Holiday houses in Plymouth

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Quick stats about holiday rentals in Plymouth

  • Total holiday rentals

    Explore 150 holiday rentals in Plymouth

  • Nightly prices starting at

    Plymouth holiday rentals start at $139 NZD per night before taxes and fees

  • Verified guest reviews

    Over 5,940 verified reviews to help you choose

  • Family-friendly holiday rentals

    140 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 60 rentals that welcome pets

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

  • Wi-Fi availability

    150 of Plymouth holiday 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 holiday rentals in Plymouth

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

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Guest favourite
Cabin in Plymouth
5.0 out of 5 average rating, 23 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 favourite
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 favourite
Home in Plymouth
5.0 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 favourite
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.
Home in Plymouth
4.96 out of 5 average rating, 67 reviews

Killington - Woodstock: Private Oasis w/ Hot-Tub

Tucked away in the Green Mountains, you will have plenty of space and privacy to enjoy the fresh mountain air. Get ready for the clear night skies full of stars from the back patio hot tub— whether it’s a cold winter night or a fresh summer evening. The kitchen is furnished with stainless steel appliances and all the essentials to cook and bake! 4 mins driving to the Corner Store, 5 min to Long Trail Brewery, 13 min to Killington's Skyeship Lodge, 15 min to Okemo, and 15 min to Woodstock.

Top Guest favourite
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 favourite
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 favourite
The private guest house is surrounded by lush greenery, featuring a covered porch with a chimney and hanging planters. A well-maintained lawn leads to the house, while a backdrop of rolling hills enhances the tranquil setting.
Cottage in Windsor
4.97 out of 5 average rating, 459 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
Tiny home in Ludlow
4.96 out of 5 average rating, 103 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 favourite
Cabin in Plymouth
5.0 out of 5 average rating, 44 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 favourite
Shipping container in Ludlow
5.0 out of 5 average rating, 8 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.

Top Guest favourite
A wooden structure is set amidst lush greenery, with its sloped roof and chimney rising above the surrounding foliage. Stone steps lead to the entrance, which is framed by tall grass and shrubs, highlighting the property's natural setting.
Home in Plymouth
4.99 out of 5 average rating, 90 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.

Popular amenities for Plymouth holiday rentals

When is the best time to visit Plymouth?

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Avg. price$780 NZD$867 NZD$646 NZD$459 NZD$511 NZD$492 NZD$536 NZD$485 NZD$480 NZD$560 NZD$489 NZD$731 NZD
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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 chalet rentals in Plymouth?

    Plymouth has more than 10 family-friendly chalet rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

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

    Experience the best of Plymouth with our cabin rentals, starting at about $170 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 house rentals in Plymouth have wifi?

    Absolutely! We offer over 80 house rentals with wifi in Plymouth. Enjoy a tailored experience with all the comforts you desire.

  • Do cabin rentals in Plymouth have a bbq area?

    Absolutely! We offer over 30 cabin 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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