Holiday rentals with breakfast in Montgomery

Tiny Timber Vermont

Welcome to the Tiny Timber where you will enjoy the sounds of the nearby bubbling brook along with all of the sounds of nature when you stay in this unique off grid tiny timber frame. Close the windows and enjoy the incredible peace of stepping away from the electronic world as you lounge in the comfy chairs or rest in the queen sized bed. When you are rested, enjoy hiking trails right out your door or ride your bike less than 5 minutes to get on over 60 miles of incredible mountain bike trails.

Sunrise/Sunset Tiny House w/ Mountain Views

We are a tiny house rental run by a 7th generation Vermont family. Set on a hillside overlooking rolling farmland & established sugarbush, with views of the green mountains from Mansfield to Elmore, this bright & modern tiny house offers a getaway in the heart of Vermont. Minutes from Green River Reservoir state park & a short drive to Stowe & Smugglers Notch resorts, come experience the semi off-grid tiny house lifestyle with modern amenities & enjoy some of the best views Vermont has to offer.

Scenic mountain farmhouse w/ fire pit & fireplace

Stowe Skyline Home - built lovingly over generations, updated in 2025. Spacious and private, pet-free mountain home on 15 acres with mountain views, fireplace & free breakfast. 20 minutes to Mt. Mansfield. 4 bedrooms/3 full baths sleeps 12. Enjoy spacious 2 decks, weber grill, enormous fire pit, 65" tv, books, puzzles & games, Starlink, work areas w/TVs. Great plowing so you can get skiing! Guests rave about our "national park-level views." Sorry, no pets allowed as owners are allergic.

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!

Green Mountain Getaway: Near Resorts & Ski Trails

Newly renovated, secluded, bright, quiet apartment above our detached garage on 4 beautiful acres with streams and paths for walking, skiing, & snowshoeing. A dedicated fibernet with wifi and a desk can accommodate working or learning remotely. Plenty of space for your outdoor gear. Minutes to Vermont State University, Vermont Studio Center, Lamoille Valley Rail Trail, Long Trail, VAST Trail, and ski resorts: Stowe, Smugglers Notch, and Jay Peak. Nordic ski trails nearby.

Stunning Pleasant Valley Home

Stunning Pleasant Valley Home! This modern mountain home is situated on over 12 acres of gorgeous Vermont land and is perfect for your next vacation. The traditional post and beam construction mixed with modern flare is sure to make you feel like you are someplace special. This picturesque property is private with lush landscaping and multiple areas to relax and unwind. Enjoy views from the front porch rockers or of the mountain ranges while sitting on the back veranda.

Sherburne Suite

Relax in comfort in Vermont's beautiful North East Kingdom with our indoor suite, a private patio area and a fire pit. You will have close access to outdoor activities at Burke Mountain and Kingdom Trails. We are right across the street from the VAST trail system, boasting more than 100 miles of snow machine trails in Lyndonville alone! For your first day/night, we will provide snacks and farm fresh eggs. Mountain / Gravel Bike instruction/guiding Is available!

Les chalets de la rivière

1hrs 20 de Montréal, sur le bord de l'eau, peut accommoder 4 personnes, 2 chambres à coucher, au salon foyer, cuisine bien équipé, grande salle à diner. Ce chalet situé sur un terrain de plus d'un acre et demi saura vous plaire. Situé loin de la route sur un petit chemin privé (cul de sac) dans un secteur tranquille à 3 min de tous les services . Bois de chauffage, canot et kayaks inclus. 5 juillet au 30 août, location à la semaine seulement

Waldhaus - Modern Forest Cabin

Escape to our beautifully designed Vermont cabin, transformed into a modern, cozy, and sun-filled retreat. From the moment you step inside, you'll feel at home in this inviting space. The entire cabin & yard will be yours during your stay. High-speed fiber WiFi keeps you connected and dogs are welcome. We're just 15-20 min from Mad River Glen, Mt. Ellen & Sugarbush. Many restaurants & stores are within 15 min to Waitsfield, 20 min to Waterbury.

Cozy Screen house on a waterfall

Glamping- Camping in a fully weatherized screen house overlooking the waterfalls on the grounds of the Historic Starksboro Millhouse. New fullXL 10 inch cooling memory foam mattress/ bed certipur certified. We provide single or double LL Bean flannel sleeping bags . No gear . No problem. Hot shower. Private toilet. Grill. Outdoor kitchen. The perfect retreat or romantic getaway for two. Third person ok if it works as a double and single

1797 Vt Farm House See the Stars!

1797 Vt Farm House sits quiet and serene at the end of a peaceful country road. With no street lights or sounds to mar the night, experience a rare gift of silence. See the Milky Way like never before. Ample room allows your group of up to 10. ( each guest over 4 is $32 per night) You will have the whole place to yourself as a private, peaceful retreat. Yet Burlington, Lake Champlain, and Smuggler's Notch are only 25-30 minutes away!

REAL B&B: Jay Peak-Apartment @ Inn (Free Breakfast

Why rent a room when you can enjoy being pampered & secure at the Phineas Swann Bed and Breakfast? Enjoy a free gourmet breakfast, outdoor hot tub, queen-sized bed, complimentary sodas, snacks & coffee or tea, a warm fireplace & private bathroom! And unlike all the other AirBnB listings you're looking at, we're inspected, licensed, secure and safe!