
Holiday rentals in Bolton
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Top-rated holiday rentals in Bolton
Guests agree: these stays are highly rated for location, cleanliness and more.

Cloud 9 Private Suite Retreat
This space is perfect for a short weekend getaway or a traveling nurse/other traveling professional for a long term stay. Only 27 miles from DHMC! We are within walking distance of hiking, ATV and snowmobile trails! This cozy and charming in-law apt is located inside our large home with its own private entrance, parking, kitchen, living room, bathroom and electric fireplace! You will also fall in love with our beautiful mountainous views this place will leave you feeling like you’re on cloud 9!!

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.

Selkie’s Shed
This guest house has been built and designed by my husband and I. It sits behind our house with private walking/biking trails right out your door. The design is modern with natural warm colors and tucked away in the trees. The loudest noise you will hear are the owls hooting and a faint distant train whistle two times a day. Our mission is to create an atmosphere of tranquility, calmness and peace. We offer mother nature outside your door with easy access to all the activities you desire.

Oak Hill Retreat | Entire 2BR / 1Bath Apartment
Private 2 bedroom / 1 bath apartment with living room, full kitchen and free parking. Oak Hill Retreat is a perfect escape to mountains, lakes, beaches, golf courses, trails nearby. Easy access to I-89, 15 minutes to Downtown Burlington, UVM/Champlain/Saint Micheal college, BTV international airport and 6 minutes to Williston Tafts Corner Shopping Center and movie theater. Shoppers can check out Church St. Marketplace, and enjoy the natural beauty of Lake Champlain and Waterfront Park (15').

Cozy Studio/Romantic Getaway
Take it easy at this cozy studio which is nestled in the hills of the beautiful Duxbury Vermont. Offered year round so that our guests can enjoy all that Vermont has to offer such as nearby skiing, changing leaves, hiking and so much more! Guests will enjoy their own private space with access to many amenities such as a full kitchen, private entrance, a queen bed, free WIFI and so much more! So grab a mug and sit back and relax next to the gas fireplace! You will want to return every season!

Modular - 3 bedroom house
Modular home has only ever been a short term rental and never fully lived in. 3 bedrooms and 2 bathrooms, including one master bathroom. Electric fireplace to gather around after a long day playing in the snow. Large movie collection for stay at home days. Keurig machine for fresh coffee in the morning or some hot chocolate. 30 minutes to Stowe, Burlington and Montpelier. Lots of places to eat and shop within 30 minutes. Bolton ski resort 5 minutes down the road. Great view of the mountains.

Village Oasis 2 -the crossroads of VT
A friend once referred to our town as Mayberry. It's definitely a small town where people look out for each other. In the heart of the village, walking distance from local restaurants, brewery's, and shops as well as mountain bike trails. 5 mi from a beach where you can rent canoes/kayaks/paddle boards. Enjoy the slopes, hiking, Ben and Jerry's, local brewery's, or the Vt. landscape, settle in with a warm jacuzzi tub. At the end of the day cozy up on a king sized bed watching Netflix's.

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

The Spring Hill House
Escape to a haven of natural beauty and tranquility at The Spring Hill House. Our unique bow roof home offers breathtaking views of Camel’s Hump and the majestic Green Mountains, the perfect setting for a rejuvenating getaway. Despite being removed from the hustle and bustle of city life, The Spring Hill House is still centrally located, providing easy access to some of Vermont's most popular destinations. Please note: We have a firm no kids policy due to the open loft and stairs.

The Roost - Recharge & Relax
Enjoy being immersed in nature when you stay in this unique treehouse to unwind while experiencing some of the best sights and nature in Vermont. This cabin up on stilts and bordering one of Vermont's beautiful state parks. Views of the walkable Waterbury reservoir can be seen from its perch in the trees. "The Roost" aims for a balance of rustic meets elegance. With a tiled shower and heated flooring through out- one can truly reconnect and recharge in this unique experience.

Slopeside Bolton Valley Studio
Bright and charming studio at Bolton Valley Resort. Ski, ride, snowshoe, bike, hike within seconds of leaving your front door. The studio is at 2000' elevation tucked into the valley with easy access to dozens of beautiful trails. You'll experience nature at its best! When you're finished playing outside come inside to your home away from home. It has a king size bed, full kitchen, TV, and bathtub. Ideal for couples and solo travelers. Not suitable for animals or children.

Private Guesthouse in the heart of Vergennes
Completed in 2013, the Guesthouse perfectly complements the 1871 Victorian home to which it is attached. Located on Main Street in historic Vergennes, Vermont, our home is one of several fine examples of the architecture of the 19th Century that grace our City. Our thriving downtown is a short walk away, boasting exceptional dining and shopping opportunities. Vergennes is a 20-minute drive away from Middlebury College, and 45 minutes from Burlington.
Popular amenities for Bolton holiday rentals
Other great holiday rentals in Bolton

Cheerful, Cozy Home near Montpelier, VT

The Looking Glass, a modernistic escape

Charming 1 Bedroom Lodge with Tranquil Views

Million dollar views and privacy on Lake Champlain

Charming Cape on Golf Course near Burlington

Cozy 2 br Apt in Bolton Valley w/ Wood Fire Sauna

Adirondack Charm and Privacy in Newly Built Home

Alchemist's Cabin | Gothic Forest Retreat
When is the best time to visit Bolton?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $340 SGD | $332 SGD | $288 SGD | $191 SGD | $243 SGD | $256 SGD | $216 SGD | $215 SGD | $211 SGD | $245 SGD | $187 SGD | $315 SGD |
| Avg. temp | -6°C | -5°C | 0°C | 8°C | 15°C | 20°C | 22°C | 21°C | 17°C | 10°C | 4°C | -2°C |
Frequently Asked Questions
Are there family-friendly condo rentals in Bolton?
Bolton has more than 10 family-friendly condo rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in house rentals in Bolton?
Experience the best of Bolton with our house 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 pet-friendly vacation rentals in Bolton?
Four-legged friends are welcome in Bolton. Choose from more than 10 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Bolton?
Yes! Work meets play with ease at over 20 vacation rentals in Bolton featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do condo rentals in Bolton have wifi?
Absolutely! We offer over 10 condo rentals with wifi in Bolton. Enjoy a tailored experience with all the comforts you desire.
Are there Bolton vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Bolton, available on Airbnb. Make a splash and soak up the sun in style!
Quick stats about holiday rentals in Bolton

Total holiday rentals
Explore 60 holiday rentals in Bolton

Nightly prices starting at
Bolton holiday rentals start at $64 SGD per night before taxes and fees

Verified guest reviews
Over 5,080 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
60 of Bolton holiday rentals include wifi access

Popular amenities for guests
Guests love Gym, BBQ grill and Laptop-friendly workspace 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
- Jay Peak
- Bolton Valley Resort
- Whiteface Mountain Ski Resort
- Fort Ticonderoga
- Jay Peak Resort Golf Course
- Pump House Indoor Waterpark
- Stowe Mountain Resort
- ECHO, Leahy Center for Lake Champlain
- University of Vermont
- Shelburne Museum
- Middlebury College
- Boyden Valley Winery & Spirits
- Shelburne Vineyard
- Warren Falls
- Waterfront Park
- Lake Champlain Chocolates
- Kingdom Trails
- Fairbanks Museum & Planetarium
- Snow Farm Vineyard & Winery
- Elmore State Park
- Cold Hollow Cider Mill




