Title: Chatham Vacation Rentals from CA $174: Short-Term Rentals for 2026 | Expedia.ca

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# Chatham Vacation Rentals

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## Check prices for these dates

Tonight

[Dec 27 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=6046736&startDate=2025-12-27&endDate=2025-12-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Dec 28 - Dec 29](https://www.expedia.ca/Hotel-Search?regionId=6046736&startDate=2025-12-28&endDate=2025-12-29&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=6046736&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 weeks

[Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=6046736&startDate=2026-01-09&endDate=2026-01-11&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

![Outdoor spa tub](https://images.trvl-media.com/lodging/84000000/83780000/83773100/83773039/3cbaf70c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83780000/83773100/83773039/1894b59b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/84000000/83780000/83773100/83773039/17688c80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83780000/83773100/83773039/2a31a137.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mobile Home in Chatham

[](https://www.expedia.ca/Chatham-Hotels-HunnyHAUS-Deluxe-TINYprivate-Spawalk-To-Town.h83773039.Hotel-Information)

10/10

Exceptional

(9)

"Huny House was the most artistically created space we stayed in on our entire trip! We were sooo impressed and appreciated the attention to detail!"

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Patti S.

CA $308

CA $564 total

includes taxes & fees

Jan 13 - Jan 14, 2026

[](https://www.expedia.ca/Chatham-Hotels-HunnyHAUS-Deluxe-TINYprivate-Spawalk-To-Town.h83773039.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/103000000/102810000/102806400/102806391/143defff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/103000000/102810000/102806400/102806391/6e1a4322.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/103000000/102810000/102806400/102806391/259fbb0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/103000000/102810000/102806400/102806391/2da92659.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mobile Home in Chatham

[](https://www.expedia.ca/Chatham-Hotels-BLUSH-Boutique-TINY-Home-W-Private-Spa-Walk-To-New-Yorks-Cutest-Village.h102806391.Hotel-Information)

10/10

Exceptional

(6)

"We loved this property. All the bells and whistles as far as amenities go for a Vrbo! Great location and place to unwind, unplug ,and reconnect!"

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

scott B.

CA $308

CA $512 total

includes taxes & fees

Jan 6 - Jan 7, 2026

[](https://www.expedia.ca/Chatham-Hotels-BLUSH-Boutique-TINY-Home-W-Private-Spa-Walk-To-New-Yorks-Cutest-Village.h102806391.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/108000000/107110000/107109200/107109194/89a8ebee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/108000000/107110000/107109200/107109194/b96db7fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/108000000/107110000/107109200/107109194/aba54efe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/108000000/107110000/107109200/107109194/4fcbd214.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mobile Home in Chatham

[](https://www.expedia.ca/Chatham-Hotels-Sugar-Shack-300-Square-Feet-Of-Pure-Sweetness.h107109194.Hotel-Information)

10/10

Exceptional

(3)

"By far one of my favorite rentals. Everything was perfect and the details were amazing. Not only do I highly recommend, I amSURE I will be returning soon. "

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

Sue G.

CA $308

CA $498 total

includes taxes & fees

Jan 26 - Jan 27, 2026

[](https://www.expedia.ca/Chatham-Hotels-Sugar-Shack-300-Square-Feet-Of-Pure-Sweetness.h107109194.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/114000000/113780000/113777300/113777287/cd7fa5fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family Bungalow](https://images.trvl-media.com/lodging/114000000/113780000/113777300/113777287/4ac9d6f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family Bungalow](https://images.trvl-media.com/lodging/114000000/113780000/113777300/113777287/fd380371.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family Bungalow | Private kitchen](https://images.trvl-media.com/lodging/114000000/113780000/113777300/113777287/2d5c8478.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Camping in Williamstown

[](https://www.expedia.ca/Williamstown-Hotels-Huttopia-Berkshires.h113777287.Hotel-Information)

10/10

Exceptional

(7)

"Perfect place for a relaxing getaway! We loved everything! "

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

Cammie

CA $277

CA $309 total

includes taxes & fees

Jan 6 - Jan 7, 2026

[](https://www.expedia.ca/Williamstown-Hotels-Huttopia-Berkshires.h113777287.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/012d1fc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/03675fdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining room](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/16150550.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fireplace](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/64adfbe5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Williamstown

[](https://www.expedia.ca/Williamstown-Hotels-Vacation-Village-In-The-Berkshires.h1066423.Hotel-Information)

8.8/10

Excellent

(2184)

"Awesome for ski"

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

Lazar

CA $142

CA $174 total

includes taxes & fees

Jan 5 - Jan 6, 2026

[](https://www.expedia.ca/Williamstown-Hotels-Vacation-Village-In-The-Berkshires.h1066423.Hotel-Information)

![Balcony](https://images.trvl-media.com/lodging/40000000/39670000/39665000/39664922/d78d1e6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/40000000/39670000/39665000/39664922/287e98ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/40000000/39670000/39665000/39664922/4eca1141.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/40000000/39670000/39665000/39664922/5d3c366a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in Hudson

[](https://www.expedia.ca/Hudson-Hotels-Micosta-Leisure-Inn.h39664922.Hotel-Information)

9.2/10

Wonderful

(132)

"Clean, pet friendly , just an overall super nice place to stay "

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

Gail

CA $178

CA $199 total

includes taxes & fees

Dec 30 - Dec 31

[](https://www.expedia.ca/Hudson-Hotels-Micosta-Leisure-Inn.h39664922.Hotel-Information)

![Standard Cabin, 1 Queen Bed | Exterior](https://images.trvl-media.com/lodging/110000000/109130000/109129600/109129528/128ce2f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/110000000/109130000/109129600/109129528/f9123555.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/110000000/109130000/109129600/109129528/e46ce1bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Cabin, 2 Queen Beds | Private kitchen](https://images.trvl-media.com/lodging/110000000/109130000/109129600/109129528/608763ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in Catskill

[](https://www.expedia.ca/Catskill-Hotels-Postcard-Cabins-Eastern-Catskills.h109129528.Hotel-Information)

9.6/10

Exceptional

(116)

"The hospitality and making sure our stay was enjoyable most of all our needs during the time being. "

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

Yessica

CA $176

CA $250 total

includes taxes & fees

Jan 6 - Jan 7, 2026

[](https://www.expedia.ca/Catskill-Hotels-Postcard-Cabins-Eastern-Catskills.h109129528.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/920000/911400/911313/cf8c8830.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 Bedroom Condo 1/2 mile from base | In-room dining](https://images.trvl-media.com/lodging/1000000/920000/911400/911313/40940c35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/920000/911400/911313/9c53d20e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/920000/911400/911313/662f1ebe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo resort in Hancock

[](https://www.expedia.ca/Hancock-Hotels-Jiminy-Peak-Mountain-Resort.h911313.Hotel-Information)

8.2/10

Very good

(987)

"nice and clean, good customer service, but the room is smell. "

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

Huang

CA $294

CA $329 total

includes taxes & fees

Jan 27 - Jan 28, 2026

[](https://www.expedia.ca/Hancock-Hotels-Jiminy-Peak-Mountain-Resort.h911313.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/102000000/101310000/101301800/101301745/a78d5e6a_edited_6c49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/102000000/101310000/101301800/101301745/78f91337.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/102000000/101310000/101301800/101301745/d249528d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/102000000/101310000/101301800/101301745/2c4a26d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in Sand Lake

[](https://www.expedia.ca/Sand-Lake-Hotels-Cabin-In-The-Woods.h101301745.Hotel-Information)

10/10

Exceptional

(13)

"Loved the earthiness and serenity of the cabin and great room. Everything built and made and maintained by the Adamos- truly a haven "

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

Joanna R.

CA $171

CA $250 total

includes taxes & fees

Dec 29 - Dec 30

[](https://www.expedia.ca/Sand-Lake-Hotels-Cabin-In-The-Woods.h101301745.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/114000000/113400000/113393600/113393517/6d8828e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/114000000/113400000/113393600/113393517/f47ba498.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/114000000/113400000/113393600/113393517/6f07f40c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113400000/113393600/113393517/ea8d2754.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Germantown

[](https://www.expedia.ca/Germantown-Hotels-Charming-Loft-Cottage-In-Tranquil-Germantown-With-WiFi.h113393517.Hotel-Information)

10/10

Exceptional

(8)

"Sparkling clean, lovely and cozy hideaway. We only stayed overnight, but the kitchenette would be perfect for a longer stay. Hope we can come back sometime and stay longer."

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

Peter S.

CA $149

CA $294 total

includes taxes & fees

Jan 5 - Jan 6, 2026

[](https://www.expedia.ca/Germantown-Hotels-Charming-Loft-Cottage-In-Tranquil-Germantown-With-WiFi.h113393517.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/60000000/59990000/59987600/59987529/41313771.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/60000000/59990000/59987600/59987529/3defce94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/60000000/59990000/59987600/59987529/90-e74888f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/60000000/59990000/59987600/59987529/97b8d9ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Hudson

[](https://www.expedia.ca/Hudson-Hotels-All-Comforts-Of-Home.h59987529.Hotel-Information)

9.8/10

Exceptional

(52)

"Loved the place and would love to come back. "

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

Georgine

CA $134

CA $181 total

includes taxes & fees

Dec 29 - Dec 30

[](https://www.expedia.ca/Hudson-Hotels-All-Comforts-Of-Home.h59987529.Hotel-Information)

![Dining tables](https://images.trvl-media.com/lodging/104000000/103890000/103881900/103881881/w906h683x59y0-965c09aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bathroom](https://images.trvl-media.com/lodging/104000000/103890000/103881900/103881881/w905h683x60y0-ea8619c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/104000000/103890000/103881900/103881881/w1024h572x0y56-d9db058a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/104000000/103890000/103881900/103881881/72295042.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in South End

[](https://www.expedia.ca/Albany-Hotels-2-Bed-Room-Apartment.h103881881.Hotel-Information)

8.8/10

Excellent

(8)

"Clean rooms, comfortable beds. Easy access location. Quiet neighborhood. Would stay again."

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

Sarah K.

CA $131

CA $245 total

includes taxes & fees

Jan 6 - Jan 7, 2026

[](https://www.expedia.ca/Albany-Hotels-2-Bed-Room-Apartment.h103881881.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/60000000/60000000/59995300/59995220/4b325a19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/60000000/60000000/59995300/59995220/f501a761.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/60000000/60000000/59995300/59995220/90-b25e9082.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Combined shower/tub, hair dryer, towels, soap](https://images.trvl-media.com/lodging/60000000/60000000/59995300/59995220/15670ab6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Hudson

[](https://www.expedia.ca/Hudson-Hotels-All-The-Comforts-Of-Home.h59995220.Hotel-Information)

9.2/10

Wonderful

(29)

"Really liked staying at Steven’s place! The hot tub was a great touch. Stayed in Unit 1 - it’s small but perfect for what we needed it for! "

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

Marisa P.

CA $145

CA $193 total

includes taxes & fees

Dec 30 - Dec 31

[](https://www.expedia.ca/Hudson-Hotels-All-The-Comforts-Of-Home.h59995220.Hotel-Information)

![Outdoor spa tub](https://images.trvl-media.com/lodging/120000000/119910000/119905200/119905138/0312db51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/120000000/119910000/119905200/119905138/2f42a027.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/120000000/119910000/119905200/119905138/adea73b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119910000/119905200/119905138/bfb654a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Selkirk

[](https://www.expedia.ca/Rural-Tiny-Home-Hot-Tub.h119905138.Hotel-Information)

10/10

Exceptional

(2)

"Very nice place. Was in a quiet area and hosts were great."

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

Brian H.

CA $111

CA $164 total

includes taxes & fees

Jan 7 - Jan 8, 2026

[](https://www.expedia.ca/Rural-Tiny-Home-Hot-Tub.h119905138.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/114000000/113120000/113111300/113111206/d83e5783.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/114000000/113120000/113111300/113111206/906a0ff7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/114000000/113120000/113111300/113111206/1a672832.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/114000000/113120000/113111300/113111206/f1188120.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Nassau

[](https://www.expedia.ca/Nassau-Hotels-Very-Cozy-Clean-Lakefront-House-Near-To-Everything-Hiking.h113111206.Hotel-Information)

10/10

Exceptional

(2)

"Cozy home on the lake."

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

Terry O.

CA $215

CA $502 total

includes taxes & fees

Jan 6 - Jan 7, 2026

[](https://www.expedia.ca/Nassau-Hotels-Very-Cozy-Clean-Lakefront-House-Near-To-Everything-Hiking.h113111206.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/124000000/123270000/123260700/123260649/w1350h899x0y0-a51bd924.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/124000000/123270000/123260700/123260649/2f6a0c3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/124000000/123270000/123260700/123260649/1ac08fe0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/124000000/123270000/123260700/123260649/efce83a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Catskill

[](https://www.expedia.ca/Catskill-Hotels-1-Bedroom-Cozy-Lounge-Spacious.h123260649.Hotel-Information)

[](https://www.expedia.ca/Catskill-Hotels-1-Bedroom-Cozy-Lounge-Spacious.h123260649.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100960000/100959100/100959022/feda3681.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/101000000/100960000/100959100/100959022/14ef20fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, WiFi, bed sheets](https://images.trvl-media.com/lodging/101000000/100960000/100959100/100959022/408e3ce7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/101000000/100960000/100959100/100959022/9c2c97d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Stephentown

[](https://www.expedia.ca/Stephentown-Hotels-Berkshires-Apartment-At-The-Stephentown-Hotel.h100959022.Hotel-Information)

10/10

Exceptional

(3)

"Dillon was very helpful and detailed in his communication and the apartment was as advertised. We loved the small deck to enjoy our morning coffee. The kitchen setup was helpful as well."

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

Matt E.

CA $168

CA $334 total

includes taxes & fees

Jan 3 - Jan 4, 2026

[](https://www.expedia.ca/Stephentown-Hotels-Berkshires-Apartment-At-The-Stephentown-Hotel.h100959022.Hotel-Information)

![TV, offices](https://images.trvl-media.com/lodging/105000000/104420000/104413900/104413825/4bb2b020.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/105000000/104420000/104413900/104413825/5e3915f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/105000000/104420000/104413900/104413825/5ac82ed3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/105000000/104420000/104413900/104413825/30b55645.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Hillsdale

[](https://www.expedia.ca/Hillsdale-Hotels-The-Brooks-Motel-Exceptional-Suite.h104413825.Hotel-Information)

9.2/10

Wonderful

(5)

"Clean, industrial, very comfy bed, easy to book and to check in and out. Would stay again."

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

Deidre H.

CA $217

CA $274 total

includes taxes & fees

Dec 28 - Dec 29

[](https://www.expedia.ca/Hillsdale-Hotels-The-Brooks-Motel-Exceptional-Suite.h104413825.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/123000000/122120000/122118500/122118449/w1137h843x0y0-6e3d5c03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/123000000/122120000/122118500/122118449/21021b77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122120000/122118500/122118449/69de4eaa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122120000/122118500/122118449/6cdc09ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Albany

[](https://www.expedia.ca/Albany-Hotels-3-Bedroom-House-In-Beautiful-Albany-With-AC.h122118449.Hotel-Information)

8.0/10

Very good

(1)

"Overall nice stay "

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

Anonymous traveller

CA $239

CA $371 total

includes taxes & fees

Dec 28 - Dec 29

[](https://www.expedia.ca/Albany-Hotels-3-Bedroom-House-In-Beautiful-Albany-With-AC.h122118449.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/113000000/112620000/112619100/112619076/e67896be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/113000000/112620000/112619100/112619076/3f3d1749.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/113000000/112620000/112619100/112619076/fe676105.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/113000000/112620000/112619100/112619076/072199c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in Stephentown

[](https://www.expedia.ca/Stephentown-Hotels-Charming-3-Bedroom-Cabin-For-Nature-Lovers.h112619076.Hotel-Information)

7.0/10

Good

(2)

"It’s a duplex, half of an old farm house. The bedrooms are all up a steep staircase to the second floor. The only bathroom is on the main floor with the kitchen and LR. It was clean but had a mild old house smell. It’s out in the country with a great view from the enclosed porch and the open deck. The kitchen was well stocked with appliances and everything worked. It needs more seating and lights in the LR. "

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

Bill B.

CA $180

CA $397 total

includes taxes & fees

Dec 29 - Dec 30

[](https://www.expedia.ca/Stephentown-Hotels-Charming-3-Bedroom-Cabin-For-Nature-Lovers.h112619076.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.

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## Top Chatham Hotel Reviews

![The Yankee, Trademark Collection by Wyndham](https://images.trvl-media.com/lodging/1000000/60000/55000/54944/7b3d704c_y.jpg)

### The Yankee, Trademark Collection by Wyndham

10/10 Excellent

"The bed was very comfortable. The staff was helpful and courteous"

[](https://expedia.ca/Lenox-Hotels-Yankee-Inn.h54944.Hotel-Information)

![Berkshires Untold](https://images.trvl-media.com/lodging/77000000/76300000/76297700/76297618/c29ce633_y.jpg)

### Berkshires Untold

10/10 Excellent

"Our room was spotless and cozy. I was very pleased to be able to control the temperature as I like to sleep in a cool room. The shower and sink products are lovely -- especially the moisturizer for cold weather skin. I cannot speak highly enough about the restaurant -- beautiful decor, delicious cocktails, amazing food, everything we ordered was great!"

[](https://expedia.ca/Lenox-Hotels-Berkshires-Untold.h76297618.Hotel-Information)

![The Black Swan Lee - Lenox, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/1000000/30000/20500/20447/ca1036e9_y.jpg)

### The Black Swan Lee - Lenox, an Ascend Collection Hotel

10/10 Excellent

"Very friendly and helpful woman at reception desk. Loved the Indian restaurant Mint right in the hotel."

[](https://expedia.ca/Lee-Hotels-The-Black-Swan-Lee-Lenox.h20447.Hotel-Information)

![Holiday Inn & Suites Pittsfield-Berkshires by IHG](https://images.trvl-media.com/lodging/1000000/10000/2100/2067/a50a3d54_y.jpg)

### Holiday Inn & Suites Pittsfield-Berkshires by IHG

10/10 Excellent

"While waiting for our vallet car due to construction. The hotel staff were engaging and had personal conversations with us. Rooms were good and all staff treated us exceptional. Give them an atta boy on proformance"

[](https://expedia.ca/Pittsfield-Hotels-Holiday-Inn-Suites-Pittsfield-Berkshires.h2067.Hotel-Information)

![Berkshire Mountain Lodge](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/a007f019_y.jpg)

### Berkshire Mountain Lodge

10/10 Excellent

"Very professional service. Great staff."

[](https://expedia.ca/Pittsfield-Hotels-Berkshire-Mountain-Lodge.h11449113.Hotel-Information)

### Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

10/10 Excellent

"Cozy and quaint cabin. It had most amenities we expected ex: kitchen utensils, paper towels, coffee & tea. The night we stayed dropped to the single digits but the cabin was well insulated and maintained its heat. So much that we didn’t turn on the heat throughout the night, there seems to be a heat radiator beneath the bed area that is automatic and not able to regulate. The provided logs were enough for the night and a morning camp-side fire. Hot water was enough for daily tasks although limited. The snow covered pine trees and camp ground was serene and peaceful. Would recommend for unplugging for a few days. "

[](https://expedia.ca/Catskill-Hotels-Postcard-Cabins-Eastern-Catskills.h109129528.Hotel-Information)

![Vacation Village in the Berkshires](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/012d1fc0_y.jpg)

### Vacation Village in the Berkshires

10/10 Excellent

"My stay was great with no problems. "

[](https://expedia.ca/Williamstown-Hotels-Vacation-Village-In-The-Berkshires.h1066423.Hotel-Information)

![The Red Lion Inn](https://images.trvl-media.com/lodging/6000000/5790000/5780800/5780784/d8bd26bd_y.jpg)

### The Red Lion Inn

10/10 Excellent

"Yes"

[](https://expedia.ca/Stockbridge-Hotels-The-Red-Lion-Inn.h5780784.Hotel-Information)

![Hampton Inn & Suites Berkshires-Lenox](https://images.trvl-media.com/lodging/2000000/1930000/1927100/1927087/59f14822_y.jpg)

### Hampton Inn & Suites Berkshires-Lenox

10/10 Excellent

"From check in to the room itself to parking and breakfast everything was wonderful!!"

[](https://expedia.ca/Lenox-Hotels-Hampton-Inn-Suites-Berkshires-Lenox.h1927087.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.d6046736-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Cottages in Chatham ](https://expedia.ca/Chatham-Cottages.d6046736-aaCottages.Travel-Guide-Accommodation)
- [Apartments in Chatham ](https://expedia.ca/Chatham-Apartments.d6046736-aaApartments.Travel-Guide-Accommodation)
- [Condo Rentals in Chatham ](https://expedia.ca/Chatham-Condos.d6046736-aaCondos.Travel-Guide-Accommodation)
- [Cabin Rentals in Chatham ](https://expedia.ca/Chatham-Cabins.d6046736-aaCabins.Travel-Guide-Accommodation)
- [B&B in Chatham ](https://expedia.ca/Chatham-Bed-And-Breakfast.d6046736-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Farmstay in Chatham ](https://expedia.ca/Chatham-Agritourism.d6046736-aaAgritourism.Travel-Guide-Accommodation)
- [Resorts in Chatham ](https://expedia.ca/Chatham-Resort-Hotels.d6046736-aaResortHotels.Travel-Guide-Accommodation)
- [Motels in Chatham ](https://expedia.ca/Chatham-Motels.d6046736-aaMotels.Travel-Guide-Accommodation)
- [Guest Houses in Chatham ](https://expedia.ca/Chatham-Guest-Houses.d6046736-aaGuestHouses.Travel-Guide-Accommodation)
- [Lodges in Chatham ](https://expedia.ca/Chatham-Lodges.d6046736-aaLodges.Travel-Guide-Accommodation)
- [Aparthotels in Chatham ](https://expedia.ca/Chatham-Apart-Hotels.d6046736-aaApartHotels.Travel-Guide-Accommodation)
- [Inns in Chatham ](https://expedia.ca/Chatham-Inns.d6046736-aaInns.Travel-Guide-Accommodation)
- [Chalets in Chatham ](https://expedia.ca/Chatham-Chalets.d6046736-aaChalets.Travel-Guide-Accommodation)
- [Villas in Chatham ](https://expedia.ca/Chatham-Villas.d6046736-aaVillas.Travel-Guide-Accommodation)
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## Frequently asked questions

### Are there vacation rentals in Chatham?

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

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

### What are vacation rentals like in Chatham?

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General

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