
House vacation rentals in Plymouth
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Top-rated house rentals in Plymouth
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Contemporary Ascutney Cabin near Ski Areas
On a cold winter morning Wake up in a luxurious bed in a stylish cabin with panoramic Vermont views. Grab a hot coffee with a book from our library. Hot mug in hand, step out to the porch, look at faraway hills. Make breakfast in the Chefs kitchen. Snowshoe/slide/talk/play with your favorite people/animals in the world. Take a scenic drive to Woodstock, Simon Pearce, Okemo, or the Harpooon Brewery. Kick back with a night around the firepit stargazing Sharing our Red House with you.

Romantic Mountain Getaway
Come enjoy the peacefulness that only living in the mountains can give you, without letting go of every day luxuries. Our place is ideal for romantic getaways with its beautiful and private setting! Lots of things to do in the area as well. The serene Indian Pond is located just down the road and it is ideal for swimming & kayaking in the summer and snowshoeing in the winter. Hike Mt. Moosilauke and enjoy stunning views, or hike Mt. Cube or Smarts Mountain for smaller fun family adventures.

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.

The Bluebird Day Chalet 2 bed dtwn Ludlow Village
Cozy heart of Ludlow Village location on the shuttle route (free!) for Okemo & close to Echo Lake that sleeps 6. As downtown as possible! Okemo shuttle stop at The Mill. Quick walk to good eats & drinks (Downtown Grocery, Stemwinder, Main + Mountain, etc.), Shaws, Rite Aid, and The Wine & Cheese Shop (perfect for après ski!). On site parking for 2 cars & free on street parking if needed (no overnight). Wifi & smartTV to stream your favorites while you relax after a long day on the slopes.

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.

Midcentury Hillside Retreat - Summer Paradise
Enjoy this peaceful retreat in the heart of the Green Mtns and surrounded by 130+ acres of private woodland. Dramatic field stone fireplace and spectacular panoramic views of Mt Ascutney into New Hampshire from the entire living space. Large chef's kitchen. Private master suite and two guest bedrooms. The perfect get-away for relaxing with family and friends. Exceptional hiking, biking and Connecticut River adventures. Near GMHA and Woodstock. Great restaurants, fun village shopping nearby.

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-There's a picnic table near the water falls and Buddha Rocks. Bring lunch & enjoy your own nature paradise! Small private beach!

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.

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.

Blueberry Hill Escape | Pet Friendly | HotTub | Fi
Welcome to Blueberry Hill Escape - Discover year-round fun from skiing, mountain biking, hiking, leaf peeping, and more. Just 12 minutes from the Killington Skyeship Base Lodge, 16 minutes to Woodstock, and 20 minutes to Okemo. A 1,560 sq foot home with a large open floor plan, a master ensuite with 1 Cali King-sized bed, a second bedroom with a Queen-sized bed, and a 3rd bedroom outfitted with a twin-over-full bunk bed and twin trundle bed, this home comfortably sleeps 8.

Meadow View. 35 acres outside your door!
Meadow View - pet friendly home away from home. 35 acres- including 2 trout ponds and 25 acres of wooded trails (perfect for hiking, cross country skiing/snow shoeing!). Featuring a newly remodeled kitchen and bathroom. Minutes from Mt. Ascutney (trails galore, rope tow in the winter). The unit is perfect spot for couples craving time in rural Vermont or for families/outdoor enthusiasts who want to go mountain biking, skiing, hiking. (Okemo 30 min Killington 45 min)

The Guest House at Sky Hollow
This quiet 120 acre hilltop house on an 1800's farm turned homestead offers high speed internet, hiking and mountain bike trails, a swimming pond, X-C ski, and sauna. Only miles from renowned New England ski resorts, and featuring 2 bedrooms, 1.5 baths, a full kitchen, an open floor plan, and a small backyard right beside a brook, the guest house is quiet and private, the perfect retreat for a cozy weekend with outdoor adventures and creature comforts!
Popular amenities for Plymouth house rentals
House rentals with a pool

Luxury Condo Tucked in the Heart of Killington

Magical Farm Getaway - a must visit!

Ski-In/Ski-Out Hike Okemo Mountain Condo

Ranch at Mendon Mt Orchards

SugarBear- Pool, Hot Tub, 2 En Suites BR

The Brick House on Washington Street

Classic VT Ski Chalet - Walkable to Okemo Ski Lift

Historic Home on 17 acres of land. Go escape!
Weekly house rentals

Pet-Friendly Snowy Ski Chalet

Charming Modern Cabin Retreat

Affordable, private, 30 min to Killington

Stunning 3 br Timber Frame ski retreat on 6 Acres

The Arched Chalet

Secluded Getaway, VT - 15 min from Woodstock

Vermont Getaway Townhome in Plymouth, Vt

BEST OF LAKE FRONT LIVING, HOT TUB & FIREPIT !!
Private house rentals

Killington - Woodstock: Private Oasis w/ Hot-Tub

Quaint Cottage

Luxury VT Retreat. Breathtaking Views & Sunsets

Fabulous Log Home in the Woods

The Vermont Farmhouse+Ski Bromley+Holiday Escape!

OQ Farm Refectory with Fire Place, Sauna/Hot tub

Scandinavian Serenity Close to Okemo

Pet-Friendly VT Ski Getaway by Okemo & Killington
When is the best time to visit Plymouth?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $544 CAD | $616 CAD | $504 CAD | $361 CAD | $414 CAD | $332 CAD | $418 CAD | $401 CAD | $388 CAD | $426 CAD | $424 CAD | $518 CAD |
| Avg. temp | -7 °C | -6 °C | 0 °C | 7 °C | 14 °C | 18 °C | 21 °C | 20 °C | 15 °C | 9 °C | 3 °C | -3 °C |
Quick stats about house rentals in Plymouth

Total vacation rentals
Explore 80 vacation rentals in Plymouth

Nightly prices starting at
Plymouth vacation rentals start at $125 CAD per night before taxes and fees

Verified guest reviews
Over 2,800 verified reviews to help you choose

Family-friendly vacation rentals
80 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
80 of Plymouth vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Plymouth rentals

4.8 Average rating
Plymouth stays are highly rated by guests—averaging 4.8 out of 5!
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- Stratton Mountain
- Okemo Mountain Resort
- Sugarbush Resort
- Stratton Mountain Resort
- Magic Mountain Ski Resort
- Fort Ticonderoga
- Pico Mountain Ski Resort
- Mount Snow Ski Resort
- Dartmouth Skiway
- Ragged Mountain Resort
- Hildene, The Lincoln Family Home
- Bromley Mountain Ski Resort
- Hooper Golf Course
- Lucky Bugger Vineyard & Winery
- Whaleback Mountain
- Dorset Field Club
- Fox Run Golf Club
- Autumn Mountain Winery
- Ekwanok Country Club
- Montshire Museum of Science
- Mount Sunapee Resort
- Northeast Slopes Ski Tow
- Brattleboro Ski Hill
- Baker Hill Golf Club




