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Holiday rentals in Bolton

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Top-rated holiday rentals in Bolton

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

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Cabin in Richmond

4.9 out of 5 average rating, 107 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)**

22–29 Aug

£201 per night

Guest favourite

Guest suite in Middlesex

5.0 out of 5 average rating, 274 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.

1–8 Feb

£117 per night

Guest favourite

Flat in Waterbury

4.97 out of 5 average rating, 374 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.

17–24 Dec

Guest favourite

Flat 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.

28 Nov – 5 Dec

£133 per night

Flat in Richmond

4.93 out of 5 average rating, 128 reviews

Mountain Getaway for Couples at Bolton Valley

Bright and charming studio at Bolton Valley Resort. Ski, ride, hike within seconds of leaving your front door. The studio is at 2000' elevation tucked into the valley with super easy access to dozens of beautiful trails. You'll experience nature at its best! When you're finished playing outside come indoors to your studio 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.

12–19 Sept

£167 per night

Guest favourite

Apartment in Richmond

4.95 out of 5 average rating, 183 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.

7–14 May

£131 per night

Guest favourite

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.

24–31 Mar

Guest favourite

Flat in Underhill

4.98 out of 5 average rating, 175 reviews

Mountain Road Getaway

This private one-bedroom non-smoking apartment is located in Underhill, Vermont. The property is located just down the road from Underhill State Park, at the base of Mt. Mansfield. The apartment has recently been completely renovated and includes a tiled rain shower, soaking tub and large private back deck. It is just a 2-minute drive to hiking trails and mountain biking; 20 minutes to skiing at Smugglers Notch; and 35 minutes to Burlington.

1–8 May

Guest favourite

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.

17–24 May

£102 per night

Guest favourite

Flat in Richmond

4.95 out of 5 average rating, 170 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.

7–14 May

£119 per night

Guest favourite

Flat 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

8–15 Sept

£113 per night

Guest favourite

Guest suite in Moretown

4.97 out of 5 average rating, 134 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.

20–27 Jan

£103 per night

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Popular amenities for Bolton holiday rentals

Free parking on premises

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 holiday rentals in Bolton

Guest favourite

Cottage in Duxbury

4.96 out of 5 average rating, 119 reviews

Camel's Hump Remote Mountain Cottage

11–18 Nov

£144 per night

Guest favourite

Flat in Waterbury Center

4.89 out of 5 average rating, 174 reviews

Basecamp Waterbury - center of it all!

24 Apr – 1 May

£118 per night

Guest favourite

Flat in Hinesburg

4.96 out of 5 average rating, 399 reviews

The Perfect Cozy Weekend Escape

8–15 Dec

£125 per night

Cabin in Duxbury

4.89 out of 5 average rating, 254 reviews

Off Grid Vermont Cabin-Hike-Write

22 Feb – 1 Mar

£100 per night

Guest favourite

Guest suite in Hinesburg

4.96 out of 5 average rating, 1108 reviews

Boston Magazine Pick! Barn Loft

28 Sept – 5 Oct

£150 per night

Guest favourite

Guest suite in Stowe

4.95 out of 5 average rating, 211 reviews

Stowe guest suite in a secluded forest

27 Apr – 4 May

£114 per night

Guest favourite

Casa particular in Waterbury Village Historic District

4.94 out of 5 average rating, 101 reviews

Private First Floor Room with Patio and Sauna

27 May – 3 Jun

Guest favourite

Flat in Richmond

4.98 out of 5 average rating, 96 reviews

Cozy Mountain Getaway at Bolton Valley

17–24 Sept

£112 per night

Quick stats about holiday 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

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