
Pet-friendly vacation rentals in Montgomery
Find and book unique pet-friendly homes on Airbnb
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 G$23,021 GYD per night before taxes and fees

Verified guest reviews
Over 3,010 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!
Top-rated pet-friendly home rentals in Montgomery
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

LakeView Manor
YEAR-ROUND outdoor in-deck HOT TUB! You’ll be ON THE WATER! Perfect for any size group. Spectacular sunsets from the covered porch or private dock. Relax in the OUTDOOR HOT TUB. Enjoy a peaceful lake view and listen to the loons. SKIERS, we are a short drive to three major ski resorts; Stowe, Jay Peak, and Smugglers Notch. Amazing restaurants and pubs are nearby, and a great general store is down the road. Bring your snowmobiles and snow shoes! Trails are everywhere, right outside the doorstep.

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

Jay Peak 3 miles - secluded with spectacular view!
Mountains, streams & seclusion! • Hike the Long Trail • Road, gravel & mountain biking • Jay Peak Resort is three miles away! • Waterpark • Golf • Backcountry guiding - hiking, kayaking, gravel & mountain biking (15% discount) • Photography and videography (15% discount) This is the mountain getaway you dream about! Our only neighbors are animals in the surrounding mountains & forests. Note: There is also an apt in the main house that sleeps 8. Welcome to Vermont Mountain Experience!

Cozy Chalet at Jay Peak
The house is set up with everything to make your stay cozy, comfortable & fun. Gas Fireplace, 5br, 2.5 Bath, 2 separate Living Room areas. Large Deck with Gas Grill overlooks small brook. Private wooded setting with panoramic mountain views once leaves have fallen. Seasonal Pool, Disc Golf, Volleyball, Playground & Hiking Trails a short walk from the house. 3 mi to Jay Peak. Air Conditioning is in three bedrooms which are installed by the 2nd Sunday of June then removed the last Sunday of Sep.

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).

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. Wake up to coffee on the deck or take a stroll around the pond. And you won’t regret kicking back in the evenings - star gazing is simply magical! We are certain that you’ll have a hard time leaving!

Organic Farm Hideaway Home and Pond
The house is tucked into the back of our 300-acre working dairy farm and offers breathtaking views of Mt. Mansfield. We are located in between two of Vermont's best ski resorts, Jay Peak and Smuggler Notch. Come for a winter adventure full of downhill skiing, riding or x-country touring. Stay for the local breweries, distilleries and restaurants. Or just relax at the farm, cozy up by the wood stove and cook up some delicious farm raised food for dinner. Well behaved dogs are welcome anytime!

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.

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.

La Binocle: Peaceful Architect Cottage
Cosy timeless chalet conceptualized by the architects of _naturehumaine. Nestled into the cliffside at an altitude of 490 meters (1600 feet), its unique design is distinguished by boldness and originality and fits with harmony in its environment. Surrounded by forest, the cottage offers breathtaking views of Mount Glen and the surrounding nature largely protected by the Appalachian Corridor. The perfect silent place to relax and unwind. Photo: Adrien Williams / S.A. CITQ #302449

Peaceful + Cozy Farmhouse Near Jay Peak + Sutton
Our guest farmhouse, located 1 mile from the Canadian border, is close to Jay Peak Ski Resort and Mount Sutton. Mountain and meadow views are spectacular! Here, you are perfectly poised to explore both the quaint, foodie-focused, Eastern Townships just across the border in Quebec AND the scenic back-roads, abundant lakes, family farms, mountain trails, local pubs, and old general stores of Northern Vermont. Or just enjoy the porch & peaceful atmosphere!

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

SleepUnderThe Stars-Lakefront|Hot Tub|GameRm|Pets!

CLASSIC VT STYLE

Relaxing Craftsbury Retreat

The Homestead - Walk to village, bring the pup!

Mountainside Lodge, near wedding barns/Stowe

Jay Brook Lodge with Hot Tub

Perfect for fall! Hot tub, sauna, arcade, 18 acres

Caboose Tiny Home | Hot Tub, Sauna, River & Views
Pet-friendly home rentals with a pool

Chalet Potton Cottage - spa, sauna & pool

Mountain View Farmhouse w/ Orchard, Pool is Open!

Château Chavis

Maison Greenwood CITQ 172351

Treehouse, House & Spa. Sleeps 8.

EPIC Stowe Getaway - Great For Families & Friends

Lakefront Peaceful Getaway in Mountain Lakes

UNIQUE, BEAUTIFUL HOME w/ 30 ACRE FARM
Private, pet-friendly home rentals

Mountain View Chalet near Jay Peak!

200 acre Stowe area Bunkhouse.

Modern 3-BD Mountain Cabin w/ Hot Tub, Deck, Loft

Beautiful lake-front cottage, Lake Champlain

Jay Apartment

Secluded Cozy Yurt | Hot Tub + Mountain Views

Cady’s Falls Cabin

La Ferme Highland
When is the best time to visit Montgomery?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$64,458 GYD | G$62,366 GYD | G$56,506 GYD | G$40,810 GYD | G$47,088 GYD | G$43,949 GYD | G$44,158 GYD | G$50,855 GYD | G$46,670 GYD | G$50,227 GYD | G$50,437 GYD | G$59,017 GYD |
| 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 |
Destinations to explore
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- York County Vacation rentals
- Jay Peak Resort
- Owl's Head
- Zoo de Granby
- Bolton Valley Resort
- Mont Sutton Ski Resort
- Jay Peak
- Ski Bromont
- Stowe Mountain Resort
- University of Vermont
- Jay Peak Resort Golf Course
- Kingdom Trails
- Snow Farm Vineyard & Winery
- Spa Bolton
- Mont-Orford National Park
- Shelburne Vineyard
- Pump House Indoor Waterpark
- Shelburne Museum
- Cold Hollow Cider Mill
- Bleu Lavande
- Elmore State Park
- Fairbanks Museum & Planetarium
- Waterfront Park
- Marais de la Rivière aux Cerises
- Parc Jacques-Cartier





