
Pet-friendly holiday rentals in West Windsor
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Top-rated pet-friendly home rentals in West Windsor
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Popular amenities for West Windsor pet-friendly home rentals
Pet-friendly house rentals

Breakaway House "B" Side: Renovated Ski Home
Beautiful relaxing property. Owners very responsive and accommodating. Great for small kids and dogs. Nice big open common area for group-lounging.

Killington Racquetball House
This was our second time staying at the racquetball house and it was just as incredible as the first. Lucked out with some great spring skiing on Friday, and checked into the Airbnb after. The house is very conveniently located to the mountain. We made full use of the court. Played racquetball, volleyball, dodgeball, kickball, pickleball, wall ball. Basically just spent all weekend playing games in the court and then relaxing in the hot tub to end the day. The living room / kitchen area is a great gathering layout. We will definitely be back.

Magic Cottage in Jamaica Vermont
Melanie’s place was terrific! It is a great comfortable place, plenty of size for the whole family. We cooked great family meals in the evening and enjoyed the board games in the house. Approximately equal distance to Stratton, Magic or Mt Snow- 25min

The Buddah House
We loved staying at Gina’s place. We had everything we needed and our stay was comfortable.

Your VT Dream House: Fireplace, Pool, Dogs
Beautiful area great amenity. Wish there was 1/2 bath downstairs. That was the only inconvenience.

Please note: we are not accepting new reservations
We had a wonderful stay at Christine's beautiful home in South Woodstock. There was a small hiccup with the entry code, but she was very responsive. The house is cozy, quiet, and very well stocked for a great stay. While some AirBnbs lack kitchen supplies, the house is well equipped to prepare food for a group. We very much enjoyed the gas fireplace and comfortable sitting areas. We hope to return sometime in the summer months. Thank you!

Nature Lover's Paradise
We always love staying here. It’s so peaceful and the sound of the brook is so relaxing! Philip responds quickly and is an excellent host!!

Green Mountain/Killington Getaway
Six of us stayed four nights in March at Paula’s place. Everything was great. Of the ones that stayed in the bunks all agreed we slept great. Usually bunks are uncomfortable but it was nice here. We aren’t small either. The house had everything we needed and was close enough to the mountain. We had two days of good snowboarding. The access road to the house isn’t great but we all made it fine with a civic, X3, and F150. We would all stay here again. Paula is a great host.
Pet-friendly home rentals with a pool

Ranch at Mendon Mt Orchards
Perfect location for skiing, and cosy home that we all enjoyed (including our pup). We appreciated the thoughtful touches provided by the host, and the apple orchard was a beautiful setting. Would definitely stay again!

Pet-Friendly, Mountainside Home | Treetop Lodge
We stayed here while visiting family in Hanover forThanksgiving. A spacious house nestled within an amazing wooded area. We had the pleasure of waking up to all the trees covered in fresh snow. All the more perfect because the house has huge windows lots of natural light. Highly recommend.

Leonard’s Log - Private Hot Tub, Fire Pit, A/C
The cabin was lovely! We went for a little weekend getaway with some friends and it is a great space for such an occasion. There is a surprising amount of space in and around the house and we didn't even use the three season porch. The hosts were also very responsive and easy to communicate with. Definitely a cute little home away from home!

SugarBear Pool, Hot Tub, 2 En Suite BRs, FirePlace
Dan & Holly are amazing hosts. They provided everything needed to make our week great. They left dining recommendations and all of the information we needed for the property. It was the perfect space for our family. The on-site amenities were great. The pool space was super clean and the staff was amazing. The property is well maintained and we had everything we needed to feel at home. We would definitely recommend this property to friends and family. Downtown Rutland was a short drive, and there was so much to see just minutes from the property. Dan & Holly are extremely responsive and truly think of everything. We had no questions and checking in and out was a breeze because they are so thorough. It was a wonderful experience from start to finish.

Wood-Burning Fireplace/Dog-Friendly/Spa Onsite/AC
Wonderful! Five of us (two different families) stayed for a week of snowboarding. It was close to the mountain and had everything we needed. The condo was clean and just as described. Some might find it small, but it had everything we needed. The hosts were responsive and helpful. Highly recommend.

A Sweet Suite! Modern. Pool. 2RM/2BA. Shuttle. 532
The place was great, clean, nice bathrooms. The oven seemed like it wouldn't go up to temperature at one point so I messaged the host and they responded right away to get the maintenance folks over. But it turned out that it was just set to Celsius and I was able to look up how to change it online (Hold down the broil button!). There were PLENTY of towels/linens which was nice.

Comfortable, relaxing large country home
Great spot for a week of skiing! Danielle was very helpful and communicative throughout

2 Bedroom Condo & Loft- POOL + Wine Bar/Cafe!
Nice place for the 6 of us and dog for a long ski weekend in March. Condo was as described. The kitchen was very clean, nothing in fridge. New fridge and new oven. The bathrooms were very clean. The beds were comfortable. The upstairs space a bit tight for 4 adults, but we managed fine. Two of the twin beds are in an open loft area, which didn’t bother us as we were all going to bed at the same time and waking early to go skiing. Just mentioning this in case you were looking for a 3rd bedroom that was fully enclosed. The Spa and Cafe/ Wine Bar were a great addition to our ski weekend activities. The host was wonderful and very responsive. We highly recommend this condo.
Private, pet-friendly home rentals

Secluded Home Minutes to Mt. Sunapee & New London
Would stay agian!

Convenient and chic private suite with 2 bedrooms!
Second time staying here and it was a pleasure once again. Very clean, comfortable bed and the place is very charming. Responsive host as well. Don’t snooze on Sheryl’s diner for a good cheap breakfast.

Updated 6BR Home 4 min to Okemo w fenced in yard!
Perfect to meet friends and ski! 3 minutes from Okema and short drive to Bromely. Responsive hosts. Cooked in useful kitchen. Would come back!

Peaceful Vermont Mountain Cottage -Pet Friendly!
The house was perfect and Nicole was a fantastic and responsive host

Green Mountain retreat: The Skyland Duplex
This is the second time we stayed at Jeffrey's place. We love the location and Jeffrey makes it easy.

Stratton, 8 min! Swimming, 2 min. Pet friendly
Kelly was very responsive and helpful. She went out of her way to get us a last minute booking and it didn’t disappoint! It was clean, well stocked and very comfortable! I will definitely book this again when its available!!!

Private Log Cabin near Quechee
We wanted to check out Halley’s log cabin as a possible place to bring our dog when we come to this area to visit our daughter and her family. The cabin itself is very pet-friendly with good-sized rooms, and the surroundings are great for a dog to explore. The cabin is on a quiet road, and when I walked each day there was very little traffic, so safe for walking a dog! We found that it was very peaceful for sleeping. When we had a couple questions, Halley was very quick to respond. As several others have mentioned, you are not far from Quechee and Woodstock and the major highways, so if you want privacy and convenience then this place fits the bill.

~~~Refreshing home near Beach and Mt. Sunapee~~~
We enjoyed our stay. House was as shown in the listing. Close to Pat’s Peak ski area.
Quick stats about holiday rentals that are pet-friendly in West Windsor
Total rentals
20 properties
Nightly prices starting at
£89 before taxes and fees
Total number of reviews
1.2K reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi
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- Okemo Mountain Resort
- Sugarbush Resort
- Stratton Mountain Resort
- Pico Mountain Ski Resort
- Magic Mountain Ski Resort
- Monadnock State Park
- Pats Peak Ski Area
- Owl's Nest Resort
- Ragged Mountain Resort
- Mount Snow Ski Resort
- Tenney Mountain Resort
- Northeast Slopes Ski Tow
- Ekwanok Country Club
- Baker Hill Golf Club
- Veterans Memorial Recreation Area Ski Hill
- Bretwood Golf Course
- Hooper Golf Course
- Dartmouth Skiway
- Dorset Field Club
- Hildene, The Lincoln Family Home
- Bromley Mountain Ski Resort
- Country Club of New Hampshire
- Santa's Land USA
- Crotched Mountain Ski and Ride