
Pet-friendly holiday rentals in Montgomery
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Top-rated pet-friendly home rentals in Montgomery
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Pet-friendly house rentals

Mountainside Lodge, near wedding barns/Stowe
Mark’s place is immaculate and very cozy. The woodwork is beautiful and there are many interesting and charming touches throughout. The beds are very comfortable and the kitchen well equipped. I noticed comments about the outside stairs in other reviews. We had no problem navigating the stairs and they are actually easier than they look. Mark was very gracious and flexible with checking in and out and being accessible. Overall it was a great experience.

Spectacular Views in Newly Renovated House!
Beautiful views from inside and out. Extremely quiet and peaceful location. Home was comfortable and had more then everything needed. Small towns and lakes near by were great to visit and short drives.

Perfect Weekend in a Loft in the Eastern Townships
We enjoyed our stay at the Wood Loft, the space is charming and well located. Halfway between all the destinations we wanted to see (Sherbrooke, Mont Orford, Magog), it was very easy to pick up a forgotten ingredient at the local grocery store. An ideal place as a resting point before a hike or a bike ride.

Cozy Lake Eden Retreat|Hot Tub|Wifi|Games|Pets OK
This place is worth your stay, it was beautiful smelt fresh as the cleaner did amazing, I felt like I was at home the nice quite outdoors for my family to relax and see the view of lake Eden! Thank you for letting my family enjoy our stay, we will be back!

Northern Vermont Country Escape/ The Martin House
Thank you very much, Robin. The house is located in a cozy picturesque place. The weekend was wonderful. The house has all the amenities, and the hot tub is just super. We went skiing in the neighboring resorts, saw the sights. I recommend this wonderful place.

Wright’s Mountain Retreat with Sauna
We loved spending our time in Vermont at Bonnie’s place! The house had everything we needed and Bonnie was a great and responsive host. The horses next door were such a treat for our kids to see and the views were beautiful.

Caboose Tiny Home on river with hot tub near Stowe
our stay was so lovely, we had the best time. the river was so beautiful and so was the waterfall. so worth it! i’d love to come back some day.

Trailside Home in East Burke
We had a great time at Bahaburke. The house was exactly as described - comfortable, clean and all amenities one would need for a bike trip to East Burke. The house has direct access to some of the best trails at Kindgom Trails. We had a great time!
Pet-friendly home rentals with a pool

Secluded Paradise on the Connecticut River, VT
beautiful property. very private. our dog really enjoyed. the patio had swings with the river view it was gorgeous.

Maison Greenwood CITQ 172351
Great host! Very nice and understanding!! It wasn't a nice temperature but we had plenty of recommendations for activities to do, and the place in the house!!!! Very spacious and very clean! Thank youuuuu! 🤩

Lower Yurt Stay on VT Homestead
Beautiful spot to relax, reconnect and leave refreshed! We enjoyed everything about our stay, especially the sauna, living pool, and hike to the yurt! We would love to return, thank you for sharing such a peaceful place with us, it was exactly what we needed.

Apartment, comfy and cozy with kitchen/gas fire
We really enjoyed this place! The property is beautiful. The pool looked really clean and well cared for (but we didn't have a chance to use it). The supplied linens and especially the bath towels were great. This certainly will be on our list the next time are in VT.

Cute Cottage - Poolside - Minutes To Activities
Linda was a fantastic host, and her home was even better than listed. The cabin was a good size for our family of four + dog; the 2 bed / 2 bath arrangement allowed for good privacy when needed. The fireplace was great for apres and winding down at night. Location is a nice mix of seclusion (off the Mountain Rd), but close to everything.

Loft at 913 Shefford
Positively surprised by the quality of the loft! We took advantage of the kitchen to have a dinner with friends, which was a plus for us! Super quiet even if there was a big group in the same building! We'll definitely be back!

Beautiful Chalet minutes to Jay Peak Resort
House is even better in person: high quality furnishings, beds, etc. Florence was very easy to communicate with and even helped us get some lift tickets. Highly recommend.

Château Chavís
This home is an absolute gem! Every corner is tastefully decorated, creating a warm atmosphere. It is fully equipped with everything you could need—an ideal place for relaxation and unwinding. The grounds are beautifully maintained, peaceful, and picturesque from every angle. We enjoyed sitting near the pond watching the sunset after a day of activities. The trail behind the house offers a walk along a serene creek through the woods—a perfect escape into nature. The fast Wi-Fi is a bonus, especially for those needing to stay connected. Travis was incredibly communicative and welcoming, ensuring a truly memorable experience. We can’t wait to visit again in the fall.
Private, pet-friendly home rentals

Le cottage by the lake in wine country
Kelly's place is very cozy and the view of the lake is peaceful and you see the lake from pretty much everwhere in the cottage. Location is great: 5 minutes from Dunham for immediate needs. Dunham is pretty central if you want to visit all the different towns in the eastern townships. It is like 30 minutes (or even less) to the major ones (sutton, lake brome, knowlton, frelighsburg, bromont, granby). Tall people might want to be careful since the cottage has angle roofs so you might bump your head a bit. hehehe Kitchen was very functional, with everything you need.

Nice pied-à-terre, perfect for visiting the area.
This cottage is a treasure! It is a few minutes from Vermont. It is also close to the bird trails, ski trails and the lake. Dominic is wonderful.

Cozy Treehouse with Sauna in the Woods with Stream
The treehouse was such a relaxing mini vacation spot! We arrived to find a lovely welcome basket for our anniversary on the counter and a welcome book for the property. The stream and outside deck were better than the photos and we enjoyed eating dinner sitting on the deck. We met Heather and was friendly and super helpful with local recommendations! We have already recommended to a few friends and would love to return in the future:)

Cozy Little Log Cabin
PK was very friendly and inviting and extremely helpful and responsive. It was beautiful and peaceful and a perfect getaway to immerse ourselves in nature.

Entire place, newly renovated
Second time I have booked from Scott, no regrets. Amazing host, amazing place! Quiet and private. Would come again for sure.

"Le Shac" a bit of paradise awaits you
We had a lovely weekend at Patricia's little cottage. Great view, quiet corner in the forest, easy communication, she even came to give us fresh sourdough bread! We'll probably be back.

Serene Country Cabins 1 In the heart of Vermont
Great little cabin for a weekend stay for my wife and I and our dog. Easy access to town for necessities and close to several local breweries. Would definitely stay here again.

Vermont Log Home with Panoramic Mountain Views
We’ve been staying at Mark‘s place for years. It’s our favorite winter vacation spot. This winter was the best we’ve ever had for skiing. There was tons of snow. We all just love it here and hope to continue the tradition in years to come 🌲☃️❄️
Quick stats about holiday rentals that are pet-friendly in Montgomery
Total rentals
30 properties
Nightly prices starting at
$183 NZD before taxes and fees
Total number of reviews
2.5K reviews
Family-friendly rentals
20 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wi-Fi availability
30 properties include access to Wi-Fi
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- Jay Peak Resort
- Smugglers' Notch Resort
- Ski Bromont
- Owl's Head
- Mont Sutton Ski Resort
- Bolton Valley Resort
- Amazoo Park
- Spruce Peak
- Jay Peak Resort Golf Course
- Parc Safari
- Cochran's Ski Area
- Sherbrooke Golf Club
- Pump House Indoor Waterpark
- Val Caudalies - Vignoble & Cidrerie
- Le Vignoble du Ruisseau - Winery & Cidery
- Country Club of Vermont
- Vermont National Country Club
- Leahy Center for Lake Champlain
- Ethan Allen Homestead Museum
- Domaine Cotes d'Ardoise - Winery & Cidery
- Burlington Country Club