Pet-friendly holiday rentals in Weston

Find and book unique pet-friendly homes on Airbnb

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Popular amenities for Weston pet-friendly home rentals

Pet-friendly house rentals

Top guest favourite
Home in Weston
5 out of 5 average rating, 10 reviews

Modern cabin close to all mountains

DevonRating, 5 stars3 months ago
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!
Guest favourite
Home in Barnard
4.99 out of 5 average rating, 146 reviews

The Looking Glass, a modernistic escape

SandyRating, 5 stars2 weeks ago
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.
Guest favourite
Home in Jamaica
4.81 out of 5 average rating, 405 reviews

1850's VT Farmhouse on the River

MichaelRating, 5 stars8 months ago
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.
Superhost
Home in Mount Tabor
4.92 out of 5 average rating, 184 reviews

Mtn Treasures Waiting Lt/Ap Little rock pond

MichaelRating, 5 stars3 months ago
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.
Guest favourite
Home in Winhall
4.95 out of 5 average rating, 141 reviews

Summit View Ski and Golf Retreat w/hot tub & Sauna

DoxiaRating, 5 stars3 weeks ago
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!
Superhost
Home in Bridgewater
4.86 out of 5 average rating, 128 reviews

Blueberry Hill Escape | Pet Friendly | HotTub | Fi

AshleyRating, 5 stars3 weeks ago
We enjoyed our time at Chris's house. The house has everything you will need including coffee and kcups. We enjoyed the fireplace in the living room and the hot tub. The view from the hot tub was great! We didnt get to use the fire pit because it was raining the whole time but it looks like an awesome hang out area. Communication with Chris was great. We recommend a stay here and would definitely return in the future!
Guest favourite
Home in Grafton
4.94 out of 5 average rating, 120 reviews

The Grafton Chateau

EmmaRating, 5 stars3 months ago
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.
Top guest favourite
Home in West Windsor
4.98 out of 5 average rating, 202 reviews

Meadow View. 35 acres outside your door!

MattRating, 5 stars2 weeks ago
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.

Pet-friendly home rentals with a pool

Guest favourite
Tiny home in Brattleboro
4.93 out of 5 average rating, 121 reviews

“Elm” Cozy Pond-side Cabin w/wood stove

MollyRating, 5 stars3 weeks ago
Even in the rain, this was the perfect getaway! A mix of summer camp and mountain cabin vibes made it feel warm and welcoming
Guest favourite
Apartment in Killington
4.96 out of 5 average rating, 131 reviews

Dog-Friendly Mtn Escape/AC/Pool/

CarlaRating, 5 stars2 weeks ago
Great place! We enjoyed our stay so much that we extended it an extra day. Hosts made it super easy to extend.
Top guest favourite
Home in Mendon
4.89 out of 5 average rating, 247 reviews

Ranch at Mendon Mt Orchards

RobinRating, 5 stars4 weeks ago
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!
Top guest favourite
Apartment in Killington
4.99 out of 5 average rating, 101 reviews

Snowcub- AC, Pool, Hot tub, Tennis, Grill!

WesRating, 5 stars2 weeks ago
We had a wonderful stay at this Air Bnb. A lot of privacy and full access to any amenities that we needed. Everything was up to date and well put together. Our only issue was someone was walking around with a flashlight late at night, not sure if it was a security guard or whatnot but they got into our backyard and around the house so it seemed a little off. Other than that it was everything we wanted.
Guest favourite
Barn in Newfane
4.97 out of 5 average rating, 151 reviews

Beautiful rustic woods and fields retreat.

AmberRating, 5 stars3 months ago
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!
Top guest favourite
Cottage in Newfane
4.99 out of 5 average rating, 234 reviews

Cozy Vermont Antique Sugar House with Fireplace

ArielRating, 5 stars1 week ago
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.
Guest favourite
Chalet in Winhall
4.88 out of 5 average rating, 106 reviews

Vermont Chalet w/ Indoor Hot Tub 10Min to Stratton

BrandonRating, 5 stars3 months ago
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!
Superhost
Cabin in Wardsboro
4.91 out of 5 average rating, 227 reviews

Log Cabin w/ Hot Tub & Fire Pit - Stratton/Mt Snow

StevenRating, 5 stars3 months ago
Lovely house can’t wait to rebook for next snowboard trip!

Private, pet-friendly home rentals

Top guest favourite
Home in Peru
5 out of 5 average rating, 11 reviews

Highland Haus: stunning ski getaway with hot tub

AbigailRating, 5 stars3 weeks ago
The home and location are great, but the hosts are what make this place. They go above and beyond to make your stay special.
Superhost
Cabin in Cavendish
4.95 out of 5 average rating, 159 reviews

The Cozy Little Red Cabin

LaurenRating, 5 stars3 months ago
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!
Top guest favourite
Home in Weston
5 out of 5 average rating, 35 reviews

Lux Family Retreat @ Okemo/Bromley. Arcade Machine

JaneRating, 5 stars5 months ago
Idyllic location and accommodations for our family of 9 . Thoroughly enjoyed the cozy fireplace (wood provided by owners) every night and place so accessible to town and skiing. Will very much look forward to staying here again Brian was so responsive and owners , while on site, were not in our way!
Superhost
Flat in Saxtons River
4.83 out of 5 average rating, 186 reviews

Apartment on Main Street

CraigRating, 5 stars1 month ago
We have family in Springfield so staying at Whitney and Alex’s place is perfect for us. It’s spacious and comfortable. This was our second stay and we will definitely be returning.
Top guest favourite
Chalet in Jamaica
4.98 out of 5 average rating, 259 reviews

Vermont Chalet

KimRating, 5 stars1 week ago
Beautiful large A frame home in the middle of a lush forest. Everything was comfortable and felt like a well loved family vacation home (not one of those sterile investment only properties). Kitchen was incredibly well stocked and host even left a bottle of wine. Gorgeous orange newts emerged in the yard when it rained. If you’re looking for a peaceful retreat, this is a great spot. It is a bit of a drive to get anywhere, and there’s no cell service for a while in several directions, but the wifi worked great. Just download directions and maps before leaving the house.
Guest favourite
Cabin in Fort Edward
4.95 out of 5 average rating, 316 reviews

Farm Stay! - 20 min from Lake George-30 Saratoga

JennaRating, 5 stars5 days ago
Our cabin was cute and the kitchen cabin next to it made everything so spacious and nice. The shower was warm and just what we needed on a long road trip plus the bed was comfy as comfy can be.
Superhost
Cabin in Peru
4.79 out of 5 average rating, 92 reviews

The Grateful Barn

ArianeRating, 5 stars3 months ago
We had a wonderful cozy weekend with friends. Leopold’s place was private and tucked away with beautiful snowy Vermont scenery. We went skiing at Okemo (30 min drive) and then relaxed in the cozy living room. The shower was great and the bed was super comfortable. Thank you Leopold!
Guest favourite
Cabin in Wells
4.94 out of 5 average rating, 195 reviews

Gatsby's Getaway

SusanRating, 5 stars1 month ago
Just a perfect cabin for a Vermont vacation. Everything you need and more. Highly recommend this property.

Quick stats about holiday rentals that are pet-friendly in Weston

  • Total rentals

    40 properties

  • Nightly prices starting at

    $103 SGD 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

  • Wifi availability

    30 properties include access to wifi

Destinations to explore

  1. Airbnb
  2. United States
  3. Vermont
  4. Windsor County
  5. Weston
  6. Pet-friendly rentals