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Vacation Rentals in Orange County

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Top Cities in Orange County

A large dam with a reservoir, rocky cliffs, and a forested area in the background.
Vacation RentalsVacation Rentals

Barre

Barre

Our top choices for Orange County vacation rentals

A stack of firewood on a metal rack outside a building.

1. 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
$177 nightly
The price is $198
Oct 4 - Oct 5
Total with taxes and fees
Central to VT skiing areas 5 minutes to I-89 , near VAST trails, near Norwich
A wooden barn with a large open door, a small cart, and a grassy area in front.

2. 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
$257 nightly
The price is $288
Oct 4 - Oct 5
Total with taxes and fees
Barn stay with dairy goats! Your clean cozy spot in the barn is waiting for you
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.

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

Brookside Cabin - Your Peaceful VT Off-Grid Escape
Brookfield
$380 nightly
The price is $425
Oct 20 - Oct 21
Total with taxes and fees
Brookside Cabin - Your Peaceful VT Off-Grid Escape
A cozy living room with a sofa, armchair, and a bookshelf. There is a fireplace and a window providing natural light.

4. Authentic farmhouse for those who love cozy, quirky, historical imperfection

Authentic farmhouse for those who love cozy, quirky, historical imperfection
Randolph Center
10.0 out of 10, Exceptional, (6 reviews)
"The rental experience was seemless....communication was great, the property fit our family so easily and the location was easily accessible to many beautiful spots. The home is well equipped and it was a delightful stay!"
United States
Kathy K.
$599 nightly
The price is $671
Oct 28 - Oct 29
Total with taxes and fees
Authentic farmhouse for those who love cozy, quirky, historical imperfection
A rustic wooden table with a woven chair, a hammock, and a view of a forest through a large window.

5. 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.
$378 nightly
The price is $424
Oct 5 - Oct 6
Total with taxes and fees
Charming TREEHOUSE in remote location
A room with a wooden wall, a blue sofa, a dartboard, and a poster.

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

The Willard House | Large Vermont Retreat | Hot Tub + Game Room
Bradford
$685 nightly
The price is $767
Oct 5 - Oct 6
Total with taxes and fees
The Willard House | Large Vermont Retreat | Hot Tub + Game Room
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, (688 reviews)
"Love this place"
United States
Michael
$111 nightly
The price is $121
Nov 1 - Nov 2
Total with taxes and fees
Bluegreen Vacations South Mountain, an Ascend Collection Resort
A cabin with large windows overlooking a lake, wooden deck, and a view of the surrounding landscape.

8. Presidential Mountain Resort

Presidential Mountain Resort
3.0 star property
Bethlehem
9.6 out of 10, Exceptional, (304 reviews)
"Cabin was very clean and comfy. Location was great with everything near."
United States
John
$171 nightly
The price is $186
Oct 19 - Oct 20
Total with taxes and fees
Presidential Mountain Resort
A kitchen with a large island, wooden ceiling beams, and various kitchen appliances.

9. 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, (96 reviews)
"The cottage was just lovely. Very comfortable. And the host was really nice and helpful. A wonderful stay!"
United States
Laura Ann
$197 nightly
The price is $220
Oct 5 - Oct 6
Total with taxes and fees
Pristine Custom Cottage, Grand Piano, Massage Studio on Site
A sunroom with wicker furniture, large windows, and string lights.

10. 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)
"Nice cottage setting in a quiet neighborhood, my dogs loved it!"
United States
Victor R.
$229 nightly
The price is $259
Oct 28 - Oct 29
Total with taxes and fees
Addie's Place: A Quiet and Quirky Guesthouse
A cozy cabin interior with wooden walls, a sofa, a rocking chair, a table, and a window with a view of greenery.

11. 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
$163 nightly
The price is $182
Oct 20 - Oct 21
Total with taxes and fees
Brand New Cabin On Working Farm
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.

12. Cozy Cabin Retreat

Cozy Cabin Retreat
Roxbury
10.0 out of 10, Exceptional, (40 reviews)
"Host was very friendly and accommodating "
United States
Alexandria
$206 nightly
The price is $231
Oct 21 - Oct 22
Total with taxes and fees
Cozy Cabin Retreat
A house surrounded by dense trees with sunlight filtering through the leaves.

13. 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.
$244 nightly
The price is $273
Oct 21 - Oct 22
Total with taxes and fees
Secluded retreat in the trees
A room with a checkered bedspread, a patterned rug, and two black cylindrical objects.

14. One bedroom Apt- Part of a triplex in Barre Vermont! Great Price!

One bedroom Apt- Part of a triplex in Barre Vermont! Great Price!
Barre
8.8 out of 10, Excellent, (9 reviews)
"Place is great quiet comfy clean and so well equipped if available would definitely stay again"
United States
Brian
$227 nightly
The price is $257
Nov 1 - Nov 2
Total with taxes and fees
One bedroom Apt- Part of a triplex in Barre Vermont! Great Price!
A wooden cabin with a snow-covered roof, surrounded by trees and snow.

15. Robert Frost Mountain Cabins

Robert Frost Mountain Cabins
3.5 star property
Ripton
10.0 out of 10, Exceptional, (43 reviews)
"Very nice place great owner"
United States
Joe
$329 nightly
The price is $359
Oct 5 - Oct 6
Total with taxes and fees
Robert Frost Mountain Cabins
A modern kitchen with wooden beams, a dining area with a table and chairs, and large windows offering a view of the forest.

16. Magnificent any time of year

Magnificent any time of year
East Warren
10.0 out of 10, Exceptional, (50 reviews)
"The location was perfect for attending a wedding at Sugarbush."
United States
Sheila
$366 nightly
The price is $410
Oct 18 - Oct 19
Total with taxes and fees
Magnificent any time of year
A view from inside a room with a window overlooking a lake surrounded by forested hills.

17. 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.
$213 nightly
The price is $231
Oct 26 - Oct 27
Total with taxes and fees
Private RV Camping on the Connecticut River with local mountain views!!
A living room with a wooden ceiling, a black entertainment unit, a green armchair, a brown leather sofa, and a flat-screen TV.

18. 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
$165 nightly
The price is $179
Oct 27 - Oct 28
Total with taxes and fees
Pemi Cabins
A neatly made bed with striped bedding, a beige throw blanket, and patterned pillows. There are two bedside lamps on wooden nightstands.

19. 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.
$343 nightly
The price is $385
Oct 20 - Oct 21
Total with taxes and fees
Go Skiing or Hiking from an Enchanting, Light-Filled Home
A cozy wooden cabin with a porch, a bed, a table, and a chair.

20. Cozy 2-bedroom cabin w/ AC in Bath across from a river in The White Mountains

Cozy 2-bedroom cabin w/ AC in Bath across from a river in The White Mountains
Bath
9.6 out of 10, Exceptional, (18 reviews)
"Was a lovely cabin to stay at, was really nice to be able to have a fire that was set up for us to just use right away. Close to a hiking trail and tucked back enough to feel like you are in the woods."
United States
Jason B.
$273 nightly
The price is $296
Oct 26 - Oct 27
Total with taxes and fees
Cozy 2-bedroom cabin w/ AC in Bath across from a river in The White Mountains
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

The Jackson

The Jackson

10/10 Excellent
"This property is beautiful, peaceful, friendly, welcoming and far enough away from the green for a noiseless stay. The wine, cheese and bites that start your evening are lovely and gives you the opportunity to meet other guests if you choose. Ms. Walton, the host, was friendly, helpful and warm. She made me feel right at home. A magnificent place to stay in Woodstock Vermont"
susan 2-night trip
Posted 8 hours ago
The Jackson

Find out more about Orange County

Discover your perfect Orange County vacation rental with Expedia

How many vacation rentals are available in Orange County?


Expedia has plenty of vacation rentals to choose from in and around  Orange County, so you’re guaranteed to find the right one for you. 


How much is a vacation rental in Orange County?


The selection of Orange County vacation rentals we have selected for you start as low as $121 per night. Entering your travel dates in the search wizard you might find even better deals!


What type of vacation rental can I get in Orange County?


Vacation rentals in Orange County come in all shapes and sizes, and your options depend on your chosen travel dates. You could entertain in a blissful vacation home, chill in a private apartment, or find family fun at a resort. Expedia offers a superb choice of Orange County vacation rentals to suit everyone. 


Why should I choose a vacation rental in Orange County?


Expedia’s vacation rentals provide cozy comforts you can sink into on your own schedule. You’ll enjoy your own space in a property with a kitchen, a pool, a garden etc. Maybe you’ll prefer somewhere with a spa or kids activities. A Orange County vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in. 


How do I find the best deal on a vacation rental in Orange County?


Find vacation rentals in Orange County by viewing Expedia’s latest deals, or enter your travel dates and use the filters to select by amenities, price, or rating. Dive into the reviews to get a true feeling of which is your favorite vacation rental in Orange County.  


What amenities are available in a vacation rental in Orange County?


The choice is yours! Perhaps you love cooking in a well-equipped kitchen. Or maybe a late breakfast and a swimming pool is more your thing. Of course, there’s always the treat of having your own hot tub. Expedia has a vast range of amenities in Orange County vacation rentals designed to suit every budget and trip type.


When is the best time to stay in a vacation rental in Orange County?   


Everytime is a great time to head to Orange County! Staying in a Orange County vacation rentals you will always find lots going on to keep you entertained. 


Why book a vacation rental with Expedia?


Expedia has locked in amazing deals on a huge selection of impressive vacation rentals in Orange County. We give you the information and inspiration you need all in one place. With so many properties to choose from, you know you can book your perfect Orange County vacation rental with confidence. ANd don’t forget, if you bundle with a flight or a car rental in Orange County, you can save even more.


Can I cancel my vacation rental through Expedia?  


Yes, you can cancel or change your Orange County vacation rental by contacting your property manager directly. Contact details are easy to find on your itinerary in Trips. For more information, check out our Customer Service Portal and we’ll help you get everything sorted.