
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.

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 simply stay in bed and admire the view. With plenty of land to explore, a hike is always welcome. The choice is yours!

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.

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 to help reduce our carbon footprint. We strongly encourage you to recycle while in our home.

200 acre Stowe area Bunkhouse.
Hello and welcome to our Red Road Farm 'Bunkhouse' -- We're so happy to host you! Sitting on our 200 acre estate this authentic barn offers our guests a chance to relax in the beautiful rolling hills of Vermont. Access the vast majority of our historic Stowe area land -- from our apple orchards to our extensive walking paths in fields and woodland. We hope that you can experience such fun and quiet time in our cozy, western-style bunk room. Located only a 10 minute drive from downtown Stowe.

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).

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 Original Montgomery Lodge - Tried and True!
We are The Montgomery Lodge and we've been doing it right since 2008. That's 15 years of clean, affordable ski (and summer) lodging. Compare us to other area vacation rentals and you'll see that we cannot be beat. Located on Main Street in beautiful Montgomery Center -- the heart of the Jay Peak Region and gateway to VT's North East Kingdom! Walk to shops, grocery, bars, restaurants, spas and enjoy a rare, genuine, non-commercial ski-town experience that will beg your return.

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

The Cottage on Sterling Brook
Escape and relax in the peaceful atmosphere of Sterling Brook. 🍁 Comfortable & cozy interior leads onto a wrap-around deck right on the banks of Sterling Brook, beautiful in every season. 🍁 Keep an eye out for the local otters playing in the brook while drinking your morning coffee. 🍁 This serene hideaway offers a peaceful retreat in nature, leaving you rested and recharged. Conveniently located on the outskirts of Stowe. Sleeps 3. Dog-friendly with approval. 🍁🦦🍁

Crofter's Green @ Jay Peak: Adobe Cottage
The Adobe is one of five micro-cottages at Crofter's Green - our small, thoughtfully-designed lodging property in the heart of Vermont. This cozy woodland retreat is just minutes from Jay Peak Ski Resort and the warm, eclectic town of Montgomery Center. this bright 2-story 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. Find us on social media! @croftersgreen
Popular amenities for Montgomery pet-friendly home rentals
Pet-friendly house rentals

Captain Tom's Cabin - Secluded Vermont Getaway

Relaxing Craftsbury Retreat

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

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

Entire Rustic Farmhouse minutes from Jay Peak

VT Lakeside getaway on beautiful Crystal Lake.

Trailside Home in East Burke

Architectural House Prickly Mountain
Pet-friendly home rentals with a pool

Upper Yurt Stay on VT Homestead

Secluded Paradise on the Connecticut River, VT

Maison Greenwood CITQ 172351

Cozy Chalet at Jay Peak

Secluded Cabin Getaway Mountain Lake Community!

Cute Cottage - Poolside - Minutes To Activities

Beautiful Chalet minutes to Jay Peak Resort

Cozy/Private, close to hospital, i-89
Private, pet-friendly home rentals

Romantic NEK Log Cabin w/ Hot Tub & Fireplace

Hill Section Carriage House

Vermont Treehouse in the Woods with Sauna & Stream

Burnt Mountain: modern getaway near Jay Peak

Boathouse Cabin on Lake Wapanacki with Sunset View

Journeys End Chalet - Minutes to Jay Peak!

Razzle's Cabin trailside

Champlain Cottage
When is the best time to visit Montgomery?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ922 | ﺩ.ﺇ892 | ﺩ.ﺇ878 | 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 2,670 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 Franklin County
- Pet-friendly rentals Vermont
- Pet-friendly rentals United States
- Jay Peak Resort
- Owl's Head
- Mont Sutton Ski Resort
- Ski Bromont
- Jay Peak
- Zoo de Granby
- Bolton Valley Resort
- Jay Peak Resort Golf Course
- Pump House Indoor Waterpark
- Stowe Mountain Resort
- ECHO, Leahy Center for Lake Champlain
- University of Vermont
- Shelburne Museum
- Boyden Valley Winery & Spirits
- Shelburne Vineyard
- Bleu Lavande
- Parc Jacques-Cartier
- Mont-Orford National Park
- Lake Champlain Chocolates
- Waterfront Park
- Spa Bolton
- Kingdom Trails
- Snow Farm Vineyard & Winery
- Fairbanks Museum & Planetarium




