Title: Woodstock Vacation Home Rentals from CA $130: Search Top Private Vacation Homes for Rent | Expedia.ca

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![SLEEPY HOLLOW FARM- To visit Vermont in the Fall was a dream of mine. I am so happy that I was able to do just that this year. One of the places I visited was this photographic icon in rural Vermont, the Sleepy Hollow Farm, near Woodstock. Well known by most photographers the Sleepy Hollow Farm is the place to be if you want to get that perfect classic Autumn shot and an early morning light is best to be there to capture rich deep autumn colours. Rumors has it that it was once owned by Joe Perry of Aerosmith. Perry and his wife of 30 years, Billie, bought the property and they'd  often bring their horses there from their home outside Boston.  #ilovermont #ScenesofNewEngland #vermontbyvermonters #colorful #autumn #fall #roadtrip #travel #adventure #fallfoliage #historic #vermont #Bestof5](https://images.trvl-media.com/place/10868/e087d4f1-f2f1-454a-b863-8d1d9c04ce5c.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by Rachel Samanyi

![](https://images.trvl-media.com/place/10868/e087d4f1-f2f1-454a-b863-8d1d9c04ce5c.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=10868&startDate=2026-01-30&endDate=2026-02-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=10868&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=10868&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[May 8 - May 10](https://www.expedia.ca/Hotel-Search?regionId=10868&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Woodstock vacation homes

![Interior](https://images.trvl-media.com/lodging/49000000/48670000/48666200/48666141/1821527e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![5 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/49000000/48670000/48666200/48666141/756ea176.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/49000000/48670000/48666200/48666141/b3ff1fdf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hair dryer, towels](https://images.trvl-media.com/lodging/49000000/48670000/48666200/48666141/e6a64143.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### A charming 1820's farmhouse

[](https://www.expedia.ca/Woodstock-Hotels-A-Charming-1820s-Farmhouse.h48666141.Hotel-Information)

Woodstock

10/10

Exceptional

(30 reviews)

"Beautiful home. It was a good location for my family to attend a family wedding at the Woodstock Inn."

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

Robin H.

CA $1,258

CA $2,043 total

includes taxes & fees

Jan 20 - Jan 21

[](https://www.expedia.ca/Woodstock-Hotels-A-Charming-1820s-Farmhouse.h48666141.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/110000000/109080000/109073500/109073427/3e594ac6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/110000000/109080000/109073500/109073427/8ab70085.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/110000000/109080000/109073500/109073427/e3fee229.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/110000000/109080000/109073500/109073427/c8e537d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Off Grid Glamping Shed with River Access 

[](https://www.expedia.ca/Off-Grid-Glamping-Shed-With-River-Access.h109073427.Hotel-Information)

Randolph

10/10

Exceptional

(1 review)

CA $81

CA $130 total

includes taxes & fees

Jan 19 - Jan 20

[](https://www.expedia.ca/Off-Grid-Glamping-Shed-With-River-Access.h109073427.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/101000000/100510000/100501900/100501897/adb899cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/101000000/100510000/100501900/100501897/5b8a97be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100510000/100501900/100501897/c9400bbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/101000000/100510000/100501900/100501897/f1b12770.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### CozyDen-Location, Fireplace, Ski Off/Shuttle On!

[](https://www.expedia.ca/Killington-Hotels-CozyDen-AC.h100501897.Hotel-Information)

Killington

10/10

Exceptional

(1 review)

"Very quiet and private feeling even though it is in a condo like setting. Very clean, and had all the conveniences we needed (A/C, coffee maker, full kitchen appliances). And so kind and personal to leave some souvenirs of the area. We felt very comfortable when every we finished our day of sightseeing to come back to our home away from home. "

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

denise k.

CA $161

CA $441 total

includes taxes & fees

Jan 20 - Jan 21

[](https://www.expedia.ca/Killington-Hotels-CozyDen-AC.h100501897.Hotel-Information)

![Private kitchen](https://images.trvl-media.com/lodging/101000000/100340000/100335500/100335420/5630d307.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Game room](https://images.trvl-media.com/lodging/101000000/100340000/100335500/100335420/c5517e44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/101000000/100340000/100335500/100335420/1b6e3563.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/101000000/100340000/100335500/100335420/22048f13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### new 2 bedroom close to killington and bike trails this is pet ok downstairs unit

[](https://www.expedia.ca/Rutland-Hotels-New-2-Bedroom-Close-To-Killington-And-Bike-Trailsthis-Is-Pet-Ok-Downstairs-Unit.h100335420.Hotel-Information)

Mendon

9.8/10

Exceptional

(6 reviews)

"Very pretty property, wish we could have spent more time there. Getting in and out was easy and there were plenty of options for food in town just a few minutes away. Great stay."

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

Aurore H.

CA $245

CA $474 total

includes taxes & fees

Jan 19 - Jan 20

[](https://www.expedia.ca/Rutland-Hotels-New-2-Bedroom-Close-To-Killington-And-Bike-Trailsthis-Is-Pet-Ok-Downstairs-Unit.h100335420.Hotel-Information)

![TV, fireplace, DVD player, offices](https://images.trvl-media.com/lodging/89000000/88790000/88782200/88782113/1ef06e78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor spa tub](https://images.trvl-media.com/lodging/89000000/88790000/88782200/88782113/cb4760e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/89000000/88790000/88782200/88782113/3efc84a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/89000000/88790000/88782200/88782113/033fff9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spa, Fireplace & Pet Friendly - Top of the Hill

[](https://www.expedia.ca/White-River-Junction-Hotels-Spa.h88782113.Hotel-Information)

Quechee

9.8/10

Exceptional

(6 reviews)

"Appreciated the large outdoor deck area, grill, and plenty of space for the family to relax."

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

Maryanne C.

CA $286

CA $903 total

includes taxes & fees

Jan 29 - Jan 30

[](https://www.expedia.ca/White-River-Junction-Hotels-Spa.h88782113.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/120000000/119680000/119670400/119670317/3ee2c4f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/120000000/119680000/119670400/119670317/165e4c65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/120000000/119680000/119670400/119670317/92d9e3b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/120000000/119680000/119670400/119670317/b4eae74c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

###  180-degree panoramic views of Vermont's mountains from the Living room, Hot Tub

[](https://www.expedia.ca/White-River-Junction-Hotels-Lovely-4-Bedroom-House-With-Views-In-Hartford.h119670317.Hotel-Information)

Hartford

8.0/10

Very good

(2 reviews)

"The house was absolutely beautiful. A unique mix of modern and 70’s. The layout was spot on . We were only there one night , a very quick stop over but it was so comfortable and cozy. The host was so easy to communicate with and was very accommodating. Plenty of room to sleep a large group and the views….you have to see in person. Stunning . I travel a lot and use VRBO for all of my travels. This was one of the best experiences I have had . I recommend 100%. "

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

Mary Anne C.

CA $348

CA $693 total

includes taxes & fees

Jan 21 - Jan 22

[](https://www.expedia.ca/White-River-Junction-Hotels-Lovely-4-Bedroom-House-With-Views-In-Hartford.h119670317.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/91000000/90700000/90693000/90692944/c3df7e46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/91000000/90700000/90693000/90692944/9f5da7f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90700000/90693000/90692944/22345953.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, foosball, books](https://images.trvl-media.com/lodging/91000000/90700000/90693000/90692944/1b212a1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Large Killington Area Home | Sleeps 7 | Game Room

[](https://www.expedia.ca/Bridgewater-Hotels-Bridgewater-Inn-2-King-Beds-Game-Room-Skiing.h90692944.Hotel-Information)

Bridgewater

9.6/10

Exceptional

(7 reviews)

"My family enjoyed this house and there was plenty of space for sleeping and for the kids to play. Conveniently located for skiing at Killington."

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

Owen C.

CA $359

CA $879 total

includes taxes & fees

Jan 20 - Jan 21

[](https://www.expedia.ca/Bridgewater-Hotels-Bridgewater-Inn-2-King-Beds-Game-Room-Skiing.h90692944.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/23000000/22870000/22865900/22865847/fe1abb51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/23000000/22870000/22865900/22865847/344617b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/23000000/22870000/22865900/22865847/ad47e382.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/23000000/22870000/22865900/22865847/1516e7fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle

[](https://www.expedia.ca/Ludlow-Hotels-Short-Walk-To-Shops.h22865847.Hotel-Information)

Ludlow

9.8/10

Exceptional

(104 reviews)

"Had a wonderful stay. Clean,well kept and cozy."

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

Edwin G.

CA $291

CA $602 total

includes taxes & fees

Jan 20 - Jan 21

[](https://www.expedia.ca/Ludlow-Hotels-Short-Walk-To-Shops.h22865847.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/106000000/105780000/105777700/105777639/6f79e5c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/106000000/105780000/105777700/105777639/edbb7161.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105780000/105777700/105777639/ebda3bfe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/106000000/105780000/105777700/105777639/583d8f0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Fun In Fun Out Ski Home: Main Floor. Renovated 3BR/2BA. Hot Tub.

[](https://www.expedia.ca/Killington-Hotels-Fun-In-Fun-Out-Ski-Home-Main-Floor-Renovated-3BR2BA-Hot-Tub-Lift-Tickets.h105777639.Hotel-Information)

Killington

10/10

Exceptional

(1 review)

"Such an awesome place! The booking/check-in process was seamless and the location cannot be beat! Will definitely be booking again. "

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

Catherine S.

CA $242

CA $858 total

includes taxes & fees

Jan 19 - Jan 20

[](https://www.expedia.ca/Killington-Hotels-Fun-In-Fun-Out-Ski-Home-Main-Floor-Renovated-3BR2BA-Hot-Tub-Lift-Tickets.h105777639.Hotel-Information)

![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/79000000/78350000/78342500/78342432/244b8f71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78350000/78342500/78342432/d0ddad63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, books, offices](https://images.trvl-media.com/lodging/79000000/78350000/78342500/78342432/e40e49c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/79000000/78350000/78342500/78342432/809fbf0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Blueberry Hill Escape | Pet Friendly | HotTub | AC

[](https://www.expedia.ca/Bridgewater-Corners-Hotels-NEW-Blueberry-Hill-Escape-Pet-Friendly-King-Bed-Fire-Pit-Grill.h78342432.Hotel-Information)

Bridgewater

9.6/10

Exceptional

(17 reviews)

"Very nice home! Plenty of room for everyone and a short drive to the mountain! Perfect "

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

Gerri B.

CA $273

CA $795 total

includes taxes & fees

Jan 21 - Jan 22

[](https://www.expedia.ca/Bridgewater-Corners-Hotels-NEW-Blueberry-Hill-Escape-Pet-Friendly-King-Bed-Fire-Pit-Grill.h78342432.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119100000/119097900/119097860/8ba7a989.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/120000000/119100000/119097900/119097860/2fbac199.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/120000000/119100000/119097900/119097860/f70b9d9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/120000000/119100000/119097900/119097860/151a7dcc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxury Condo Tucked in the Heart of Killington

[](https://www.expedia.ca/Killington-Hotels-Luxury-Condo-Tucked-In-The-Heart-Of-Killington.h119097860.Hotel-Information)

Killington

8.0/10

Very good

(1 review)

"The condo was in a beautiful location but was rather isolated from grocery and dining options. Our host was good at communicating however we received a message about the fireplace not being available to us a day before we came and we got there in the dark with no lights on. The condo itself could not really be called "luxury" as it was dated and lacked some basics like soap in the bathroom, a towel hook in the 1/2 bath, kleenex, cracked dishes, etc. Liked that it was near a waterfall and hiking...

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

Dean

CA $230

CA $538 total

includes taxes & fees

Jan 27 - Jan 28

[](https://www.expedia.ca/Killington-Hotels-Luxury-Condo-Tucked-In-The-Heart-Of-Killington.h119097860.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/108000000/107780000/107773500/107773414/34f51d81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, stereo](https://images.trvl-media.com/lodging/108000000/107780000/107773500/107773414/16fc8a60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, stereo](https://images.trvl-media.com/lodging/108000000/107780000/107773500/107773414/3ad5d1ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/108000000/107780000/107773500/107773414/c99b2f35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Killington Retreat | Deck-Fire Pit-Mountain Views!

[](https://www.expedia.ca/North-Clarendon-Hotels-OPEN-Custom-Vacation-Retreat-In-Killington-Valley.h107773414.Hotel-Information)

Clarendon

9.0/10

Wonderful

(4 reviews)

"This place is a perfect rustic getaway with easy convenience to town. The host was great. Spacious and super relaxing with nice view out back. "

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

Thaddeus T.

CA $194

CA $578 total

includes taxes & fees

Feb 1 - Feb 2

[](https://www.expedia.ca/North-Clarendon-Hotels-OPEN-Custom-Vacation-Retreat-In-Killington-Valley.h107773414.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/113000000/112840000/112840000/112839912/4acc67b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/113000000/112840000/112840000/112839912/0f32011d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/113000000/112840000/112840000/112839912/f428aed3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112840000/112840000/112839912/3e08156e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Ski home/Pool Table Mountain Views near Killington/Pico/Sugarbush/Woodstock

[](https://www.expedia.ca/Stockbridge-Hotels-Ski-Home-Mountain-Views-Near-KillingtonWoodstock.h112839912.Hotel-Information)

Stockbridge

10/10

Exceptional

(2 reviews)

"Exactly as pictured, specious, clean. Owners were extremely responsive and kind."

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

Sophie L.

CA $267

CA $922 total

includes taxes & fees

Jan 20 - Jan 21

[](https://www.expedia.ca/Stockbridge-Hotels-Ski-Home-Mountain-Views-Near-KillingtonWoodstock.h112839912.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/114000000/113740000/113738000/113737902/a93af9e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/114000000/113740000/113738000/113737902/071a6745.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/114000000/113740000/113738000/113737902/30eadeda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/114000000/113740000/113738000/113737902/ae920042.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Ski Home/Arcade Mountain Views Near Killington/Woodstock

[](https://www.expedia.ca/Stockbridge-Hotels-SkiMTB-Home-With-Mountain-Views-Near-KillingtonWoodstockGreen-Mountain-Trails.h113737902.Hotel-Information)

Stockbridge

10/10

Exceptional

(2 reviews)

"Skied Killington for 2 days and was a 20 min drive. Fun to drive the 100."

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

Kevin M.

CA $251

CA $900 total

includes taxes & fees

Jan 20 - Jan 21

[](https://www.expedia.ca/Stockbridge-Hotels-SkiMTB-Home-With-Mountain-Views-Near-KillingtonWoodstockGreen-Mountain-Trails.h113737902.Hotel-Information)

![Smart TV, fireplace, video games, books](https://images.trvl-media.com/lodging/42000000/41900000/41897300/41897267/0d7d95c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/42000000/41900000/41897300/41897267/60d61b11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/42000000/41900000/41897300/41897267/3029491b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, video games, books](https://images.trvl-media.com/lodging/42000000/41900000/41897300/41897267/2e388edf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming Family Ski Chalet Less Than 5 minutes Drive to Okemo/Jackson Gore

[](https://www.expedia.ca/Mount-Holly-Hotels-Charming-Family-Ski-Chalet-Less-Than-5-Minutes-Drive-To-OkemoJackson-Gore.h41897267.Hotel-Information)

Mt Holly

9.8/10

Exceptional

(36 reviews)

"Wonderful cabin, well stocked, host was attentive and quick to address any questions."

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

Eyal O.

CA $357

CA $902 total

includes taxes & fees

Jan 20 - Jan 21

[](https://www.expedia.ca/Mount-Holly-Hotels-Charming-Family-Ski-Chalet-Less-Than-5-Minutes-Drive-To-OkemoJackson-Gore.h41897267.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/123000000/122620000/122614400/122614350/a5d5b008.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/123000000/122620000/122614400/122614350/93a3db2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/123000000/122620000/122614400/122614350/5d8432b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/123000000/122620000/122614400/122614350/94107ca2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### large ski ranch hot tub close to killington pets ok

[](https://www.expedia.ca/Rutland-Hotels-Large-Ski-Ranch-Hot-Tub-Close-To-Killington-Pets-Ok.h122614350.Hotel-Information)

Mendon

10/10

Exceptional

(1 review)

"Amazing stay! Gorgeous house, clean, perfect location. The host was super responsive and made the check in check out process so easy.Highly reccomend and can’t wait to stay again next year. "

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

Nicole H.

CA $482

CA $964 total

includes taxes & fees

Jan 19 - Jan 20

[](https://www.expedia.ca/Rutland-Hotels-Large-Ski-Ranch-Hot-Tub-Close-To-Killington-Pets-Ok.h122614350.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/120000000/119310000/119304300/119304254/31553740.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, stereo](https://images.trvl-media.com/lodging/120000000/119310000/119304300/119304254/49ae6ebc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/120000000/119310000/119304300/119304254/f03ca5b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/120000000/119310000/119304300/119304254/eede2581.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious Central 4BR, Ski, Bike,Hike, Explore Downtown

[](https://www.expedia.ca/Rutland-Hotels-Spacious-Central-4BR.h119304254.Hotel-Information)

Rutland

10/10

Exceptional

(1 review)

CA $295

CA $642 total

includes taxes & fees

Feb 2 - Feb 3

[](https://www.expedia.ca/Rutland-Hotels-Spacious-Central-4BR.h119304254.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/105000000/104790000/104789700/104789606/3cb2f142.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/105000000/104790000/104789700/104789606/f837fddd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/105000000/104790000/104789700/104789606/6d068748.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/105000000/104790000/104789700/104789606/1c960e95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Powder Park Place: Lower Unit. Cozy and close to the Mountain! Discounted ski rentals.

[](https://www.expedia.ca/Killington-Hotels-Powder-Park-Place-Lower-Unit-Cozy-And-Close-To-The-Mountain-Discounted-Lift-Tickets.h104789606.Hotel-Information)

Killington

10/10

Exceptional

(2 reviews)

"A very comfortable stay for a family of four. Close to everything, clean, well stocked for breakfast making, and just enough room for everyone. We really enjoyed the fireplace after a day of skiing.Not sure why the heat setting turned to low 60s every night, but our blankets were warm."

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

Maria K.

CA $232

CA $701 total

includes taxes & fees

Jan 20 - Jan 21

[](https://www.expedia.ca/Killington-Hotels-Powder-Park-Place-Lower-Unit-Cozy-And-Close-To-The-Mountain-Discounted-Lift-Tickets.h104789606.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/23000000/22770000/22769000/22768970/a93fa1dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/23000000/22770000/22769000/22768970/67c634a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/23000000/22770000/22769000/22768970/1aff520b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/23000000/22770000/22769000/22768970/329af4b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beautiful Village Home, Short Walk to Restaurants, Shops, On Shuttle Route

[](https://www.expedia.ca/Ludlow-Hotels-Beautifully-Updated-Unique-Village-Home.h22768970.Hotel-Information)

Ludlow

9.8/10

Exceptional

(84 reviews)

"We had a great stay at this home for a long weekend skiing at Okemo. "

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

Lisa W.

CA $291

CA $602 total

includes taxes & fees

Jan 20 - Jan 21

[](https://www.expedia.ca/Ludlow-Hotels-Beautifully-Updated-Unique-Village-Home.h22768970.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/106000000/105340000/105335900/105335886/d906295e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/106000000/105340000/105335900/105335886/98b36931.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105340000/105335900/105335886/w1353h898x0y0-eb6e1bb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/106000000/105340000/105335900/105335886/0b80abe1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Vermont Cabin · Mountain Views · Near Okemo

[](https://www.expedia.ca/Chester-Hotels-WhiSki-Cabin-12-Acres-With-A-Mountain-View.h105335886.Hotel-Information)

Chester

10/10

Exceptional

(3 reviews)

"We really enjoyed our stay at this home. It had everything we needed and was very comfortable. The countryside around this part of Vermont is beautiful. We found lots of great museums and restaurants. "

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

Donald M.

CA $875

CA $1,565 total

includes taxes & fees

Jan 25 - Jan 26

[](https://www.expedia.ca/Chester-Hotels-WhiSki-Cabin-12-Acres-With-A-Mountain-View.h105335886.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=2026-02-01&endDate=2026-02-02&regionId=10868&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Woodstock%2C+Vermont%2C+United+States+of+America&regionId=10868&latLong=43.624245%2C-72.518509&adults=2&startDate=2026-04-18&d1=2026-04-18&endDate=2026-04-21&d2=2026-04-21&lodging=CABIN)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Woodstock%2C+Vermont%2C+United+States+of+America&regionId=10868&latLong=43.624245%2C-72.518509&adults=2&startDate=2026-04-18&d1=2026-04-18&endDate=2026-04-21&d2=2026-04-21&lodging=COTTAGE)

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Woodstock%2C+Vermont%2C+United+States+of+America&regionId=10868&latLong=43.624245%2C-72.518509&adults=2&startDate=2026-04-18&d1=2026-04-18&endDate=2026-04-21&d2=2026-04-21&lodging=VACATION_HOME)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Woodstock%2C+Vermont%2C+United+States+of+America&regionId=10868&latLong=43.624245%2C-72.518509&adults=2&startDate=2026-04-18&d1=2026-04-18&endDate=2026-04-21&d2=2026-04-21&lodging=CONDO)

Aparthotels

[](https://www.expedia.ca/Hotel-Search?destination=Woodstock%2C+Vermont%2C+United+States+of+America&regionId=10868&latLong=43.624245%2C-72.518509&adults=2&startDate=2026-04-18&d1=2026-04-18&endDate=2026-04-21&d2=2026-04-21&lodging=APART_HOTEL)

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Woodstock%2C+Vermont%2C+United+States+of+America&regionId=10868&latLong=43.624245%2C-72.518509&adults=2&startDate=2026-04-18&d1=2026-04-18&endDate=2026-04-21&d2=2026-04-21&lodging=APARTMENT)

Chalets

[](https://www.expedia.ca/Hotel-Search?destination=Woodstock%2C+Vermont%2C+United+States+of+America&regionId=10868&latLong=43.624245%2C-72.518509&adults=2&startDate=2026-04-18&d1=2026-04-18&endDate=2026-04-21&d2=2026-04-21&lodging=CHALET)

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## Top Woodstock Hotel Reviews

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

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

10/10 Excellent

"Fantastic! Easy check in and out! Rooms were updated and spotless. Great customer service!"

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

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

### Pointe at Castle Hill Resort

10/10 Excellent

"Everything/everyone was superb!!! "

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

![Align Inn Vermont](https://images.trvl-media.com/lodging/1000000/10000/1200/1108/996cad8e_y.jpg)

### Align Inn Vermont

10/10 Excellent

"Clean, quiet, good breakfast. Check in was easy and staff was friendly. "

[](https://expedia.ca/Quechee-Hotels-Quality-Inn-At-Quechee-Gorge.h1108.Hotel-Information)

![The Mountain Inn at Killington](https://images.trvl-media.com/lodging/1000000/980000/975400/975389/29356441_y.jpg)

### The Mountain Inn at Killington

10/10 Excellent

"Check in service Breakfast"

[](https://expedia.ca/Killington-Hotels-The-Mountain-Inn-At-Killington.h975389.Hotel-Information)

![North Star Lodge and Resort](https://images.trvl-media.com/lodging/1000000/190000/185900/185873/0612ebf1_y.jpg)

### North Star Lodge and Resort

10/10 Excellent

"Was great"

[](https://expedia.ca/Killington-Hotels-North-Star-Lodge-And-Resort.h185873.Hotel-Information)

![The Shire Woodstock](https://images.trvl-media.com/lodging/11000000/10460000/10453700/10453651/3700fd69_y.jpg)

### The Shire Woodstock

10/10 Excellent

"Beautiful area. The ground floor room was perfect!"

[](https://expedia.ca/Woodstock-Hotels-The-Shire-Woodstock.h10453651.Hotel-Information)

![Killington Mountain Lodge, Tapestry Collection by Hilton](https://images.trvl-media.com/lodging/1000000/110000/103700/103640/403a8548_y.jpg)

### Killington Mountain Lodge, Tapestry Collection by Hilton

10/10 Excellent

"Solid accommodations. "

[](https://expedia.ca/Killington-Hotels-Killington-Mountain-Lodge.h103640.Hotel-Information)

![Sleep Woodstock Motel](https://images.trvl-media.com/lodging/10000000/9660000/9658900/9658860/7b3a7c11_y.jpg)

### Sleep Woodstock Motel

10/10 Excellent

"So much love and thoughtfulness was put into our room and common area. Comfy beds, little touches like free snacks and goodies and super clean room. It's also super dog friendly! There's also a fantastic little coffee stand walking distance. "

[](https://expedia.ca/Woodstock-Hotels-Sleep-Woodstock-Motel.h9658860.Hotel-Information)

![White River Inn and Suites](https://images.trvl-media.com/lodging/1000000/30000/28000/27933/f779e2ff_y.jpg)

### White River Inn and Suites

10/10 Excellent

"Great hotel! Beautiful area"

[](https://expedia.ca/White-River-Junction-Hotels-White-River-Inn-And-Suites.h27933.Hotel-Information)

## Find out more about Woodstock

## Woodstock Vacation Homes information

| Number of reviews | 253                |
| ----------------- | ------------------ |
| Accommodation     | 818 Vacation Homes |
| Lowest Price      | CA $130            |
| Highest Price     | CA $2,043          |

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- [Billings Farm and Museum ](https://www.expedia.ca/Billings-Farm-And-Museum-Woodstock.d6175222.Vacation-Attraction)
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- [Visit South Woodstock ](https://www.expedia.ca/South-Woodstock.dx6149659)

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