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

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![Tracy Memorial Village Hall, Chatham, New York](https://images.trvl-media.com/place/6046736/7198abd1-0904-483a-a024-c143d8de9574.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 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)

In two months

[Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=6046736&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=6046736&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=6046736&startDate=2026-04-17&endDate=2026-04-19&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/84000000/83780000/83773100/83773039/2a31a137.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)

### HunnyHAUS: Deluxe TINY\*private spa\*walk to town

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

Chatham

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)

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

![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/103000000/102810000/102806400/102806391/fdceb268.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)

### BLUSH: Boutique TINY home\*private spa\*walk to town

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

Chatham

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 $509 total

includes taxes & fees

Jan 5 - Jan 6, 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)

![Dining](https://images.trvl-media.com/lodging/108000000/107110000/107109200/107109194/aba54efe.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)

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

### Sugar Shack - 300 square feet of pure sweetness.

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

Chatham

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 $512 total

includes taxes & fees

Jan 7 - Jan 8, 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/fd380371.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 | Private kitchen](https://images.trvl-media.com/lodging/114000000/113780000/113777300/113777287/2d5c8478.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Huttopia Berkshires 

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

Williamstown

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 5 - Jan 6, 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)

![Indoor pool, outdoor pool, pool umbrellas](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/18127ca3.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)

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

### Vacation Village in the Berkshires

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

Williamstown

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)

![Exterior](https://images.trvl-media.com/lodging/40000000/39670000/39665000/39664922/5d3c366a.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)

![8. The Riverview Room](https://images.trvl-media.com/lodging/40000000/39670000/39665000/39664922/40f18d40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Micosta Leisure Inn

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

Hudson

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)

![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)

![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)

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

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

Catskill

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)

### Jiminy Peak Mountain Resort

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

Hancock

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 $290

CA $324 total

includes taxes & fees

Jan 5 - Jan 6, 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)

![Exterior](https://images.trvl-media.com/lodging/102000000/101310000/101301800/101301745/02d3bd96.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)

### Taborton Harvest Boulder Pines Cabin in the woods

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

Sand Lake

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 28 - Dec 29

[](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)

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

![Outdoor dining](https://images.trvl-media.com/lodging/114000000/113400000/113393600/113393517/fad53257.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)

### Charming loft cottage in tranquil Germantown with WiFi, AC

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

Germantown

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 $296 total

includes taxes & fees

Jan 4 - Jan 5, 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-d8c61953.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)

### All comforts of home

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

Hudson

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)

![Interior](https://images.trvl-media.com/lodging/104000000/103890000/103881900/103881881/72295042.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)

![2 bedrooms, free WiFi](https://images.trvl-media.com/lodging/104000000/103890000/103881900/103881881/w905h683x60y0-42259ca1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 2 bed room Apartment

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

South End

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 5 - Jan 6, 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)

![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)

![Property grounds](https://images.trvl-media.com/lodging/60000000/60000000/59995300/59995220/90-00a818b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### All the comforts of home

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

Hudson

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)

![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)

![Property grounds](https://images.trvl-media.com/lodging/120000000/119910000/119905200/119905138/0ed04796.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)

### Tiny Home w/ Hot Tub and Sunset View!

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

Selkirk

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 $123

CA $177 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)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113120000/113111300/113111206/11648e10.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)

### Cozy Upstate Lakefront 2BR Retreat with Kayaks & Fireplace

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

Nassau

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

Dec 28 - Dec 29

[](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)

![Exterior detail](https://images.trvl-media.com/lodging/124000000/123270000/123260700/123260649/efce83a5.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)

### 1 Bedroom | Cozy Lounge | Spacious

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

Catskill

[](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)

![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)

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

### Berkshires Apartment at the Stephentown Hotel

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

Stephentown

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)

![Miscellaneous](https://images.trvl-media.com/lodging/105000000/104420000/104413900/104413825/19d02397.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)

### The Brooks Motel: Exceptional Suite

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

Hillsdale

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)

![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)

![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)

![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/123000000/122120000/122118500/122118449/2158de3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Clean Family Retreat for8, 3BR with Fast Wi-Fi,nice Backyard & Plenty of Parking

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

Albany

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)

![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)

![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)

### Charming 3-bedroom Cabin for nature lovers

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

Stephentown

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 28 - Dec 29

[](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.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2026-01-10&endDate=2026-01-11&regionId=6046736&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Aparthotels

[](https://www.expedia.ca/Hotel-Search?destination=Chatham%2C+New+York%2C+United+States+of+America&regionId=6046736&latLong=42.36425%2C-73.594841&adults=2&startDate=2026-03-27&d1=2026-03-27&endDate=2026-03-30&d2=2026-03-30&lodging=APART_HOTEL)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Chatham%2C+New+York%2C+United+States+of+America&regionId=6046736&latLong=42.36425%2C-73.594841&adults=2&startDate=2026-03-27&d1=2026-03-27&endDate=2026-03-30&d2=2026-03-30&lodging=COTTAGE)

Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Chatham%2C+New+York%2C+United+States+of+America&regionId=6046736&latLong=42.36425%2C-73.594841&adults=2&startDate=2026-03-27&d1=2026-03-27&endDate=2026-03-30&d2=2026-03-30&lodging=CABIN)

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Chatham%2C+New+York%2C+United+States+of+America&regionId=6046736&latLong=42.36425%2C-73.594841&adults=2&startDate=2026-03-27&d1=2026-03-27&endDate=2026-03-30&d2=2026-03-30&lodging=APARTMENT)

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Chatham%2C+New+York%2C+United+States+of+America&regionId=6046736&latLong=42.36425%2C-73.594841&adults=2&startDate=2026-03-27&d1=2026-03-27&endDate=2026-03-30&d2=2026-03-30&lodging=VACATION_HOME)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Chatham%2C+New+York%2C+United+States+of+America&regionId=6046736&latLong=42.36425%2C-73.594841&adults=2&startDate=2026-03-27&d1=2026-03-27&endDate=2026-03-30&d2=2026-03-30&lodging=CONDO)

Villas

[](https://www.expedia.ca/Hotel-Search?destination=Chatham%2C+New+York%2C+United+States+of+America&regionId=6046736&latLong=42.36425%2C-73.594841&adults=2&startDate=2026-03-27&d1=2026-03-27&endDate=2026-03-30&d2=2026-03-30&lodging=VILLA)

Chalets

[](https://www.expedia.ca/Hotel-Search?destination=Chatham%2C+New+York%2C+United+States+of+America&regionId=6046736&latLong=42.36425%2C-73.594841&adults=2&startDate=2026-03-27&d1=2026-03-27&endDate=2026-03-30&d2=2026-03-30&lodging=CHALET)

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## Top Chatham Hotel Reviews

![Courtyard by Marriott Lenox Berkshires](https://images.trvl-media.com/lodging/19000000/18110000/18109200/18109146/b4c52f47_y.jpg)

### Courtyard by Marriott Lenox Berkshires

10/10 Excellent

"Clean room, friendly staff"

[](https://expedia.ca/Lenox-Hotels-Courtyard-By-Marriott-Lenox-Berkshires.h18109146.Hotel-Information)

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

10/10 Excellent

"I love it!! We spend a beautiful Christmas "

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

![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)

![Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG](https://images.trvl-media.com/lodging/21000000/20880000/20875100/20875006/e153ce9c_y.jpg)

### Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

10/10 Excellent

"Perfect for a weekend away. Stagg was friendly. Room was clean and spacious. It was everything we needed and more."

[](https://expedia.ca/South-Lee-Hotels-Holiday-Inn-Club-Vacations-Oak-N-Spruce-Resort.h20875006.Hotel-Information)

![Comfort Inn & Suites East Greenbush - Albany](https://images.trvl-media.com/lodging/2000000/1060000/1052400/1052319/ea181a79_y.jpg)

### Comfort Inn & Suites East Greenbush - Albany

10/10 Excellent

"Really enjoyed our overnight mid-trip stay here. The facility is open and bright, clean and prep'd. The staff (including late-night check-in clerk) were all very friendly and outgoing. The breakfast was a cut above, including a couple waffle makers, some well-prepared scrambled eggs and crispy bacon (and a host of healthier options I ignored). Will plan on staying there again. "

[](https://expedia.ca/Albany-Hotels-Comfort-Inn-Suites-East-Greenbush-Albany.h1052319.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)

## 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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- [Hotels in Plattsburgh](https://expedia.ca/Plattsburgh-Hotels.d2816.Travel-Guide-Hotels)
- [Hotels in Albany](https://expedia.ca/Albany-Hotels.d603260.Travel-Guide-Hotels)
- [Hotels in Ellicottville](https://expedia.ca/Ellicottville-Hotels.d183669.Travel-Guide-Hotels)
- [Hotels in Lewiston](https://expedia.ca/Lewiston-Hotels.d125678.Travel-Guide-Hotels)
- [Hotels in Watkins Glen](https://expedia.ca/Watkins-Glen-Hotels.d183731.Travel-Guide-Hotels)
- [Hotels in Ithaca](https://expedia.ca/Ithaca-Hotels.d6056124.Travel-Guide-Hotels)
- [Beach Hotel in Plattsburgh](https://expedia.ca/Plattsburgh-Hotels-Beach-Hotel.0-0-d2816-tBeachHotel.Travel-Guide-Filter-Hotels)
- [Hotels in Corning](https://expedia.ca/Corning-Hotels.d6045.Travel-Guide-Hotels)

Flights

- [Cheap Flights from Ogdensburg](https://expedia.ca/lp/flights/2648/flights-from-ogdensburg)
- [Cheap Flights from Plattsburgh](https://expedia.ca/lp/flights/2816/flights-from-plattsburgh)
- [Cheap Flights from Syracuse](https://expedia.ca/lp/flights/601764/flights-from-syracuse)

Activities

- [Things to do in Albany](https://expedia.ca/Things-To-Do-In-Albany.d603260.Travel-Guide-Activities)
- [Things to do in Syracuse](https://expedia.ca/Things-To-Do-In-Syracuse.d601764.Travel-Guide-Activities)
- [Things to do in Niagara Falls](https://expedia.ca/Things-To-Do-In-Niagara-Falls.d602721.Travel-Guide-Activities)
- [Things to do in Lewiston](https://expedia.ca/Things-To-Do-In-Lewiston.d125678.Travel-Guide-Activities)

Packages

- [Niagara Falls Vacations](https://expedia.ca/Niagara-Falls.d602721.Destination-Travel-Guides)

General

- [Visit Ellicottville](https://expedia.ca/Ellicottville.dx183669)
- [Visit Niagara Falls](https://expedia.ca/Niagara-Falls.dx602721)
- [Visit Montauk](https://expedia.ca/Montauk.dx10637)

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