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

Apartment in Waterbury

4.98 out of 5 average rating, 318 reviews

Village Suite

Modern + charming apartment with private entrance + deck located in Historic Waterbury Village within walking distance to popular shopping, coffee shops, pubs, and restaurants. The building is also home to the Stowe Street Cafe and Bridgeside Bookstore with plenty more shops and eateries just a short walk away. Bolton Valley, Sugarbush, and Stowe Mountain Resorts are just a 20-30 minute drive, and the Ben & Jerry's Factory and Waterbury Reservoir are less than 10 miles north. A perfect location!

Feb 18 – 25

ﺩ.ﺇ585 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 23 – 30

ﺩ.ﺇ570 per night

Guest favorite

Apartment in Waterbury

4.97 out of 5 average rating, 377 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.

Feb 2 – 9

ﺩ.ﺇ341 per night

Guest favorite

Home in Waterbury Center

4.97 out of 5 average rating, 155 reviews

Vermont Getaway Home - Perfect Location

Central Location! Covered patio with propane fire table. Cozy 2 bed, 1.5 bath home, in a 2 unit duplex, approx 1200 sq.ft. Fully furnished. Whether you choose to stay in or want to get out, this is a great location! 13 mi. to Stowe Mtn., 21 to Sugarbush, 25 to Burlington, 3 to local hiking trails, and 4 to downtown Waterbury, enjoy local restaurants, craft beer, and more! Bedrooms and full bath are on 2nd floor and have window AC in summer months. Smoke Free, Pet Free Rental.

Sep 9 – 16

ﺩ.ﺇ601 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.

Oct 19 – 26

ﺩ.ﺇ528 per night

Guest favorite

Treehouse in Bolton

4.99 out of 5 average rating, 142 reviews

Modern treehouse on working maple syrup 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

Jun 28 – Jul 5

ﺩ.ﺇ1,261 per night

Guest favorite

Barn in Starksboro

4.97 out of 5 average rating, 107 reviews

The Black Barn in a Mountain Hollow

The Ell at Prison Hollow Homestead is a lovingly renovated 1800's barn at the intersection of forest, field, and mountain. This quiet getaway offers sweeping easterly views and easy access to outdoor adventures including hiking, skiing, and fishing. Enjoy your morning coffee as the sun rises over the Green Mountains and relax in front of the fireplace at day's end. Conveniently located 35 minutes from Burlington and 30 minutes from Middlebury.

May 10 – 17

ﺩ.ﺇ501 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.

Apr 27 – May 4

ﺩ.ﺇ199 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.

Jun 19 – 26

ﺩ.ﺇ490 per night

Guest favorite

Guest suite in Huntington

4.98 out of 5 average rating, 110 reviews

Countryside Suite: Rest and Recharge!

Clean, Comfortable, Cozy. Here is your home base to explore Vermont’s outdoors! In the heart of the mountains, rivers and trails; on a quiet, accessible town road. A comfy queen size bed and two chairs for relaxing in this quiet space. Your suite includes a compact mini-kitchen area, washer/dryer, WIFI, Roku TV, boot dryers, and space for gear. Modern heat and A/C, 30 min to downtown Burlington!

Jul 5 – 12

ﺩ.ﺇ443 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

Oct 14 – 21

ﺩ.ﺇ435 per night

Guest favorite

Guest suite in Hinesburg

4.96 out of 5 average rating, 1117 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.

Sep 11 – 18

ﺩ.ﺇ604 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

Fireside Flatbread3 locals recommend

Honey hollow3 locals recommend

Sunoco Gas Station3 locals recommend

Other great vacation rentals in Bolton

Guest favorite

Apartment in Waterbury

4.95 out of 5 average rating, 180 reviews

1880 Purple Village Victorian

Jan 26 – Feb 2

ﺩ.ﺇ533 per night

Superhost

Apartment in Richmond

4.93 out of 5 average rating, 128 reviews

Mountain Getaway for Couples at Bolton Valley

Sep 8 – 15

ﺩ.ﺇ654 per night

Guest favorite

Apartment in Hinesburg

4.96 out of 5 average rating, 399 reviews

The Perfect Cozy Weekend Escape

Apr 23 – 30

ﺩ.ﺇ492 per night

Guest favorite

Guest suite in Middlesex

5.0 out of 5 average rating, 276 reviews

Morningstar Meadow - your home in Vermont

Apr 10 – 17

ﺩ.ﺇ446 per night

Guest favorite

Home in Waterbury Center

4.98 out of 5 average rating, 132 reviews

Vermont vacation house

Jun 10 – 17

ﺩ.ﺇ510 per night

Guest favorite

Guesthouse in Hinesburg

5.0 out of 5 average rating, 228 reviews

Hydrangea House on the Hill

Mar 19 – 26

ﺩ.ﺇ715 per night

Guest favorite

Cabin in Worcester

4.97 out of 5 average rating, 172 reviews

the little house

Mar 27 – Apr 3

ﺩ.ﺇ564 per night

Guest favorite

Condo in Richmond

4.91 out of 5 average rating, 150 reviews

Ski in ski out Bolton Valley Condo!

Jan 5 – 12

ﺩ.ﺇ701 per night

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Other great vacation rentals in Bolton

Guest favorite

Cabin in Duxbury

4.89 out of 5 average rating, 254 reviews

Off Grid Vermont Cabin-Hike-Write

Sep 20 – 27

ﺩ.ﺇ383 per night

Guest favorite

Home in Waterbury

4.94 out of 5 average rating, 355 reviews

Perry Hill Little Red House

Sep 2 – 9

ﺩ.ﺇ659 per night

Guest favorite

Guest suite in Waterbury Center

4.86 out of 5 average rating, 127 reviews

Cozy Mountain Retreat with a View of Mt Hunger

Aug 13 – 20

ﺩ.ﺇ521 per night

Guest favorite

Apartment in Waterbury

4.78 out of 5 average rating, 156 reviews

Modern and Charming Village Apartment

Apr 10 – 17

ﺩ.ﺇ506 per night

Guest favorite

Guesthouse in Hinesburg

4.97 out of 5 average rating, 108 reviews

Cozy cottage in peaceful location

Jan 15 – 22

ﺩ.ﺇ512 per night

Guest favorite

Casa particular in Waterbury Village Historic District

4.91 out of 5 average rating, 105 reviews

Private First Floor Room with Patio and Sauna

Jul 13 – 20

ﺩ.ﺇ348 per night

Guest favorite

Apartment in Richmond

4.98 out of 5 average rating, 97 reviews

Cozy Mountain Getaway at Bolton Valley

Aug 10 – 17

ﺩ.ﺇ415 per night

Guest favorite

Condo in Richmond

5.0 out of 5 average rating, 87 reviews

Slopeside Condo at Bolton Valley

Jun 18 – 25

ﺩ.ﺇ545 per night

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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 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 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 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 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 Waterbury

Apartment in Richmond

Apartment in Hinesburg

Guest suite in Middlesex

Home in Waterbury Center

Guesthouse in Hinesburg

Cabin in Worcester

Condo in Richmond

Other great vacation rentals in Bolton

Cabin in Duxbury

Home in Waterbury

Guest suite in Waterbury Center

Apartment in Waterbury

Guesthouse in Hinesburg

Casa particular in Waterbury Village Historic District

Apartment in Richmond

Condo 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 condo rentals in Bolton?

Are there family-friendly condo rentals in Bolton?

Are there vacation rentals with a dedicated workspace in Bolton?

Do apartment 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