Title: Chatham Vacation Rentals from CA $213: Short-Term Rentals for 2026 | Expedia.ca

[Chatham Travel Guide](https://expedia.ca/Chatham.dx10743)[Hotels in Chatham](https://expedia.ca/Chatham-Hotels.d10743.Travel-Guide-Hotels)[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)

# Chatham Vacation Rentals

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## Check prices for these dates

In two weeks

[Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=10743&startDate=2026-01-02&endDate=2026-01-04&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=10743&startDate=2026-02-13&endDate=2026-02-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=10743&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=10743&startDate=2026-04-10&endDate=2026-04-12&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 rentals

![Indoor pool, seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/10000/4400/4331/ac25d19b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lunch and dinner served, American cuisine](https://images.trvl-media.com/lodging/1000000/10000/4400/4331/9771d4ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/10000/4400/4331/7c600d64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/1000000/10000/4400/4331/6a1047d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in West Yarmouth

[](https://www.expedia.ca/West-Yarmouth-Hotels-The-Cove-At-Yarmouth.h4331.Hotel-Information)

9.2/10

Wonderful

(243)

"Great place to stay. Clean, friendly and accommodating!"

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

Mike

CA $136

CA $156 total

includes taxes & fees

Dec 22 - Dec 23

[](https://www.expedia.ca/West-Yarmouth-Hotels-The-Cove-At-Yarmouth.h4331.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/3000000/2850000/2847800/2847754/3c783f80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/3000000/2850000/2847800/2847754/7533540b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio | In-room dining](https://images.trvl-media.com/lodging/3000000/2850000/2847800/2847754/234ba5dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![BBQ/picnic area](https://images.trvl-media.com/lodging/3000000/2850000/2847800/2847754/c4dc6926.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in West Yarmouth

[](https://www.expedia.ca/West-Yarmouth-Hotels-Holly-Tree-Resort.h2847754.Hotel-Information)

9.0/10

Wonderful

(381)

"Best place in massachusetts "

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

Michael

[](https://www.expedia.ca/West-Yarmouth-Hotels-Holly-Tree-Resort.h2847754.Hotel-Information)

![Private beach](https://images.trvl-media.com/lodging/2000000/1530000/1522300/1522228/b89cf6cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1530000/1522300/1522228/557ab900.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor spa tub](https://images.trvl-media.com/lodging/2000000/1530000/1522300/1522228/323dac00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Sundeck](https://images.trvl-media.com/lodging/2000000/1530000/1522300/1522228/70abc82a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in Dennis Port

[](https://www.expedia.ca/Dennis-Port-Hotels-Edgewater-Beach-Resort.h1522228.Hotel-Information)

8.8/10

Excellent

(295)

"Room was clean and the staff was great"

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

Linda

CA $384

CA $440 total

includes taxes & fees

Dec 27 - Dec 28

[](https://www.expedia.ca/Dennis-Port-Hotels-Edgewater-Beach-Resort.h1522228.Hotel-Information)

![House](https://images.trvl-media.com/lodging/116000000/115550000/115540200/115540153/1385e5ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/116000000/115550000/115540200/115540153/0b83343a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/116000000/115550000/115540200/115540153/672972a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/116000000/115550000/115540200/115540153/d60b19fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in West Dennis

[](https://www.expedia.ca/West-Dennis-Hotels-Coastal-Haven-In-West-Dennis-15.h115540153.Hotel-Information)

CA $464

CA $1,118 total

includes taxes & fees

Dec 24 - Dec 25

[](https://www.expedia.ca/West-Dennis-Hotels-Coastal-Haven-In-West-Dennis-15.h115540153.Hotel-Information)

![78-inch flat-screen TV with cable channels, TV, fireplace](https://images.trvl-media.com/lodging/26000000/25150000/25141300/25141270/aad91792.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, Egyptian cotton sheets, premium bedding](https://images.trvl-media.com/lodging/26000000/25150000/25141300/25141270/857a1c74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/26000000/25150000/25141300/25141270/00eb25db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/26000000/25150000/25141300/25141270/08a19ac6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in South Yarmouth

[](https://www.expedia.ca/South-Yarmouth-Hotels-Thompson-House-Cape-Cod.h25141270.Hotel-Information)

CA $559

CA $1,733 total

includes taxes & fees

Jan 2 - Jan 3, 2026

[](https://www.expedia.ca/South-Yarmouth-Hotels-Thompson-House-Cape-Cod.h25141270.Hotel-Information)

![Family House, Private Bathroom, Pool View | Lounge](https://images.trvl-media.com/lodging/120000000/119380000/119374000/119373964/d6ef30c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family House, Private Bathroom, Pool View | Garden](https://images.trvl-media.com/lodging/120000000/119380000/119374000/119373964/9bd5f506.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family House, Private Bathroom, Pool View | Lounge](https://images.trvl-media.com/lodging/120000000/119380000/119374000/119373964/f2591e0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family House, Private Bathroom, Pool View | Restaurant](https://images.trvl-media.com/lodging/120000000/119380000/119374000/119373964/ecad4998.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Hyannis

[](https://www.expedia.ca/Hyannis-Hotels-Sals-Place.h119373964.Hotel-Information)

CA $386

CA $608 total

includes taxes & fees

Dec 29 - Dec 30

[](https://www.expedia.ca/Hyannis-Hotels-Sals-Place.h119373964.Hotel-Information)

![Indoor spa tub](https://images.trvl-media.com/lodging/1000000/10000/2500/2467/7f1b2407.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/10000/2500/2467/078f9b7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/1000000/10000/2500/2467/8728b40d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/1000000/10000/2500/2467/d9984836.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in Brewster

[](https://www.expedia.ca/Brewster-Hotels-Brewster-Green-Resort.h2467.Hotel-Information)

9.4/10

Exceptional

(121)

"Loved your location. We were originally placed in one of the townhomes, but when the locks/key didn't work, we were upgraded to the stand-alone house #106, which was wonderful! We loved the entire house - kitchen was great and stocked perfectly and all the rooms were big and comfortable. We hope to be back again soon!"

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

Kathleen

CA $233

CA $267 total

includes taxes & fees

Dec 22 - Dec 23

[](https://www.expedia.ca/Brewster-Hotels-Brewster-Green-Resort.h2467.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=2026-01-04&endDate=2026-01-05&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=2026-03-21&d1=2026-03-21&endDate=2026-03-24&d2=2026-03-24&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=2026-03-21&d1=2026-03-21&endDate=2026-03-24&d2=2026-03-24&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=2026-03-21&d1=2026-03-21&endDate=2026-03-24&d2=2026-03-24&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=2026-03-21&d1=2026-03-21&endDate=2026-03-24&d2=2026-03-24&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=2026-03-21&d1=2026-03-21&endDate=2026-03-24&d2=2026-03-24&lodging=APART_HOTEL)

Villas

[](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=2026-03-21&d1=2026-03-21&endDate=2026-03-24&d2=2026-03-24&lodging=VILLA)

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## Top Chatham Hotel Reviews

![Margaritaville Resort Cape Cod](https://images.trvl-media.com/lodging/1000000/20000/12900/12897/b57e0b1f_y.jpg)

### Margaritaville Resort Cape Cod

10/10 Excellent

"Yes"

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

![Fairfield Inn & Suites by Marriott Cape Cod Hyannis](https://images.trvl-media.com/lodging/1000000/10000/7700/7660/a974137b_y.jpg)

### Fairfield Inn & Suites by Marriott Cape Cod Hyannis

10/10 Excellent

"Clean room. Great breakfast. Lots of cousin fun!"

[](https://expedia.ca/Hyannis-Hotels-Fairfield-Inn-Suites-By-Marriott-Cape-Cod-Hyannis.h7660.Hotel-Information)

![Bayside Resort Hotel](https://images.trvl-media.com/lodging/1000000/900000/896700/896697/85f07916_y.jpg)

### Bayside Resort Hotel

10/10 Excellent

"yes"

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

![Chatham Wayside Inn](https://images.trvl-media.com/lodging/2000000/1520000/1517300/1517204/1adc0002_y.jpg)

### Chatham Wayside Inn

10/10 Excellent

"all good"

[](https://expedia.ca/Chatham-Hotels-Chatham-Wayside-Inn.h1517204.Hotel-Information)

![Comfort Inn Hyannis - Cape Cod](https://images.trvl-media.com/lodging/2000000/1250000/1240500/1240460/f7a87ca8_y.jpg)

### Comfort Inn Hyannis - Cape Cod

10/10 Excellent

"Nice hotel had a perfect stay"

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

![Chatham Bars Inn](https://images.trvl-media.com/lodging/1000000/20000/19200/19139/w5700h3895x0y5-016d240d_y.jpg)

### Chatham Bars Inn

10/10 Excellent

"An incredible stay. Room at the main inn could use some updating. Just a bit tired with cracked tiles and some worn furniture, but overall the hotel is spectacular. The breakfast at Stars was amazing. "

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

![Cape Sands Inn](https://images.trvl-media.com/lodging/2000000/1340000/1330200/1330174/aa954682_y.jpg)

### Cape Sands Inn

10/10 Excellent

"Clean room courteous staff and easy check in "

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

![Courtyard Resort](https://images.trvl-media.com/lodging/116000000/115250000/115243800/115243739/5d7ebe6e_y.jpg)

### Courtyard Resort

10/10 Excellent

"Room was clean. Only 3 pillows on a King size bed but that wasn't really a big deal... After hours check in was very easy.."

[](https://expedia.ca/Hyannis-Hotels-Courtyard-Resort.h115243739.Hotel-Information)

![Captain's House Inn](https://images.trvl-media.com/lodging/3000000/2830000/2824300/2824230/c5cf48fc_y.jpg)

### Captain's House Inn

10/10 Excellent

"All was perfect. Beautiful property and outstanding staff. "

[](https://expedia.ca/Chatham-Hotels-Captains-House-Inn.h2824230.Hotel-Information)

## Find out more about Chatham

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.  
  
As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Chatham. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.   
  
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.   

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- [Vacation Homes in Chatham ](https://expedia.ca/Chatham-Private-Vacation-Homes.d10743-aaPrivateVacationHomes.Travel-Guide-Accommodation)
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- [Aparthotels in Chatham ](https://expedia.ca/Chatham-Apart-Hotels.d10743-aaApartHotels.Travel-Guide-Accommodation)
- [Villas in Chatham ](https://expedia.ca/Chatham-Villas.d10743-aaVillas.Travel-Guide-Accommodation)
- [Lodges in Chatham ](https://expedia.ca/Chatham-Lodges.d10743-aaLodges.Travel-Guide-Accommodation)
- [Inns in Chatham ](https://expedia.ca/Chatham-Inns.d10743-aaInns.Travel-Guide-Accommodation)
- [Cabin Rentals in Chatham ](https://expedia.ca/Chatham-Cabins.d10743-aaCabins.Travel-Guide-Accommodation)
- [Hostels in Chatham ](https://expedia.ca/Chatham-Hostels.d10743-aaHostels.Travel-Guide-Accommodation)
- [Condo Resorts in Chatham ](https://expedia.ca/Chatham-Condominium-Resort.d10743-aaCondominiumResort.Travel-Guide-Accommodation)

## Frequently asked questions

### Can I find a vacation rental in Chatham?

### What are some of the best vacation rentals that Chatham has to offer?

### How many vacation rentals are there in Chatham?

### What can I see and do in Chatham?

### What are vacation rentals like in Chatham?

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