A boat on a calm river, a large house with a red roof, and dense greenery in the background.

Search Chatham Cottage Rentals from CA $531

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Chatham cottages

A patio with two striped lounge chairs, a small round table, and two blue glass candle holders.

1. Seaside Escape-Art-filled 2 Bd on Town Cove

Seaside Escape-Art-filled 2 Bd on Town Cove
EASTHAM
7.4 out of 10, Good, (3 reviews)
"The cottage was very well decorated, maintained and well stocked. Loved the location with a view of the cove.My kids loved the loft"
United States
Myriam A.
The price is CA $239
CA $747 total
includes taxes & fees
Oct 26 - Oct 27
Seaside Escape-Art-filled 2 Bd on Town Cove
A metal showerhead attached to a house's exterior wall, with water flowing down a blue gutter.

2. Captain's Quarters by Nauset Beach

Captain's Quarters by Nauset Beach
East Orleans
10.0 out of 10, Exceptional, (12 reviews)
"It is a beautiful property."
United States
Phillip B.
The price is CA $264
CA $798 total
includes taxes & fees
Oct 21 - Oct 22
Captain's Quarters by Nauset Beach
A single-story house with a brown exterior and white trim, featuring a front door, multiple windows, and a small porch area.

3. 🐚The Bay Cottage on Thumpertown Beach

🐚The Bay Cottage on Thumpertown Beach
Eastham
9.8 out of 10, Exceptional, (14 reviews)
"My group and I had another wonderful stay at the Bay Cottage! The space is sparkling clean when we arrived and the location cannot be beat. Tara is also very responsive and attentive which makes for an even better stay!"
United States
Sophia I.
The price is CA $209
CA $560 total
includes taxes & fees
Oct 26 - Oct 27
🐚The Bay Cottage on Thumpertown Beach
A wooden deck with a view of a lake, surrounded by trees.

4. Pondside/Kayak/Firepit/Dog Friendly~Willow Haven

Pondside/Kayak/Firepit/Dog Friendly~Willow Haven
Eastham
9.8 out of 10, Exceptional, (8 reviews)
"Great hideaway location on the Cape. Well equipped rental."
United Kingdom
Richard F.
The price is CA $192
CA $531 total
includes taxes & fees
Oct 21 - Oct 22
Pondside/Kayak/Firepit/Dog Friendly~Willow Haven
A single-story house with a gabled roof, a front porch, and a small front yard.

5. Charming 2-bedroom cottage in fabulous Harwich with WiFi, AC

Charming 2-bedroom cottage in fabulous Harwich with WiFi, AC
Harwich
9.0 out of 10, Wonderful, (6 reviews)
"would stay here again"
United States
david r.
The price is CA $326
CA $696 total
includes taxes & fees
Oct 27 - Oct 28
Charming 2-bedroom cottage in fabulous Harwich with WiFi, AC
An outdoor patio with a table and chairs, a covered grill, and a view of a lake.

6. 🦀Waterfront at The Velvet Crab~Amazing Sunsets

🦀Waterfront at The Velvet Crab~Amazing Sunsets
Eastham
9.8 out of 10, Exceptional, (29 reviews)
"Perfect size home for a family of 4, welcoming and cozy! Having -All towels and linens and shampoo, body wash and conditioner all included made for a much easier stay! Highly recommend."
United States
Emily A.
The price is CA $213
CA $614 total
includes taxes & fees
Oct 21 - Oct 22
🦀Waterfront at The Velvet Crab~Amazing Sunsets
An outdoor patio with wicker furniture, a round table, and a view of trees and water.

7. The Breeze on Minister's Pond

The Breeze on Minister's Pond
Eastham
10.0 out of 10, Exceptional, (27 reviews)
"The Breeze is the cutest, warmest, comfiest home. We thoroughly enjoyed our stay and will definitely book again!"
United States
MelanieC
The price is CA $232
CA $590 total
includes taxes & fees
Oct 26 - Oct 27
The Breeze on Minister's Pond
A beach with a wooden boardwalk and a rocky foreground.

8. Edgewood on Campground Beach/Steps to the Sand

Edgewood on Campground Beach/Steps to the Sand
Eastham
10.0 out of 10, Exceptional, (10 reviews)
"Cozy cottage right by the beach. Great area not for to restaurants and beaches. Would definitely stay again!"
United States
Melinda W.
The price is CA $278
CA $686 total
includes taxes & fees
Oct 26 - Oct 27
Edgewood on Campground Beach/Steps to the Sand
A two-story house with a front porch, a small attached garage, and a gravel driveway.

9. 🌊The Ocean Cottage on Thumpertown Beach

🌊The Ocean Cottage on Thumpertown Beach
Eastham
9.4 out of 10, Exceptional, (13 reviews)
"We absolutely loved the place and the location right near Thumpertown Beach was perfect!"
United States
Jeff P.
The price is CA $209
CA $560 total
includes taxes & fees
Oct 26 - Oct 27
🌊The Ocean Cottage on Thumpertown Beach
A wooden deck with a barbecue grill, outdoor furniture, and a book titled "The Barbecue Bible".

10. The Mod Pod~2 bd/2.5 bth/dog/games/steps to beach

The Mod Pod~2 bd/2.5 bth/dog/games/steps to beach
Wellfleet
6.0 out of 10, (1 review)
The price is CA $235
CA $742 total
includes taxes & fees
Oct 26 - Oct 27
The Mod Pod~2 bd/2.5 bth/dog/games/steps to beach
A house with a front porch, a small garden, and a mailbox.

11. Cozy, vacation home in a charming duplex cottage

Cozy, vacation home in a charming duplex cottage
Yarmouth
9.6 out of 10, Exceptional, (10 reviews)
"Cozy small home perfect for a girls weekend! Close proximity to the ferries and several good restaurants close by!"
United States
Sue N.
The price is CA $282
CA $609 total
includes taxes & fees
Nov 1 - Nov 2
Cozy, vacation home in a charming duplex cottage
A house with a deck, a flag, and a garage.

12. Charming West Yarmouth Cottage- Minutes to Beaches, Dining & Family Fun

Charming West Yarmouth Cottage- Minutes to Beaches, Dining & Family Fun
Yarmouth
9.4 out of 10, Exceptional, (9 reviews)
"Great stay the cottage was very clean and welcoming"
United States
Alex r.
The price is CA $317
CA $720 total
includes taxes & fees
Nov 7 - Nov 8
Charming West Yarmouth Cottage- Minutes to Beaches, Dining & Family Fun
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Chatham Hotel Reviews

Uncommoner Hotel by Reverie Boutique Collection

Uncommoner Hotel by Reverie Boutique Collection

10/10 Excellent
"The decor is great and it's the rare place that doesn't only value style. Lots of good function too! Thank you for having lots of hooks, many lighting options, and an outlet next to the bed."
Adrienne 1-night trip
Posted 4 hours ago
Uncommoner Hotel by Reverie Boutique Collection

Find out more about Chatham

Chatham Cottages information

Number of reviews
131
Accommodation
472 Cottages
Lowest Price
CA $531
Highest Price
CA $798

Frequently asked questions

How much do cottages in Chatham cost?
Cottages in Chatham range between CA $531 and CA $798 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.
What are the best cottages in Chatham?
There are multiple cottages in Chatham that have a total average guest review rating of 9.4. 16 Flakeyard Way - Four Bedroom House is a terrific place to relax and put your feet up between adventures. This 3.5-star cottage also offers a water view and WiFi. 10 Squanto Drive - One Bedroom House is another top pick with visitors to the area. It has a 3.5-star rating and amenities including WiFi and clothes washing facilities.
How many cottages are there in Chatham?
You can choose from 472 cottages in Chatham. No matter if you're vacationing with the family or planning a retreat with your buddies, Expedia can help you find the right place to get back to nature.
Are there any family-friendly cottages in Chatham?
Settle in at 16 Flakeyard Way - Four Bedroom House, a 3.5-star cottage not far from town. Amenities here include WiFi and a patio. Another family-friendly option where you can swap the urban jungle for fresh air and nature is 10 Squanto Drive - One Bedroom House. WiFi and a stovetop help make this 3.5-star cottage a traveller favourite. After checking in and chilling together in your comfortable new digs, it's time to head out and visit some of the local sights. Skaket Beach and Sea Street Beach are popular family-friendly attractions in Chatham.
Why book your cottage in Chatham with Expedia?
Expedia has some superb cottages in Chatham, so start planning for a memorable stay close to nature. If you need to stick to a budget, select how much you want to spend and your preferred property star rating. Or, use our filters to search for cottages with free WiFi or a pool. We'll help you find the right place whatever your trip looks like.
How can I find cheap cottages in Chatham?
Expedia can help you easily track down cheap cottages in Chatham. To discover your special stay in a couple of quick clicks, try out the filter tool to tailor your search results by amenities, star rating and budget.
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.

Explore a world of travel with Expedia