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Check prices for these dates

Next weekend
2 May - 4 May
In two weeks
9 May - 11 May
In one month
23 May - 25 May
In two months
20 Jun - 22 Jun

Compare 2522 Vacation Homes in Chatham with updated reviews, rates, and availability.

Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
Microwave, oven, stovetop, dishwasher

Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

9.6 out of 10, Exceptional, (90)
"This was our second time staying at this property and we loved it even more than the first! The location is amazing and the surrounding neighborhoods create the perfect location for both people and pets! "
The price is AED 327
AED 1,646 total
includes taxes & fees
5 May - 6 May
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
WATERFRONT w/Kayaks & SUP’s ★ Pet friendly ★ HOT TUB★Firepit & FPL★Deck & Patio
Outdoor spa tub

WATERFRONT w/Kayaks & SUP’s ★ Pet friendly ★ HOT TUB★Firepit & FPL★Deck & Patio

10.0 out of 10, Exceptional, (84)
"Wonderful property!"
The price is AED 1,102
AED 2,623 total
includes taxes & fees
26 May - 27 May
WATERFRONT w/Kayaks & SUP’s ★ Pet friendly ★ HOT TUB★Firepit & FPL★Deck & Patio
Sand Bar-Dog Friendly on Cooks Brook Beach
Fridge, microwave, oven, stovetop

Sand Bar-Dog Friendly on Cooks Brook Beach

10.0 out of 10, Exceptional, (15)
"The house was comfortable and proximity to the beach was great. Hosts were attentive and friendly. Thanks for a great stay"
The price is AED 744
AED 1,898 total
includes taxes & fees
27 Apr - 28 Apr
Sand Bar-Dog Friendly on Cooks Brook Beach
Dog-friendly home with large yard - walk to Great Pond & Kingsbury Beach
TV, books

Dog-friendly home with large yard - walk to Great Pond & Kingsbury Beach

8.0 out of 10, Very Good, (9)
"Easy walk to Great Pond and the Bay."
Dog-friendly home with large yard - walk to Great Pond & Kingsbury Beach
OCEANFRONT, PRIVATE BEACH AND DECK, AMAZING VIEWS, KAYAKS, 2 Story House, 4+BR
Exterior

OCEANFRONT, PRIVATE BEACH AND DECK, AMAZING VIEWS, KAYAKS, 2 Story House, 4+BR

10.0 out of 10, Exceptional, (103)
"Fantastic location, right on the beach and convenient to restaurants and shops."
OCEANFRONT, PRIVATE BEACH AND DECK, AMAZING VIEWS, KAYAKS, 2 Story House, 4+BR
Secluded home with firepit, & scenic yard - near Nauset Beach & shops
Exterior

Secluded home with firepit, & scenic yard - near Nauset Beach & shops

8.0 out of 10, Very Good, (38)
"I had a great Labor Day weekend here with my family. The house was very clean and very close to Nauset Light Beach. I would definitely stay here again."
Secluded home with firepit, & scenic yard - near Nauset Beach & shops
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
Fridge, microwave, oven, stovetop

2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill

10.0 out of 10, Exceptional, (150)
"Perfect for our stay, comfortable beds, well stocked kitchen very clean, easy to communicate with owner, nice that it is pet friendly"
The price is AED 331
AED 1,156 total
includes taxes & fees
11 May - 12 May
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
Waterfront, Incredible Views and Private Dock!
TV, offices

Waterfront, Incredible Views and Private Dock!

9.4 out of 10, Exceptional, (3)
"Location was great for us. Beds were very clean and comfortable and many bedrooms. Kitchen view was amazing and appliances worked well. Overall, very nice, quiet vacation home. "
Waterfront, Incredible Views and Private Dock!
Unique Oyster Pond 3bd-2ba home in private setting close to downtown.
Property grounds

Unique Oyster Pond 3bd-2ba home in private setting close to downtown.

10.0 out of 10, Exceptional, (73)
"Impressed with everything. Would stay there again."
Unique Oyster Pond 3bd-2ba home in private setting close to downtown.
Stunning Oceanfront Home With Amazing Views ~ Private Beach - capeoceanvista
TV, fireplace, DVD player, books

Stunning Oceanfront Home With Amazing Views ~ Private Beach - capeoceanvista

9.6 out of 10, Exceptional, (109)
"Really amazing, breathtaking views, private! A great retreat for family time. "
Stunning Oceanfront Home With Amazing Views ~ Private Beach - capeoceanvista
Cozy Yarmouth Cottage
Fridge, microwave, oven, stovetop

Cozy Yarmouth Cottage

9.6 out of 10, Exceptional, (5)
"Beautiful and comfortable space perfect for our family of four. "
The price is AED 441
AED 1,047 total
includes taxes & fees
30 Apr - 1 May
Cozy Yarmouth Cottage
Close to Bike Path 1 Mile to Beaches!
Fridge, microwave, oven, stovetop

Close to Bike Path 1 Mile to Beaches!

9.6 out of 10, Exceptional, (16)
"Perfect little get away and quiet and private. SO close to so many attractions."
Close to Bike Path 1 Mile to Beaches!
Pond Perch: 239-B Brewster Pond Front Perfection, Walk to Private Beach
TV, fireplace, table tennis, books

Pond Perch: 239-B Brewster Pond Front Perfection, Walk to Private Beach

10.0 out of 10, Exceptional, (5)
"Beautiful setting"
Pond Perch: 239-B Brewster Pond Front Perfection, Walk to Private Beach
Hot Tub, 200 ft to Beach!
Fridge, microwave, oven, stovetop

Hot Tub, 200 ft to Beach!

9.8 out of 10, Exceptional, (8)
"The property was beautiful and the beds were extremely comfortable. The property management was responsive and helpful."
Hot Tub, 200 ft to Beach!
Pet Friendly,Quiet family neighborhood with private fenced in yard with hot tub
Outdoor spa tub

Pet Friendly,Quiet family neighborhood with private fenced in yard with hot tub

10.0 out of 10, Exceptional, (144)
"Great place to stay with family and pet."
Pet Friendly,Quiet family neighborhood with private fenced in yard with hot tub
Oakwood Trail Cottage | Eastham home on Cape Cod Rail Trail with great deck
Terrace/patio

Oakwood Trail Cottage | Eastham home on Cape Cod Rail Trail with great deck

8.0 out of 10, Very Good, (5)
"The property was exactly what we were looking for, plenty of space, comfortable beds, a beautifully wooded lot, and right near the bike trail. We had a wonderful breeze through the house."
Oakwood Trail Cottage | Eastham home on Cape Cod Rail Trail with great deck
Close to Beaches, Bay Sunsets, Whale Watches, Cape Playhouse, Kid Fun, Fine Food
Smart TV, fireplace, DVD player, foosball

Close to Beaches, Bay Sunsets, Whale Watches, Cape Playhouse, Kid Fun, Fine Food

9.8 out of 10, Exceptional, (131)
"We very much enjoyed our stay over the winter holidays! "
Close to Beaches, Bay Sunsets, Whale Watches, Cape Playhouse, Kid Fun, Fine Food
Charming 3-bedroom house in East Dennis with beautiful pool & jacuzzi
Fridge, microwave, oven, stovetop

Charming 3-bedroom house in East Dennis with beautiful pool & jacuzzi

2.0 star property
9.0 out of 10, Wonderful, (2)
"We really enjoyed this cozy home! It was tastefully decorated with a beachy vibe and very well equipped. The owner was responsive and easy to communicate with. I mentioned we were staying for our 20th anniversary and they even left a bottle of champagne. Everything was clean and comfortable. We enjoyed both the hot tub and fire pit. The location was perfect for us. Highly recommend! "
Charming 3-bedroom house in East Dennis with beautiful pool & jacuzzi
Escape The Commotion - Relax By The Ocean
TV, fireplace, DVD player, books

Escape The Commotion - Relax By The Ocean

9.8 out of 10, Exceptional, (65)
"My family and I stayed here for a weekend during our family reunion about 20 minutes East in Craigville. We felt right at home and would absolutely stay here again!"
Escape The Commotion - Relax By The Ocean
Seaside Retreat w/ Private Beach Landing!
Terrace/patio

Seaside Retreat w/ Private Beach Landing!

9.8 out of 10, Exceptional, (11)
"Loved our stay!"
Seaside Retreat w/ Private Beach Landing!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Chatham

Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
Microwave, oven, stovetop, dishwasher

Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

9.6 out of 10, Exceptional, (90)
"This was our second time staying at this property and we loved it even more than the first! The location is amazing and the surrounding neighborhoods create the perfect location for both people and pets! "
The price is AED 327
AED 1,646 total
includes taxes & fees
5 May - 6 May
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
Chatham Seaside Cottage - Oceanfront Beach Cottage - Spectacular Views
Exterior

Chatham Seaside Cottage - Oceanfront Beach Cottage - Spectacular Views

10.0 out of 10, Exceptional, (157)
"Our second year visiting and just wonderful! Hope we can always make this our fall getaway!!"
Chatham Seaside Cottage - Oceanfront Beach Cottage - Spectacular Views
Edgewater Beach Resort, a VRI resort
Indoor spa tub

Edgewater Beach Resort, a VRI resort

3.5 star property
8.8 out of 10, Excellent, (267)
"I love staying here "
The price is AED 694
AED 794 total
includes taxes & fees
8 May - 9 May
Edgewater Beach Resort, a VRI resort
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.