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From $477 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 perfe ...
From $477 per night (USD)
VRBO
From $871 per night (USD)
Expedia
Quiet North Chatham 4 Bdr 2 Bath Large Lot Outdoor Shower Complete Remodel
Bedrooms:
2
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 $871 per night (USD)
Expedia
From $729 per night (USD)
VRBO
Chatham-Walk to Town/Beach-Multi Family Friendly
Bedrooms:
4
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 $729 per night (USD)
VRBO
From $260 per night (USD)
Expedia
Chatham Village - Adorable Studio Apartment in Antique Home
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
** We've just completed a major renovation of Ship's Light! Having stood the test of time for almost 200 years, the hous ...
From $260 per night (USD)
Expedia
From $989 per night (USD)
VRBO
GREAT LOCATION - Water View, Walk to beach & Town!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Location, Location, Location! Enjoy all the Chatham has to offer! Views of Claflin Landing Beach, Chatham Harbor, No ...
From $989 per night (USD)
VRBO
From $740 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 $740 per night (USD)
Expedia
From $523 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 ...
From $523 per night (USD)
VRBO
From $445 per night (USD)
Expedia
Pond Front Home w/ Game Room Dog Friendly!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Summary: 16636 - Canoe Club: Pond Front Home w/ Game Room Dog Friendly! The Space: Awake to water views and enjoy y ...
From $445 per night (USD)
Expedia
From $554 per night (USD)
VRBO
Perfect for Group w/ Kids & Dogs w/ Hot Tub
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Summary: 16638 - The Flying Fish: Perfect for Group w/ Kids & Dogs w/ Hot Tub The Space: Are you searching for a re ...
From $554 per night (USD)
VRBO
From $268 per night (USD)
Expedia
Chatham Village: Lovely 1-Bedroom Apartment in Antique Home
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
** We've just completed a major renovation of Ship's Light! Having stood the test of time for almost 200 years, the hous ...
From $268 per night (USD)
Expedia
From $828 per night (USD)
VRBO
4 Bedrooms, 2 Baths, Sleeps 8-10
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Location! Location! Location! The “Woodford Reserve” for fun and respite! This is classic cape cod home with four bedro ...
From $828 per night (USD)
VRBO
From $880 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 $880 per night (USD)
Expedia
From $810 per night (USD)
VRBO
Steps to Oyster Pond Private Dock!
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
Summary: 16656 - Decked Out Oyster: Steps to Oyster Pond Private Dock! The Space: Calling all water enthusiasts! Th ...
From $810 per night (USD)
VRBO
From $919 per night (USD)
Expedia
Historic Waterfront Home with Sweeping Chatham Water Views! Pet Friendly!
Bedrooms:
2
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 $919 per night (USD)
Expedia
From $4973 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
Are you ready for tennis? This stately home features 8 bedrooms and can accommodate 18 guests, with 3 king beds, 2 queen ...
From $4973 per night (USD)
VRBO
From $1141 per night (USD)
Expedia
Beautiful home overlooking Emery Pond
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
This beautiful home overlooking Emery Pond offers a spacious layout with 2 bedrooms and 1.5 baths, comfortably accommoda ...
From $1141 per night (USD)
Expedia
From $1348 per night (USD)
VRBO
Beach Chic Chatham 5 Star 5 Min Walk to Beach-Newly Renovated Private Retreat AC
Bedrooms:
2
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 $1348 per night (USD)
VRBO
From $490 per night (USD)
Expedia
Chatham Village - Lovely 2 bedroom apartment in the antique home
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
** We've just completed a major renovation of Ship's Light! Having stood the test of time for almost 200 years, the hous ...
From $490 per night (USD)
Expedia
From $611 per night (USD)
VRBO
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
Experience the charm of downtown Chatham from this cozy rental! You'll be just a short walk from Oyster Pond, perfect fo ...
From $611 per night (USD)
VRBO
Click For Pricing
Expedia
School Street in the Old Village!! Charming, new construction with attention to detail!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Discover the charm of this home on sought after School Street! This stunning 4 bedroom property features a flexible slee ...
Click For Pricing
Expedia
From $1127 per night (USD)
VRBO
Charming house located in the heart of downtown Chatham!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This charming house is located in the heart of downtown Chatham. Leave your cars parked and a short walk brings you to T ...
From $1127 per night (USD)
VRBO
From $885 per night (USD)
Expedia
5 Bdrm Spectacular Walk To Hardings Beach Ocean View Home
Bedrooms:
4
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 $885 per night (USD)
Expedia
From $340 per night (USD)
VRBO
Chatham Village: Large, Newly-Renovated 1 Bedroom Apartment in Antique Home
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
** We've just completed a major renovation of Ship's Light! Having stood the test of time for almost 200 years, the hous ...
From $340 per night (USD)
VRBO
From $873 per night (USD)
Expedia
Wonderful cottage located in the heart of downtown Chatham......steps to everything.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Escape to downtown Chatham! This serene spot in the heart of the village is just a short walk from Main Street's shops, ...
From $873 per night (USD)
Expedia
From $858 per night (USD)
VRBO
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 $858 per night (USD)
VRBO
From $746 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 $746 per night (USD)
VRBO
From $391 per night (USD)
VRBO
Sweet clapboard cottage that is walk to the beach and downtown!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Escape to The Sea Crest for your next vacation! This charming clapboard cottage, perched on a hill off Stage Harbor Road ...
From $391 per night (USD)
VRBO
From $396 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 $396 per night (USD)
Expedia
From $420 per night (USD)
VRBO
Colorful clapboard cottage perfect for 2!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Escape to The Sea Glass for your next vacation! This charming clapboard cottage, perched on a hill off Stage Harbor Road ...
From $420 per night (USD)
VRBO
From $1052 per night (USD)
Expedia
Just off the Chatham bike loop... a perfect location for your family vacation.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Located just off the Chatham loop, this two bedroom home is the perfect spot for your family vacation. It features a que ...
From $1052 per night (USD)
Expedia
From $438 per night (USD)
VRBO
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 eve ...
From $438 per night (USD)
VRBO
From $482 per night (USD)
Expedia
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 v ...
From $482 per night (USD)
Expedia
From $319 per night (USD)
VRBO
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 pla ...
From $319 per night (USD)
VRBO
From $941 per night (USD)
Expedia
Waterfront Chatham Village, Short Walk to Town & Lighthouse Beach
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Ocean Harbor Waterfront. Stunning downtown Chatham Waterfront location with panoramic views, (Little Mill Pond) with ...
From $941 per night (USD)
Expedia
From $488 per night (USD)
VRBO
5BR-Beautiful Chatham-Year Round-Sleeps up to ten (10) & 1 Mile to Town!
Bedrooms:
2
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 $488 per night (USD)
VRBO
From $738 per night (USD)
Expedia
Sunrise to Sunset: Bucks Creek Retreat
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 $738 per night (USD)
Expedia
From $1046 per night (USD)
VRBO
Spacious Home on the Loop in Chatham
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
Located on the Loop in scenic Chatham, this house rents Saturday to Saturday. The large living room opens onto a deck ...
From $1046 per night (USD)
VRBO
From $446 per night (USD)
Expedia
~ 4 Mi to Dtwn: Chatham Home w/ Fire Pit
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
1,802 Sq Ft | Furnished Deck w/ Gas Grill | Fireplace | 13 Mi to Whydah Pirate Museum Welcome to the good life! Whether ...
From $446 per night (USD)
Expedia
From $423 per night (USD)
VRBO
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 ne ...
From $423 per night (USD)
VRBO
From $479 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 Chatha ...
From $479 per night (USD)
Expedia
From $611 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 middl ...
From $611 per night (USD)
VRBO
From $1352 per night (USD)
VRBO
Location and Luxury
Bedrooms:
3
Bathrooms:
3
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 $1352 per night (USD)
VRBO
From $652 per night (USD)
VRBO
Chatham walk to Cape Cod beach
Bedrooms:
2
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 $652 per night (USD)
VRBO
From $326 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 $326 per night (USD)
Expedia
From $450 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 $450 per night (USD)
VRBO
From $711 per night (USD)
Expedia
The Boarding House, King bed comfort. Close to Nantucket Sound beaches.
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
This completely renovated 4 bedroom cape is less than 3 miles from Nantucket Sound beaches. Inside there is central air ...
From $711 per night (USD)
Expedia
From $417 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 $417 per night (USD)
VRBO
From $1675 per night (USD)
Expedia
Charming Chatham Cottage!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
...
From $1675 per night (USD)
Expedia
From $653 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 $653 per night (USD)
VRBO
From $792 per night (USD)
VRBO
Stylishly Furnished Home- Access to Pleasant Street Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
This bright, exceptionally clean, relaxing cape style home is only a 5 to 7 minute stroll to Pleasant Street Beach, a na ...
From $792 per night (USD)
VRBO
From $2106 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
Experience your quintessential Cape Cod vacation in a beautifully renovated 1862 Farm House on Stage Harbor Road! Lush g ...
From $2106 per night (USD)
VRBO
From $454 per night (USD)
Expedia
Amazing Location! Lakefront Waterside Deck
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Summary: 16629 - Dock Holiday: Amazing Location! Lakefront Waterside Deck The Space: Get ready for a week of raftin ...
From $454 per night (USD)
Expedia
From $409 per night (USD)
VRBO
15 Minute Walk to Pleasant Street Beach!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Summary: 16632 - Casa Al Mare: 15 Minute Walk to Pleasant Street Beach! The Space: Your perfect seaside getaway sta ...
From $409 per night (USD)
VRBO
From $976 per night (USD)
Expedia
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 $976 per night (USD)
Expedia
From $902 per night (USD)
VRBO
Charming Chatham Home Close to Bassing Harbor!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Looking for the perfect home for your next Chatham vacation? This home is great for families who love the beach as it is ...
From $902 per night (USD)
VRBO
From $991 per night (USD)
VRBO
Water Views in Chatham!
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Charming, perfect location and every amenity you could want! The first floor features 2 bedrooms, one with a queen size ...
From $991 per night (USD)
VRBO
From $1427 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, a movie, Oyster P ...
From $1427 per night (USD)
VRBO
From $450 per night (USD)
Expedia
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 wate ...
From $450 per night (USD)
Expedia
From $325 per night (USD)
VRBO
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 $325 per night (USD)
VRBO
From $690 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 $690 per night (USD)
Expedia
From $699 per night (USD)
VRBO
Cozy Chatham home with privacy and nautical decor
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Retreat to the heart of Cape Cod in this restored Cape salt box cottage with 2 bedrooms, offering 1 queen and 2 twins. S ...
From $699 per night (USD)
VRBO
From $496 per night (USD)
Expedia
Game Room Walk to Nantucket Sound!
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Summary: 16606 - Chatham Charmer: Game Room Walk to Nantucket Sound! The Space: Nestled between Harwich Port and Ch ...
From $496 per night (USD)
Expedia
From $689 per night (USD)
VRBO
Chatham-Walk to Ridgevale Beach, Winter Rental Option
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
After walking by the beautiful hydrangeas and entering through the front door you will realize this house is much more ...
From $689 per night (USD)
VRBO
From $712 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 ...
From $712 per night (USD)
Expedia
From $307 per night (USD)
VRBO
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: Tucked into a quiet Chatha ...
From $307 per night (USD)
VRBO
From $669 per night (USD)
Expedia
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: Set at the end of a quiet roa ...
From $669 per night (USD)
Expedia
From $452 per night (USD)
VRBO
Central AC Close to Beach Dog Friendly!
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Summary: 16613 - Maiden Chatham: Central AC Close to Beach Dog Friendly! The Space: Enjoy this beautifully renovate ...
From $452 per night (USD)
VRBO
From $480 per night (USD)
Expedia
Walk to Ridgevale Beach!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: 16612 - Salty Breeze: Walk to Ridgevale Beach! The Space: There is nothing like heading to Cape Cod and en ...
From $480 per night (USD)
Expedia
From $536 per night (USD)
VRBO
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: Enjoy the best of Chatham fr ...
From $536 per night (USD)
VRBO
From $550 per night (USD)
Expedia
4BR+Loft Beautiful Chatham-Year Round-Sleeps up to 8 & 1 Mile to Town **Video**
Bedrooms:
2
Bathrooms:
4
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 $550 per night (USD)
Expedia
From $307 per night (USD)
VRBO
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 $307 per night (USD)
VRBO
From $713 per night (USD)
Expedia
Cozy Cockle Cove Retreat!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Escape to this adorable coastal cottage, perfectly nestled just half a mile from Cockle Cove Beach in Chatham. Offering ...
From $713 per night (USD)
Expedia
From $823 per night (USD)
VRBO
Beautifully Renovated w/ Access to Beach!
Bedrooms:
4
Bathrooms:
6
Sleeps:
14
Summary: 16626 - Cape Whidah: Beautifully Renovated w/ Access to Beach! The Space: This gorgeous vacation home, loc ...
From $823 per night (USD)
VRBO
Click For Pricing
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 ...
Click For Pricing
VRBO
From $439 per night (USD)
VRBO
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 $439 per night (USD)
VRBO
From $350 per night (USD)
Expedia
Easy Bike Path Access, Dog Welcome!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: 16649 - Sunny Skies: Easy Bike Path Access, Dog Welcome! The Space: From your doorstep, take a stroll, bik ...
From $350 per night (USD)
Expedia
From $604 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 qu ...
From $604 per night (USD)
VRBO
From $347 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 $347 per night (USD)
Expedia
From $516 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: Set in Chatham, this well ...
From $516 per night (USD)
VRBO
From $621 per night (USD)
Expedia
5 BR - Beautiful Property-Chatham in-Town & Oyster Beach Inlet
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
Absolutely beautiful vacation home with upscale furnishings throughout! Giant wraparound porch complete with comfy furni ...
From $621 per night (USD)
Expedia
From $711 per night (USD)
VRBO
Hot Tub, Fenced Yard & Dog Friendly
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: 16651 - Smooth Sailing: Hot Tub, Fenced Yard & Dog Friendly The Space: Keep it classy this summer and spen ...
From $711 per night (USD)
VRBO
From $291 per night (USD)
Expedia
Fully Updated Home w/ Great Outdoor Space!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: 16648 - Quail Trail: Fully Updated Home w/ Great Outdoor Space! The Space: This beautifully updated house ...
From $291 per night (USD)
Expedia
From $784 per night (USD)
VRBO
Walk to the beach! The Salty Breeze sleeps 10; updated house, bikes, beach toys!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to The Salty Breeze! Come enjoy the perfect vacation spent in Chatham, one of the most desirable summertime dest ...
From $784 per night (USD)
VRBO
From $491 per night (USD)
Expedia
Spacious w/ Large Outdoor Area Fire Pit!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Summary: 16637 - The Driftwood: Spacious w/ Large Outdoor Area Fire Pit! The Space: Our beautifully decorated, spac ...
From $491 per night (USD)
Expedia
From $654 per night (USD)
VRBO
Charming Walk to Beach Chatham-Bayview Cottage 3 BR--Central A/C; Wi-Fi
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Every room in this year-round home has been totally renovated and redesigned just a few years ago. The Living Room ha ...
From $654 per night (USD)
VRBO
From $665 per night (USD)
Expedia
Unique Oyster Pond 3bd-2ba home in private setting close to downtown.
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
STEPS FROM OYSTER POND, SHORT WALK TO TOWN AND CAPE LEAGUE BASEBALL GAMES! This truly is a unique beach house in an excl ...
From $665 per night (USD)
Expedia
From $476 per night (USD)
VRBO
Chatham Village - Center - Main Street Center Area
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
This is a fantastic - location right off main street in Chatham downtown area - 5 minute walk to Oyster Pond Ocean Inlet ...
From $476 per night (USD)
VRBO
Click For Pricing
Expedia
South Chatham cottage walk to beaches, dining, tennis, shops, bike path.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This cottage is an affordable Chatham getaway destination for a couple or small family who want to experience Cape Cod. ...
Click For Pricing
Expedia
From $664 per night (USD)
VRBO
Walk to Downtown Chatham, Steps to Beach!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Summary: 16688: Sand Bar - Walk to Downtown Chatham, Steps to Beach! The Space: Introducing Sand Bar: Your Private ...
From $664 per night (USD)
VRBO
From $607 per night (USD)
Expedia
Waterfront Home With Dock and Two Water Facing Decks! (2372)
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to your serene waterfront retreat on Taylors Pond, offering direct access to Cockle Cove and the vast expanse of ...
From $607 per night (USD)
Expedia
From $502 per night (USD)
VRBO
Beach Bag Ready & Friday to Friday Rental!
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
FRIDAY TO FRIDAY RENTAL.... Cozy beach house sleeps 9 with 4 bedrooms (2 queen, double, 2 twins) and 2 baths, hardwood f ...
From $502 per night (USD)
VRBO
From $540 per night (USD)
Expedia
Stunning Marsh Views, Near Pleasant Street Beach!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Summary: 16689: Lady Slipper - Stunning Marsh Views, Near Pleasant St. Beach! The Space: Nestled in the serene encl ...
From $540 per night (USD)
Expedia
From $683 per night (USD)
VRBO
Poppy's Place: Cape Escape for Family & Friends
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
3 Bedroom - 3 Bath - Sleeps 10 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Many ...
From $683 per night (USD)
VRBO
From $995 per night (USD)
Expedia
Slow M'Ocean – A Fresh Take on Cape Calm
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
3 Bedroom - 3.5 Baths - Sleeps 8 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Man ...
From $995 per night (USD)
Expedia
Click For Pricing
VRBO
Beautiful sunsets and saltwater views from every room
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
Magnificent, wraparound saltwater views of the Atlantic Ocean, Nauset Beach, Strong Island, Bassing Harbor and north to ...
Click For Pricing
VRBO
From $744 per night (USD)
VRBO
Charming Chatham Bungalow- Minutes to Beaches and Downtown Chatham
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
Book your Cape Cod escape where location, historic charm, and value unite! Our beautifully preserved and updated 1930s h ...
From $744 per night (USD)
VRBO
From $880 per night (USD)
VRBO
Luxury Waterfront with Game Room!
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Summary: 16693 - Chatham Homecoming: Luxury Waterfront with Game Room! The Space: Perched above the shimmering wate ...
From $880 per night (USD)
VRBO
From $908 per night (USD)
Expedia
Elbow Inn: Private Retreat with Two Master Suites
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
This spacious Chatham beach house comfortably sleeps 8, making it the perfect retreat for families or friends. With 4 be ...
From $908 per night (USD)
Expedia
From $1992 per night (USD)
VRBO
Coastal Retreat Minutes from Hardings Beach!
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
Coastal retreat in West Chatham - Minutes from Hardings Beach! Escape to this stunning, recently renovated beach house n ...
From $1992 per night (USD)
VRBO
From $938 per night (USD)
Expedia
Mooncusser Cottage – A Charming Waterfront Escape
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Mooncusser Cottage – A Charming Waterfront Escape Welcome to Mooncusser, a delightful vintage waterfront cottage where l ...
From $938 per night (USD)
Expedia

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Results: 439 Rentals