
Pet-friendly vacation rentals in Weston
Find and book unique pet-friendly homes on Airbnb
Quick stats about vacation rentals that are pet-friendly in Weston

Total vacation rentals
Explore 30 vacation rentals in Weston

Nightly prices starting at
Weston vacation rentals start at ﺩ.ﺇ 441 per night before taxes and fees

Verified guest reviews
Over 1,990 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
30 of Weston vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Weston rentals

4.8 Average rating
Weston stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated pet-friendly home rentals in Weston
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

Reillys Rest -GreenMtns! Secluded-Pet-Kid friendly
Reilly's Rest is a private home located on its own 6 acres in a prime location to SKI, HIKE, FISH, SWIM, KAYAK, WALK, + RELAX in the Green Mtns! 11/19 New floors-windows-appliances! The home is just 7 miles to Magic, 10-Bromley, 15-Stratton , and under 20 to both Okemo & Manchester. Reilly's Rest provides a peaceful + cozy stay on 6 acres with Mtn. views. Our Vermont contemporary-style home is sure to impress with warm wood interiors and an upstairs with open floor plan and beautiful views!

Spacious King Spa Suite Weston Hills
Spacious 750 sqft guest suite king bed, table & chairs, kitchenette & sitting area & large, private spa bathroom featuring walk through mosaic shower area 4 shower heads, jets, wands & two person roman jacuzzi tub featuring aroma & chroma therapy & heated back rests. Ensuite bidet, elongated toilet & urinal. Pull-out sofa & comfy king bed with views from 5 glass doors to private deck. Xfinity high speed Internet and streaming TV. Private entrance from deck or shared entrance via front door.

Summit View Cottage:Ski | Hot tub|Fireplace3bd 2ba
Summit view cottage boasts 3 acres in the beautiful green mountains, we are 1,700 feet up in elevation . At this brand newly built PET FRIENDLY cabin you will have 3 bedrooms and 2 full bathrooms, which will sleep 7 comfortably. We have a brand new 6 person HOT TUB! You will find yourself within 15 minutes to the world famous Stratton mtn, 15 minutes from Bromley mtn and a close 4 minutes to the local Magic mtn.Very close proximity to the town of Manchester, which has great shops and restaurants

Fat Cat Barn - Close Okemo & Magic, Vermont
Welcome to Fat Cat Barn! This is an incredibly unique, family oriented 1850's Mennonite built Post & Beam barn on 10+ acres in the pastoral hills of Andover, VT. We are wedged between the wonderful villages of Weston, Ludlow & Chester. Just 15 minutes from Okemo and Magic ski mountains with Stratton, Bromley & Killington all within 40 minutes. This is a wonderful four season property with plenty of options for fun right outside our door step. The Stratton mountain views and sunsets are stunning

Kloki - River Lovers Treehouse - sauna & hot tub!
Guest Favorite #1 Treehouse!! "Kloki” for Lil’ Clock!! This VERY romantic treehouse is perched high over a stream in a HUGE field of rolling hills. Kloki got its name from the round windows we saved from a church that look like Cupid's clocks! Hot tub, sauna & Stratton mnt views from the porch. Few min to Magic, Bromley, Stratton. Ski/walk/snowshoe our groomed trails! We sit on 100 acres of hills & woods! Wake up to a birdwatchers dream!Birds chirping and deer munching in the feild! Fast WiFi 🐣

10 min from Stratton! Log Cabin w/ Beautiful Views
Spectacular views of Stratton Mountain! This cozy log cabin is set on 10 acres of land offering a quiet year round Vermont getaway. The home offers 3 bedrooms (all with mountain views), 2 baths and comfortably sleeps 7. Located 10-15 minutes from skiing (Stratton, Bromley and Magic), 25 minutes from shopping and dining in Manchester, and ½ mile from Gale Meadows Pond for hiking and water activities in the summer. If you’re looking for the ultimate Vermont experience, you’ve found your spot!

Mapleside Escape: Sugar/Ski/Green Mountains
Your Mapleside Rustic Retreat awaits! This gem is nestled amidst the picturesque landscapes of southern Vermont and only a 12 minute drive to Okemo/Jackson Gore, 35 minutes to Killington/Pico. If the season is right it offers the unique opportunity to see some pure VT maple syrup being made! Skiing, snowboarding, hiking and mountain biking trails await, making this spot an ideal base for year-round fun. Come explore nearby towns which offer charming shops, dining, and cultural experiences.

The Owl’s Nest in Landgrove
Our recently renovated cabin is the perfect escape during any season! Located within minutes of Bromley, Magic, and Stratton, Wild Wings, and Viking. Also nestled in an amazing network of hiking, biking and ski trails. Guests will never be more than a few minutes away from outdoor adventure. With two bedrooms and one bonus loft, guests can enjoy the comforts of our cozy cabin, including a full kitchen, bathroom, outdoor shower, HOT TUB, fire pit, WiFi and FREE EV CHARGING. @owlsnestvt

Luxury “Tiny” House With Sauna (Timbery)
The Timbery: This is a new, fully handmade, timber frame "tiny" house featuring a custom Norwegian Sauna. The house is nestled in the forest, accessible by foot. With 17 vertical ft. of floor to ceiling windows, this property represents a unique experience to fully immerse yourself into nature. It is like lying down in a tent on the forest floor, except instead of wet sleeping bags and dirty hair, you enjoy a queen sized bed, in home theater, full kitchen, sauna and 71in soaking tub.

Charming Chester Farmhouse Near VT Slopes
Unplug at our spacious 4-bed Chester farmhouse, a four-season retreat minutes from Okemo, Magic & Bromley. Highlights: *Chef’s kitchen & coffee bar *Fast Wi-Fi, dedicated workspace & Smart TV *Spacious backyard for dining & stargazing *Easy 10–20 min to skiing, hiking & local towns *Pet-friendly, family-ready Spend your days hiking, swimming, leaf peeping, or exploring nearby towns. In winter, hit the slopes, then gather for games and a movie. Book your Vermont getaway today!

Private Cabin/PetsOK/AC/Minutes to Okemo/Fast Wifi
Enjoy the beauty of Vermont at our private cabin. Situated on acres of woods next to a small creek, the cabin is 15 minutes to Okemo Mountain, the Appalachian Trail and scenic Vermont towns for dining and shopping. With a queen bed loft, a double bed bedroom and a pull out sofa, the cabin sleeps up to 4 people. The kitchen is nicely equipped and there is a charcoal grill outside. High speed fiber optic internet will keep you connected. Max 2 pets allowed.

Modern 3-bedroom A-frame in Londonderry w/ Pond
This 1970s A-Frame has been newly renovated and is ready to host guests. This home is located on a 2.6 acre property complete with a swimmable pond , outdoor firepit (snow dependent) and dining al fresco. It's located only a few minutes away from amenities such as Londonderry Market, Pingree Park, Lowell Lake and several restaurants. For skiing, this home is in proximity to Magic (8min), Bromley (9min), Okemo (25 min) and Stratton (20 min).
Popular amenities for Weston pet-friendly home rentals
Pet-friendly house rentals

Wild Blossom Farmhouse - a lovely family getaway

Spacious Loft with View

Comfortable farmhouse with stunning views

VT Cabin sitting above the West River and Village

Meadow View. 35 acres outside your door!

Renovated Vermont Schoolhouse – Close to Okemo

Cape Cod Home in Woodstock, Pet-Friendly & Wooded

Custom cabin on Mt Ascutney, with faraway views
Pet-friendly home rentals with a pool

Cozy Vermont Antique Sugar House with Fireplace

Moon Valley Country Retreat no clean fee pets yes

Beautiful rustic woods and fields retreat.

Log Cabin Near Stratton/Mt Snow

Mt Snow Chalet: Peaceful Escape w/Hot Tub

AC | Dog-Friendly | Bike, Hike & Relax

Vermont Horse Farm

FirBear- AC, Pool, Hot Tub, Sauna, Tennis, Gym
Private, pet-friendly home rentals

Modern Okemo Smart Cabin - As Seen On DIY Channel

Designer Chalet w/ Mountain Views close to it all

The Chal-A-Frame Vermont

Copper Hill House - VT getaway near Ludlow & Okemo

Adorable Suite Near Okemo

Boulder House - Extraordinary Luxury in the Woods!

Love Shack Yurt on Star Lake (100% off grid)

Stratton Chalet | Barrel Sauna, Hot Tub & Views
When is the best time to visit Weston?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 1,396 | ﺩ.ﺇ 1,491 | ﺩ.ﺇ 1,377 | ﺩ.ﺇ 1,135 | ﺩ.ﺇ 1,142 | ﺩ.ﺇ 1,127 | ﺩ.ﺇ 1,061 | ﺩ.ﺇ 1,124 | ﺩ.ﺇ 1,047 | ﺩ.ﺇ 1,102 | ﺩ.ﺇ 1,230 | ﺩ.ﺇ 1,296 |
| Avg. temp | -5°C | -4°C | 1°C | 8°C | 14°C | 18°C | 21°C | 20°C | 16°C | 9°C | 4°C | -2°C |
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- Lake George
- Okemo Mountain Resort
- Stratton Mountain
- Berkshire East Mountain Resort
- Monadnock State Park
- Magic Mountain Ski Resort
- Stratton Mountain Resort
- Pico Mountain Ski Resort
- Dartmouth College
- West Mountain Ski Resort
- Fort Ticonderoga
- Ragged Mountain Resort
- Hildene, The Lincoln Family Home
- Killington Resort
- Mount Monadnock
- Bromley Mountain Ski Resort
- Emerald Lake State Park
- Montshire Museum of Science
- Massachusetts Museum of Contemporary Art
- Mount Sunapee Resort
- Trout Lake
- Mount Greylock
- Camp Plymouth State Park
- Quechee Gorge





