Title: Woodstock Vacation Home Rentals from CA $131: Search Top Private Vacation Homes for Rent | Expedia.ca

 

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# Woodstock Vacation Rentals

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## Check prices for these dates

Next weekend

[Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=10868&startDate=2025-12-05&endDate=2025-12-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=10868&startDate=2025-12-12&endDate=2025-12-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In one month

[Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=10868&startDate=2025-12-26&endDate=2025-12-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=10868&startDate=2026-01-23&endDate=2026-01-25&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Browse Select 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)

![Smart TV, fireplace, books, smart speakers](https://images.trvl-media.com/lodging/49000000/48670000/48666200/48666141/032adde9.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)

![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

Woodstock

10/10

Exceptional

(29)

"Excellent accommodations! One of the best VRBO’s I’ve ever stayed in. There were 5 women traveling together for a long weekend and Carmen’s place was just the ticket with our own bedrooms and en suite bathrooms. We had the entire place to ourselves and felt very spoiled."

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

kelly f.

CA $1,264

CA $2,045 total

includes taxes & fees

Dec 3 - Dec 4

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

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

![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/cdf61965.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)

### Off Grid Glamping Shed with River Access

Randolph

10/10

Exceptional

(1)

CA $82

CA $131 total

includes taxes & fees

Dec 1 - Dec 2

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

![Interior](https://images.trvl-media.com/lodging/99000000/98550000/98541400/98541375/bb2d115e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/99000000/98550000/98541400/98541375/cba45686.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/99000000/98550000/98541400/98541375/26f9bcd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/99000000/98550000/98541400/98541375/154d7e92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming Cavendish Guesthouse

Cavendish

9.8/10

Exceptional

(7)

"Just as described with Everything we needed. Very comfy and roomy. Loved the private feeling and backyard. Would highly recommend to anyone wanting to stay in this area of Vermont."

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

deborah m.

CA $220

CA $387 total

includes taxes & fees

Dec 1 - Dec 2

[](https://www.expedia.ca/Cavendish-Hotels-Cozy-Cavendish-Bunk-Minutes-To-Okemo.h98541375.Hotel-Information)

![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)

![Interior](https://images.trvl-media.com/lodging/101000000/100510000/100501900/100501897/adb899cb.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)

![Exterior](https://images.trvl-media.com/lodging/101000000/100510000/100501900/100501897/acc10e06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Killington

10/10

Exceptional

(1)

"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 $121

CA $391 total

includes taxes & fees

Dec 2 - Dec 3

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

![Interior](https://images.trvl-media.com/lodging/102000000/101900000/101896400/101896361/c608900c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/102000000/101900000/101896400/101896361/02239b09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/102000000/101900000/101896400/101896361/2ae69100.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/102000000/101900000/101896400/101896361/72fbe6d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Dorothy-10 minutes from Okemo- freshly renovated

Cavendish

9.6/10

Exceptional

(4)

"We had an enjoyable stay! Our hosts were very communicative and thought of the details for our stay!"

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

Maya T.

CA $214

CA $407 total

includes taxes & fees

Dec 1 - Dec 2

[](https://www.expedia.ca/Cavendish-Hotels-The-Dorothy-Fun-And-Funky-10-Minutes-From-Okemo.h101896361.Hotel-Information)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/112000000/111740000/111730900/111730814/6dfb1273.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/112000000/111740000/111730900/111730814/6b7bc06b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/112000000/111740000/111730900/111730814/7eba8de4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/112000000/111740000/111730900/111730814/397958ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming Lakefront Cottage on Lake Mascoma

Enfield

10/10

Exceptional

(19)

"This is a beautiful lake house and it is super clean and the space is lovely and inviting. Lots to do in Hanover and surrounding Vermont towns - would absolutely stay with this host again!"

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

Dian G.

CA $384

CA $817 total

includes taxes & fees

Dec 2 - Dec 3

[](https://www.expedia.ca/Enfield-Hotels-Charming-Lakefront-Cottage-On-Lake-Mascoma.h111730814.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119100000/119097900/119097860/ea91e459.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119100000/119097900/119097860/a40db391.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)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/120000000/119100000/119097900/119097860/d8ed7a65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxury Condo Tucked in the Heart of Killington

Killington

8.0/10

Very good

(1)

"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 $166

CA $457 total

includes taxes & fees

Dec 1 - Dec 2

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

![Exterior](https://images.trvl-media.com/lodging/52000000/51290000/51280800/51280745/2ae285d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/52000000/51290000/51280800/51280745/13bcf3e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/52000000/51290000/51280800/51280745/a738fd45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/52000000/51290000/51280800/51280745/fb1b77a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious country home, beautiful sunsets, 40 acres

Tunbridge

9.8/10

Exceptional

(43)

"The accommodations were great with plenty of room. We all wanted to lay on the living room couches because they were so comfortable! The property was nice and peaceful with lots of flowers, bushes and trees to observe."

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

Karen P.

CA $168

CA $653 total

includes taxes & fees

Dec 1 - Dec 2

[](https://www.expedia.ca/Spacious-Country-Home.h51280745.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/64000000/63950000/63942500/63942414/815e1d11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/64000000/63950000/63942500/63942414/5ad0db17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/64000000/63950000/63942500/63942414/af77614e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, table tennis, offices](https://images.trvl-media.com/lodging/64000000/63950000/63942500/63942414/0ede4bdc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beautiful home offering privacy on 7 acres with private pond

West Windsor

10/10

Exceptional

(30)

"Very relaxing house, we all enjoyed the fireplaces and pellet stove and the well-equipped kitchen allowed us to cook beautiful meals. The property is gorgeous and neighbors are far away. This was the perfect place for a friends reunion/ski trip!"

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

Roy S.

CA $284

CA $680 total

includes taxes & fees

Dec 1 - Dec 2

[](https://www.expedia.ca/Windsor-Hotels-Beautiful-Home-Offering-Privacy-On-7-Acres-With-Private-Pond.h63942414.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90700000/90693000/90692944/dca968f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/91000000/90700000/90693000/90692944/f1219ef1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/91000000/90700000/90693000/90692944/w2556h1707x4y0-225c2e94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/91000000/90700000/90693000/90692944/w2556h1710x4y0-fddf9aa8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mountain Stay | Skiing | Hiking | Sleeps 8

Bridgewater

9.6/10

Exceptional

(7)

"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 $266

CA $755 total

includes taxes & fees

Dec 1 - Dec 2

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

![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)

![Outdoor spa tub](https://images.trvl-media.com/lodging/79000000/78350000/78342500/78342432/451a851c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/79000000/78350000/78342500/78342432/c2857528.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/79000000/78350000/78342500/78342432/244b8f71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Blueberry Hill Escape | Pet Friendly | HotTub | Fire pit

Bridgewater

9.6/10

Exceptional

(17)

"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 $240

CA $755 total

includes taxes & fees

Dec 1 - Dec 2

[](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/42000000/41900000/41897300/41897267/9d83dbe7.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/a60117a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/42000000/41900000/41897300/41897267/5bc006b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

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

Mt Holly

9.8/10

Exceptional

(36)

"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 $189

CA $683 total

includes taxes & fees

Dec 1 - Dec 2

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

![Indoor pool, a heated pool](https://images.trvl-media.com/lodging/101000000/100830000/100822600/100822513/3523e734.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/101000000/100830000/100822600/100822513/0bf9adcf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100830000/100822600/100822513/6c93e544.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/101000000/100830000/100822600/100822513/436afeca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Bearmont- Pool, HotTub, Fireplace

The Woods

10/10

Exceptional

(6)

"Great location and a great place. Felt right at home"

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

Tyler B.

CA $159

CA $666 total

includes taxes & fees

Dec 1 - Dec 2

[](https://www.expedia.ca/Killington-Hotels-Bearmont-Pool.h100822513.Hotel-Information)

![Golf](https://images.trvl-media.com/lodging/102000000/101250000/101243900/101243826/c685e8e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/102000000/101250000/101243900/101243826/7f264063.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/102000000/101250000/101243900/101243826/400bb017.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, video games, books](https://images.trvl-media.com/lodging/102000000/101250000/101243900/101243826/2dd85cca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### TheGrizz! Shuttle on/off!

Killington

10/10

Exceptional

(4)

"Place was overall great and just as advertised. Beds were awesome including the Murphy bed. Thanks for a wonderful weekend! I would definitely stay again. "

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

Angela S.

CA $148

CA $606 total

includes taxes & fees

Dec 2 - Dec 3

[](https://www.expedia.ca/Killington-Hotels-TheGrizz-Bike-And-Ski-Shuttle-On-Off-By-Golf.h101243826.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/112000000/111420000/111411200/111411190/5e2fb8ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/112000000/111420000/111411200/111411190/d6f36570.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/112000000/111420000/111411200/111411190/90789a76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/112000000/111420000/111411200/111411190/5200e83b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Peaceful oasis, stunning views, less than 10 mins from Woodstock Village

Pomfret

10/10

Exceptional

(4)

"Enjoyed the cleanliness and the convenience of being close to Woodstock, and not too far from Stowe."

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

Dee Dee H.

CA $210

CA $531 total

includes taxes & fees

Dec 11 - Dec 12

[](https://www.expedia.ca/South-Pomfret-Hotels-Peaceful-Oasis.h111411190.Hotel-Information)

![Spa](https://images.trvl-media.com/lodging/123000000/122620000/122614400/122614350/1de03145.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/123000000/122620000/122614400/122614350/8df0ea25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor spa tub](https://images.trvl-media.com/lodging/123000000/122620000/122614400/122614350/704d715e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/123000000/122620000/122614400/122614350/5b5873b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Mendon

10/10

Exceptional

(1)

"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 $256

CA $677 total

includes taxes & fees

Dec 1 - Dec 2

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/23000000/22870000/22865900/22865847/ba958cd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/23000000/22870000/22865900/22865847/c6fd9a81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/23000000/22870000/22865900/22865847/20e76b9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/23000000/22870000/22865900/22865847/2cf1934c.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

Ludlow

9.8/10

Exceptional

(103)

"A lovely time enjoying the off-season in a ski town. "

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

Ed C.

CA $281

CA $587 total

includes taxes & fees

Dec 2 - Dec 3

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

![Interior](https://images.trvl-media.com/lodging/79000000/78700000/78697400/78697338/5be3dba0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/79000000/78700000/78697400/78697338/ec852335.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/79000000/78700000/78697400/78697338/acbc6411.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/79000000/78700000/78697400/78697338/02df29f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### MT Holly Ski/lake house hideaway(Avail. Daily, weekends & seasonally Dec-April)

Mount Holly

9.8/10

Exceptional

(20)

"Everything was as expected. Very clean, great location. Would stay again!"

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

Jenna K.

CA $376

CA $742 total

includes taxes & fees

Dec 1 - Dec 2

[](https://www.expedia.ca/Mount-Holly-Hotels-Skilake-House-Hideaway.h78697338.Hotel-Information)

![Outdoor spa tub](https://images.trvl-media.com/lodging/107000000/106830000/106824800/106824711/d2f2af8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106830000/106824800/106824711/485a7a17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, music library, video library, stereo](https://images.trvl-media.com/lodging/107000000/106830000/106824800/106824711/53266c7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106830000/106824800/106824711/180f01fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Whitetail Chalet at Killington: 4BR/2BA

Killington

10/10

Exceptional

(2)

"A beautiful property which is very well equipped and really well kept. Great communication and wish we could have stayed longer. "

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

John P.

CA $269

CA $946 total

includes taxes & fees

Dec 1 - Dec 2

[](https://www.expedia.ca/Killington-Hotels-Whitetail-Chalet-At-Killington-4BR2BA.h106824711.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/113000000/112840000/112840000/112839912/05c88f21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/113000000/112840000/112840000/112839912/57c9d5ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/113000000/112840000/112840000/112839912/8ee81541.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/Woodstock

Stockbridge

10/10

Exceptional

(2)

"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 $253

CA $904 total

includes taxes & fees

Dec 1 - Dec 2

[](https://www.expedia.ca/Stockbridge-Hotels-Ski-Home-Mountain-Views-Near-KillingtonWoodstock.h112839912.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=2025-12-14&endDate=2025-12-15&regionId=10868&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh)

## 

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## Find vacation rentals that suit your style

Cabins

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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=2026-02-28&d1=2026-02-28&endDate=2026-03-03&d2=2026-03-03&lodging=APART_HOTEL)

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=2026-02-28&d1=2026-02-28&endDate=2026-03-03&d2=2026-03-03&lodging=CONDO)

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=2026-02-28&d1=2026-02-28&endDate=2026-03-03&d2=2026-03-03&lodging=APARTMENT)

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=2026-02-28&d1=2026-02-28&endDate=2026-03-03&d2=2026-03-03&lodging=VACATION_HOME)

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=2026-02-28&d1=2026-02-28&endDate=2026-03-03&d2=2026-03-03&lodging=COTTAGE)

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=2026-02-28&d1=2026-02-28&endDate=2026-03-03&d2=2026-03-03&lodging=CHALET)

Villas

[](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=2026-02-28&d1=2026-02-28&endDate=2026-03-03&d2=2026-03-03&lodging=VILLA)

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## Top Woodstock Hotel Reviews

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

### Align Inn Vermont

10/10 Excellent

"The most beautiful scenic views!"

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

![Hilton Garden Inn Hanover Lebanon](https://images.trvl-media.com/lodging/22000000/21500000/21490500/21490448/0ffc6821_y.jpg)

### Hilton Garden Inn Hanover Lebanon

10/10 Excellent

"Good Location, Clean room"

[](https://expedia.ca/Lebanon-Hotels-Hilton-Garden-Inn-HanoverLebanon.h21490448.Hotel-Information)

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

### The Jackson

10/10 Excellent

"Fabulous "

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

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

### Sleep Woodstock Motel

10/10 Excellent

"The room was very modern and clean with all the amenities. And very well planned for convenience. "

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

![Super 8 by Wyndham White River Junction](https://images.trvl-media.com/lodging/1000000/900000/897900/897894/bbecedb2_y.jpg)

### Super 8 by Wyndham White River Junction

10/10 Excellent

"The staff was outstanding as usual! The desk man was wide awake and professional even when we left to head back to Virginia at 1 a.m. He was friendly, cordial, and helpful!!🙂🙂"

[](https://expedia.ca/White-River-Junction-Hotels-Super-8-By-Wyndham-White-River-Junction.h897894.Hotel-Information)

![The Vesper ](https://images.trvl-media.com/lodging/104000000/103420000/103415500/103415437/ae1d5a64_y.jpg)

### The Vesper

10/10 Excellent

"Wonderful spot right in town for a weekend getaway! Room was gorgeous and the owners are super friendly!"

[](https://expedia.ca/Woodstock-Hotels-The-Vesper.h103415437.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

"The front desk staff are patient and enthusiastic."

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

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

### The Shire Woodstock

10/10 Excellent

"Clean good service and location "

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

![Comfort Inn Rutland - Killington](https://images.trvl-media.com/lodging/1000000/10000/4700/4621/15d4fef0_y.jpg)

### Comfort Inn Rutland - Killington

10/10 Excellent

"The breakfast menu was a highlight. It was very exciting to see that there were waffle makers. Parking definitely felt safe, but it was not very easy. The room was clean. The staff was super friendly and helpful. There are snacks in the lobby. They have bubblers for regular water and lemon water which was extremely helpful and tasty."

[](https://expedia.ca/Rutland-Hotels-Comfort-Inn-Trolley-Square.h4621.Hotel-Information)

## Find out more about Woodstock

## Woodstock Vacation Homes information

| Number of reviews | 255 |
| --- | --- |
| Accommodation | 818 Vacation Homes |
| Lowest Price | CA $131 |
| Highest Price | CA $2,045 |

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-   [Boutique Hotels in South Woodstock](https://www.expedia.ca/South-Woodstock-Hotels-Boutique-Hotel.0-0-d6149659-tBoutiqueHotel.Travel-Guide-Filter-Hotels)
-   [Hotels with a Pool in South Woodstock](https://www.expedia.ca/South-Woodstock-Hotels-Hotel-With-Pool.0-0-d6149659-tHotelwithPool.Travel-Guide-Filter-Hotels)
-   [Luxury Hotels in South Woodstock](https://www.expedia.ca/South-Woodstock-Hotels-Luxury-Hotel.0-0-d6149659-tLuxuryHotel.Travel-Guide-Filter-Hotels)
-   [Pet-Friendly Hotels in South Woodstock](https://www.expedia.ca/South-Woodstock-Hotels-Pet-Friendly-Hotel.0-0-d6149659-tPetfriendlyHotel.Travel-Guide-Filter-Hotels)
-   [South Woodstock Hotels](https://www.expedia.ca/South-Woodstock-Hotels.d6149659.Travel-Guide-Hotels)
-   [Treehouses in South Woodstock](https://www.expedia.ca/South-Woodstock-Treehouses.d6149659-aaTreehouses.Travel-Guide-Accommodation)
-   [Hotels near Sugarbush Farm](https://www.expedia.ca/Sugarbush-Farm-Hotels.0-l6329602-0.Travel-Guide-Filter-Hotels)
-   [Cheap Hotels in Taftsville](https://www.expedia.ca/Taftsville-Hotels-Cheap-Hotels.0-0-d3000459757-tCheapHotels.Travel-Guide-Filter-Hotels)
-   [Taftsville Hotels](https://www.expedia.ca/Taftsville-Hotels.d3000459757.Travel-Guide-Hotels)
-   [West Hartford Hotels](https://www.expedia.ca/West-Hartford-Hotels.d3000459784.Travel-Guide-Hotels)
-   [Adults Only Resorts & in West Woodstock](https://www.expedia.ca/West-Woodstock-Woodstock-Hotels-Adults-Only-Resorts.0-n6288222-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels)
-   [Cheap Hotels in West Woodstock](https://www.expedia.ca/West-Woodstock-Woodstock-Hotels-Cheap-Hotels.0-n6288222-0-tCheapHotels.Travel-Guide-Filter-Hotels)
-   [Hotels with Hot Tubs in West Woodstock](https://www.expedia.ca/West-Woodstock-Woodstock-Hotels-Hotels-With-Hot-Tubs.0-n6288222-0-tHotelsWithHotTubs.Travel-Guide-Filter-Hotels)
-   [Hotels with Waterslides in West Woodstock](https://www.expedia.ca/West-Woodstock-Woodstock-Hotels-Hotels-With-Waterslides.0-n6288222-0-tHotelswithWaterslides.Travel-Guide-Filter-Hotels)
-   [Pet-Friendly Hotels in West Woodstock](https://www.expedia.ca/West-Woodstock-Woodstock-Hotels-Pet-Friendly-Hotel.0-n6288222-0-tPetfriendlyHotel.Travel-Guide-Filter-Hotels)
-   [Romantic Hotels in West Woodstock](https://www.expedia.ca/West-Woodstock-Woodstock-Hotels-Romantic-Hotel.0-n6288222-0-tRomanticHotel.Travel-Guide-Filter-Hotels)
-   [Spa Hotels in West Woodstock](https://www.expedia.ca/West-Woodstock-Woodstock-Hotels-Spa-Hotel.0-n6288222-0-tSpaHotel.Travel-Guide-Filter-Hotels)
-   [Waterpark Hotels in West Woodstock](https://www.expedia.ca/West-Woodstock-Woodstock-Hotels-Waterpark-Hotels.0-n6288222-0-tWaterparkHotels.Travel-Guide-Filter-Hotels)
-   [West Woodstock Hotels](https://www.expedia.ca/West-Woodstock-Woodstock-Hotels.0-n6288222-0.Travel-Guide-Filter-Hotels)
-   [Farmstay in Windsor County](https://www.expedia.ca/Windsor-County-Agritourism.d553248635976432508-aaAgritourism.Travel-Guide-Accommodation)
-   [B&B in Windsor County](https://www.expedia.ca/Windsor-County-Bed-And-Breakfast.d553248635976432508-aaBedAndBreakfast.Travel-Guide-Accommodation)
-   [Chalets in Windsor County](https://www.expedia.ca/Windsor-County-Chalets.d553248635976432508-aaChalets.Travel-Guide-Accommodation)
-   [Guest Houses in Windsor County](https://www.expedia.ca/Windsor-County-Guest-Houses.d553248635976432508-aaGuestHouses.Travel-Guide-Accommodation)
-   [Inns in Windsor County](https://www.expedia.ca/Windsor-County-Inns.d553248635976432508-aaInns.Travel-Guide-Accommodation)
-   [Lodges in Windsor County](https://www.expedia.ca/Windsor-County-Lodges.d553248635976432508-aaLodges.Travel-Guide-Accommodation)
-   [Resorts in Windsor County](https://www.expedia.ca/Windsor-County-Resort-Hotels.d553248635976432508-aaResortHotels.Travel-Guide-Accommodation)
-   [Treehouses in Windsor County](https://www.expedia.ca/Windsor-County-Treehouses.d553248635976432508-aaTreehouses.Travel-Guide-Accommodation)
-   [Hotels near Woodstock Country Club](https://www.expedia.ca/Woodstock-Country-Club-Hotels.0-l6329607-0.Travel-Guide-Filter-Hotels)

-   [Flights to Hartford](https://www.expedia.ca/Cheap-Flights-To-Hartford.d3000459649.Travel-Guide-Flights)
-   [Flights to Quechee](https://www.expedia.ca/Cheap-Flights-To-Quechee.d9580.Travel-Guide-Flights)

-   [Billings Farm and Museum](https://www.expedia.ca/Billings-Farm-And-Museum-Woodstock.d6175222.Vacation-Attraction)
-   [Quechee Gorge Bridge](https://www.expedia.ca/Quechee-Gorge-Bridge-White-River-Junction.d6139298.Vacation-Attraction)
-   [Quechee Ski Hill](https://www.expedia.ca/Quechee-Ski-Hill-White-River-Junction.d6175207.Vacation-Attraction)
-   [Visit Quechee](https://www.expedia.ca/Quechee.dx9580)
-   [Visit South Woodstock](https://www.expedia.ca/South-Woodstock.dx6149659)

-   [Avis Rental Cars in Hartland](https://www.expedia.ca/Avis-Car-Rentals-In-Hartland.d6052375-c41.Car-Rental-Guide-Suppliers)
-   [Car rentals near Red Wagon Toy Company](https://www.expedia.ca/Car-Rentals-In-Red-Wagon-Toy-Company.d553248621532667633.Car-Rental-Guide)

-   [Quechee Vacation Rentals](https://www.expedia.ca/Quechee-Vacation-Rentals.d9580.Travel-Guide-VacationRentals)

-   [Book Vacation Homes in Woodstock on Expedia.com](https://www.expedia.com/Woodstock-Private-Vacation-Homes.d10868-aaPrivateVacationHomes.Travel-Guide-Accommodation)