Holiday rentals in Plymouth

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Top-rated holiday rentals in Plymouth

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite

Home in Mount Holly

4.9 out of 5 average rating, 134 reviews

Newly renovated. Minutes to Slopes & Trails

Healdville Hideaway has 3 acres of rural charm located on the backside of Okemo Mountain. Charm is a plenty in this 1500 SF single story, newly renovated home with views of the mountain & fields full of wildlife. This modern country decorated home provides the perfect comfortable setting for single or multi family enjoyment. The fully functional kitchen is available for making a quick snack or a full meal. The back acreage is perfect for building a snowman or doing a little cross country skiing.

Guest favourite

Home in Plymouth

5 out of 5 average rating, 11 reviews

Pet-friendly escape to hike, bike, golf, swim

Calling all hikers, bikers, golfers, kayakers, and swimmers for summer fun. Enjoy the serenity of country living just six miles from Okemo and 16 miles from Killington. Hike through the green mountains, mountain bike at Killington or Arrowhead, play golf at Fox Run Golf Club, swim or kayak at Camp Plymouth State Park or hit the mountain coaster at Okemo. Bigfoot is made for those who love every season and all Vermont has to offer. Details: Fire pit Picnic table Pet-friendly 2 Kayaks Fast Wifi

Top guest favourite

Cabin in Plymouth

5 out of 5 average rating, 11 reviews

Stylish, 4BR cabin minutes to golf, lakes, hiking

Mountain River Rock Cabin is in the middle of it all, yet is a cozy and quiet rustic mountain retreat! Can't decide whether to golf, fish, hike or mountain bike? Do it all! We’re 10 min to either Killington Golf Course and Fox Run Golf Club in Ludlow. Visit Calvin Coolidge State Forest & State Park for hiking, or go fishing at nearby lakes or reservoir. Spend an entire day relaxing at Camp Plymouth. Or visit Okemo or Killington for mountain biking, zip-lining, adventure centers & more!

Top guest favourite

Cabin in Plymouth

4.99 out of 5 average rating, 115 reviews

~The ClubHaus~

Appreciate life at our peaceful home away from home in the Vermont Woods... Located a short drive from Killington and Okemo ski mountains, The ClubHaus is the perfect spot to unwind after enjoying four season New England activities. Breweries and great food are nearby in Woodstock, Manchester, and Dorset. Huge fireplace, hot tub, comfortable beds, and lots of thoughtful touches provided to welcome you to the ClubHaus family. Wifi, Netflix, and Disney+ included, no cable. @clubhausvt on IG

Top guest favourite

Home in Ludlow

5 out of 5 average rating, 112 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.

Superhost

Home in Plymouth

4.83 out of 5 average rating, 12 reviews

RoundTop Chalet- Hot Tub, Grill, Hiking!

Escape to this luxurious 3-bedroom, 2-bathroom chalet in Plymouth, Vermont, located on a former ski mountain. With stunning mountain views, a cozy living area with a fireplace, and a fully equipped gourmet kitchen, it’s the perfect retreat for relaxation and adventure. Enjoy outdoor activities like hiking or snowshoeing, unwind in the hot tub, and soak in the serene surroundings. A peaceful and private getaway, ideal for families or groups looking for a memorable Vermont experience.

Top guest favourite

Guest house in Wallingford

4.98 out of 5 average rating, 701 reviews

Vermont Home Central to Ski Areas-No Cleaning Fees

Comfortable guesthouse located conveniently on US Route 7 near ski areas. Half hour from Manchester Outlet Stores. Near Long Trail/Appalachian Trail, Weston and Dorset Playhouses and miles of scenic country roads. Close to Elfin Lake and White Rocks National Recreation Area.Great for couples, small families, solo adventurers, and business travelers. Queen size bed and full kitchen. Great for overnight stay or week-long vacation to enjoy the beauty of Vermont. No cleaning fees!

Top guest favourite

Cottage in Windsor

4.97 out of 5 average rating, 395 reviews

Ogden's Mill Farm

Private guest house situated on over 250 acres, with fully equipped gourmet kitchen and great views of quiet fields and valley. Pond with diving board for swimming in the summer. Giant sledding hill is a favorite of children and adults alike. Trails on property for hiking, xc- skiing, and snowshoeing. 15 mins to Woodstock VT. 45 mins to Killington,Pico and Okemo. Great restaurants and shopping nearby. Hanover and Norwich VT 20 mins. Please note not handicapped accesible.

Top guest favourite

Cabin in Mount Holly

4.98 out of 5 average rating, 246 reviews

Private Cabin/PetsOK/Minutes to Okemo/AC/Fast Wifi

Enjoy the beauty of Vermont at our private cabin. Situated on acres of woods next to a small creek, the cabin is 15 minutes to Okemo Mountain, excellent hiking on the Appalachian Trail and scenic Vermont towns for dining and shopping. With a queen bed loft, a double bed bedroom and a pull out sofa, the cabin sleeps up to 4 people. The kitchen is nicely equipped and there is a charcoal grill outside. High speed fiber optic internet will keep you connected. Max 2 pets allowed.

Superhost

Cabin in Mount Holly

4.86 out of 5 average rating, 129 reviews

Okemo A-Frame - Floor Hammock, Sauna & Hot Tub

Welcome to the Okemo A-Frame! With an oversized deck, featuring outdoor dining, a barrel sauna, and hot tub you'll enjoy the outdoors year round. Enter into an open-concept dining area, kitchen, and living room with stylish mid-century malm fireplace. Take your rest in one of the three bedrooms or cozy up on the indoor floor hammock. Located 10 minutes from Okemo Mountain Resort and the town of Ludlow enjoy skiing, shopping, dining, and all that Vermont has to offer.

Guest favourite

Tiny home in Athens

4.9 out of 5 average rating, 124 reviews

LUXE Forest Retreat

Here you will experience a full sensory immersion in nature while simultaneously enjoying all the comforts of a custom built luxury home. The SY House derives its name from the Japanese expression Shinrin-yoku, which directly translates to "forest bathing... A practice of therapeutic relaxation where one spends time in a forest or natural atmosphere, focusing on sensory engagement to connect with nature." The essence of this house is nature.

Guest favourite

Home in Plymouth

4.99 out of 5 average rating, 73 reviews

Secluded 2600 sq ft home 15 min from Okemo+Killington

Welcome to the VT Treehouse in Plymouth, VT. Nestled in a serene mountain setting, this home offers both privacy and convenience. Located just 15 minutes from two of the largest ski resorts in New England—Killington and Okemo; you’ll have easy access to world-class skiing, snowboarding, and winter activities as well as hiking, mountain biking, and exploring nature’s beauty year-round.