has three bedrooms and sleeps six in two queen beds and two twin beds. The open galley-style kitchen is perfect for entertaining and offers an adjacent dining room for family gatherings. There is a first-floor bedroom and full bath, a first-floor laundry area, and an extra den area for those who may need a workspace. The interior is light and bright, with a private, expansive lush lawn and backyard patio outdoor area. You can grill dinner on the gas grill before walking to the Orpheum Movie Theatre. WiFi keeps you connected, and central AC on the first floor and slimline AC units in the bedrooms will keep you cool on those summer nights. The enclosed outdoor shower is perfect after a day in the surf and sand. There is parking for three cars on the grass driveway. Please note that the Dutch-style stairs to the second floor are steep. Small and medium-size dogs (40lbs max) are welcome (no more than two, please). Call Chatham Rentals today for more information, and let us help you plan your visit.

Beautiful house that is a walk to downtown!

Chatham, Massachusetts, United States

Bed

Bath

Sleeps

$923.77

brBuilt in 1920, Lucy's Cottage is located in a quiet and prestigious North Chatham neighborhood and an easy stroll to three town landings - Scatteree (.2 miles), Cotchpinicut (.4), Cow Yard (.7). br brThe property is 1.4 miles to Chatham Bars Inn and 3.8 miles to the Wequassett Resort and Golf Club. Main Street and Lighthouse Beach are within biking distance. It's location is central to explore the wider Cape, Martha's Vineyard and Nantucket.br brLucy’s Cottage is a spacious 2600 sq ft home with central A/C. The oversized separate lounge room is the perfect indoor gathering space for family and friends with a 13 ft (fully extended) dining table that comfortably seats 10 and includes sofas and a large TV. br brThe family room off the kitchen is a second living area that offers a more intimate space including a cozy window seat with distant seasonal ocean views. A selection of books, puzzles and board games can be found in this room and are available for your enjoyment. br brThe well-stocked kitchen features two Thermador ovens, lobster pots and everything you’ll need for perfect entertaining on summer nights. br brThe kitchen opens on to a stone patio, a multi-level historic garden, complete with a BBQ and fire pit. A new outdoor shower has been added for the 2023 season.br brParking is limited to 3 vehicles.br brLuxury Beekman toiletries will be provided.br brWell behaved and closely supervised children welcome.br brNO PETS ALLOWEDbr brNO PARTIES OR EVENTSbr brRentals during the Summer are Saturday to Saturday.br brWe do not have a pool - VRBO is having difficulty removing this reference from our listing.br brLucy's Cottage is a Veteran owned and managed property.br brAny questions, please message owner.

Charming Chatham Cottage!

Chatham, Massachusetts, United States

Bed

Bath

Sleeps

$636.72

This Chatham beauty is a Newly built cottage which is walking distance to Pleasant Bay and a short drive to town. A perfect getaway for a party of two! The Cottage is in a Private and Quiet neighborhood safe for long walks with easy access to the Chatham Bike Trails. No stairs to climb and all the amenities to create a relaxing and comfortable visit. br brThe charming Cottage offers many features that others miss: King Size Master on main floor , Cable TV, Internet Access, Linens, Beach Towels, Washer & Dryer, Outside Shower, Grill, and a Full basement for storage.br brIts location offers just a short drive to Chatham’s downtown for a stroll down Main Street, drinks at The Squire, or to take in a Cape League baseball game. It also provides quick access to Orleans, the Cape Cod National Seashore, the Wellfleet Drive-In movie theater and Provincetown.

Cottage

Excellent Chatham Cottage

Chatham, Massachusetts, United States

Bed

Bath

Sleeps

$800.42

Wonderful In Town Location with a Main House and One Bedroom Cottage.brbr* * * * See end of this description for information about included FREE ACTIVITIES through Xplorie, the Kinlin Grover Compass CANCELLATION/REFUND policy and more! * * * * brbrWelcome to Chatham Bookends (Main House) and Pencil Me Inn (Guest Cottage) tucked away just steps from Chatham Village. Leave your car keys and worries behind as you take a casual stroll to your morning coffee shops, gourmet deli sandwiches at Chatham Cookware or wine and cheese evenings at the Chatham Bars Inn overlooking the National Seashore. Enjoy the amazing beaches, the fabulous restaurants and the numerous shopping options that satisfy all ages. brbrThis dream location has something for everyone, whether you prefer the lazy summertime temperatures with Cape Cod League Baseball, the nearby bike paths or a round of golf, the autumn breezes and fiery fall sunsets, or being nestled in for the cozy winter holidays highlighted by Chatham's famous Christmas Stroll and First Night activities! This 1928 historic home has been updated, has central AC, is well appointed and is beautifully decorated. Enjoy the walkout family room to our spacious private patio and grassy yard. Let the kids enjoy the comfy sectional couch and 65TV and Play Station 5 while you enjoy your coffee or adult beverage outside!brbrThe two combined buildings offer 3 bedrooms/2 baths and sleeps 8 comfortably. The property is just 150 steps to the back of the Chatham Squire. The main house has a wonderful front porch to enjoy after a day in town or at the beach. The living room is so inviting with updated comfortable furnishings and the kitchen is updated with quartz countertops and stainless steel appliances.brbrThere are two bedrooms in the Main House on the second floor one with a queen and the other has a queen and a twin trundle bed. Look out the door and there is the adorable one bedroom Guest House that everyone will want to call their own. This cottage underwent a complete interior renovation creating outstanding guest quarters. It offers a queen size bed, cozy living space and updated bath with a 65 television. Both houses are included in this charming rental.brbrThe property offers central air conditioning, high-speed WiFi, roku televisions with streaming services, renovated bathrooms, new gas grill, storage bin with beach chairs and beach umbrella and enclosed outdoor shower. Two sets of golf clubs are available at the property for your use. brbrSECOND FLOOR:brBEDROOM #1: QUEEN brBEDROOM#2: QUEEN WITH TWIN TRUNDLE BED, brTHIRD BEDROOM: QUEEN - COTTAGEbrbrbr* Additional fees:br- $175 non-refundable reservation fee (no security deposit required)br- Cleaning Fee - $280br- all applicable taxesbr* FREE WIFIbr* SATURDAY TO SATURDAY RENTALbr* ONE DOG ALLOWED PER OWNER APPROVAL - ($250 Refundable Pet Security Deposit Required)br* NO SMOKINGbr* OCCUPANCY: 8 (Adults and children)br* PARKING FOR 2 VEHICLESbr* Sheets & towels are not provided. We can provide information for a Linen Rental Service.brbr**** FREE ACTIVITIES INCLUDED ****brTo enhance your vacation experience, Kinlin Grover Compass includes Xplorie, which means free admissions and equipment rentals everyday of your stay at select popular attractions in the area. brbrAs a guest of Kinlin Grover Compass, you'll receive free tee-times, free equipment rentals, free admission and free tickets to some of Cape Cod's best activities! Activities and availability are subject to change.brbr**** CANCELLATION/REFUND POLICY ****brUpon cancellation for ANY reason, money will be refunded less a 20% service fee of the total rental amount due, ONLY if the property is re-rented for the same terms and conditions of the original Agreement. Tenant further acknowledges and agrees that where Kinlin Grover Compass undertakes to re-let the property, the rental fee to be charged to the substitute tenant shall be in an amount to be determined in the reasonable discretion of Kinlin Grover Compass and Owner. Tenant agrees that any cancellation of the reservation, undertaken at any time, shall not be effective unless in writing and delivered to Kinlin Grover Compass.

FOUR BEDROOM IN TOWN LOCATION -- CLOSE TO OYSTER POND BEACH AREA.

Chatham, Massachusetts, United States

Bed

Bath

Sleeps

$909.55

Located just 1 mile from the fish pier and CBI, and 1.5 miles to downtown, we are close to all the best Chatham has to offer! brbrFrom the circular shell-covered driveway to the cedar shakes and starfish shutters, this home is full of old cape cod character, but with modern amenities. We love the generous living and outdoor spaces that allow us to comfortably entertain our family and friends — there is plenty of space to gather together or, when desired, sneak off to read a book in private.brbrThe first floor features two comfortable living rooms, one with a flat screen television and an adjoining dining area that includes a 7-foot dining table — great for family dinners. Also on the first floor are a modern eat-in kitchen, a laundry area, a full bath, and two bedrooms. The first-floor master contains a pillow-top king bed and plasma television, while the second first-floor bedroom contains a pillow top queen bed.brbrThe second floor features 3 bedrooms and a ¾ bath. brUpdstairs Bedroom #1: (1) Queen and (2) twinsbrUpdstairs Bedroom #2: (1) QueenbrUpdstairs Bedroom #3: (1) TwinbrbrAdditional amenities include dual-zone central air, 2 wood burning fireplaces, WiFi, 1st floor washer/dryer, a large private (fenced-in) backyard, deck, outdoor shower, gas grill and fire pit.brbrPillows and blankets provided, but you must rent or bring your own linens and towels.brbrbrbrbr

5 Bed/2 Bath Sleeps 11. Walk to restaurants, town and more...

Chatham, Massachusetts, United States

5

Bed