
Pet-friendly vacation rentals in Montgomery
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Top-rated pet-friendly home rentals in Montgomery
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

Hill Top Apartment With Amazing View Near Stowe
Charming one-bedroom suite high on a hill with one of the best views in the county. Very private setting on a country road. You will have the whole top floor to yourself including a bedroom, open kitchen/dining/living space, a wardrobe room, bathroom complete with 2-person jet tub and an enclosed porch. Ramble around our large property, or use as your base of operations for your Vermont Adventure. We're right in the heart of northern Vermont, a modest drive from best things to see in the area!

Hillwest Mountain View
We are close to Jay Peak and Canada including Montreal. If you like hiking, the Long Trail is close by. If you like star gazing you will love seeing the Milky Way in our backyard. Our house is good for both couples and families. We have a private hiking trail that leads down to a cool mountain stream where you can cool off. Take a dip in the nearby Hippie Hole or go fishing or canoeing in nearby lake Carmi. There are three bedrooms and a master bath with a spa tub. Wifi, fireplace and more.

Cady’s Falls Cabin
Welcome to our treehouse inspired, modern cabin overlooking The Kenfield Brook on Terrill Gorge. We are located 5 miles from Stowe and its attractions, and just a few minutes from downtown Morrrisville with all its amenities. Just upstream from the picturesque Cady’s Fall swimming hole and across the brook from the amazing Cady’s Falls bike trails, our cabin is perched atop the hillside. With its simple, minimalist design it’s easy to immerse yourselves in nature and feel at home in the trees.

Crofter's Green @ Jay Peak: Caribe Cottage
The Caribe is one of five micro-cottages at Crofter's Green - our small, thoughtfully-designed lodging property in the heart of VT. This cozy woodland retreat is just minutes from Jay Peak Ski Resort and the warm, eclectic town of Montgomery Center. this light-filled studio cottage sits at the forest's edge and offers a peaceful home base for exploring the Northeast Kingdom. It's simple, comfortable, and surrounded by nature. This unit is pet-friendly! Find us on social media! @croftersgreen

Montgomery Meadows Chalet near Jay Peak
Located on beautiful, historic Hazens Notch Road, Montgomery Center, Vermont. This “hidden gem” of a house sets back from the road in a private setting on 5 spectacular acres of cleared land, with views of Jay Peak Ski and Golf Resort. A perfect location for skiing, hiking, biking, golfing, etc. Only 15 minutes from the resort and all of the great amenities (water park, ice rink, movie theater, climbing wall, arcade). Only 3 miles from local amenities (grocery store, top rated restaurants).

Rustic Converted Barn near Jay Peak w/Pizza Oven
Located right on Main St. Montgomery Center, you’ll love our Barn because of its quaint and rustic Vermont country atmosphere. Ye Olde Barn has been lovingly renovated and updated while preserving and emphasizing its old farm charm. The Barn offers you the best value in town because of its size and its multiple living spaces. We are Vermonters and love our environment. We have installed solar panels/battery to reduce carbon footprint. We strongly encourage you to recycle while in our home.

Great Old Farmhouse near Jay Peak
Updated farmhouse built in 1860 located 8mi. from Jay Peak, in the heart of the village of Montgomery Center. There’s a bar/ restaurant & supermarket across the street but only the Trout River & forest out back. Easy access to skiing, mountain biking, hiking, and a quick walk to a great swimming hole. One of a few places locally with access to fast internet (Gigabit). The house, now solar powered, sleeps 6-8 and is spacious, well insulated, and well furnished. 8 people + 2 infants max.

Jay Peak 3 miles - ski home via Big Jay!
Best backcountry skiing in New England - mountain getaway with stunning views! • Jay Peak Resort 3 miles away! • Ski home from Jay Peak via Big Jay! • Backcountry ski 6 mountains from your door! • Tour Long Trail, Catamount Trail, Big Jay & Little Jay from here! • Backcountry guiding available (15% discount for guests!) Note: There is also an apt in the main house that sleeps 8. • Vermont Mountain Experience: guests get a 15% discount for photography, backcountry & resort guiding!

The Rustic Retreat at Twin Ponds
Take it easy and make yourself right at home in our woodsy cabin tucked away in the Cold Hollow Mountains. As you head down the drive, let your worries fade away - you’re now on cabin time. Relax in the clawfoot tub after a day of travel or prepare a home-cooked meal in the well equipped kitchen. When morning comes, enjoy your coffee while cozied up in front of the fireplace or stay in bed and take in the views. And with plenty of woods to explore, it's your perfect escape at your pace.

Birch Tree Cabin! Pets Welcome!
A cute, cozy dream tucked away in the woods of Vermont. Completely private and yet close to everything. You can feel the warmth, charm, and uniqueness of Vermont. The fenced in area will be a great playground for your 4-legged family members! Home! We are aiming to create a eco friendly and living with nature environment. Part of that is to have an edible landscape during the warm months. From fruit trees to berries to herbs it is a wonderful experience for young and old. MRT-10102198

A true Vermont get-away cabin in the woods
Badger Cottage offers a true rustic Vermont experience nestled in the woods with spectacular views and a quiet and peaceful ambiance. Once a barn, carefully reconstructed on the owners’ property, and modernized to today’s standards, this post and beam cabin is warm and cosy in winter and cool in summer. Well behaved dogs are very welcome and will enjoy the walks in the woods. Covid vaccinations are required. The owners live in an adjacent house with their very friendly Border Terrier

Cozy Jay Condo
Welcome to our Mountainside Jay condo! This cozy 525 sq foot studio has a queen murphy bed, a queen sofa bed & a gas burning fireplace. Located directly across the street from the golf course/nordic center, next to the Ice Haus & the Water Park. Walk to the tram in the morning. Great destination for a small family, couples getaway or just a place to rest your head after a long day skiing/boarding. Newly renovated bathroom. Sweet and simple. Pets welcome!
Popular amenities for Montgomery pet-friendly home rentals
Pet-friendly house rentals

Spectacular Views in Greensboro/Glover House!

Mountainside Lodge, near wedding barns/Stowe

Relaxing Craftsbury Retreat

Sunny 2BR w/ Pond + Fireplace | Walk to Stowe

SKI JAY & BOARD Lake Eden |Hot Tub|Wifi|Games|Pets

Secluded 3-bedroom log home -borders VT state park

Entire Rustic Farmhouse minutes from Jay Peak

VT Lakeside getaway on beautiful Crystal Lake.
Pet-friendly home rentals with a pool

Mountain View Farmhouse w/ Orchard, May Flowers

Maison Greenwood CITQ 172351

Cozy Chalet at Jay Peak

EPIC Stowe Getaway - Great For Families & Friends

Cute Cottage - Poolside - Minutes To Activities

Chalet Potton Cottage - spa, sauna & pool

Lodge At Spruce Peak Lux Studio | 1125

In Smuggs 5* 6 Daycations daily inc. Mtn. View!
Private, pet-friendly home rentals

Burnt Mountain: modern getaway near Jay Peak

Hydrangea House on the Hill

Boathouse Cabin on Lake Wapanacki with Sunset View

Private NEK Cabin

Cozy rustic Cottage // Close to Stowe

CH'I TERRA gîte-ressourcement between lake and river

Jay Apartment

The Cabin
When is the best time to visit Montgomery?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ1,131 | ﺩ.ﺇ1,094 | ﺩ.ﺇ992 | ﺩ.ﺇ775 | ﺩ.ﺇ786 | ﺩ.ﺇ870 | ﺩ.ﺇ775 | ﺩ.ﺇ892 | ﺩ.ﺇ819 | ﺩ.ﺇ881 | ﺩ.ﺇ885 | ﺩ.ﺇ1,036 |
| Avg. temp | -6°C | -5°C | 0°C | 8°C | 15°C | 20°C | 22°C | 21°C | 17°C | 10°C | 4°C | -2°C |
Quick stats about vacation rentals that are pet-friendly in Montgomery

Total vacation rentals
Explore 30 vacation rentals in Montgomery

Nightly prices starting at
Montgomery vacation rentals start at ﺩ.ﺇ404 per night before taxes and fees

Verified guest reviews
Over 2,910 verified reviews to help you choose

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

Rentals with dedicated workspaces
10 properties have a dedicated workspace

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

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

4.9 Average rating
Montgomery stays are highly rated by guests—averaging 4.9 out of 5!
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- Pet-friendly rentals Vermont
- Pet-friendly rentals United States
- Jay Peak Resort
- Owl's Head
- Mont Sutton Ski Resort
- Ski Bromont
- Zoo de Granby
- Bolton Valley Resort
- Jay Peak
- Stowe Mountain Resort
- Jay Peak Resort Golf Course
- Pump House Indoor Waterpark
- University of Vermont
- ECHO, Leahy Center for Lake Champlain
- Shelburne Museum
- Spa Bolton
- Shelburne Vineyard
- Snow Farm Vineyard & Winery
- Waterfront Park
- Parc Jacques-Cartier
- Elmore State Park
- Kingdom Trails
- Bleu Lavande
- Mont-Orford National Park
- Marais de la Rivière aux Cerises
- Cold Hollow Cider Mill





