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From $549 per night (USD)
VRBO
Inground Pool and Views of Pleasant Bay (1017)
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
This is a great vacation home in East Harwich on Pleasant Bay. With an inground pool (not heated), 3 bedrooms and 2 full ...
From $549 per night (USD)
VRBO
From $354 per night (USD)
VRBO
Lovely Cape Cottage Home < 1 mile to the beach! Gigabit WIFI 1000Mbps
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Relax at this charming South Chatham coastal retreat! Situated just 0.8 miles to Forest Beach & close proximity to the C ...
From $354 per night (USD)
VRBO
From $719 per night (USD)
VRBO
Beautiful Chatham
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
This property is located in the Ryder's Cove area of Chatham MA. The main house consist of 2 bedrooms on the upper leve ...
From $719 per night (USD)
VRBO
From $464 per night (USD)
VRBO
Harwich Cape Escape: Minutes from Everything!
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Harwich Cape Escape: 4 Bedrooms, 2.5 Baths, Sleeps 8 This beautiful two-story 4BR/2.5 BA Cape Cod home features almost ...
From $464 per night (USD)
VRBO
From $383 per night (USD)
VRBO
Close to Hardings Beach & Private Access to Oyster River
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Comfy and cozy four bedroom home near Hardings Beach! This recently updated Cape cottage is filled with new furnishings, ...
From $383 per night (USD)
VRBO
From $654 per night (USD)
VRBO
Stylishly Furnished Home- Access to Pleasant Street Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
*Cancellation policy at end of property description.* Sophisticatedly furnished and well maintained 3BR/2BA Cape styl ...
From $654 per night (USD)
VRBO
From $769 per night (USD)
VRBO
Fantastic Rooftop Deck * 3 Min Walk to Ocean Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
In a Few Words Walk to the beach from this classic New England cottage. Head to the rooftop deck for coffee or cocktai ...
From $769 per night (USD)
VRBO
From $651 per night (USD)
VRBO
Remodeled Home with Private Bog View-Close to 2 beaches and town center.
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Newly remodeled in 2020, this designer 4 BR, 3 full bath house sleeps 10 and has everything you need to make wonderful C ...
From $651 per night (USD)
VRBO
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Expedia
Pet friendly! Beautiful decor and great outdoor entertaining space for the whole family.
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Enjoy your Chatham vacation at this spacious, newly furnished, 4 bedroom, 3 bath home. Offering 1 king, 2 queens, a bunk ...
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Expedia
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Expedia
Sea Mist Lane, Chatham - Spectacular endless ocean views and amazing sunsets!
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Spectacular endless ocean views and amazing sunsets! This very special home has clear sweeping views of Nantucket Sound ...
Click For Pricing
Expedia
From $1529 per night (USD)
VRBO
Spend your quintessential Cape Cod vacation, in a beautifully renovated 1862 Farm House on Stage Harbor Road!
Bedrooms:
6
Bathrooms:
6
Sleeps:
13
Spend your quintessential Cape Cod vacation, in a beautifully renovated 1862 Farm House on Stage Harbor Road! Lush grass ...
From $1529 per night (USD)
VRBO
From $336 per night (USD)
Expedia
Cozy Cape Cod Retreat, Just One Block to Hardings Beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Cozy saltbox located only a couple of blocks from Chatham's popular Harding's Beach! Relax and enjoy your Chatham vacati ...
From $336 per night (USD)
Expedia
From $536 per night (USD)
VRBO
Amazing Location! Lakefront Waterside Deck
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Summary: 16629 - Dock Holiday: Amazing Location! Lakefront Waterside Deck The Space: Get ready for a week of rafting, c ...
From $536 per night (USD)
VRBO
From $598 per night (USD)
Expedia
Walk to Chatham Center or bike the Cape Cod Rail Trail!
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
Wonderful summer rental, filled with new furnishings and centrally located in Chatham! The Cape Cod Rail Trail is right ...
From $598 per night (USD)
Expedia
From $375 per night (USD)
VRBO
Kid-Friendly Ridgevale Beach is an easy stroll from this comfy beach house!
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
.... HOUSE ALLOWS PETS WITH ADDITIONAL PET INSURANCE! ... Recently updated, this classic summer beach cottage is a quick ...
From $375 per night (USD)
VRBO
From $337 per night (USD)
VRBO
Luxury Chatham Town Home. Close to town & beaches!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Sunlight filled luxury town home overlooking a beautiful pond, with three floors of living space. Located less than a mi ...
From $337 per night (USD)
VRBO
From $540 per night (USD)
VRBO
Bright Charming South Harwich Home, Private Backyard, Close to Beaches & Shops
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Beautiful single family home in South Harwich, conveniently located right off of Rt. 28. Only 500 feet from the Cape Cod ...
From $540 per night (USD)
VRBO
From $469 per night (USD)
Expedia
Charming Updated Home in Chatham!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Summary: 16632 - Casa Al Mare: Charming Updated Home in Chatham! The Space: Your perfect seaside getaway starts with th ...
From $469 per night (USD)
Expedia
$🐶 Dog Friendly Fenced in Yard! 3\/2 🏠 1.1 mi to 🏝 WIFI - perfect fall rental!$
Click For Pricing
VRBO
🐶 Dog Friendly Fenced in Yard! 3\/2 🏠 1.1 mi to 🏝 WIFI - perfect fall rental!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Modern 3 bedroom, 2 full bath ranch style home located in Chatham! 1/10th of a mile to Old Colony Bike path and 1.1 mile ...
Click For Pricing
VRBO
From $638 per night (USD)
VRBO
Perfectly located, with central AC. 3BR, sleeps 6-8
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Our house has undergone a complete renovation with all new updates. The house has a complete master suite on the first ...
From $638 per night (USD)
VRBO
$Quaint Chatham home w\/beautiful backyard & furnished multi-level deck, dogs OK$
From $417 per night (USD)
VRBO
Quaint Chatham home w\/beautiful backyard & furnished multi-level deck, dogs OK
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Lucky Number Seven Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $417 per night (USD)
VRBO
From $261 per night (USD)
Expedia
WALK TO RESTAURANTS, SHOPS & LIQUOR STORE!! CLOSE TO DOWNTOWN CHATHAM!!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
This adorable cottage is in an ideal location in West Chatham! Located on a quiet cul-de-sac with five other homes. A 5 ...
From $261 per night (USD)
Expedia
$Apres Sea - Chatham 4 Bedroom w\/ Central AC$
From $920 per night (USD)
VRBO
Apres Sea - Chatham 4 Bedroom w\/ Central AC
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Ideal location just minutes to bike trail, beaches and downtown Chatham! This home is represented by Nauset Rental, a l ...
From $920 per night (USD)
VRBO
From $871 per night (USD)
Expedia
Gorgeous panoramic views of Mill Pond and just a short walk to downtown Chatham!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Gorgeous panoramic views of Mill Pond and just a short walk to downtown Chatham! Experience beautiful water views with y ...
From $871 per night (USD)
Expedia
$1 Mi to Beach: Home w\/ Fire Pit & BBQ in Cape Cod!$
From $762 per night (USD)
VRBO
1 Mi to Beach: Home w\/ Fire Pit & BBQ in Cape Cod!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
2,688 Sq Ft | Dog Friendly w/ Fee | Wet Bar | Gas Grills | Expansive Yard Nestled in the heart of South Chatham, this u ...
From $762 per night (USD)
VRBO
From $626 per night (USD)
Expedia
Walk to town, playground and the beach!
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
This well-maintained and updated 4 bedroom, 2 bath home is an excellent choice for your Chatham vacation. With two quee ...
From $626 per night (USD)
Expedia
$Sleeps 10+\/Walk To Buck's Pond Lake! Close To Beach\/Golf\/Restaurants$
From $592 per night (USD)
VRBO
Sleeps 10+\/Walk To Buck's Pond Lake! Close To Beach\/Golf\/Restaurants
Bedrooms:
5
Bathrooms:
4
Sleeps:
12
You will never have to get in your car after arriving. Relax on the deck. Walk with the kids to Buck's Pond. We have ...
From $592 per night (USD)
VRBO
$Water View-Walk town\/beach, pets considered, Linen Option$
From $747 per night (USD)
Expedia
Water View-Walk town\/beach, pets considered, Linen Option
Bedrooms:
5
Bathrooms:
6
Sleeps:
14
It's all about LOCATION-just steps from deeded access to the Mill Pond where you can launch your Kayak without ever havi ...
From $747 per night (USD)
Expedia
From $777 per night (USD)
VRBO
Charming Chatham Home Close to Bassing Harbor!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
*Cancellation policy at end of property description.* Looking for the perfect home for your next Chatham vacation? Thi ...
From $777 per night (USD)
VRBO
From $966 per night (USD)
VRBO
Water Views in Chatham!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
*Cancellation policy at end of property description.* Charming, perfect location and every amenity you could want! Th ...
From $966 per night (USD)
VRBO
From $713 per night (USD)
VRBO
Located in the heart of downtown Chatham, this gem offers an easy walk to everything.
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Located in the heart of downtown Chatham, this gem offers an easy walk to dinner, ice cream, shopping or a movie, Oyster ...
From $713 per night (USD)
VRBO
Click For Pricing
Expedia
Dog friendly! Enjoy outdoor space with large yard, patio, and enclosed outdoor shower!
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Plan your family vacation in this 4 bedroom, 3 bath home that sleeps 10. Plenty of room to spread out with a living roo ...
Click For Pricing
Expedia
From $591 per night (USD)
VRBO
Waterfront on Private Lake!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Summary: 16644 - Lover's Lookout: Waterfront on Private Lake! The Space: Enjoy your best days of summer at our waterfro ...
From $591 per night (USD)
VRBO
From $1799 per night (USD)
VRBO
Booking for Summer 2025!
Bedrooms:
4
Bathrooms:
6
Sleeps:
14
Heated Pool and hot tub! Close to Chatham Bars Inn and downtown Chatham. Perfect location for a small or large family/fr ...
From $1799 per night (USD)
VRBO
From $1414 per night (USD)
VRBO
Main Street in Chatham!
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
Main Street in Chatham! Spend your summer vacation relaxing on the front porch of this charming, quintessential Cape Cod ...
From $1414 per night (USD)
VRBO
From $515 per night (USD)
VRBO
Cape Cottage - 10 minute walk to Red River Beach
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Classic Cape House just minutes away from Red River Beach! 3 BDR, 1 BA, last house on quiet dead end street. Short wal ...
From $515 per night (USD)
VRBO
From $700 per night (USD)
VRBO
BEST OF ALL WORLDS! Beach, Lake, Town, Bike, and Comfort.
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Welcome to Vivian's Hideaway! Experience all that Cape Cod has to offer in an amazing indoor and outdoor living space, n ...
From $700 per night (USD)
VRBO
From $1553 per night (USD)
VRBO
Gracious home 200 yards to private beach
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
This beautiful Cape Cod "gem" was built as a barn in the 1800s and converted to a home by our grandparent's in the 1950s ...
From $1553 per night (USD)
VRBO
From $300 per night (USD)
VRBO
Perfect couples escape. Close to beaches, great biking & walking & pet friendly.
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This open studio apartment is the perfect stay. Privacy, beach proximity, pet friendly and CLEAN. Lots to do and see in ...
From $300 per night (USD)
VRBO
Click For Pricing
Expedia
Pet friendly and quiet neighborhood.
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
This charming 4 bedroom, North Chatham Cape is located on a quiet cul de sac. There are 2 queen beds and 4 twins. Enjoy ...
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Expedia
From $368 per night (USD)
VRBO
Completely renovated 3 bedroom home offering comfort and relaxation.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Immaculate ranch in quiet neighborhood. This completely renovated 3 bedroom home offers comfort and relaxation. Relax on ...
From $368 per night (USD)
VRBO
From $298 per night (USD)
VRBO
Robin's Nest - Dog Friendly Chatham 4 Bedroom
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
This home is represented by Nauset Rental, a local vacation rental management company. Beautiful, spacious 4 bedroom, 2 ...
From $298 per night (USD)
VRBO
From $388 per night (USD)
VRBO
Pool Table, Bar, Ping Pong, Sun Rm, Deck,4 BR, Private
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
This North Chatham 4 BR home with central AC has plenty of room for families to spread out and enjoy a relaxing Chatham ...
From $388 per night (USD)
VRBO
From $284 per night (USD)
Expedia
Location, Location, Location!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Comfortable, stylish Cape Cod home close to everything. Beach is .7 miles, Route 6 is 3 miles, Downtown is 1.5miles, Bik ...
From $284 per night (USD)
Expedia
From $1192 per night (USD)
VRBO
Chatham perfection, renovated 2020, luxurious home with stunning ocean views
Bedrooms:
5
Bathrooms:
3
Sleeps:
10
Malabar Coast Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $1192 per night (USD)
VRBO
From $358 per night (USD)
Expedia
Dog-friendly home with yard, patio, grill, & fireplace - great location
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Whale's Tales Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $358 per night (USD)
Expedia
From $342 per night (USD)
VRBO
Beautiful Downtown Chatham 1 Bed, Close to the Beach - Newly renovated + Patio
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This gorgeous home is the perfect getaway for those who want to be near downtown Chatham & the beach. Walk to shops, res ...
From $342 per night (USD)
VRBO
From $317 per night (USD)
VRBO
Modern, RENOVATED, 3-bed PeachTree House
Bedrooms:
3
Bathrooms:
4
Sleeps:
5
Chatham's Peach Tree Cottage is NEWLY RENOVATED and minutes from the beach on a quiet residential cul-de-sac surrounded ...
From $317 per night (USD)
VRBO
From $731 per night (USD)
VRBO
Downtown Chatham Home - Near Oyster Pond - Spacious Patio - Family Friendly
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
This stunning home is the perfect getaway for those who want to be near downtown Chatham & the beach. Walk to shops, res ...
From $731 per night (USD)
VRBO
From $576 per night (USD)
Expedia
Private Beach - 3 bedroom
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
Welcome to The Lookout on Pleasant Bay. This remarkable property has a Deed to a private beach. The home sleeps up to ...
From $576 per night (USD)
Expedia
From $633 per night (USD)
VRBO
Private Home Nestled Among the Cape Pines (2274)
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Abutting conservation land, nestled among the Cape Cod pine trees protected from the wind in its encompassing valley, th ...
From $633 per night (USD)
VRBO
From $544 per night (USD)
VRBO
Steps to Chatham Center & Lighthouse Beach - charming home with central AC
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
Steps from Chatham Center and a short walk to Lighthouse Beach, our home is the perfect spot for families and couples lo ...
From $544 per night (USD)
VRBO
From $724 per night (USD)
VRBO
Pleasant Bay Beachfront Property Plus!
Bedrooms:
5
Bathrooms:
4
Sleeps:
10
The owners refer to this one-of-a-kind property as Pleasant Plus. This unique beachfront home and certified wildlife hab ...
From $724 per night (USD)
VRBO
From $675 per night (USD)
Expedia
Walk to Chatham Main St., boutiques, restaurants, galleries, and nightlife!
Bedrooms:
2
Bathrooms:
2
Sleeps:
3
Welcome to The Chatham Carriage House, located within walking distance to Historic Main St. with it's endless vari ...
From $675 per night (USD)
Expedia
From $544 per night (USD)
VRBO
Chatham Gem
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Enjoy a peaceful, quiet escape in beautiful Chatham on Cape Cod. Our home is a short walk to town and Oyster Pond. 7 m ...
From $544 per night (USD)
VRBO
From $451 per night (USD)
Expedia
Updated Chatham cottage with privacy, nautical decor and lovely backyard.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Updated Chatham cottage set back from the road for privacy and nautical decor throughout. There is a gourmet kitchen wit ...
From $451 per night (USD)
Expedia
$North Chatham - Charming \Stones Throw\ (2130)$
From $566 per night (USD)
VRBO
North Chatham - Charming \"Stones Throw\" (2130)
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Located outside of downtown Chatham sits this charming four bedroom home, known as Stones Throw. This property features ...
From $566 per night (USD)
VRBO
From $498 per night (USD)
VRBO
Totally renovated cottage steps to Ridgevale beach via private path and bridge!
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Completely renovated in 2021! Our cottage is the perfect choice for families on vacation or anyone who’s looking for the ...
From $498 per night (USD)
VRBO
From $416 per night (USD)
VRBO
Game Room Walk to Nantucket Sound!
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Summary: 16606 - Chatham Charmer: Game Room Walk to Nantucket Sound! The Space: Nestled between Harwich Port and Chatha ...
From $416 per night (USD)
VRBO
From $560 per night (USD)
VRBO
Large Family House Near Red River Beach and Wedding Facilities
Bedrooms:
4
Bathrooms:
5
Sleeps:
11
Wonderful family home "Starboard Bliss", this spotless and well maintained home features 5 bedrooms, 4 full bathrooms, a ...
From $560 per night (USD)
VRBO
From $542 per night (USD)
VRBO
Chatham-Walk to Ridgevale Beach, Pets Considered, Central Air, Bike Trail
Bedrooms:
3
Bathrooms:
5
Sleeps:
9
After walking by the beautiful hydrangeas and entering through the front door you will realize this house is much more ...
From $542 per night (USD)
VRBO
From $784 per night (USD)
Expedia
Stellar Home with Hot Tub & Movie Room!
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Summary: 16614 - Chatham Pearl: Stellar Home with Hot Tub & Movie Room! The Space: Sitting in a quiet neighborhood in b ...
From $784 per night (USD)
Expedia
Click For Pricing
VRBO
Charming and in town!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Charming and in town! Leave the cars parked and walk to everything. A few minute's walk to downtown will bring you to th ...
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VRBO
Click For Pricing
Expedia
Perfect family vacation rental!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
This home is the perfect spot for your family vacation! Located in a quiet neighborhood less than a mile into downtown ...
Click For Pricing
Expedia
From $363 per night (USD)
VRBO
Classic, airy Chatham cottage minutes from beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
**House is cleaned, disinfected & aired out between guests** Welcome to Cranberry Cottage, a cozy 2 BR, 1 BA cottage ce ...
From $363 per night (USD)
VRBO
From $718 per night (USD)
Expedia
Private Beach Access AC Wifi Fire Pit The Blue Hydrangea
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
3 Bedroom - 2 Baths - Sleeps 6 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Many ...
From $718 per night (USD)
Expedia
$Dog Friendly, fenced yard, central A\/C, close to Harwich Villages for shopping, bike trail, beaches$
Click For Pricing
VRBO
Dog Friendly, fenced yard, central A\/C, close to Harwich Villages for shopping, bike trail, beaches
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
4 Bedroom - 2 Baths - Sleeps 8 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Many ...
Click For Pricing
VRBO
From $407 per night (USD)
Expedia
Lovely Home Minutes from Beach in Chatham!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Summary: 16605 - Sea Pine Cottage : Lovely Home Minutes from Beach in Chatham! The Space: This quaint Cape home is loca ...
From $407 per night (USD)
Expedia
From $954 per night (USD)
VRBO
Stunning Water Views 2 Decks! By Beach!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Summary: 16611 - Bucks Creek West: Stunning Water Views 2 Decks! By Beach! The Space: This comfortable family home sitt ...
From $954 per night (USD)
VRBO
From $353 per night (USD)
Expedia
Quintessential Chatham Cottage by the Pond
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
If a true Cape Cod cottage is what you are looking for, your search ends here. Steps from Schoolhouse Pond, you can for ...
From $353 per night (USD)
Expedia
From $605 per night (USD)
VRBO
Central AC Close to Beach Dog Friendly!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Summary: 16613 - Maiden Chatham: Central AC Close to Beach Dog Friendly! The Space: Enjoy this beautifully renovated, w ...
From $605 per night (USD)
VRBO
From $784 per night (USD)
Expedia
Stunning Home with Water Views!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: 16612 - Salty Breeze : Stunning Home with Water Views! The Space: There is nothing like heading to Cape Cod an ...
From $784 per night (USD)
Expedia
$Secluded home with deck, grill, porch, fast WiFi, & W\/D - great location$
From $564 per night (USD)
VRBO
Secluded home with deck, grill, porch, fast WiFi, & W\/D - great location
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
One Fish, Two Fish Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $564 per night (USD)
VRBO
From $634 per night (USD)
Expedia
5 Bedroom Chatham Retreat on Quiet Street
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Spacious 5 bedroom home in a great location in Chatham! This home can comfortably accommodate your entire family. Beauti ...
From $634 per night (USD)
Expedia
$2-Story Home w\/Gas Grill, Partial A\/C, Deck, and W\/D - near Bucks Creek Marshes$
From $363 per night (USD)
VRBO
2-Story Home w\/Gas Grill, Partial A\/C, Deck, and W\/D - near Bucks Creek Marshes
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Stevie, the Cape Farmhouse Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply en ...
From $363 per night (USD)
VRBO
From $712 per night (USD)
Expedia
Located on Rail Trail By Beach & Downtown!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Summary: 16617 - Skipping Stone: Located on Rail Trail By Beach & Downtown! The Space: This beautifully updated home is ...
From $712 per night (USD)
Expedia
From $410 per night (USD)
VRBO
Renovated, modern Chatham beach house with lots of cozy charm
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
This charming beach house has just been gut renovated and decorated with a modern but cozy, beachy feel. The house is lo ...
From $410 per night (USD)
VRBO
From $382 per night (USD)
Expedia
4BR+Loft Beautiful Chatham-Year Round-Sleeps up to 8 & 1 Mile to Town **Video**
Bedrooms:
4
Bathrooms:
5
Sleeps:
8
My family and I live full time in Lexington, MA. We decided to purchase our first vacation home in Chatham, MA in 2008. ...
From $382 per night (USD)
Expedia
From $533 per night (USD)
VRBO
Spacious Home with Direct Pond Access!
Bedrooms:
3
Bathrooms:
6
Sleeps:
12
Summary: 16616 - Day Dreamer: Spacious Home with Direct Pond Access! The Space: Welcome to the charming town of Chatham ...
From $533 per night (USD)
VRBO
$Old Cape Cod Charm in Chatham MA, 1\/4 mile Walking Distance to Hardings Beach$
From $306 per night (USD)
Expedia
Old Cape Cod Charm in Chatham MA, 1\/4 mile Walking Distance to Hardings Beach
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Quaint 3 bedroom 1 bath cottage, easy 1/4 mile walk to Hardings Beach, one of Chatham's best beaches on Nantucket sound. ...
From $306 per night (USD)
Expedia
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VRBO
Pet friendly cottage on White's Pond! Serene water views!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Dog friendly on White's Pond! Sip your morning coffee on the deck of this lovely two story cottage directly on White Po ...
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VRBO
From $585 per night (USD)
Expedia
Adorable Cockle Cove cottage!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Adorable Cockle Cove cottage! This cute two bedroom (a King and 2 Twins), one and half bath cottage is the perfect vacat ...
From $585 per night (USD)
Expedia
$Beautifully Renovated w\/ Access to Beach!$
From $729 per night (USD)
VRBO
Beautifully Renovated w\/ Access to Beach!
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
Summary: 16626 - Cape Whidah: Beautifully Renovated w/ Access to Beach! The Space: This gorgeous vacation home, located ...
From $729 per night (USD)
VRBO
From $257 per night (USD)
Expedia
Walk to Nantucket Sound Beaches!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Summary: 16610 - Debbie's Dune: Walk to Nantucket Sound Beaches! The Space: This cozy 3-br cottage is located in quiet ...
From $257 per night (USD)
Expedia
From $177 per night (USD)
VRBO
Chatham Luxury! WALK to beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Chatham Searenity! BEACH ACCESS! Walk to beautiful beach overlooking monomoy! 2 minutes from Chatham Bars Inn, Chatham l ...
From $177 per night (USD)
VRBO
From $972 per night (USD)
VRBO
Downtown Chatham Treasure
Bedrooms:
4
Bathrooms:
4
Sleeps:
7
One block to Downtown Chatham and 1/2 mile to Oyster Pond, a Nice Saltwater Inlet with Sandy Beach Enjoy this immaculat ...
From $972 per night (USD)
VRBO
From $812 per night (USD)
VRBO
Gorgeous Beach House, private beach, year round, just renovated Sleeps11
Bedrooms:
3
Bathrooms:
5
Sleeps:
11
Enjoy 3 levels of finished space. Newly renovated 3 years ago with quartz countertop gourmet kitchen seating 4 at the br ...
From $812 per night (USD)
VRBO
From $790 per night (USD)
VRBO
New July dates! Sun drenched Cape haven- spectacular deck, garden & patio!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Relax and revive in this airy, modern and beautifully appointed 2600 square ft. Cape Cod home in a lovely secluded neigh ...
From $790 per night (USD)
VRBO
Click For Pricing
VRBO
Ocean front, pets ok, private beach, AC, Wifi
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
4 Bedroom - 4 Baths - Sleeps 8 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Many ...
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VRBO
From $364 per night (USD)
Expedia
Great Location in Chatham Walk to town shop, dine, band concert, cape baseball
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Have a wonderful time on your Cape Cod vacation! Our home includes a new deck for your summer cookouts an outdoor shower ...
From $364 per night (USD)
Expedia
From $587 per night (USD)
VRBO
Sophisticated decor with an amazing use of space throughout this two bedroom (1 king and 2 twins) cottage.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Sophisticated decor and lovely tidal views at this cottage. This rental sleeps 4, in 1 king bed and 2 twins. Airy and be ...
From $587 per night (USD)
VRBO
From $421 per night (USD)
Expedia
Sun Room Beaches and Dog Welcome!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: 16649 - Sunny Skies: Sun Room Beaches and Dog Welcome! The Space: From your doorstep, take a stroll, bike ride ...
From $421 per night (USD)
Expedia
$Great Chatham Location w\/ Hot Tub, Near Beach!$
From $636 per night (USD)
VRBO
Great Chatham Location w\/ Hot Tub, Near Beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: 16650 - The Beach Buoys: Great Chatham Location w/ Hot Tub, Near Beach! The Space: Access to beaches, a quinte ...
From $636 per night (USD)
VRBO
From $622 per night (USD)
VRBO
A short stroll to Hardings Beach - Perfect Cape Cod Getaway Begins Here!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
*Cancellation policy at end of property description.* Your search for the perfect Cape Cod getaway begins and ends ri ...
From $622 per night (USD)
VRBO
From $723 per night (USD)
VRBO
22 Veterans’ Field Rd., Chatham, MA: Home Plate
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
Description: *Four bedrooms (plus outbuilding with daybeds sleeping four and heating/cooling…great for teens!) *Beds for ...
From $723 per night (USD)
VRBO
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Expedia
Historic Cottage on White Pond, near Downtown Chatham and beaches
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Affectionately named the "Chit-Chat", this classic 1920's 2 bedroom Cape Cod cottage is near downtown and Chatham's best ...
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Expedia
From $530 per night (USD)
VRBO
One Minute Walk to Little Beach.<br>LOCATION!! Charming - Newly renovated Cape Cottage. Sandy, private, ocean beach just 500 Ft. away
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Charming Recently Renovated Cape Cottage with Sandy Private Ocean Beach From this true Cape Cod cottage, a private ocea ...
From $530 per night (USD)
VRBO
From $479 per night (USD)
VRBO
Gorgeous waterfront home, beautiful views of Oyster Pond - private access
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
This home is represented by Nauset Rental, a local vacation rental management company. Gorgeous and newly renovated Ca ...
From $479 per night (USD)
VRBO
From $431 per night (USD)
VRBO
Great Location Outdoor Space Dog Friendly
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Summary: 16601 - The Salty Seashell: Great Location Outdoor Space Dog Friendly The Space: Wide planked Pine Hardwood fl ...
From $431 per night (USD)
VRBO
From $760 per night (USD)
Expedia
Red Door Retreat in Chatham
Bedrooms:
6
Bathrooms:
3
Sleeps:
8
Cape Cod is gorgeous in the fall! Cooler temps, crisp air, and less tourists! Come enjoy at this newly renovated 3 bed/2 ...
From $760 per night (USD)
Expedia

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