A white church with a clock tower and a colorful hot air balloon in the sky.

Holiday Rentals in Orange County

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Our top choices for Orange County holiday rentals

A wooden barn with a large open door, a small cart, and a grassy area in front.

1. Barn stay with dairy goats! Your clean cozy spot in the barn is waiting for you

Barn stay with dairy goats! Your clean cozy spot in the barn is waiting for you
Chelsea
10.0 out of 10, Exceptional, (56 reviews)
"Dave & Miken were fantastic hosts - excellent communications and so nice & welcoming. It was fun to milk the goats and hold the babies. Loved the dogs, ducks and chickens too,"
United States
Martha
The price is €258
includes taxes & fees
1 Oct - 2 Oct
Barn stay with dairy goats! Your clean cozy spot in the barn is waiting for you
A stack of firewood on a metal rack outside a building.

2. Central to VT skiing areas 5 minutes to I-89 , near VAST trails, near Norwich

Central to VT skiing areas 5 minutes to I-89 , near VAST trails, near Norwich
Williamstown
10.0 out of 10, Exceptional, (61 reviews)
"Very peaceful setting! Love the chairs on the back deck, looking out onto the yard. Everything was clean and well kept. Check-in was effortless. I would definitely stay here again."
United States
Heather
The price is €180
includes taxes & fees
29 Sept - 30 Sept
Central to VT skiing areas 5 minutes to I-89 , near VAST trails, near Norwich
A rustic wooden table with a woven chair, a hammock, and a view of a forest through a large window.

3. Charming TREEHOUSE in remote location

Charming TREEHOUSE in remote location
Braintree
10.0 out of 10, Exceptional, (2 reviews)
"Views amazing and so cool"
United States
Benjamin F.
The price is €373
includes taxes & fees
28 Sept - 29 Sept
Charming TREEHOUSE in remote location
A wooden cabin interior with a kitchen featuring a stainless steel refrigerator, a stove, and a sink. There are two stools at a bar area, and a ladder is leaning against the wall.

4. Brookside Cabin - Your Peaceful VT Off-Grid Escape

Brookside Cabin - Your Peaceful VT Off-Grid Escape
Brookfield
The price is €362
includes taxes & fees
28 Sept - 29 Sept
Brookside Cabin - Your Peaceful VT Off-Grid Escape
A covered porch with a grill, chairs, and a stack of firewood.

5. The Willard House | Large Vermont Retreat | Hot Tub + Game Room

The Willard House | Large Vermont Retreat | Hot Tub + Game Room
Bradford
The price is €665
includes taxes & fees
29 Sept - 30 Sept
The Willard House | Large Vermont Retreat | Hot Tub + Game Room
A wooden cabin with a snow-covered roof, surrounded by trees and snow.

6. Robert Frost Mountain Cabins

Robert Frost Mountain Cabins
3.5 star property
Ripton
10.0 out of 10, Exceptional, (42 reviews)
"Very nice place great owner"
United States
Joe
The price is €305
includes taxes & fees
30 Sept - 1 Oct
Robert Frost Mountain Cabins
A hotel with multiple buildings, a parking lot, and a mountainous backdrop.

7. Bluegreen Vacations South Mountain, an Ascend Collection Resort

Bluegreen Vacations South Mountain, an Ascend Collection Resort
3.0 star property
Lincoln
9.2 out of 10, Wonderful, (683 reviews)
"Love this place"
United States
Michael
The price is €114
includes taxes & fees
26 Oct - 27 Oct
Bluegreen Vacations South Mountain, an Ascend Collection Resort
A cozy cabin interior with a wooden floor, a bed with white bedding, wicker chairs with patterned cushions, a small round table, and a ceiling fan.

8. Cozy Cabin Retreat

Cozy Cabin Retreat
Roxbury
10.0 out of 10, Exceptional, (40 reviews)
"Host was very friendly and accommodating "
United States
Alexandria
The price is €208
includes taxes & fees
8 Oct - 9 Oct
Cozy Cabin Retreat
A cozy cabin interior with wooden walls, a sofa, a rocking chair, a table, and a window with a view of greenery.

9. Brand New Cabin On Working Farm

Brand New Cabin On Working Farm
Northfield
9.8 out of 10, Exceptional, (33 reviews)
"The property really is on a working farm. Upon first arrival we were greeted by a flock of ducks. The farm dogs treated us the second day when we returned from dinner. We were able to visit the sheep, cow and chickens during the daylight hours. Step out the front door during the day to enjoy the Mountain View or at night and enjoy the stary sky of Vermont. The inside is brand new and in pristine condition, with lots of space. A full working kitchen, dining table, love seat and entertainment...
United States
Thomas
The price is €164
includes taxes & fees
20 Oct - 21 Oct
Brand New Cabin On Working Farm
A cabin with large windows overlooking a lake, wooden deck, and a view of the surrounding landscape.

10. Presidential Mountain Resort

Presidential Mountain Resort
3.0 star property
Bethlehem
9.6 out of 10, Exceptional, (303 reviews)
"Cabin was very clean and comfy. Location was great with everything near."
United States
John
The price is €181
includes taxes & fees
29 Sept - 30 Sept
Presidential Mountain Resort
A sunroom with wicker furniture, large windows, and string lights.

11. Addie's Place: A Quiet and Quirky Guesthouse

Addie's Place: A Quiet and Quirky Guesthouse
Hartford
9.6 out of 10, Exceptional, (18 reviews)
"Perfect size and location! "
United States
Lyn H.
The price is €180
includes taxes & fees
28 Sept - 29 Sept
Addie's Place: A Quiet and Quirky Guesthouse
A house surrounded by dense trees with sunlight filtering through the leaves.

12. Secluded retreat in the trees

Secluded retreat in the trees
Roxbury
10.0 out of 10, Exceptional, (46 reviews)
"Very cozy and easy check in!"
United States
Emily R.
The price is €245
includes taxes & fees
13 Oct - 14 Oct
Secluded retreat in the trees
A living room with a wooden ceiling, a black entertainment unit, a green armchair, a brown leather sofa, and a flat-screen TV.

13. Pemi Cabins

Pemi Cabins
3.0 star property
Lincoln
8.8 out of 10, Excellent, (48 reviews)
"The cabin was gorgeous, the bed was comfy and it was so peaceful to hear the river at night. The hot water did take awhile to reach the shower but such a wonderful escape!"
United States
Tamika
The price is €173
includes taxes & fees
19 Oct - 20 Oct
Pemi Cabins
A kitchen with a large island, wooden ceiling beams, and various kitchen appliances.

14. Pristine Custom Cottage, Grand Piano, Massage Studio on Site

Pristine Custom Cottage, Grand Piano, Massage Studio on Site
Leicester
10.0 out of 10, Exceptional, (95 reviews)
"The cottage was just lovely. Very comfortable. And the host was really nice and helpful. A wonderful stay!"
United States
Laura Ann
The price is €198
includes taxes & fees
18 Oct - 19 Oct
Pristine Custom Cottage, Grand Piano, Massage Studio on Site
A spacious living room with a fireplace, leather sofas, wooden flooring, and large windows offering a view of the outdoors.

15. Haverhill Mtn Retreat w/ Deck: Hike, Ski & Relax

Haverhill Mtn Retreat w/ Deck: Hike, Ski & Relax
3.0 star property
Woodsville
10.0 out of 10, Exceptional, (1 review)
"Excelente"
United States
Lucy
The price is €517
includes taxes & fees
28 Sept - 29 Sept
Haverhill Mtn Retreat w/ Deck: Hike, Ski & Relax
A view from inside a room with a window overlooking a lake surrounded by forested hills.

16. Private RV Camping on the Connecticut River with local mountain views!!

Private RV Camping on the Connecticut River with local mountain views!!
Monroe
10.0 out of 10, Exceptional, (16 reviews)
"Best location, facilities, and relaxation ever!!"
United States
Tim L.
The price is €210
includes taxes & fees
26 Oct - 27 Oct
Private RV Camping on the Connecticut River with local mountain views!!
A television mounted on a wall displaying a network settings menu.

17. Two Bedroom Apt in Barre VT!

Two Bedroom Apt in Barre VT!
Barre
9.6 out of 10, Exceptional, (12 reviews)
"Very attentive owner. Property in excellent condition. My family will be back!"
United States
Tom G.
Two Bedroom Apt in Barre VT!
A neatly made bed with striped bedding, a beige throw blanket, and patterned pillows. There are two bedside lamps on wooden nightstands.

18. Go Skiing or Hiking from an Enchanting, Light-Filled Home

Go Skiing or Hiking from an Enchanting, Light-Filled Home
Waitsfield
9.8 out of 10, Exceptional, (50 reviews)
"Excellent Location ! "
United States
Luke A.
The price is €325
includes taxes & fees
28 Sept - 29 Sept
Go Skiing or Hiking from an Enchanting, Light-Filled Home
A living room with a sofa, a dining table with chairs, a kitchen area with wooden cabinets, and a bar.

19. Pico's Doorstep: Ski On/Off. Steps to Lifts! Close to Killington.

Pico's Doorstep: Ski On/Off. Steps to Lifts! Close to Killington.
Killington
9.8 out of 10, Exceptional, (14 reviews)
"We had such a great time staying here. It was clean, cozy and so convenient to walk right out the door to the slopes! "
United States
Susanne B.
The price is €349
includes taxes & fees
28 Sept - 29 Sept
Pico's Doorstep: Ski On/Off. Steps to Lifts! Close to Killington.
A picnic area with a table and benches, surrounded by a grassy field and trees, with mountains in the background.

20. Private White Mountain RV Camping with BIG VIEWS & HOT TUB

Private White Mountain RV Camping with BIG VIEWS & HOT TUB
Benton
10.0 out of 10, Exceptional, (15 reviews)
" Cozy and beautiful spot Enjoyed our visit very much"
United States
Tonya H.
The price is €238
includes taxes & fees
28 Sept - 29 Sept
Private White Mountain RV Camping with BIG VIEWS & HOT TUB
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Orange County Hotel Reviews

Hilton Garden Inn Hanover Lebanon

Hilton Garden Inn Hanover Lebanon

10/10 Excellent
"Place is great and brand new. Rooms are very clean. Close to shopping and even a small Casino"
Freddie L 2-night trip
Posted 1 hour ago
Hilton Garden Inn Hanover Lebanon

Find out more about Orange County

Holiday Homes in Orange County

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