House vacation rentals in Wardsboro

4.94 out of 5 average rating, 128 reviews

A spacious living room features a vaulted ceiling and an arched window that allows natural light to flood the space. Comfortable seating arrangements include two red sofas and a patterned area rug. Shelving units display decorative items, while a media system is positioned above the fireplace.

Home in Brattleboro

Modern Spacious Home with Mountain Views

Modern Home in Brattleboro with mountain view & many extras: Italian-Marble master-suite, Jacuzzi/Shower for 2, walk-in closet, king bed, grill, heated garage, cable, WiFi. Open-concept living room w/ cathedral ceiling, office, & movie screen. Large open kitchen w/ wine fridge. Second bedroom w/ loft. Explore hiking trails from backyard. Pets ok! 3 mins from Vermont Country Deli & I91 Exit 2. Walking distance to dog park, swimming holes. Downtown: 4 mins Mount Snow: 40 mins Stratton: 54 mins

4.96 out of 5 average rating, 129 reviews

A gently sloping field is depicted, bordered by trees with autumn foliage. A red barn and a white building are visible in the distance, set against a bright blue sky with scattered clouds. The landscape conveys a peaceful rural setting.

Home in Townshend

Lawrence Cottage

Deep in the West River Valley region of Windham County, Lawrence Cottage is in a gorgeous and uncluttered setting upon Windham Hill. If you long for solitude, serenity and beauty, we have the perfect escape for you. We are convenient to all local amenities and activities and an easy drive from Boston or New York. We are near Townshend, Jamaica and Lowell Lake State Parks, Magic Mountain, Mount Snow and Stratton Mountain Resorts. This is Vermont--of course we welcome people of all backgrounds.

4.96 out of 5 average rating, 285 reviews

The exterior of a two-story contemporary home is depicted, featuring green-framed windows and a pathway lined with gravel. Adjacent grassy areas and trees create a natural setting. A blue flag flutters near the entrance, enhancing the welcoming feel of the property.

Home in Weston

Reillys Rest -GreenMtns! Secluded-Pet-Kid friendly

Reilly's Rest is a private home located on its own 6 acres in a prime location to SKI, HIKE, FISH, SWIM, KAYAK, WALK, + RELAX in the Green Mtns! 11/19 New floors-windows-appliances! The home is just 7 miles to Magic, 10-Bromley, 15-Stratton , and under 20 to both Okemo & Manchester. Reilly's Rest provides a peaceful + cozy stay on 6 acres with Mtn. views. Our Vermont contemporary-style home is sure to impress with warm wood interiors and an upstairs with open floor plan and beautiful views!

4.9 out of 5 average rating, 232 reviews

An open concept living space features four arched windows that allow ample natural light. Wooden floors complement the revealed post and beam construction. A wooden dining table is centrally placed, with a cozy seating area in a corner, creating a relaxed environment.

Home in Putney

Spacious Loft with View

Located off a quiet dirt road, this rental features a great view of Putney Mountain, a private Hot Tub(exclusive to just the loft), miles of trails right from your doorstep, & a private rock quarry with swimming spot! Nestled amongst 100+ acres of conserved forest, with many VT destinations just minutes away, we are at the top of a hill overlooking the Putney Mountain ridge line.Just a 7 minute drive to downtown Putney and 20 minutes to Brattleboro.Landmark College (6min) & Putney School (12min)

A warm living space is highlighted by a stone fireplace, wooden walls, and large windows that frame the surrounding trees. The area features a cozy couch with a throw blanket, a rustic dining table, and multiple black dining chairs, creating an inviting atmosphere.

4.96 out of 5 average rating, 116 reviews

Hot Tub & Game Room - Ski Mt. Snow/Stratton

Nestled in the heart of Southern Vermont, our cozy and inviting home sits 10 min from Mt Snow and 15 min from Stratton, making it the ideal base for your adventure. Whether you're hitting the slopes, exploring hiking trails, or simply unwinding, you'll find everything you need for a memorable stay. Soak under the stars in our 7-person hot tub or cozy up inside for a night of relaxation. Discover the charm of Vermont and visit local breweries, farm-to-table restaurants, farms, and quaint towns.

4.93 out of 5 average rating, 416 reviews

A rustic building with wooden siding is partially surrounded by a foggy landscape. An elevated deck with rocking chairs invites relaxation. The entrance features glass doors flanked by large windows, allowing natural light to illuminate the interior. Surrounding greenery creates a serene atmosphere.

Home in Putney

Vermont Botanical Studio Apartment

This room is one half of a floor in our studio building (35 sq m). It is the only occupied space in the building, which is separated from the main house by a yard. There is a queen-sized bed, full bath (no-curb shower), and an outdoor shower (not available in the winter) Small kitchen with a sink, fridge, 2-burner induction hob, microwave/convection oven, toaster, coffee pot, and cookware. Arched ceiling, with ceiling fan, large windows, deck, and Maggie's botanical art lining the walls.

4.98 out of 5 average rating, 473 reviews

The cozy bedroom features a combination of stylish furnishings, including a patterned armchair and a classic red chair. Large windows allow natural light to illuminate the space, highlighting the wooden floor and decorative accents, such as framed artwork on the walls and a small decorative table.

Home in North Adams

Steps to MoCA private house + SAUNA!

In North Adams—one of the Berkshires’ prime destinations for fall colors— Chase Hill sits on a hilltop oasis just above MoCA (3 minutes by walk). Once home to the owners of the factory that became MASS MoCA, the whimsically restored house is part of this private historic estate. Only 10 minutes’ drive to Williams College & The Clark, and steps to downtown restaurants. ✨ Your stay enables us to host refugee & immigrant musicians pro bono year-round. More info on @chasehillartistretreat.

4.83 out of 5 average rating, 108 reviews

A charming yellow house is nestled among snow-covered trees, framed by tall evergreens. A snow-blanketed driveway leads up to the entrance, inviting visitors into a serene winter retreat in a wooded setting.

Home in Stratton

Stay mins from Mt. Snow & Stratton w/ EV charger

Enjoy the ultimate ski getaway in this private home that sits on 1 acre of beautiful wooded land. Park your car in the detached garage (w/Tesla charger). The spacious house comfortably sleeps 8 guests and sits between Stratton Mountain and Mount Snow with hiking trails and lakes just minutes away. Sit outside on the deck to enjoy serene views, warm sunshine and sounds of nature. Leave your worries and just relax, BBQ and enjoy the fire pit for cozy evenings with friends & family.

4.98 out of 5 average rating, 318 reviews

A white farmhouse-style structure is set on a lush green hill, surrounded by a clear blue sky. The building features a gabled roof, multiple windows, and a small cupola. A neat lawn frames the house, emphasizing its inviting exterior.

Home in Bennington

Cozy Modern Sugar House with spectacular views.

This beautiful Vermont home sits on 25 acres with spectacular views. We moved this sugar house structure to this land and had an architect adapt it to its surroundings. It has three walls of windows that display the amazing views. The house is surrounded by Mount Anthony hiking trails and a gorgeous pond. The location is a 5 minute drive to town or a lovely 20 minute walk.

4.98 out of 5 average rating, 403 reviews

A spacious living area features large floor-to-ceiling windows offering a view of the green outdoor space. A plush sofa, accented with colorful cushions, sits in front of a wooden coffee table. A modern dining area is visible in the background, illuminated by soft lighting.

Home in Winhall

Stunning mid-century house on 2.5 private acres

Stay at our relaxing, mid-century retreat! The house was built in the 60s but has modern amenities. A 4-wheel-drive vehicle is recommended. Our house is conveniently located 7 miles from Stratton and 12 miles from the outlets/restaurants in Manchester. Floor to ceiling windows provide a stunning view of the property. Please note, the house has a non-working fireplace.

4.93 out of 5 average rating, 113 reviews

The contemporary cabin features an elevated design with wooden walls and large glass windows. A spacious porch includes seating for relaxation. The surrounding grassy area is complemented by natural landscaping, with fire pit seating visible in the background.

Home in Jamaica

The Post Haus: one-of-a-kind modern VT experience

Welcome to The Post Haus! A one-of-a kind, modern Vermont mini cabin in the Green Mountain National Forest. This high-end, mid-century mod getaway offers an indoor wood-burning fireplace, sauna, high-end kitchen, and two acres alongside the beautiful Ball Mountain Brook. Come enjoy our truly special piece of Vermont! Pets welcome with a $100 pet fee.

4.94 out of 5 average rating, 192 reviews

A two-story house is nestled among lush greenery, framed by large trees. A stone wall borders the front yard, which features a natural landscape. The house displays a light exterior, with windows that invite natural light into the interior spaces.

Home in Newfane

Adorable home in Newfane

3 bedroom, 1 bath home. Fully equipped kitchen, cable and internet access. Pastoral meadow view. Quiet road. Private back yard with patio. Bordering on town forest. Close to popular swimming holes. 25 minutes to Mt. Snow, 15-18 to Brattleboro and Putney

Popular amenities for Wardsboro house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

The open living area features a spacious green sofa with decorative pillows, facing a rustic wooden coffee table. Natural light illuminates the space, highlighting the vaulted ceilings and a cozy, inviting atmosphere. A breakfast bar can be seen in the background along with the kitchen area.

5 out of 5 average rating, 67 reviews

Mt. Snow/Stratton Ski Trip! Hot tub and Game room!

4.98 out of 5 average rating, 202 reviews

The classic two-story farmhouse features white siding with black shutters. A green door welcomes visitors, while lush greenery and blooming lilac bushes create a natural frame. The surrounding lawn is expansive, emphasizing the peaceful rural setting.

Home in Salem

Magical Farm Getaway - a must visit!

4.89 out of 5 average rating, 133 reviews

A cape-style farmhouse is nestled beneath the expansive green canopy of a large tree. The house features multiple windows and a spacious deck, while the surrounding lawn is dotted with sunlight and shrubbery, creating a serene outdoor environment.

Home in Colrain

The 1770 House

4.88 out of 5 average rating, 180 reviews

A comfortable living area features a sectional gray sofa adorned with decorative pillows, a coffee table at the center, and two armchairs. Natural light filters in through large windows dressed in light curtains, illuminating the hardwood floor and creating a cozy atmosphere.

Home in Wilmington

Adams Farm-"The Little Farmhouse"

4.93 out of 5 average rating, 227 reviews

A Colonial home is positioned on a green lawn, showcasing a charming brick façade and a classic porch. Large trees provide shade, while an American flag is displayed proudly by the door. Nearby, a design studio is visible, highlighting the spacious front yard.

Home in Keene

The Brick House on Washington Street

4.91 out of 5 average rating, 105 reviews

The spacious great room features a wood-burning fireplace and is furnished with two comfortable sofas and a wooden coffee table. A large flat-screen TV hangs on the wall, and natural light emanates from the surrounding windows. A dining area with a circular table is visible in the background.

Home in Ludlow

Classic VT Ski Chalet - Walkable to Okemo Ski Lift

4.93 out of 5 average rating, 115 reviews

The historic farmhouse is presented with a classic white exterior and black shutters. A spacious wraparound porch offers several seating areas. Lush green grass and neatly trimmed shrubs surround the building, enhancing the inviting appearance against a clear blue sky.

Home in Granville

Historic 1850’s Renovated Farmhouse w/ Pool!

4.89 out of 5 average rating, 226 reviews

A pathway lined with lush greenery leads to a bungalow with a screened-in porch, featuring outdoor seating. The soft sunlight filters through the foliage, creating a serene entrance to the welcoming space.

Home in Williamstown

Hollywood Bungalow in the Berkshires #C0191633410

Weekly house rentals

5 out of 5 average rating, 52 reviews

The living area features a spacious sofa and armchair, framed by large windows that provide ample natural light. Exposed wooden beams run along the ceiling. A decorative rug adds color to the hardwood floor, and a mantelpiece serves as a focal point in the room.

Home in Tinmouth

Charming Vermont Schoolhouse

A charming, blue house nestled among snow-covered trees showcases an inviting entrance with wooden steps leading up to a deck. A festive star and decorative elements adorn the exterior, while fresh snowfall blankets the surrounding landscape, creating a serene winter scene.

5 out of 5 average rating, 11 reviews

The Castle

5 out of 5 average rating, 42 reviews

The exterior of the home is set amidst wooded surroundings, featuring a dark exterior with a vibrant pink front door. A gravel driveway leads to the entrance, surrounded by autumn foliage. The metal roof complements the natural scenery, enhancing the home's country charm.

Home in Jamaica

2-Bedroom Home, 7 Minutes From Stratton Mountain

A single-story chalet is nestled among trees, featuring a light green exterior with white trim. Large windows allow natural light into the living space, while a decorative element mimics the shape of a window above the entrance. Colorful plants adorn the entrance, surrounded by grassy land.

4.93 out of 5 average rating, 46 reviews

Riverside Chalet near Mt. Snow & Stratton resorts

A large hot tub is seen illuminated in blue light, positioned on a deck surrounded by a serene wooded area. String lights overhead create a gentle ambiance, with outdoor seating visible in the background, inviting relaxation in a peaceful setting.

5 out of 5 average rating, 22 reviews

Mountain house w/ large hot tub

A tranquil view of a swimming pond is reflected among lush greenery and blooming wildflowers. A charming house with a light green exterior is visible in the background, framed by vibrant trees and a partly cloudy sky.

4.85 out of 5 average rating, 41 reviews

Cozy mountain getaway between Mt. Snow&Stratton

5 out of 5 average rating, 20 reviews

A bright and spacious living area is presented, featuring a comfortable gray sofa set against wooden flooring. A work-from-home station is positioned by large windows overlooking the outdoors. Natural light floods the room, complemented by ceiling fans and light-colored walls.

Home in Stratton

Beautiful 3-4 BR, 2 Ba, Sleeps 9

4.92 out of 5 average rating, 79 reviews

A bright living space is surrounded by floor-to-ceiling windows, offering views of vibrant foliage and serene waterways. A small wooden table is positioned on a natural wood floor, highlighting the connection to the outdoor landscape. Warm sunlight filters through the trees, creating a calm ambiance.

Home in Guilford

Vermont Mirror House

Private house rentals

A spacious living area features a large sectional sofa in front of a flat-screen TV. Natural wood walls and ceilings create a warm ambiance. Dining seats are visible in the background, set near large windows that allow natural light to enhance the room.

4.9 out of 5 average rating, 72 reviews

Mt Snow/Stratton Getaway-TESLA Charger

5 out of 5 average rating, 23 reviews

Home in Dover

Casa Azul: Deck w/Fire Pits-BBQ-Game Room

4.88 out of 5 average rating, 56 reviews

A semi A-frame structure is surrounded by lush greenery. The exterior features dark wood siding and large windows, allowing natural light to enter. A wooden deck with steps provides access to the front door, inviting guests into the peaceful retreat.

Home in Dummerston

Coverd Bridge Cabin

4.73 out of 5 average rating, 37 reviews

A sunlit living room features a wood stove surrounded by natural wood flooring. A rocking chair sits beside a dark trunk, while a lamp and a vase of flowers add warmth. Two large windows provide ample light, and a cozy sofa is positioned nearby.

Home in Brattleboro

Eco Friendly Garden House

4.89 out of 5 average rating, 18 reviews

A modern wooden structure is situated on a grassy area, surrounded by vibrant autumn foliage. The large windows reflect the natural light and provide a view of the colorful trees in the background, emphasizing the serene woodland setting.

Home in Newfane

Relaxing Mountain Retreat with a View

4.83 out of 5 average rating, 18 reviews

Home in Winhall

Stratton; 8 min! Swimming, 2 min. Pet friendly

4.92 out of 5 average rating, 84 reviews

The kitchen features modern cabinetry with a combination of dark and light finishes. A farmhouse sink is positioned beneath a window, complementing stainless steel appliances, including a gas range and dishwasher. A spacious countertop offers ample preparation area.

Home in Dover

FULLY renovated 1 bed/1 bath ski in-out condo!