Chatham Vacation Rentals

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Our top choices for Chatham vacation homes

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

Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
Chatham
9.6 out of 10, Exceptional, (102 reviews)
"Our second year in a row staying here. Cute house and great location! "
United States
Erin M.
The price is CA $121
CA $650 total
includes taxes & fees
Feb 16 - Feb 17
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches

Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches
Chatham
10.0 out of 10, Exceptional, (117 reviews)
"Clean, lovely cottage. Excellent location. "
United States
Dottie P.
The price is CA $244
CA $670 total
includes taxes & fees
Feb 24 - Feb 25
Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches

Luxury Chatham Retreat. Walk to Main St & Beach

Luxury Chatham Retreat. Walk to Main St & Beach
Chatham
The price is CA $312
CA $942 total
includes taxes & fees
Feb 24 - Feb 25
Luxury Chatham Retreat. Walk to Main St & Beach

Solace in the Sun- Adj. Beds/Game Rm/Soakng Tub/Dog Ok

Solace in the Sun- Adj. Beds/Game Rm/Soakng Tub/Dog Ok
Eastham
10.0 out of 10, Exceptional, (2 reviews)
"The house was beautiful, tucked away, and clean. It was spacious for two families with room for more comfortably. "
United States
michele I.
The price is CA $261
CA $901 total
includes taxes & fees
Feb 17 - Feb 18
Solace in the Sun- Adj. Beds/Game Rm/Soakng Tub/Dog Ok

Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!

Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!
West Brewster
10.0 out of 10, Exceptional, (25 reviews)
"Lovely house with nice location."
United States
amy d.
The price is CA $173
CA $936 total
includes taxes & fees
Feb 15 - Feb 16
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!

The Pet-Friendly Surf Shack Hideaway on the Cove

The Pet-Friendly Surf Shack Hideaway on the Cove
Eastham
10.0 out of 10, Exceptional, (22 reviews)
"We loved the luxury bed linens, large kitchen & living area & the fact that it was pet friendly in a lovely neighborhood!"
United States
Jennifer G.
The price is CA $209
CA $670 total
includes taxes & fees
Feb 15 - Feb 16
The Pet-Friendly Surf Shack Hideaway on the Cove

Cozy Large Home in Harwich with Patio near Wequassett Resort

Cozy Large Home in Harwich with Patio near Wequassett Resort
Harwich
9.8 out of 10, Exceptional, (11 reviews)
"Host was very responsive and the house provided everything we needed. Great location! "
United States
Ashley M.
The price is CA $204
CA $689 total
includes taxes & fees
Feb 15 - Feb 16
Cozy Large Home in Harwich with Patio near Wequassett Resort

Sleeps 2-8/Soaking Tub/FirePit~Burrows

Sleeps 2-8/Soaking Tub/FirePit~Burrows
Eastham
10.0 out of 10, Exceptional, (7 reviews)
"Overall, we had a really great stay. The home is in a quiet neighborhood & close to the beach. Everything was clean and as described in the listing. "
United States
Kallee M.
The price is CA $212
CA $692 total
includes taxes & fees
Feb 18 - Feb 19
Sleeps 2-8/Soaking Tub/FirePit~Burrows

Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail

Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
West Brewster
9.6 out of 10, Exceptional, (50 reviews)
"House was perfect for our family reunion! "
United States
Gregg H.
The price is CA $180
CA $806 total
includes taxes & fees
Feb 16 - Feb 17
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail

Family Cottage Close to Beach!!

Family Cottage Close to Beach!!
Harwichport
9.8 out of 10, Exceptional, (75 reviews)
"This was a great home, very clean and spacious rooms. Lots of hooks to hang towels and plenty of space to spread out!"
United States
Quinn S.
The price is CA $428
CA $1,032 total
includes taxes & fees
Feb 15 - Feb 16
Family Cottage Close to Beach!!

Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly

Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly
Wellfleet
10.0 out of 10, Exceptional, (79 reviews)
"Beautiful views in a quiet and private location. Cottage had everything we needed and nicely appointed."
United States
Janice H.
The price is CA $204
CA $606 total
includes taxes & fees
Feb 21 - Feb 22
Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly

The Alpine/Walk to Beach for 2 or more!

The Alpine/Walk to Beach for 2 or more!
Eastham
9.2 out of 10, Wonderful, (11 reviews)
"The location was awesome, the house was clean and spacious, and overall it was terrific! I would highly recommend."
United States
Jennifer G.
The price is CA $231
CA $718 total
includes taxes & fees
Feb 17 - Feb 18
The Alpine/Walk to Beach for 2 or more!

Cottage Oasis by Lake with Kayaks, Fire Pit & a Huge Yard

Cottage Oasis by Lake with Kayaks, Fire Pit & a Huge Yard
Dennis
8.8 out of 10, Excellent, (3 reviews)
"Very cute cottage. Very clean and grounds well manicured. "
United States
Anonymous traveller
The price is CA $176
CA $445 total
includes taxes & fees
Feb 18 - Feb 19
Cottage Oasis by Lake with Kayaks, Fire Pit & a Huge Yard

Sand Bar-Dog Friendly on Cooks Brook Beach

Sand Bar-Dog Friendly on Cooks Brook Beach
Eastham
10.0 out of 10, Exceptional, (25 reviews)
"The hosts were so thoughtful and the sunset view was incredible "
United States
Jill K.
The price is CA $271
CA $708 total
includes taxes & fees
Feb 17 - Feb 18
Sand Bar-Dog Friendly on Cooks Brook Beach

Historic charmer on the water with a firepit, kayaks, bikes, & firepit

Historic charmer on the water with a firepit, kayaks, bikes, & firepit
Eastham
9.4 out of 10, Exceptional, (13 reviews)
"Absolutely perfect - would definitely come stay here again."
United States
William B.
The price is CA $476
CA $1,328 total
includes taxes & fees
Feb 16 - Feb 17
Historic charmer on the water with a firepit, kayaks, bikes, & firepit

Driftmoor~Dog Frndly 3bd/2 bth~Luxe

Driftmoor~Dog Frndly 3bd/2 bth~Luxe
Eastham
The price is CA $265
CA $762 total
includes taxes & fees
Feb 17 - Feb 18
Driftmoor~Dog Frndly 3bd/2 bth~Luxe

Modern Beach & Pond Getaway; Heart of Cape Cod

Modern Beach & Pond Getaway; Heart of Cape Cod
South Yarmouth
10.0 out of 10, Exceptional, (12 reviews)
"Great location and very comfortable rental home. Everything you need is included and the house is well stocked and clean!"
United States
Dennis S.
The price is CA $213
CA $747 total
includes taxes & fees
Feb 25 - Feb 26
Modern Beach & Pond Getaway; Heart of Cape Cod

Ebb Tide~3b/2b and dog friendly for 2-10

Ebb Tide~3b/2b and dog friendly for 2-10
Wellfleet
8.0 out of 10, Very good, (2 reviews)
"Great stay. Kind extra touches of hospitality appreciated!"
United States
Ross M.
The price is CA $240
CA $739 total
includes taxes & fees
Feb 18 - Feb 19
Ebb Tide~3b/2b and dog friendly for 2-10

National Seashore/Updated/Game Room~Blue Pearl

National Seashore/Updated/Game Room~Blue Pearl
Eastham
10.0 out of 10, Exceptional, (8 reviews)
"Best rental we have stayed in on Cape, and we go every year. Exceptionally clean, comfortable. I can not say enough about it. Great location as well. What stood out the most was the high quality linens, as well as comfortable mattresses. It is very well kept with attention to detail. The grill and appliances were also of a higher quality and made it a pleasure to cook. Will absolutely stay at Blue Pearl again. "
United States
Nicole V.
The price is CA $207
CA $669 total
includes taxes & fees
Feb 17 - Feb 18
National Seashore/Updated/Game Room~Blue Pearl

Eazy Breezy Beach Home

Eazy Breezy Beach Home
Dennis
8.0 out of 10, Very good, (5 reviews)
"A great place! Cute and clean with all the comforts of home...and more!"
United States
Kristen D.
The price is CA $171
CA $309 total
includes taxes & fees
Feb 24 - Feb 25
Eazy Breezy Beach Home
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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Top Chatham Hotel Reviews

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Chatham Vacation Homes information

Number of reviews
477
Accommodation
2470 Vacation Homes
Lowest Price
CA $309
Highest Price
CA $1,328

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