Find vacation rentals that suit your style
Our top choices for Chatham cottages
1. Seaside Escape-Art-filled 2 Bd on Town Cove
Seaside Escape-Art-filled 2 Bd on Town CoveEASTHAM
7.4 out of 10, Good, (3 reviews)
7.4/10
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"
"The cottage was very well decorated, maintained and well stocked. Loved the location with a view of the cove.My kids loved the loft"
Myriam A.
$408 nightly
The price is $467
$467 total
Nov 10 - Nov 11
Total with taxes and fees
2. The Breeze on Minister's Pond
The Breeze on Minister's PondEastham
10.0 out of 10, Exceptional, (27 reviews)
10/10
Exceptional
(27 reviews)
"The Breeze is the cutest, warmest, comfiest home. We thoroughly enjoyed our stay and will definitely book again!"
"The Breeze is the cutest, warmest, comfiest home. We thoroughly enjoyed our stay and will definitely book again!"MelanieC
$342 nightly
The price is $391
$391 total
Nov 10 - Nov 11
Total with taxes and fees
3. Charming 2-bedroom cottage in fabulous Harwich with WiFi, AC
Charming 2-bedroom cottage in fabulous Harwich with WiFi, ACHarwich
9.0 out of 10, Wonderful, (6 reviews)
9.0/10
Wonderful
(6 reviews)
"would stay here again"
"would stay here again"david r.
$471 nightly
The price is $539
$539 total
Nov 10 - Nov 11
Total with taxes and fees
4. 🦀Waterfront at The Velvet Crab~Amazing Sunsets
🦀Waterfront at The Velvet Crab~Amazing SunsetsEastham
9.8 out of 10, Exceptional, (30 reviews)
9.8/10
Exceptional
(30 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."
"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."Emily A.
$355 nightly
The price is $406
$406 total
Nov 10 - Nov 11
Total with taxes and fees
5. Cape Cod Beach Cottage, only 5 minute walk to Glendon beach & local restaurants
Cape Cod Beach Cottage, only 5 minute walk to Glendon beach & local restaurantsDennis
9.6 out of 10, Exceptional, (92 reviews)
9.6/10
Exceptional
(92 reviews)
"We had a great stay! We loved how close it was to the beach and that we could bring our dog. We also really appreciated the outdoor shower and extra room with tv for space."
"We had a great stay! We loved how close it was to the beach and that we could bring our dog. We also really appreciated the outdoor shower and extra room with tv for space."Holleigh B.
$448 nightly
The price is $512
$512 total
Nov 19 - Nov 20
Total with taxes and fees
6. Cozy, vacation home in a charming duplex cottage
Cozy, vacation home in a charming duplex cottageYarmouth
9.6 out of 10, Exceptional, (10 reviews)
9.6/10
Exceptional
(10 reviews)
"Amazingly clean, comfortable and a great location. We didn’t want to leave!"
"Amazingly clean, comfortable and a great location. We didn’t want to leave!"Sarah B.
$296 nightly
The price is $339
$339 total
Dec 1 - Dec 2
Total with taxes and fees
7. Cottage Getaway walk to beach
Cottage Getaway walk to beachEastham
$10,506 nightly
The price is $12,024
$12,024 total
Nov 16 - Nov 17
Total with taxes and fees
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.
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.
Learn more about Chatham
Stroll the historic Main Street lined with boutiques, then head to Lighthouse Beach for seal-spotting at low tide. Seafood shacks serve the freshest catch, while the Chatham Bandstand hosts free summer concerts that locals never miss.
Top reviews in Chatham
Chatham Bars Inn
Chatham Bars InnChatham
10/10 Excellent
Highly recommend Chatham Bars Inn! Stay in the cottages along the water and start each day with a view of the sunrise, fishing boats, and harbor seals. Walk to the pool, beach, and the buffet breakfast. Walk to Main Street in town for even more restaurants, ice cream and candy shops, and great browsing in stores you can only find on the Cape. Staff was excellent and very professional. Everyone - check-in staff, pool and beach staff, restaurant staff, kids camp staff, were extremely...
Highly recommend Chatham Bars Inn! Stay in the cottages along the water and start each day with a view of the sunrise, fishing boats, and harbor seals. Walk to the pool, beach, and the buffet breakfast. Walk to Main Street in town for even more restaurants, ice cream and candy shops, and great browsing in stores you can only find on the Cape. Staff was excellent and very professional. Everyone - check-in staff, pool and beach staff, restaurant staff, kids camp staff, were extremely...
Marc
Chatham Tides
Chatham TidesSouth Chatham
10/10 Excellent
Winter or summer, this is our favorite spot to vacation- we love the peaceful, serene atmosphere of the town and Chatham Tides. Main St. has a cute, unique, little stores if shopping is what you enjoy.
Property is well kept, ocean view room provides precisely the view that we love to wake up to. Staff is always helpful and accommodating, without being overbearing. Can't wait to return!
Winter or summer, this is our favorite spot to vacation- we love the peaceful, serene atmosphere of the town and Chatham Tides. Main St. has a cute, unique, little stores if shopping is what you enjoy.
Property is well kept, ocean view room provides precisely the view that we love to wake up to. Staff is always helpful and accommodating, without being overbearing. Can't wait to return!
joanna
Wequassett Resort and Golf Club
Wequassett Resort and Golf ClubHarwich
10/10 Excellent
Great hotel at the Cape. Staff was very detailed and provided personalized service. Hotel facilities were top notch. I especially loved the decor. On site restaurant was pricey but had amazing food.
Great hotel at the Cape. Staff was very detailed and provided personalized service. Hotel facilities were top notch. I especially loved the decor. On site restaurant was pricey but had amazing food.
ruby12376
Skaket Beach Motel
Skaket Beach MotelOrleans
10/10 Excellent
I had booked for two nights but when I arrived the booking was for one night the room was very nice and updated but not close to a beach not close to transportation on a very busy highway
I had booked for two nights but when I arrived the booking was for one night the room was very nice and updated but not close to a beach not close to transportation on a very busy highway
Dolores
Charm on Main by Ocean Edge
Charm on Main by Ocean EdgeSea Pines
10/10 Excellent
Everything was prefect from check in to check out. Jillian and staff are top notch! We loved the breakfast daily, beautiful property that is meticulously kept and location in the cape is excellent! We will be back and thank you for a wonderful stay!!!
Everything was prefect from check in to check out. Jillian and staff are top notch! We loved the breakfast daily, beautiful property that is meticulously kept and location in the cape is excellent! We will be back and thank you for a wonderful stay!!!
Laura
A Beach Breeze Inn
A Beach Breeze InnWest Harwich
10/10 Excellent
My sister and I did a few day trip to the Cape and once again stayed here. It is clean and comfortable and I always sleep well! Pam is lovely and accommodating and the queen of muffins. Not fancy, shmancy...but has everything you need/want for a motel and very comfortable. This was our second trip and stay and we will be visiting Pam again!
My sister and I did a few day trip to the Cape and once again stayed here. It is clean and comfortable and I always sleep well! Pam is lovely and accommodating and the queen of muffins. Not fancy, shmancy...but has everything you need/want for a motel and very comfortable. This was our second trip and stay and we will be visiting Pam again!
Lois
The Escape Inn
The Escape InnBass River
10/10 Excellent
We stayed for 3 nights. We visited Cape Cod National Seashore on our arrival day. The next day we took a roundtrip ferry ride to Nantucket. The day after, a round-trip ferry ride to Martha's vineyard. Breakfast was included. We had a room on the 2nd floor which was nice and quiet.
We stayed for 3 nights. We visited Cape Cod National Seashore on our arrival day. The next day we took a roundtrip ferry ride to Nantucket. The day after, a round-trip ferry ride to Martha's vineyard. Breakfast was included. We had a room on the 2nd floor which was nice and quiet.
Steven
Candleberry Inn on Cape Cod
Candleberry Inn on Cape CodBrewster
10/10 Excellent
Great place to stay! My husband and I were a little worried about vacationing during the pandemic. But, we were put at ease when we read about the policies the innkeepers (Marco and Angelo) put in place during COVID-19, and the overall cleanliness of the inn and our room.
The gourmet breakfast and afternoon treats were delicious! It's one of the things we look forward each day. The amenities were great! Since a lot of the restaurants are already fully booked, we're fortunate to have our own...
Great place to stay! My husband and I were a little worried about vacationing during the pandemic. But, we were put at ease when we read about the policies the innkeepers (Marco and Angelo) put in place during COVID-19, and the overall cleanliness of the inn and our room.
The gourmet breakfast and afternoon treats were delicious! It's one of the things we look forward each day. The amenities were great! Since a lot of the restaurants are already fully booked, we're fortunate to have our own...
Maria&Mike
Handkerchief Shoals Inn
Handkerchief Shoals InnSouth Harwich
10/10 Excellent
We love staying at Handkerchief Shoals Inn. It is so clean, quiet, economical, and conveniently located between our two favorites: Harwichport and Chatham. All rooms have been updated too. It is a little hidden treasure!
We love staying at Handkerchief Shoals Inn. It is so clean, quiet, economical, and conveniently located between our two favorites: Harwichport and Chatham. All rooms have been updated too. It is a little hidden treasure!
Daniel
The Villages at Ocean Edge
The Villages at Ocean EdgeBrewster
10/10 Excellent
I had a great overall experience staying at The Villages at Ocean Edge! The check in process was easy and the staff was able to accommodate my check-in early request.
I would book another stay in the future and I would definitely recommend this place to others.
I had a great overall experience staying at The Villages at Ocean Edge! The check in process was easy and the staff was able to accommodate my check-in early request.
I would book another stay in the future and I would definitely recommend this place to others.
Amanda
An English Garden Bed & Breakfast
An English Garden Bed & BreakfastDennis Port
10/10 Excellent
Very nice, cute house. We had a small balcony which was nice to sit outside. Breakfast was freshly made an delicious.
The location is very good to reach different spots around cape cod!
Perfect stay. Definitely recommend!
Very nice, cute house. We had a small balcony which was nice to sit outside. Breakfast was freshly made an delicious.
The location is very good to reach different spots around cape cod!
Perfect stay. Definitely recommend!
Frank
The Old Manse Inn
The Old Manse InnBrewster
10/10 Excellent
We absolutely loved our stay here! The owners were incredibly nice and helpful with any request or recommendation that we had, the sheets and bedding felt amazing, and the breakfast was fabulous! I would definitely stay here again.
We absolutely loved our stay here! The owners were incredibly nice and helpful with any request or recommendation that we had, the sheets and bedding felt amazing, and the breakfast was fabulous! I would definitely stay here again.
Olivia
Nauset Beach Inn
Nauset Beach InnEast Orleans
10/10 Excellent
The Nauset Beach Inn at Orleans is a special gem. The accommodations were clean and well kept. The view from our living room picture window was amazing, especial the early morning sunrises. Glorious! Not to be missed. We enjoyed the large firepit afternoons and evenings. The fireplace was a nice touch. Location was convenient for the many places to eat and visit. The owner was friendly and helpful. One suggestion for our cabin #4 is that it needs a shelf for toiletries in the bathroom. There...
The Nauset Beach Inn at Orleans is a special gem. The accommodations were clean and well kept. The view from our living room picture window was amazing, especial the early morning sunrises. Glorious! Not to be missed. We enjoyed the large firepit afternoons and evenings. The fireplace was a nice touch. Location was convenient for the many places to eat and visit. The owner was friendly and helpful. One suggestion for our cabin #4 is that it needs a shelf for toiletries in the bathroom. There...
RICHARD
Rodeway Inn Orleans - Cape Cod
Rodeway Inn Orleans - Cape CodOrleans
10/10 Excellent
This is a basic motel, but our rooms were newly painted, new floor in the bathroom, enough plugs by the bed, with a refrigerator and small microwave. The beds, sheets, pillows were comfortable. Big negative was the small, scratchy towels, but you can't have it all. The room was very clean. It is convenient to most Cape locations and activities. We did not use the pool but it appeared well-maintained. The motel was a VERY fair price for the Cape on Memorial Day weekend. I would definitely...
This is a basic motel, but our rooms were newly painted, new floor in the bathroom, enough plugs by the bed, with a refrigerator and small microwave. The beds, sheets, pillows were comfortable. Big negative was the small, scratchy towels, but you can't have it all. The room was very clean. It is convenient to most Cape locations and activities. We did not use the pool but it appeared well-maintained. The motel was a VERY fair price for the Cape on Memorial Day weekend. I would definitely...
Alexandra
Blue Lobster Inn
Blue Lobster InnBass River
10/10 Excellent
The room was exceptionally clean. The staff went above the call of duty to help me while I was there.
The room was exceptionally clean. The staff went above the call of duty to help me while I was there.
Crystal
Brewster by the Sea Inn
Brewster by the Sea InnWest Brewster
10/10 Excellent
Elizabeth and the entire staff were so pleasant and accomodating. Suite was newly done.
Great location on the "quiet" side of the Cape within minutes of everything.
Thoroughly enjoyed our stay.
Elizabeth and the entire staff were so pleasant and accomodating. Suite was newly done.
Great location on the "quiet" side of the Cape within minutes of everything.
Thoroughly enjoyed our stay.
Tony and Rachel
Hyannis Travel Inn
Hyannis Travel InnHyannis
10/10 Excellent
The location is everything as it is 1 street over from main street. The room was a nice size with 2 double beds and was clean with a large private balcony overlooking the street. The room had a mini fridge, a TV with limited cable, a telephone, great air conditioning and lighting. The bathroom was small with a very small and low toilet, low water pressure and a very small shower head, but the water temperature was good. Also limited counter space. The beds were very uncomfortable , uneven And...
The location is everything as it is 1 street over from main street. The room was a nice size with 2 double beds and was clean with a large private balcony overlooking the street. The room had a mini fridge, a TV with limited cable, a telephone, great air conditioning and lighting. The bathroom was small with a very small and low toilet, low water pressure and a very small shower head, but the water temperature was good. Also limited counter space. The beds were very uncomfortable , uneven And...
Luis
Frequently Asked Questions
How much do cottages in Chatham cost?
Cottages in Chatham range between $338 and $12,024 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 9.6. 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 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 traveler favorite. 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.