50 Best Vermont Vacation rentals on Holiday Lettings - Apartments

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House rentals Killington
167 properties
Vacation rentals Stowe
161 properties
Apartments Ludlow
74 properties
Northeast Kingdom
60 properties
Apartments Warren
46 properties
Green Mountains
37 properties
Dover
32 properties
Wilmington
32 properties
Jeffersonville
24 properties
South Hero
14 properties
North Hero
13 properties
House rentals Stratton Mountain
10 properties
Chester
10 properties
Plymouth
8 properties
Charlotte
8 properties
Apartments Northfield
8 properties
Jamaica
8 properties
Fayston
7 properties

Vermont

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954 Vacation rentals

10

Vacation apartment in Richmond

Vermont / Richmond

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Child friendly
Our clean and cozy studio apartment, set on 80 acres of woodland and pasture with views of Mt Mansfield to the north, offers a quiet and picturesque VT country retreat only 25 min from the city of Burlington. We have cross country ski and snowshoe trails out our door, …see more

from $100 / night

$500 / week

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from $100 / night

18

Dorset Vacation home rental

Green Mountains / Dorset

8 23 2 nights min

  • 8 bedrooms
  • Sleeps 23
  • 2 nights min
  • Nearest beach 0.5 mi
  • Child friendly
  • Pet friendly
Our fully furnished 8 bedroom 3.5 bath ski Clubhouse in East Dorset, VT is available for rent in April - November. The house was significantly renovated in 2016. We are just north of the Emerald Lake Park entrance (3-5 min walk) and 1.9 miles north of the VT Horse Show …see more

from $140 / night

$900 - $2,685 / week

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from $140 / night

22

Vacation home in Westfield

Northeast Kingdom / Westfield

3 10 2 nights min

  • 3 bedrooms
  • Sleeps 10
  • 2 nights min
  • Swimming pool
This home in the hills of Vermont is less than five miles from Jay Peak Resort! Ski, skate and snowshoe in the winter and golf, hike, swim, and play tennis during the summer months. Available for short-term rental (minimum 2 night stay) and for seasonal rental. The home …see more

from $329 / night

$2,303 / week

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from $329 / night

7

Vacation cottage rental

Vermont / West Fairlee

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Ask about children
  • Ask about pets
Enjoy our beautiful post-and-beam mountain retreat. The house is located on a mountain with magnificent views capturing Lake Fairlee and beyond to Mount Ascutney (35 miles). This is the perfect getaway location if you and your family are looking to relax, take a deep br …see more

from $175 / night

$1,075 - $1,355 / week

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from $175 / night

(2) Excellent 

29

Vacation apartment in Vermont

Vermont / Waitsfield

3 10 2 nights min

  • 3 bedrooms
  • Sleeps 10
  • 2 nights min
  • Beach/lakeside relaxation
  • Child friendly
Cozy 3 bedrooms, 2 baths condominium beautifully situated where Folsom Brook meets Mad River. Conveniently, central located to skiing at Sugarbush, Mt Ellen and Mad River Glen. The condo is located en route of the free Mad Bus which just needs to be waved down to bring …see more

from $250 / night

$1,400 - $1,950 / week

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from $250 / night

(1) Excellent 

18

Vacation apartment in Vermont

Vermont / Elmore

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Beach/lakeside relaxation
  • Child friendly
Located in Lake Elmore , Vermont, this beautiful newly built apartment offers gorgeous views in every season. Our apartment features a full kitchen, with seating for 6, all new stainless steel appliances and granite counter tops. There is a full bath and full sized was …see more

from $130 / night

$840 / week

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from $130 / night

12

Vacation home in Vermont

Vermont / Jamaica

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Child friendly
  • Car not necessary
  • Pet friendly
Wonderful 2-story log cabin with 3 bedrooms, 2 baths and hardwood floors throughout. The most prominent feature of the house is the large floor to ceiling fireplace that is perfect after a long day of skiing. Home has full internet access, with Direct TV and large fla …see more

from $180 / night

$1,200 / week

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from $180 / night

24

Vacation home accommodation

Vermont / Ludlow

3 10 Min stay varies

  • 3 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
Stay cozy with friends and family in this lovely three-bedroom, two-bathroom log home for 10, equipped with a wood-burning fireplace, a jacuzzi bathtub, and all the modern amenities necessary to ensure a comfortable stay. This cottage is tucked about four miles away fr …see more

from $115 / night

$805 / week

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Responds fast!
avg. 3 hours 23 minutes

from $115 / night

24

Manchester Vacation cottage rental

Green Mountains / Manchester

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Elevate your next escape to the picturesque mountainside of Manchester Center, Vermont. Located between the majestic Green Mountains, this repurposed barn has been transformed into a quaint 2-bedroom, 1-bathroom vacation rental, boasting mountain views and accommodation …see more

from $250 / night

$1,000 / week

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Responds fast!
avg. 14 minutes

from $250 / night

8

Vacation home in Dorset

Green Mountains / Dorset

5 10 14 nights min

  • 5 bedrooms
  • Sleeps 10
  • 14 nights min
  • Child friendly
  • Air conditioning
  • Private garden
Beautiful top of the line architect designed home right in the village. Rear screened in porch (10'x45') with hammock, sitting area, & dining area--faces a wooded area full of birds. Can walk to everything in town, three restaurants, store, bank, post office, theater. …see more

from $250 / night

$1,750 / week

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from $250 / night

36

Vacation home in Vermont

Vermont / North Hero

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
The rustic and cozy Sugar Shack is a beautiful lakeside property with a spacious yard and an amazing west-facing location for the best sunset viewing ever! Located about four miles from a marina with an attached bar and grill, boat rentals, and nature paths, this quie …see more

from $169 / night

$1,183 / week

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Responds fast!
avg. 3 hours 8 minutes

from $169 / night

(1) Excellent 

12

Home rental in Vermont

Vermont / Jamaica

4 6 2 nights min

  • 4 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Pet friendly
  • Private garden
Quaint and rustic log home, Very private. open floor with cathedral ceiling. Covered porch. Only 3 miles from Stratton Mountain entrance, and 15 minutes from Bromley Close to Manchester premium outlet stores. Golf, hiking, horseback riding, white water rafting are a …see more

from $300 / night

$1,800 / week

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Responds fast!
avg. 3 hours 30 minutes

from $300 / night

(2) Excellent 

10

Vacation home in Middlebury

Vermont / Middlebury

4 7 3 nights min

  • 4 bedrooms
  • Sleeps 7
  • 3 nights min
  • Child friendly
  • Ask about pets
A fabulous home-away-from-home. Warm, sunny, and quiet. Fully furnished with antiques and fine furniture. Propane fireplace. Fully equipped cook's kitchen. 12 minutes to charming college town. Cross country ski from your back door on our own 27 acres. Or drive 30-45 min …see more

from $550 / night

$3,500 / week

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from $550 / night

47

Vermont Vacation home rental

Vermont / Stowe

3 10 Min stay varies

  • 3 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Air conditioning
This spacious ski resort home invites you to forget your cares in the shared hot tub, the shared pool, or the shared sauna. Two gas fireplaces illuminate your stay in this family-friendly rental, where mountain adventure awaits outside your doorstep. Winter visitors fl …see more

from $99 / night

$693 / week

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Responds fast!
avg. 2 hours 56 minutes

from $99 / night

(18) Excellent 

19

Vacation home in Vermont

Vermont / Rutland

2 7 28 nights min

  • 2 bedrooms
  • Sleeps 7
  • 28 nights min
  • Nearest beach 11 mi
  • Child friendly
  • Ask about pets
Comfortably set up 2 bedroom home.Large rooms,nice view of mountains.Red barn across the way,pretty sunset views.Cable T.V.in each b.r.linens included.1 1/2 bathrooms,loads of storage/closet space.Eat-in kitchen w/ plenty of cabinets.Kitchen has all you will need(except …see more

from $225 / night

$995 - $1,250 / week

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from $225 / night

20

Home rental in Vermont

Vermont / Bridport

3 10 Min stay varies

  • 3 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Pet friendly
This year-round timberframe lake front home is located on a private dead end road with spectacular views of Lake Champlain, the Crown Point Bridge and the Adirondack Mountains. It easily sleeps 8+ so it’s perfect for families, big groups, and well behaved furry friends …see more

from $225 / night

$2,250 / week

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from $225 / night

(1) Excellent 

14

Villa rental in Vermont with shared pool

Vermont / Jeffersonville

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Wyndham Resorts Smugglers' Notch Vermont offers your family a special place to unwind, have fun and reconnect. Smugglers' is a self-contained mountain resort village where each neighborhood, from wooded seclusion to close proximity to the Village Center, features exclus …see more

from $269 / night

$1,883 / week

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avg. 1 hour 59 minutes

from $269 / night

34

Home rental in Jay

Northeast Kingdom / Jay

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
Retreat to this resort condo with your family, and it just might become your favorite ski destination! The cozy interior provides a welcome home base for all the adventures that await you at Jay Peak Resort. Not only can you ski and snowboard to your heart's content, yo …see more

from $151 / night

$1,057 / week

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avg. 3 hours 30 minutes

from $151 / night

31

Vacation home with shared pool in Vermont

Vermont / Stowe

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Iconic Stowe ski house with state of the art amenities. Beautiful home with over 3000 SF of living space, mountain views from both dining room and kitchen. Getaway to a five acre retreat in the heart of Stowe. Easy access to almost everything. House is meticulously main …see more

from $700 / night

$3,200 - $4,000 / week

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from $700 / night

14

Vacation home in Vermont

Vermont / Pawlet

4 14 3 nights min

  • 4 bedrooms
  • Sleeps 14
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Ask about pets
This 200 year old quintessential farmhouse has been completely renovated! It is located on 15+ acres, surrounded by several hundred acres of farmland secured in the Vermont Land Trust, and has amazing views of surrounding mountains. It is located just a few miles from t …see more

from $400 / night

$2,450 - $3,150 / week

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from $400 / night

(11) Very Good 

20

Vacation home in Vermont

Vermont / Stowe

3 9 Min stay varies

  • 3 bedrooms
  • Sleeps 9
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
This newly renovated chalet has it all when is comes to the comfort of single level living. With an ideal Mountain Road location halfway between the mountain and village, you will find easy access to all that Stowe has to offer. The kitchen has been completely refurbish …see more

from $350 / night

$1,200 - $2,500 / week

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from $350 / night

16

Vacation home rental

Vermont / Stowe

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Ask about children
This warm and cozy condo is located on the property of Topnotch Resort and Spa. The award winning Ski Resort is located just one mile from Topnotch. It is nestled in a secluded location and offers views of Mount Mansfield. In the Winter, Stowe is a skier and snowboarder …see more

from $195 / night

$1,195 - $2,275 / week

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from $195 / night

(4) Excellent 

20

Vacation chalet in West Wardsboro

Vermont / West Wardsboro

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Car not necessary
  • Pet friendly
Secluded 2 level chalet in Scandia Village off Stratton-Arlington Rd. about 7" to Mt. Snow and 20" to Stratton Mountain . ski area. West Wardsboro Market nearby, and within walking distance.... Dover Vt. about 7 miles south on Rt. 100. Wilmington, Vt. about 25" …see more

from $175 / night

$800 - $1,000 / week

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Responds fast!
avg. 1 hour 58 minutes

from $175 / night

30

Vacation home in Jay

Northeast Kingdom / Jay

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
Whether you're coming to dive into the fresh powder, check out the tree-lined trails, or play some golf, this ski-in, ski-out Jay Peak condo is ideal spot to enjoy them all! Offering six guests (four might be more comfortable) the chance to enjoy the prime location that …see more

from $175 / night

$1,225 / week

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Responds fast!
avg. 3 hours 14 minutes

from $175 / night

(2) Excellent 

12

Vermont Vacation apartment accommodation

Vermont / Stratton Mountain

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Child friendly
Fully renovated condo within easy walk to Stratton Village, with restaurants, shops and the slopes. Many Festivals throughout summer and fall. Granite countertops, tiled baths, new carpet, paint and furniture and outside deck. Winter views of the slopes. Free shuttle. W …see more

from $300 / night

$1,750 / week

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from $300 / night

(12) Excellent 

24

Vermont Vacation b&b rental

Vermont / Mount Holly

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Pet friendly
  • Private garden
Not just a place to stay. Property features beautiful flower gardens, bountiful vegetable beds, woodland paths with seating areas for relaxation, children's toys and more. Conveniently located in the Okemo Valley in southern Vermont, easily accessible from New York or …see more

from $103 / night

$560 - $1,120 / week

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from $103 / night

(6) Excellent 

27

Dover ski apartment to rent.

Vermont / Dover

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Swimming pool
  • Ski
  • Child friendly
Enjoy ski in/Steps to Tin Lizzy Ski Trail from this nicely updated 2 bedroom unit that sleeps 8. Condo has a open floor plan - living, dining, and kitchen area. Beautiful newly renovated condo located on Mount Snow, this very clean Seasons Condominium can sleep 8 peop …see more

from $139 / night

$999 / week

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from $139 / night

21

Peru ski home to rent.

Green Mountains / Peru

4 10 2 nights min

  • 4 bedrooms
  • Sleeps 10
  • 2 nights min
  • Ski
  • Child friendly
  • Pet friendly
Nestled on close to 5 secluded acres in Vermont's Green Mountains, the Vermont Mountain House is located in Peru, VT, a short drive from the beautiful town of Manchester and located next to four ski resorts for all levels: Bromley, Stratton, Okemo, and Magic Mountain, a …see more

from $350 / night

$2,000 / week

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from $350 / night

26

Vacation home in Vermont

Vermont / Dover

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
This three-bedroom West Dover vacation rental features a private hot tub, a great location near skiing on Mount Snow, and plenty of modern conveniences to keep your group comfortable. For year-round outdoor activities, the location can't be beat. Enjoy thrilling mount …see more

from $152 / night

$1,064 / week

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avg. 3 hours 8 minutes

from $152 / night

10

Walden Vacation cottage rental

Northeast Kingdom / Walden

2 6 6 nights min

  • 2 bedrooms
  • Sleeps 6
  • 6 nights min
  • Beach/lakeside relaxation
  • Nearest beach 11 mi
  • Child friendly
Rustic and nestled atop a 2200 ft.elevation mountain in Walden, Vt., this lakefront summer cabin has all the back-to-nature elements: quiet, clean air & water, cool breezes whistling in the spruces; loons, ducks, birds all swimming or flying by. You might even spot a m …see more

from $150 / night

$975 / week

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from $150 / night

(3) Very Good 

16

Jay Vacation apartment rental

Northeast Kingdom / Jay

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
Luxury comfort and convenience at the resort known for having the best, and most snow in the east. From the front door it's just a few steps away to the trail. This condo offers one of the most convenient ski in - ski out locations on the mountain. Jay is known to have …see more

from $150 / night

$1,000 - $3,200 / week

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from $150 / night

13

Vacation cottage in Walden

Northeast Kingdom / Walden

3 6 6 nights min

  • 3 bedrooms
  • Sleeps 6
  • 6 nights min
  • Beach/lakeside relaxation
Three bdrm, sleeps 6+ (+futon), deck right on the pond, amazing views and relaxation; watch the loons & ducks swim by & fish off the dock or use the boat or kayak. Life vests available in garage, boats under 30 mph OK. Full bath/kitchen/dining/living area/full gas stov …see more

from $145 / night

$975 / week

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from $145 / night

(8) Excellent 

19

Vermont Vacation home accommodation

Vermont / Rutland

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Nearest beach 8 mi
  • Child friendly
  • Ask about pets
This listing is currently my home.I am offering it as a homeshare with me and my friendly dog. This is for people looking to short term homeshare or folks who want a cheap,clean and quick base for Hiking,Kayaking,Spelunking,Antiquing,SKIING/SNOW BOARDING/SNOWSHOEING. It …see more

from $54 / night

$350 - $490 / week

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from $54 / night

23

Vacation home rental

Vermont / Killington

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Pet friendly
Location is a key factor when it comes to Whiffletree condominiums! This three bedroom, two bathroom Killington vacation rental is ideal for a group who want to hit the slopes and ski home after a long, fun-filled day. This three bedroom, two bathroom Whiffletree unit h …see more

from $99 / night

$695 - $4,200 / week

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Responds fast!
avg. 48 minutes

from $99 / night

26

Vacation home in Vermont

Vermont / Ludlow

1 6 Min stay varies

  • 1 bedroom
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Pet friendly
Make your next ski vacation one to remember with this amazing one-bedroom, one-bathroom home for six in Vermont! With a shared seasonal pool and walk to the slope access of Okemo Mountain, you're guaranteed fun no matter the time of year. Just a short walk from the beg …see more

from $78 / night

$546 / week

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Responds fast!
avg. 3 hours 9 minutes

from $78 / night

(1) Excellent 

27

Ski home to rent in Pittsford

Vermont / Pittsford

3 10 2 nights min

  • 3 bedrooms
  • Sleeps 10
  • 2 nights min
  • Ski
  • Child friendly
Our home is a historic Methodist church built in 1837 which we converted into the most beautiful home you can imagine! With 3 bedrooms and 2 1/2 baths and the biggest great room/living room filled with 8 huge stained glass windows, the original organ and alter area and …see more

from $225 / night

$1,575 / week

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from $225 / night

24

Island Pond Vacation cottage rental

Northeast Kingdom / Island Pond

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Pet friendly
For an unbelievable getaway, make 'Piece of Heaven' your home-away-from home in Island Pond Vermont. This incredible 2-bedroom, 1-bathroom vacation rental cottage sleeps 6 and grants visitors unbeatable lake access and endless opportunities for outdoor adventure. No ma …see more

from $135 / night

$810 - $1,470 / week

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Responds fast!
avg. 14 minutes

from $135 / night

(3) Excellent 

33

Vacation home in Vermont

Vermont / Stowe

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Child friendly
Stowe Mountain View House warm and inviting, a perfect Vermont getaway surrounded by verdant forest, rural landscape, wildlife, water and bird's weather you want to heal or celebrate, this house is perfect for you. This house features an open style main floor lliving ar …see more

from $550 / night

$2,200 - $3,900 / week

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from $550 / night

(1) Very Good 

11

Vacation home in Vermont

Vermont / West Wardsboro

4 8 2 nights min

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min
  • Child friendly
Our home is nestled in the Green Mountains in Snow Mountain Farms midway between Mt. Snow and Stratton Mountains. Located on 2 acres, our ranch style home has a fully equipped kitchen, washer/dryer, skylights, Satellite TV, DVD, stereo/CD, wood burning fireplace (wood p …see more

from $300 / night

$1,500 / week

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Responds fast!
avg. 3 hours 41 minutes

from $300 / night

(1) Very Good 

36

Vacation home in Stowe

Vermont / Stowe

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
Welcome to Stowe Haus! Conveniently located half way between downtown Stowe and Stowe Mountain Lodge, the location is perfect. With 5 bedrooms, 3 Full baths and 3 separate levels Stowe Haus is the perfect destination for large families. Quiet as can be with plenty of ro …see more

from $450 / night

$1,800 - $3,000 / week

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from $450 / night