Vacation rentals in Bolton

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Top-rated vacation rentals in Bolton

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

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Top guest favorite
A cozy log cabin is nestled among lush greenery, featuring a wooden deck with steps leading up to the entrance. Large windows provide ample natural light, and the surrounding trees contribute to the tranquil setting.
Cabin in Richmond
4.95 out of 5 average rating, 192 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.

Top guest favorite
The living area features a comfortable sofa facing a TV stand, with a television present. Natural light enters from large windows adorned with simple treatments, casting a warm glow on wooden floors. Various art pieces decorate the walls, and a small coffee table is positioned centrally.
Cottage in Duxbury
4.96 out of 5 average rating, 197 reviews

Camel's Hump Remote Mountain Cottage

Escape to this peaceful getaway with beautiful mountain views. Our cottage is ideal for the adventure seeker, nature lover or remote worker. Located less than two miles from Camel’s Hump trail head and less than 30 miles from ski resorts, including Stowe, Sugarbush, Bolton, Cochran and Mad River. The area offers plenty of outdoor activities from hiking, cross country skiing, snow shoeing, mountain biking, fishing, swimming, kayaking and only 15 min from local restaurants, breweries and shops.

Top guest favorite
A modern guest house nestled among trees features a rich red exterior with a standing seam metal roof. The landscape is adorned with lush greenery and flowering plants, creating a serene environment. Two prominent windows provide natural light while maintaining privacy.
Cottage in Jericho
5 out of 5 average rating, 167 reviews

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.

Top guest favorite
A unique treehouse is seen perched among tall trees, with a blend of rustic wood siding and large windows that reflect the surrounding greenery. The structure stands elevated from the ground, supported by slender pillars, blending harmoniously with the natural forest environment.
Treehouse in Hancock
4.98 out of 5 average rating, 168 reviews

Weasley's Enchanted Treehouse @ Vermont ReTREEt

Welcome to our enchanting treehouse! We crafted this unique and magic inspired dwelling for any admirer of a beloved wizarding world, or anyone who appreciates isolation in a fun space. As you cross the elevated walkways, you'll feel like you're entering a wizards treehome in the forest. The 1,100 sqft treehouse is nestled in and among trees, providing a magical and secluded escape from life. Have a question or hesitations? reach out check out our other listings for glamping style treehouses

Top guest favorite
A spacious living area features a brown sectional sofa with decorative pillows. A wooden coffee table is centered in front of the sofa. Light fills the room from windows, and a doorway leads to a kitchen and dining area, visible in the background.
Home in Bolton
4.96 out of 5 average rating, 140 reviews

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.

Top guest favorite
A comfortable sectional sofa is positioned in the living area, accented by a light throw and decorative pillows. Nearby, a bright lamp provides soft illumination, while a coffee table complements the modern aesthetic. Large windows allow natural light to fill the space, offering views of the outside.
Condo in Bolton Valley
5 out of 5 average rating, 126 reviews

Slopeside Condo - Elegant & Cozy - Alpine/XC Ski

Impeccably clean & well-appointed, this compact condo is perfect for Alpine, Nordic & Backcountry skiing/snowboarding at Bolton Valley. Wilderness Lift behind condo building. Short walk to Base Lodge & Sport Center. Short drive to The Ponds & Timberline. After a day of adventure, cook your favorite meal in the fully-equipped kitchen or take a relaxing bubble bath in the spotless bathtub. Burlington 35 mins; BTV Airport 35 mins; Waterbury 18 mins; Richmond 18 mins; Sugarbush & Stowe 50 mins.

Top guest favorite
A cottage with a wooden exterior is nestled among greenery. A spacious deck with a railing extends from the front, featuring stairs leading down to a natural landscape. Trees surround the property, providing a sense of privacy and tranquility.
Cottage in Hinesburg
4.96 out of 5 average rating, 268 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.

Top guest favorite
The cottage, featuring a wooden exterior and large windows, is surrounded by greenery and natural rock formations. A stone pathway leads to the entrance, which is sheltered by an overhanging roof. Sunlight illuminates the peaceful setting, highlighting the rustic charm of the structure.
Guesthouse in Waterbury Center
4.99 out of 5 average rating, 275 reviews

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

Guest favorite
A spacious studio features a king size bed with crisp white linens and a cozy sitting area. A large window provides natural light and scenic views. Artwork adorns the walls, and a stylish chaise lounger complements the wood flooring.
Apartment in Bolton Valley
4.93 out of 5 average rating, 174 reviews

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.

Top guest favorite
A tiny house features a wooden exterior with a light-colored door framed by large windows. A small porch with two chairs and a table provides an inviting entrance, while additional seating is arranged on a grassy area, surrounded by trees and natural greenery.
Tiny home in Duxbury
4.97 out of 5 average rating, 296 reviews

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.

Top guest favorite
A modern treehouse is elevated on wooden stilts, surrounded by trees. A spacious outdoor deck, supported by slender posts, extends from the structure. Leafy forest floor is visible below, showcasing a natural setting with a path leading to the entrance.
Treehouse in Bolton
4.99 out of 5 average rating, 210 reviews

Secluded Treehouse on Maple Sugaring Farm

Welcome to Quinn’s treehouse. We are located on a 500 acre working maple syrup farm at the base of Robbins Mountain. There are endless outdoor opportunities. Hiking, biking, boating, swimming and skiing are right outside the door. The treehouse abuts Camels Hump State Forest, however is close to local shops, dining and the interstate for easy travel. We also have a backcountry glamping site available. See https://www.airbnb.com/h/mapleglamping for details

Top guest favorite
A cozy living area features a light-colored sofa adorned with decorative pillows, complemented by a leather armchair. A well-equipped kitchen area showcases green cabinetry, a black refrigerator, and various appliances on the countertop, illuminated by wall-mounted lights. The space maintains a warm atmosphere with wooden accents.
Guest suite in Jericho
4.99 out of 5 average rating, 143 reviews

Guest Suite w/hot tub & fireplace

Our property in Vermont is a slice of heaven: Set between Burlington & Stowe, 10 minutes off the main highway I-89, with quick access to the main spots in Vermont, but tucked down a dirt road with nothing but the sounds of the stream. On our property we built The Tuckaway Suite, an entirely private guest suite above our garage. With access to a hot tub, and hiking trails right outside the door, this space is a brand new build with cozy cabin vibes.

Popular amenities for Bolton vacation rentals

When is the best time to visit Bolton?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$55,614 GYDG$54,359 GYDG$47,042 GYDG$31,152 GYDG$39,724 GYDG$41,815 GYDG$35,333 GYDG$35,124 GYDG$34,497 GYDG$40,142 GYDG$30,525 GYDG$51,432 GYD
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Frequently Asked Questions

  • 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.

  • 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 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 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 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 vacation rentals in Bolton

  • Total vacation rentals

    Explore 60 vacation rentals in Bolton

  • Nightly prices starting at

    Bolton vacation rentals start at G$10,454 GYD per night before taxes and fees

  • Verified guest reviews

    Over 5,080 verified reviews to help you choose

  • Family-friendly vacation rentals

    40 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Vacation rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    60 of Bolton vacation rentals include wi-fi 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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