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From $510 per night (USD)
VRBO
Walk to Everything From this Light and Bright Home Near Town!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Take advantage of the quick walk to the Chatham Anglers' Ball Field, the playground and Main Street from this recently u ...
From $510 per night (USD)
VRBO
From $289 per night (USD)
Expedia
Charming Chatham Cottage
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
Prepare to be charmed by this quintessential Cape Cod beach cottage, tucked into a quiet residential neighborhood equidi ...
From $289 per night (USD)
Expedia
From $2408 per night (USD)
VRBO
MAGNIFICENT PANORAMIC SALTWATER VIEWS OF THE ATLANTIC OCEAN, NAUSET BEACH, STRONG SLAND, BASSING HARBOR AND PLEASANT BAY WITH PRIVATE BEACH!
Bedrooms:
1
Bathrooms:
1
Sleeps:
10
Panoramic Saltwater Views of Nauset Beach, Strong Island, Bassing harbor and Pleasant Bay with Private Beach This 4500 ...
From $2408 per night (USD)
VRBO
From $458 per night (USD)
VRBO
Great Family location close to beach and rail trail.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Bring the family and come enjoy Cape Cod at its best. Our family friendly, well maintained home is located on a quiet, c ...
From $458 per night (USD)
VRBO
$The Wicked Whidah - Pet-friendly, central location, private yard, sleeps 6 - 3bed\/2bath$
From $332 per night (USD)
VRBO
The Wicked Whidah - Pet-friendly, central location, private yard, sleeps 6 - 3bed\/2bath
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
3 bedrooms- 2 bathrooms- sleeps 6 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Ma ...
From $332 per night (USD)
VRBO
From $826 per night (USD)
VRBO
Newly Remodeled Seaside Getaway with Forest Beach in your backyard!
Bedrooms:
5
Bathrooms:
4
Sleeps:
10
Newly renovated home with ocean views and Forest Beach right in your backyard. Swim, lounge, kayak, hike, or play tennis ...
From $826 per night (USD)
VRBO
From $800 per night (USD)
VRBO
Charming and cozy, and right off the Chatham Loop!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Charming and cozy, and right off the Chatham Loop! Spend your vacation on Cedar Street, a highly sought after location t ...
From $800 per night (USD)
VRBO
From $406 per night (USD)
Expedia
Spacious Deck, Large Yard & Dogs Welcome!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Summary: 16676 - Shore Break: Spacious Deck, Large Yard & Dogs Welcome! The Space: Chatham is known for its delicious f ...
From $406 per night (USD)
Expedia
From $870 per night (USD)
VRBO
Beautiful and Pristine Rental in South Chatham.. Recently Reduced!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Awesome Three Bedroom Home on a Quiet Cul-de-sac in South Chatham! This beautiful home is perfect for your dream Chath ...
From $870 per night (USD)
VRBO
From $984 per night (USD)
VRBO
Luxurious Home with Pool & Game Room in Cape Cod
Bedrooms:
5
Bathrooms:
4
Sleeps:
11
Welcome to our newly listed vacation home in Chatham, Cape Cod! This spacious 4-bedroom/4.5-bathroom house is a haven fo ...
From $984 per night (USD)
VRBO
From $415 per night (USD)
VRBO
Great Cape Cod Getaway!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Guests are sure to enjoy a memorable vacation or special occasion in this fully furnished, 3 bedroom/2.5 bath cape home ...
From $415 per night (USD)
VRBO
From $488 per night (USD)
Expedia
Charming Three Plus Bedroom Home Located on a Quiet street in East Harwich, Close to Beaches and Restaurants!
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Beautiful Updated Home with 3+ Bedrooms and downstairs sleeping, 2 living areas and 3 full baths with new Outdoor Show ...
From $488 per night (USD)
Expedia
Click For Pricing
VRBO
Ridgevale Beach Gem!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Ridgevale Beach and the warm waters of Nantucket Sound are calling. Walk to one of Chatham's most popular beach draws w ...
Click For Pricing
VRBO
$Stroll Chatham's Historic Downtown \/ Shops, Dining, Galleries, Etc.$
From $774 per night (USD)
Expedia
Stroll Chatham's Historic Downtown \/ Shops, Dining, Galleries, Etc.
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Beautiful home located in the heart of Chatham! This lovely home offers all the amenities and dï¿½cor of a modern house ...
From $774 per night (USD)
Expedia
From $1108 per night (USD)
VRBO
THE CHATHAM TREEHOUSE 7 minutes from the Village
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Welcome to the Treehouse, just 7 mins from the village of Chatham! This beautiful, private property is nestled in the wo ...
From $1108 per night (USD)
VRBO
From $522 per night (USD)
Expedia
Enjoy Classic Chatham Charm and Easy Stroll to Downtown!
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
<p>Located in Chatham, this welcoming vacation home brings it all within your reach. There's convenient onsite parking, ...
From $522 per night (USD)
Expedia
$Newly Renovated Upscale Cottage\/Pvt 2 KING BR Ensuite \/1 Mile to Hardings Beach$
From $358 per night (USD)
VRBO
Newly Renovated Upscale Cottage\/Pvt 2 KING BR Ensuite \/1 Mile to Hardings Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Oh Buoy Oh Buoy Escape to Oh Buoy Oh Buoy, our tastefully renovated Chatham cottage just one mile from the soft, white ...
From $358 per night (USD)
VRBO
From $877 per night (USD)
Expedia
Exquisite Chatham Home, Easy Access to Town, Bike Trail: 330-C
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
This property is professionally managed by Pretty Picky Properties Exquisite Chatham Home, Easy Access to Town, Bike Tr ...
From $877 per night (USD)
Expedia
Click For Pricing
VRBO
Downtown Chatham 4 Bedroom House
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
4 bedroom house at end of private, dead-end street in Downtown Chatham. 2 decks, views of conservation land. Listen to ...
Click For Pricing
VRBO
From $1373 per night (USD)
Expedia
Luxurious Chatham Home, Heated Saltwater Pool, Newly Renovated: 021-C
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
This home is professionally managed by Pretty Picky Properties Luxurious Chatham Home, Heated Saltwater Pool, Newly Ren ...
From $1373 per night (USD)
Expedia
From $574 per night (USD)
VRBO
Bright home walking distance to Main Street with great patio, firepit & bikes
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Queen Anne Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $574 per night (USD)
VRBO
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Expedia
Bright home with huge yard, patio & Ping-Pong - close to Ridgevale Beach
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
Ridgevale Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
Click For Pricing
Expedia
From $244 per night (USD)
VRBO
Inviting apartment with patio, full kitchen, & golf nearby
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Reynard's Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $244 per night (USD)
VRBO
From $429 per night (USD)
VRBO
Refurbished South Orleans Antique Home Close to Pleasant Bay
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
2/10th's a Mile from Pleasant Bay Warm and inviting, this remodeled antique home with marshland views is within 2/10th' ...
From $429 per night (USD)
VRBO
$Newly Renovated \/ Less that 1 Mile to the Beach$
From $458 per night (USD)
VRBO
Newly Renovated \/ Less that 1 Mile to the Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Immaculate and beautifully renovated home set on a quiet Harwich Port cul-de-sac. Located within minutes from Red River ...
From $458 per night (USD)
VRBO
From $746 per night (USD)
VRBO
Gorgeous, Modern, Dog Friendly Chatham 4 Bedroom with Central AC
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
This home is represented by Nauset Rental, a local vacation rental management company. Gorgeous, modern beach house out ...
From $746 per night (USD)
VRBO
$Private Beach on Pond, Linens Included, Kayak & Canoe. All Rooms w\/ Pond Views!$
From $610 per night (USD)
VRBO
Private Beach on Pond, Linens Included, Kayak & Canoe. All Rooms w\/ Pond Views!
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
Marta (my wife) and I are two Canadians who now call Massachusetts our home. Our lovely place in South Chatham is our ne ...
From $610 per night (USD)
VRBO
From $449 per night (USD)
Expedia
Seaside condo with patio, beach access, loft, board games, gas grill, & firepit
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
Riviera Sunset Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $449 per night (USD)
Expedia
From $285 per night (USD)
VRBO
Harwich vacation escape with central air on Cape Cod bike trail
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
Centrally-located 2-bedroom (plus cot & pull-out sofa), 1.5 bath Cape in a quiet neighborhood just 1.5 miles to the beac ...
From $285 per night (USD)
VRBO
From $1760 per night (USD)
Expedia
Waterfront Renovated Home with Pool and Dock: 560-C
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Waterfront Renovated Home with Pool and Dock Sleeps 8 Rents Friday - Friday during peak season Pets Considered Pool ope ...
From $1760 per night (USD)
Expedia
From $796 per night (USD)
VRBO
Contemporary 4bedroom home near beach.
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Come relax with the whole family at our peaceful 4 bedroom home. Recently renovated with 2 full baths and 2 living room ...
From $796 per night (USD)
VRBO
From $764 per night (USD)
Expedia
Lovely 3 BR Home in Harbor Coves, North Chatham...Peaceful Setting!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
This lovely cape with 3 bedrooms and 2 1/2 baths sits privately on over an acre of land. A classic, antique home filled ...
From $764 per night (USD)
Expedia
Click For Pricing
Expedia
Walking distance to downtown, CBI, Fish Pier, Veteran's Field, and beaches.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Perfectly positioned within a comfortable walking distance to downtown Chatham, Chatham Bars Inn, the Chatham Fish Pier, ...
Click For Pricing
Expedia
From $478 per night (USD)
Expedia
Beautiful Cape home. Minutes from beaches, restaurants, bike paths & shopping.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Spacious and conveniently located. Close to supermarket, gas station, banks, post office, restaurants and more. Central ...
From $478 per night (USD)
Expedia
From $2061 per night (USD)
VRBO
Amazing Home, Private Pool, Walk to Downtown Chatham!
Bedrooms:
7
Bathrooms:
4
Sleeps:
10
This exceptional property offers ultimate luxury nestled in an exclusive neighborhood steps to Chatham Village. Overlook ...
From $2061 per night (USD)
VRBO
From $352 per night (USD)
Expedia
Lovely 1-bedroom loft-with an incredible view
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Have fun with the whole family at this stylish place. We are so exited to share this newly completed space whit you! ...
From $352 per night (USD)
Expedia
Click For Pricing
VRBO
Spacious and beautiful home
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Beautiful and welcoming property for a group of family or friends looking to have a wonderful time. Quiet and peaceful ...
Click For Pricing
VRBO
$Chatham Getaway w\/ Sunroom: Walk to Beach!$
From $349 per night (USD)
Expedia
Chatham Getaway w\/ Sunroom: Walk to Beach!
Bedrooms:
2
Bathrooms:
5
Sleeps:
6
You’ll be able to hear the crashing waves from every corner of this Chatham, MA, vacation rental. This 3-bedroom, 2-bath ...
From $349 per night (USD)
Expedia
Click For Pricing
VRBO
Brand New Home & 5 Minute Walk to Ridgevale Beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Welcome to our brand new 4-bedroom house in Chatham! Our 2250 square foot home sleeps up to 8 guests and is perfect for ...
Click For Pricing
VRBO
From $550 per night (USD)
Expedia
Updated 6 Bedroom Home Close to Everything!
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
REDUCED FOR REMAINING WEEKS TO $3,900 per week, Plus Fees and Taxes!!!! Cranberry Corners is the perfect house for your ...
From $550 per night (USD)
Expedia
From $461 per night (USD)
VRBO
Chatham Bliss - Dog Friendly oasis with EV Charging
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Welcome to our recently updated getaway in charming Chatham, MA! Our pet-friendly retreat is the perfect destination for ...
From $461 per night (USD)
VRBO
From $1232 per night (USD)
Expedia
Pool and large yard!
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
North Chatham home with a large yard and a lovely pool. The large front room is perfect for reading or watching TV, pla ...
From $1232 per night (USD)
Expedia
From $2878 per night (USD)
VRBO
Sophisticated Chatham Oasis with Pool & Spa RPAM062
Bedrooms:
9
Bathrooms:
6
Sleeps:
12
Welcome to 84 Doane Road in Chatham, MA, where opulence meets comfort and convenience. Nestled in a prime location just ...
From $2878 per night (USD)
VRBO
From $782 per night (USD)
VRBO
Jean's Dream - Newly Renovated Cape House .9Miles from the Beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
8
Escape to Jean's Dream a charming Cape house in South Chatham, MA. This delightful newly renovated rental features 2 bed ...
From $782 per night (USD)
VRBO
From $382 per night (USD)
VRBO
Cockle Cottage - Renovated Chatham Cape House .9 Miles from Beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Indulge in a memorable stay at Cockle Cottage in Chatham, MA. This inviting rental boasts 2 bedrooms, 1 bathroom and com ...
From $382 per night (USD)
VRBO
From $779 per night (USD)
Expedia
Newly Renovated Guest House For 7 Near The Beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Welcome to our charming vacation house located in Harwich, Massachusetts! Our property is perfectly located near the bea ...
From $779 per night (USD)
Expedia
From $762 per night (USD)
VRBO
Enjoy a relaxing retreat. Easy access: Beaches, Bike Path, & Great restaurants.
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
This charming, tastefully decorated, and bright home includes a cheerful yellow fully equipped kitchen with a unique isl ...
From $762 per night (USD)
VRBO
From $974 per night (USD)
Expedia
Located in quiet Riverbay directly on the river; kayak to Jacknife Beach
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Kayak to Pleasant Bay on Muddy River straight from the backyard (kayaks are provided). This 5 bedroom, 4 bath home that ...
From $974 per night (USD)
Expedia
From $666 per night (USD)
VRBO
Views of Eastward Ho Golf Course from the backyard!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
North Chatham gem offers views of Eastward Ho Golf Course from the backyard! Antique Cape style home that sleeps 8 peopl ...
From $666 per night (USD)
VRBO
From $951 per night (USD)
Expedia
KAYAK TO PLEASANT BAY FROM YOUR BACK YARD! KAYAKS PROVIDED!
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
***KAYAK TO PLEASANT BAY FROM YOUR BACK YARD! KAYAKS PROVIDED! OPEN YEAR ROUND Spacious five bedroom, four bath ho ...
From $951 per night (USD)
Expedia
From $261 per night (USD)
VRBO
Lovely cottage near beach and town - screened porch, outdoor shower, picnic area
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Chatham Charm Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $261 per night (USD)
VRBO
Click For Pricing
Expedia
Spacious Waterfront Home on Ryder's Cove! Pet Friendly too!
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Contemporary 4 bedroom home located on Ryder's Cove in North Chatham. Plenty of space to spread out, with different liv ...
Click For Pricing
Expedia
From $623 per night (USD)
VRBO
Chatham pond access with view
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Enjoy our large back yard and private road that leads to the Pond behind the house, for fishing, non-motor boating, padd ...
From $623 per night (USD)
VRBO
From $354 per night (USD)
Expedia
Cozy Chatham Cottage walk to Hardings ⛱️ , Restaurants & downtown.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Newly remodeled 1950's era cottage with all the comforts for a great visit. Just off the living room and thru French do ...
From $354 per night (USD)
Expedia
From $464 per night (USD)
VRBO
Cape Escape - Two Bedroom, Two Bathroom Near Beaches and Cycling
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
2 Bedroom- 2 Bath- Sleeps 4 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Many of ...
From $464 per night (USD)
VRBO
From $355 per night (USD)
Expedia
Classic Cape House Walking Distance to the Beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Classic cape house, walking distance to Forest Beach, 1 mile to Red River. Beautiful large back yard perfect for enjoyin ...
From $355 per night (USD)
Expedia
From $873 per night (USD)
VRBO
Hot Tub! Steps to Oyster Pond Beach and Downtown Chatham.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Steps to Oyster Pond Beach and Downtown Chatham from this beautifully landscaped, contemporary 3 bedroom home, located o ...
From $873 per night (USD)
VRBO
From $1017 per night (USD)
Expedia
Steps from Ridgevale Beach!
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
Steps from Ridgevale Beach! Enjoy spectacular and expansive water views in this beautifully appointed 3 bedroom (king, 2 ...
From $1017 per night (USD)
Expedia
From $777 per night (USD)
VRBO
Beautifully renovated home, outdoor space, pet considered
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
Sea~a~Bella - Your perfect Chatham family vacation is here. You will find three beautiful, scenic beaches within walking ...
From $777 per night (USD)
VRBO
From $251 per night (USD)
Expedia
Second-floor suite with Ping-Pong table, close to Ridgevale Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Ridgevale Suite Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $251 per night (USD)
Expedia
Click For Pricing
VRBO
Cute ranch style house on quiet road.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This sunny, cozy Cape-style ranch is a short driving distance to both Harding's and Oyster Pond beaches and the quaint v ...
Click For Pricing
VRBO
From $344 per night (USD)
Expedia
Harwich Retreat, Private Pool, Beach nearby, Family Home
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
**The security and safety of our guests are top priorities, and we want to reassure you that all steps have been taken t ...
From $344 per night (USD)
Expedia
$Short walk to beach, A\/C, pets okay, large yard$
From $429 per night (USD)
VRBO
Short walk to beach, A\/C, pets okay, large yard
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
2 Bedrooms - 1 Bathroom - Sleeps 4 A 3-night midweek stay - Monday to Wednesday - is offered at this home during the pea ...
From $429 per night (USD)
VRBO
From $1676 per night (USD)
VRBO
Enjoy a Cape Cod beach vacation on the beach in picturesque Chatham.
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Have the vacation of your dreams in this oceanfront beach cottage with beautiful water views, located on Morris Island i ...
From $1676 per night (USD)
VRBO
From $382 per night (USD)
VRBO
Chatham Cape Cod Near Bike Trail, 1 Mile to Beach!
Bedrooms:
2
Bathrooms:
5
Sleeps:
8
Treat your family to a classic Cape Cod getaway at this charming Chatham vacation rental. Located 1 mile from the shore, ...
From $382 per night (USD)
VRBO
From $297 per night (USD)
VRBO
Beautifully Renovated Cape on Bike Trail, 1 mile to Downtown Chatham and Beach
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Charming Cape house recently renovated less than a mile to Downtown Chatham for shopping and restaurants. Located on a q ...
From $297 per night (USD)
VRBO
From $2457 per night (USD)
VRBO
PRIVATE HEATED POOL!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Private Heated pool! Vacation near the beach in this charming 4 bedroom (King/king/queen/queen) and 2.5 bath (renovated ...
From $2457 per night (USD)
VRBO
From $835 per night (USD)
Expedia
Chatham Compound + Carriage House - Huge yard, Game Room, Kayaks, Sleeps 10
Bedrooms:
5
Bathrooms:
4
Sleeps:
10
Newly Listed to VRBO. Also listed on Airbnb, with 37 reviews and a 4.97 star rating! This beautiful family home is ever ...
From $835 per night (USD)
Expedia
From $651 per night (USD)
VRBO
NEW! Water View!! Great Location - Walk to Town, Oyster Pond Beach, Bike Path..
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Spectacular Coastal Property! Completely Reconstructed & Remodeled in 2023! Views of Oyster Pond & Short Walk to Oyster ...
From $651 per night (USD)
VRBO
Click For Pricing
Expedia
Retreat Ridgevale Beach 3 BR Home
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
**The security and safety of our guests is top priority and we want to reassure all steps have been taken to follow CDC ...
Click For Pricing
Expedia
From $627 per night (USD)
VRBO
Stunning Waterfront Property Overlooking Pleasant Bay (2327)
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
This beautiful rental home offers a serene and picturesque setting with marsh front views, water access just feet away, ...
From $627 per night (USD)
VRBO
From $428 per night (USD)
Expedia
Dogs welcome, huge yard right next to Rail Trail!
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Summary: 17745 - Happy Tails: Dogs welcome, huge yard right next to Rail Trail! The Space: Discover Coastal Elegance in ...
From $428 per night (USD)
Expedia
From $570 per night (USD)
VRBO
Roof Deck, Walk to Forest Beach, Fire Pit!
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Summary: 16679 - Inn Bloom: Roof Deck, Walk to Forest Beach, Fire Pit! The Space: Inn Bloom is perched on a small hills ...
From $570 per night (USD)
VRBO
From $892 per night (USD)
Expedia
Elegant Chatham Home, steps to private association on Hardings Beach, Dog Friend
Bedrooms:
5
Bathrooms:
4
Sleeps:
10
Summary: 16680 - Seaside Sapphire: Elegant Chatham Home, steps to private association on Hardings Beach, Dog Friendly! ...
From $892 per night (USD)
Expedia
From $372 per night (USD)
VRBO
Quintessential Cape directly on the Cape Cod Rail, Dog Friendly!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Summary: 16682 - Nob Hill: Quintessential Cape directly on the Cape Cod Rail, Dog Friendly! The Space: In this Quintess ...
From $372 per night (USD)
VRBO
From $457 per night (USD)
Expedia
Bring your pups to Chatham! Direct access to the Cape Cod Rail Trail
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Summary: 16681 - Summer On: Bring your pups to Chatham! Direct access to the Cape Cod Rail Trail The Space: Escape to t ...
From $457 per night (USD)
Expedia
From $412 per night (USD)
VRBO
Walk to Private Beach on Buck's Pond!
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
Summary: 17721 - Float On: Walk to Private Beach on Buck's Pond! The Space: Welcome to your dream vacation home nestled ...
From $412 per night (USD)
VRBO
From $590 per night (USD)
Expedia
Waterfront home with lovely lake views, great deck, sun porch & fireplace
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Mill Pond Vista Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $590 per night (USD)
Expedia
From $1062 per night (USD)
VRBO
On Top of Chatham, Updated, Three Level Living: 048-CH
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
This property is professionally managed by Pretty Picky Properties On Top of Chatham, Updated, Three Level Living Sle ...
From $1062 per night (USD)
VRBO
From $457 per night (USD)
Expedia
Sparkling Renovated Cape on Outermost Harbor, Chatham: 115-C
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This property is professionally managed by Pretty Picky Properties. Sparkling Renovated Cape on Outermost Harbor, Chath ...
From $457 per night (USD)
Expedia
$Exclusive Neighborhood 1\/2 mi from Jackknife Beach$
From $342 per night (USD)
VRBO
Exclusive Neighborhood 1\/2 mi from Jackknife Beach
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Summary: 16671 - Whitecap: Exclusive Neighborhood 1/2 mi from Jackknife Beach The Space: Experience the quintessential ...
From $342 per night (USD)
VRBO
$Amazing Family Home w\/a separate extra Cottage and Game Barn!$
From $889 per night (USD)
Expedia
Amazing Family Home w\/a separate extra Cottage and Game Barn!
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Summary: 16683 - Cherry Blossom: Amazing Family Home w/a separate extra Cottage and Game Barn! The Space: Experience th ...
From $889 per night (USD)
Expedia
From $1375 per night (USD)
VRBO
Chatham Vacation Rental With Pool and Charm to Spare! RPAM096
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Located in one of Cape Cod’s premier resort towns, 764 Riverview Drive offers everything a discerning vacationer is look ...
From $1375 per night (USD)
VRBO
$Secluded North Chatham Cottage for Entire Summer [July\/August]!$
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Expedia
Secluded North Chatham Cottage for Entire Summer [July\/August]!
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Rare opportunity to spend the entire summer in North Chatham! This approximately 2,400 SF private residence is not typ ...
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Expedia
$Chatham Getaway w\/ Trail Access, 2 Mi to Beaches!$
From $518 per night (USD)
VRBO
Chatham Getaway w\/ Trail Access, 2 Mi to Beaches!
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Your next Cape Cod adventure awaits at this cozy Chatham vacation rental. Perfect for a memorable family getaway on the ...
From $518 per night (USD)
VRBO
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Expedia
Heart of Chatham Village! 024-C
Bedrooms:
6
Bathrooms:
4
Sleeps:
10
This property is professionally managed by Pretty Picky Properties Heart of Chatham Village! Sleeps 10 4 Bedrooms, 5.5 ...
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Expedia
From $454 per night (USD)
VRBO
Explore Downtown and Pleasant Bay!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Summary: 18836 - Sunny Escape: Explore Downtown and Pleasant Bay! The Space: Your Brewster vacation awaits, in this id ...
From $454 per night (USD)
VRBO
$Beautiful 3-bedroom Cape on 1\/2 acre near Red River Beach and Bike Path.$
From $407 per night (USD)
Expedia
Beautiful 3-bedroom Cape on 1\/2 acre near Red River Beach and Bike Path.
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Cape-style home in a family-friendly neighborhood. Open floor plan with large living room and dining room. Bedrooms on 2 ...
From $407 per night (USD)
Expedia
From $2109 per night (USD)
VRBO
Water views, private beach and spectacular sunsets from highest point in town.
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
This large, beautiful home is the perfect place to stay for your next beach vacation: whether you’re hosting a big group ...
From $2109 per night (USD)
VRBO
From $1880 per night (USD)
VRBO
Walk to beach, ball fields, Chatham Bars Inn and town from this central location
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
This large, newly renovated home is the perfect spot for your Chatham getaway. It sits on a beautifully landscaped lot w ...
From $1880 per night (USD)
VRBO
From $1880 per night (USD)
VRBO
Large, beautiful home with extraordinary design features and bonus rooms galore
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
This large, gorgeous home is perfect for entertaining, set on an acre of land with a private yard and large patio. The h ...
From $1880 per night (USD)
VRBO
From $935 per night (USD)
Expedia
Sparkling New Build, Close to Chatham Village: 105-C
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
This property is professionally managed by Pretty Picky Properties Sparkling New Build, Close to Chatham Village Sleep ...
From $935 per night (USD)
Expedia
From $660 per night (USD)
VRBO
Updated home on large lot near Hardings Beach in S. Chatham: 040-C
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
This property is professionally managed by Pretty Picky Properties. Updated Home, 1.5 Miles to Hardings Beach, 5 Min Dr ...
From $660 per night (USD)
VRBO
From $472 per night (USD)
Expedia
Modern and Chic 3BR Home in Chatham, Close to Town: 041-CE
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
This property is professionally managed by Pretty Picky Properties Modern and Chic 3BR Home in Chatham, Close to Town ...
From $472 per night (USD)
Expedia
Click For Pricing
VRBO
Superb Luxury Home in Chatham with New Heated Salt Water Pool: 023-CJ
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
This property is professionally managed by Pretty Picky Properties Superb Luxury Home in Chatham with New Heated Salt W ...
Click For Pricing
VRBO
$Remodeled Home w\/ Central AC, Outdoor Shower, & Private Yard!$
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Expedia
Remodeled Home w\/ Central AC, Outdoor Shower, & Private Yard!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: 17750 - Blue Crush: Remodeled Home w/ Central AC, Outdoor Shower, & Private Yard! The Space: Dive into a coast ...
Click For Pricing
Expedia
From $381 per night (USD)
VRBO
Pleasant Getaway halfway between beautiful Harwichport and Downtown Chatham
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
The perfect spot for a relaxing vacation! This lovely 3+ bedroom (1 King, 3 twins, and a twin/trundle) cottage in South ...
From $381 per night (USD)
VRBO
From $1216 per night (USD)
Expedia
Fido friendly Walk to Red River Beach - Sleeps 20 - Hot tub - Bring your boat!
Bedrooms:
5
Bathrooms:
8
Sleeps:
14
Come and relax with your dog in our private, spacious and newly remodeled 8 bedroom (12 beds - 1 king, 1 double, one fu ...
From $1216 per night (USD)
Expedia
$Panoramic Water Views w\/ Private Beach!$
From $2056 per night (USD)
VRBO
Panoramic Water Views w\/ Private Beach!
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Summary: 16684 - Deja View: Panoramic Water Views w/ Private Beach! The Space: Find yourself on island time at this exc ...
From $2056 per night (USD)
VRBO
From $566 per night (USD)
Expedia
Waterfront Chatham home, walk to downtown, minutes to several beaches!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Cozy Chatham cottage with private lake access and minutes to downtown and beaches! This house is perfect for families o ...
From $566 per night (USD)
Expedia

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