
House holiday rentals in Montgomery
Find and book unique houses on Airbnb
Top-rated house rentals in Montgomery
Guests agree: These houses are highly rated for location, cleanliness and more.

Maple Sugar Shack Tiny House w/hot tub & river by
Welcome to The Maple Sugar Shack! Updated photos coming soon! Nestled along the Lamoille River in the charming town of Johnson, Vermont, this cozy retreat invites you to immerse yourself in the essence of Vermont's maple sugaring traditions. Featuring a warm and inviting buffalo check décor, local Vermont maple syrup information, and thoughtful details inspired by classic sugar shacks, this unique getaway is perfect for a quintessential Vermont experience. This chic tiny house offers two sleep

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.

Scenic cottage Echo Lake, Charleston, Vermont!
This charming cottage is very quiet & private, with sweeping views of Echo Lake and surrounding mountains such as Bald and Wheeler. Perfect for a romantic getaway or a small family vacation. This winter the snow is as good as it gets. Cross country ski or snow shoe here or at the many trails nearby. Or just walk out onto the lake and smile. Message for conditions Bring your passports as Canada is just 20 minutes away with great food shopping and restaurants and scenic spots.. It is beautiful.

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.

Modern Barn Perched on 24 Acres w/ Stunning Views
Relax and recharge at this bucolic 24 acre retreat perched up on a stunning country road. With expansive 180 degree views of Mt Mansfield (Stowe ski resort), your own trails to explore, and great hiking/XC trails nearby, The Lookout is a truly special spot for a romantic or low key getaway in the mountains. Feel away from it all, with tons to explore out your back door, while having modern amenities in a renovated, beautifully designed barn < 15 min to Stowe Village and 10 min to Morrisville.

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.

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 from every window! Here, you are perfectly poised to explore both the quaint, foodie-focused, French-Canadian, 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!

The Sugar House, Maple Hill Road
The Sugar House on Maple Hill Road was once the site of a traditional Sugar House. The post and beams, wooden ceiling boards, 26 foot ceiling enhances the interior beauty. The house sits on 7 acres of woods with a small stream. Stowe Mountain Resort, The Trapp Family Lodge, Smugglers Notch, Long Trail, are just a few of the near by points of interest. Other activities near by include biking, fly fishing, golf, the Rail Trail. Stowe, Morrisville , Johnson, Hyde Park are just minutes away

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!

Sympathique pied-à-terre dans Brome-Missisquoi
#CITQ 309422 Situé au cœur de la région Brome-Missisquoi, ce magnifique logement est situé dans le demi sous-sol de notre maison bi-générationnelle. Nous habitons en haut avec nos 2 ados. Vous disposez de votre propre entrée et cour privée. BBQ, table et feu extérieur avec chaises (supplément pour bois) Endroit parfait pour avoir un pied à terre et visiter notre belle région touristique : vignobles, lacs & plages, sentiers pédestres & vélos, micro-brasseries, kayaks, golf..voir guide

Lord’s Creek Private Haven
Take a break at this peaceful, private getaway. We are located on a quiet road just a mile from our small-town square. Only three quarters of an hour from three ski resorts, Jay Peak, Burke Mtn and Smugglers Notch, we’re the perfect place to stay for your skication. There’s also plenty of hiking and beautiful lakes (Memphremagog, Crystal and Willoughby) to explore close by. Craftsbury Outdoor Ctr, Creek Hill Barn and, snowmobile trails are nearby. We offer a full kitchen and coffee bar!

Trout River Lodge - Discount Jay Peak Lift Tix
Welcome to the Trout River Lodge! Check out the “Three Holes” swimming hole and waterfalls, just a few hundred yards up the river. We are located right in the heart of Montgomery Center, VT. Live music at the Snowshoe Pub, breakfast at Bernies, and groceries from Sylvester’s are all just steps away. You can also enjoy the mountain biking and hiking trails just minutes away! ***Discount vouchers for Jay Peak Ski. Price info can be found in the Photos section. It changes each year***
Popular amenities for Montgomery house rentals
House rentals with a pool

Sunset Treehouse

Mountain View Farmhouse w/ Orchard White Christmas

Sylvan Hideaway - Lower Village - Game Room

Award-Winning 1842 Stone Estate | Pool & Sauna

Maison Greenwood CITQ 172351

The Vista - 180º Mt. views w/Pool 12min to Stowe

EPIC Stowe Getaway - Great For Families & Friends

Détente au cœur de la forêt
Weekly house rentals

Owl’s Nest Cottage

Cozy Cabin nestled in VT’s Green Mountains

Burnt Mountain: modern getaway near Jay Peak

A Magical Mountainside Farm: Your Personal Narnia

Peaceful home with mountain views

XC-Ski Heaven, Modern Secluded Cabin in Greensboro

The Meadow at Cobbler Hill Farm

The Jay’s Nest, beautiful and unique.
Private house rentals

Modern Design Retreat: Sauna + Views Near Stowe

Luxury Converted Country Church

The Red House- PEACEFUL WOODED JAY PEAK AREA HOME

Elegant 1-Bedroom Home in Stunning Location

Le Chalet A Jay - Home w/ Hot Tub .5mi to Jay Peak

Lakewood Bungalow/Sauna

Cozy Vermont Home Near Jay Peak & Wedding Venues

The Country House in the Mountains
When is the best time to visit Montgomery?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $452 NZD | $452 NZD | $447 NZD | $391 NZD | $391 NZD | $417 NZD | $417 NZD | $431 NZD | $417 NZD | $391 NZD | $382 NZD | $424 NZD |
| 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 house rentals in Montgomery

Total holiday rentals
Explore 20 holiday rentals in Montgomery

Nightly prices starting at
Montgomery holiday rentals start at $261 NZD per night before taxes and fees

Verified guest reviews
Over 1,390 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Montgomery holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Montgomery rentals

4.9 Average rating
Montgomery stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Long Island Holiday rentals
- Montreal Holiday rentals
- Boston Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Québec City Holiday rentals
- The Hamptons Holiday rentals
- Capital District, New York Holiday rentals
- Island of Montreal Holiday rentals
- Jersey City Holiday rentals
- Rentals with a fireplace Montgomery
- Rentals with a fire pit Montgomery
- Rentals with a hot tub Montgomery
- Pet-friendly rentals Montgomery
- Rentals with breakfast Montgomery
- Family-friendly rentals Montgomery
- Rentals with a patio Montgomery
- Rentals with a washing machine and dryer Montgomery
- Rentals with outdoor seating Montgomery
- Waterfront rentals Montgomery
- House rentals Franklin County
- House rentals Vermont
- House rentals United States
- Jay Peak Resort
- Owl's Head
- Ski Bromont
- Parc Safari
- Mont Sutton Ski Resort
- Zoo de Granby
- Bolton Valley Resort
- Le Vignoble du Ruisseau - Winery & Cidery
- Cochran's Ski Area
- Sherbrooke Golf Club
- Jay Peak Resort Golf Course
- Pump House Indoor Waterpark
- Country Club of Vermont
- Burlington Country Club
- Ethan Allen Homestead Museum
- Val Caudalies - Vignoble & Cidrerie
- ECHO, Leahy Center for Lake Champlain
- Domaine Cotes d'Ardoise - Winery & Cidery
- Vermont National Country Club
- Domaine du Ridge
- Vignoble Domaine Bresee
- Shelburne Vineyard
- La Belle Alliance
- Vignoble de la Bauge




