Vacation Home Rentals By Owner In Chatham, MA

$1710.32

Spend your quintessential Cape Cod vacation, in a beautifully renovated 1862 Farm House on Stage Harbor Road!

Chatham, Massachusetts, United States

Experience your quintessential Cape Cod vacation in a beautifully renovated 1862 Farm House on Stage Harbor Road! Lush grasses and fragrant landscaping create a colorful and calming atmosphere on this property. The spacious front farmer's porch invites you to relax and enjoy the warm breezes with your morning coffee, while the private back patio, complete with a large table, is perfect for family dinners and nights under the stars. This stunning home comfortably sleeps 13 guests in 6 bedrooms, featuring 4 queen beds, 1 king bed, and 3 twin beds. All bedrooms include en suite bathrooms for added comfort and convenience. The bright and airy first-floor living area is charmingly decorated with updated furnishings and nautical themes. Stay cool and connected with central A/C and Wi-Fi, and enjoy streaming services on all TVs. Two staircases are available for your use. After a day at Lighthouse or Oyster Pond Beach, rinse off in the enclosed outdoor shower. Both beaches are just a short walk away. A short stroll along the Loop will take you into downtown Chatham for movies, dining, ice cream, or shopping. The Coast Guard Station Chatham is also just around the corner. As a special touch, this rental includes a Welcome Bag, a reusable tote filled with paper and cleaning products for your stay, courtesy of the owner. Charming and spacious, this home is filled with attention to detail and offers the perfect setting to create lasting memories year after year.brPlease note: This rental shares a driveway with 4 other rental units on the same property. This home includes 4 assigned parking spots, and the twin bedroom is accessed via a very steep ladder staircase.brCall us at Chatham Rentals, and let us help you plan your stay!

6

Bed

6

Bath

13

Sleeps

$778.43

/ Nightly

Private Vacation Home

New 2026 Private Two-Acre North Chatham Escape with Marsh Views, Decks, and a Hot Tub

Chatham, Massachusetts, United States

Summary:brbrBreathtaking architecture, soaring windows, and serene surroundings just minutes from downtown Chatham and world-class beaches.brbrbrbrThe Space:brbrWelcome to Marshlight Retreat, a breathtaking, sun-drenched vacation home set on two private acres in North Chatham with expansive marsh views stretching west toward Frost Fish Creek. Defined by striking architecture and dramatic floor-to-ceiling windows, this one-of-a-kind home offers a rare sense of privacy and space, both inside and out. Surrounded by nature and designed to bring the outdoors in, Marshlight Retreat feels peaceful and secluded, yet remains just minutes from Chatham’s renowned beaches, dining, and shopping. If you’re seeking a private oasis in a coveted neighborhood without sacrificing convenient location, this is the place for you.brbrbrbrInside, the home marries modern comfort with timeless, classic character. A thoughtful blend of high-end fixtures, curated antiques, and warm wood accents gives the space a distinctive, layered feel. Sunlight pours into the open-concept living and dining areas throughout the day, creating a bright, welcoming atmosphere beneath soaring cathedral ceilings—perfect for gathering and unwinding. The kitchen is well equipped for everything from casual beach-day meals to memorable multi-course dinners, featuring a six-burner gas range, double ovens, and a stainless steel refrigerator that will impress even the most discerning home chef. Flexible sleeping and gathering spaces span multiple levels, offering comfort and breathing room for families and friends. Bedrooms are spacious and filled with natural light, and a first-floor full bath with a tub and shower combination is ideal for post-beach rinses. One of the home’s most unique features is the sleeping loft—a playful, tucked-away retreat accessed by ladder that’s especially loved by kids seeking their own special hideaway.brbrbrbrOutdoor living is equally inviting. Decks overlook the marsh, while a covered porch provides a serene spot for morning coffee or evening cocktails. A private hot tub is tucked into the landscape, perfect for soaking under the stars after a day of adventure. Additional outdoor amenities include a grill, patio, fire pit, and outdoor shower, creating effortless flow between indoor comfort and outdoor relaxation. For those eager to explore the surrounding waterways, the home also includes a stand-up paddleboard and two kayaks. Despite its tranquil setting, Marshlight Retreat offers easy access to some of Chatham’s most beloved attractions. Just around the corner, explore local history at the Atlantic White Shark Conservancy and the Marconi Wireless Museum. Boaters will appreciate being less than a mile from Ryder’s Cove, where you can launch your boat and explore Pleasant Bay, Crows Pond, or the open Atlantic, or catch a seal tour departing from the harbor. Downtown Chatham is under five minutes away and known for its walkable charm, with endless boutiques, galleries, restaurants, and a beautiful public library. When it’s time for the beach, spend the day at postcard-perfect Lighthouse Beach, or explore nearby favorites like Jackknife Cove, Scatteree, Oyster Pond, and Nantucket Sound beaches including Ridgvale Beach, Harding’s Beach, and Cockle Cove. Book your stay today! brbrbrbr**Linens and bath towels are provided. Please remember to bring your own beach towels!** brbr**This is a dog friendly home. If you plan to bring your dog, please inform Nauset Rental so we can send you screening questions.**brbrbrbrLayout of Bedrooms & Bathrooms: brbrbrbrMain LevelbrbrBedroom #1 - Queen bedbrbrbrbrBathroom #1 - Full bathroom with a tub and showerbrbrbrbrUpper Level brbrBedroom #2 - King bed brbrBedroom #3 - Two extra wide twin beds brbrbrbrBathroom #2 - Full bathroom with a tub and showerbrbrbrbrCommon SpacebrbrThree twin beds in the sleeping loft (please note that while there are fans, the AC doesn't reach the loft and it can get warm)brbrPull out sofa in the living roombrbrbrbrOther Things to Note:brbr-

Bed

Bath

Sleeps

$555.08

/ Nightly

Private Vacation Home

Chatham-Walk to Ridgevale Beach, Pets Considered, Central Air, Bike Trail

Chatham, Massachusetts, United States

After walking by the beautiful hydrangeas and entering through the front door you will realize this house is much more spacious than it looks from the outside. You enter the comfortable living room with the adjoining dining area and you look into the very spacious fire-placed family room with a 32 square foot picture window overlooking the large back yard bordered by trees. This room also has a table for dining with a pass through window from the kitchen and a desk for those needing to keep up with things at the office.brbrThe black and white eat in kitchen has an Electrolux wall oven, a new Bosch dishwasher, a Jenn-aire ceramic cook top, a Keurig coffee maker as well as a drip coffee maker, granite counter tops and recessed lights.brbrThere are two bedrooms and a full bath (tub with shower) on this level. brThe first bedroom has a queen sized bed, the second bedroom has two twins. brbrAll floors on this level are oak except for the kitchen and bath which are ceramic tile. brbrAs you proceed downstairs to the walk out lower level the washer dryer will be on your left. To the right will be three twin beds which are a perfect set up for children. This room shares a closet with the other bedroom on this floor. brbrThe fourth bedroom has a queen bed, a flat screen TV, a full bath (no tub) and its own private entrance if desired. Great for the in-laws, babysitter or a second couple. The house can be very comfortable for a single family, the extended family or two families. My family has stayed here under all three scenarios and always had a great time.brbrThe large back yard has lawn furniture, a picnic bench for 8, a gas grill and an enclosed outside shower. The yard is big enough for whiffle ball, croquet, or whatever else you may like to play and is not at all close to any roads.brbr Ridgevale Beach (very family friendly) is a quick walk down the road (or you can drive, there is parking). This makes a nice after dinner stroll as well.brbrPlease note the house has central air throughout for your added comfort.brbrThe Chatham Bike Trail which connects to the Cape Cod Rail Trail is less than a mile away.brMarian's Pie Shop is also an easy walk and her cinnamon rolls are legendary. The center of downtown Chatham is about 3.5 miles and can be reached via the bike trail if so desired. Movie theater, library, band concert, summer baseball league, great restaurants, golf, tennis and pickle ball.br For availability and pricing, you can contact me directly at: chathamrental9@gmail.com or by callingbr seven eight one four three nine nine zero eight five.brbrRidgevale Beach is very special for the way its tidal stream forms a virtual moat around the beach proper. That stream creates a great stretch of sandy beach with no waves where younger children can enjoy the sand and water without the surf. Older kids can have a ball riding inflatables, going with the flow of the incoming and outgoing tide. Truly Mother Nature's Water Park.brbrChatham Village is a short 5 to 10 minute drive where you'll find great shoppes, restaurants, and galleries. Enjoy the quaint movie house or band concerts on the green. And don't forget to hit one of the many ice cream parlors in town too! brbrNOTE BENE: Be sure to watch the video and read the reviews-great house in a great location.brbrbrbrbr brbrAmenities:brMicrowave, coffee makers, washer, dryer, wireless internet access, gas grill, central air conditioning, DVD players, picnic bench, lawn furniture, large landscaped lot.brbrbr

Bed

Bath

Sleeps

$508.99

/ Nightly

Private Vacation Home

Close to Hardings Beach & Private Access to Oyster River

Chatham, Massachusetts, United States

Comfy and cozy four bedroom home near Hardings Beach! This recently updated Cape cottage is filled with new furnishings, and is a wonderful spot for your vacation in Chatham. There is a deeded foot path to Oyster River from which you can launch a kayak or SUP board. This rental offers 2 kayaks and 2 bikes for tenant use. The sands of and warm waters of Nantucket Sound are located a short distance away at Hardings Beach. Plenty of space for your family to spread out, and nice outdoor entertaining spaces with a fire pit to round it out. The lower walk-out level finished basement offers a great retreat for the kids or kid at heart with a Smart TV and a foosball table. If you are traveling with a boat there are multiple private and public launch ramps available nearby as well as room to park the trailer onsite.

Bed

Bath

Sleeps

$547.07

/ Nightly

Private Vacation Home

5 BR - Beautiful Property-Chatham in-Town & Oyster Beach Inlet

Chatham, Massachusetts, United States

Absolutely beautiful vacation home with upscale furnishings throughout! Giant wraparound porch complete with comfy furniture and central air conditioning (Two zones). The kitchen is a chef's dream, unless you prefer walking into town for dinner at your favorite downtown Chatham bistro. The new bike trail is just up the road and Oyster Pond Beach is 1/10 mile walk and includes amenities for the kids. Wrap Around Porch with outside eating area, sun area & backyard deck. Professional landscaping with seashell driveway, two walkways and flowers/plant and bushes. Covered deck with picnic bench (for kids with to much sun or a rainy day) Beach chairs (6) and mountain bikes (2) Include cooler/wheels and beach trolley (other kids beach items) Stainless steel grill on backyard porch/deck including a full size hammock. Beautiful Gourmet Kitchen with wide open space. Beautiful Bathrooms up and down. Fantastic bedrooms that are well maintained. Bonus Walkout Living area downstairs....brbrWe have five property's in Chatham, MA at ChathamVacationProperties.com brbrIncludes additional Plasma TV, PlayStation 2/games and a full sofa bed; Direct TV & High Speed Wireless Internet (free long distance also) Flat Panel Plasma TVs with DVD Player (qty 2) Bring your own linens: 1 King, 2 Queen, 1 Full, 2 Twins and (a pull out sofa/full walkout downstairs)

Bed

Bath

Sleeps

$667.42

/ Nightly

Private Vacation Home

Stylishly Furnished Home- Access to Pleasant Street Beach

Chatham, Massachusetts, United States

This bright, exceptionally clean, relaxing cape style home is only a 5 to 7 minute stroll to Pleasant Street Beach, a natural beach on the warm waters of Nantucket Sound.brCentrally located at the “elbow” of Cape Cod, Chatham is a true Cape gem, said to be as quaint as Nantucket without the boat ride. Enjoy Main Street and its unique shops, restaurants, theaters and inns. Relax at the scenic beaches perfect for sunning, swimming, boogie-boarding, kayaking, windsurfing, or sailing. If the salt water is not your thing, try one of the calm, spring-fed, glacial kettle ponds, a great alternative for young kids. This is unlike any average rental-come enjoy, relax and make memories of a lifetime! PETS CONSIDERED! Open Year Round- Off Season 5 NIGHT MINIMUM. Non-refundable $500 Administrative Fee, $250 Cleaning fee, plus applicable state and local taxes.

Bed

Bath

Sleeps

$1161.67

/ Nightly

Private Vacation Home

Family Friendly Home with Private Bog View-Close to 2 beaches & town center.

Chatham, Massachusetts, United States

Newly remodeled in 2020, this designer 4 BR, 3 full bath house sleeps 10 (8 preferred) and has everything you need to make wonderful Chatham memories with your family and friends! You can walk or bike to Ridgevale Beach or make a very short, 3 minute drive to Hardings Beach, so you’ll have great flexibility to experience both spots and pick your favorite. brbrAfter the beach, in the summer, you can utilize the outdoor shower or relax in the backyard before you head into town. Downtown Chatham is less than a 6 minute drive where you can explore the shopping and restaurants that make Chatham the most sought after destination on the Cape. Don’t feel like driving into town You can walk or bike to some Chatham favorites like, Mom n Pops Restaurant, Kreme N Kone, Dogfish Taco, Dunkin Donuts. If you decide to stay home to enjoy your evening, you’ll have great amenities both inside and out. Cook your own dinner in our gourmet kitchen that features a gas range, pot filler and quartz countertops or grill out with a five-burner, covered gas grill that lets you cook outside, rain or shine. You can even host your own Cape Cod clambake at the stone fire pit that has a detachable grilling rack. Sit back and relax in the cozy living room and enjoy a 55-inch, 4K TV, or enjoy the evening breezes on the porch/sun room that includes spacious seating and dining areas along with a 65-inch, 4K TV. You can also enjoy your meals outside on the patio that’s surrounded by a tranquil and private back yard. After dinner, extend your evening by the Cape Cod fire pit that overlooks a working cranberry bog. On a rainy day you can enjoy the ping pong and air hockey table in the basement.brbrPlease check out capecodbeachandbabyrentals.com for any and all baby and beach rental needs. brbrBesides easy access to the beaches and downtown, you’ll have easy access to cycling on the Old Colony Rail Trail which is less than five minutes away and the Chatham Airport. Harwich town center is a short drive as well.

Bed

Bath

Sleeps

$874.55

/ Nightly

Private Vacation Home

Stellar Home with Hot Tub & Movie Room!

Chatham, Massachusetts, United States

Summary:brbr16614 - Chatham Pearl: Stellar Home with Hot Tub & Movie Room!brbrbrbrThe Space:brbrSitting in a quiet neighborhood in beautiful Chatham, this classic Cape home is ready to host your next vacation. A movie room complete with a popcorn and candy machine is waiting for your favorite vacation films, while a stellar location minutes from Oyster Pond brings the summer fun to your backyard. This is truly a Chatham Pearl!brbrStepping into this beautiful home, a large kitchen provides plenty of space to cook up your favorite vacation treats. An incredible and unique feature of this home is the newly completed movie room, where you can eat some popcorn and candy from the included machine, as well as play your favorite card games at the elevated card table. brbrAfter a long day of exploring the Cape and enjoying this fun hangout, this home comfortably sleeps 10 among its 4 bedrooms. The first floor houses two bedrooms, including the perfect kids room with two bunk beds. Upstairs, the remaining sleeping quarters can be found, with extra privacy to count sheep all night long. brbrOutdoors, a private yard is a great place to watch your pup run around while soaking in the hot tub. Or, enjoy a meal under the stars at the outdoor dining and lounging area. brbrOther amenities include a washer and dryer, a propane grill, a screened-in porch, and an outdoor shower. With all new updates including central A/C throughout the home, and incredible amenities to choose from in every corner, this is no hidden pearl, it’s the Chatham Pearl!brbrHome Details:br-Dogs Welcomed (w/fee of $45/night per dog)br-Sleeps 10br-2 floors (1st Floor + 2nd Floor)br-2,800 Sq. Ft. brBedroomsbr-Total 4br-Bedroom #1: 1 Queen Bed, 1st Floorbr-Bedroom #2: 2 Twin Bunk Beds (4 Twin Beds Total), 1st Floorbr-Bedroom #3: 1 King Bed, 2nd Floorbr-Bedroom #4: 1 Queen Bed, 2nd FloorbrBathroomsbr-Total 2br-Bathroom #1: Full Bathroom with Tub/Shower Combo, 1st Floorbr-Bathroom #2: Full Bathroom with Tub/Shower Combo, 2nd Floorbr-Central A/Cbr-Smart TVbr-Smart Lock/ Self Check-Inbr-WiFibr-Washer and Dryerbr-Hot Tub br-Screened-In porchbr-Propane Grillbr-Outdoor Showerbr-Fire Pitbr-2 Minute Walk to Oyster Pondbr-Sheets and Bath Towels Provided with Beds Made Upon Arrivalbr-Cleaned with Hospital Grade DisinfectantbrC0416350550brbrbrbrThe Neighborhood:brbrOceanside

Bed

Bath

Sleeps

$703.98

/ Nightly

Private Vacation Home

1 Mile from Downtown Chatham Walk to Pier

Chatham, Massachusetts, United States

Summary:brbr16655 - Riptide: 1 Mile from Downtown Chatham Walk to PierbrbrbrbrThe Space:brbrOne of the many perks of staying at this four-bedroom home is its great location within walking distance to the Chatham fish pier and the downtown area. A favorite pastime of residents and visitors alike is watching commercial fishing boats unload their haul for the day at the fish pier (a half mile away). Downtown Chatham is less than a mile from the home. Here you'll find restaurants (The Chatham Squire, Impudent Oyster, Bluefins Saki & Sushi Bar) and plenty of shopping. There are also many attractions within a mile, including Cape Cod Baseball League games at Veterans Field, films at the historic Chatham Orpheum; Oyster Pond Beach for swimming; and fun exhibits at the Shark Center, where you can learn all about Atlantic White Sharks.brbrOther perks include a spacious backyard with a deck and a dining table for six, an outdoor shower, fire pit, plus a picnic table for eight set on a well-manicured lawn, as well as a ping pong table in the basement.brbrThe first floor of the home has an open and airy living room with comfortable seating, Smart TV, and direct access to the deck and the private backyard; a half bath; full kitchen with countertop seating for three; a formal dining room — great for board games and entertaining; and the master bedroom with a TV and en suite bathroom.brbrThe second floor features a full bathroom with three additional bedrooms — one with a king bed; a second room with two queen beds, a couch, TV and DVD player; and a third bedroom with a king bed and its own private entrance.brbrHome Detailsbrbr-Sleeps 10br-2 Floorsbr-1st Floor Master Bedroom: 1 Queen Bed w/ en suite Full Bathroombr-2nd Floor Bedroom #1: 1 King Bedbr-2nd Floor Bedroom #2: 2 Queen Bedsbr-2nd Floor Bedroom #3: 1 King Bedbr-Central A/Cbr-WiFibr-Smart TVbr-DVD Playerbr-Ping Pong Table (Basement)br-Washer/ Dryer (Half Bathroom)br-Spacious Outdoor Living Areabr-Deck with Furnishingsbr-Outdoor Showerbr-Fire Pitbr-Weber Gas Grillbr-1 Mile to Downtown Chathambr-Half Mile to Fish Pierbr-NO pets fines remittedbr-Sheets and Bath Towels Provided with Beds Made Upon Arrivalbr-Cleaned with Hospital Grade DisinfectantbrC0071810550brbrbrbrThe Neighborhood:brbrOceanside

Bed

Bath

Sleeps

$272.62

/ Nightly

Private Vacation Home

Updated Beach House Deck Outdoor Shower!

Chatham, Massachusetts, United States

Summary:brbr16670 - A Touch of Blue: Updated Beach House Deck Outdoor Shower!brbrbrbrThe Space:brbrNautical colors and floods of natural light welcome you to A Touch of Blue. Located in Chatham, this beach house is walking distance from immaculate Forrest Beach on Nantucket Sound. brbrWith ample seating outside, and a private plot set back from the road, this home is a nice place to relax this Cape Cod summer. A sprawling outdoor deck, with a shade umbrella and great outdoor seating, welcomes you to your vacation home. Step through the patio, with additional seating, and into A Touch of Blue. brbrThe open concept living room and kitchen house an exposed brick chimney and sun soaked sofas, with a dine-in island at the center of the kitchen. Head down the hallway towards the sleeping quarters of this home- two bedrooms, the primary bedroom with a queen bed, and the second bedroom with a full bed and a twin/ twin bunk bed. brbrOther amenities include a washer and dryer, a secluded backyard with hammock for relaxing, an outdoor shower and central A/C. Surround yourself with the joys of Chatham at A Touch of Blue. brbrHome Details:br-Dogs Welcomed (w/fee of $45/night per dog)br-Sleeps 6br-Single FloorbrBedroomsbr-Total 2br-1st Floor Bedroom: 1 King Bedbr-1st Floor Bedroom: 1 Full Bed + 1 Bunk Bed (2 Twins)brBathroomsbr-Total 1br-1st Floor Bathroom: Full Bathroom w/ ShowerbrOther Amenitiesbr-Fully Equipped Kitchenbr-Central A/Cbr-Smart Lockbr-WiFibr-Smart TV/Streamingbr-Washer/Dryerbr-Covered Porch w/ Seatingbr-Deck w/ Outdoor Diningbr-Propane Grillbr-Outdoor Showerbr-Fireplace- not for guest usebr-Hammockbr-Private Yardbr-Parking for 2-3 Carsbr-8 Minute Walk (0.4 mile) to Forest Beach on Nantucket Soundbr-Sheets and Bath Towels Provided with Beds Made Upon Arrivalbr-Cleaned with Hospital Grade DisinfectantbrC0408470550brbrbrbrThe Neighborhood:brbrOceanside

2

Bed

1

Bath

6

Sleeps

$474.97

/ Nightly

Private Vacation Home

Beautiful home near Jacknife Beach and bike trail

Chatham, Massachusetts, United States

This newly renovated home has 3 bedrooms and 2 1/2 baths,and is located in a nice quiet neighborhood. This home is centrally located and convenient to the Chatham's vast selection of shops, dining, and recreational opportunities. With over 2,200 sq. ft of living space set on a private level lot of almost a half-acre, the home provides plenty of space for friends and family. A warm and inviting first floor includes an open concept kitchen with dining area, pantry, sunroom, large living room with built-ins, first floor master suite, and half bath. The second floor has 2 substantially sized bedrooms, a family room and a new full bath. This home comfortably sleeps 8 and has a pull out couch on the upstairs family room. There is a large deck that is great for entertaining!

Bed

Bath

Sleeps

$897.42

/ Nightly

Private Vacation Home

Away from it all, secluded getaway 1 mile from beach , 5 minutes to Town Center

Chatham, Massachusetts, United States

This property offers travelers an experience like no other property in Chatham. Set back deep off of Barn Hill rd on over 1.25 acres of park like grounds. Complete privacy yet minutes to all the activities Chatham has to offer. Immaculate interior completely renovated, with a backyard like no other. Located on the beach access road with sidewalks at the end of driveway, No road crossings. 15 minute stroll, or 2 minute drive to Hardings beach and 5 minute drive to downtown Chatham. Home features a large deck with natural gas weber grill, Teak dining set for 8 people. Deck leads to a 20x20 large patio with additional high bar table and chairs for 4. An additional couch and chairs for 6 people. There is a horse shoe pit and a large fire pit with seating for 6. Cafe style lighting and outdoor speakers surround the outdoor space. Spacious cedar outdoor shower. Interior of home has large kitchen with granite countertops, maple cabinets fully stocked with all kitchen utilities needed to prepare meals. Kitchen also includes a built in wine fridge. Large dining room table that seats 8 with double glass sliders leading to deck. Living room has gas fireplace, large sectional couch, 50 flat screen TV with sound bar, along with air conditioning for relaxing after a hard day at the beach. brPrimary suite with private bath, 42 flat screen TV and air conditioning. 2nd bedroom has a Queen size bed, 42 flat screen TV and air conditioning. brIn-law suite has 2 queen beds, 42 Flat screen TV, full bath, air conditioning and separate area with couch, and 50 Flat screen TV for watching or gaming.br*All 3 full baths have showers, no bathtub in home*

Bed

Bath

Sleeps

$397.14

/ Nightly

Private Vacation Home

Quintessential Cape Cod Cottage

Chatham, Massachusetts, United States

. Escape to our cozy Cape Cod cottage in Chatham! This charming, eclectic retreat is perfect for couples, solo adventurer'sbrand small families. Harding's & Ridgevale beaches only a mile from the cottage. Features are a private patio, deck, outdoor enclosed shower, fire pit ,lots of flowers and birds.br A simple, shabby-chic getaway with modern comforts like Wi-Fibrand AC, just 3 miles from downtown Chatham. Your perfect beach vacation awaits.My partner Michael and I live in a separate cottage on the property and are available for any questions you may have otherwise we will respect your privacy . Having lived in Chatham for forty years I can make lots of recommendations of “must do” while you are here.

Bed

Bath

Sleeps

$730.84

/ Nightly

Private Vacation Home

Secluded Chatham Cape Cod House Stage Harbor Area

Chatham, Massachusetts, United States

Very secluded 3br family friendly (pets considered) full Cape at the end of a cul-de-sac. Located in rural Stage Harbor section of Chatham this house allows our renters to adhere to the current Mass State Covid-19 Guidelines, while enjoying walking & biking attractions the backside of Chatham offers. A short walk to beautiful (dog friendly) Stage Harbor Beach, less than a mile from Chatham light house and downtown you are afforded many options during these challenging times.brbr* Longer stays are available and will be discounted appropriately and is currently activated on the listing. brbrLocated in the Historic Stage Harbor area of Chatham, minutes from beach, less then a mile from Chatham light house and downtown. House is situated on 1 acre of property at the end of a cul-de-sac with one side adjacent to conservation land, very quiet area. brbrTwo working fireplaces, full eat in kitchen with dining room and living room. One bedroom upstairs with King & Twin beds, second bedroom with Full & twin beds. Full bath on second floor, tons of closet space in both bedrooms. Master suite located on the 1st level with a King Size Tempur-Pedic bed, flat screen w/ cable & full bath. Plenty of closet space on both floors and a 1st floor laundry space.

3

Bed

2

Bath

6

Sleeps

$977.95

/ Nightly

Private Vacation Home

Waterfront Escape, Game Room, Dog Friendly!

Chatham, Massachusetts, United States

Summary:brbr16700 - The Wind Drifter: Waterfront Escape, Game Room, Dog Friendly!brbrbrbrThe Space:brbrThe Wind Drifter awaits your next Cape Cod escape. This spacious, waterfront home is convenient located in Chatham, MA, offering the perfect setting for a relaxing family getaway or a fun trip with friends, accommodating up to 12 guests.brbrStart your mornings with coffee on the back deck, taking in sweeping water views, with only the calls of shorebirds in the background. Inside, a bright, open kitchen flows seamlessly into the dining and living areas—perfect for gathering, sharing meals, and enjoying time together. Open the windows to enjoy fresh breezes off the water. The home features 6 bedrooms and 4 bathrooms with flexible sleeping arrangements designed for groups of all sizes. On the first floor, you’ll find a king bedroom with easy access to a nearby walk-in shower. Upstairs offers four additional bedrooms—including 3 queens, a kids room (with 2 twin trundle beds), while a private king suite above the garage provides extra space and privacy. brbrThe basement game room with a pool table is perfect for friendly competition or to catch up your favorite TV show on the 75 TV, while the deck invites cookouts on the grill or relaxed evenings dining al fresco under the Cape Cod sky. Unwind with s’mores by the wood fire pit or sip your favorite cocktail as the fire crackles and the sun sets. Lounge on any of the plush couches on the first floor and taken in the breathtaking water views, rain or shine.brbrLocated just a short drive (about 6 minutes) from Harding’s Beach and Ridgevale Beach—and with Lighthouse Beach also nearby—you’ll have easy access to some of Chatham’s most beloved spots. You’re also minutes away from local favorites like Mac’s Chatham Fish & Lobster, Del Mar Bar & Bistro, Mom & Pops Burgers, Hey Joe’s, and Jam Coffee Shop. Spend your days exploring charming downtown Chatham, browsing boutiques, visiting local museums, spotting seals at Chatham Fish Pier, or biking along the Cape Cod Rail Trail. For nature lovers, the Monomoy National Wildlife Refuge is a must.brbrWhether you’re here to reconnect, explore, or simply relax by the water, The Wind Drifter captures the essence of a perfect Cape Cod vacation. Book your stay and experience Chatham at its best.brbrHome Details:br-Dogs Welcomed (w/fee of $45/night per dog) br-Sleeps 12brBedroomsbr-Total 6br-1st Floor Bedroom: 1 King Bed (ensuite)br-2nd Floor Bedroom: 1 Queen Bed br-2nd Floor Bedroom: 1 Queen Bedbr-2nd Floor Bedroom: 1 Queen Bedbr-2nd Floor Bedroom: 2 Twin Trundle Bedsbr2nd Floor Bedroom: 1 King Bed (ensuite)brBathroomsbr-Total 4br-1st Floor: Full Bathroom, Shower (ensuite to King Bed, 1st Floor)br-1st Floor: Full Bathroom, Showerbr-2nd Floor: Full Bathroom, Shower (ensuite to King Bed, 2nd Floor)br-2nd Floor: Full Bathroom, Shower/Tub CombobrOther Amenities br-Mini Split in dining roombr-Floor/Window Unit ACs in Bedroomsbr-Game Roombr-Pool Tablebr-WiFibr-Smart TV br-Washer/Dryer br-Propane Grillbr-Wood Fire Pitbr-Please note outdoor amenities are available seasonallybr-Please note there is a ring doorbell camera at the front door that faces the drivewaybr-Indoor Fireplaces are not for guest use (fines remitted)br-Sheets and Bath Towels Provided with Beds made Upon Arrivalbr-Cleaned with Hospital Grade Disinfectantbr-Parking for 5 cars maximumbr-C0579370550brbrbrbrOther Things to Note:brbrPlease note there is a ring doorbell camera at the front door that faces the driveway

Bed

Bath

Sleeps

$1219.75

/ Nightly

Private Vacation Home

Gorgeous Luxury Waterfront Retreat: Pool, Tennis, Pickleball, Kayaks

Chatham, Massachusetts, United States

This picture perfect Townhome is set on 17.5 acres on beautiful Oyster Pond in the heart of Chatham, Cape Cod, Massachusetts. Fresh and new, the Townhouse also includes access to a swimming pool and tennis courts. brbrThis beautiful Townhome can also be rented and combined with Oyster Pond Townhome 31 for approximately 4,250 SF of living space. For prices and availability contact owner directly. brbrTownhome 32 features a well-appointed master bedroom with king bed. Spacious master balcony has a spectacular water view. The additional bedroom has two full beds and a private bath. The twin bedroom also has an amazing loft that can sleep additional people in two twin beds (children love it!). The den has a queen sleeper sofa. Boasts a fully-equipped kitchen and living room with TV/DVD.brbrBeautiful ground floor sun-room has incredible views and a large wrap-around brick patio, complete with expansive water views, a great gas barbecue grill, chaise lounges, tables, and plenty of chairs. Perfect for eating/entertaining outdoors. Convenient washer/dryer is inside the unit.brbr See other units we have available: VRBO #3926813 and #4208842brbrThis picture perfect Townhome is set on 17.5 acres on beautiful Oyster Pond in the heart of Chatham, Cape Cod, Massachusetts. Fresh and new, the Townhome also includes access to a swimming pool and tennis courts. brbrTownhome 31 features a well-appointed master bedroom with king bed. Second bedroom has 2 full beds. An amazing loft has an additional two twin beds, plus a beautiful den has a Queen Sleeper sofa. Ideal for two or four people, and can accommodate up to eight people when using lofts. Also boasts a fully-equipped kitchen and water views. Beautifully decorated with charming interior decor.brbrEach has picturesque views of Oyster Pond and plenty of open space. Townhome 31 may be rented with Townhome 32 for approximately 4,250 SF of living area (contact Owner for more details).brbrOyster Pond Condominium Complex includes free tennis court, swimming pool, shuffle board, acres of lawn for kite flying, playing catch, and family fun. Wide range of excellent nearby restaurants from super casual on up. Restaurant listings available as are brochures on activities for adults and kids. All summer take your family to the famous Chatham Band Concert, Cape League baseball, and Summer Theatre. Sightseeing, whale watching, seals, cycling, beaches, golf, movies are all nearby. Small kids activities in Chatham also include a huge playground and a train museum, both right near a real fire station. Oyster Pond’s great location is nearby Chatham Main Street’s strolling and shopping.brbrConvenient walk to downtown Chatham location. Close to Atlantic Ocean, Nantucket Sound and Oyster Pond beaches, as well as golf and all the best Cape Cod has to offer.brbrBring your canoe, kayak or Sunfish and use private dock on Oyster Pond providing access to the pond, Oyster River, Stage Harbor, Nantucket Sound, South beach, Monomoy Island and the Atlantic Ocean. Nearby Oyster River Boatyard offers power boat rentals.brbrAmenities include: Heated swimming pool, tennis; shuffleboard, patios, fully appointed kitchens, washer & dryer, gas grill, cable TV, full central air conditioning and heating, wireless internet, and morebrbr See other units we have available: VRBO #3926813 and #4209584 brbrTown of Chatham permit STR-325.

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$529.23

/ Nightly

Private Vacation Home

THREE BEDROOM -- SHORT DISTANCE TO TOWN, FISH PIER AND OYSTER POND BEACH.

Chatham, Massachusetts, United States

No need to drive into Town-- this home is located right in the heart of the Town's activities, Chatham Angler ballgames, Town playground and Oyster Pond Beach Area. Oyster Pond Beach is a saltwater inlet with sandy beach, bathhouse and lifeguards - one mile from the house. Head over to the Chatham Fish Pier and watch the fishing boats come in or buy fresh seafood or a meal - only 7/10's of a mile away.brbrThis immaculate three bedroom/two bath home is perfect for you; quaint little neighborhood on a quiet side street with a great location. brbrThe property is light, bright and spacious and boasts a master bedroom with a comfortable Queen size bed and flat screen television. Second Bedroom has two Double Beds and the Third Bedroom has a Bunkbed with Double on the bottom and Twin bed on top. There are two baths one with tub and shower and the other has a shower only. Bath with tub/shower was recently updated.brbrProperty offers wireless internet and expanded cable. The enclosed outdoor shower is perfect at the end of a hot summer day. If that doesn't cool you down, be sure to enjoy the four window unit air conditioners throughout the house. There is a combined open dining room, living room and sunlit kitchen which overlooks the deck, gas grill and backyard, perfect for outdoor games and barbecues. You'll find the property is also nicely furnished and very comfortable. brbr* Additional fees:br- $220 non-refundable reservation fee br-Damage Protection Fee - $30br-Guest Services Fee - 3.5%br- Cleaning Fee - $280br- All applicable taxesbr* FREE WIFIbr* SATURDAY TO SATURDAY RENTALbr* NO SMOKINGbr* OCCUPANCY: 7 (Adults and children)br* PARKING FOR 4 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.

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$1214.32

/ Nightly

Private Vacation Home

North Chatham Waterfront Oasis

Chatham, Massachusetts, United States

Amazing views! Enjoy the views of Pleasant Bay out to the ocean and the Outer Beach! This 4 bedroom 3 bath home is spacious and comfortable. Open kitchen and sitting area for family to enjoy together.A beautiful patio overlooking the water for coffee in the morning or sunset watching in the evening, as well as a deck off of the main level primary bedroom. There is water and beach access directly from the house, as well as access to the private association beach which is a 5 minute walk. Mini-Split ACs. 2 kayaks available for usebrbrThe house is located in a private association at the and of quiet street.

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$917.36

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Private Vacation Home

CHATHAM WATER FRONT/VIEW HOUSE FIRST TIME RENTAL

Chatham, Massachusetts, United States

Perfect vacation spot. Enjoy your vacation on this 3 bedroom 2 bath, Central air conditioned house bordering Emery Lake. Beautiful views of the pond and adjacent cranberry farm. Enjoy the pond for kayaking, swimming, and fishing(2 kayaks are provided). Relax on the 40' deck facing the pond and barbecue on Weber stainless steel grill. Inside the house, there are two 65, 4K TV's, one on each floor with multi channel cable and Wi Fi, a competition quality Ping Pong table, PS4 Pro for gaming and entertainment, and variety of old fashioned board games. There are two bedrooms on upper floor each with a queen size bed and a family room and kitchen and a full bathroom. On the lower floor, there is a bedroom with queen size bed, a family room with a sectional and sleeping couch, a full bathroom, and a den with sleeping coach. Both floors have sliding doors to outside with views of the pond. Two bedrooms have water views and one bedroom has cranberry farm views.brYou can walk, bike, or drive a few minutes to all the attraction Chatham has to offer.The house is only 1.5 mile to town center (mostly side walks) for shopping, restaurants, galleries, etc. It is a short walk away from the Cape Cod Biking Trail. Oyster Pond Beach is about 1.5 miles away. Other beaches including Light House Beach, Harding Beach, Ridge vale beach are about 2.7 miles away.

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$2975.62

/ Nightly

Private Vacation Home

The Gables: 364-C Chatham Resort Style Estate with Heated Pool, Close to Everything

Chatham, Massachusetts, United States

This property is professionally managed by Pretty Picky PropertiesbrbrSleeps 16brEight Bedrooms, Nine BathsbrRents Friday to Friday during Peak SeasonbrLinens Included, beds madebrPool is open from Memorial Day through Columbus Day weekendbrbrThis totally renovated former Bed & Breakfast, known as the Chatham Gables Inn, brings a new level of luxury and comfort to a Chatham vacation for your group of up to 16. brbrNot that you will ever feel the need to leave the property, but should you choose to venture out, it's good to know you're close to everything you love about Chatham. Bring or rent bikes! That's all you'll need with so much, so close. Bike five minutes to Lighthouse Beach, Chatham's biggest and best. Or ride two minutes to Oyster Pond Beach (aka Children's Beach), a smaller, more sheltered beach. Or walk down to the Chatham Pier Fish Market, where you can take home the catch of the day, fresh off the boat. And it's only a few-minutes' walk to Main Street, Chatham Village, for shops, restaurants, galleries, concerts, Cape League baseball, playground, tennis courts, ice cream parlors and much more.brbrThe 4,200+ square foot house presents the perfect intersection of classic New England charm and leading-edge creature comforts and convenience. Exposed beam ceilings, heated wide plank wood floors and tasteful choices of furnishings, fabrics, paint and wallpaper all combine to create a one-of-a-kind living experience. The home's centerpiece is the gleaming white farmhouse kitchen with its expansive center island with second sink. All appliances are new and commercial grade. The kitchen flows into the charming conservatory, which in turn, opens to the patio beyond.brbrYour outdoor living will, of course, center on the beautiful, heated pool and adjacent hot tub. There is also a gas fueled fire pit, so your outdoor pleasure extends beyond sunset. The gas grill lives out here, as well, and you're likely to prepare and serve most meals using the outdoor kitchen-area and patio dining table and chairs.brbrThis home offers multiple inviting lounge areas, each as comfortable and appealing as the next. Sleeping accommodations include eight bedrooms, each with its own name such as “Surfside,” “Nantucket” or “Great Point.' Each has bedding for two. There are five kings, one queen and two bedrooms each with two twins. Each bedroom has its own private full bath en suite, and each has a smart TV. brbrThe lower level includes an oversized laundry with two washers and two dryers plus an additional refrigerator. And to complete its resort-like amenities, there is a game room down here as well. There is cable/smart TV and high-speed Wi-Fi, of course.brbrThe home is cooled via an ultra quiet system, which allows customized climate control for each bedroom. It also features Lutron Lighting® allowing guests to automatically or manually adjust the level and even the color of the LED light to create the ideal environment for any living space.brbrPlease enter your travel dates in the top right corner of this page 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%.brbrBe sure to search this site for your best selection of prime vacation homes available for summer rental on Cape Cod.brbrIt's your vacation. Get Picky! ®brbrTown of Chatham Registration #152

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