Holiday rentals with breakfast in Montgomery

4.98 out of 5 average rating, 213 reviews

The tiny house is nestled among trees, featuring a gravel driveway that leads to a porch area. A propane tank and outdoor storage unit are visible, alongside a stone pathway lined with larger rocks. The surrounding landscape showcases rolling green fields.

Tiny home in Hyde Park

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.

4.94 out of 5 average rating, 555 reviews

A bright living area is furnished with a spacious sectional sofa adorned with colorful cushions. Artistic wall decorations add visual interest, while a leafy plant and bookshelves bring a touch of greenery. A cozy reading nook featuring a small chair is also visible, along with a dining area.

Home in Winooski

Very clean and charming 2 BR, close to everything!

Enjoy this newly updated apartment in Winooski, VT (Vermont's Brooklyn). This charming house is one of the original carriage homes in Winooski. Newly converted to a duplex, enjoy this private apartment within walking distance to downtown Winooski's restaurants and bars. Less than 1 mile from the local colleges in Burlington and Colchester, including University of Vermont, St. Michaels College and Champlain College. You have your own private entrance with free parking for 2 cars in the driveway.

4.92 out of 5 average rating, 239 reviews

The serene riverbank features smooth rock formations and lush greenery, with the gentle flow of water reflecting the surrounding trees and hills. The landscape captures a sense of tranquility, highlighted by natural elements gradually merging with the water's edge.

Guest suite in Ryegate

Secluded Paradise on the Connecticut River, VT

Close to heaven for artists and nature lovers. Guest space is the entire first floor of 47' round house with six foot picture windows which allow a 180 degree views on a private half mile on the Connecticut River. Extensive gardens, 30' private guest porch overlooking sandy beach and natural swimming vortex. 4 kayaks, firepit on river's edge, rope hammocks on riverbank. Northlight studio, queen bed ,and foldout couch,divided from bedroom by curtains. Small kitchenette and dining room area.

4.95 out of 5 average rating, 199 reviews

A countertop coffee station is displayed against a wall with a subtle floral pattern. The setup includes a coffee maker, a tray with creamers, and neatly arranged cups on shelves above. Below, a cabinet offers storage space, complementing the cozy kitchen environment.

Home in Irasburg

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!

5 out of 5 average rating, 376 reviews

An aerial view captures the shared outdoor space, featuring a grassy area surrounded by vibrant flowers and greenery. A wooden deck leads to the entry of the tiny house, accompanied by several seating options, including chairs and a table shaded by an umbrella.

Tiny home in Centennial

Tiny House by Winooski Falls, Vermont River House

River House is across from the Winooski Falls and is part of Burlington's historic mill neighborhood. It's a 10 minute walk to the Winooski Circle which is full of restaurants and activity. Downtown Burlington and Lake Champlain are a 10 min (2 mile) drive away. This unique, arty tiny house features hardwood floors, a small kitchen and bathroom, and a shared outdoor space. There is a queen bed upstairs in the loft and a full sized couch downstairs which can be made up for sleeping.

4.97 out of 5 average rating, 127 reviews

A bright living area is shown, featuring a comfortable, spacious couch adorned with a textured throw. A small dining table with chairs sits beside a window, allowing natural light to fill the room. A flat-screen TV is mounted on the wall opposite the seating area.

Guesthouse in Johnson

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.

4.94 out of 5 average rating, 193 reviews

A modern mountain home with a large front porch sits on expansive green grounds, surrounded by trees and colorful landscaping. The structure features a traditional post and beam design, with large windows allowing natural light. Scenic mountain views can be seen in the background under a clear blue sky.

Home in Cambridge

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.

4.98 out of 5 average rating, 268 reviews

The entrance features a stone pathway leading to a wooden door, framed by vibrant flower beds and ornamental grasses. A cozy seating area is visible to the side, enhancing the welcoming outdoor space adorned with festooned decorations.

Guest suite in Lyndon

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!

4.96 out of 5 average rating, 190 reviews

The exterior of The Wolf's Den features a welcoming entrance with a wooden sign and vibrant flower baskets. A shaded porch is visible, along with a barbecue grill. The surrounding gravel area is complemented by well-maintained landscaping and a stone wall, enhancing the overall appeal.

Apartment in Waitsfield

The Wolf's Den at Sugarbush Mt Ellen

The Wolf's Den at Sugarbush Mt. Ellen is a brand new fully equipped custom 1st floor studio apartment at the foot of SUGARBUSH MT ELLEN enjoy the luxurious bedding, and accessories. Also provided is a continental breakfast with a Vermont flair! This property abuts the CATAMOUNT X-C SKI TRAIL!! From here you can walk or bike to many of the Valley's hot spots! Off of German Flats Road. THE VALLEY'S GREATEST LOCATION !!! One well-behaved pet is allowed!

4.94 out of 5 average rating, 256 reviews

A sun-filled living area features large windows that offer views of the surrounding trees. A cozy seating arrangement includes a blue couch and a brown accent chair. A low coffee table sits atop a vibrant, striped rug, complemented by a soft bean bag nearby.

Cabin in Moretown

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.

5 out of 5 average rating, 239 reviews

A tranquil river flows over smooth stones, surrounded by lush greenery. A wooden bridge crosses the water, leading to the campsite and the historic stone building in the background. The area is shaded by large trees, creating a serene atmosphere.

Yurt in Starksboro

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

4.86 out of 5 average rating, 408 reviews

A rustic barn stands beneath a star-filled sky, with the Milky Way clearly visible. The structure, weathered and wooden, is illuminated gently by the surrounding landscape, providing a stark yet captivating contrast to the deep blues and purples of the night sky.

Home in Westford

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!

Popular amenities for Montgomery Holiday Accommodation with Breakfast

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with breakfast

4.73 out of 5 average rating, 456 reviews

A warm bedroom features a floral patterned bedspread over a spacious bed, complemented by blue and white pillows. Large windows allow natural light to illuminate the room, with a view of outdoor greenery. A wooden dresser and rug add to the cozy ambiance.

Private room in Stowe

Pine Forest: hike-bike-ski

Private room in Underhill

A cozy bedroom features a metal-framed bed dressed in a light blue quilt. A small turquoise nightstand with a lamp stands beside the bed. Two sets of wooden doors provide access to the hallway and adjacent spaces, while a painting hangs on the wall.

4.93 out of 5 average rating, 449 reviews

Charming 1869 farmhouse in rural setting

Private room in Waterbury

A rustic wooden home is surrounded by lush greenery, featuring a spacious lawn in front. The structure includes a large deck with seating, a sunroom with expansive windows, and vibrant flower beds, creating an inviting outdoor space.

4.9 out of 5 average rating, 78 reviews

Mountain Meadow View BnB - Twin x 2

Private room in Underhill

The entrance features a dark front door with decorative glass panels, flanked by hanging baskets filled with vibrant flowers. A cozy rocking chair is positioned on a stone porch, inviting relaxation among the colorful floral arrangements on either side.

4.93 out of 5 average rating, 27 reviews

Queen bedroom in Spacious Upscale Loft House

Private room in South Burlington

A well-decorated private room features a spacious bed covered with a blue quilt and adorned with colorful cushions. A large artwork hangs above, complemented by fairy lights. A smart Roku TV and a small refrigerator are visible, along with a modern lamp and a stylish dresser.

4.87 out of 5 average rating, 86 reviews

Cozy, SMART-Room near airport, UVM, St. Michael's

Private room in Starksboro

A well-equipped kitchen features a black stove and a microwave, with wooden cabinetry showcasing neatly organized items. Adjacent, a dining area is present, furnished with a wooden table surrounded by chairs. Soft lighting from a chandelier complements the pink walls and framed art.

4.99 out of 5 average rating, 172 reviews

200-year-old Farmhouse Near Burlington #1 (See #2)

A snow-covered house is seen in the foreground, with a plume of smoke rising from its chimney. The backdrop features snow-capped mountains under a clear blue sky, creating a serene winter landscape.

Home in Moretown

4.79 out of 5 average rating, 14 reviews

Mountain Views, Meadow Blues,

5 out of 5 average rating, 5 reviews

A spacious home is depicted from the front, showcasing a stone chimney and large windows framed by an inviting porch. Lush greenery surrounds the property, and a gravel driveway leads to the entrance, set against a backdrop of trees and a partly cloudy sky.

Home in Waitsfield

House in Waitsfield

Apartment rentals with breakfast

Apartment in Montgomery Center

A warm living area is highlighted by a large area rug and features a comfortable sofa adorned with patterned cushions. A coffee table sits in front, complemented by a gas-log fireplace. Two large lamps provide soft lighting, while a balcony door offers outdoor views.

4.93 out of 5 average rating, 27 reviews

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

A spacious living area features a cozy sleeper sofa adorned with a floral blanket. Two decorative pillows rest at the back, and natural light streams through nearby windows. A small desk and a chair are positioned in the background, with a plant adding a touch of greenery.

Apartment in South End

4.93 out of 5 average rating, 136 reviews

Country Meets City - Relax in Nature - Near to All

The charming farmhouse exterior features a light yellow facade with red shutters. A welcoming porch is adorned with plants and a colorful playhouse sits on the lawn, surrounded by green grass and trees, creating a pleasant outdoor space.

Apartment in Centennial

4.65 out of 5 average rating, 194 reviews

2 BR 3 Min Walk to Medical Center and UVM!

5 out of 5 average rating, 34 reviews

The entrance to the townhouse is shown, featuring a glass-paneled door flanked by two wall sconces. The doorway is set within white siding, and a stone pathway leads to the entrance. A planter with tulips adds a touch of color to the scene.

Apartment in Milton

Iris Suite All the Comforts of Home

Apartment in Montgomery Center

The living area features a cozy seating arrangement with a tufted ottoman, comfortable armchair, and sofas. A kitchen bar highlights wooden cabinetry and appliances, with light streaming through large windows overlooking a deck area. Rustic beams add texture to the space.

5 out of 5 average rating, 9 reviews

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

The historical house features an elegant facade with intricate architectural details. A large tree stands prominently in the front yard, surrounded by well-maintained greenery. The inviting entrance showcases a covered porch, leading to the main door, framed by decorative elements.

Apartment in Barre

4.93 out of 5 average rating, 15 reviews

The Robert Burns Suite, a 1 Bedroom Apartment

Bed and breakfast rentals with breakfast

5 out of 5 average rating, 43 reviews

Private room in Georgia

The Yellow Farmhouse B&B ~ The Winter En suite

Private room in Sutton

Red Suite – Domaine Tomali-Maniatyn, B&B

Private room in Cowansville

4.95 out of 5 average rating, 44 reviews

Tudor Yellow (1 Double Bed) 2 Guest

Private room in Waitsfield

5 out of 5 average rating, 3 reviews

The Chapman Room at the Waitsfield Inn

4.88 out of 5 average rating, 105 reviews

A cozy queen bedroom features warm wooden paneling and soft bedding. A large window allows natural light to fill the space, offering views of the surrounding nature. Decorative elements, including wall art and wreaths, enhance the tranquil ambiance.

Private room in Stowe

Spruce Room | Double Bed | Private Bath | Stowe

4.95 out of 5 average rating, 236 reviews

Private room in Newport

White Birch Lakeside Retreat - Woodside Room

Private room in Fairfax

5 out of 5 average rating, 13 reviews

Vermont Country Inn - Foliage room