Search Chatham Cottage Rentals from CA $356

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Check prices for these dates

Next weekend
Aug 15 - Aug 17
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Aug 22 - Aug 24
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Sep 5 - Sep 7
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Oct 3 - Oct 5

Browse Select Chatham Cottages

Steps to the beach with an ocean view,
Enjoy a serene beach experience with gentle waves and lush surroundings.

Steps to the beach with an ocean view,

10.0 out of 10, Exceptional, (124)
"We had a wonderful time staying in Hyannis off season (April vacation for CT, but not for MA)! The host provided us with everything we needed and the location can't be beat! It's in a very walkable area, close to Main Street and the beach! We would love to come back again in the warmer weather! "
Steps to the beach with an ocean view,
Steps to the Ocean! Perfect Location!!!
Enjoy a peaceful beach experience with a wide, sandy shoreline perfect for walking or sunbathing.

Steps to the Ocean! Perfect Location!!!

10.0 out of 10, Exceptional, (217)
"Perfect for a couple and two kids"
Steps to the Ocean! Perfect Location!!!
Cape Cod/Oceanfront on Nantucket Sound w/ Private Beach & Deck, Free Kayaks
Enjoy ocean views from the large window in this room, which features a sofa, hanging chair, and small table.

Cape Cod/Oceanfront on Nantucket Sound w/ Private Beach & Deck, Free Kayaks

9.8 out of 10, Exceptional, (175)
"Very happy with our stay"
Cape Cod/Oceanfront on Nantucket Sound w/ Private Beach & Deck, Free Kayaks
Pets allowed with warmer weather around the corner! Plan your Cape Cod vacation!
Traditional home with a gabled roof and front porch, set amidst a lush green environment.

Pets allowed with warmer weather around the corner! Plan your Cape Cod vacation!

9.8 out of 10, Exceptional, (32)
"Great location, excellent communication with owner!!"
Pets allowed with warmer weather around the corner! Plan your Cape Cod vacation!
Steps to private Beach, Golf Course, AC, tandem Kayak for Guests
Enjoy a tranquil beach experience with calm waters and a serene atmosphere.

Steps to private Beach, Golf Course, AC, tandem Kayak for Guests

9.6 out of 10, Exceptional, (24)
"Enjoyed our stay: clean, modern and great location."
Steps to private Beach, Golf Course, AC, tandem Kayak for Guests
Quintessential 2-bedroom Cape cottage with salt marsh views near Seagull Beach
Relax on the beach with comfortable sun loungers and umbrellas.

Quintessential 2-bedroom Cape cottage with salt marsh views near Seagull Beach

9.0 out of 10, Wonderful, (4)
"The home was very clean and the location was great!"
Quintessential 2-bedroom Cape cottage with salt marsh views near Seagull Beach
Seaview cottage near Ocean Beaches & The Skipper!
Outdoor dining

Seaview cottage near Ocean Beaches & The Skipper!

Seaview cottage near Ocean Beaches & The Skipper!
Mermaid Cottage! beautiful propety!
Enjoy a serene beach experience with access to the calm sea and a picturesque view.

Mermaid Cottage! beautiful propety!

10.0 out of 10, Exceptional, (102)
"Great property and location!"
Mermaid Cottage! beautiful propety!
On Town Cove with salt water access! Kayaks and paddle board available for use!
Enjoy a serene beach experience with gentle waves lapping at the shore.

On Town Cove with salt water access! Kayaks and paddle board available for use!

9.8 out of 10, Exceptional, (54)
"Very clean, convenient location, short walk to water access, great place to enjoy the off season with everything you need to “eat-in.” Catching the Northern Lights was a great bonus. "
On Town Cove with salt water access! Kayaks and paddle board available for use!
Edgewood on Campground Beach/Steps to the Sand
Fridge, microwave, oven, stovetop

Edgewood on Campground Beach/Steps to the Sand

10.0 out of 10, Exceptional, (7)
"Wonderful location and lovely stay at the cottage. Would book again!"
The price is CA $516
CA $971 total
includes taxes & fees
Aug 31 - Sep 1
Edgewood on Campground Beach/Steps to the Sand
New Listing in Brewster - 3 beds, 2 baths, 0.2 mile walk to Private Beach
Exterior detail

New Listing in Brewster - 3 beds, 2 baths, 0.2 mile walk to Private Beach

10.0 out of 10, Exceptional, (2)
"If I could give it more stars I would. Owners were helpful and kind. House was immaculate and the location was 10/10. It had AC, an outdoor shower and a brand new screened in porch that we basically lived in. It was perfect. We can’t thank you enough. "
New Listing in Brewster - 3 beds, 2 baths, 0.2 mile walk to Private Beach
beachfront cottage at Chases Ocean Grove
Enjoy a serene beach experience with access to the ocean.

beachfront cottage at Chases Ocean Grove

9.8 out of 10, Exceptional, (29)
"Very rustic cottage, close to beach, relaxing"
beachfront cottage at Chases Ocean Grove
Gorgeous Cottage steps from the beach
Walk along the serene beach, flanked by tall grasses and dunes.

Gorgeous Cottage steps from the beach

8.4 out of 10, Very good, (16)
"Great place to stay we loved it"
Gorgeous Cottage steps from the beach
Cozy Cape Cottage
Enter a cozy living space with a light blue sofa, white and pink pillows, and a small round table.

Cozy Cape Cottage

9.0 out of 10, Wonderful, (17)
"So cute. Very clean. Very quiet. Would definitely stay again. "
Cozy Cape Cottage
Cozy Chatham Cottage walk to Hardings beach Restaurants & downtown.
Enjoy a serene retreat in this traditional home surrounded by a beautifully maintained garden and patio area.

Cozy Chatham Cottage walk to Hardings beach Restaurants & downtown.

10.0 out of 10, Exceptional, (21)
"Great location."
Cozy Chatham Cottage walk to Hardings beach Restaurants & downtown.
Drummer Cove Gem | Cottage in Wellfleet with patio, steps from the cove
Cozy cabin interior with a comfortable seating area, flat-screen TV, and small kitchenette.

Drummer Cove Gem | Cottage in Wellfleet with patio, steps from the cove

7.8 out of 10, Good, (6)
"Very interesting old windows"
Drummer Cove Gem | Cottage in Wellfleet with patio, steps from the cove
Oceanside Cottage condo next to beach 2bedroom 1bath for 4-6 people
Stunning ocean views from this coastal retreat, where houses blend seamlessly into the natural landscape.

Oceanside Cottage condo next to beach 2bedroom 1bath for 4-6 people

8.8 out of 10, Excellent, (28)
"Jim is fantastic to work with."
The price is CA $356
CA $637 total
includes taxes & fees
Aug 27 - Aug 28
Oceanside Cottage condo next to beach 2bedroom 1bath for 4-6 people
Eastham, Cape Cod - Town Cove Waterfront
Enjoy the serene beach scene with a collection of driftwood and a buoy on the shore.

Eastham, Cape Cod - Town Cove Waterfront

9.0 out of 10, Wonderful, (89)
"Great place to stay close to everything, definitely planning to stay there again next summer."
Eastham, Cape Cod - Town Cove Waterfront
1 bedroom "Doll house"
Simple, single-story structure with a pitched roof, featuring a front door and two windows surrounded by lush greenery.

1 bedroom "Doll house"

10.0 out of 10, Exceptional, (4)
"Bill was an amazing host and the proactive communication was great. the house was nice and clean and a perfect stay! "
1 bedroom "Doll house"
Pond Front Beach Pet Friendly AC WiFi
Enjoy a serene view of the water from this outdoor space.

Pond Front Beach Pet Friendly AC WiFi

9.2 out of 10, Wonderful, (27)
"Very quiet and comfortable stay!"
Pond Front Beach Pet Friendly AC WiFi
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

Ambassador Inn & Suites

Ambassador Inn & Suites

10/10 Excellent
"Last minute trip surprised we found something "
Tammy 1-night trip
Posted 2 days ago
Ambassador Inn & Suites