
Pet-friendly holiday rentals in Weston
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Top-rated pet-friendly home rentals in Weston
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Pet-friendly house rentals

The Looking Glass, a modernistic escape
Overall we very much enjoyed modern rural space. Kiss the Cow farm about 5min drive was amazing& we got most all main food there w/ additional items from Barnard General Store. Spices/ cookware were very good - we brought nonstick pans& 1 knife to supplement. Plenty bowls, measuring cups/spoons, maybe a set of tom collins glasses would be nice albeit stemless wine and rocks glasses available. Needs garlic/onion powder. Tub was amazing/ upstairs bathroom a true getaway/ relaxing space. It was as pictured albeit note spiral staircase &open grated flooring upstairs. Plenty of windows albeit not much cross breeze so think ahead if bring own fan and/or start A/C before get too warm. I would say you must have an SUV year round for this rental - surrounding roads/ driveway are a good distance on rough dirt/gravel - traversable yet a sportier car with low profile tires/ ground clearance would not work. We enjoyed simply walking driveway& East Barnard Rd. Barnard Inn restaurant worth it.

1850's VT Farmhouse on the River
We had a great experience with Erin and our stay! Erin was incredibly friendly and welcoming. She made sure to respond promptly to all our questions and requests, which really made us feel at home. Erin went above and beyond to accommodate our needs, ensuring we had everything we required for a comfortable stay. Her genuine care made our experience truly special. If you're looking for a wonderful host and a cozy place to stay, I highly recommend booking with Erin.

Mtn Treasures Waiting Lt/Ap Little rock pond
Very responsive host who went above and beyond to display hospitality. Clear instructions and let us enjoy the place in peace. Space itself was warm and inviting and perfect for a couple's weekend away.

Summit View Ski and Golf Retreat w/hot tub & Sauna
The home is gorgeous - thoughtfully decorated, cozy and clean. The location is perfect for access to Stratton and to Manchester. The host, Jason, provided very clear and helpful instructions for check-in, check-out and use of the home and is friendly and attentive. This is a wonderful place to stay!

The Grafton Chateau
The Grafton house was perfect for our multi-family with the big space, bedrooms, and bathrooms. We loved the living room area where we could all sit together for family games. The property and house are beautiful and the perfect Vermont vibes. As a skiing family, we liked the location between our favorite ski resorts. Raphael was a wonderful host in providing instructions before our arrival and helpful advice. We really enjoyed our stay at the Gafton house.

Meadow View. 35 acres outside your door!
The Meadow View apartment was clean, comfortable, private and peaceful. It had everything we needed for our long weekend in VT and is on a beautiful and quiet property. This is our 2nd time staying at Sondra and Daniel's property (previously stayed in their cabin) and would absolutely stay with them again the next time we visit Vermont.

Cozy Home in Poultney, Vermont.
The space was fantastic for our two little families with easy access to the local Slate Valley Trails. Lots of wonderful and attentive touches to make our stay homey welcoming. Hope to return again soon!

Renovated Vermont Schoolhouse – Close to Okemo
Marianne was so responsive and kind. The place is super close to Okemo. The space is probably bigger than it looks like in the photos. Super quiet secluded spot. Kitchen was nice and big for us to cook for a troop of hungry skiers. Thought this was a really nice family oriented spot. Second time we have stayed there and hope we can come back there for more ski trips!
Pet-friendly home rentals with a pool

“Elm” Cozy Pond-side Cabin w/wood stove
Even in the rain, this was the perfect getaway! A mix of summer camp and mountain cabin vibes made it feel warm and welcoming

Dog-Friendly Mtn Escape/AC/Pool/
Great place! We enjoyed our stay so much that we extended it an extra day. Hosts made it super easy to extend.

Ranch at Mendon Mt Orchards
We enjoyed our stay. we felt at home. very spacious and cozy. this house has everything you need for your stay. Very close to Rutland. The fresh baked apple pie was a bonus. It was so delicious. Everything was perfect for us! Thank you! We will definitely be back again!

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!

The Brick House on Washington Street
Great stay and was exactly what we needed for our entire family for a weekend wedding!

Beautiful rustic woods and fields retreat.
This was my third time staying on Rosalind's property, but my first time in the "retreat" unit. The space is better in person than in the photos! It's a spacious two level unit with a huge bedroom/loft type area, perfect for setting up your yoga mat! The high ceilings and large forest facing windows in the bedroom were a highlight for me. Rosalind has always been a very responsive, thoughtful, and flexible host. I can't wait to stay again!

Cozy Vermont Antique Sugar House with Fireplace
Lenore's place was very cozy. We felt right at home. We added guests (including a dog) after initially making our reservation and it was no problem with the host. Just a note, it costs a fee to add more guests on Airbnb. Overall our stay was lovely and our hosts were very nice, responsive, and welcoming. 10/10, would recommend.

Vermont Chalet w/ Indoor Hot Tub 10Min to Stratton
Peaceful, Serene location just 10 minutes from Stratton. We enjoyed the use of the new hot tub, and roomy kitchen. This space is surrounded by nature with plenty of space for you and your group. Would definitely stay here again!
Private, pet-friendly home rentals

Modern cabin close to all mountains
We had a wonderful, cozy stay here! This was a perfect place for our families and was a great space for our kids and dogs. Tom was highly responsive to our questions which is so appreciated! This home is about 25 mins from Okemo and even closer to Magic Mountain! There’s a great little grocery nearby too!

The Cozy Little Red Cabin
Marinas little red cabin was perfect for our ski trip! The WiFi is a little rough but we didn’t spend much time on our phones Bring dvd’s (the collection is solid but more the better) Perfect distance to okemo, Stowe is less than two hours so it was great! The cabin felt so cozy and felt right at home! Would def book again!

Log Cabin, King Beds & AC Near Hike/Swim/Golf/Bike
A wonderfully quaint cabin that is a perfect landing spot for a weekend getaway with all modern amenities. Will definitely stay again when in the area.

Artists Chalet minutes from Stratton Ski Resort
We had a great weekend at Joe’s place! For my son’s 12th birthday we wanted to ski all day and a cozy place to come home to- this house provided all of that! Joe was extremely responsive with a few questions we had, the place was spotless and accommodated our party of 9! A quick ride to Stratton- we’ll be back next winter!

Pond View Cabin. Off-Grid, Rustic & Dog Friendly.
Highly recommend Brian’s off grid cabin! His directions were very helpful and made navigating the generator, camp shower, and other on-site details super easy to understand and execute. His property is beautiful and peaceful. We’re already looking at our calendars for another time to visit. Our dog, Stumpy, very much enjoyed the outdoor access and pond. He didn’t want to leave!

Cottage 7min to Ski Stratton-WoodStove,Views,DogOK
We really enjoyed our stay here! The swimming hole across the road was a huge hit with our kids and we spent hours down there. Surroundings were so beautiful and the general store being nearby was helpful. The cabin was rustic and cozy. The porch hammocks were also a favorite as was a visit from the owner's friendly dog. All the amenities listed were included and everything worked great. Detailed notes and instructions throughout the cabin made using things easy and Jason was great at communicating with us. The price was amazing for everything included and we would definitely recommend!

Sunrise Cabin
Susan and Carmen's place was just as advertised. We really appreciated their flexibility on check-in and it was nice meeting Carmen to show us around. The space is very cozy and comfortable. The cabin is well equiped with all the items you need for a stay, as well as some toys that my young daughter enjoyed playing with. There was a sulfur smell with the hot water, but I know Carmen is working to resolve that and we were told the water is safe to drink. Beautiful views and close to Magic MTN and Ludlow. I'd love to stay there again.

Cozy, Pets, Coffee, B-Ball, Fire Pit, BBQ
Very nice stay. Very clean and welcoming quick responses and helpful. Instructions was very clear and overall a very nice time.
Quick stats about holiday rentals that are pet-friendly in Weston
Total rentals
40 properties
Nightly prices starting at
$133 NZD before taxes and fees
Total number of reviews
2K reviews
Family-friendly rentals
30 properties are a good fit for families
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wi-Fi availability
30 properties include access to Wi-Fi
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- Stratton Mountain
- Okemo Mountain Resort
- Monadnock State Park
- Six Flags Great Escape Lodge & Indoor Water park
- Pico Mountain Ski Resort
- Stratton Mountain Resort
- West Mountain Ski Resort
- Magic Mountain Ski Resort
- Mount Snow Ski Resort
- Berkshire East Mountain Resort
- Dartmouth Skiway
- Ragged Mountain Resort
- Lake George Expedition Park
- Fort Ticonderoga
- Dorset Field Club
- Hildene, The Lincoln Family Home
- The Shattuck Golf Club
- Autumn Mountain Winery
- Bromley Mountain Ski Resort
- Fox Run Golf Club
- Baker Hill Golf Club
- Clarksburg State Park
- Ekwanok Country Club
- Brattleboro Ski Hill