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Check prices for these dates

Next weekend
4 Jul - 6 Jul
In two weeks
11 Jul - 13 Jul
In one month
25 Jul - 27 Jul
In two months
22 Aug - 24 Aug

Featured Cottages in Chatham

Steps to the beach with an ocean view,
On the beach, sun-loungers, beach towels

Steps to the beach with an ocean view,

10.0 out of 10, Exceptional, (122)
"To stay a block from the beach and look out the window at the water is the ultimate vacation! Even in winter this place is warm and inviting! The hosts are caring and communicative - just the best! This cottage lets you do just that"
Steps to the beach with an ocean view,
Cozy Cape Cottage
Exterior

Cozy Cape Cottage

9.4 out of 10, Exceptional, (13)
"Everything was perfect and the host made check-in very easy! Brewster was a great little town as well!"
Cozy Cape Cottage
Cozy Chatham Cottage walk to Hardings ⛱️ , Restaurants & downtown.
Exterior

Cozy Chatham Cottage walk to Hardings ⛱️ , Restaurants & downtown.

10.0 out of 10, Exceptional, (16)
"Great location."
Cozy Chatham Cottage walk to Hardings ⛱️ , Restaurants & downtown.
Charming Cottage near Beach and Ferry
Terrace/patio

Charming Cottage near Beach and Ferry

10.0 out of 10, Exceptional, (5)
"The perfect location for a fall getaway. Easy access to surrounding areas, check in and out was seamless. The house is well kept and clean! Greta place to relax and enjoy whomever you are traveling with! "
Charming Cottage near Beach and Ferry
Lovely studio steps to the beach in Dennis port
On the beach, sun-loungers

Lovely studio steps to the beach in Dennis port

Lovely studio steps to the beach in Dennis port
Pond View~ Abuts conservation and walking trails. There is fishing at the pond
Sun-loungers, beach towels

Pond View~ Abuts conservation and walking trails. There is fishing at the pond

10.0 out of 10, Exceptional, (122)
"This was the perfect cozy spot for a winter getaway. The fireplace lights with a switch and instantly warms the whole area. This owner has everything you ever needed, and the decor is so pretty. Two thumbs up for the Swagulls Neat! "
Pond View~ Abuts conservation and walking trails. There is fishing at the pond
Compass Rose Cottage ★ Steps to Flax Pond & Nature Trails ★ Kayaks
2 bedrooms, iron/ironing board, free WiFi

Compass Rose Cottage ★ Steps to Flax Pond & Nature Trails ★ Kayaks

10.0 out of 10, Exceptional, (90)
"Just what I needed for my winter break. Time to relax with a friend. Shared a home cooked meal and relaxing evening to catch up on life."
Compass Rose Cottage ★ Steps to Flax Pond & Nature Trails ★ Kayaks
Cape Cod/Oceanfront on Nantucket Sound w/ Private Beach & Deck, Free Kayaks
Smart TV, DVD player

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

9.8 out of 10, Exceptional, (173)
"Very happy with our stay"
Cape Cod/Oceanfront on Nantucket Sound w/ Private Beach & Deck, Free Kayaks
THE BOAT HOUSE LOFT ~ RELAXING & PRIVATE WATERFRONT HOLIDAY ~ SHORT & LONG TERM
Beach nearby, sun-loungers

THE BOAT HOUSE LOFT ~ RELAXING & PRIVATE WATERFRONT HOLIDAY ~ SHORT & LONG TERM

9.4 out of 10, Exceptional, (111)
"Great views of the pond. Perfect little spot for a getaway! We appreciated access to the kayaks and canoe to take advantage of Swan Pond and River. Owner was very kind and helpful throughout our stay. "
THE BOAT HOUSE LOFT ~ RELAXING & PRIVATE WATERFRONT HOLIDAY ~ SHORT & LONG TERM
Bayfront cottage w/ bluffside deck & outdoor shower - steps to private beach
Terrace/patio

Bayfront cottage w/ bluffside deck & outdoor shower - steps to private beach

9.6 out of 10, Exceptional, (61)
"Very nice, great spot, well maintained and appointed house"
Bayfront cottage w/ bluffside deck & outdoor shower - steps to private beach
Steps to private Beach, Golf Course, AC, tandem Kayak for Guests
Golf

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

9.6 out of 10, Exceptional, (21)
"Enjoyed our stay: clean, modern and great location."
Steps to private Beach, Golf Course, AC, tandem Kayak for Guests
Private Cape Cod Cottage. Walk to Ellis Landing Beach!
1 bedroom, desk, free WiFi, bed sheets

Private Cape Cod Cottage. Walk to Ellis Landing Beach!

10.0 out of 10, Exceptional, (33)
"Wonderful place. Property manager is awesome!"
Private Cape Cod Cottage. Walk to Ellis Landing Beach!
Charming 1 Bedroom Cottage Close To Beautiful Craigville Beach
Outdoor dining

Charming 1 Bedroom Cottage Close To Beautiful Craigville Beach

9.8 out of 10, Exceptional, (104)
"Comfortable cottage. Great location. "
Charming 1 Bedroom Cottage Close To Beautiful Craigville Beach
Cottage near bay beach- 1 Bd/1Ba
Outdoor dining

Cottage near bay beach- 1 Bd/1Ba

2.0 star property
10.0 out of 10, Exceptional, (3)
"Great place for my solo trip to the Cape! The condo was cozy, had everything I needed, and clean. The little bunny living on property gave an extra star for sure. Host was very responsive to messages. Close enough to lots of major beaches and just a walk away from a really beautiful sunset ocean spot. I would absolutely stay here again!"
Cottage near bay beach- 1 Bd/1Ba
Classic Cape Cod Beach Cottage Steps to Private Beach or Stroll to Town! A/C !
On the beach, sun-loungers, beach towels

Classic Cape Cod Beach Cottage Steps to Private Beach or Stroll to Town! A/C !

10.0 out of 10, Exceptional, (12)
"Very nice cottage with a beautiful view of Wellfleet bay. Steps from the beach and great front deck. "
Classic Cape Cod Beach Cottage Steps to Private Beach or Stroll to Town! A/C !
🦀Waterfront at The Velvet Crab~Amazing Sunsets
Outdoor dining

🦀Waterfront at The Velvet Crab~Amazing Sunsets

9.8 out of 10, Exceptional, (21)
"My husband and i had an amazing time. Perfect for a secluded getaway with the pup!"
🦀Waterfront at The Velvet Crab~Amazing Sunsets
Beach 0.7 Mi walk to Craigville & Covell. A/C, bikes 3 Day min Labor day onward
Property grounds

Beach 0.7 Mi walk to Craigville & Covell. A/C, bikes 3 Day min Labor day onward

10.0 out of 10, Exceptional, (54)
"Property is close enough to beach for a short drive or walk. Beautiful area to hang with the family."
Beach 0.7 Mi walk to Craigville & Covell. A/C, bikes 3 Day min Labor day onward
Edgewood on Campground Beach/Steps to the Sand
Outdoor dining

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!"
Edgewood on Campground Beach/Steps to the Sand
Gorgeous Cottage steps from the beach
Beach nearby, sun-loungers

Gorgeous Cottage steps from the beach

8.6 out of 10, Excellent, (14)
"Great place to stay we loved it"
Gorgeous Cottage steps from the beach
Quintessential 2-bedroom Cape cottage with salt marsh views near Seagull Beach
Sun-loungers

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

8.0 out of 10, Very good, (1)
"Was a cozy cottage tucked away in a quiet neighborhood great location withing 5 minutes of anything you need food drinks beach."
Quintessential 2-bedroom Cape cottage with salt marsh views near Seagull Beach
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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Frequently asked questions

How much do cottages in Chatham cost?
Cottages in Chatham range between and per night. These stays offer a chance to reconnect with nature --- at a price you can afford. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Chatham?
You can choose from 468 cottages in Chatham. No matter if you're holidaying with the family or planning a retreat with your buddies, Expedia can help you find the right place to get back to nature.
What is there to do in Chatham near my cottage?
No matter your interests, Chatham has loads of things to keep you occupied. Chatham Fish Pier, Chatham Lighthouse and Atwood House Museum are on most visitors' to-do lists. Don't forget to check out Chatham Railroad Museum, Chatham Drama Guild and Monomoy National Wildlife Refuge either. With Expedia's hotel deals in Chatham, you'll be able to discover more fabulous attractions like these with the cash you save.