Title: Chatham Vacation Home Rentals from CA $440: Search Top Private Vacation Homes for Rent | Expedia.ca

[Chatham Travel Guide](https://expedia.ca/Chatham.dx10743)[Hotels in Chatham](https://expedia.ca/Chatham-Hotels.d10743.Travel-Guide-Hotels)[Vacation Rentals in Chatham](https://expedia.ca/Chatham-Vacation-Rentals.d10743.Travel-Guide-VacationRentals)[Flights to Chatham](https://expedia.ca/Cheap-Flights-To-Chatham.d10743.Travel-Guide-Flights)[Chatham Car Rentals](https://expedia.ca/Car-Rentals-In-Chatham.d10743.Car-Rental-Guide)[Chatham Vacation Packages](https://expedia.ca/Chatham.d10743.Destination-Travel-Guides)

![Chatham featuring a windmill, general coastal views and wild flowers](https://images.trvl-media.com/place/10743/d3f8b886-55a4-46b3-afab-39fd14b1b518.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/10743/d3f8b886-55a4-46b3-afab-39fd14b1b518.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=10743&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 15 - May 17](https://www.expedia.ca/Hotel-Search?regionId=10743&startDate=2026-05-15&endDate=2026-05-17&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jun 12 - Jun 14](https://www.expedia.ca/Hotel-Search?regionId=10743&startDate=2026-06-12&endDate=2026-06-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jul 10 - Jul 12](https://www.expedia.ca/Hotel-Search?regionId=10743&startDate=2026-07-10&endDate=2026-07-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Chatham vacation homes

![TV, fireplace, books](https://images.trvl-media.com/lodging/41000000/40290000/40283500/40283414/7e1e24c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, books](https://images.trvl-media.com/lodging/41000000/40290000/40283500/40283414/49d1d00f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/41000000/40290000/40283500/40283414/e4387afe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/41000000/40290000/40283500/40283414/f8355c29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.ca/Chatham-Hotels-Quaint-Chatham-Home-Wbeautiful-Backyard-Furnished-Multi-Level-Deck.h40283414.Hotel-Information)

Chatham

9.6/10

Exceptional

(102 reviews)

"We absolutely loved this house, very comfortable, well decorated and welcoming atmosphere. It was exactly what we needed for a weekend getaway. We will be back!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Margot C.

CA $122

CA $654 total

includes taxes & fees

Mar 22 - Mar 23

[](https://www.expedia.ca/Chatham-Hotels-Quaint-Chatham-Home-Wbeautiful-Backyard-Furnished-Multi-Level-Deck.h40283414.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/34000000/33710000/33705700/33705690/58cbf5a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby, sun loungers](https://images.trvl-media.com/lodging/34000000/33710000/33705700/33705690/a2be70a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/34000000/33710000/33705700/33705690/f6e7ab11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/34000000/33710000/33705700/33705690/ff5b375b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.ca/Chatham-Hotels-Quaint-Cozy-Downtown-Chatham-Home.h33705690.Hotel-Information)

Chatham

10/10

Exceptional

(117 reviews)

"Clean, quiet, and great location."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Tyler B.

CA $255

CA $684 total

includes taxes & fees

Mar 24 - Mar 25

[](https://www.expedia.ca/Chatham-Hotels-Quaint-Cozy-Downtown-Chatham-Home.h33705690.Hotel-Information)

![Smart TV, fireplace, video games, books](https://images.trvl-media.com/lodging/72000000/71780000/71778600/71778590/w1597h1181x0y19-161a0f87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/72000000/71780000/71778600/71778590/85e6fd53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/72000000/71780000/71778600/71778590/fd7b89bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, video games, books](https://images.trvl-media.com/lodging/72000000/71780000/71778600/71778590/34f69a40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Downtown Chatham Luxury 9 BR Home with Heated Pool. Pets welcome!

[](https://www.expedia.ca/Chatham-Hotels-Luxury-9-BR-Home-With-Heated-Pool-In-Downtown-Chatham.h71778590.Hotel-Information)

Chatham

10/10

Exceptional

(40 reviews)

"We’ve stayed here 3 times and always love it. Kitchen is very well-stocked, beds are comfortable and you cannot beat the location. Owner is very responsive if there are issues. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Coleen and Brian F.

CA $2,328

CA $4,028 total

includes taxes & fees

Apr 10 - Apr 11

[](https://www.expedia.ca/Chatham-Hotels-Luxury-9-BR-Home-With-Heated-Pool-In-Downtown-Chatham.h71778590.Hotel-Information)

![Smart TV, books](https://images.trvl-media.com/lodging/109000000/108280000/108276700/108276630/55ac4f32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108280000/108276700/108276630/9dda4a64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/109000000/108280000/108276700/108276630/c698ea57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/109000000/108280000/108276700/108276630/1b973fea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.ca/Brewster-Hotels-Coastal-Cape-Cod-3-Bedroom-Home-Close-To-The-Beach.h108276630.Hotel-Information)

West Brewster

10/10

Exceptional

(25 reviews)

"Lovely house with nice location."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

amy d.

CA $175

CA $944 total

includes taxes & fees

Mar 20 - Mar 21

[](https://www.expedia.ca/Brewster-Hotels-Coastal-Cape-Cod-3-Bedroom-Home-Close-To-The-Beach.h108276630.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/106000000/105960000/105950400/105950370/333a1f76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/106000000/105960000/105950400/105950370/583d7851.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/106000000/105960000/105950400/105950370/c695a9a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/106000000/105960000/105950400/105950370/w1280h884x0y3-f8eab3b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.ca/Dennis-Port-Hotels-Cottage-Oasis-By-Lake-With-Kayaks.h105950370.Hotel-Information)

Dennis

8.8/10

Excellent

(3 reviews)

"Very cute cottage. Very clean and grounds well manicured. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Anonymous traveller

CA $171

CA $440 total

includes taxes & fees

Mar 22 - Mar 23

[](https://www.expedia.ca/Dennis-Port-Hotels-Cottage-Oasis-By-Lake-With-Kayaks.h105950370.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/114000000/113410000/113402100/113402058/5599a184.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/114000000/113410000/113402100/113402058/240104d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/114000000/113410000/113402100/113402058/269acbc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/114000000/113410000/113402100/113402058/088bfd65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.ca/Eastham-Hotels-Solace-In-The-Sun-Adj-BedsGame-RoomSoakng-Tub.h113402058.Hotel-Information)

Eastham

10/10

Exceptional

(2 reviews)

"The house was beautiful, tucked away, and clean. It was spacious for two families with room for more comfortably. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

michele I.

CA $262

CA $906 total

includes taxes & fees

Mar 22 - Mar 23

[](https://www.expedia.ca/Eastham-Hotels-Solace-In-The-Sun-Adj-BedsGame-RoomSoakng-Tub.h113402058.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/73000000/72440000/72435000/72434954/c5192e69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, Netflix, books](https://images.trvl-media.com/lodging/73000000/72440000/72435000/72434954/a58600d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/73000000/72440000/72435000/72434954/a7d1d86a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, Netflix, books](https://images.trvl-media.com/lodging/73000000/72440000/72435000/72434954/c100b426.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.ca/Brewster-Hotels-Cheery-House-Wdeck.h72434954.Hotel-Information)

West Brewster

9.6/10

Exceptional

(51 reviews)

"House was perfect for our family reunion! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Gregg H.

CA $181

CA $811 total

includes taxes & fees

Mar 22 - Mar 23

[](https://www.expedia.ca/Brewster-Hotels-Cheery-House-Wdeck.h72434954.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/104000000/103810000/103804400/103804342/1e6789c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/104000000/103810000/103804400/103804342/8abef419.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/104000000/103810000/103804400/103804342/ceca8394.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/104000000/103810000/103804400/103804342/2f708583.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Large Home in Harwich with Patio near Wequassett Resort

[](https://www.expedia.ca/Harwich-Hotels-Cozy-Large-Home-In-Harwich-With-Patio-Near-Wequassett-Resort.h103804342.Hotel-Information)

Harwich

9.8/10

Exceptional

(11 reviews)

"Host was very responsive and the house provided everything we needed. Great location! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Ashley M.

CA $205

CA $699 total

includes taxes & fees

Mar 22 - Mar 23

[](https://www.expedia.ca/Harwich-Hotels-Cozy-Large-Home-In-Harwich-With-Patio-Near-Wequassett-Resort.h103804342.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/73000000/72060000/72057400/72057337/67e7efb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/73000000/72060000/72057400/72057337/d18927a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/73000000/72060000/72057400/72057337/6abdb82f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/73000000/72060000/72057400/72057337/4439aa97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sleeps 2-8/Soaking Tub/FirePit\~Burrows

[](https://www.expedia.ca/Eastham-Hotels-New-Listing-A-Perfect-Warm-Cozy-Cape-Getaway.h72057337.Hotel-Information)

Eastham

10/10

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](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kallee M.

CA $213

CA $714 total

includes taxes & fees

Apr 2 - Apr 3

[](https://www.expedia.ca/Eastham-Hotels-New-Listing-A-Perfect-Warm-Cozy-Cape-Getaway.h72057337.Hotel-Information)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/90000000/89770000/89767900/89767890/f2144f62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/90000000/89770000/89767900/89767890/7255c893.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/90000000/89770000/89767900/89767890/8404bc33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/90000000/89770000/89767900/89767890/933367ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Pet-Friendly Surf Shack Hideaway on the Cove

[](https://www.expedia.ca/Eastham-Hotels-The-Pet-Friendly-Surf-Shack-Hideaway-On-The-Cove.h89767890.Hotel-Information)

Eastham

10/10

Exceptional

(23 reviews)

"We loved the luxury bed linens, large kitchen & living area & the fact that it was pet friendly in a lovely neighborhood!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jennifer G.

CA $210

CA $693 total

includes taxes & fees

Mar 19 - Mar 20

[](https://www.expedia.ca/Eastham-Hotels-The-Pet-Friendly-Surf-Shack-Hideaway-On-The-Cove.h89767890.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/102000000/101370000/101362700/101362669/75c62a40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/102000000/101370000/101362700/101362669/ba322135.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101370000/101362700/101362669/71835bd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/102000000/101370000/101362700/101362669/60fc7d95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Quaint Cape Cod Home! A/C! Firepit! Dogs Allowed

[](https://www.expedia.ca/South-Yarmouth-Hotels-NEW-Gone-Coastal-Newly-RenovatedFenced-Yard.h101362669.Hotel-Information)

Yarmouth

10/10

Exceptional

(4 reviews)

"My wife and I stayed here four days. This house is centrally located and in a good, safe neighborhood. It was clean and had all supplies needed such as towels, dish soap, laundry soap, paper towels etc.Would stay here again. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Todd M.

[](https://www.expedia.ca/South-Yarmouth-Hotels-NEW-Gone-Coastal-Newly-RenovatedFenced-Yard.h101362669.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/35000000/34020000/34010200/34010162/a2f5ff90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/35000000/34020000/34010200/34010162/c4d26f78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34020000/34010200/34010162/d3048208.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/35000000/34020000/34010200/34010162/5dfb9f53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Family Cottage Close to Beach!!

[](https://www.expedia.ca/Harwich-Port-Hotels-Family-Cottage-Close-To-Beach.h34010162.Hotel-Information)

Harwichport

9.8/10

Exceptional

(75 reviews)

"Everything was exactly as described - they provided beach towels and chairs which we used - the property was perfect for our stay"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

John N.

CA $431

CA $1,119 total

includes taxes & fees

Mar 20 - Mar 21

[](https://www.expedia.ca/Harwich-Port-Hotels-Family-Cottage-Close-To-Beach.h34010162.Hotel-Information)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/77000000/76670000/76664200/76664195/ec7f5979.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/77000000/76670000/76664200/76664195/7b4a3afe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/77000000/76670000/76664200/76664195/6d5b6832.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/77000000/76670000/76664200/76664195/3bdd02f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Modern Beach & Pond Getaway; Heart of Cape Cod

[](https://www.expedia.ca/South-Yarmouth-Hotels-Homey-Central-Vacay-W-Game-Room-Near-Beach-And-Pond.h76664195.Hotel-Information)

South Yarmouth

10/10

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](https://a.travel-assets.com/egds/marks/flags/us.svg)

Dennis S.

CA $233

CA $779 total

includes taxes & fees

Mar 23 - Mar 24

[](https://www.expedia.ca/South-Yarmouth-Hotels-Homey-Central-Vacay-W-Game-Room-Near-Beach-And-Pond.h76664195.Hotel-Information)

![Beach nearby](https://images.trvl-media.com/lodging/54000000/53440000/53434300/53434252/14a12791.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/54000000/53440000/53434300/53434252/63040a52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/54000000/53440000/53434300/53434252/d9080607.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/54000000/53440000/53434300/53434252/07309766.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Alpine/Walk to Beach for 2 or more!

[](https://www.expedia.ca/Eastham-Hotels-The-AlpineWalk-To-Beach-For-2-Or-More.h53434252.Hotel-Information)

Eastham

9.2/10

Wonderful

(11 reviews)

"The location was awesome, the house was clean and spacious, and overall it was terrific! I would highly recommend."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jennifer G.

CA $232

CA $739 total

includes taxes & fees

Mar 22 - Mar 23

[](https://www.expedia.ca/Eastham-Hotels-The-AlpineWalk-To-Beach-For-2-Or-More.h53434252.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/23000000/22970000/22960100/22960042/abe7cc3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/23000000/22970000/22960100/22960042/2d001dbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/23000000/22970000/22960100/22960042/f2fbf262.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, DVD player, books, video library](https://images.trvl-media.com/lodging/23000000/22970000/22960100/22960042/180-2a992e94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.ca/South-Wellfleet-Hotels-Spectacular-Private-Waterfront-Cottage-On-Bayside-Panoramic-Views-Pet-Friendly.h22960042.Hotel-Information)

Wellfleet

10/10

Exceptional

(80 reviews)

"Excellent communication from host. Great location. Would definitely stay again."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Nick E.

CA $230

CA $647 total

includes taxes & fees

Mar 21 - Mar 22

[](https://www.expedia.ca/South-Wellfleet-Hotels-Spectacular-Private-Waterfront-Cottage-On-Bayside-Panoramic-Views-Pet-Friendly.h22960042.Hotel-Information)

![On the beach](https://images.trvl-media.com/lodging/79000000/78590000/78589900/78589850/3e149d6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/79000000/78590000/78589900/78589850/5ab3030e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/79000000/78590000/78589900/78589850/5843ee06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/79000000/78590000/78589900/78589850/4d999a0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sand Bar-Dog Friendly on Cooks Brook Beach

[](https://www.expedia.ca/Eastham-Hotels-The-Sandbar-Beach-Cottage.h78589850.Hotel-Information)

Eastham

10/10

Exceptional

(25 reviews)

"The hosts were so thoughtful and the sunset view was incredible "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jill K.

CA $285

CA $754 total

includes taxes & fees

Mar 23 - Mar 24

[](https://www.expedia.ca/Eastham-Hotels-The-Sandbar-Beach-Cottage.h78589850.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/102000000/101030000/101024600/101024555/cfc60c18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/102000000/101030000/101024600/101024555/be07c9b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/102000000/101030000/101024600/101024555/cd2f751e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/102000000/101030000/101024600/101024555/ae503b36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beachfront\~Seaside Sea-duction-Dog Friendly

[](https://www.expedia.ca/Eastham-Hotels-BeachfrontSeaside-Sea-Duction-Dog-Friendly.h101024555.Hotel-Information)

Eastham

10/10

Exceptional

(14 reviews)

"Loved the location and beautiful sunsets - close to everything! Tara was a great host. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Lisa S.

CA $417

CA $1,002 total

includes taxes & fees

Mar 22 - Mar 23

[](https://www.expedia.ca/Eastham-Hotels-BeachfrontSeaside-Sea-Duction-Dog-Friendly.h101024555.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/101000000/100820000/100813500/100813406/7ba4d94e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100820000/100813500/100813406/1cb62e92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/101000000/100820000/100813500/100813406/7409298e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/101000000/100820000/100813500/100813406/7f0dab22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### New! Island Pines-A Dog Friendly Boutique Oasis

[](https://www.expedia.ca/Wellfleet-Hotels-New-Island-Pines-A-Dog-Friendly-Boutique-Oasis.h100813406.Hotel-Information)

Wellfleet

9.4/10

Exceptional

(11 reviews)

"Loved the place. Very clean and updated. You have to time the tides because it is on an island, but that was fine for us. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Brian F.

CA $255

CA $769 total

includes taxes & fees

Mar 22 - Mar 23

[](https://www.expedia.ca/Wellfleet-Hotels-New-Island-Pines-A-Dog-Friendly-Boutique-Oasis.h100813406.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/115000000/114420000/114415800/114415722/ba36a1a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/115000000/114420000/114415800/114415722/c3458cb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/115000000/114420000/114415800/114415722/e2c1f22d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/115000000/114420000/114415800/114415722/dc059e58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Gray Whale - 3 bedrm/2 bath/gameroom

[](https://www.expedia.ca/Eastham-Hotels-Gray-Whale-3-Bedrm2-Bathgameroom.h114415722.Hotel-Information)

Eastham

10/10

Exceptional

(3 reviews)

"very well appointed accommodations - great location - helpful amenities. would come back again!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Leonard

CA $297

CA $824 total

includes taxes & fees

Apr 15 - Apr 16

[](https://www.expedia.ca/Eastham-Hotels-Gray-Whale-3-Bedrm2-Bathgameroom.h114415722.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/118000000/117600000/117596900/117596856/8ee96842.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/118000000/117600000/117596900/117596856/d1704236.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/118000000/117600000/117596900/117596856/977262d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/118000000/117600000/117596900/117596856/dd3082d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Driftmoor\~Dog Frndly 3bd/2 bth\~Luxe

[](https://www.expedia.ca/Eastham-Hotels-DriftmoorDog-Frndly-3bd2-BthLuxe.h117596856.Hotel-Information)

Eastham

CA $253

CA $766 total

includes taxes & fees

Mar 23 - Mar 24

[](https://www.expedia.ca/Eastham-Hotels-DriftmoorDog-Frndly-3bd2-BthLuxe.h117596856.Hotel-Information)

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](https://expedia.ca/Hotel-Search?startDate=2026-04-01&endDate=2026-04-02&regionId=10743&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Chatham%2C+Massachusetts%2C+United+States+of+America&regionId=10743&latLong=41.682602%2C-69.961624&adults=2&startDate=2026-06-16&d1=2026-06-16&endDate=2026-06-19&d2=2026-06-19&lodging=VACATION_HOME)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Chatham%2C+Massachusetts%2C+United+States+of+America&regionId=10743&latLong=41.682602%2C-69.961624&adults=2&startDate=2026-06-16&d1=2026-06-16&endDate=2026-06-19&d2=2026-06-19&lodging=COTTAGE)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Chatham%2C+Massachusetts%2C+United+States+of+America&regionId=10743&latLong=41.682602%2C-69.961624&adults=2&startDate=2026-06-16&d1=2026-06-16&endDate=2026-06-19&d2=2026-06-19&lodging=CONDO)

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Chatham%2C+Massachusetts%2C+United+States+of+America&regionId=10743&latLong=41.682602%2C-69.961624&adults=2&startDate=2026-06-16&d1=2026-06-16&endDate=2026-06-19&d2=2026-06-19&lodging=APARTMENT)

Aparthotels

[](https://www.expedia.ca/Hotel-Search?destination=Chatham%2C+Massachusetts%2C+United+States+of+America&regionId=10743&latLong=41.682602%2C-69.961624&adults=2&startDate=2026-06-16&d1=2026-06-16&endDate=2026-06-19&d2=2026-06-19&lodging=APART_HOTEL)

Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Chatham%2C+Massachusetts%2C+United+States+of+America&regionId=10743&latLong=41.682602%2C-69.961624&adults=2&startDate=2026-06-16&d1=2026-06-16&endDate=2026-06-19&d2=2026-06-19&lodging=CABIN)

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## Top Chatham Hotel Reviews

![Bayside Resort Hotel](https://images.trvl-media.com/lodging/1000000/900000/896700/896697/783b5af0_y.jpg)

### Bayside Resort Hotel

8/10 Good

"Good stay, pool area is great and the outdoor area looks inviting during warmer months. Breakfast is good and overall everything is well car d for and very clean. Just a bit outdated. Off season didn't offer a bar or on-site food "

[](https://expedia.ca/West-Yarmouth-Hotels-Bayside-Resort-Hotel.h896697.Hotel-Information)

![Cape Sands Inn](https://images.trvl-media.com/lodging/2000000/1340000/1330200/1330174/3bffd99c_y.jpg)

### Cape Sands Inn

6/10 Okay

"Stay was ok- room was clean. The rooms do NOT have microwaves. We pick here because of the indoor pool and hot tub- however they close them as it it off season. "

[](https://expedia.ca/West-Yarmouth-Hotels-Cape-Sands-Inn.h1330174.Hotel-Information)

![Holiday Inn Hyannis by IHG](https://images.trvl-media.com/lodging/1000000/20000/12500/12477/6128ed99_y.jpg)

### Holiday Inn Hyannis by IHG

10/10 Excellent

"The room was very comfortable. The bathroom was clean and the shower was really nice. The beds were so comfortable, too."

[](https://expedia.ca/Hyannis-Hotels-Holiday-Inn-Hyannis-By-IHG.h12477.Hotel-Information)

![Margaritaville Resort Cape Cod](https://images.trvl-media.com/lodging/1000000/20000/12900/12897/30f6a06a_y.jpg)

### Margaritaville Resort Cape Cod

10/10 Excellent

"Beautiful place"

[](https://expedia.ca/Hyannis-Hotels-Cape-Codder-Resort-And-Spa.h12897.Hotel-Information)

![Hyannis Plaza Hotel](https://images.trvl-media.com/lodging/2000000/1120000/1119300/1119277/f7fc1d07_y.jpg)

### Hyannis Plaza Hotel

10/10 Excellent

"Love this place "

[](https://expedia.ca/Hyannis-Hotels-Hyannis-Plaza-Hotel.h1119277.Hotel-Information)

![Comfort Inn Hyannis - Cape Cod](https://images.trvl-media.com/lodging/2000000/1250000/1240500/1240460/b37d6e5b_y.jpg)

### Comfort Inn Hyannis - Cape Cod

8/10 Good

"Good price"

[](https://expedia.ca/Hyannis-Hotels-Comfort-Inn.h1240460.Hotel-Information)

![Chatham Bars Inn](https://images.trvl-media.com/lodging/1000000/20000/19200/19139/13fe4b58_y.jpg)

### Chatham Bars Inn

10/10 Excellent

"Very nice room"

[](https://expedia.ca/Chatham-Hotels-Chatham-Bars-Inn.h19139.Hotel-Information)

![Anchor In Distinctive Waterfront Lodging](https://images.trvl-media.com/lodging/8000000/7650000/7640900/7640889/87d9418f_y.jpg)

### Anchor In Distinctive Waterfront Lodging

8/10 Good

"Marry was great Room outdated and small"

[](https://expedia.ca/Hyannis-Hotels-Anchor-In-Distinctive-Waterfront-Lodging.h7640889.Hotel-Information)

![Aiden by Best Western Cape Cod - West Yarmouth](https://images.trvl-media.com/lodging/39000000/38360000/38357900/38357891/03e2a40a_y.jpg)

### Aiden by Best Western Cape Cod - West Yarmouth

6/10 Okay

"We stayed during the blizzard of 2026, so it may have been a harder time to keep everything clean, but the carpets on the stairs and in the hallways were very dirty, and the door to our bathroom wasn’t wiped down. Breakfast was good if you steered clear of the eggs and home fries and just stuck to the bagels and pastries. Again, that could have been a staffing issue due to the storm. Staff was vey friendly and I am thankful they had lights and heat, and the kids had a blast in the pool, just wanted to be honest with my review. "

[](https://expedia.ca/West-Yarmouth-Hotels-Aiden-By-Best-Western-Cape-Point.h38357891.Hotel-Information)

## Find out more about Chatham

## Chatham Vacation Homes information

| Number of reviews | 439                 |
| ----------------- | ------------------- |
| Accommodation     | 2470 Vacation Homes |
| Lowest Price      | CA $440             |
| Highest Price     | CA $4,028           |

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