House vacation rentals in Pomfret

4.99 out of 5 average rating, 170 reviews

Cape Cod Home in Woodstock, Pet-Friendly & Wooded

Welcome to this charming 4-bedroom Cape Cod-style retreat in Woodstock, Vermont, a picture-perfect New England getaway set on a wooded hillside lot. With original wide-plank hardwood floors, a fully equipped chef's kitchen, and a spacious back deck with a 6-burner propane grill, this home offers the perfect blend of rustic character and modern comfort. Explore the covered bridges and artisan shops of Woodstock Village, or simply unwind in the peaceful garden setting. Please see: Other Things to

The bright kitchen showcases a spacious island with seating for four at sleek, modern bar stools. Stylish pendant lights hang above, and large windows provide natural light. Ample cabinetry lines the walls, with contemporary appliances positioned for easy access.

4.94 out of 5 average rating, 134 reviews

Quechee Getaway Book Your Ski Trip Now

New Build Multi family friendly home near Woodstock, Killington and Dartmouth – Sleeps 12, Modern Aesthetic, Private Porch & Fire Pit Escape to this stunning modern ski home, just 25 minutes from the Skyship Gondola of Killington, Vermont. Whether you're hitting the powder in winter or enjoying the breathtaking foliage and outdoor adventures in the warmer months, this luxurious retreat offers the perfect base for your next getaway. Hike the Gorge or stroll thru the quaint village of Woodstock.

The exterior of the house is viewed, showcasing a modern design with a mix of wood and stone accents. A welcoming entryway features a large front door and a small seating area. Surrounding trees contribute to a natural and serene environment.

4.91 out of 5 average rating, 100 reviews

Quechee Vermont Home

Forget your worries in this spacious and serene space. Nestled in the woods, listen to the sounds of nature from the deck, or take advantage of all that the area has to offer for outdoor recreation. Enjoy the outdoor fire pit and spacious deck for entertaining your guests. Each guest rooms has its own private bath, and the primary bedroom features a private outdoor deck. Enjoy the Air Fryer oven, 5-chamber pure drinking water system, soaking tubs at all bathrooms, top-quality cotton linens.

4.97 out of 5 average rating, 110 reviews

Home in Bridgewater

Breathtaking Riverfront Retreat w/Mountain Views

Thoughtfully designed to elevate every moment of your Vermont getaway, our home offers a comfortable & uniquely historic experience, along with panoramic views of the beautiful Ottauquechee River. Perfectly nestled between the vibrant towns of Woodstock and Killington, guests have incredible hiking, skiing, golfing, shopping, leaf peeping, delicious dining, and so much more right at your finger tips. Wonderful for families, couples, or small groups looking to explore all that VT has to offer!

4.96 out of 5 average rating, 101 reviews

A sweeping view showcases Mt Ascutney, framed by vibrant autumn foliage. Rolling fields and meadows are seen in the foreground, with varying shades of green and gold. The landscape captures the tranquil essence of nature, inviting outdoor exploration.

Home in West Windsor

Chuck's Place

With plenty of warm days ahead, we're stoked for the upcoming season. Chuck's a private home on 7 sunny acres overlooking Mt Ascutney. Great for hiking, biking, skiing, snowshoeing- or R&R! A note about Airbnb fees: Airbnb shifted their 15.5% guest fees to the host. We had to raise our rate to compensate. We are loyal to offer accessible ski vacations for your friends & family at the cost of a hotel room! Dollars a day at Ascutney or on your Indy/Ikon/Epic pass. Hit up the 20% on longer stays.

4.96 out of 5 average rating, 600 reviews

The uniquely shaped house, adorned with shingles, is surrounded by lush greenery. Large windows reflect the vibrant foliage, allowing natural light to illuminate the structure. The natural stone wall complements the rustic aesthetic, creating a harmonious blend with the wooded landscape.

Home in Fairlee

Cozy Bow House Perched in Trees w/ Hot Tub & View

The cozy Bow House is perched up above a lovely valley and boasts large south facing windows, a unique bowed loft and a warm, inviting space to relax. Up a charming dirt road past Brushwood & Fairlee Forests with hiking, biking and ATV trails nearby. Lake Fairlee is a scenic 10 min drive; 15 min to Lake Morey & I-91 and 30 min to Dartmouth College. Enjoy the glow of the rising sun and beautiful views above the fog, unwind in the hot tub surrounded by the magical woods and wildlife of Vermont.

4.93 out of 5 average rating, 103 reviews

Home in Reading

Private, Large 4BR home | Pet friendly | 10 Acres

Okemo & Killington Ski House Large 4 bedroom 2.5 bath, 3,000+ sq ft home located close to Okemo Ski Resort and surrounded by 10 acres of land at the end of a private road! This recently renovated home features 3 levels, a large game room, 5 separate sleeping areas and a large covered porch! Enjoy ultimate privacy with proximity to multiple outdoor adventures including skiing, golfing, hiking and mountain biking. Just a short drive to downtown Ludlow and other surrounding stores in Cavendish.

4.99 out of 5 average rating, 136 reviews

A modern kitchen is showcased with sleek cabinetry and a vibrant red stove. Natural light flows through large sliding glass doors, illuminating a dining area with a contemporary light fixture and a glass-top table surrounded by four chairs, enhancing the open layout.

Home in Sharon

The Willow House: a Modern Vermont Retreat

Just 7 miles (12 minutes ) to the Dartmouth Campus, this newly re-built little house sits beside its own pond on the edge of a sheep pasture. All the comforts of a modern home in 600sqft. Enjoy access to hiking trails and State Forest lands as well as an easy drive to world-class skiing an hour away and all that the Dartmouth College community offers just minutes away. This is the best of pastoral Vermont, with outside living-dining space ( south facing deck and north facing screen porch).

4.98 out of 5 average rating, 171 reviews

A bright living area is illuminated by large picture windows showcasing panoramic views of rolling green hills. Comfortable seating arrangements include a sofa and armchair, positioned around a wooden coffee table. A cozy fireplace and a projector screen are visible, enhancing the inviting space.

Home in Pomfret

Private Oasis Under 10 Mins from Woodstock

Less than ten minutes from Woodstock Village, this bright, 3 bedroom home is nestled on ten private acres with spectacular views of Pomfret's rolling hills. The open living area features a large picture window, cozy fireplace and fully equipped kitchen. Relax on the spacious deck with dramatic views of Pomfret’s hills. Please read reviews to see what our guests love about staying here: - Beautiful location - Squeaky clean - Fully equipped kitchen - Comfortable beds - Thoughtful amenities

A dining area is seen through an open doorway, featuring a wooden table surrounded by six chairs. Warm lighting is provided by a chandelier above, while a bowl of flowers centers the table. A patterned rug lies beneath, and cabinetry is visible in the background.

4.98 out of 5 average rating, 179 reviews

Charming, Cozy Cape

Enjoy the warmth, style, and privacy of this lovely home, located on a hillside above the picturesque White River. Just minutes from restaurants, shopping, cocktail bars, and galleries in downtown White River Junction, and a 10-minute drive to Hanover, NH, and the Dartmouth College campus. Set on an acre of open land with beautiful views and sunsets from the back deck. Central heating to keep you cozy during the fall and winter months. Perfect for couples and families ... and pet-friendly!

4.94 out of 5 average rating, 121 reviews

Home in Tunbridge

Town’s End, a Private Retreat with Mountain Views

Welcome to Town's End, a retreat for nature lovers. Named after my father, Townsend, this custom built, six bedroom, three bath home is at the end of a private drive with mountains on one side, fields on the other, and woods behind. Enjoy the tranquility of our 260 acre estate situated between the Green Mountain and White Mountain National Forests. Town’s End will provide you with vast, open spaces indoors and out, immersing you in a nature’s paradise.

4.98 out of 5 average rating, 52 reviews

Home in Barnard

The Looking Glass, a modernistic escape

Welcome to The Looking Glass, a modernistic escape located in Barnard, Vermont! Nearby attractions include: • Woodstock – 11 miles (approximately 21 minutes) • Killington Resort – 25.4 miles (approximately 40 minutes) • Okemo Mountain Resort – 36 miles (approximately 53 minutes) • Mount Tom & Prosper Pogue hiking trails • Silver Lake State Park • Local coffee shops, restaurants, breweries, and Vermont shops

Popular amenities for Pomfret house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.99 out of 5 average rating, 101 reviews

A bright and airy great room features high wooden ceilings with large windows showcasing mountain views. A spacious sectional sofa is arranged around a colorful area rug, complemented by blue armchairs. Contemporary lighting and artistic decor add to the inviting ambiance.

Home in Springfield

Luxury Mid-Century Modern Vermont Home, Okemo View

4.86 out of 5 average rating, 260 reviews

Luxury Condo Tucked in the Heart of Killington

A refreshing pool is visible in the foreground, featuring a blue inflatable shark and a colorful inner tube. A shaded seating area with a large blue umbrella is highlighted by striped chairs. In the background, a charming building peeks through lush green foliage.

4.9 out of 5 average rating, 134 reviews

CountryBear- AC, Pool, Hot Tub, Fire Pit, Grill

4.87 out of 5 average rating, 283 reviews

The exterior of a cozy ranch house is shown, framed by lush greenery and flowering shrubs. The front porch is accessible via steps, with a teal door welcoming visitors. A pathway leads through the manicured lawn, enhancing the inviting appearance of the property.

Home in Mendon

Ranch at Mendon Mt Orchards

4.96 out of 5 average rating, 142 reviews

Home in Springfield

Ski Mountain View Estate

4.89 out of 5 average rating, 141 reviews

Golf and Mountain Biking outside the door!

4.92 out of 5 average rating, 114 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

4.83 out of 5 average rating, 132 reviews

A modern stand-alone condo is set against a backdrop of vibrant autumn foliage. The light gray exterior features large windows, allowing natural light to fill the interior. A wooden deck and stairs lead to the entrance, surrounded by well-maintained landscaping.

Home in Warren

Charming Sugarbush Standalone Condo

Weekly house rentals

5.0 out of 5 average rating, 32 reviews

2 Min Walk to Woodstock Village Mountain Views

Aerial view of a secluded home surrounded by lush greenery and rolling hills. The property is nestled within a blend of trees and open fields, offering a serene atmosphere. Visible structures include a spacious home with a red roof and a pathway leading up to it.

5.0 out of 5 average rating, 38 reviews

Pomfret Retreat, near Woodstock

4.98 out of 5 average rating, 65 reviews

Home in Pomfret

Cheerful, Restored 1940s Cape- 5 mins to Woodstock

5.0 out of 5 average rating, 4 reviews

Home in Pomfret

The House on the Hill

5.0 out of 5 average rating, 30 reviews

Quechee Retreat. Close to Everything!

4.93 out of 5 average rating, 84 reviews

Historic House near Woodstock Inn with Porch

5.0 out of 5 average rating, 17 reviews

Ferndean Farm

4.93 out of 5 average rating, 42 reviews

VT Farmhouse w/ Pond, Stream, Firepit & 20+ Acres

Private house rentals

5.0 out of 5 average rating, 63 reviews

Home in Warren

Sky Zen - Ridgeline Retreat

5.0 out of 5 average rating, 15 reviews

Renovated Kingswood 3Br | Pool, Golf, Club Access

4.75 out of 5 average rating, 4 reviews

Woodstock retreat | 25 acres | private pond | spa

A modern cabin stands surrounded by lush greenery, featuring a dark exterior that contrasts with the natural landscape. A spacious deck is supported by wooden beams, and large windows invite natural light. A stone wall borders the property, adding character to the setting.

4.96 out of 5 average rating, 45 reviews

Skye Ridge Lodge: Private Hot Tub, Open Concept

A bright and open living area features large windows that allow natural light to fill the space. A fireplace is positioned against one wall, with comfortable seating arranged around a wooden coffee table, offering a welcoming spot for relaxation. Decorative plants add a touch of greenery.

4.82 out of 5 average rating, 17 reviews

Spacious 4-Bedroom in Quechee VT

5.0 out of 5 average rating, 22 reviews

Fieldside Quechee condo

The charming yellow home is set against a backdrop of autumn foliage, showcasing green lawns and a wooden fence. A gazebo is visible nearby, inviting relaxation. The structure features a gabled roof and is oriented towards the scenic landscape.

4.97 out of 5 average rating, 73 reviews

Dana Road House Sunlit VT Country Home w/HotTub

An open living and dining area is highlighted by large windows allowing natural light to fill the space. A wooden dining table with eight chairs is present, alongside a comfortable seating arrangement featuring a sofa and an accent chair. A glamor chandelier hangs overhead, enhancing the welcoming atmosphere.