Holiday rentals in Montgomery

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Top-rated holiday rentals in Montgomery

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Guest favourite

Cabin in Stowe

4.92 out of 5 average rating, 357 reviews

The Canopy House—Remodeled Vermont A-Frame Near Downtown

Awarded as one of the top Airbnb's in New England by Condé Nast and Boston Globe! Featured on multiple global publications. Watch the snowflakes fall from the comfort of the 6-person outdoor hot tub, with first-class stargazing to be had all year long. Back inside, the vaulted interior features OM Home Furniture, while a 50” TV with soundbar sits above a real fire. Less than a two mile drive to all downtown Stowe has to offer. 3 BD 2 BA modern A-Frame with two living rooms, 6 person hot tub, Fireplace, two new Roku TV's , soundbar, AC unit, WiFi, deck and back patio, rainfall shower, high-end mattresses, Sonos speaker and furnished by OM Home Furniture. Close to Main Street, 5 miles to Von Trapp, 9 miles to Stowe Mountain Resort and .5 miles from rte 100 to get you easily in and out of town. you will have access to entire house accept for one personal closet in back downstairs bedroom. Less than a 2-mile drive to downtown Stowe, this home is on a hill just off Route 100. Nearby Von Trapp is full of restaurants and other amenities. Ski and snowboard from Stowe Mountain Resort 9 miles away, with picturesque hiking in the summer. I would highly recommend a four wheel or all wheel drive vehicle. House is on a hill with a pretty steep road leading to it.

Guest favourite

Townhouse in Stowe

4.98 out of 5 average rating, 61 reviews

Stowe Depot townhouse - Fireplace -Deck- Rec Path

Spacious Stowe Village townhouse, in walking distance to many shops, restaurants and Park. The Main suite has a King bed, 40" HDTV, and an en-suite bathroom with Jacuzzi tub. The second bedroom has a queen bed, 27" HDTV and an en-suite bathroom. Beautiful kitchen with granite counters, coffee maker and grinder. Living room features a gas fireplace, smart TV and nice furniture. There is a comfortable Murphy bed and an air mattress for additional guests, plus a nice covered deck to enjoy!

Superhost

Guest house in Eden

4.87 out of 5 average rating, 275 reviews

Teeny Tiny Cottage on Lake Eden Water Front

This cozy cottage with loft on water front, $65 dollars per nights, Two night minimum is required. We have week or month reservations. Depending on availability there is rental of (2) paddle boats (2), kayaks, (1) two man canoe, dock spaces for rent for personal water craft. Travel to Burlington airport is one hour and Montreal airports is two hours. The cottage is centrally located between major ski areas, 30 minutes to Jay Peak Resort, Stowe Resort, and Smugglers Notch Resort.

Superhost

Home in Eden

4.93 out of 5 average rating, 139 reviews

Cozy Lake Eden Retreat|Hot Tub|Wifi|Games|Pets OK

Enjoy a quintessential Vermont getaway at this lakefront home. It’s the perfect place for remote workers and families looking for a perfect base for outdoor activities. Relax in then hot tub & admire gorgeous lake views, and enjoy direct access to the water. Rainy days are no less fun, with a game room and fireplace to keep you busy. Lake Eden –Frontyard! Eden Ethical Dog Sledding – 8 Min Drive Stowe – 30 Min Drive Create Lasting Memories In Eden With Us & Learn More Below!

Guest favourite

Apartment in Cambridge

4.97 out of 5 average rating, 64 reviews

The Best View at Smugglers' Notch

Escape to paradise at my stunning condo nestled in the heart of Smugglers' Notch Resort! With easy access to skiing, snowboarding, disc golf, and breathtaking seasonal foliage views from the 270-degree second-story roof deck, your perfect vacation spot is waiting. Enjoy ultra-high-speed Starlink Wi-Fi, Cable TV, air conditioning, washer, dryer, dishwasher, Keurig coffee machine, and a fully stocked kitchen. With my dog-friendly policy, your furry friend can join the fun.

Guest favourite

Flat in Jay

5 out of 5 average rating, 7 reviews

Absolute best ski on/off at Jay.

Location, location, location. This 2br Slopeside condo is position A on the snowiest mountain in the east. Inside, you'll find 2 bedrooms featuring a queen bed and a twin over full bunk. The kitchen comes fully equipped to make meal prep a breeze. The cozy living room has a gas fireplace to warm up or relax and enjoy an après drink. Our condos always feature complete linens, towels, and essential sundries because no one wants to lug that stuff to their vacation.

Top guest favourite

Home in Cambridge

5 out of 5 average rating, 55 reviews

Sunning Home near Smuggs/Stowe & Wedding Venues

Welcome to the Mirador- our Vermont getaway! Escape to the picturesque beauty of Vermont and indulge in a memorable stay at our charming retreat. Located just a stone's throw away from Smugglers Notch and conveniently close to popular wedding venues, this inviting house provides a comfortable and convenient base for your adventures. With its charm, modern amenities, and breathtaking surroundings, it's the ideal place to relax and explore all that Vermont has to offer.

Superhost

Home in Malletts Bay

4.9 out of 5 average rating, 41 reviews

Chic Modern Lake Getaway!

Luxurious sanctuary on the shores of Lake Champlain with panoramic sunsets, unparalleled Lake views and a sandy beach right out the back door. Offering 4 bedrooms and 2.5 bathrooms- hi-end getaway sleeps up to 8 people. Located on a quiet dead end street our private beachfront home offers everything you desire to relax, recharge, and get away from it all! Enjoy an open and bright first floor with full gourmet kitchen and breathtaking views from the wall of windows.

Top guest favourite

Home in Jay

5 out of 5 average rating, 33 reviews

Location! Newly Renovated Ski-in/Out by Waterpark

Completely remodeled in 2024. Ski-in / Ski-out. Cannot beat the location! Steps to the water park, ice rink, tram, restaurants, and bars. Enjoy an upscale two story, 3 bed, 2 bath family-friendly luxury condo with a private back deck & small yard. You do not have to use your car at all. Quiet corner unit with no one above or below you. Each guest will be given a unique door code prior to check-in. Kitchen & linens are very well stocked. Well behaved dogs welcomed.

Top guest favourite

Flat in Waterbury Center

4.98 out of 5 average rating, 63 reviews

Sir Richards Waterbury Stowe 2 B Lake View Escape

A fun, filled, peaceful property surrounded by nature. Drift into an amazing, relaxed state sitting on the front deck listening to the water fountains & closeness to nature. Only the mountains, ponds, woods & lake on your side and in front of you. And yet, only 2 blocks from busy Route 100 attractions. Spacious 1200 sq. ft. 4 prs. snowshoes winter, 2 kayaks, & a canoe on the 6 1/2 mile Reservoir. Hiking & fishing summer & winter. "Memories Are Made Here."

Top guest favourite

Guest house in Highgate

4.97 out of 5 average rating, 645 reviews

Beautiful lake-front cottage, Lake Champlain

Lakefront cottage located in Highgate Springs, Vermont, on the Canadian border. The 2-bedroom cottage sits adjacent to the owner-occupied main house, on a large one-acre lot, with 120 feet of Lake Champlain shoreline. Enjoy the stunning sunset views while sitting on the deck overlooking the water. Private dock included. Montreal and Burlington each 45 minutes away. Available level-2 car charger. Well-behaved pets allowed. Super-fast WIFI!

Guest favourite

Townhouse in Stowe

4.89 out of 5 average rating, 167 reviews

Stowe, Topnotch Resort-Best Mt & Luxury in Vermont

This beautiful Resort Condo is located in the award-winning, Top Notch Resort & Spa. Our spacious 2-bedroom, 2-bathroom condo is only 1 mile away from Stowe Mt. Resort while offering privacy and room to spread out on the resort’s 120 acres. It is perfect for families or couples. We are proud of our stellar reviews and competitive pricing. Newly updated, our home is ready for your perfect vacation! Enhanced Cleaning protocols in place!