Plymouth vacation rentals

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Top-rated vacation rentals in Plymouth

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Guest favorite

Home in Mount Holly

4.9 out of 5 average rating, 116 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 favorite

Condo in Plymouth

4.89 out of 5 average rating, 123 reviews

Canyons Unit: 2mi to Killington’s Skyeship Gondola

The Canyons Unit is a freshly renovated, fully separate, ground level, 2 bedroom apartment in our four-family French Chalet. We are 1 mile to lakes and summer camps and 2 miles from Killington’s Skyeship Gondola. It is 15 minutes from Killington’s main base area and 20 minutes to Okemo. If this listing isn’t available for your interested vacation dates, check out our sister listing called the Moguls Unit. We also have larger 4 bedroom units (The Ledges and Glades) at this same location too.

Guest favorite

Guesthouse in Woodstock

4.98 out of 5 average rating, 205 reviews

Cozy Little Spot (Self Check-in)

Contactless check-in. Cozy guest house, cabin-studio-getaway; enjoy the sounds of a stream outside the window (next to the bed). Views of a larger brook below. The"Cabin"is nestled in the trees giving a feeling of floating above the brook below. The interior is decorated w/family heirlooms gathered from around the country. Nothing fancy, just a cozy simple getaway. 3.25 mi from town. Choose from a variety of activities in town or hop on nearby trails. NO PETS ALLOWED. ZERO CONTACT WITH OWNERS.

Guest favorite

Condo in Killington

4.95 out of 5 average rating, 128 reviews

🎿Cozy Fireplace Condo-Mins. to Everything 🚵

Seeking Adventure? This end unit garden level condo is 6 minutes to Killington AND Pico! Quick access to the Appalachian Trail to ATV, mountain bike, hike, and swim. Relaxing? Work remotely with fast Wi-Fi, hang on the porch swing, or unwind in front of the wood fireplace. Hop in the power adjustable king bed, pull the darkening shades, and turn on the sound machine for restful sleep so you can wake up and do it again! A portion of each stay is donated to local VT nonprofits

Superhost

Condo in Ludlow

4.92 out of 5 average rating, 121 reviews

All Season Lovely and Zen Okemo Mt Lodge Condo

Tired of city life and want a fresh breath? Feel the call from nature while also desiring some sporty fun? Come enjoy our lovely and Zen Condo right at the foot of beautiful Okemo! True ski-in/ski-out in the winter. Enjoy your warm ski day lunch by sitting next to the wood-burning fireplace*, while watching all the activities on the slope. In the warm weather, enjoy the beautiful hiking trails and golf course that Okemo offers, as well as water activities at the nearby lakes and rivers.

Guest favorite

Guesthouse in Wallingford

4.98 out of 5 average rating, 585 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!

Guest favorite

Barn in Chester

4.99 out of 5 average rating, 492 reviews

Inviting studio apartment above barn in Vermont

This custom build apartment is located just 10 minutes from I91. In the winter you are 30 minutes away from some of the best skiing around. Located on 85 private acres with great views this is the perfect winter get away. In the summer you can relax by the firepit, hike in the woods, work in the gardens (just kidding), collect breakfast from the chickens or visit some of the local breweries. We are as close or as far away as you would like us to be with our house right next door.

Guest favorite

Home in Ludlow

4.92 out of 5 average rating, 139 reviews

149 Upper Crossroad Unit A

Renovated in the Summer of 2018, the Townhomes at Clock Tower are a beautiful, spacious year-mountain retreat. It sleeps 8 and has been beautifully appointed, with 2 Family rooms, 3 bedrooms, 2 bathrooms, a large open concept Kitchen, and Dining room with Gas Stove. The kitchen boasts granite countertops, dishwasher, with essentials. A short 5-minute walk to the Okemo Clock Tower Base Lodge, or a weekend/holiday shuttle that stops at the home for those who prefer not to walk it.

Guest favorite

Condo in Killington

4.81 out of 5 average rating, 140 reviews

1BR Modern Condo @ Whiffletree Ground Fl Walkout

PRIME BASE AREA LOCATION THE HOME → King Beautyrest mattress → Coffee/Tea/Cocoa Bar → Nintendo Wii + Games → Fully Equipped & Stainless Kitchen → Fast Wifi SKI IN / SHUTTLE OUT (2022: Winter Only; Weekends only) → Shuttle to Snowshed/K1 → Ski home on a gorgeous quiet ski home trail OFF SEASON → World Class hiking & biking on Killington Mountain OFF THE MOUNTAIN → Breweries → Antique Malls → Golf Courses → Quechee Gorge → Disk Golf → Llamas Petting

Guest favorite

Condo in Killington

4.86 out of 5 average rating, 148 reviews

⛷☃️Close to lifts. Rustic. Mountain Green Resort🏂❄️…

This rustic Mountain Green Resort condo offers easy access to ski/mtn bike lifts with resort style amenities. Features include 4K Smart TVs, High speed WiFi, private balcony with mountain views, board games, and full kitchen. On-site health spa including pool, sauna, hot tub, gym, masseuse. Restaurants and nightlife are minutes down the road. Restaurant/bar and ski/rental shop also within resort. Free shuttle to lifts available during ski season.

Guest favorite

Cottage in Windsor

4.97 out of 5 average rating, 316 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.

Guest favorite

Condo in Ludlow

4.92 out of 5 average rating, 122 reviews

Okemo Ski-in/Ski-out, Steps to lift Condo

Just steps of walk to the amazing Okemo slopes, C Building is the closest property to the A-Quad/B-Quad lift and this building offers convenient parking right downstairs and free wi-fi (dedicated Xfinity modem, no issue video conference). You’ll love this cozy place with hardwood floor and private balcony and sunshine after skiing. Great sun exposure. Fireplace has been updated to electric fireplace starting from 2023-2024 season.

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Plymouth vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Stay near Plymouth's top sights

Long Trail Brewing Company182 locals recommend

Coolidge State Forest5 locals recommend

President Calvin Coolidge State Historic Site52 locals recommend

Bridgewater Corners Store9 locals recommend

Plymouth Artisan Cheese19 locals recommend

Echo Lake Inn16 locals recommend

Other great vacation rentals in Plymouth

Guest favorite

Condo in Killington

4.93 out of 5 average rating, 148 reviews

Renovated, w/Covered Parking-Shuttle-Walk to Lifts

Guest favorite

Condo in Ludlow

4.99 out of 5 average rating, 100 reviews

Updated Main St Condo in downtown Ludlow!

Guest favorite

Cabin in West Windsor

4.98 out of 5 average rating, 205 reviews

Sunset Cabin - your private romantic hideaway

Guest favorite

Condo in Killington

4.91 out of 5 average rating, 184 reviews

Ski in/out newly renovated 1brm condo at Pico base

Guest favorite

Apartment in Middletown Springs

4.88 out of 5 average rating, 204 reviews

Apartment in Vermont Historic Home

Guest favorite

Barn in Woodstock

5.0 out of 5 average rating, 200 reviews

THE LOFT, stunning views from a timber framed barn

Guest favorite

Guest suite in West Windsor

4.9 out of 5 average rating, 102 reviews

Newly renovated private space on Ascutney Trails

Guest favorite

Guesthouse in Hartland

4.95 out of 5 average rating, 912 reviews

Yurt In The Woods - Private Refuge

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Other great vacation rentals in Plymouth

Guest favorite

Apartment in Clarendon

4.92 out of 5 average rating, 131 reviews

Vermont Horse Farm

Guest favorite

Loft in Mount Holly

4.9 out of 5 average rating, 42 reviews

Mapleside Escape: Sugar/Ski house

Guest favorite

Cabin in Plymouth

5.0 out of 5 average rating, 71 reviews

~The ClubHaus~

Guest favorite

Guesthouse in Plymouth

4.97 out of 5 average rating, 97 reviews

Quiet Vermont Retreat near Killington and Okemo

Guest favorite

Apartment in Bridgewater

4.91 out of 5 average rating, 22 reviews

10 Min to Killington Skyeship | Long Trail Suite

Guest favorite

Condo in Plymouth

4.91 out of 5 average rating, 23 reviews

The Birches on the Hill

Guest favorite

Vacation home in Plymouth

5.0 out of 5 average rating, 14 reviews

Majestic Home in Plymouth, VT

Guest favorite

Home in West Windsor

4.96 out of 5 average rating, 54 reviews

Birdie's Nest Guesthouse

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Quick stats about vacation rentals in Plymouth

Total rentals
140 properties
Rentals with dedicated workspaces
80 properties have a dedicated workspace
Pet-friendly rentals
60 properties allow pets
Family-friendly rentals
130 properties are a good fit for families
Total number of reviews
4.8K reviews
Nightly prices starting at
$70 before taxes and fees

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.
Do house rentals in Plymouth have a bbq area?
Absolutely! We offer over 60 house rentals with a bbq area in Plymouth. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in condo rentals in Plymouth?
Experience the best of Plymouth with our condo rentals, starting at about $130 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there family-friendly cabin rentals in Plymouth?
Plymouth has more than 10 family-friendly cabin rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do condo rentals in Plymouth have wireless internet?
Absolutely! We offer over 10 condo rentals with wireless internet in Plymouth. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Plymouth have air conditioning?
Absolutely! We offer over 20 house rentals with air conditioning in Plymouth. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Cabin Rentals in Plymouth?
Enhance your stay in our Cabin Rentals with the most popular amenities: over 30 homes with a bbq area, over 10 homes with wireless internet, and more. Indulge in the ultimate retreat, tailored to your preferences.

Plymouth vacation rentals

Top-rated vacation rentals in Plymouth

Vacation rentals for every style

Houses

Chalets

Hotels

Popular amenities for Plymouth vacation rentals

Stay near Plymouth's top sights

Other great vacation rentals in Plymouth

Condo in Killington

Condo in Ludlow

Cabin in West Windsor

Condo in Killington

Apartment in Middletown Springs

Barn in Woodstock

Guest suite in West Windsor

Guesthouse in Hartland

Other great vacation rentals in Plymouth

Apartment in Clarendon

Loft in Mount Holly

Cabin in Plymouth

Guesthouse in Plymouth

Apartment in Bridgewater

Condo in Plymouth

Vacation home in Plymouth

Home in West Windsor

Quick stats about vacation rentals in Plymouth

Total rentals

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Are there pet-friendly vacation rentals in Plymouth?

Are there vacation rentals with a dedicated workspace in Plymouth?

Do house rentals in Plymouth have a bbq area?

How much does it cost to stay in condo rentals in Plymouth?

Are there family-friendly cabin rentals in Plymouth?

Do condo rentals in Plymouth have wireless internet?

Do house rentals in Plymouth have air conditioning?

What are the most popular amenities for Cabin Rentals in Plymouth?

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