Title: Top Chester Cabin Rentals | Expedia.ca

 

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# Find Cabins in Chester for Rent from CA $262

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## Check prices for these dates

In two weeks

[Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=89014&startDate=2025-11-28&endDate=2025-11-30&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=89014&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 three months

[Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=89014&startDate=2026-02-06&endDate=2026-02-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=89014&startDate=2026-03-06&endDate=2026-03-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Browse Select Chester Cabin Rentals

![Exterior](https://images.trvl-media.com/lodging/107000000/106420000/106418500/106418444/6cd80eff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Sun loungers, beach towels](https://images.trvl-media.com/lodging/107000000/106420000/106418500/106418444/6e3cc5aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/107000000/106420000/106418500/106418444/57ed5fc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/107000000/106420000/106418500/106418444/fc0d0a2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Wellness Getaway with a Personal Sauna, and Private River Beach!

Newfane

10/10

Exceptional

(1)

"The folks are SUPER and made me feel very welome"

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

Mark

CA $189

CA $357 total

includes taxes & fees

Nov 19 - Nov 20

[](https://www.expedia.ca/Newfane-Hotels-Your-Comprehensive-Wellness-Escape-Sauna-And-Private-Beach.h106418444.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/97000000/96390000/96381300/96381283/99e2bd8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fitness facility](https://images.trvl-media.com/lodging/97000000/96390000/96381300/96381283/9974e428.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/97000000/96390000/96381300/96381283/09218223.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi](https://images.trvl-media.com/lodging/97000000/96390000/96381300/96381283/w2439h1625x0y0-7dca8401.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Treehouse at Wise Pines- SoBo

Woodstock

9.8/10

Exceptional

(24)

"The treehouse is super comfortable and spacious and the lodge was very cozy with everything you need! Breakfast was great too :)"

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

Victoria M.

CA $210

CA $262 total

includes taxes & fees

Nov 14 - Nov 15

[](https://www.expedia.ca/Treehouse-At-Wise-Pines-SoBo.h96381283.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/108000000/107010000/107005900/107005892/3d5f419d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/108000000/107010000/107005900/107005892/2f37dfc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/108000000/107010000/107005900/107005892/c07b5f40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/108000000/107010000/107005900/107005892/10b7883b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit

Cavendish

10/10

Exceptional

(9)

"Very relaxing stay! Cabins are beautiful, location is private and Wendi was very helpful with our stay"

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

Nicholas M.

CA $245

CA $432 total

includes taxes & fees

Nov 20 - Nov 21

[](https://www.expedia.ca/Cavendish-Hotels-Luxury-Cabin-1-Hot-Tub.h107005892.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/108000000/107160000/107157400/107157394/64551f94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/108000000/107160000/107157400/107157394/d286adba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/108000000/107160000/107157400/107157394/4f7d918f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/108000000/107160000/107157400/107157394/295bdf99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beautiful country cabin with hot tub and outdoor shower in Londonderry

Londonderry

10/10

Exceptional

(2)

"On a farm in the country…..stars blazing at night for hot tub. Cozy loft had amazing mattress and pillows! Our dog enjoyed the surrounding field. Beautiful! "

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

Laurel

CA $208

CA $506 total

includes taxes & fees

Nov 18 - Nov 19

[](https://www.expedia.ca/Londonderry-Hotels-Beautiful-Country-Cabin-With-Hot-Tub-And-Outdoor-Shower-In-Londonderry.h107157394.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/28000000/27120000/27117200/27117112/62670e78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Books, stereo](https://images.trvl-media.com/lodging/28000000/27120000/27117200/27117112/04dd28e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/28000000/27120000/27117200/27117112/c5d0a9bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/28000000/27120000/27117200/27117112/becbfa0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming Fully Renovated One-Room Schoolhouse on 22+ acres

Grafton

9.6/10

Exceptional

(166)

"Very nice and clean cabin, not too far from small towns, decently supplied for expected conveniences, charming area - a small stream nearby provides a pleasant background noise. "

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

Philip

CA $238

CA $514 total

includes taxes & fees

Nov 13 - Nov 14

[](https://www.expedia.ca/Grafton-Hotels-Charming-Fully-Renovated-One-Room-Schoolhouse-On-22-Acres.h27117112.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/112000000/112000000/111998700/111998634/1c9d2743.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/112000000/111998700/111998634/40cb5932.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/112000000/112000000/111998700/111998634/b701e9e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/112000000/112000000/111998700/111998634/40d77b74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Owl's Nest Treehouse

Alstead

10/10

Exceptional

(11)

"Great place . Would highly recommend it.!"

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

Peter G.

CA $386

CA $475 total

includes taxes & fees

Nov 18 - Nov 19

[](https://www.expedia.ca/Alstead-Hotels-Owls-Nest-Treehouse.h111998634.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/31000000/30450000/30441500/30441410/fbc19381.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/31000000/30450000/30441500/30441410/3c770e37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/31000000/30450000/30441500/30441410/1b791a6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/31000000/30450000/30441500/30441410/1636e30b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Vermont A-Frame Mountain Retreat

Winhall

9.8/10

Exceptional

(26)

"We stayed 3 nights in this very charming house. Beds were very comfortable , the location is very close to Manchester, and the back of the house overlooks a beautiful forest and stream. My young kids loved the "A" and cozy loft space. We had a very nice stay."

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

Justin O.

CA $235

CA $620 total

includes taxes & fees

Nov 17 - Nov 18

[](https://www.expedia.ca/Bondville-Hotels-This-Cabin-Is-A-2-Bedroom.h30441410.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/104000000/103590000/103582500/103582490/1b33e3b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/104000000/103590000/103582500/103582490/w1179h1473x0y0-1190758b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/104000000/103590000/103582500/103582490/2382fc0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/104000000/103590000/103582500/103582490/88df4457.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Romantic Riverbed Treehouse - hot tub & new sauna!

londonderry

10/10

Exceptional

(2)

"We had a great stay. The cabin was well lit and perfect for two people. Very clean, warm, and comfortable. There was a snow storm the night before we left and they kept the driveway plowed for us. Gorgeous views and close to everything."

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

Karen L.

CA $264

CA $899 total

includes taxes & fees

Nov 17 - Nov 18

[](https://www.expedia.ca/Londonderry-Hotels-Romantic-Riverbed-Treehouse-Hot-Tub-New-Sauna.h103582490.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/97000000/96220000/96216500/96216492/7adfd491.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/97000000/96220000/96216500/96216492/5094120f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi](https://images.trvl-media.com/lodging/97000000/96220000/96216500/96216492/w2439h1625x0y0-50fc3eb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bathroom](https://images.trvl-media.com/lodging/97000000/96220000/96216500/96216492/5e473071.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Treehouse at Wise Pines- NoBo

Woodstock

9.8/10

Exceptional

(13)

"The location as well as the attention to details was absolutely amazing!"

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

Amy F.

CA $210

CA $262 total

includes taxes & fees

Nov 13 - Nov 14

[](https://www.expedia.ca/Treehouse-At-Wise-Pines-NoBo.h96216492.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/101000000/100470000/100466600/100466586/37a48347.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/101000000/100470000/100466600/100466586/13543cea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/101000000/100470000/100466600/100466586/36e01060.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/101000000/100470000/100466600/100466586/6c2b4371.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### A-Frame Cabin w/ Hot Tub Near Mt. Snow & VAST

West Dover

10/10

Exceptional

(2)

"Great place - fast internet, hot tub, x-box - all great for the kids, and close to the ski resorts! Very pleased with everything."

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

Dan G.

CA $358

CA $866 total

includes taxes & fees

Nov 30 - Dec 1

[](https://www.expedia.ca/West-Dover-Hotels-Comfy-Ski-Cabin-WHot-Tub.h100466586.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/90000000/89070000/89068200/89068117/db97c90e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/90000000/89070000/89068200/89068117/w1440h1436x0y0-8f1a8e63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/90000000/89070000/89068200/89068117/1cd4df68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, in-room safe, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/90000000/89070000/89068200/89068117/26d1d366.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Newly built Vermont secluded cabin retreat with AC and brand new Hot Tub!!!

Londonderry

10/10

Exceptional

(10)

"The property was wonderful and the hosts were equally as wonderful. Beds were SO comfy and the hot tub was a wonderful post ski hang spot. Super close to magic mountain and lots of great restaurant/coffee recs. Can’t wait to return!"

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

Kat K.

CA $568

CA $1,171 total

includes taxes & fees

Nov 18 - Nov 19

[](https://www.expedia.ca/Londonderry-Hotels-Summit-View-Cottage-Close-To-Stratton-Mountain.h89068117.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/112000000/111730000/111729700/111729697/bf13a3eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, travel crib, WiFi, bed sheets](https://images.trvl-media.com/lodging/112000000/111730000/111729700/111729697/c763cda9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/112000000/111730000/111729700/111729697/b61a545a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/112000000/111730000/111729700/111729697/dd81c79f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### All-Season Lake Pauline Retreat, 2 mi to Okemo

Ludlow

9.0/10

Wonderful

(2)

"House was very nice. Very close to Okemo. Had everything we needed on a sweet lake with a sugar shack directly across. Layout is a little funky but worked just fine. Beds are very comfy. "

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

Kristen M.

CA $499

CA $905 total

includes taxes & fees

Nov 12 - Nov 13

[](https://www.expedia.ca/Ludlow-Hotels-Cozy-3-Bedroom-VT-Cabin-Minutes-From-Okemo.h111729697.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/104000000/103490000/103490000/103489995/3081d55f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/104000000/103490000/103490000/103489995/6bdd91f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/104000000/103490000/103490000/103489995/5dea9dba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/104000000/103490000/103490000/103489995/3a415b8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Insanely romantic treehouse perched next to a stream and rolling hills.

Londonderry

10/10

Exceptional

(2)

"Very nice secluded treehouse. We would definitely recommend!"

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

Beth H.

CA $555

CA $1,235 total

includes taxes & fees

Nov 13 - Nov 14

[](https://www.expedia.ca/Londonderry-Hotels-Insanely-Romantic-Treehouse-Perched-Next-To-A-Stream-And-Rolling-Hills.h103489995.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/103000000/103000000/102991700/102991653/56dc641e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/103000000/103000000/102991700/102991653/7c55a77e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/103000000/103000000/102991700/102991653/10c89983.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/103000000/103000000/102991700/102991653/fbf1242c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxury Cabin #1 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit

Cavendish

10/10

Exceptional

(11)

"We stayed in Cabin 1 for three nights for an event at Ascutney Mountain. It’s a short scenic drive to Ascutney Outdoors Center. The cabin was pristine. And the area is so peaceful. One of the boat launches is less than a two minute walk down the dirt road. Our son spent time fishing there. The cabins are situated so that you are not looking at each other keeping a feeling of privacy!"

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

Amanda W.

CA $245

CA $432 total

includes taxes & fees

Nov 13 - Nov 14

[](https://www.expedia.ca/Cavendish-Hotels-1-Bed-Ultra-Modern-Cabin-In-Woods.h102991653.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/103000000/102350000/102343000/102342946/88a02f32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor spa tub](https://images.trvl-media.com/lodging/103000000/102350000/102343000/102342946/2ea55bf0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/103000000/102350000/102343000/102342946/044a1ec4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/103000000/102350000/102343000/102342946/c3c89870.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxury Cabin #3 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit

Cavendish

10/10

Exceptional

(28)

"First visit to Vermont and it was perfect! The cabin had everything we could possibly need and more. Clear check-in and check-out details. Fast rsponse when needed. We wish we would have had the cabin longer and to truly enjoy it like it was intended. We will be back.Thank you!"

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

Amanda F.

CA $246

CA $433 total

includes taxes & fees

Nov 12 - Nov 13

[](https://www.expedia.ca/Cavendish-Hotels-1-Bed-Ultra-Modern-Cabin-In-Woods.h102342946.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/88000000/87820000/87816300/87816222/10be86bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/88000000/87820000/87816300/87816222/44fd3670.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/88000000/87820000/87816300/87816222/6bdc9dd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/88000000/87820000/87816300/87816222/de78c55e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Deerwood Hill ~ après ski cabin • hot tub • fire pit • Stratton • Manchester

Londonderry

9.6/10

Exceptional

(19)

"Property is accurately described and was very pleasant and comfortable. Would stay again if the occasion arises"

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

Martin O.

CA $321

CA $856 total

includes taxes & fees

Nov 12 - Nov 13

[](https://www.expedia.ca/South-Londonderry-Hotels-Stunning-Private-Cabin-Hot-Tub-Stratton-Bromley-Magic-Manchester.h87816222.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/108000000/107180000/107179800/107179793/f9c007f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, bed sheets](https://images.trvl-media.com/lodging/108000000/107180000/107179800/107179793/176c9fc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/108000000/107180000/107179800/107179793/450d6047.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/108000000/107180000/107179800/107179793/b93f8a98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy cabin in charming Londonderry

Londonderry

9.0/10

Wonderful

(2)

"Very cozy and quiet. "

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

Eric H.

CA $196

CA $386 total

includes taxes & fees

Nov 13 - Nov 14

[](https://www.expedia.ca/Londonderry-Hotels-Cozy-Cabin-In-Charming-Londonderry.h107179793.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/108000000/107560000/107553700/107553693/c08d6158.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/108000000/107560000/107553700/107553693/77508c6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/108000000/107560000/107553700/107553693/dc9c0b14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/108000000/107560000/107553700/107553693/20d51d16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Treehouse lifted up over a stocked trout pond up in the beautiful birch trees!

Londonderry

8.6/10

Excellent

(8)

"My husband and I stayed at the treehouse cabin for two nights. It was so adorable and had so many fun amenities from the hot tub, to the fire place and record player. They even had snow shoes for us to borrow and we were able to use them and had a fun morning snow shoeing. Easy check in, and just a nice clean fun place to stay."

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

Meghan C.

CA $461

CA $795 total

includes taxes & fees

Nov 24 - Nov 25

[](https://www.expedia.ca/Londonderry-Hotels-Treehouse-Lifted-Up-Over-A-Stocked-Trout-Pond-Up-In-The-Beautiful-Birch-Trees.h107553693.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/108000000/107160000/107155600/107155589/307db614.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/108000000/107160000/107155600/107155589/61d0a02a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/108000000/107160000/107155600/107155589/070be054.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/108000000/107160000/107155600/107155589/18933fc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy 2-bedroom cabin in enjoyable Londonderry with AC with hot tub and sauna

Londonderry

2.0/10

(1)

"their was no AC it was over 100 degrees "

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

Anthony R.

CA $362

CA $918 total

includes taxes & fees

Nov 13 - Nov 14

[](https://www.expedia.ca/Londonderry-Hotels-Cozy-2-Bedroom-Cabin-In-Enjoyable-Londonderry-With-AC-With-Hot-Tub-And-Sauna.h107155589.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=2025-11-25&endDate=2025-11-26&regionId=89014&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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## Top Chester Hotel Reviews

![Best Western Plus Keene Hotel](//images.trvl-media.com/lodging/1000000/20000/16000/15916/w3837h2556x3y4-984046b8_y.jpg)

### Best Western Plus Keene Hotel

10/10 Excellent

"This place is great. The staff very friendly rooms clean lobby cozy. The breakfast was good with lots of choice and plenty of places to sit. Would definitely recommend "

[](https://expedia.ca/Keene-Hotels-Best-Western-Plus-Keene-Hotel.h15916.Hotel-Information)

![On The River Inn](//images.trvl-media.com/lodging/9000000/8320000/8318900/8318875/528a7f5b_y.jpg)

### On The River Inn

10/10 Excellent

"Staff were fantastic "

[](https://expedia.ca/Woodstock-Hotels-506-On-The-River-Inn.h8318875.Hotel-Information)

![Pointe at Castle Hill Resort](//images.trvl-media.com/lodging/2000000/1830000/1823100/1823093/6a80e6c5_y.jpg)

### Pointe at Castle Hill Resort

10/10 Excellent

"Nice clean room and friendly staff. I was there off season (early November) so some restaurants weren’t open but there were still plenty of options. "

[](https://expedia.ca/Cavendish-Hotels-Pointe-At-Castle-Hill-Resort.h1823093.Hotel-Information)

![Holiday Inn Club Vacations Mount Ascutney Resort by IHG](//images.trvl-media.com/lodging/1000000/430000/425200/425171/fead325a_y.jpg)

### Holiday Inn Club Vacations Mount Ascutney Resort by IHG

10/10 Excellent

"Everything was well stocked. Great job, Holiday Inn Club vacations!"

[](https://expedia.ca/Brownsville-Hotels-Holiday-Inn-Club-Vacations-Mount-Ascutney-Resort.h425171.Hotel-Information)

![The Jackson ](//images.trvl-media.com/lodging/1000000/190000/181400/181337/f642c888_y.jpg)

### The Jackson

10/10 Excellent

"Loved the casual, comfortable, easy atmosphere. Homey and welcoming but never overbearing. Staff were all wonderful and personable. "

[](https://expedia.ca/Woodstock-Hotels-The-Jackson-House-Inn.h181337.Hotel-Information)

![The Equinox Golf Resort & Spa](//images.trvl-media.com/lodging/3000000/2760000/2759100/2759006/0d30b96a_y.jpg)

### The Equinox Golf Resort & Spa

10/10 Excellent

"Nice old Inn!"

[](https://expedia.ca/Bennington-Hotels-The-Equinox-Golf-Resort-Spa.h2759006.Hotel-Information)

![Hampton Inn Brattleboro](//images.trvl-media.com/lodging/2000000/1160000/1158100/1158047/38ebb424_y.jpg)

### Hampton Inn Brattleboro

10/10 Excellent

"N "

[](https://expedia.ca/Brattleboro-Hotels-Hampton-Inn-Brattleboro.h1158047.Hotel-Information)

![Woodstock Inn & Resort](//images.trvl-media.com/lodging/1000000/30000/25700/25690/6bca8eff_y.jpg)

### Woodstock Inn & Resort

10/10 Excellent

"I’ve traveled a lot around the world and this hotel has to be in my top 3 ever. Especially beautiful in autumn"

[](https://expedia.ca/Woodstock-Hotels-Woodstock-Inn-Resort.h25690.Hotel-Information)

![Hampton Inn and Suites Manchester](//images.trvl-media.com/lodging/19000000/18190000/18188900/18188804/5bd509a3_y.jpg)

### Hampton Inn and Suites Manchester

10/10 Excellent

"The hotel was clean, the staff was friendly, and was a great location. The new Brewery on the property was great as well!"

[](https://expedia.ca/Bennington-Hotels-Hampton-Inn-And-Suites-Manchester.h18188804.Hotel-Information)

## Find out more about Chester

## Chester Cabin Rentals information

| Number of reviews | 314 |
| --- | --- |
| Accommodation | 130 Cabin Rentals |
| Lowest Price | CA $262 |
| Highest Price | CA $1,235 |

## Frequently asked questions

### What are the best cabins near Chester?

> From cute and cozy to expansive and luxurious, there are 477 cabins to pick from in and around Chester. Some great options include [Cabin - Romantic Retreat: Mt. Views, Hot Tub](https://www.expedia.ca/Granville-Hotels-Romantic-Retreat-10-Acres.h24292231.Hotel-Information) and [Cabin - Close To Skiing, Hiking, Pvt Beach](https://www.expedia.ca/Tilton-Hotels-Luxury-Log-Cabin-Lake-Winnisquam-Pvt-Beach.h33657900.Hotel-Information).

### Are there cheap cabins in Chester?

> For a nicely priced getaway in the great outdoors, look no further than our cheap cabins in Chester. Wake up in the morning to the sweet sound of birds chirping from one of our cozy cabins priced from CA $262 to CA $1,235 a night.These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

### What are the best luxury cabins near Chester?

> After spending your day exploring the wonders of Mother Nature, return home to the impeccable style and comfort of a Chester luxury cabin. [Robert Frost Mountain Cabins](https://www.expedia.ca/Ripton-Hotels-Robert-Frost-Mountain-Cabins.h16341282.Hotel-Information) is an ideal choice if you're in the mood to splash out and spoil yourself. You'll appreciate the first-rate touches here, such as pillow top mattresses and massage services. [Killington Mountain Home Hottub And 5 Min To Skiing 3 Bedroom Home By Redawning](https://www.expedia.ca/Killington-Hotels-Pet-Friendly-Killington-Mountain-Home-Just-5-Min-To-Skiing-3-Bedroom-Home.h73242529.Hotel-Information) is another popular stay. Make the most of a spa tub, fitness classes and a good deal more.

### What are the best river cabins near Chester?

> When you think of the word peaceful, a river cabin near Chester should be the first thing that enters your head. [Waterfalls - View - Pond. Secluded Log Cabin Abuts Mt Snow. Ev Outlet](https://www.expedia.ca/West-Dover-Hotels-Secluded-Log-Home-13-Mi-From-Liftslodge-Waterfalls.h32545319.Hotel-Information) is the ideal place to rediscover your Zen. As well as its gorgeous surroundings, it comes with amenities such as a wood stove and snowsport activities. [Warm And Inviting Jamaica Cabin W](https://www.expedia.ca/Jamaica-Hotels-NEW-Warm-Inviting-Jamaica-Cabin-Ski-Hike.h57568037.Hotel-Information) is another top choice. A wood stove and a firepit are just some of the conveniences here.

### What are the best cabins with pools near Chester?

> Put on your swimwear and splash around at your leisure when you stay at one of our cabin rentals with a pool near Chester. [Charming Traditional Log Cabin In Between Mt. Snow And Stratton With Sauna](https://www.expedia.ca/Wardsboro-Hotels-Charming-Traditional-Log-Cabin-In-Between-Mt-Snow-And-Stratton-With-Saunawifi.h33563397.Hotel-Information) is a winning option. A swimming pool and a porch are among the other amenities that await you here. Or, spend your vacation at [Waterfalls - View - Pond. Secluded Log Cabin Abuts Mt Snow. Ev Outlet](https://www.expedia.ca/West-Dover-Hotels-Secluded-Log-Home-13-Mi-From-Liftslodge-Waterfalls.h32545319.Hotel-Information). As well as a pleasant pool, this cabin comes with a porch and a patio.

### Can I find beach cabins near Chester?

> Pack your favourite Hawaiian shirt and spend your seaside getaway at [Cozy Private Lake Cabin Minutes To Lake George And Saratoga Springs](https://www.expedia.ca/Queensbury-Hotels-Lake-Sunnyside-Cabin-In-The-Adirondacks.h35673213.Hotel-Information). This Chester beach cabin rental has amenities such as on-site watersports and beach sun loungers. [Cabin - Close To Skiing, Hiking, Pvt Beach](https://www.expedia.ca/Tilton-Hotels-Luxury-Log-Cabin-Lake-Winnisquam-Pvt-Beach.h33657900.Hotel-Information) also offers a sun-filled escape. Featuring on-site watersports and children's activities, it was made for easygoing days by the shore.

### What are the best weekend cabin rentals in Chester?

> Nothing beats a weekend cabin getaway after a hectic week at work. Swap the office cubicle for a few days in the great outdoors at [Private Lake - Front Cabin With Walk](https://www.expedia.ca/Fair-Haven-Hotels-Private-Lake-Front-Cabin-With-Walk-In-Access-To-Water.h62600751.Hotel-Information). A patio and a firepit are a few of the amenities it offers. Alternatively, clear away some cobwebs at [Shelving Rock Lodge On 54 Acres In Adirondack Park](https://www.expedia.ca/Fort-Ann-Hotels-Shelving-Rock-Lodge-On-54-Acres-In-Adirondack-Park.h70532436.Hotel-Information). Spend your nights here and make the most of on-site watersports and a patio.

### What are the best cabin prices in Chester?

> Whether you're traveling on a shoestring or want to splash out on your next trip, you'll find what you're after on Expedia. At the moment, you can get a Chester cabin from as little as CA $262 a night.

### Can I find log cabins in Chester?

> If you pine for a simpler way of life, you'll find it at one of our log cabins in Chester. For instance, [Breathtaking Log Cabin Directly On Lake George 5bd](https://www.expedia.ca/Kattskill-Bay-Hotels-Breathtaking-Log-Cabin-Directly-On-Lake-George-5bd.h40192045.Hotel-Information). Spend your days here boating and hiking and then return home to its many comforts. Time also seems to go slower at [Lake George Custom Built Log Cabin](https://www.expedia.ca/Hague-Hotels-LAKE-GEORGE-CUSTOM-BUILT-LOG-CABIN.h34388623.Hotel-Information). When you're ready to venture beyond your front yard, snowboarding and skiing opportunities are nearby.

### What are the highest-rated cabins in Chester?

> There are some cabins that are just about perfect. [Log Cabin Retreat On 40 Acres](https://www.expedia.ca/Hartland-Hotels-Log-Cabin-Retreat-On-40-Acres.h63850861.Hotel-Information) is a great example. With an impressive rating, it comes with amenities like a patio and a fireplace. Another top option is [Log Cabin Near Okemo / Ludlow On 25 Acres Borders State Forest W](https://www.expedia.ca/Central-Vermont-Killington-Hotels-Secluded-Log-Cabin-Bordering-State-Forest-With-Trails-Nearby.h55407436.Hotel-Information). A patio and a firepit are a few of the conveniences you'll find here.

### Why should I book a cabin in Chester?

> For a vacation in the great outdoors that won't cost a fortune, you can't go past a cabin. Imagine starting your day with the sounds of songbirds and eating breakfast on a private deck surrounded by beautiful views. Book a cabin in Chester and wave goodbye to the hectic pace of modern life. Whether they're by the beach, in the mountains or near a river, cabins offer a refreshing, rustic experience that makes them the perfect choice.

### What are the top nature cabins in Chester?

> Our nature cabins in Chester come in plenty of styles and budgets, but they share one thing in common — opportunities to explore the great outdoors. [Warm And Inviting Jamaica Cabin W](https://www.expedia.ca/Jamaica-Hotels-NEW-Warm-Inviting-Jamaica-Cabin-Ski-Hike.h57568037.Hotel-Information) lures lots of adventure seekers. Amenities such as a fireplace and a firepit only make it more appealing. Whether you're eager to slip your feet into hiking shoes or just put them up, do it at [Quiet A - Frame Cabin On Creek With Private Deck](https://www.expedia.ca/Rumney-Hotels-New-Quiet-A-Frame-Cabin-On-Creek-W-Private-Deck.h55558613.Hotel-Information). Another great option, it comes with a porch and a firepit.

### What are some of the best cabins near Okemo Mountain Resort in Chester?

> You'll have Mother Nature as a neighbour at a cabin in Okemo Mountain Resort. [Beautiful Cozy Log Cabin With Hot Tub](https://www.expedia.ca/Ludlow-Hotels-Beautiful-Cozy-Log-Cabin-W-HOT-TUB-Right-In-Mtn-Community-Great-All-Seasons.h33497151.Hotel-Information) is a favourite. This retreat also promises big adventure, with nearby snowboarding and nearby mountain biking among the fun things to do in the area. Also look up [Summit Cabin In Ludlow 4 Bedroom Cabin By Redawning](https://www.expedia.ca/Ludlow-Hotels-Summit-Cabin-In-Ludlow-4-Bedroom-Cabin.h92901954.Hotel-Information). Go exploring and then return to your cabin to make the most of its comforts.

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-   [Honeymoon Resorts and in Proctorsville](https://www.expedia.ca/Proctorsville-Hotels-Honeymoon-Hotels.0-0-d6023678-tHoneymoonHotels.Travel-Guide-Filter-Hotels)
-   [Hotels with an Indoor Pool in Proctorsville](https://www.expedia.ca/Proctorsville-Hotels-Hotels-With-Indoor-Pool.0-0-d6023678-tHotelswithIndoorPool.Travel-Guide-Filter-Hotels)
-   [Proctorsville Hotels](https://www.expedia.ca/Proctorsville-Hotels.d6023678.Travel-Guide-Hotels)
-   [B&B in Rockingham](https://www.expedia.ca/Rockingham-Bed-And-Breakfast.d3000008087-aaBedAndBreakfast.Travel-Guide-Accommodation)
-   [Chalets in Rockingham](https://www.expedia.ca/Rockingham-Chalets.d3000008087-aaChalets.Travel-Guide-Accommodation)
-   [Hostels in Rockingham](https://www.expedia.ca/Rockingham-Hostels.d3000008087-aaHostels.Travel-Guide-Accommodation)
-   [Cheap Hotels in Rockingham](https://www.expedia.ca/Rockingham-Hotels-Cheap-Hotels.0-0-d3000008087-tCheapHotels.Travel-Guide-Filter-Hotels)
-   [Rockingham Hotels](https://www.expedia.ca/Rockingham-Hotels.d3000008087.Travel-Guide-Hotels)
-   [Motels in Rockingham](https://www.expedia.ca/Rockingham-Motels.d3000008087-aaMotels.Travel-Guide-Accommodation)
-   [Cheap Hotels in Saxtons River](https://www.expedia.ca/Saxtons-River-Hotels-Cheap-Hotels.0-0-d6054130-tCheapHotels.Travel-Guide-Filter-Hotels)
-   [Luxury Hotels in Saxtons River](https://www.expedia.ca/Saxtons-River-Hotels-Luxury-Hotel.0-0-d6054130-tLuxuryHotel.Travel-Guide-Filter-Hotels)
-   [Saxtons River Hotels](https://www.expedia.ca/Saxtons-River-Hotels.d6054130.Travel-Guide-Hotels)
-   [Farmstay in Springfield](https://www.expedia.ca/Springfield-Agritourism.d10292-aaAgritourism.Travel-Guide-Accommodation)
-   [B&B in Springfield](https://www.expedia.ca/Springfield-Bed-And-Breakfast.d10292-aaBedAndBreakfast.Travel-Guide-Accommodation)
-   [Chalets in Springfield](https://www.expedia.ca/Springfield-Chalets.d10292-aaChalets.Travel-Guide-Accommodation)
-   [Guest Houses in Springfield](https://www.expedia.ca/Springfield-Guest-Houses.d10292-aaGuestHouses.Travel-Guide-Accommodation)
-   [Cheap Hotels in Springfield](https://www.expedia.ca/Springfield-Hotels-Cheap-Hotels.0-0-d10292-tCheapHotels.Travel-Guide-Filter-Hotels)
-   [Hotels with Hot Tubs in Springfield](https://www.expedia.ca/Springfield-Hotels-Hotels-With-Hot-Tubs.0-0-d10292-tHotelsWithHotTubs.Travel-Guide-Filter-Hotels)
-   [Luxury Hotels in Springfield](https://www.expedia.ca/Springfield-Hotels-Luxury-Hotel.0-0-d10292-tLuxuryHotel.Travel-Guide-Filter-Hotels)
-   [Pet-Friendly Hotels in Springfield](https://www.expedia.ca/Springfield-Hotels-Pet-Friendly-Hotel.0-0-d10292-tPetfriendlyHotel.Travel-Guide-Filter-Hotels)
-   [Romantic Hotels in Springfield](https://www.expedia.ca/Springfield-Hotels-Romantic-Hotel.0-0-d10292-tRomanticHotel.Travel-Guide-Filter-Hotels)
-   [Ski Hotels in Springfield](https://www.expedia.ca/Springfield-Hotels-Ski-Hotel.0-0-d10292-tSkiHotel.Travel-Guide-Filter-Hotels)
-   [Spa Hotels in Springfield](https://www.expedia.ca/Springfield-Hotels-Spa-Hotel.0-0-d10292-tSpaHotel.Travel-Guide-Filter-Hotels)
-   [Springfield Hotels](https://www.expedia.ca/Springfield-Hotels.d10292.Travel-Guide-Hotels)
-   [Resorts in Springfield](https://www.expedia.ca/Springfield-Resort-Hotels.d10292-aaResortHotels.Travel-Guide-Accommodation)
-   [Hotels near Vermont Country Store](https://www.expedia.ca/Vermont-Country-Store-Hotels.0-l553248621532666908-0.Travel-Guide-Filter-Hotels)
-   [Business Hotels in Weston](https://www.expedia.ca/Weston-Hotels-Business-Hotel.0-0-d177460-tBusinessHotel.Travel-Guide-Filter-Hotels)
-   [Cheap Hotels in Weston](https://www.expedia.ca/Weston-Hotels-Cheap-Hotels.0-0-d177460-tCheapHotels.Travel-Guide-Filter-Hotels)
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-   [Weston Hotels](https://www.expedia.ca/Weston-Hotels.d177460.Travel-Guide-Hotels)
-   [Hotels & Resorts for Couples in Windham](https://www.expedia.ca/Windham-Hotels-Couples-Resorts-Hotels.0-0-d6150553-tCouplesResortsHotels.Travel-Guide-Filter-Hotels)
-   [Windham Hotels](https://www.expedia.ca/Windham-Hotels.d6150553.Travel-Guide-Hotels)
-   [Resorts in Windham](https://www.expedia.ca/Windham-Resort-Hotels.d6150553-aaResortHotels.Travel-Guide-Accommodation)

-   [Flights to Weston](https://www.expedia.ca/Cheap-Flights-To-Weston.d177460.Travel-Guide-Flights)
-   [Flights from Springfield](https://www.expedia.ca/lp/flights/10292/flights-from-springfield)
-   [Flights from Weston](https://www.expedia.ca/lp/flights/177460/flights-from-weston)
-   [Flights from Grafton](https://www.expedia.ca/lp/flights/184049/flights-from-grafton)
-   [Flights from Columbia (CAE) to Springfield (VSF)](https://www.expedia.ca/lp/flights/cae/vsf/columbia-to-springfield)
-   [Flights from Charlotte (CLT) to Springfield (VSF)](https://www.expedia.ca/lp/flights/clt/vsf/charlotte-to-springfield)
-   [Flights from Wilmington (ILM) to Springfield (VSF)](https://www.expedia.ca/lp/flights/ilm/vsf/wilmington-to-springfield)
-   [Flights from Minneapolis (MSP) to Springfield (VSF)](https://www.expedia.ca/lp/flights/msp/vsf/minneapolis-to-springfield)
-   [Flights from Ottawa (YOW) to Springfield (VSF)](https://www.expedia.ca/lp/flights/yow/vsf/ottawa-to-springfield)

-   [Andover Vacations](https://www.expedia.ca/Andover.d6023580.Destination-Travel-Guides)
-   [Visit Andover](https://www.expedia.ca/Andover.dx6023580)
-   [Cavendish Vacations](https://www.expedia.ca/Cavendish.d6023399.Destination-Travel-Guides)
-   [Fletcher Farm School for the Arts and Crafts](https://www.expedia.ca/Fletcher-Farm-School-For-The-Arts-And-Crafts-Ludlow.d553248621532666921.Vacation-Attraction)
-   [Visit Perkinsville](https://www.expedia.ca/Perkinsville.dx184065)
-   [Vermont Country Store](https://www.expedia.ca/Vermont-Country-Store-Bellows-Falls.d553248621532666908.Vacation-Attraction)
-   [Visit Weston](https://www.expedia.ca/Weston.dx177460)

-   [Car rental Grafton](https://www.expedia.ca/Car-Rentals-In-Grafton.d184049.Car-Rental-Guide)
-   [Car rental Windham](https://www.expedia.ca/Car-Rentals-In-Windham.d6150553.Car-Rental-Guide)

-   [Book Cabin Rentals in Chester on Expedia.com](https://www.expedia.com/Chester-Cabins.d89014-aaCabins.Travel-Guide-Accommodation)