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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Guest favorite

Guest suite in Middlesex

5.0 out of 5 average rating, 275 reviews

Morningstar Meadow - your home in Vermont

You have a home in Vermont! 5-star one-bedroom apartment has country charm and contemporary panache. A perfect retreat to enjoy rural serenity, stunning views, woods and fields. Everything you need: well-appointed with attractive, high quality furnishings, separate entrance, full kitchen, open living/dining area, cozy bedroom with queen bed. Cable TV, WiFi, and cell service. Plentiful free parking. Centrally located 3 miles from Montpelier. Snow tires or all-wheel drive recommended Nov-March.

Nov 1 – 8

G$26,013 GYD per night

Guest favorite

Cottage in Duxbury

4.96 out of 5 average rating, 119 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.

Oct 19 – 26

G$32,954 GYD per night

Guest favorite

Cottage in Hinesburg

4.95 out of 5 average rating, 169 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.

Jan 3 – 10

G$41,148 GYD per night

Guest favorite

Apartment in Waterbury

4.97 out of 5 average rating, 376 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.

Dec 9 – 16

G$19,357 GYD per night

Guest favorite

Apartment in Waterbury

4.95 out of 5 average rating, 180 reviews

1880 Purple Village Victorian

Our home sits in the heart of the historic Waterbury village. It is a Victorian, full of historical charm and warm light. There is off-street parking and a side porch in which to enjoy a cup of coffee. It is in easy walking distance to restaurants, bars, small shops, a grocery store, and pharmacy. We live right off of interstate 89, exit 10, the crossroads between Sugarbush Valley, Stowe, Montpelier, and Burlington. Outdoor entertainment is accessible in all these areas.

Dec 5 – 12

G$30,144 GYD per night

Guest favorite

Condo in Richmond

4.95 out of 5 average rating, 184 reviews

Chic Mountainside Studio at Bolton Valley

After ski season, comes Vermont's gorgeous spring, summer and fall. From this chic mountainside retreat you'll enjoy beautiful vistas and the calming sounds of the babbling brook from the balcony. Step outside and there's so much to do: hiking & mountain bike trails, disc golf, swimming at Bolton Potholes and leaf peeping in the fall. This studio allows you to escape the hustle and bustle - but is still centrally located between Burlington and Waterbury/Stowe.

May 14 – 21

G$28,621 GYD per night

Guest favorite

Guest suite in Waterbury Center

4.94 out of 5 average rating, 415 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.

Nov 2 – 9

G$11,319 GYD per night

Guest favorite

Guest suite in Waterbury Center

4.86 out of 5 average rating, 126 reviews

Cozy Mountain Retreat with a View of Mt Hunger

Nestled in the heart of Vermont's best skiing, hiking and dining right between Waterbury and Stowe. We're just minutes to downtown yet the private driveway that opens to 10 acres feels like you're a world away. The apartment has a private locking entrance through a shared garage, well stocked kitchen, cozy sitting area with a view of the mountains and a full bathroom. The Queen bed wakes up to a fabulous view of Mt. Hunger.

May 24 – 31

G$20,751 GYD per night

Guest favorite

Apartment in Richmond

4.95 out of 5 average rating, 171 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.

Sep 6 – 13

G$28,936 GYD per night

Guest favorite

Apartment in Richmond

4.95 out of 5 average rating, 150 reviews

Vibrant Village Studio

Welcome to this sunny Richmond village studio! This newly renovated studio apartment features a dedicated bedroom space. The kitchen is fully equipped for your cooking needs, and conveniently located above a restaurant and bar. Enjoy village living where everything is in walking distance (market, coffee shop, restaurants, park, river)! Photography: Shem Roose

Jul 20 – 27

G$26,754 GYD per night

Guest favorite

Guest suite in Hinesburg

4.96 out of 5 average rating, 1112 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.

May 27 – Jun 3

G$32,003 GYD per night

Guest favorite

Guest suite in Moretown

4.97 out of 5 average rating, 138 reviews

Ski, Swim, Bike, or Hike Adventure Base

Circa 1792 two story home located on the Mad River Byway. The second floor suite has a Queen bed along with a private bath and a private dining room. The combined 390 sf of private living area has nine foot ceilings along with views of the Mad River and Vermont Countryside. This is a no-smoking no vaping property. Thanks.

Nov 11 – 18

G$21,462 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Bolton vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Stay near Bolton's top sights

West Bolton Golf Club5 locals recommend

Bolton Potholes19 locals recommend

James Moore Tavern6 locals recommend

Honey hollow3 locals recommend

Fireside Flatbread3 locals recommend

Sunoco Gas Station3 locals recommend

Other great vacation rentals in Bolton

Superhost

Apartment in Richmond

4.93 out of 5 average rating, 128 reviews

Mountain Getaway for Couples at Bolton Valley

Oct 9 – 16

G$37,163 GYD per night

Guest favorite

Casa particular in Waterbury Village Historic District

4.91 out of 5 average rating, 104 reviews

Private First Floor Room with Patio and Sauna

Jun 26 – Jul 3

G$18,851 GYD per night

Superhost

Cabin in Richmond

4.9 out of 5 average rating, 109 reviews

Cozy Richmond Cabin

May 10 – 17

G$40,153 GYD per night

Guest favorite

Barn in Starksboro

4.97 out of 5 average rating, 106 reviews

The Black Barn in a Mountain Hollow

Jun 15 – 22

G$29,344 GYD per night

Guest favorite

Guesthouse in Hinesburg

5.0 out of 5 average rating, 227 reviews

Hydrangea House on the Hill

Apr 17 – 24

G$40,629 GYD per night

Guest favorite

Cabin in Duxbury

4.89 out of 5 average rating, 254 reviews

Off Grid Vermont Cabin-Hike-Write

Sep 21 – 28

G$21,967 GYD per night

Guest favorite

Apartment in Hinesburg

4.96 out of 5 average rating, 399 reviews

The Perfect Cozy Weekend Escape

Feb 7 – 14

G$27,954 GYD per night

Guest favorite

Guest suite in Stowe

4.95 out of 5 average rating, 213 reviews

Stowe guest suite in a secluded forest

Jul 10 – 17

G$24,673 GYD per night

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Other great vacation rentals in Bolton

Guest favorite

Guesthouse in Monkton

4.98 out of 5 average rating, 105 reviews

Beautiful, 1 BR guesthouse

Jan 11 – 18

G$29,323 GYD per night

Guest favorite

Home in Waterbury Center

4.97 out of 5 average rating, 154 reviews

Vermont Getaway Home - Perfect Location

Jun 5 – 12

G$33,636 GYD per night

Superhost

Cabin in Hinesburg

4.87 out of 5 average rating, 193 reviews

Lake Iroquois - "Lakes End"

Dec 30 – Jan 6

G$30,870 GYD per night

Guest favorite

Guesthouse in Hinesburg

4.97 out of 5 average rating, 107 reviews

Cozy cottage in peaceful location

Apr 10 – 17

G$29,085 GYD per night

Guest favorite

Apartment in Stowe

4.99 out of 5 average rating, 103 reviews

Stowe, Vermont - Quiet - one bedroom apartment

Jun 30 – Jul 7

G$22,991 GYD per night

Guest favorite

Apartment in Waterbury

4.9 out of 5 average rating, 308 reviews

Waterbury Village Townhouse

Feb 25 – Mar 4

G$34,268 GYD per night

Guest favorite

Apartment in Waitsfield

4.95 out of 5 average rating, 167 reviews

Historic District Overlooking the Mad River Studio

May 13 – 20

G$19,040 GYD per night

Guest favorite

Apartment in Richmond

4.98 out of 5 average rating, 97 reviews

Cozy Mountain Getaway at Bolton Valley

Sep 21 – 28

G$25,748 GYD per night

Show all

Quick stats about vacation rentals in Bolton

Total rentals
60 properties
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Rentals with a pool
10 properties have a pool
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
30 properties are a good fit for families
Total number of reviews
4.3K reviews

Frequently Asked Questions

How much does it cost to stay in apartment rentals in Bolton?
Experience the best of Bolton with our apartment rentals, starting at about $90 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 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.
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 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.
Do house rentals in Bolton have a bbq area?
Absolutely! We offer over 10 house rentals with a bbq area 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!
What are the most popular amenities for House Rentals in Bolton?
Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with a bbq area, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

Bolton vacation rentals

Top-rated vacation rentals in Bolton

Vacation rentals for every style

Hotels

Unique stays

Homes

Popular amenities for Bolton vacation rentals

Stay near Bolton's top sights

Other great vacation rentals in Bolton

Apartment in Richmond

Casa particular in Waterbury Village Historic District

Cabin in Richmond

Barn in Starksboro

Guesthouse in Hinesburg

Cabin in Duxbury

Apartment in Hinesburg

Guest suite in Stowe

Other great vacation rentals in Bolton

Guesthouse in Monkton

Home in Waterbury Center

Cabin in Hinesburg

Guesthouse in Hinesburg

Apartment in Stowe

Apartment in Waterbury

Apartment in Waitsfield

Apartment in Richmond

Quick stats about vacation rentals in Bolton

Total rentals

Rentals with dedicated workspaces

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Frequently Asked Questions

How much does it cost to stay in apartment rentals in Bolton?

Are there family-friendly condo rentals in Bolton?

Are there vacation rentals with a dedicated workspace in Bolton?

Do condo rentals in Bolton have wifi?

Are there pet-friendly vacation rentals in Bolton?

Do house rentals in Bolton have a bbq area?

Are there Bolton vacation rentals on Airbnb with pools?

What are the most popular amenities for House Rentals in Bolton?

Destinations to explore