Bolton vacation rentals

Book unique vacation rentals, houses, and more on Airbnb

Top-rated vacation rentals in Bolton

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

Superhost

Cabin in Richmond

4.89 out of 5 average rating, 104 reviews

Cozy Richmond Cabin

This tiny house nestled in the woods of Richmond is the perfect getaway for a small group. Inside you will find an open kitchen/living space, 2 bedrooms, and a full bath. The Guest Cabin has a futon, a space heater, and a wood stove (does not have plumbing). Outdoor features - backyard, fenced in yard space, a small porch, grill, and fire pit. **STEEP DRIVEWAY: snow tires, AWD/4WD necessary in Winter. Property can accommodate 6 guests if Guest Cabin is in use (most ideal for warmer weather)**

May 11 – 18

€ 223 per night
Guest favorite

Guest suite in Middlesex

5.0 out of 5 average rating, 272 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.

Dec 20 – 27

€ 136 per night
Guest favorite

Apartment in Waterbury

4.97 out of 5 average rating, 372 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 22 – 29

€ 102 per night

Popular amenities for Bolton vacation rentals

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

Guest favorite

Cottage in Hinesburg

4.96 out of 5 average rating, 162 reviews

Bright new cottage in exquisite Vermont setting

Nov 18 – 25

€ 209 per night
Guest favorite

Apartment in Hinesburg

4.96 out of 5 average rating, 398 reviews

The Perfect Cozy Weekend Escape

Jul 23 – 30

€ 143 per night
Guest favorite

Guest suite in Stowe

4.95 out of 5 average rating, 208 reviews

Stowe guest suite in a secluded forest

Jun 9 – 16

€ 130 per night
Guest favorite

Guest suite in Essex

4.94 out of 5 average rating, 289 reviews

Private Suite in Farmhouse with Fainting Goats

Apr 19 – 26

€ 111 per night
Guest favorite

Guest suite in Hinesburg

4.96 out of 5 average rating, 1101 reviews

Boston Magazine Pick! Barn Loft

Sep 21 – 28

€ 171 per night
Superhost

Apartment in Waterbury

4.78 out of 5 average rating, 377 reviews

Comfort center of adventure

Dec 7 – 14

€ 132 per night
Guest favorite

Guest suite in Huntington

4.98 out of 5 average rating, 106 reviews

Countryside Suite: Rest and Recharge!

Aug 29 – Sep 5

€ 133 per night
Guest favorite

Apartment in Stowe

4.99 out of 5 average rating, 191 reviews

Owls Head Lane Apt/Garage Parking/Private

Jun 16 – 23

€ 164 per night
Guest favorite

Guesthouse in Hinesburg

4.97 out of 5 average rating, 102 reviews

Cozy cottage in peaceful location

Mar 6 – 13

€ 147 per night
Superhost

Cabin in Hinesburg

4.86 out of 5 average rating, 190 reviews

Lake Iroquois - "Lakes End"

Nov 10 – 17

€ 156 per night
Guest favorite

Apartment in Waterbury

4.95 out of 5 average rating, 179 reviews

1880 Purple Village Victorian

May 15 – 22

€ 167 per night
Guest favorite

Apartment in Waitsfield

4.95 out of 5 average rating, 165 reviews

Historic District Overlooking the Mad River Studio

Apr 20 – 27

€ 106 per night

Other great vacation rentals in Bolton

Guest favorite

Home in Waterbury Center

4.97 out of 5 average rating, 152 reviews

Vermont Getaway Home - Perfect Location

Aug 22 – 29

€ 178 per night
Guest favorite

Barn in Starksboro

4.97 out of 5 average rating, 102 reviews

The Black Barn in a Mountain Hollow

Sep 13 – 20

€ 145 per night
Guest favorite

Cabin in Worcester

4.97 out of 5 average rating, 163 reviews

the little house

Feb 18 – 25

€ 165 per night
Guest favorite

Guesthouse in Monkton

4.98 out of 5 average rating, 103 reviews

Beautiful, 1 BR guesthouse

Sep 14 – 21

€ 151 per night
Superhost

Cabin in Duxbury

4.89 out of 5 average rating, 254 reviews

Off Grid Vermont Cabin-Hike-Write

Jun 22 – 29

€ 103 per night
Guest favorite

Apartment in Waitsfield

4.96 out of 5 average rating, 184 reviews

Neighboring the oldest Covered Bridge in VT!

Jan 11 – 18

€ 172 per night
Guest favorite

Apartment in Richmond

4.98 out of 5 average rating, 94 reviews

Cozy Mountain Getaway at Bolton Valley

Aug 25 – Sep 1

€ 125 per night
Guest favorite

Condo in Richmond

5.0 out of 5 average rating, 86 reviews

Slopeside Condo at Bolton Valley

May 15 – 22

€ 162 per night
Guest favorite

Apartment in Richmond

4.84 out of 5 average rating, 45 reviews

Cute, Cozy Apartment, Close to Mountains & UVM!

Mar 1 – 8

€ 120 per night
Guest favorite

Apartment in Bolton

4.88 out of 5 average rating, 85 reviews

Cozy apartment minutes from Bolton Valley Resort

Sep 16 – 23

€ 134 per night
Guest favorite

Apartment in Richmond

5.0 out of 5 average rating, 46 reviews

Cozy Little Mountain Condo

Apr 28 – May 5

€ 190 per night
Guest favorite

Apartment in Bolton Valley

5.0 out of 5 average rating, 8 reviews

Modern Bolton Valley with balcony & epic views

Jul 4 – 11

€ 602 per night

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

3.7K 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 wifi, over 10 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.

Destinations to explore

  1. Airbnb
  2. United States
  3. Vermont
  4. Chittenden County
  5. Bolton