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Bolton vacation rentals

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Top-rated vacation rentals in Bolton

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

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Cabin in Richmond

4.94 out of 5 average rating, 164 reviews

Log cabin in the woods in Richmond VT (near Stowe)

Informal, cozy, comfortable log cabin on 25 acres of land with a babbling brook. Tucked away on a very well-maintained country road. Perfect for a VT getaway, we are close to incredible year round activities of skiing, hiking, and biking. With easy access to I-89, Route 2, & Route 100, we are 10 minutes from Bolton Valley, 45 minutes from Stowe, and 20 minutes from Burlington. Many restaurants & stores are within a 15 minute drive. The perfect cabin for friends or family to enjoy a VT vacation.

Rental unit in Richmond

4.92 out of 5 average rating, 106 reviews

Richmond Retreat

This space was completely redone in November 2024. Relax with new furnishings, decor, and linens. Only 20 mins from Burlington, and 35 from the major ski resorts. This studio features a dedicated bedroom and generous workspace. The kitchen is fully equipped for your cooking needs. Enjoy village living where everything is in walking distance (market, coffee shop, restaurants, park, river.) This apartment is located on the second floor, you must be able to walk up and down 1 flight of stairs.

Cottage in Hinesburg

4.95 out of 5 average rating, 203 reviews

Bright new cottage in exquisite Vermont setting

Relax in "Findaway" cottage. Centrally located between Burlington and Montpelier and directly adjacent to Sleepy Hollow cross country ski and bike area, Birds of Vermont museum and the Vermont Audubon Center. Settle in and relax, hike right out the door, or sip a drink on the deck overlooking a beaver pond where you may see beaver, otters, deer, birds or even a moose! Surrounded by gardens and not far from downhill skiing and hiking options, swimming, sailing, dining and Lake Champlain.

Rental unit in Waterbury

4.97 out of 5 average rating, 397 reviews

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.

Rental unit in Underhill

4.97 out of 5 average rating, 329 reviews

Mt. Mansfield Retreat

This private one-bedroom non-smoking apartment is located in Underhill, Vermont. Nestled at the base of Mt. Mansfield and situated in a quiet and rural setting, enjoy the sounds of the Browns River and neighboring Clay Brook from the solitude of your deck. The apartment has everything that you need to relax and enjoy your stay. Just a 2-minute drive to hiking trails and mountain biking; 20 minutes to skiing at Smugglers Notch; 35 minutes to Burlington and the shore of Lake Champlain.

Tiny home in Bolton

4.96 out of 5 average rating, 458 reviews

Tiny House Cabin between Burlington and Stowe

The Four Seasons has all the comforts of home with the calm and quiet of the mountains. Enjoy the beautiful sunset views from the wooded deck or in front of the cozy wood stove. We are minutes from hiking the Long Trail, rock climbing the Bolton Dome, skiing Bolton Valley, Stowe Mountain Resort, or Smugglers Notch, swimming in Lake Champlain, or playing golf at the West Bolton Golf Course. We are also less than an hour drive to Burlington, Montpelier, Stowe and the Canadian border.

Rental unit in Underhill

4.98 out of 5 average rating, 227 reviews

Mountain Road Getaway

This private one-bedroom non-smoking apartment is located in Underhill, Vermont. The property is located just down the road from Underhill State Park, at the base of Mt. Mansfield. The apartment has recently been completely renovated and includes a tiled rain shower, soaking tub and large private back deck. It is just a 2-minute drive to hiking trails and mountain biking; 20 minutes to skiing at Smugglers Notch; and 35 minutes to Burlington.

Guest suite in Waterbury Center

4.94 out of 5 average rating, 444 reviews

Waterbury Center Guest Bedroom - 244 Howard

The guestroom room is very cozy with radiant heat in the floor during the winter. The separate entrance is off a covered porch. The porch has chairs and a table and is very pleasant in the warmer months The little kitchen alcove is convenient for coffee or tea or a light meal. We live in a historic building and our neighborhood is located very close to Rte 100. Waterbury village and Stowe as well as skiing, hiking and biking are all nearby.

Guest suite in Jericho

4.81 out of 5 average rating, 108 reviews

Beautiful Mountain Views, Rustic Family Homestead

This unit is on the top floor of our family home. We live on the lower level. This property has been in our family since the 1940s when it was a working farm. Much has happened between then and now, we are now restoring and reclaiming the farmland and property. So yes it is mostly quiet and rural here, but also there are kids playing, tractors and tools running sometimes, and goats, hens, ducks, geese and dogs.

Rental unit in Richmond

4.95 out of 5 average rating, 192 reviews

Hideaway studio: breweries, hiking, dogs welcome

Brand new private entrance 600 sq ft apartment close to skiing & all outdoor activities Vermont has to offer, with a unique piece of Phishtory. Steps from hiking & mountain biking trails, lots of ski areas & swimming holes close by. Our studio is a great basecamp or a relaxing getaway. Bright, large & sunny, located in between Burlington & Waterbury/Stowe. 1.5 miles from the charming Richmond village.

Condo in Richmond

4.95 out of 5 average rating, 200 reviews

Chic Mountainside Studio at Bolton Valley

Ski and stay in style at Bolton Valley Resort in our newly renovated condo with tons of amenities! The "Snowlight Suite" is a chic ski in ski out studio in the heart of the base area village featuring a private balcony with stunning views, sleeping for four and a full kitchen. Ski, ride, hike and bike steps from your door. Conveniently located within 30 minutes of Burlington and Waterbury Center.

Guest suite in Hinesburg

4.96 out of 5 average rating, 1,208 reviews

Boston Magazine Pick! Barn Loft

*** Chosen by Boston Magazine as one of five New England barns to rent! *** Beautiful barn loft close to Burlington, the Green Mountains and Lake Champlain. Air conditioning, cathedral ceilings, plenty of natural light, rustic charm and lovely views. The space has its own entrance and is completely separate and private from the main house.

Vacation rentals for every style

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Homes

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Popular amenities for Bolton vacation rentals

Laptop-friendly workspace

Air conditioning

Stay near Bolton's top sights

Bolton Valley Resort122 locals recommend

Bolton Potholes19 locals recommend

Huntington Gorge12 locals recommend

James Moore Tavern6 locals recommend

West Bolton Golf Club5 locals recommend

Triple Buckets5 locals recommend

Other great vacation rentals in Bolton

Guest suite in Essex

4.92 out of 5 average rating, 124 reviews

Cozy & Private Suite between Burlington & Stowe

Townhouse in Richmond

4.97 out of 5 average rating, 29 reviews

Mountain Townhome in Bolton Vermont!

Tiny home in Richmond

4.98 out of 5 average rating, 40 reviews

Charming Tiny House on 10 Wooded Acres

Guesthouse in Hinesburg

4.97 out of 5 average rating, 139 reviews

Cozy cottage in peaceful location

Cabin in Stowe

4.99 out of 5 average rating, 136 reviews

Adorable Stowe Cabin w/ Hot Tub, Woodstove, Trails

Guest suite in Middlesex

4.98 out of 5 average rating, 305 reviews

Morningstar Meadow - your home in Vermont

Rental unit in Waterbury

4.91 out of 5 average rating, 335 reviews

Waterbury Village Townhouse

Cabin in Wolcott

5 out of 5 average rating, 125 reviews

Meadow Woods Cabin, private, cozy and unconnected

Quick stats about vacation rentals in Bolton

Total rentals
60 properties
Total number of reviews
4.8K reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
20 properties have a dedicated workspace

Frequently Asked Questions

How much does it cost to stay in condo rentals in Bolton?
Experience the best of Bolton with our condo rentals, starting at about $60 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 house rentals in Bolton?
Bolton has more than 10 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
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 apartment rentals in Bolton have wifi?
Absolutely! We offer over 10 apartment rentals with wifi in Bolton. Enjoy a tailored experience with all the comforts you desire.
Are there pet-friendly vacation rentals in Bolton?
Four-legged friends are welcome in Bolton. Choose from more than 20 vacation rentals for guests traveling with pets.
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!

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