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

The Rustic Retreat at Twin Ponds
Take it easy and make yourself right at home in our woodsy cabin tucked away in the Cold Hollow Mountains. As you head down the drive, let your worries fade away - you’re now on cabin time. Relax in the clawfoot tub after a day of travel or prepare a home-cooked meal in the well equipped kitchen. When morning comes, enjoy your coffee while cozied up in front of the fireplace. Or simply stay in bed and admire the view. With plenty of land to explore, a hike is always welcome. The choice is yours!

Tiny on the Hill - Sauna + Burlington + Stowe
Welcome to Tiny on the Hill! Nestled privately at the top of a steep* driveway, Tiny on the Hill features a wrap around deck, private sauna, small frog pond and walking/xc skiing trails through the woods out back. You’ll have everything you need to enjoy Vermont year round! Located 15 mins from Burlington and 5mins from I-89 the location makes it convenient to enjoy Burlington while keeping the skiing/hiking/mountain biking destinations within an hours drive. It’s the perfect in-between spot.

The Carriage Barn in Historical Williston Village
Welcome to the Carriage Barn. Keep it simple at this peaceful and centrally located loft barn apartment. Relax in a quintessential Vermont location close to hiking, skiing, biking, Burlington & all things Vermont has to offer every season. The loft apartment can sleep up to 4 & is an open, two-story concept with full bath/shower & walk in closet. Parking & close to markets, shopping, restaurants, bike path, playground. Take a shower in our outdoor cedar shower or relax in our shared yard space

Cady’s Falls Cabin
Welcome to our treehouse inspired, modern cabin overlooking The Kenfield Brook on Terrill Gorge. We are located 5 miles from Stowe and its attractions, and just a few minutes from downtown Morrrisville with all its amenities. Just upstream from the picturesque Cady’s Fall swimming hole and across the brook from the amazing Cady’s Falls bike trails, our cabin is perched atop the hillside. With its simple, minimalist design it’s easy to immerse yourselves in nature and feel at home in the trees.

200 acre Stowe area Bunkhouse.
Hello and welcome to our Red Road Farm 'Bunkhouse' -- We're so happy to host you! Sitting on our 200 acre estate this authentic barn offers our guests a chance to relax in the beautiful rolling hills of Vermont. Access the vast majority of our historic Stowe area land -- from our apple orchards to our extensive walking paths in fields and woodland. We hope that you can experience such fun and quiet time in our cozy, western-style bunk room. Located only a 10 minute drive from downtown Stowe.

Send It Inn: Newly Renovated Guest House
Our beautifully renovated guest house is thoughtfully set up for you and your friends to take advantage of the best Vermont and our amazing town has to offer. Located in the center of Richmond, Vermont you are literally footsteps or a short peddle away from restaurants, breweries, trails, swimming holes, and more. Richmond's mountain bike trail system can be accessed out your door. Five of Vermont's best ski resorts are within 45 minutes. Burlington is only a 15 minute drive. Send It!!!!

A true Vermont get-away cabin in the woods
Badger Cottage offers a true rustic Vermont experience nestled in the woods with spectacular views and a quiet and peaceful ambiance. Once a barn, carefully reconstructed on the owners’ property, and modernized to today’s standards, this post and beam cabin is warm and cosy in winter and cool in summer. Well behaved dogs are very welcome and will enjoy the walks in the woods. Covid vaccinations are required. The owners live in an adjacent house with their very friendly Border Terrier

Vermont Cabin in The Woods
Peaceful homey "cabin" - but large. All the modern conveniences. You won't see a soul. Wifi, sauna, New 6 person hot tub 2025, 2 decks... lots of room. Woodstove with glass front. Commercial Washer/dryer. Big new chef's kitchen w/Bosch dishwasher (quiet) and Kitchen Aid 5 burner range, steam/convection oven and Sharp drawer microwave in 2024. Desk and office chair. Outdoor fire pit w adjustable grill . King Bed added July 25. Comfy bedding. Secluded, quiet yet accessible.

Cozy Little Mountain Condo at BV Ski Resort
Relax on the mountain in our little condo. A cozy space to enjoy fresh mountain air. Enjoy easy access for ski in/out, hiking, mountain biking, leaf peeping…something to love here during every season! Bedroom with a queen bed. Pull out couch is best suited for children or one adult—two large adults may find it a tight fit. Located approximately half-way between Burlington and Stowe, about 30 minute drive to either/or. Or check out Waterbury (our favorite) about 15 minutes away!

The Cottage on Sterling Brook
Escape and relax in the peaceful atmosphere of Sterling Brook. 🍁 Comfortable & cozy interior leads onto a wrap-around deck right on the banks of Sterling Brook, beautiful in every season. 🍁 Keep an eye out for the local otters playing in the brook while drinking your morning coffee. 🍁 This serene hideaway offers a peaceful retreat in nature, leaving you rested and recharged. Conveniently located on the outskirts of Stowe. Sleeps 3. Dog-friendly with approval. 🍁🦦🍁

Tiny House at Camp Comyns
NO check in. Total privacy. Tiny House with a big heart! This magical place is located 3 miles from Waterbury (I-89 exit 10), walking distance to Camel's Hump hiking trails and the Long Trail. Cross Vermont biking, VAST snow mobile trails, kayaking, swimming, fishing, skiing and more. Breathtaking views of mountains, gorgeous foliage. Great restaurants, breweries and live music all within five miles. Plenty of parking. Close to Stowe, Montpelier, and Burlington.

Cozy Hideaway w Hot Tub — Perfect for Ski Weekend!
Welcome to our lovely 1865 Waterbury Village Hideaway. We are located 1/2 mile from the very best Mountain Biking trails, less than 1 mile to great food and beer, access to more than 7 Ski Resorts, including Stowe, Sugarbush & Killington, and 30 minutes from Burlington and the Waterfront. Use this Hideaway to take advantage of everything Vermont has to offer and relax in the soothing waters of our Hot Tub at the end of the day.
Popular amenities for Bolton pet-friendly home rentals
Pet-friendly house rentals

Mountainside Lodge, near wedding barns/Stowe

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

Convenient Cape | Explore Burlington & Stowe

Haven Tiny House by Stowe | Hot Tub, Sauna & Views

Sauna, Dock & 180° Views – Lakefront Retreat

Modern design in the woods, private, beautiful

Ten Springs Farm at the foot of Mt. Mansfield

Mountain Oasis/10 Mins to Stowe/Hiking/HotTub
Pet-friendly home rentals with a pool

Secluded Paradise on the Connecticut River, VT

3rd Floor Studio @ The Lodge at Spruce Peak

Cozy Chalet at Jay Peak

Lower Yurt Stay on VT Homestead

Cute Cottage - Poolside - Minutes To Activities

Lodge At Spruce Peak Lux Studio | 1125

In Smuggs 5* 6 Daycations daily inc. Mtn. View!

3BR Stonybrook * Near Trapp Family & Bike Path!
Private, pet-friendly home rentals

Hill Section Carriage House

Cozy Cottage in the Mad River Valley

Renovated 4-bedroom House: Hot Tub & Outdoor Space

Hilltop Haven

Charming log cabin w/ fireplace in Stowe village

Architectural House Prickly Mountain

Green Mountain Carriage House with Beautiful Views

The Guest House at Chandlery Farm
Quick stats about holiday rentals that are pet-friendly in Bolton

Total holiday rentals
Explore 10 holiday rentals in Bolton

Nightly prices starting at
Bolton holiday rentals start at $103 SGD per night before taxes and fees

Verified guest reviews
Over 900 verified reviews to help you choose

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

Wifi availability
10 of Bolton holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Bolton rentals

4.9 Average rating
Bolton stays are highly rated by guests – averaging 4.9 out of 5!
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- Jay Peak Resort
- Sugarbush Resort
- Pico Mountain Ski Resort
- Bolton Valley Resort
- Jay Peak
- Whiteface Mountain Ski Resort
- Fort Ticonderoga
- Jay Peak Resort Golf Course
- Pump House Indoor Waterpark
- Stowe Mountain Resort
- University of Vermont
- ECHO, Leahy Center for Lake Champlain
- Middlebury College
- Boyden Valley Winery & Spirits
- Shelburne Museum
- Warren Falls
- Waterfront Park
- Shelburne Vineyard
- Lake Champlain Chocolates
- Snow Farm Vineyard & Winery
- Kingdom Trails
- Fairbanks Museum & Planetarium
- Elmore State Park
- Cold Hollow Cider Mill




