Holiday rentals in Bolton

5.0 out of 5 average rating, 29 reviews

A modern home is set against a backdrop of vibrant fall foliage. The structure features a mix of dark wood and stone accents, with large windows that provide ample natural light. A manicured lawn with yellowing leaves is visible in the foreground.

Home in Bolton

Home in Bolton, Vermont Unit #1

(Over 6 guests is an additional $55.00 fee per guests per night)Great for outdoor enthusiasts with access to hiking trails and ski mountains. This home has 4 bedrooms and sleeps 13 guests comfortably! Great restaurants near by with Stowe and Burlington within 25 minutes! Great space for family gatherings/ reunions. We have an adjoining unit next door that is a replica of this space and also sleeps 13 guests! This home also boasts a game room with shuffleboard, ping pong, arcade games & Fussball

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4.94 out of 5 average rating, 198 reviews

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

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.

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4.96 out of 5 average rating, 154 reviews

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

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.

FamilyValueLong stay

4.94 out of 5 average rating, 178 reviews

A modern kitchen features sleek white cabinetry and granite countertops with ample workspace. A stainless steel refrigerator and oven stand ready for use. A decorative wall showcases a playful pattern. A spiral staircase leads to the upper level, with natural light flowing through a nearby window.

Guest house in Richmond

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!!!!

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Apartment in Bolton Valley

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.

4.99 out of 5 average rating, 128 reviews

Slopeside Foliage Condo - MTB & Hike

Impeccably clean & well-appointed, our cozy condo at Bolton Valley Resort is the perfect home base to enjoy Vermont’s iconic Fall Foliage season. Short walk to Base Lodge (MTB, Scenic Lift Rides, Hikes) & Sport Center (Pool, Sauna). Short drive to The Ponds & Timberline event venues. BVR is mid-point between destinations in Burlington, Stowe, Smuggler’s Notch & Mad River Valley, etc. Burlington 35 mins; BTV Airport 35 mins; Waterbury 18 mins; Richmond 18 mins; Sugarbush & Stowe 50 mins.

LocationValueGetting around

4.96 out of 5 average rating, 514 reviews

The exterior of the cabin is framed by lush greenery, featuring a welcoming pink door and multiple windows adorned with flower boxes. The structure is nestled among the trees, providing a sense of privacy and tranquility in a natural setting.

Tiny home in Bolton

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.

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Apartment in Bolton Valley

A modest front deck is visible, featuring railings and a few steps leading to an entrance door. A potted plant hangs above, while vibrant flowers are located below, set against a backdrop of trees displaying autumn foliage.

5.0 out of 5 average rating, 103 reviews

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!

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A spacious living area is designed with large windows allowing ample natural light and views of the surrounding greenery. A comfortable sectional sofa and armchair are arranged around a coffee table, while a flat-screen TV is mounted on the wall. A sliding door leads to an outdoor deck.

4.96 out of 5 average rating, 26 reviews

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

Welcome to your perfect Vermont escape! Nestled in the serene mountain town of Bolton, our comfortable 2-bedroom apartment offers the ideal basecamp for year-round adventure and relaxation. Located a short walk from Bolton Valley Resort, you’ll have access to skiing/snowboarding, Nordic trails in the winter, and incredible mountain biking and hiking in the warmer months. Wake up to crisp mountain air and stunning forest views. Outdoor Vermont-made sauna coming summer 2025!

LocationValueWalkability

5.0 out of 5 average rating, 52 reviews

Apartment in Bolton

4-bedroom Condo at Bolton Valley

A spacious 2-story 4-bedroom condo for the entire family at Vermont's most family-friendly ski resorts! This condo is located within Bolton Valley Resort, next to the sports center and a short walk to the ski lifts. Enjoy year-round adventures! Alpine, Nordic, and backcountry skiing, as well as mountain biking, hiking, swimming (indoors and out) and an indoor skate park. Enjoy all the mountain vistas--winter, spring, summer and fall--and find adventures around every bend!

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Superhost

A spacious living area features timber ceiling beams and large sliding doors leading to a furnished deck. Comfortable seating includes a sectional sofa and two accent chairs, complemented by a decorative area rug and a coffee table. Natural light fills the room, highlighting mountain views.

4.93 out of 5 average rating, 80 reviews

Family condo w/ resort access & patio

Welcome to your cozy mountain retreat at Bolton Valley, where summer days are filled with scenic hikes, mountain biking, fresh Vermont air, and relaxing evenings surrounded by beautiful Green Mountain views. - Sleeps 7 | 3 bedrooms | 3 beds | 2 baths -Hiking and scenic mountain trails at Bolton Valley Resort - Ski-in/ski-out access at Bolton Valley - Indoor fireplace & board games - Patio w/ mountain views - Family-friendly amenities - Pet-friendly

LocationValueAir conditioning

4.94 out of 5 average rating, 33 reviews

SlopeSide Escape: Ski In/Out

Welcome to Your Slopeside Sanctuary at Bolton Valley Resort! Mountain getaway with true ski, bike, hike in/out access. Nestled in the heart of Bolton Valley Resort. Steps from the lifts, trails, and all BV has to offer. - Ski-in/ski-out convenience - Relax in an inviting space perfect for unwinding after a day outdoors. - Prepare meals in the well-appointed kitchen with modern appliances and cookware. - Accommodates up to 4 guests.

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A cozy living area features a green couch adorned with colorful throw pillows and a warm blanket. A round blue chair offers additional seating, complemented by a simple black coffee table placed on a striped rug. Natural light brightens the space from nearby windows.

4.95 out of 5 average rating, 292 reviews

Hideaway studio: breweries, skiing, dogs welcome

New construction, 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.

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Popular amenities for Bolton holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Bolton

5.0 out of 5 average rating, 14 reviews

A dark green house with wooden accents is nestled among greenery, showcasing a welcoming front entrance. A spacious gravel driveway leads to a detached garage on the left, with a vehicle parked nearby. Natural light filters through the trees, enhancing the serene outdoor setting.

Home in Richmond

Elegant Ski-in Ski-out House at Bolton Valley

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The living area is furnished with a teal couch and a single armchair, positioned beside a coffee table. A dining table with two chairs is visible, along with a flat-screen television. Large windows provide natural light and access to the outdoor view.

4.95 out of 5 average rating, 22 reviews

Mountainside Studio at Bolton Valley

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5.0 out of 5 average rating, 28 reviews

A contemporary house, clad in dark wood, is partially obscured by falling snow. Thick layers of snow blanket the ground and accumulate against the exterior. Surrounding trees, dusted with snow, create a serene winter scene.

Home in Bolton

*Winterspell* Ski/Ride/Bike/Relax

LocationFamilyComfort

The exterior of a charming mountain retreat is featured, with a green wooden façade and a copper metal roof. Natural stone steps lead to the welcoming front door, flanked by flourishing flower pots. Lush greenery surrounds the home, enhancing the serene mountain setting.

5.0 out of 5 average rating, 13 reviews

Home Base

LocationFamilyGetting around

4.99 out of 5 average rating, 99 reviews

A spacious living area features a large sectional sofa arranged around a stone fireplace. Floor-to-ceiling windows let in natural light, offering views of the surrounding trees. A dining table with wooden chairs is visible in the background, creating an inviting space for gatherings.

Loft in Bolton Valley

Modern loft - ping pong / ski in, ski out

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4.85 out of 5 average rating, 62 reviews

Wilderness Slopeside Retreat

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4.92 out of 5 average rating, 26 reviews

Sunset Mountain Retreat at Bolton Valley (2F)

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The lodge is set against a backdrop of autumn foliage, showcasing vibrant hues of orange and yellow. The building features a distinctive clock tower and multiple exterior windows, while well-maintained landscaping with trees and shrubs enhances the entrance area.