Vacation rentals in Plymouth

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Quick stats about vacation rentals in Plymouth

  • Total vacation rentals

    Explore 150 vacation rentals in Plymouth

  • Nightly prices starting at

    Plymouth vacation rentals start at ﺩ.ﺇ 294 per night before taxes and fees

  • Verified guest reviews

    Over 5,940 verified reviews to help you choose

  • Family-friendly vacation rentals

    140 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 60 rentals that welcome pets

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

  • Wi-Fi availability

    150 of Plymouth vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill, and Laptop-friendly workspace across Plymouth rentals

  • 4.9 Average rating

    Plymouth stays are highly rated by guests—averaging 4.9 out of 5!

Top-rated vacation rentals in Plymouth

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

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Top guest favorite
Cabin in Plymouth
5 out of 5 average rating, 22 reviews

Family Retreat |Hot-tub| Fire pit|BBQ|Lakes&Trails

Welcome to Serenique Stays—your meticulously designed, high-end mountain escape! This exquisite 3-bedroom, 3-bathroom cabin in Plymouth, Vermont, is the perfect gathering place for families and groups at the heart of adventure. More than just a rental, this is where Modern Luxury Meets Cozy Mountain Vibes. Every detail is curated for an unforgettable experience amidst the Green Mountains, featuring private hot tub, fire pit, cozy indoor fireplace, and immediate access to two major ski mountains

Superhost
Home in Plymouth
4.8 out of 5 average rating, 15 reviews

RoundTop Chalet | Hot Tub + Near Killington/Okemo

Experience Vermont mountain living at RoundTop Chalet, a modern 3BR, 2BA home in Plymouth perfectly located between Killington and Okemo. Set on a peaceful former ski slope, this bright and airy retreat features vaulted pine ceilings, a cozy fireplace, and panoramic Green Mountain views. Relax in the private hot tub, grill and dine on the wraparound deck, or unwind by the fire pit under the stars. Minutes from ski lifts, lakes, and trails. Limited Killington ski lift ticket discounts available!

Guest favorite
A large hot tub is positioned under a wooden structure, offering a view of the snow-covered building in the background. The exterior is characterized by dark accents against white walls, and natural scenery is visible through the open roof.
Apartment in Plymouth
4.93 out of 5 average rating, 199 reviews

Moguls Unit: Skyeship Gondola 2 miles w/ HOT TUB

The Mogul's Unit is a recently updated, fully separate, ground level, 2 bedroom/ 1 bathroom apartment in our four-family French Chalet. Located 1 mile to lakes and summer camps and 2 miles from Skyship Gondola. 15 minutes to Killington’s main base area and 20 minutes to Okemo or Woodstock. If you would like to book multiple units, check out our other listings by clicking my Host Profile Picture below. The units at this location are called "the Canyons Unit", "The Ledges", and "The Glades".

Guest favorite
The cabin entrance is framed by freshly fallen snow, with wooden siding that blends into the winter landscape. A lantern on the left provides a soft glow, illuminating the path. Tranquil trees surround the area, enhancing the serene atmosphere.
Cabin in Plymouth
4.99 out of 5 average rating, 130 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 favorite
Home in Plymouth
5 out of 5 average rating, 9 reviews

8-Acre Retreat with Trails, 7 Min to Killington

Escape to a private 8-acre retreat in Vermont's Green Mountains—just 7 min from Killington, and 15 from Okemo. This renovated home features a chef's kitchen, organic mattresses & hiking trails. Wake up to mountain views, explore pristine lakes nearby, dine at Long Trail Brewery & farm-to-table spots. Jump on the VAST trailsystem from our backyard. A classic Vermont country store sits across the street. Perfect for skiing, summer adventures & fall foliage. Your four-season basecamp awaits!

Top guest favorite
Home in Plymouth
4.98 out of 5 average rating, 55 reviews

Charming pet-friendly retreat in the Vermont woods

Escape to this peaceful, pet-friendly hideaway nestled in the beautiful Vermont woods. Spend your days hiking scenic forest trails, hitting the berms on your mountain bike, walking the greens at Fox Run Golf Club, swimming and boating at Camp Plymouth State Park or simply enjoying the fresh mountain air. After a day of adventure, relax around the fire pit under the stars. Your perfect getaway awaits. 🔥 Fire pit & fireplace
🐾 Pet-friendly
⚡ Fast Wi-Fi
🥾 Near hiking & outdoor adventure

Top guest favorite
A serene lakeside scene captures a cozy cabin nestled among lush trees, illuminated by warm light. A dock extends into the water, featuring seating for relaxation. A canoe glides gently across the lake, adding to the tranquil atmosphere of this picturesque setting.
Cabin in Poultney
4.93 out of 5 average rating, 399 reviews

Waterfront Vermont Lake House w/ Panoramic Sauna

We invite you to come stay and experience all of the beauty that Vermont has to offer at Lake St. Catherine. Located on the west side of the lake off a quiet private drive with almost 100ft of lake frontage, there are few spots with a better view. Watch the sun rise each morning from the decks or sauna. Explore the lake by canoe or kayak; both available for our guests. If the dates you're looking for are booked, message us for availability at our second location! Follow us @vtlakehouse

Top guest favorite
Tiny home in Ludlow
4.96 out of 5 average rating, 101 reviews

Alpine Reflection + Hot Tub

Escape to this luxury glass tiny home perched at 1,500 feet in elevation in Ludlow, Vermont—architect-designed and built in Estonia with stunning views of Okemo Mountain. Tucked away in a private forest setting, this one-of-a-kind retreat features a hot tub, fire pit, outdoor shower under the trees, radiant heated floors, and floor-to-ceiling windows that immerse you in nature. Designed for quiet luxury relaxation and unforgettable mornings, it’s the perfect escape every season

Top guest favorite
A cozy living area features a deep leather sofa positioned near a stone fireplace. A large window opens to the balcony, inviting natural light. A TV is mounted above a wooden mantle, and a small table and chair provide a space for work or dining.
Condo in Killington
4.99 out of 5 average rating, 171 reviews

Alpine Condo - AC & Pool - Golf & Bike

Updated 1-bedroom Whiffletree condo with stylish alpine feel—steps from Killington Resort, golf course, and access road. Thoughtfully stocked with essentials, plus a private gear locker for convenience. Relax at the onsite outdoor pool (open Memorial Day–Labor Day). Sleeps 4 with a king bed and queen pullout sofa. Portable AC unit in the living room helps keep the condo comfortable Pack & Play crib, mattress and sheets available upon request for $25 per stay. Reg #007718

Guest favorite
A bright living area features large windows that frame views of the surrounding forest. Natural light enhances the wood-paneled walls. A comfortable sofa and chair are positioned around a central coffee table. A small, modern wood stove provides warmth, creating a cozy atmosphere.
Cabin in Goshen
4.97 out of 5 average rating, 142 reviews

The Berghüttli: Glowing Swiss Hut in the Forest

The Berghüttli ("little mountain hut") is a Swiss-inspired hut and farm stay surrounded by National Forest in Goshen, VT (pop. 168). A completely private escape—no other structures in sight, just woods and quiet. Inside, a wall of windows brings the forest right up to you, while glowing maple plywood fills the space with warm light. High-speed fiber internet runs a reliable 300 Mbps. Stay connected or switch off completely. Search "The Berghüttli" on YouTube for a video tour.

Top guest favorite
Cabin in Plymouth
5 out of 5 average rating, 43 reviews

Thundersnow | Woods • Mountains • Peaceful

Ideally located just 20 minutes to Killington via Bear Mountain and Skyeship, and 10 minutes to the quieter backside of Okemo. Thundersnow is a cozy year-round cabin tucked in the Green Mountains close to Woodstock and Ludlow’s great dining . With a classic stone fireplace, game room, and inviting spaces, it’s the perfect home base for four-season adventures—whether skiing, hiking, or simply relaxing with loved ones and soaking in the peaceful surroundings.

Guest favorite
Shipping container in Ludlow
5 out of 5 average rating, 7 reviews

Luxury Container Home with Sauna & Heated Pool

Escape to a luxury modern container retreat minutes from Okemo Mountain. Set on 3 private acres with mountain views, this unique getaway features a sauna, heated plunge pool and thoughtfully designed modern interiors. Perfect for skiing, hiking, fall foliage, or relaxing in nature, the home blends comfort, style, and privacy while still being close to restaurants, lakes, golf, and everything Ludlow has to offer year-round.

Popular amenities for Plymouth vacation rentals

When is the best time to visit Plymouth?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ 1,653ﺩ.ﺇ 1,836ﺩ.ﺇ 1,370ﺩ.ﺇ 973ﺩ.ﺇ 1,083ﺩ.ﺇ 1,043ﺩ.ﺇ 1,135ﺩ.ﺇ 1,028ﺩ.ﺇ 1,017ﺩ.ﺇ 1,186ﺩ.ﺇ 1,036ﺩ.ﺇ 1,550
Avg. temp-7°C-6°C0°C7°C14°C18°C21°C20°C15°C9°C3°C-3°C

Frequently Asked Questions

  • Are there pet-friendly vacation rentals in Plymouth?

    Four-legged friends are welcome in Plymouth. Choose from more than 60 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Plymouth?

    Yes! Work meets play with ease at over 80 vacation rentals in Plymouth featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there family-friendly vacation rentals in Plymouth?

    Plymouth has more than 140 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in chalet rentals in Plymouth?

    Experience the best of Plymouth with our chalet rentals, starting at about $150 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Plymouth have air conditioning?

    Absolutely! We offer over 40 house rentals with air conditioning in Plymouth. Enjoy a tailored experience with all the comforts you desire.

  • Do chalet rentals in Plymouth have wifi?

    Absolutely! We offer over 10 chalet rentals with wifi in Plymouth. Enjoy a tailored experience with all the comforts you desire.

  • Do chalet rentals in Plymouth have a bbq area?

    Absolutely! We offer over 10 chalet rentals with a bbq area in Plymouth. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Plymouth have a gym?

    Absolutely! We offer over 10 house rentals with a gym in Plymouth. Enjoy a tailored experience with all the comforts you desire.

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