Chatham Rentals
- From $350 per night (USD)
VRBO
On the Chatham Loop - 1 Min to the Beach!
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 8
Summary: 16619 - Chatham Cruiser: On the Chatham Loop - 1 Min to the Beach! The Space: Chatham Cruiser is the perfect m ...
From $350 per night (USD)VRBO
- From $575 per night (USD)
Expedia
Quiet North Chatham 4 Bdr 2 Bath Large Lot Outdoor Shower Complete Remodel
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 7
Enjoy your vacation at this lovely North Chatham home. This charming, sunny and spacious, arts and crafts bungalow is co ...
From $575 per night (USD)Expedia
- From $611 per night (USD)
VRBO
Chatham-Walk to Town\/Beach-Multi Family Friendly
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 12
It's all about location. You will have the perfect family vacation in this 5 bedroom, 4.5 bath bathroom lovingly cared ...
From $611 per night (USD)VRBO
- Click For Pricing
Expedia
Chatham Village - Adorable Studio Apartment in Antique Home
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
** SHIP'S LIGHT IS CURRENTLY UNDERGOING A MAJOR RENOVATION! Having stood the test of time for almost 200 years, the hous ...
Click For PricingExpedia
- From $275 per night (USD)
VRBO
1 Mile from Downtown Chatham Walk to Pier
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Summary: 16655 - Riptide: 1 Mile from Downtown Chatham Walk to Pier The Space: One of the many perks of staying at this ...
From $275 per night (USD)VRBO
- From $716 per night (USD)
Expedia
Newly updated home sleeps 7, AC, free WIFI, half mile to town
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
3 Bedroom - 2 Baths - Sleeps 7 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Many ...
From $716 per night (USD)Expedia
- From $144 per night (USD)
VRBO
Dog-Friendly Home w\/Yard, Deck, Free WiFi, New Gas Grill - Walk to the Beach!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Seashell Wishes-Salty Kisses Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ...
From $144 per night (USD)VRBO
- From $339 per night (USD)
Expedia
Pond Front Home w\/ Game Room Dog Friendly!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Summary: 16636 - Canoe Club: Pond Front Home w/ Game Room Dog Friendly! The Space: Awake to water views and enjoy your ...
From $339 per night (USD)Expedia
- From $360 per night (USD)
VRBO
Perfect for Group w\/ Kids & Dogs w\/ Hot Tub
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 11
Summary: 16638 - The Flying Fish: Perfect for Group w/ Kids & Dogs w/ Hot Tub The Space: Are you searching for a recent ...
From $360 per night (USD)VRBO
- From $532 per night (USD)
Expedia
GREAT LOCATION - Water View, Walk to beach & Town!
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Location, Location, Location! Enjoy all the Chatham has to offer! Views of Claflin Landing Beach, Chatham Harbor, No ...
From $532 per night (USD)Expedia
- From $550 per night (USD)
VRBO
4 Bedrooms, 2 Baths, Sleeps 8
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Location! Location! Location! This is classic cape cod home with four bedrooms, 2 bathrooms and an outdoor shower. The ...
From $550 per night (USD)VRBO
- From $742 per night (USD)
Expedia
Fantastically located Chatham house - DISCOUNTED - New patio, refurbished
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Location of the House - Highly sought after Chatham house - corner property which is a walking distance from Historic Do ...
From $742 per night (USD)Expedia
- Click For Pricing
VRBO
Chatham Village: Lovely 1-Bedroom Apartment in Antique Home
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
** SHIP'S LIGHT IS CURRENTLY UNDERGOING A MAJOR RENOVATION! Having stood the test of time for almost 200 years, the hous ...
Click For PricingVRBO
- From $717 per night (USD)
Expedia
Historic Waterfront Home with Sweeping Chatham Water Views! Pet Friendly!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Comfort and charm abound in this updated 18th Century seaside farmhouse (4 bedrooms and 3 baths!) situated on more than ...
From $717 per night (USD)Expedia
- From $536 per night (USD)
VRBO
Steps to Oyster Pond Private Dock!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Summary: 16656 - Decked Out Oyster: Steps to Oyster Pond Private Dock! The Space: Calling all water enthusiasts! This s ...
From $536 per night (USD)VRBO
- From $420 per night (USD)
Expedia
Chatham Beach Chic 5 ⭐ 5min's Walk to Private Beach-Newly Renov'd Family Retreat
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
You will begin to relax the moment you settle into this private family beach retreat. Newly renovated kitchen with quar ...
From $420 per night (USD)Expedia
- Click For Pricing
VRBO
Chatham Village - Lovely 2 bedroom apartment in the antique home
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
** SHIP'S LIGHT IS CURRENTLY UNDERGOING A MAJOR RENOVATION! Having stood the test of time for almost 200 years, the hous ...
Click For PricingVRBO
- From $1429 per night (USD)
Expedia
Historic Chatham house was moved from Water Street to present location in 1872 to avoid destruction by the salty tides.
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Beautifully renovated in 2020, this historic Chatham home is steps away from Lighthouse Beach. Bright and airy, the ope ...
From $1429 per night (USD)Expedia
- From $771 per night (USD)
VRBO
Blue water views and coral sunsets from every room in this beautifully appointed home.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Views of coral sunsets, and deep blue waters from every room in this beautifully appointed home. Relax on the front porc ...
From $771 per night (USD)VRBO
- From $207 per night (USD)
Expedia
This lovely condo location in town, has both a brick patio and deck for you to enjoy your morning coffee on!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Located in downtown Chatham! Walk to Oyster Pond for a day in the sun and sand, and let your cares fade with the cool br ...
From $207 per night (USD)Expedia
- From $1625 per night (USD)
VRBO
Tennis anyone? Beautiful, brand new construction with 8 bedrooms, 8 full baths and 2 half baths, that can sleep up to 20 guests.
- Bedrooms:
- 8
- Bathrooms:
- 8
- Sleeps:
- 18
Tennis anyone? This stately home with 8 bedrooms, can sleep 18 with 3 kings, 2 queens, 5 twins and 8 doubles in custom b ...
From $1625 per night (USD)VRBO
- From $400 per night (USD)
Expedia
Pet friendly and waterfront!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
This beautiful home overlooking Emery Pond has been completely renovated. Spacious 3 bedroom 1 and half bath home with ...
From $400 per night (USD)Expedia
- From $264 per night (USD)
VRBO
Quaint 2 bedroom home on quiet street.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Quaint 2 bedroom home on quiet street. Cozy and comfortable with lots of extra sleeping space available in partially fin ...
From $264 per night (USD)VRBO
- From $936 per night (USD)
Expedia
School Street in the Old Village!! Charming, new construction with attention to detail!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Popular School Street! Charming, new construction with attention to detail! This stunning 4 bedroom home offers 2 twins, ...
From $936 per night (USD)Expedia
- From $425 per night (USD)
VRBO
Charming house located in the heart of downtown Chatham!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This charming house, with a shared driveway, is located in the heart of downtown Chatham. Leave your cars parked and a s ...
From $425 per night (USD)VRBO
- From $354 per night (USD)
Expedia
Pet Friendly in Riverbay! Nicely furnished 3 bedroom, 2 full bath home in quiet Riverbay.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Perfect home for a family vacation! Nicely furnished 3 bedroom, 2 full bath home in quiet Riverbay. There is a queen be ...
From $354 per night (USD)Expedia
- From $614 per night (USD)
VRBO
It's all about the location and charm! Located in the heart of Chatham's Old Village and boasting a beautiful marsh view.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Walk to downtown and the beach! It's all about the location and charm! Located in the heart of Chatham's Old Village and ...
From $614 per night (USD)VRBO
- From $550 per night (USD)
Expedia
5 Bdrm Spectacular Walk To Hardings Beach Ocean View Home
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 10
Chatham Beach House with deeded rights to a path to Hardings Beach as well as to a path to Oyster River Boatyard. Five ...
From $550 per night (USD)Expedia
- Click For Pricing
VRBO
Chatham Village: Charming 3 Room Apartment in Antique Home
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
** SHIP'S LIGHT IS CURRENTLY UNDERGOING A MAJOR RENOVATION! Having stood the test of time for almost 200 years, the hous ...
Click For PricingVRBO
- From $164 per night (USD)
Expedia
Breathtaking Riverfront Home with a Lovely Deck, Close to Beach - Dogs OK
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
A Chatham Pearl on Oyster River Our calendar is updated in real-time & our nightly rates are accurately displayed. Simp ...
From $164 per night (USD)Expedia
- From $394 per night (USD)
VRBO
Pet Friendly on Oyster Pond River!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Breezes and Views on Oyster Pond River! Relax in the sun and enjoy the views of the water from the deck of this quintess ...
From $394 per night (USD)VRBO
- Click For Pricing
Expedia
Quiet, Luxury Retreat Surrounded by Serene Gardens and Landscaping - Free WiFi
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Couple's Paradise by the Sea Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ...
Click For PricingExpedia
- From $315 per night (USD)
VRBO
Cozy and Conveniently located near the bike path!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Enjoy your summer vacation at this cozy and conveniently located Chatham home. Situated on a private, residential street ...
From $315 per night (USD)VRBO
- From $399 per night (USD)
Expedia
Stunning Home w\/ Incredible Water Views!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Summary: 16662 - Seabatical : Stunning Home w/ Incredible Water Views! The Space: This beautiful oceanside property, ne ...
From $399 per night (USD)Expedia
- From $500 per night (USD)
VRBO
Spacious 3 BR w\/A C | Walk to the Beach | Quintessential Cape Cod
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This charming, air-conditioned Chatham home has recently been upgraded. It has new living room furniture and fresh paint ...
From $500 per night (USD)VRBO
- From $237 per night (USD)
Expedia
Lovely Updated Cape Home 1 Mile to Beach!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: 16661 - Hardings Hideaway: Lovely Updated Cape Home 1 Mile to Beach! The Space: This lovely updated two bedroo ...
From $237 per night (USD)Expedia
- From $345 per night (USD)
VRBO
Wonderful cottage located in the heart of downtown Chatham......steps to everything.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Downtown Chatham ! This quiet location in the heart of the village is just a short stroll to Main Street, where you will ...
From $345 per night (USD)VRBO
- From $417 per night (USD)
Expedia
Walk to private beach, central air, wifi, 3 bedrooms.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Smell the water! Fully renovated, three bedroom, two bathroom Nantucket style home. Walk to private beach on a dead end ...
From $417 per night (USD)Expedia
- From $333 per night (USD)
VRBO
Sunny Updated Chatham Village 2 Bedroom Condo W\/ Large Private Deck
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Fantastic location! Thoughtfully updated with all new furnishings! Beautiful light filled 2 bedroom, 2 bath second floo ...
From $333 per night (USD)VRBO
- Click For Pricing
Expedia
Beautiful, cozy ranch home w\/ a deck - walking distance to Downtown Chatham!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
B By the Sea Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
Click For PricingExpedia
- From $489 per night (USD)
VRBO
Updated Chatham Inn Home | Spacious Deck & Private Heated Pool
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Stepping Stones -- Old Chatham Inn Our calendar is updated in real-time & our nightly rates are accurately displayed. S ...
From $489 per night (USD)VRBO
- From $148 per night (USD)
Expedia
New Lavish Condo in Heart of Downtown Chatham - Walk to Dining, Shops & Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Charming Downtown Chatham Condo Our calendar is updated in real-time & our nightly rates are accurately displayed. Simp ...
From $148 per night (USD)Expedia
- From $577 per night (USD)
VRBO
Waterfront house on Bucks Creek Marsh with deck, dock, & kayaks
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Cape Springs Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $577 per night (USD)VRBO
- From $1480 per night (USD)
Expedia
Beachfront on Pleasant Bay!!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Waterfront! Enjoy your Chatham vacation at this stunning, newly redecorated 5 bedroom 4 and 1 half bath home in North Ch ...
From $1480 per night (USD)Expedia
- From $314 per night (USD)
VRBO
Step back in time in this beautifully maintained antique horse barn cottage!!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Step back in time in this beautifully maintained antique carriage house that sleeps 5. Beamed ceilings, wide plank floor ...
From $314 per night (USD)VRBO
- From $171 per night (USD)
Expedia
Sweet clapboard cottage that is walk to the beach and downtown!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Spend your vacation in The Sea Crest! This sweet clapboard cottage on the hill off Stage Harbor Road offers an open kitc ...
From $171 per night (USD)Expedia
- From $1232 per night (USD)
VRBO
PRIVATE HEATED POOL! Pet friendly, sleeps 9 near the beach!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Private pool! Vacation near the beach in this charming 4 bedroom (King/king/queen/two twins/a trundle) and 4.5 bath home ...
From $1232 per night (USD)VRBO
- From $171 per night (USD)
Expedia
Cute clapboard cottage on the hill off Stage Island Road!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Spend your vacation in The Sand Dune! This cute clapboard cottage on the hill off Stage Island Road offers an open kitch ...
From $171 per night (USD)Expedia
- From $129 per night (USD)
VRBO
Colorful clapboard cottage perfect for 2!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Spend your vacation in The Sea Glass, a charming clapboard cottage on the hill off Stage Island Road that offers an open ...
From $129 per night (USD)VRBO
- From $357 per night (USD)
Expedia
Just off the Chatham bike loop... a perfect location for your family vacation.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Just off the Chatham bike loop, is a perfect location for your family vacation. This two bedroom home offers a queen and ...
From $357 per night (USD)Expedia
- From $377 per night (USD)
VRBO
Stylish coastal getaway with dual living areas - walk to Main Street, near beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Chatham Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $377 per night (USD)VRBO
- From $344 per night (USD)
Expedia
5-Mins to Forest Beach Dog Friendly!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: 16647 - Pink Sky : 5-Mins to Forest Beach Dog Friendly! The Space: Escape the hustle and bustle of your everyd ...
From $344 per night (USD)Expedia
- From $376 per night (USD)
VRBO
Newly Renovated Modern Pond Access!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Summary: 16622 - The Yachtsman: Newly Renovated Modern Pond Access! The Space: Fully updated and modernized, this vacat ...
From $376 per night (USD)VRBO
- From $287 per night (USD)
Expedia
Wrap-Around Porch Mins. to Beach!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: 16643 - Tidal Treasure: Wrap-Around Porch Mins. to Beach! The Space: There isn’t a much more beautiful place t ...
From $287 per night (USD)Expedia
- From $458 per night (USD)
VRBO
The Boarding House, Air conditioned King bed comfort
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This completely renovated 4 bedroom cape is about .5 miles from Nantucket Sound beaches. Inside there is central air con ...
From $458 per night (USD)VRBO
- From $448 per night (USD)
Expedia
Chatham Home ~1 Mi to Downtown & Oyster Pond Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Recently built and only 1 mile from Oyster Pond Beach, this Chatham vacation rental has everything you need for your nex ...
From $448 per night (USD)Expedia
- From $285 per night (USD)
VRBO
Chatham Seaside Cottage - Oceanfront Beach Cottage - Spectacular Views
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
On over two acres of Oceanfront, 'Bayberry and Seadaisy Cottages at Ridgevale Beach face the temperate waters of Nantuc ...
From $285 per night (USD)VRBO
- From $675 per night (USD)
Expedia
Waterfront Chatham Village, Short Walk to Town & Lighthouse Beach
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Ocean Harbor Waterfront. Stunning downtown Chatham Waterfront location with panoramic views, (Little Mill Pond) with ...
From $675 per night (USD)Expedia
- From $350 per night (USD)
VRBO
5BR-Beautiful Chatham-Year Round-Sleeps up to ten (10) & 1 Mile to Town!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
My family and i live full time in lexington, ma. We decided to purchase a vacation home in chatham, ma because of the sh ...
From $350 per night (USD)VRBO
- From $654 per night (USD)
Expedia
Walk to Beach-Water views-Central A\/C and WiFi
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
3 Bedroom- 2 Bathroom- Sleeps 8 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Many ...
From $654 per night (USD)Expedia
- From $700 per night (USD)
VRBO
Spacious Home on the Loop in Chatham
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 9
Located on the Loop in scenic Chatham, this house rents Sunday to Sunday. The large living room opens onto a deck with ...
From $700 per night (USD)VRBO
- From $301 per night (USD)
Expedia
Cape Cod House w\/ Deck & Grill: 2 Mi to Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
If you’re looking to listen to the ocean waves, hit the greens on a pristine course, and savor fresh-caught seafood in a ...
From $301 per night (USD)Expedia
- From $248 per night (USD)
VRBO
Deeded Rights to Emery Pond Fire Pit!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: 16646 - Sunny : Deeded Rights to Emery Pond Fire Pit! The Space: Spend a week where the sun always shines at ...
From $248 per night (USD)VRBO
- From $251 per night (USD)
Expedia
Full Renovation! Amazing Spot with Views!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: 16620 - A Step Above: Full Renovation! Amazing Spot with Views! The Space: Our completely renovated and newly ...
From $251 per night (USD)Expedia
- From $439 per night (USD)
VRBO
9-Min Walk to Water Fire Pit!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: 16645 - First Mates Escape : 9-Min Walk to Water Fire Pit! The Space: Spend a week exploring the shores of Cap ...
From $439 per night (USD)VRBO
- From $357 per night (USD)
Expedia
Beautiful Home w\/ Artistic Flair!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Summary: 16657 - Artist's Haven: Beautiful Home w/ Artistic Flair! The Space: On the Cul-de-sac of a private Chatham ne ...
From $357 per night (USD)Expedia
- From $410 per night (USD)
VRBO
Centrally Located Home w\/ Patio Fire Pit!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
Summary: 16658 - Home Base: Centrally Located Home w/ Patio Fire Pit! The Space: Conveniently situated in the middle of ...
From $410 per night (USD)VRBO
- From $400 per night (USD)
Expedia
North Chatham, Quaint Cottage, Great Yard, Welcome to Bobs Place
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
2 Bedroom - 1 Bathroom - Sleeps 4 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Ma ...
From $400 per night (USD)Expedia
- From $814 per night (USD)
VRBO
Bungalow style home in downtown Chatham!
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 11
Spend your Cape Cod vacation in a large bungalow style home located in the heart of Chatham. Only 1/2 mile to the sandy ...
From $814 per night (USD)VRBO
- From $998 per night (USD)
VRBO
Location and Luxury
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 6
LOCATION: The cottage is located in Chatham's old village, just a block from the ocean. The closest beach is Andrew Har ...
From $998 per night (USD)VRBO
- From $400 per night (USD)
VRBO
Chatham Walk to Beach Cape Cod
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
A Very Short Walk to Hardings Beach. Ocean-side private neighborhood. Chosen by Condé Nast Traveler as “One of the Bes ...
From $400 per night (USD)VRBO
- From $256 per night (USD)
Expedia
Charming Downtown Chatham
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Charming in town apartment above retail shops overlooks the Main St. Walk to beaches, nearby shops & restaurants, band c ...
From $256 per night (USD)Expedia
- From $331 per night (USD)
VRBO
Chatham 3 Bedroom\/2 Bath Retreat
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Beautifully renovated and spacious 3 Bedroom 2 Full Bath Home on a private 1/2 acre setting in one of Chatham's sought a ...
From $331 per night (USD)VRBO
- From $139 per night (USD)
Expedia
Classic home with deck, patio & yard - walk to Cockle Cove & Forest Beaches
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
South Chatham Sunshine Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $139 per night (USD)Expedia
- From $307 per night (USD)
VRBO
\"Chatham Up\" - Come Stay, Relax, Have Fun!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
"CHATHAM UP" is a wonderful home located in North Chatham within a very established family neighborhood which is great f ...
From $307 per night (USD)VRBO
- From $850 per night (USD)
Expedia
CHARMING COASTAL COTTAGE IN NORTH CHATHAM.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
...
From $850 per night (USD)Expedia
- From $332 per night (USD)
VRBO
Air Conditioned, King bed Comfort .Dog friendly
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Cranberry Cove, beautiful bright open-plan 3 bedroom house with central AC, a great room made for family time, with vaul ...
From $332 per night (USD)VRBO
- Click For Pricing
Expedia
Dog-friendly waterfront home near downtown Chatham with fast WiFi & W\/D
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Chatham Getaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
Click For PricingExpedia
- From $378 per night (USD)
VRBO
Cozy Cape near Chatham Center
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
You will be sure to enjoy your time in the idyllic town of Chatham, MA in Cape Cod. Our home is 1/2 mile from the qua ...
From $378 per night (USD)VRBO
- From $440 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 $440 per night (USD)VRBO
- From $857 per night (USD)
VRBO
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 ...
From $857 per night (USD)VRBO
- From $1113 per night (USD)
Expedia
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 $1113 per night (USD)Expedia
- From $413 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 $413 per night (USD)VRBO
- From $208 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 $208 per night (USD)Expedia
- From $91 per night (USD)
VRBO
Quaint Chatham home w\/beautiful backyard & furnished multi-level deck, dogs OK!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Lucky Number Seven Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $91 per night (USD)VRBO
- From $205 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 $205 per night (USD)Expedia
- From $302 per night (USD)
VRBO
Cape Cod Home w\/ Fire Pit & Grill - Near Beaches!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Book your stay at this updated 3-bedroom, 2.5-bathroom vacation rental house in the heart of Cape Cod’s best town, South ...
From $302 per night (USD)VRBO
- From $427 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 $427 per night (USD)Expedia
- From $660 per night (USD)
VRBO
Water View-Walk town\/beach, pets considered, Linen Option
- Bedrooms:
- 5
- Bathrooms:
- 5
- 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 $660 per night (USD)VRBO
- From $660 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? Th ...
From $660 per night (USD)VRBO
- From $741 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 $741 per night (USD)VRBO
- From $471 per night (USD)
Expedia
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 $471 per night (USD)Expedia
- From $500 per night (USD)
VRBO
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 ...
From $500 per night (USD)VRBO
- Click For Pricing
Expedia
Off the Chatham Loop! Perfectly decorated rental home for comfort & family enjoyment.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Off the Chatham Loop! Tucked away off of Cedar Street, and on a dead end road, is a perfectly decorated rental home for ...
Click For PricingExpedia
- From $323 per night (USD)
VRBO
Waterfront on Private Lake!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
Summary: 16644 - Lover's Lookout: Waterfront on Private Lake! The Space: Enjoy your best days of summer at our waterfro ...
From $323 per night (USD)VRBO
- From $1000 per night (USD)
Expedia
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 $1000 per night (USD)Expedia
- From $607 per night (USD)
VRBO
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 ...
From $607 per night (USD)VRBO
- From $214 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 $214 per night (USD)Expedia
- From $810 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 $810 per night (USD)VRBO
- From $545 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 $545 per night (USD)Expedia