
Pet-friendly holiday rentals in Plymouth
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Top-rated pet-friendly home rentals in Plymouth
Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.

Summit View Cottage:Ski | Hot tub|Fireplace3bd 2ba
Summit view cottage boasts 3 acres in the beautiful green mountains, we are 1,700 feet up in elevation . At this brand newly built PET FRIENDLY cabin you will have 3 bedrooms and 2 full bathrooms, which will sleep 7 comfortably. We have a brand new 6 person HOT TUB! You will find yourself within 15 minutes to the world famous Stratton mtn, 15 minutes from Bromley mtn and a close 4 minutes to the local Magic mtn.Very close proximity to the town of Manchester, which has great shops and restaurants

Fat Cat Barn - Close Okemo & Magic, Vermont
Welcome to Fat Cat Barn! This is an incredibly unique, family oriented 1850's Mennonite built Post & Beam barn on 10+ acres in the pastoral hills of Andover, VT. We are wedged between the wonderful villages of Weston, Ludlow & Chester. Just 15 minutes from Okemo and Magic ski mountains with Stratton, Bromley & Killington all within 40 minutes. This is a wonderful four season property with plenty of options for fun right outside our door step. The Stratton mountain views and sunsets are stunning

Pine Ridge Log Cabin Minutes to Okemo & Killington
Get away to Pine Ridge Cabin! A secluded quintessential Vermont log cabin nestled below a pine filled ridge. Have your morning coffee on the large wrap around deck overlooking Elm Brook before your day hiking, brewery hopping, or hitting the slopes! The cabin provides open floor plans centered around the large stone face fireplace, the perfect space for gatherings of family, friends, or a couples retreat! Pine Ridge Cabin is only a few minutes to town, shopping, restaurants, bars, and spa!

Secluded tiny house resort - DOG FRIENDLY
New tiny house, never lived in, but made to be comfortable. All amenities included: Air-condition, heat, WiFi, TV with cable, shower, tub, dry toilet, small full loft bed and full size couch futon, fire pit, river for swimming or fishing right out the door, small refrigerator, microwave, hot plate, toaster.ear three ski resorts (Killington, Okemo, Pico), Appalachian Long Trail two miles away, swinging bridge on trail beginning, White Rock hiking, lakes near for paddle boarding. Hot tub shared.

Atelier Killington, hottub and amazing location
Welcome to Atelier in Killington, walking distance to shops and restaurants, yet situated in one the most private and enchanting settings in all of Killington. Surrounded by forest and a private reflective pond, foot bridges and cleared paths leading to expanses of protected land. Experience the fall colors or snow covered trees from the brand new pondside hottub. Experience Hygge to its fullest by having hot chocolate by the wood burning fireplace or fondue at our dining table that seats 10.

~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

SKI ON/OFF Spruce Glen B | Sauna | Fireplace | AC
Come and enjoy the largest private trailside property in Killington (almost 4 acres), with more convenience and value than large house rentals and more privacy than condo villages. The direct ski on/off is the easiest you'll find in Killington. Quiet and serene, the mature New England Evergreens and gentle mountain stream are a tranquil relief. An ideal ski in ski out or any season vacation getaway. Great Eastern is the longest green run in the East. Welcome to Spruce Glen!

Quiet Vermont Farmhouse
Rent a quiet two-bedroom apartment in our 1850's farmhouse in historic Taftsville, Vermont. We are close to the fascinating history, arts, and shopping of Woodstock VT, and near several downhill and cross country ski and snowshoe centers, Marsh-Billings-Rockefeller National Historical Park, and lots of hiking trails, as well as within a short drive of Hanover NH and White River Junction VT. Come enjoy our warm hospitality, wander our gardens, and enjoy our shared patio.

Spacious Renovated Barn Apt on 100 acres!
Our unique hideaway is only two miles from many restaurants, cute shops, the gorgeous Buttermilk Falls and we are 1 mile from Jackson Gore at Okemo Mountain Resort where you can enjoy mountain biking, a ropes course or skiing and riding! Enjoy 100 acres of hiking or snowshoeing right outside your door. There is nice fire fire pit, hot tub and outdoor seating. Perfect location for the outdoor enthusiast or a relaxing weekend in cool VT air!

Private Cabin/PetsOK/Minutes to Okemo/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 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.

Dog-Friendly Mtn Escape/Pool/Gym/Hiking Trails
Experience year-round adventure at Sunrise Village at Killington, just steps from scenic trails and the Sunrise Village Triple Lift (488 ft away). After a day of outdoor fun, unwind by the cozy gas fireplace. Explore nearby hiking, mountain biking, kayaking, and golfing. The indoor sports complex—featuring a pool, hot tub, and gym—is a short walk away. Perfect for outdoor lovers looking to relax and make unforgettable memories!

Dog Friendly A-Frame Retreat near Hiking, Skiing
Escape to The Vermont A-Frame, our dog-friendly retreat on the edge of Green Mountain National Forest! This cozy 2-bedroom cabin comfortably sleeps 4 and features a stone fireplace, fast WiFi for remote work, and a fire pit. Perfect for a nature retreat, whether you're here to ski, hike, or simply relax, it's your ideal home base for exploring Southern Vermont. Find us on social media! @thevermontaframe
Popular amenities for Plymouth pet-friendly home rentals
Pet-friendly house rentals

Beautiful Historic 1909 Library with a Fireplace

Cozy Bow House Perched in Trees w/ Hot Tub & View

Top of the World! Jacuzzi! Private Hiking Trails!

The Oaks - secluded rural estate w/ amazing views

2 Doors Down - Modern Farmhouse in Downtown Ludlow

Epic Views of the Green Mountains

The Post Haus: one-of-a-kind modern VT experience

Beautiful Woodstock Home-Perfect for entertaining
Pet-friendly home rentals with a pool

Magical Farm Getaway - a must visit!

Ranch at Mendon Mt Orchards

Moon Valley Country Retreat no clean fee pets yes

Newfane, studio on 33 acres of Vermont beauty

Cozy Vermont Antique Sugar House with Fireplace

A Sweet Suite! Modern. Pool. 2RM/2BA. Shuttle. 532

Historic Home on 17 acres of land. Go escape!

2 Bedroom Condo & Loft- POOL + Wine Bar/Cafe!
Private, pet-friendly home rentals

Rustic Cabin in foothills of Green Mountains

Pet-friendly snowy ski chalet in the woods

Hot Tub|Firepit|Gameroom|Pets|Mins to Skiing

The Cozy Little Red Cabin

Vermont Hill Top Studio

Apartment on Main Street

Hideaway Cabin by the Stream on 27 Acres

Scandinavian design Cabin w/ private hiking trail
When is the best time to visit Plymouth?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $496 SGD | $562 SGD | $427 SGD | $380 SGD | $369 SGD | $366 SGD | $408 SGD | $372 SGD | $350 SGD | $408 SGD | $367 SGD | $564 SGD |
| 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 holiday rentals that are pet-friendly in Plymouth

Total holiday rentals
Explore 60 holiday rentals in Plymouth

Nightly prices starting at
Plymouth holiday rentals start at $139 SGD per night before taxes and fees

Verified guest reviews
Over 3,040 verified reviews to help you choose

Family-friendly holiday rentals
60 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
60 of Plymouth holiday 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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- Pet-friendly rentals Windsor County
- Pet-friendly rentals Vermont
- Pet-friendly rentals United States
- Lake George
- Okemo Mountain Resort
- Stratton Mountain
- Sugarbush Resort
- Killington Resort
- Magic Mountain Ski Resort
- Stratton Mountain Resort
- Pico Mountain Ski Resort
- Mount Snow Ski Resort
- Fort Ticonderoga
- Ragged Mountain Resort
- Bromley Mountain Ski Resort
- Hildene, The Lincoln Family Home
- Fox Run Golf Club
- Montshire Museum of Science
- Mount Sunapee Resort
- Dartmouth College
- Middlebury College
- Trout Lake
- Southern Vermont Arts Center
- Warren Falls
- Emerald Lake State Park
- Camp Plymouth State Park
- Jamaica State Park




