Vermont Holiday Rentals - Holiday Homes in Vermont

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Top Cities in Vermont

A skier in a red jacket and helmet on a snowy slope with trees in the background.

Our top choices for Vermont holiday rentals

A water park with multiple slides and a swimming pool area.

1. Smugglers' Notch Resort

Jeffersonville

Patrick

RM1,173 total

includes taxes & fees

21 Oct - 22 Oct

A cozy living room with a stone fireplace, wooden ceiling, and a comfortable seating area with a sofa and a bench.

2. Mountain Lake Cottages

Orleans

BOYD

RM1,162 total

includes taxes & fees

5 Oct - 6 Oct

A swimming pool with a stone border, surrounded by a snow-covered landscape and a wooden fence.

3. Long Trail House at Stratton Mountain Resort

Stratton

William

RM1,798 total

includes taxes & fees

27 Sept - 28 Sept

A wooden cabin with a snow-covered roof, surrounded by trees and snow.

4. Robert Frost Mountain Cabins

Ripton

Joe

RM1,418 total

includes taxes & fees

27 Sept - 28 Sept

A modern kitchen with a central island, built-in appliances, and a dining area with a view.

5. Bridges Resort

Warren

Brian Shultis

RM1,621 total

includes taxes & fees

27 Sept - 28 Sept

A spacious living area with a fireplace, a dining area, and a kitchen.

6. Luxe Mountain Home w/ Chefs Kitchen & Okemo Views

Ludlow

RM8,770 total

includes taxes & fees

24 Sept - 25 Sept

A modern two-story building with a wooden facade, large windows, and a covered porch with seating.

7. Fat Sheep Farm & Cabins

Windsor

Jessica

RM1,176 total

includes taxes & fees

22 Oct - 23 Oct

8. The Suites at Killington Center

Killington

RM1,830 total

includes taxes & fees

12 Oct - 13 Oct

A snow-covered residential area with multi-story buildings, a ski slope in the background, and a clear sky.

9. Mountain Green

Killington

troy

RM948 total

includes taxes & fees

28 Sept - 29 Sept

10. Hotel Style Condo Promising a Comfortable and Convenient Retreat Right in the Heart of Vermont ski Country

Killington

A red house with a porch, surrounded by a grassy yard and trees.

11. Two Brooks Lodge

Bennington

"Stayed at this property everything was as stated but then property manager made me pay cleaning fee and deposit through cash app , Then later Said I didn’t pay for property when I clearly did had receipts then after confronted by Expedia , He lies say I left the house a mess and that displaced half the water out of the hot tub that I didn’t use at all and didn’t do the dishes which I did , not to mentions I paid a cleaning fee either way . So this unprofessional listing gets keep the deposit...

Hunter

RM1,724 total

includes taxes & fees

28 Sept - 29 Sept

A two-story house with a balcony, a patio with outdoor furniture, and a large window.

12. Swim, Boat & Explore! Lake Champlain Retreat!

Malletts Bay

A house with a deck, two Adirondack chairs, a glass-top table, and a barbecue grill.

13. Spacious Vermont Farmhouse 3 Mi to Mount Snow

West Dover

RM3,184 total

includes taxes & fees

28 Sept - 29 Sept

A cozy cabin with a stone fire pit, surrounded by lush greenery and tall trees.

14. Charming Wilmington Cabin, 8 Mi. to Mt Snow!

Wilmington

Mark

15. Fully Renovated! Luxe Ski Condo Near Stowe Mtn

West Branch

RM1,607 total

includes taxes & fees

16 Oct - 17 Oct

An aerial view of a residential area with houses, a swimming pool, and a mountain backdrop.

16. Killington Center 531

Killington

A covered patio with a wooden ceiling, a white wicker chair, a purple sofa, and a glass door leading to an indoor area.

17. 2 Mi to Main Street! Cozy Burlington Guest Suite

New North End

Bethany

A kitchen with white cabinets, a stove, and a dishwasher. There is a gray sofa with a pillow in the living area.

18. Isle La Motte Cabin ~ 3 Mi to Lake Champlain!

Isle La Motte

Cameron

RM940 total

includes taxes & fees

6 Oct - 7 Oct

A covered outdoor seating area with two chairs and a table, overlooking a snowy forest.

19. Hiking Trails On-site: Cozy Falls Brook Cabin

Brattleboro

sarah

A spacious lobby with a patterned carpet, multiple seating areas including sofas and armchairs, two chandeliers, and large windows providing natural light.

20. Vacation Village in the Berkshires

Williamstown

Jacob

RM478 total

includes taxes & fees

27 Sept - 28 Sept

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Top Vermont Hotel Reviews

The Essex Resort & Spa

10/10 Excellent

"The hotel was clean and the staff was exceptionally friendly. We utilized the Tavern bar, the Spa, and the pool area. We had excellent massages and followed up with extra time in the steam room and outdoor hot tub. We also spent time wandering through the property and the gardens. All in all, it was so relaxing! The only negative I would say is that when we entered the main building we noticed a musty smell in the hallways. Not sure if it is older rugs or the woodwork but would have appreciated a fresher cleaner smell."

Innsbruck Inn at Stowe

10/10 Excellent

"The Innsbruck Inn in Stowe, Vermont was excellent. The Inn was updated with modern comforts while keeping it’s European and historical charm. The rooms were clean and spacious. All rooms have outdoor seating. We were on the second floor, so we also had a balcony and outdoor entrance to our room. The complimentary breakfast was fantastic with many hot and cold food options. The staff was friendly and helpful. We didn’t use the hot tub, since it was a rainy day and it was outdoors. The only negative was the muddy parking lot. Otherwise the place was beautiful and comfortable. The grounds are also lovely. There is a covered bridge next to the Inn. It’s 8 minutes from the Stowe Gondola ride. I would definitely recommend staying here!"

Find out more about Vermont

Holiday Apartments in Vermont

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Room 1

Change your mind

Treat yourself

Be picky

Top Cities in Vermont

Killington

Our top choices for Vermont holiday rentals

1. Smugglers' Notch Resort

2. Mountain Lake Cottages

3. Long Trail House at Stratton Mountain Resort

4. Robert Frost Mountain Cabins

5. Bridges Resort

6. Luxe Mountain Home w/ Chefs Kitchen & Okemo Views

7. Fat Sheep Farm & Cabins

8. The Suites at Killington Center

9. Mountain Green

10. Hotel Style Condo Promising a Comfortable and Convenient Retreat Right in the Heart of Vermont ski Country

11. Two Brooks Lodge

12. Swim, Boat & Explore! Lake Champlain Retreat!

13. Spacious Vermont Farmhouse 3 Mi to Mount Snow

14. Charming Wilmington Cabin, 8 Mi. to Mt Snow!

15. Fully Renovated! Luxe Ski Condo Near Stowe Mtn

16. Killington Center 531

17. 2 Mi to Main Street! Cozy Burlington Guest Suite

18. Isle La Motte Cabin ~ 3 Mi to Lake Champlain!

19. Hiking Trails On-site: Cozy Falls Brook Cabin

20. Vacation Village in the Berkshires

Find holiday rentals that suit your style

Top Vermont Hotel Reviews

The Essex Resort & Spa

Woodstock Inn & Resort

TownePlace Suites by Marriott Williston

Hotel Champlain Burlington, Curio Collection by Hilton

Bluebird Cady Hill Lodge

The Mountain Inn at Killington

Align Inn Vermont

Field Guide Lodge

Innsbruck Inn at Stowe

Find out more about Vermont

Holiday Apartments in Vermont

Vermont Vacation Rentals

Change your mind

Treat yourself

Be picky

Top Cities in Vermont

Killington

Our top choices for Vermont holiday rentals

1. Smugglers' Notch Resort

2. Mountain Lake Cottages

3. Long Trail House at Stratton Mountain Resort

4. Robert Frost Mountain Cabins

5. Bridges Resort

6. Luxe Mountain Home w/ Chefs Kitchen & Okemo Views

7. Fat Sheep Farm & Cabins

8. The Suites at Killington Center

9. Mountain Green

10. Hotel Style Condo Promising a Comfortable and Convenient Retreat Right in the Heart of Vermont ski Country

11. Two Brooks Lodge

12. Swim, Boat & Explore! Lake Champlain Retreat!

13. Spacious Vermont Farmhouse 3 Mi to Mount Snow

14. Charming Wilmington Cabin, 8 Mi. to Mt Snow!

15. Fully Renovated! Luxe Ski Condo Near Stowe Mtn

16. Killington Center 531

17. 2 Mi to Main Street! Cozy Burlington Guest Suite

18. Isle La Motte Cabin ~ 3 Mi to Lake Champlain!

19. Hiking Trails On-site: Cozy Falls Brook Cabin

20. Vacation Village in the Berkshires

Find holiday rentals that suit your style

Top Vermont Hotel Reviews

The Essex Resort & Spa

Find out more about Vermont

Holiday Apartments in Vermont