
Pet-friendly holiday rentals in Plymouth
Find and book unique pet-friendly homes on Airbnb
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 $141 SGD per night before taxes and fees

Verified guest reviews
Over 2,910 verified reviews to help you choose

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

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
50 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!
Top-rated pet-friendly home rentals in Plymouth
Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.

Cape Cod Home in Woodstock, Pet-Friendly & Wooded
Welcome to this charming 4-bedroom Cape Cod-style retreat in Woodstock, Vermont, a picture-perfect New England getaway set on a wooded hillside lot. With original wide-plank hardwood floors, a fully equipped chef's kitchen, and a spacious back deck with a 6-burner propane grill, this home offers the perfect blend of rustic character and modern comfort. Explore the covered bridges and artisan shops of Woodstock Village, or simply unwind in the peaceful garden setting. Please see: Other Things to

Custom cabin on Mt Ascutney, with faraway views
Combining sweeping views of distant hills with complete privacy and wraparound porches on two sides, the Red House is a custom cabin built for couples and smaller families. Surrounded by working farms and within easy reach of trailheads to hike or bike Mt Ascutney, or to visit Woodstock, Hanover, Ludlow and the Upper Valley, the Red House sits among some of the best restaurants in Vermont and awaits the discerning traveler who has earned the right to do absolutely nothing and experience it all.

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

Breathtaking Riverfront Retreat w/Mountain Views
Thoughtfully designed to elevate every moment of your Vermont getaway, our home offers a comfortable & uniquely historic experience, along with panoramic views of the beautiful Ottauquechee River. Perfectly nestled between the vibrant towns of Woodstock and Killington, guests have incredible hiking, skiing, golfing, shopping, leaf peeping, delicious dining, and so much more right at your finger tips. Wonderful for families, couples, or small groups looking to explore all that VT has to offer!

Cozy VT 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!

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

Private, Large 4BR home | Pet friendly | 10 Acres
Okemo & Killington Ski House Large 4 bedroom 2.5 bath, 3,000+ sq ft home located close to Okemo Ski Resort and surrounded by 10 acres of land at the end of a private road! This recently renovated home features 3 levels, a large game room, 5 separate sleeping areas and a large covered porch! Enjoy ultimate privacy with proximity to multiple outdoor adventures including skiing, golfing, hiking and mountain biking. Just a short drive to downtown Ludlow and other surrounding stores in Cavendish.

1958 Classic "Hunting Cabin" w/ Breathtaking Views
Welcome to CAMP TREETOPS, located in the heart of the beautiful Vermont mountains. Our cabin is nestled at the top of a private mountain, surrounded by breathtaking views of Killington, Pico mountains, and the White River. Originally purchased from a Sears & Roebuck catalog as a hunting cabin owned by the same family until 2019. The cabin has since been transformed into its original vintage classic camp décor with antique furnishings and unique vintage finds that take you back in time.

Luxury “Tiny” House With Sauna (Timbery)
The Timbery: This is a new, fully handmade, timber frame "tiny" house featuring a custom Norwegian Sauna. The house is nestled in the forest, accessible by foot. With 17 vertical ft. of floor to ceiling windows, this property represents a unique experience to fully immerse yourself into nature. It is like lying down in a tent on the forest floor, except instead of wet sleeping bags and dirty hair, you enjoy a queen sized bed, in home theater, full kitchen, sauna and 71in soaking tub.

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)

Modern Okemo Smart Cabin - As Seen On DIY Channel
This is a brand new modern timber frame smart cabin in Ludlow (~5 min from Okemo). The house was recently featured on DIY / Discovery’s acclaimed TV show, Building Off The Grid. Warm up after a day of skiing or riding with heated floors and a walk-in shower. Charge up your electric vehicle in the private garage. Directly access the VAST snowmobile trail from the backyard or sit back on the porch and soak up the views. Message host about renting for next winter season!
Popular amenities for Plymouth pet-friendly home rentals
Pet-friendly house rentals

Brookview Lodge, Killington, VT

The Post Haus - One-of-A-Kind Modern VT Experience

SugarBear- Pool, AC, Sauna, Gym, Tennis!

Modern 3-bedroom A-frame in Londonderry w/ Pond

The Guest House at Sky Hollow

Mountain views - hot tub, games, minutes to lakes

Greystone 1830

Renovated Vermont Schoolhouse – Close to Okemo
Pet-friendly home rentals with a pool

Ski-In/Out, AC, Pools, Hot Tub, Pet-Friendly

Ranch at Mendon Mt Orchards

Dog Friendly Mountain Condo w/Spa, Pool, Sauna

Ski In/Out Spruce Glen C, AC, Sauna, Fireplace

2 Bedroom Condo & Loft- POOL + Wine Bar/Cafe!

Vermont Horse Farm

Chalet | Heated Pool + Hot Tub | near Stratton, VT

Topridge 3BR w Incredible View & Private Hot Tub!
Private, pet-friendly home rentals

Charming pet-friendly retreat in the Vermont woods

Hot Tub|Firepit|Pets|Near Hiking, Lake & Okemo

The Owl’s Nest in Landgrove

Brookside Cabin + Hot Tub | Woodstock & Killington

The Looking Glass, a modernistic escape

Private Hilltop farm apartment

Sunny Mtn Chalet w/Hot Tub, Sauna & Hiking Trails

100 Acres Views & Creek near Woodstock/Killington
When is the best time to visit Plymouth?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $576 SGD | $641 SGD | $480 SGD | $377 SGD | $362 SGD | $330 SGD | $413 SGD | $377 SGD | $354 SGD | $413 SGD | $372 SGD | $572 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 |
Destinations to explore
- New York City Holiday rentals
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- Pet-friendly rentals Windsor County
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- Pet-friendly rentals United States
- Lake George
- Okemo Mountain Resort
- Stratton Mountain
- Sugarbush Resort
- Magic Mountain Ski Resort
- Stratton Mountain Resort
- Pico Mountain Ski Resort
- Dartmouth College
- Fort Ticonderoga
- Ragged Mountain Resort
- Middlebury College
- Hildene, The Lincoln Family Home
- Killington Resort
- Fox Run Golf Club
- Bromley Mountain Ski Resort
- Emerald Lake State Park
- Mount Sunapee Resort
- Montshire Museum of Science
- Trout Lake
- Camp Plymouth State Park
- Warren Falls
- Quechee Gorge
- Jamaica State Park
- Dartmouth Skiway





