House vacation rentals in Plymouth

4.99 out of 5 average rating, 170 reviews

Home in Woodstock

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 exterior of the fully renovated home is surrounded by greenery, featuring a spacious yard and a fenced area. A large deck is visible on the back of the house, along with a detached garage and ample outdoor space for gatherings.

4.92 out of 5 average rating, 102 reviews

Updated 6BR Home 4 min to Okemo w fenced in yard!

Fully renovated! This single-family home is a perfect getaway for you and your friends or family to enjoy some of the best terrain in the Northeast at Okemo Mountain, located just 5 minutes away. After a day on the slopes come home, unwind and relax or head to downtown Ludlow area to enjoy restaurants, bars, shopping and more. Pet-friendly, large fenced in yard. Nearby attractions: - Camp Plymouth State Park & Echo Lake - Fox Run Golf - Buttermilk Falls hiking and swimming - Killington Skiing!

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.

4.98 out of 5 average rating, 60 reviews

Escape to VT chalet between Okemo and Killington

Escape to private 3-bedroom cabin on 2 wooded acres between Okemo and Killington. Perfect for families, couples, friends and their dogs, Bigfoot Chalet gives the privacy of a secluded Vermont retreat while keeping you close to skiing, hiking, lakes and local attractions. Highlights: • Between Okemo (6 miles) & Killington Skyeship (12 miles) • Pet friendly • Fire pit and fire place • 2 private wooded acres • Deck • Fully equipped kitchen • Workspace Come for skiing, foliage, hiking or lakes.

A captivating sunset paints the sky with hues of orange, pink, and purple, with rolling hills silhouetted in the foreground. The distant mountains create a serene backdrop, accentuating the natural beauty of the secluded setting.

4.96 out of 5 average rating, 274 reviews

Top of the World! Jacuzzi! Private Hiking Trails!

Welcome to one of the most unique "retreats" in Vermont! Perched atop a private mountain with beautiful 100 mile views! Ideally located between Killington (7 miles) & Okemo resorts, near Woodstock. Relax in the Jacuzzi while enjoying the views and stars. Private, peaceful hiking trails and waterfalls, with trail maps. Direct access to the Green Mtn. Forest, new BlackStone Grill! There's a picnic table near the water falls and Buddha Rocks. Enjoy your own nature paradise! Small private beach!

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.

4.97 out of 5 average rating, 184 reviews

Ski Chalet with Hot Tub on Okemo Mountain

Escape to this spacious 3-level, 1,700+ sq. ft. ski chalet, just 4 minutes from Okemo Mtn Resort and downtown Ludlow, 6 minutes from Jackson Gore, and 30 minutes from Killington. Floor-to-ceiling windows frame beautiful 180-degree views of the wooded backyard, creating a peaceful mountain retreat. After skiing, hiking, or exploring, unwind by the fireplace or soak in the private Jacuzzi hot tub. With plenty of space and a fantastic location, this chalet is an ideal Vermont getaway year-round.

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.

4.99 out of 5 average rating, 142 reviews

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.

A newly renovated lakefront home is showcased, featuring a spacious deck with comfortable seating and a covered lower level area. Soft lighting illuminates the exterior, highlighting the modern finishes and architectural details against a twilight sky.

4.88 out of 5 average rating, 104 reviews

VT Lakefront House, Lake Fun, Fall Foliage and Ski

Newly renovated, air conditioned, lake front home with a hot tub, fire pits and modern finishes. Tons of space, super comfortable beds. Plus TWO LARGE bonus rooms. Year-round fun; swim, kayak, golf and fish in the summer; hike and fall foliage in the fall and ski in the winter. 7 minutes from Okemo and 22 minutes from Killington. Cook with a stunning view of the lake, watch a movie by the fire or hottub. Outdoor shower, game room, movie room, screened porch and much more!

4.98 out of 5 average rating, 189 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.

4.9 out of 5 average rating, 161 reviews

The kitchen features a large island with seating, surrounded by modern cabinetry and appliances. Exposed wooden beams highlight the ceiling, while natural light pours in through windows on two sides. Clear glass shelves display dishware, enhancing the room's clean and functional design.

Home in Reading

Greystone 1830

"Greystone" is a charming stacked granite home built in the 1830's as a tavern and one of 4 original structures that made up Hammondsville VT. Greystone is just miles from Woodstock, and down the road from the Green Mountain Horse Association (GMHA). It's a short drive to Killington or Okemo and many other Vermont destinations. Greystone is just off VT Rt 106 on a large lot with a circular driveway and plenty of room for parking. The home is fully renovated and modernized.

Popular amenities for Plymouth 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

4.89 out of 5 average rating, 141 reviews

Golf and Mountain Biking outside the door!

4.86 out of 5 average rating, 260 reviews

Luxury Condo Tucked in the Heart of Killington

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.

4.92 out of 5 average rating, 114 reviews

Classic VT Ski Chalet - Walkable to Okemo Ski Lift

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

4.92 out of 5 average rating, 172 reviews

Gorgeous Dog Friendly 2BR 2.5 Bath w/ Pool Sauna

4.9 out of 5 average rating, 184 reviews

A spacious ski home is surrounded by snow-covered trees, featuring a modern design with a sloped metal roof. Large windows allow natural light to enter, while a gravel driveway leads to the entrance. This bustling wooded area provides a serene backdrop during winter.

Home in Peru

Beautiful Bromley/Manchester VT Retreat w/hot tub

Weekly house rentals

4.99 out of 5 average rating, 74 reviews

Ludlow Lake & Ski Cottage - Adventure Awaits!

5.0 out of 5 average rating, 11 reviews

Cozy Cottage Lakefront

The living room features a stone wood fireplace framed by a cozy couch and two armchairs. Natural light enters through the large windows, highlighting a vibrant area rug with geometric patterns. Artwork adorns the walls, adding a touch of character to the space.

4.99 out of 5 average rating, 91 reviews

Secluded 2600 sq ft home 15 min from Okemo+Killington

4.74 out of 5 average rating, 19 reviews

Black Dog Lodge - Ski Chalet

4.95 out of 5 average rating, 81 reviews

Killington Chalet: Hot Tub, Fireplace, spacious 4b

An open living area features a cozy gray sofa facing a stone-accented wall with a mounted television and electric fireplace. Large windows allow natural light to fill the space, while a modern chandelier adds brightness. A dining table is situated nearby, enhancing functionality.

4.94 out of 5 average rating, 18 reviews

Snowledge II by Okemo/Killington

A modern mountain retreat is set amidst a snowy landscape, showcasing a two-story green exterior. The gently sloping roof is adorned with a blanket of snow, while clear skies and distant trees complement the tranquil environment.

5.0 out of 5 average rating, 29 reviews

Mountain Home: Hot Tub & 9 Min to Skyeship Gondola

5.0 out of 5 average rating, 3 reviews

Lakefront 4-BR Retreat Near Okemo

Private house rentals

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 hot tub is set on a spacious deck, surrounded by greenery and trees. The sun is seen peeking through the foliage, casting warm light over the bubbling water. A grill and a few wooden chairs are positioned nearby, enhancing the outdoor setting.

5.0 out of 5 average rating, 24 reviews

Equinox Haus - Private Home, Hot Tub, Game Room

5.0 out of 5 average rating, 11 reviews

Chalet with Views & VAST Access

5.0 out of 5 average rating, 14 reviews

Maple Run Guesthouse – Lakeside Retreat @ Okemo

A serene view showcases a house nestled in a wooded area, surrounded by tall trees and patches of snow. The property features a clear driveway leading to the main home, accentuated by a charming red-roofed structure nearby. The landscape blends nature and tranquility.

4.94 out of 5 average rating, 69 reviews

Killington - Woodstock: Private Oasis w/ Hot-Tub

5.0 out of 5 average rating, 31 reviews

Home in Woodstock

2 Min Walk to Woodstock Village Mountain Views

4.82 out of 5 average rating, 22 reviews

RoundTop Chalet | Hot Tub + Near Killington/Okemo