
House vacation rentals in Montgomery
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Top-rated house rentals in Montgomery
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Popular amenities for Montgomery house rentals
House rentals with a pool

Winter Wonderful Waitsfield Spacious VT Home w/Spa
Our stay in Sara and Mikes home in Waitsfield was incredible! Upon arrival into the mad river valley, the surrounding views were instantly beautiful and calming. The moment we stepped in the house we honestly felt right at home. The layout of the house is so calming and tasteful. Everything is perfectly organized, down to the labeling for all of the dishes and cookware so you’ll never have trouble finding what you need! Waking up and heading by downstairs for a workout in the home gym, followed by a dip in the hot tub on the secluded back deck was an insanely relaxing way to start the day. The custom built bed frames/furniture and the overall craftsmanship of the space added a comforting artistic value to the stay. Don’t get me started on the screen porch! This house is full of amenities and I’ve honestly never felt more at home at an air b&b stay. Nice quiet respectful neighborhood in an amazing community, would recommend this spot to anyone and we hope to return in the future!

White Mountains Ski and Golf Resort Home
This is the third time I've rented this property which in itself says volumes. It's a beautiful loft condo in a beautiful setting that has three separate bedrooms /sleeping areas, each with its own full-service bathroom. Because the unit exists within a larger condo community, guests have access to a both an indoor and outdoor swimming pool, jacuzzi and common games and social area with billiards. Located just a few miles (two exits) south of the Kancamangus Highway (and Loon Mountain), Jason and Becca's place at the Jack 'O Lantern complex is a truly great find, whether you're a family, couple, or "couple of couples" :D

Charming Barre Getaway
Very nicely furnished, clean, well-stocked, and well-organized. Probably the cleanest and most well-stocked AirBnB I've ever stayed at. Comfortable beds and living room, and well-organized and easy to use kitchen. Nice location with a big backyard for the kids to run around in.

Charming Sugarbush Standalone Condo
Great location and lots of space. We were able to ski in/out (look for "Cliff's Road" sign when skiing back) fairly easily, which was nice. Would definitely stay here again. Thanks!

Cool Pool, a Private Oasis
Lovely house and beautiful lot! Spent lots of time playing in the yard, swimming in the pool and exploring all the things that Stowe has to offer. We'll be back!

EPIC Stowe Getaway - Great For Families & Friends
We had an amazing stay, this trip far exceeded our expectations and staying in such a nice place made everything so much more enjoyable. This spot was the perfect mix of private and secluded while still also being very close to Stowe, and Johnson. We were able to complete everything on our itinerary while also being able to come back every night to a beautiful home with everything we needed. It was very nice to be able to sit down with family we havent seen in so long and enjoy an amazing home cooked meal or play some board games. Thank you Kristin for your amazing hospitality. This has made Vermont one our favorite states to visit. We will definitely be back.

Large house, good for families, in Lincoln, NH
We had a fantastic stay at Mercedes' home in Lincoln. Everything was spotless and well-prepared upon our arrival. The space was even larger than the photos suggested, providing plenty of room for our family. Each bedroom having its own bathroom was a huge plus, making our stay even more comfortable. Mercedes was incredibly responsive and flexible, which was especially helpful with our little ones. The location was perfect—right in town and just a six-minute drive to Loon. The game room in the basement was a fantastic bonus that everyone enjoyed. Thank you, Mercedes, for a wonderful stay!

On Mtn. 10 Beds w Gym/Pool Access- Walk to Lifts!
Great place to stay, especially if you’re planning on visiting Loon mountain with family/friends!
Weekly house rentals

Modern Home in Lincoln Sauna / Pond / Ev Chg / Pvt
Bjorn’s home is pristine and could not be nestled in a more beautiful place. He was very responsive and the house is well supplied with everything you could need. Highly recommend and look forward to staying here again!!

Large New England Home w/ Gorgeous Mountain Views
This is a great house to stay in. There's a lot of space, places to sleep, sit and relax, eat, watch tv, play games, work, read, cook. Plenty of hot water.. Very private, although in a neighborhood. Nice back yard area when not covered in snow, looking up at the mountains behind. Sheri is top notch. Easy to reach, super friendly and helpful, easy going. We came at the tail end of a snow storm, but the driveway was cleared enough to get our car in and then Sheri worked with us to make sure everything was cleared before we had to go out the next day. Easy walk into the cute town of Bristol. Handful of nice shops (books, games, art, crafts, gifts, toys) and restaurants: Wokky's--ok Chinese/great staff; Minifactory--out of sight coffee/biscuits/sandwiches/fresh ingredients/lot of gluten free; Cubber's--locals' joint/excellent pizza/sandwiches; Farmhouse Chocolates--superb fresh organic truffles, bars, caramels/chocolatier is wonderful. Easy drive to Mad River Glen, Sugarbush for skiing.

South Hill Lodge- 5 BR Post & Beam Home
Beautiful home, as described. Nice personal touches with towels and mini shampoo/conditioner. Kitchen is large and has most every appliance you would want. Caretaker does come in twice per day but is friendly and unobtrusive. You do need AWD/4WD to access the house.

Beautiful guesthouse -perfect for long stays
Very nice host !! Airbnb was very cozy and accessible, would highly recommend :)

Spacious Winooski Oasis, close to downtown!
We had a great stay! Very communicative and the place was really well priced.

New Vacation Home w/Awesome View!
I was looking for a place to watch the leaves change for the month of October and I found it. The pictures do not do this home justice. It is more spacious than I thought and the views are even more spectacular in person. Access to all parts of Lake Willoughby and room for two distinct groups or families with upstairs and downstairs bedrooms and a midlevel with open concept kitchen, living and dining areas and a full bath and washer/dryer. It is COMPLETELY stocked with everything you need for an extended stay. Incredibly peaceful and I hope I am lucky enough to visit again.

Holiday Retreat
Amazing place and Elaine was great host! Beautiful home with peaceful surroundings. Kids enjoyed the animals (Rosie and Felicia). This stay was key to a great trip. 😁

New Remodel w/VIEWS! on 20 Acres!
Kim was super kind and went above and beyond to help me sort out a situation even before our arrival. The home is located in a quiet beautiful area, it is super comfortable, beautifully decorated. The beds were very comfortable. We had plenty of towels and linens. My kids enjoyed playing games in the basement, and my husband and I enjoyed watching TV and reading by the fireplace. I highly recommend Kim's place.
Private house rentals

Spruce Hollow Hideaway “Hot Tub”
This place was perfect for our large group. To start plenty of parking in the drive way. Plenty of room in the house for everyone to not feel on top of eachother. The hot tub was great after a few long days of skiing. Lastly if you’re looking for a place close to the mountain it doesnt get much more convenient than this location. Also plenty of places to grab drinks or food near by. Would definitely stay here again

Waterfront * Sunsets * Private * Swimming/Fishing
On our last day we saw a spectacular sunset which was indicative of our whole stay. The star was of course the wonderful setting on the lake. It was enhanced by how tastefully the house was renovated, decorated and fully supplied with everything we needed. It truely exceeded our expectations and made for a memorable experience in the beautiful state of Vermont.

FULL HOUSE w/HOT TUB - Waitsfield Common
This home is beautiful, spacious and is surrounded by nature. The backyard had a huge deck with a tree lined backyard and you can hardly see the next neighbour. There are rolling hills and cows in the next pasture. So serene. The house has lots of room in the main area for our family, it never felt crowded. The kitchen looks better then the pictures, with a huge island and the entire house is fully stocked. You can tell this is not just a rental as it had more then we expected to live comfortably. She was also kind enough to bring us some baby items. The location is great as wherever you turn it's beautiful but also within driving distance to Stowe. The local towns are really cute too. Our family really enjoyed our time here.

Morrisville's Cottage Style Coziness
Sherry's cottage was the perfect place for our family to view the eclipse from! The place was well-equipped with everything we needed and spotless. Would definitely stay again!

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.

Gorgeous 1835 Farmhouse w. Lake/MTN Views!
It is a beautiful house where you can smell the family and we liked that a lot. It is close to the ski slopes, very clean and comfortable. Lidsa and Tom have very good communication, excellent service.

Lovely private house in the mountains
We had a very nice stay, especially appreciating the proximity to Sugarbush and the responsiveness of the host.

Peaceful setting with Mountain Views
Home away from home! Susan was a fantastic host. She was very responsive and communicated quickly. This home was perfect for our group of 6 and it was extremely cozy! This was our first time in Vermont and it definitely exceeded all of our expectations. If you looking for a pleasant place to stay with amazing views, look no further than this adorable Airbnb! We skied in Stowe, toured the Ben and Jerry’s ice cream factory down the road and enjoyed some live music at the ZenBarn. I would highly recommend this property! We hope to visit again soon :)
Quick stats about house rentals in Montgomery
Total rentals
20 properties
Nightly prices starting at
$194 CAD before taxes and fees
Total number of reviews
1.4K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
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- Jay Peak Resort
- Smugglers' Notch Resort
- Ski Bromont
- Spruce Peak
- Mont Sutton Ski Resort
- Bolton Valley Resort
- Owl's Head
- Jay Peak Resort Golf Course
- Amazoo Park
- Pump House Indoor Waterpark
- Cochran's Ski Area
- Parc Safari
- Sherbrooke Golf Club
- Val Caudalies - Vignoble & Cidrerie
- Country Club of Vermont
- Le Club De Golf Memphrémagog
- Ethan Allen Homestead Museum
- Le Vignoble du Ruisseau - Winery & Cidery
- Pinegrove Country Club
- Burlington Country Club
- Domaine Cotes d'Ardoise - Winery & Cidery
- Leahy Center for Lake Champlain
- Vermont National Country Club