50 Best Vermont Vacation rentals on Holiday Lettings - Apartments

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House rentals Killington
230 properties
Vacation rentals Stowe
204 properties
Northeast Kingdom
54 properties
Jeffersonville
26 properties
Green Mountains
22 properties
Dover
22 properties
Apartments Ludlow
19 properties
Apartments Warren
14 properties
Pittsfield
11 properties
Chester
10 properties
Apartments Northfield
8 properties
Jamaica
7 properties
House rentals Stratton Mountain
7 properties
Plymouth
7 properties
Wilmington
6 properties
Alburgh
5 properties
Woodstock
5 properties
Apartments Rutland
5 properties
Morrisville
5 properties
Perkinsville
5 properties

Vermont

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826 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 $249 / night

$1743 / week

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from $249 / night

18

Dorset Vacation home rental

Green Mountains / Dorset

8 23 Min stay varies

  • 8 bedrooms
  • Sleeps 23
  • Min stay varies
  • 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 - $3185 / week

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from $140 / night

9

Ski apartment to rent in Vermont

Vermont / Jeffersonville

2 8 7 nights min

  • 2 bedrooms
  • Sleeps 8
  • 7 nights min
  • Ski
  • Child friendly
  • Air conditioning
An ideal family ski vacation at Smugglers Notch in Vermont, one of North America's top rated family resorts. The apartment at Tamaracks is part of the exclusive North Hill Community that features a private aquatics and exercise facility with indoor heated pool, a wate …see more

from $217 / night

$1515 / week

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from $217 / 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

24

Vacation home in Stowe

Vermont / Stowe

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Ask about children
Snowshoe or cross country out the door on this 17 acre private west hill 5 unit community. If the sweeping views of the Worcester range aren't enough, the beautifully furnished town home will be. The cozy condo consists of three bedrooms; a King Suite, a bedroom with tw …see more

from $300 / night

$1200 - $4200 / week

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from $300 / night

(3) Very Good 

28

Ski chalet to rent in Ludlow

Vermont / Ludlow

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
  • Beach/lakeside relaxation
  • Ski
  • Child friendly
Lake Rescue Chalet – A Large, Cozy Ski House Minutes from Okemo and Killington This house has it all – a glorious outdoor hot tub to sink into after a hard day skiing nearby Okemo or Killington. Six bedrooms. Two kitchens, two living rooms and two dining rooms. Plenty …see more

from $270 / night

$1701 - $2275 / week

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from $270 / night

28

Vacation home in Vermont

Vermont / Alburgh

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Suitable for children age 5+
Nestled on beautiful Lake Champlain is this impressive Alburgh vacation rental house. From picturesque views and included use of a canoe and 2 kayaks, to all the amenities you need to feel as comfortable as possible, this gorgeous lakefront home has everything you need …see more

from $215 / night

$1505 - $1799 / week

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from $215 / night

7

Vacation home in Vermont

Vermont / Richmond

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Private garden
Cozy log cabin surrounded by woods. Propane "wood burning" stove. Brook on property. 20 acres of land to hike. 2 bedrooms. Sleeps 4. Full bath. Full kitchen with coffee. Laundry room with washer and dryer. Restaurants, family friendly activities, & nightlife in nearby: …see more

from $150 / night

$1050 / week

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from $150 / night

(5) Very Good 

20

Stowe Vacation home rental

Vermont / Stowe

6 13 Min stay varies

  • 6 bedrooms
  • Sleeps 13
  • Min stay varies
  • Ask about children
  • Air conditioning
The best of old and new, this Stowe vacation rental house offers a classic farmhouse feel with all the updates. Ideal for 2 families with matching suites upstairs and kids rooms in the basement, this home is a real find for those interested in a country feel with all th …see more

from $700 / night

$2800 - $7000 / week

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from $700 / night

(2) Excellent 

13

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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from $75 / night

(6) Very Good 

26

Vacation cottage in Vermont

Vermont / Wells

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 8 mi
  • Child friendly
BOOKING NOW FOR THE SEASON ( MAY , 2017 THROUGH SEPTEMBER 2017) WEEK TO WEEK FROM SATURDAY TO SATURDAY $1075 per week , $135 per night ,( except holidays ), holidays & weekends start at $185 per night $4200 per month. Sleeps six to eight people . A $300 security dep …see more

from $135 / night

$1075 - $1450 / week

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from $135 / night

9

Vacation apartment in Hardwick

Northeast Kingdom / Hardwick

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
Fully equipped and furnished two-bedroom apartment for short- and medium-term rental in the quaint village of Hardwick, Vermont. The rental apartment is in a newly renovated 1895 historic building and has a full kitchen and dining/living area. Large bay windows offer lo …see more

from $130 / night

$750 - $1100 / week

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from $130 / 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

$1800 / week

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from $300 / night

(1) Excellent 

20

Vermont Vacation home rental

Vermont / Ludlow

5 13 Min stay varies

  • 5 bedrooms
  • Sleeps 13
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Car not necessary
LITTLE BROOK HOUSE AT ECHO LAKE Looking for the perfect ski house for your group, convenient to Okemo and Killington? Little Brook House at Echo Lake is comfortable, homey and accessible to both, on VT-100 - 3.5 miles to Okemo's Jackson Gore lift, 11 miles to the Killi …see more

from $220 / night

$1025 - $4250 / week

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from $220 / night

(4) Excellent 

12

Ski condo to rent in Vermont

Vermont / Warren

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Swimming pool
  • Ski
  • Child friendly
Sunny Mountainside Condo located in Sugarbush Village with ski in ski out access. One bedroom unit featuring village and ski area views. On site pool for the summer and walking distance to the sports center, village pizza, deli and resort base. Perfect location for you …see more

from $150 / night

$750 - $1250 / week

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Responds fast!
avg. 1 hour 13 minutes

from $150 / night

(5) Excellent 

29

Apartment rental in Vermont with shared pool

Vermont / Stratton Mountain

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary
A five minute drive from Bromley mountain, this condo is surrounded by everything that makes Vermont such a beautiful and natural state. For winter goers, you'll have your choice of three mountains within a 30 minute drive. For summer and fall goers, you'll have the opp …see more

from $250 / night

$1600 / week

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from $250 / night

24

Vacation home in Wells

Vermont / Wells

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Child friendly
Butternut Hill Condo is located near Lake St. Catherine and sits on 20 acres. This two bedroom one bath condo has an open flood plan that will accommodate up to 4 people very comfortably. With a full kitchen, open dining room/living room area with wood stove, Dish TV an …see more

from $72 / night

$500 - $800 / week

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Responds fast!
avg. 2 hours 17 minutes

from $72 / night

11

Vacation home with swimming pool in Stowe

Vermont / Stowe

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
With a beautiful view of the rolling mountains, you cannot go wrong with this seasonal rental. Notchbrook 6AB is a two bedroom condo only two miles from the ski slopes and five miles from town. There is one queen bedroom and one bedroom with two twin beds, but the condo …see more

from $175 / night

$700 - $2700 / week

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from $175 / night

(3) Excellent 

27

Vermont Vacation home accommodation

Vermont / Stowe

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Friends, Family, Reunions & Events with 4500 square feet of well-appointed floor space on three levels, there is plenty of room for everyone to spread out. New for 2015, a huge game room! Le Beau Nez now features 5 bedrooms with 4 full and 2 half baths; a King Suite on …see more

from $550 / night

$2750 - $7000 / week

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from $550 / night

24

Vermont Vacation log cabin rental

Vermont / Londonderry

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Pet friendly
Find peace and tranquility in all seasons at ‘West River Lodge,’ a warm and cozy 3-bedroom, 1-bathroom vacation rental log cabin, with accommodations for 6 in the Vermont woods. With 3.5 acres of private woodlands and a great location, minutes from the town of Londonder …see more

from $155 / night

$1085 - $2275 / week

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from $155 / night

(14) Excellent 

Certificate of Excellence

26

Rupert Vacation home rental

Green Mountains / Rupert

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Ask about children
  • Pet friendly
Beautiful and private Vermont getaway on 17 acres of woods and fields. Spring is in the air and blooms are on the fruit trees. You will be greeted by colorful flowers and the birds will herald the morning sunrise. There is a slate patio with a barbeque, outside table …see more

Certificate of Excellence

from $180 / night

$1000 - $3071 / week

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from $180 / night

(2) Excellent 

22

Ski townhouse to rent in Vermont

Vermont / Dover

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Ski
  • Child friendly
Fully equipped townhome close to everything! In winter, hop on the free shuttle to the mountain and back, or cruise down the beautiful, private ski-home trail. In Spring and Summer, the trail is perfect for a hike. Bring your bike to the Valley Trail right across the st …see more

from $150 / night

$1050 / week

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from $150 / night

20

Vacation home rental

Vermont / Stowe

5 15 2 nights min

  • 5 bedrooms
  • Sleeps 15
  • 2 nights min
  • Child friendly
  • Ask about pets
  • Private garden
This light and cheery log cabin sits just above the historic Stowe Village in one of the most desirable Stowe locations: Stowe Hollow. In addition to its great location, it was recently renovated, boasting heart pine flooring, tastefully decorated bathrooms, and two fu …see more

from $399 / night

$2793 / week

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Responds fast!
avg. 1 hour 57 minutes

from $399 / night

23

Ski home to rent in Vermont

Vermont / Stowe

2 10 Min stay varies

  • 2 bedrooms
  • Sleeps 10
  • Min stay varies
  • Ski
  • Child friendly
  • Air conditioning
A Stowe Village Hideaway - Your Winter Wonderland in Vermont... 2 master bedrooms, 3 full bathrooms, 1 half bathroom .... This brand new three-story luxury townhome, located in the heart of the Stowe Village, offers all the creature comforts you crave bundled up and d …see more

from $300 / night

$1200 - $2390 / week

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from $300 / night

24

Vacation home in Vermont

Vermont / Stowe

8 13 Min stay varies

  • 8 bedrooms
  • Sleeps 13
  • Min stay varies
  • Ask about children
Enjoy this 8 bedroom rental in prime location! Perfect for a large group of skiers and riders. You will enjoy this vintage home as it has a rustic feel with a cozy living area, fireplace, and large walkout deck and a 6 person hot tub. Sleeping 16, this home is located 6 …see more

from $600 / night

$5700 / week

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from $600 / night

(1) Excellent 

24

Vermont Vacation home rental

Vermont / Killington

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
'Serenity at Sunrise’ is a spacious vacation rental townhome and the ideal location for all-season family fun! Sleeping up to 6 guests, this 3-bedroom, 3-bathroom Killington property will instantly feel like home, with its open concept floor plan and well-appointed furn …see more

from $235 / night

$1645 - $5075 / week

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from $235 / night

(2) Very Good 

15

Cottage rental in Swanton

Vermont / Swanton

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Private garden
This direct-lakefront home is located on the western shore of Maquam Bay, a section of Lake Champlain with an excellent reputation for long-established properties, large lots, calmer waters, and minimal green algae. One mile South is the Missisquoi National Wildlife Ref …see more

from $125 / night

$1300 / week

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from $125 / night

8

Vacation home with golf nearby in Vermont

Vermont / Killington

4 8 2 nights min

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min
  • Child friendly
Bask in the tranquility of a Green Mountain getaway at this four-bedroom, four-bathroom Killington vacation home with a private hot tub, a pool table, and plenty of modern conveniences. A popular destination for skiers, snowboarders, and all other varieties of outdoor …see more

from $225 / night

$1300 / week

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from $225 / night

(7) Very Good 

15

Home rental in Vermont

Vermont / Waterbury

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Ask about children
  • Air conditioning
1.5 miles from Waterbury Reservoir (swimming, canoeing, kayaking) Nestled among mature trees, this newly built five bedroom chalet features privacy and a panoramic mountain view from the living and dining rooms. Cathedral ceilings maximize the view, and the open, sunlit …see more

from $400 / night

$1600 - $5250 / week

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from $400 / night

(18) Excellent 

25

Vacation home in Vermont

Vermont / Waterbury

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Ask about children
Escape to your very own log cabin in Vermont! You will appreciate the private yet convenient location to Stowe and the charming, cozy furnishings of this new build. The property has been well appointed with stainless steel appliances in the open kitchen that flows into …see more

from $300 / night

$1200 - $2250 / week

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from $300 / 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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Responds fast!
avg. 3 hours 40 minutes

from $150 / night

23

Vacation home in Vermont

Vermont / Stowe

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Ask about children
  • Air conditioning
This new home, fully furnished in New England decor, is within convenient walking distance to historic Stowe Village. Located adjacent to the famous Green Mountain Inn, you can walk to dining at the Whip Bar & Grill, one of Stowe's popular gathering places. With hardwoo …see more

from $350 / night

$1200 - $4200 / week

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from $350 / night

26

Vacation home in Vermont

Vermont / Brandon

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • 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

$1450 / week

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from $210 / night

(3) Excellent 

29

Vacation home in Stowe

Vermont / Stowe

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Stowe 40 is the only Stonybrook house that has the advantage of being set on the road by itself and adjoining no other condo, so privacy will be no issue. This home has an open and spacious living area with a private upstairs game room, five bedrooms and four bathrooms …see more

from $600 / night

$2400 - $4000 / week

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from $600 / night

(5) 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 $175 / night

$1200 - $1365 / week

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from $175 / night

26

Vacation home in Killington

Vermont / Killington

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
This condo across the street from the lifts! Comfortably sleeps 2-4, we are conveniently located at the top of the Killington Road, steps to Killington's Snow-shed Lodge & lifts, Killington snow tubing park, Killington Golf Course, restaurants and night clubs. The condo …see more

from $143 / night

$861 - $1580 / week

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Responds fast!
avg. 2 hours 17 minutes

from $143 / night

(1) Very Good 

11

Northfield Vacation home rental

Vermont / Northfield

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Pet friendly
Spruce Cottage is an antique post and beam cape style, single level house with exposed beams, a gas fireplace and Vermont charm. 5 miles off the highway, 30 minutes to the Mad River Valley, yet in an unfettered, relaxing, secluded world of its own. The rustic cha …see more

from $150 / night

$851 - $1270 / week

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Responds fast!
avg. 1 hour 36 minutes

from $150 / night

(1) Excellent 

27

Home rental in Pittsfield

Vermont / Pittsfield

4 9 2 nights min

  • 4 bedrooms
  • Sleeps 9
  • 2 nights min
  • Child friendly
This secluded mountain home is located in the small town of Pittsfield, VT just minutes away from one of the most scenic drives in New England, Route 100. Surrounded by national forest with stunning views of the Green Mountains, this is the perfect place to get away wit …see more

from $150 / night

$600 / week

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from $150 / night

21

Vermont Vacation home rental

Vermont / Stowe

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Ask about children
Whether you want to cook your own dinner in a gourmet kitchen or walk to town for fine dining at the Green Mountain Inn, this home has both – modern conveniences and historic charm. Filled with period antiques and fine hardwood floors, this recently restored 1840’s cape …see more

from $700 / night

$2800 - $5400 / week

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from $700 / night

20

Vacation home in Vermont

Vermont / Stowe

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Ask about children
Tucked away in the woods, Brush Hill has breathtaking views of the rolling Vermont mountains.The Vermont charm of this renovated ski chalet goes beyond the premiere furnishings and luxurious decor. This cozy property has two separate living rooms, as well as a large din …see more

from $500 / night

$2000 - $5600 / week

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from $500 / night

1