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House vacation rentals in Wardsboro

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Top-rated house rentals in Wardsboro

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Home in Putney

4.85 out of 5 average rating, 123 reviews

Spacious Loft with View

Located off a quiet dirt road, this rental features a great view of Putney Mountain, a private Hot Tub(exclusive to just the loft), miles of trails right from your doorstep, & a private rock quarry with swimming spot! Nestled amongst 100+ acres of conserved forest, with many VT destinations just minutes away, we are at the top of a hill overlooking the Putney Mountain ridge line.Just a 7 minute drive to downtown Putney and 20 minutes to Brattleboro.Landmark College (6min) & Putney School (12min)

Mar 14 – 21

G$35,240 GYD per night

Home in Jamaica

5.0 out of 5 average rating, 101 reviews

Stratton Spa House with Man Cave

MANAGED BY A 5 STAR TEAM WITH MULTIPLE 5 STAR HOMES Perched on a babbling brook this 4700 square ft. contemporary has all your needs covered. Smart tech, 3 fireplaces, man cave, streaming entertainment, home theater, spa suite, hot tub, sauna, pool table, darts, poker room, dueling xbox room, giant master suite, big guest suite with wood burning stove, large dining table, fully equipped kitchen, Keurig, screened porch, 3 private acres, sun deck, bbq, 1/4m walk to water falls and swimming hole.

May 9 – 16

G$80,780 GYD per night

Home in Putney

4.94 out of 5 average rating, 339 reviews

Vermont Botanical Studio Apartment

This room is one half of a floor in our studio building (35 sq m). It is the only occupied space in the building, which is separated from the main house by a yard. There is a queen-sized bed, full bath (no-curb shower), and an outdoor shower (not available in the winter) Small kitchen with a sink, fridge, 2-burner induction hob, microwave/convection oven, toaster, coffee pot, and cookware. Arched ceiling, with ceiling fan, large windows, deck, and Maggie's botanical art lining the walls.

Dec 19 – 26

G$22,380 GYD per night

Home in Winhall

4.98 out of 5 average rating, 136 reviews

Modern Cabin with Hot Tub & EV Charging Station

Welcome to the Tea House - a retreat in the woods of Vermont. Just minutes to skiing at Stratton Mountain, Bromley and Magic. Explore 27+ acres of forest with trails, river, sculpture gardens and private pond. Relax and unwind in a cozy, modern space that lends itself to mindful living. Vinyl records, good books, stargazing from the hot tub. A short drive to Manchester with shops and restaurants. Your Vermont adventure awaits. - Private Hot Tub Open All Year - EV Charging Station - AC/Heat

Jul 16 – 23

G$85,815 GYD per night

Home in Jamaica

4.96 out of 5 average rating, 158 reviews

Cozy Riverfront Home in beautiful Jamaica

. Surrounded by tall pines and mountains, with the tranquil sound of the West River outside, here you can escape into nature while still enjoying all the cozy comforts of home. Our newly renovated home has been transformed into a getaway spot for romance, friends or family. The deck, set on the waterfront, is a beautiful, serene space to dine or take a soak in our wood burning hot tub. Put on some records, make a meal and cuddle up in front of the fire after a long day of playing outdoors.

Aug 3 – 10

G$57,546 GYD per night

Home in Wilmington

4.94 out of 5 average rating, 241 reviews

Wilmington. Easy walk to center of town.

Beautifully renovated bright, 120year old home in town. House thoroughly cleaned and sanitized after each stay. Touchless flushing toilets. Mini-Split air conditioning in each bedroom and on the main level. Minutes to MT Snow. Easy walk to town for food and shopping. Deerfield river directly across the street. 2 min from the lake. Valley hiking trails within sight. Fire pit out back. There is a 2 car limit. A request for additional vehicles needs to be made prior to check-in.

Aug 17 – 24

G$50,467 GYD per night

Home in Newfane

4.97 out of 5 average rating, 115 reviews

Peaceful cabin close to skiing & Brattleboro

Our 4BR/2BA (+ outdoor summer shower) home embraces the best of Southern VT. Skiing (20 min to Mt. Snow; 35 min to Stratton), river swimming holes, hiking, biking, art galleries and great restaurants nearby. Open concept space, cook's kitchen, jet bathtub, beautiful gardens, winter hot tub off deck, and large patio and fireplace give a homey feel. Secluded from neighbors but close to amenities, this home is a comfortable and peaceful retreat for your next gathering.

Apr 10 – 17

G$64,602 GYD per night

Home in Dover

4.87 out of 5 average rating, 227 reviews

Mt Snow retreat, ski & summer

COVID-19: We block two days between all bookings and have committed to the Airbnb cleaning policy. Warm and welcoming space for relaxation and play, your home base for VT recreation. 7 min. drive to Mount Snow, convenient location. Easy access to hiking, mountain biking, x-c skiing, golf course, and more! Sleeps 5 easily. ~10 min. walk to Moover, 7-11, restaurants. INTERNET - There is a fiber optic connection and the plan speed is 50Mbps down / 30Mbps up.

Sep 1 – 8

G$33,359 GYD per night

Home in Townshend

4.94 out of 5 average rating, 193 reviews

Comfy and Cozy House on 67 acres

67 acre of wilderness to explore, a calm and relaxed getaway. Bright, spacious main room and open kitchen with wood stove is enclosed by the large porch which looks over the Vermont woodlands. Right off of the large entryway, you'll find the sweeping main bedroom equipped with an open soaking tub, and a second wood stove, along with a separate entrance. Finally, there is a separate bedroom downstairs with its own bathroom (off of garage).

Apr 5 – 12

G$44,696 GYD per night

Home in Winhall

4.99 out of 5 average rating, 349 reviews

Stunning mid-century house on 2.5 private acres

Stay at our relaxing, mid-century retreat! The house was built in the 60s but has modern amenities. A 4-wheel-drive vehicle is recommended. Our house is conveniently located 7 miles from Stratton and 12 miles from the outlets/restaurants in Manchester. Floor to ceiling windows provide a stunning view of the property. Please note, the house has a non-working fireplace.

Sep 12 – 19

G$64,819 GYD per night

Home in Shaftsbury

4.92 out of 5 average rating, 103 reviews

Cheerful 1 bedroom cottage

Located one mile from the historic village of North Bennington, this newly renovated one bedroom, one bath (with full kitchen) affords all the comforts of home while providing easy access to both Bennington College (within two miles) and the many attractions of the surrounding area.

Aug 16 – 23

G$17,465 GYD per night

Home in Newfane

4.95 out of 5 average rating, 171 reviews

Adorable home in Newfane

3 bedroom, 1 bath home. Fully equipped kitchen, cable and internet access. Pastoral meadow view. Quiet road. Private back yard with patio. Bordering on town forest. Close to popular swimming holes. 25 minutes to Mt. Snow, 15-18 to Brattleboro and Putney

Mar 31 – Apr 7

G$28,920 GYD per night

Vacation rentals for every style

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Popular amenities for Wardsboro house rentals

Free parking on premises

Air conditioning

House rentals with a pool

Home in Wilmington

4.88 out of 5 average rating, 150 reviews

Adams Farm-"The Little Farmhouse"

May 2 – 9

G$48,947 GYD per night

Home in Wilmington

4.9 out of 5 average rating, 131 reviews

4 bedroom Ski House 15 min to Mount Snow

Oct 16 – 23

G$42,525 GYD per night

Home in Wilmington

4.83 out of 5 average rating, 155 reviews

The Vermont Barn (Mount Snow)

Jan 27 – Feb 3

G$85,533 GYD per night

Home in Peru

4.92 out of 5 average rating, 139 reviews

Beautiful Bromley/Manchester VT Retreat w/hot tub

Feb 21 – 28

G$144,784 GYD per night

Home in Keene

4.93 out of 5 average rating, 182 reviews

The Brick House on Washington Street

Jan 26 – Feb 2

G$64,502 GYD per night

Home in Colrain

4.88 out of 5 average rating, 112 reviews

The 1770 House

Mar 12 – 19

G$153,920 GYD per night

Home in Salem

4.98 out of 5 average rating, 180 reviews

Magical Farm Getaway - a must visit!

Nov 11 – 18

G$120,105 GYD per night

Home in Plainfield

4.89 out of 5 average rating, 119 reviews

Historic Home on 17 acres of land. Go escape!

Dec 27 – Jan 3

G$131,780 GYD per night

Weekly house rentals

Home in Wilmington

4.99 out of 5 average rating, 171 reviews

Vermont Sugar House Retreat

Oct 2 – 9

G$47,351 GYD per night

Home in Guilford

4.94 out of 5 average rating, 173 reviews

Peaceful Country Home

Mar 25 – Apr 1

G$31,898 GYD per night

Home in Jamaica

4.84 out of 5 average rating, 232 reviews

Historic 1832 Parker House ~ Sleeps 10, Pool Table

Oct 14 – 21

G$72,701 GYD per night

Home in North Adams

4.99 out of 5 average rating, 266 reviews

Steps to MoCA private house + SAUNA!

Jan 27 – Feb 3

G$31,932 GYD per night

Home in Bennington

4.99 out of 5 average rating, 238 reviews

Cozy Modern Sugar House with spectacular views.

Jan 7 – 14

G$61,949 GYD per night

Home in Dover

4.98 out of 5 average rating, 125 reviews

Outdoor Paradise - Private Jacuzzi & Sauna

Jul 15 – 22

G$98,807 GYD per night

Home in Brattleboro

4.95 out of 5 average rating, 100 reviews

Frosted Willows

Jan 5 – 12

G$44,028 GYD per night

Home in Sunderland

4.97 out of 5 average rating, 213 reviews

MOUNTAIN NEST, views, Manchester, hot tub,

Mar 10 – 17

G$95,039 GYD per night

Private house rentals

Home in Wardsboro

4.82 out of 5 average rating, 11 reviews

The Perch

Jun 5 – 12

G$30,788 GYD per night

Home in Windham

4.95 out of 5 average rating, 77 reviews

Artistic Southern Vt Countryside Home at Windham

May 27 – Jun 3

G$26,287 GYD per night

Home in Wardsboro

4.97 out of 5 average rating, 77 reviews

Hot Tub & Game Room - Ski Mt. Snow/Stratton

Aug 22 – 29

G$83,741 GYD per night

Home in Stratton

4.86 out of 5 average rating, 83 reviews

Stay mins from Mt. Snow & Stratton w/ EV charger

May 6 – 13

G$33,083 GYD per night

Home in Wardsboro

4.92 out of 5 average rating, 24 reviews

Riverside Chalet near Mt. Snow & Stratton resorts

May 10 – 17

G$36,224 GYD per night

Home in Wardsboro

4.93 out of 5 average rating, 29 reviews

Cozy Vermont getaway near Mount Snow & Stratton

Jun 7 – 14

G$37,402 GYD per night

Home in Jamaica

4.89 out of 5 average rating, 64 reviews

The Post Haus: one-of-a-kind modern VT experience

Mar 14 – 21

G$91,792 GYD per night

Home in Jamaica

5.0 out of 5 average rating, 26 reviews

2-Bedroom Home, 7 Minutes From Stratton Mountain

Sep 4 – 11

G$40,304 GYD per night

Quick stats about house rentals in Wardsboro

Total rentals
50 properties
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
40 properties are a good fit for families
Total number of reviews
1.5K reviews
Nightly prices starting at
G$12,541 GYD before taxes and fees

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