50 Best Vermont Vacation rentals on Holiday Lettings - Apartments

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House rentals Killington
167 properties
Vacation rentals Stowe
158 properties
Apartments Ludlow
68 properties
Northeast Kingdom
60 properties
Apartments Warren
48 properties
Green Mountains
42 properties
Wilmington
35 properties
Dover
33 properties
Jeffersonville
23 properties
South Hero
14 properties
North Hero
13 properties
House rentals Stratton Mountain
10 properties
Apartments Northfield
8 properties
Jamaica
8 properties
Plymouth
8 properties
Woodstock
8 properties
Chester
8 properties
Charlotte
7 properties
Fayston
7 properties
Alburgh
7 properties

Vermont

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957 Vacation rentals

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

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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avg. 17 minutes

from $140 / night

25

Williamstown Vacation log cabin rental

Vermont / Williamstown

2 7 3 nights min

  • 2 bedrooms
  • Sleeps 7
  • 3 nights min
  • Child friendly
Immerse yourself in the natural beauty of Williamstown when you book this 2-bedroom, 2-bathroom vacation rental cabin that comfortably sleeps 7. Situated on 70+ acres of beautiful woodlands, with hiking trails throughout and minutes from Vermont's finest attractions, th …see more

from $145 / night

$1,015 - $1,750 / week

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avg. 1 hour 35 minutes

from $145 / night

29

Vacation home rental

Northeast Kingdom / Jay

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
This inviting condo boasts coveted ski-in/ski-out status at the beautiful Jay Peak Resort! Spend your afternoons shredding the slopes and return home to a cozy evening by the gas fireplace. The resort offers myriad activities, including a water park, spa, golf course, f …see more

from $86 / night

$602 / week

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avg. 20 minutes

from $86 / night

29

Vacation home in Woodstock

Vermont / Woodstock

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
A quintessential Vermont getaway, this three-bedroom, two-bathroom Woodstock vacation rental features an outdoor fireplace, access to great skiing, plenty of room for up to six guests, and picturesque views next to the Ottauquechee River - all within a secluded woodland …see more

from $150 / night

$1,050 / week

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avg. 20 minutes

from $150 / night

(18) Excellent 

18

Vacation home in Vermont

Vermont / Rutland

2 7 Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies
  • 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 $159 / night

$1,025 - $1,250 / week

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from $159 / night

(1) Excellent 

29

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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avg. 20 minutes

from $175 / 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
*Please inquire with Evolve for discount specials through 6/30/18* 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 …see more

from $135 / night

$810 - $1,470 / week

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avg. 2 hours 55 minutes

from $135 / night

(3) Excellent 

6

Vermont Vacation home rental

Vermont / Cornwall

1 6 2 nights min

  • 1 bedroom
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Air conditioning
Located just 7 miles outside of Middlebury, offering privacy and expansive views of the Green Mountains. Newly built and furnished with quality and luxury in mind. A queen bed is located in the bedroom upstairs. There is also two day beds, one located on the first flo …see more

from $110 / night

$770 / week

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from $110 / night

34

Alburgh Vacation home rental

Vermont / Alburgh

8 17 7 nights min

  • 8 bedrooms
  • Sleeps 17
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Pet friendly
Absolutely stunning stately home situated on Lake Champlain. Private dock with amazing sunsets ! Incredible view of adirondacks mountains that will inspire you. Large backyard with outstanding fire pit and volleyball court. Perfect for large groups ! The Space This hom …see more

from $572 / night

$4,004 / week

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from $572 / 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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avg. 3 hours 13 minutes

from $300 / night

35

Vacation home rental

Vermont / South Hero

3 4 Min stay varies

  • 3 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Air conditioning
Get a beautiful glimpse of Vermont country living at this three-bedroom South Hero farmhouse, a classic and updated home with a spacious yard, a porch and back deck, and a gorgeous location in the heart of the Lake Champlain Islands. Conveniently situated just a short …see more

from $89 / night

$623 / week

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avg. 20 minutes

from $89 / night

13

Vacation home in Rochester

Vermont / Rochester

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Child friendly
  • Private garden
Beautiful rustic log home situated only 1/2 hour to either Killington or Sugarbush Ski Resorts and is nestled in the Green Mountain National Forest with VAST and hiking trails nearby. Centrally located to many popular areas of Vermont, yet secluded for a quiet, relaxing …see more

from $250 / night

$1,300 - $1,850 / week

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from $250 / 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

(3) Excellent 

33

Vermont Vacation home rental

Vermont / South Hero

3 10 Min stay varies

  • 3 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Air conditioning
Boasting its own private dock, you'll be able to delve into a wide array of water activities without the hassle at this lakefront Keeler's Bay escape. Sitting on the picturesque coastline of Lake Champlain, your views will be of the gentle waters of Keeler's Bay. Walk …see more

from $129 / night

$903 / week

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avg. 20 minutes

from $129 / night

(1) Excellent 

26

Vermont Vacation chalet rental

Vermont / Ludlow

3 13 2 nights min

  • 3 bedrooms
  • Sleeps 13
  • 2 nights min
  • Child friendly
  • Pet friendly
New Listing 1st Night 1/2 Off! Charming Ski Chalet Close to Main St & Okemo Mtn Welcome to The Hromada Inn! (The 'H' is silent) Our home is located less than an half mile from Main Street, Ludlow and less than 2 miles from Okemo Mountain Ski Resort. Just purchased in …see more

from $275 / night

$1,400 - $1,575 / week

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avg. 3 hours 20 minutes

from $275 / night

(2) Excellent 

16

East Burke Vacation home rental

Northeast Kingdom / East Burke

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Ask about children
  • Private garden
" BIG HOUSE , LITTLE HOUSE , BACK HOUSE , BARN ! " : Stasie's Place is a classic ,greek-revival farmhouse , built in the late 1800's and offers a single suite-style accommodation for up to 4 people traveling together. There is access to the garage to house bikes and a f …see more

from $75 / night

$525 / week

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avg. 2 hours 47 minutes

from $75 / night

26

Vacation home in Vermont

Vermont / Grand Isle

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
The perfect place for your next fishing adventure, this Grand Isle retreat offers the chance to delve into the outdoors. Set on the banks of Pearl Bay, you won't have to go far to experience the great outdoors. With Lake Champlain in your backyard, and historical site …see more

from $66 / night

$462 / week

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avg. 20 minutes

from $66 / night

(1) Excellent 

18

Vacation home in Vermont

Vermont / South Pomfret

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Pet friendly
  • Private garden
A beautifully appointed, New England style, separate 2 bedroom/2 bath 2 story main house located in a great area of Central/Southern Vermont. 2 minutes to the village of Woodstock. Biking/Hiking heaven with trails leading from the property- as well as 1 mile to the ski …see more

from $225 / night

$1,575 / week

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from $225 / 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

(16) Very Good 

34

Vermont Vacation home rental

Vermont / Hyde Park

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
First Bend River Cabin is a cozy getaway with stunning Lamoille River and Mt. Elmore vistas. The cabin is centrally located in the 10 Bends area 15 miles north of Stowe. This beautiful vacation property provides an array of recreational opportunities just outside the do …see more

from $220 / night

$945 - $1,300 / week

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from $220 / night

(1) Excellent 

26

Vacation apartment in Vermont

Vermont / Ludlow

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Pet friendly
Modern 2 Bedroom Condo In A Charming Farmhouse, 25 Beautiful, Quiet Acres - 5 Miles To Okemo Awe-inspiring views and a peaceful vibe come together at The Big Barn Farm to serve up a fabulous vacation for any season! The Big Barn Farm has two 2-bedrooom condos which hav …see more

from $200 / night

$1,400 / week

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avg. 3 hours 48 minutes

from $200 / night

(1) Excellent 

5

Vermont Vacation home rental

Vermont / West Wardsboro

5 11 2 nights min

  • 5 bedrooms
  • Sleeps 11
  • 2 nights min
  • Child friendly
  • Air conditioning
This gorgeous home is situated in Wardsboro was built in the early 1800's. It was known as 'Levi Sipps Tavern' and served as a Bed & Breakfast and Tavern. In 2013 the home underwent an extensive renovation. It is very close to Mount Snow & Stratton Mountain. Our guests …see more

from $200 / night

$700 - $2,800 / week

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from $200 / 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 $127 / night

$889 / week

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avg. 20 minutes

from $127 / night

(1) Excellent 

13

Cottage rental in Vermont

Vermont / Somerset

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
  • Ask about pets
Cozy Woodford Lakefront Cottage is perfect vacation spot for families and outdoor enthusiasts or those seeking relaxing get away. The cottage sits high overlooking Woodford Lake with a spectacular view of Vermont’s beautiful mountain range. Woodford is the highest evalu …see more

from $150 / night

$900 / week

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avg. 2 hours 40 minutes

from $150 / 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 $99 / night

$693 / week

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avg. 20 minutes

from $99 / 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

28

Vacation home in Vermont

Vermont / Alburgh

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
Situated on beautiful Lake Champlain is this magnificent Alburgh vacation rental house, a 4-bedroom, 3.5-bathroom residence that offers the perfect combination of tranquil seclusion and a beautiful location! From picturesque views and included use of a canoe and 2 kayak …see more

from $149 / night

$1,043 - $1,960 / week

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avg. 32 minutes

from $149 / night

27

Ski home to rent in Ludlow

Vermont / Ludlow

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach/lakeside relaxation
  • Ski
  • Child friendly
This cozy and clean three bedroom/two full bath cabin, which sleeps 6 people, offers comfort, privacy, complete amenities, easy access, and all the beauty of the Okemo Valley at an affordable price. It's perfect for weekend getaway and vacation all year round. Locati …see more

from $250 / night

$1,750 / week

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from $250 / night

(6) Excellent 

Certificate of Excellence

8

Vacation cottage in Vermont

Vermont / North Hero

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 4 mi
  • Child friendly
Perched on a bluff, overlooking the Inland Sea of Lake Champlain, "Island View" cottage is east facing with a 180 degree view of the Green Mountains. Stairs lead to a private shale beach, with dock, raft and mooring. Beautifully clear water for swimming, fishing and boa …see more

Certificate of Excellence

from $195 / night

$1,365 / week

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from $195 / night

(1) Excellent 

32

Vacation home rental

Vermont / Killington

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
Conveniently situated close to Pico Mountain and the six peaks of Killington, this condo is the ideal spot for a summer or winter vacation. It comes complete with an outdoor deck and great community amenities, like an indoor pool, hot tub, sauna, gym, and seasonal tenni …see more

from $76 / night

$532 / week

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avg. 20 minutes

from $76 / night

16

Home rental in Vermont

Vermont / Dover

4 12 7 nights min

  • 4 bedrooms
  • Sleeps 12
  • 7 nights min
  • Child friendly
  • Pet friendly
  • Private garden
Newer home with dramatic open Living and Dining spaces; gourmet kitchen; 3 bedrooms plus 3rd floor loft space; game room w/ pool table; sauna room; 2-car garage; Sun Room; radiant floor heating; emergency generator; easy access to The Hermitage and Mt Snow Ski areas; op …see more

from $172 / night

$1,200 - $3,825 / week

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from $172 / 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

(1) Very Good 

16

Concord Vacation home rental

Northeast Kingdom / Concord

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Private garden
open kitchen and living room 2 bath sleep 6 right on water salitetv kayak rowboat swim area …see more

from $125 / night

$750 / week

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from $125 / night

(16) Excellent 

38

Vacation apartment in Vermont

Vermont / Woodstock

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Air conditioning
Escape to one of the prettiest towns in America. Make your vacation a quiet visit in a quintessential, charming apartment close to it all. We offer a ideal vacation rental: a new (2009) one bedroom log home apartment in the woods within walking distance of the Woodstock …see more

from $90 / night

$1,010 - $1,365 / week

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from $90 / 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

26

Vacation home in Vermont

Vermont / Brandon

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 10 mi
  • Child friendly
Enjoy spectacular water views from every room in the house. There are 2 balcony openings from the upstairs bedrooms and wrap around deck on main level. You can feed the fish directly from the deck.! The house has 3 bedrooms - master has king bed and the other 2 bedroo …see more

from $210 / night

$1,450 / week

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from $210 / night

(5) Very Good 

17

Vacation home in Stowe

Vermont / Stowe

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
A perfect house for couples, this spacious upscale townhouse is located in the village and within walking distance to the public tennis courts, Stowe shuttle and many restaurants, shops and galleries. Its a true four season property that has been outfitted with all of t …see more

from $250 / night

$1,400 - $2,000 / week

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from $250 / night

31

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 $109 / night

$763 / week

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avg. 20 minutes

from $109 / night