House vacation rentals in Winhall

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.

4.9 out of 5 average rating, 245 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 cozy fire pit is surrounded by stone, situated in the foreground of a spacious lawn. In the background, a modern chalet features large windows and a combination of wood and stone siding, framed by colorful autumn foliage.

4.95 out of 5 average rating, 164 reviews

Summit View Ski and Golf Retreat w/hot tub & Sauna

Summit View Chalet @ Stratton is the ideal VT retreat, Minutes from Manchester, directly across the entrance from Stratton's 27 Hole Championship Golf Course. Beautifully remodeled! Relax in the hot tub on the deck with direct summit views in any season. Enjoy shuttle access to lifts, minutes from snowmobiling, hiking, fine dining and shopping. Comfortable accommodations for 6 adults and 5 children. Perfect for 2 families to enjoy any season in Southern Vermont's beautiful Green Mountains!

4.93 out of 5 average rating, 423 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.

A modern interior is showcased with wooden walls and flooring, featuring a cozy bed positioned near large windows. A compact dining area is visible, with a small table and two chairs. An air conditioning unit is installed on the wall, contributing to the space's comfort.

4.94 out of 5 average rating, 308 reviews

Modern Cabin with Hot Tub & EV Charging Station

Welcome to the Tea House - a retreat in the woods of Vermont. Set on nearly 5 acres, the location is private and peaceful without feeling remote. Just minutes to skiing at Stratton Mountain, Bromley and Magic. A short drive to Manchester with shops and restaurants. Relax and unwind in a cozy, modern space that lends itself to mindful living. Vinyl records, good books, stargazing from the hot tub. Your Vermont adventure awaits. - Private Hot Tub Open All Year - EV Charging Station - AC/Heat

4.99 out of 5 average rating, 122 reviews

Adirondack chairs and a small side table are positioned on a spacious deck, offering an unobstructed view of Okemo resort. The winter landscape features snow-covered ground, complemented by a clear blue sky and distant mountain views.

Home in Ludlow

Stunning Okemo Views - 3BD 3BA on 10 Private Acres

Recently constructed on ten private acres with captivating views of Okemo. Three BR, three full bath, air conditioned modern chalet, just 1.5 miles from downtown and 3 miles from Okemo’s base areas. Epic views of Okemo and surrounding mountains from every room. Cozy around the fireplace in the living room or enjoy smores outside by the firepit, or unwind on the deck. Lower level has second living room great for kids with large TV, comfy couches, Pac Man arcade, foosball and board games.

4.94 out of 5 average rating, 176 reviews

The exterior of a charming farmhouse is viewed, featuring white siding and a red front door. A large tree stands in the foreground, while green foliage and a stone path enhance the natural setting. A brick chimney is visible on the roof.

Home in Londonderry

Clean, Captivating VT Farmhouse near Stratton!

Let us welcome you to our beautifully appointed, circa 1901 Vermont farmhouse resting on four acres of lush, rolling pastures--the quintessential Vermont experience! The house exudes warmth, coziness and tranquility with no detail left untouched. 4 BR 2 bath with huge family room. Minutes to 3 of the best ski-mountains on the east coast - Stratton, Bromley, Magic Mtn and close to Manchester shopping. A few miles from renowned Solo Farm & Table, HoneyPie and West River Farmer's market.

4.86 out of 5 average rating, 301 reviews

Home in Jamaica

Yellow Sweetie at the Base of Stratton

Our adorable home, The Yellow Sweetie, is located in a convenient setting at the base of Stratton Mountain, just 1 minute to the Stratton Resort access road and 8 mins to the slopes. Explore Vermont's many historic towns with classic architecture and covered bridges, as well as its breathtaking mountains, rivers and lakes. The Yellow Sweetie offers stylish country living-meets-shabby chic comfort and coziness. Escape to the fresh Vermont mountain air where life feels a little bit simpler!

A cozy living area features a large sectional sofa adorned with decorative cushions. A wooden coffee table sits in the center, surrounded by an area rug. A stone fireplace with a fire is visible, enhancing the space's comfort, and a staircase leads to the upper level.

4.98 out of 5 average rating, 131 reviews

3BR 2BA Stratton Condo w/ Fireplace & Forest Views

Newley renovated 3 bed 2 full bath condo on Stratton, just minutes to Stratton's base lodge. Kitchen is well equipped for cooking. Private balcony with forest views. All new appliances. Wood burning fireplace & firewood included. All beds & baths are on 2nd floor up spiral staircase which may be difficult for elderly or young children. Stairs are required. Master bed has en suite full bath and smart tv. Free parking. Living room has an 86" smart TV. Poker set, & board games.

4.99 out of 5 average rating, 342 reviews

The exterior of a charming house features a gabled roof and a welcoming front porch with a wooden rocking chair. Lush green grass surrounds the home, and neatly trimmed shrubs are visible, complemented by tall trees in the background against a partly cloudy sky.

Home in Bennington

Southern Vermont Home

Beautiful home that offers privacy on over one acre of land. It is only a short drive to the conveniences of downtown shopping, restaurants, Bennington College, and much more. This house is 35 minutes from Manchester's famous outlets, 20 minutes from Williamstown, MA, and 45 minutes from Albany, NY. Bromley and Mount Snow ski areas are 40 minutes. The home has wonderful finishes and you will feel right at home upon arrival. Please come explore Vermont from our country escape!

4.98 out of 5 average rating, 164 reviews

A well-appointed bedroom showcases a spacious bed dressed in white linens, complemented by decorative pillows. A wooden bench is situated at the foot of the bed. A large mirror and artful wall decor enhance the serene atmosphere, while natural light enters through a large window.

Home in West Windsor

Birdie's Nest Guesthouse

Welcome to our newly renovated studio apartment, nestled among the trees in the serene hills of West Windsor, Vermont. Elevated on the second floor, this separate structure offers a tranquil escape with breathtaking views of Mount Ascutney and our own private pond. Immerse yourself in the comforts of this thoughtfully designed studio apartment, surrounded by the natural beauty of the Vermont landscape. Every detail has been curated to ensure your utmost comfort and enjoyment.

4.93 out of 5 average rating, 187 reviews

A shaded outdoor area features a tree with two swings, one being a macrame-style chair with striped fabric. The wooden exterior of a neighboring building and a picnic table can be seen in the background, enhancing the tranquil and inviting atmosphere of the space.

Home in Mount Tabor

Winter Fun Enjoy Southern Vt

Winter: Bromley 20 min, Stratton, Okemo Pico 35 min, Killington 40 min. Great hikes on the AP/LT,Homer Stone trails, Little Rock Pond excellent swimming holes minutes to the lake and VSF. . Back to back with Green Mtn National forest. Pets must be pre-approved.. Please add your pet fee in your reservation. A true home away from home. We are 4 season vacation. Grn Mtn National Forest. Minutes to Manchester .

Popular amenities for Winhall house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

5 out of 5 average rating, 71 reviews

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.

Home in Wardsboro

Stratton/Mt Snow minutes away! Hot tub + Game room

4.98 out of 5 average rating, 203 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!

5 out of 5 average rating, 14 reviews

A spacious dining area features a long, rustic table set with a black and white checkered runner. Large windows offer views of the surrounding woods. A comfortable sofa sits in the corner, alongside an armchair, creating a cozy space for relaxation. A modern light fixture hangs from the high ceiling.

Home in Wilmington

Silver Moose Lodge (Mt Snow)

4.92 out of 5 average rating, 24 reviews

A cozy living area features a stone fireplace with a warm fire, surrounded by a modern sofa. Above the fireplace, a wall-mounted television is visible. A rustic chandelier with multiple bulbs hangs over a dining table, while decorative items are placed on a nearby side table.

Home in Ludlow

Ski-In/Ski-Out Hike Okemo Mountain Condo

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"

4.92 out of 5 average rating, 107 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

4.97 out of 5 average rating, 31 reviews

A relaxing hot tub overlooks the in-ground swimming pool, surrounded by vibrant greenery and landscaped gardens. A gazebo is positioned nearby, with mountains visible in the distance, creating a serene outdoor environment suitable for leisure and gatherings.

Home in Dorset

Idyllic Dorset Home: Serene Escape w/amazing views

4.93 out of 5 average rating, 117 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!

Weekly house rentals

4.86 out of 5 average rating, 14 reviews

An open living space features large windows that allow ample natural light, revealing snow-covered grounds outside. A cozy sofa is adorned with decorative pillows and a throw. A rustic coffee table and an area rug add warmth, while the kitchen area is visible in the background.

Home in Londonderry

Bright & Vibrant Mountain Home

5 out of 5 average rating, 67 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

5 out of 5 average rating, 31 reviews

Home in Jamaica

Tranquil VT Ski House Retreat

5 out of 5 average rating, 26 reviews

A modern mountain house is framed by snow-covered trees, showcasing tall windows and a sloped roof. Soft lights illuminate the interior, revealing a cozy space. A covered porch with seating is visible at the front, along with a snow-dusted vehicle parked nearby.

Home in Peru

Highland Haus: stunning ski getaway with hot tub

Superhost

A cozy living area features a comfortable sofa and two armchairs arranged around a circular wooden coffee table. Large floor-to-ceiling windows allow natural light to illuminate the space, providing views of the lush greenery outside. Exposed wooden beams enhance the room's character.

Home in Sunderland

4.72 out of 5 average rating, 39 reviews

Modern, Serene Farmhouse Retreat

Two outdoor chairs frame a view of the setting sun behind distant mountains, with vibrant colors filling the sky. A small fire pit is positioned between the chairs, and the surrounding area is dotted with grass and rocks.

4.99 out of 5 average rating, 67 reviews

Idlewoods

The exterior of a two-story house is shown, featuring a dark grey facade and multiple large windows that provide natural light. A wooden deck with steps leads to the front door, flanked by snowy terrain and bare trees, creating a calm winter atmosphere.

4.96 out of 5 average rating, 25 reviews

Mountain House between Stratton, Bromley, Magic

5 out of 5 average rating, 36 reviews

Home in Springfield

Scandinavian Serenity Close to Okemo

Private house rentals

An aerial view of a serene mountain retreat is displayed, surrounded by vibrant autumn foliage. The colorful trees span across the landscape, complementing the home's dark exterior. A tranquil pond reflects the colorful surroundings, enhancing the peaceful atmosphere of the natural setting.

4.93 out of 5 average rating, 27 reviews

Relax & Recover Retreat | Hot Tub + Sauna + Gym

5 out of 5 average rating, 6 reviews

Cozy 3-BR Retreat Near Stratton & Manchester

5 out of 5 average rating, 29 reviews

The exterior of the School Street House is presented in a classic farmhouse style, featuring a spacious front porch with rocking chairs. The manicured lawn is complemented by a simple walkway leading to the entrance. A mailbox stands prominently at the edge of the property.

Home in Manchester

School Street House

A spacious living area features a large sectional sofa arranged around a rustic wooden coffee table. Natural light fills the room through the tall windows, highlighting a cozy fireplace framed in white. A stylish armchair and bookshelf complete the inviting ambiance.

5 out of 5 average rating, 19 reviews

The Vermont Hideaway

A spacious green house with multiple gables sits against a cloudy sky. The inviting entrance features a central door framed by windows and flanked by shrubs. A garage door is visible on the left, adding to the home's functionality and charm.

4.88 out of 5 average rating, 16 reviews

Ski Lodge Hideaway: 5 minutes to Stratton Mountain

4.96 out of 5 average rating, 28 reviews

Manchester VT - Entire Home, Amazing View

Superhost

Home in Wilmington

5 out of 5 average rating, 5 reviews

A-Frame | Hot Tub| Dog Friendly | Near Mt. Snow

A spacious living area features two comfortable leather sofas positioned around a wooden coffee table. A stone fireplace is centered on the far wall, with a flat-screen TV mounted above it. Sunlight enters through two windows dressed in blue curtains, illuminating the warm wooden floor.