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Find Vacation Homes in Orange County, VT from $157

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Top Cities in Orange County

Vacation Homes in Orange County

Killington Mountain Home! HotTub & 5 min to Skiing! by RedAwning

Killington
8.4 out of 10, Very Good, (13)
"This was a great location for my family of 6 adults and 2 dogs. 3 bedrooms, 2 bathrooms, hot tub, large indoor area to bring your skis in and store,"
United States
Robin S.
Killington Mountain Home! HotTub & 5 min to Skiing! by RedAwning

4BR Retreat w/ Hot Tub, Fire Pit, Basketball Court, Hammock, Patio, Near lake

Orford
9.8 out of 10, Exceptional, (20)
"Very clean and perfect for our group. "
United States
Kimberly P.
4BR Retreat w/ Hot Tub, Fire Pit, Basketball Court, Hammock, Patio, Near lake

Renovated Retreat • Fireplace • Coffee Bar • Minutes to Skiing & Woodstock

Hartford
10.0 out of 10, Exceptional, (129)
"My sister and I stayed here while taking a two day class at King Arthur Baking School. The pictures don't even do it justice on how cute and well appointed the property is. The beds were very comfortable with nice linens and there were plenty of bath towels. The owners were always quick to respond to any question. We would definitely stay there again. "
United States
Stacy S.
Renovated Retreat • Fireplace • Coffee Bar • Minutes to Skiing & Woodstock

Cozy Bow House Perched in Trees w/ Hot Tub & View

2.5 star property
Fairlee
10.0 out of 10, Exceptional, (6)
"Great Mountain views, especially from the hot tub. Open layout on each of the 3 floors with exposed woodwork of the unique “bow” house shape. Nice accommodations for a relaxing getaway, with a fenced in area for our dogs to explore. Short drive to great restaurants and amenities. Great communication from owners."
United States
Kyle C.
Cozy Bow House Perched in Trees w/ Hot Tub & View

Beautifully renovated antique farmhouse on pristine lake.

Cabot
9.8 out of 10, Exceptional, (216)
"The best place to stay in Vermont! "
United States
Rachel W.
Beautifully renovated antique farmhouse on pristine lake.

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

2.0 star property
Chelsea
10.0 out of 10, Exceptional, (36)
"Lovely farm and friendly hosts"
United States
Ruilin
$140 nightly
The price is $157
Dec 13 - Dec 14
Total with taxes and fees
Barn stay with dairy goats! Your clean cozy spot in the barn is waiting for you

PRIVATE & AFFORDABLE charming custom ranch in S. Woodstock. WIFI and AC.

Woodstock
9.8 out of 10, Exceptional, (228)
"Lovely property. Peaceful and beautiful surroundings."
United States
Karen G.
PRIVATE & AFFORDABLE charming custom ranch in S. Woodstock. WIFI and AC.

The Vines - 6000 sq. ft. Luxury Estate with Hot Tub & Mountain Views

2.0 star property
East Warren
The Vines - 6000 sq. ft. Luxury Estate with Hot Tub & Mountain Views

Spectacular 4 Bed Killington Home

Killington
9.8 out of 10, Exceptional, (124)
"Everything was good!"
United States
Maureen
Spectacular 4 Bed Killington Home

Killington Vermont Ski and Snowmobiling House

Pittsfield
9.2 out of 10, Wonderful, (44)
"Great place, perfect for our group and close to Killington. Would definitely recommend."
United States
Ann B.
Killington Vermont Ski and Snowmobiling House

Rural Vermont with internet and Smart TV, cell phone works, Dogs welcome.

Washington
10.0 out of 10, Exceptional, (27)
"A perfect stay! Beautiful property, thoughtful hosts and a plus that we could bring our dog with us. He loved the pond and having so much room to run around. We wll be back again and again! "
United States
Kelsey E.
Rural Vermont with internet and Smart TV, cell phone works, Dogs welcome.

The Sugar House

2.0 star property
Northfield
$1,037 nightly
The price is $1,108
Dec 16 - Dec 17
Total with taxes and fees
The Sugar House

Bakerriver Tiny treehouse

Warren
9.2 out of 10, Wonderful, (25)
"Beautiful space, secluded but accessible. Site had everything a camper would need. Host was pleasant and helpful, river and shade were perfect for summer. "
United States
Rachel P.
Bakerriver Tiny treehouse

New 4BR Mtn Retreat w/Game Room, Fire Pit & Grill

Woodstock
10.0 out of 10, Exceptional, (15)
"Enjoyed our stay away from the hub of town. This property was nice with children as toys provided that kept them busy. Owners were very good at communicating. Enjoyed our stay a lot, would highly recommend."
United States
Raelene & David A.
$400 nightly
The price is $434
Dec 8 - Dec 9
Total with taxes and fees
New 4BR Mtn Retreat w/Game Room, Fire Pit & Grill

Custom Log Cabin on Wild Ammonoosuc River

Bath
9.8 out of 10, Exceptional, (131)
"Exactly what we needed, relaxing and beautiful! "
United States
Tiffany M.
$294 nightly
The price is $319
Dec 9 - Dec 10
Total with taxes and fees
Custom Log Cabin on Wild Ammonoosuc River

Classic Vermont Farmhouse near Sugarbush Resort

Warren
9.6 out of 10, Exceptional, (43)
"Charming older home, clearly well loved. Enjoyed eating on the back porch, the generous living room space, and the sinks in every bedroom!"
United States
Nathalie B.
Classic Vermont Farmhouse near Sugarbush Resort

Vermont Post & Beam w/Hot Tub & Stunning Views

Waitsfield
9.6 out of 10, Exceptional, (16)
"This property was exactly what we needed, a space for our entire family to gather. Located in a great little town."
United States
Banton H.
Vermont Post & Beam w/Hot Tub & Stunning Views

Walk to Trails & Village +Pets - Highland Cabin

Woodstock
10.0 out of 10, Exceptional, (1)
"Loved this cabin! The attention to details inside is amazing. Close to everything in Woodstock. The jar of dog treats and Nespresso pods were a fantastic bonus. Very cozy! "
United States
Suzanne L.
Walk to Trails & Village +Pets - Highland Cabin

Close to shops/dining/town access. Pet-friendly, Wifi, deck. A0040 by LRS

Woodstock
9.6 out of 10, Exceptional, (13)
"Great clean property with lots of space and close to a lotOf attractions "
United States
Mrs N.
Close to shops/dining/town access. Pet-friendly, Wifi, deck. A0040 by LRS

Entire B&B White Mountains, 8BdRM/9Bath

Woodstock
10.0 out of 10, Exceptional, (4)
"This is an amazing place that keeps the history of the inn, but is modern upgrades throughout and is perfect for large group of people.10/10 would stay here again!"
United States
WILLIAM M.
Entire B&B White Mountains, 8BdRM/9Bath
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

Find out more about Orange County

Booking Tips to Find the Best Orange County Vacation Homes


How much does it cost to rent a vacation home in Orange County?

You can find incredible Orange County vacation homes for all types of budgets: between $157 and $1,108 per night. The more amenities the rental has, and its proximity to popular places, the higher the price.


What is the best time to stay in a vacation home in Orange County?

If you are looking for a great deal on your vacation home in Orange County, consider visiting in , when prices are usually cheaper.


How many vacation homes are available for rent in Orange County?

There are 884 rental houses to choose from for your trip. You’ll find holiday homes located throughout the city, near sightseeing spots, and close to local nature areas.


How do I find the best deal for a vacation home in Orange County?

Begin by entering your trip dates to see what type of Orange County rental houses are available. Use the map to zoom closer into the areas or zoom out to include more locations. Use the filters on the left side of your search results to narrow down by star rating, price, number of bedrooms, amenities, and more—Expedia makes it easy to score the best deal for your budget.


Why should I rent a vacation home in Orange County?

Booking Orange County vacation home rentals is the perfect way to spend a vacation because of the privacy, variety of amenities, and comfort you’ll have in your own space.


What amenities are available in a private vacation home?

When thinking about what you want in your Orange County rental house, dream big! Depending on your budget and the area, you’ll find amenities like a private pool, hot tub, free parking, fully-equipped kitchen, in-home washer and dryer, Wi-Fi, and a beautiful view or easy access to local sightseeing spots. You can even filter your search results by accessibility to ensure that everyone in your party will be comfortable.


Why should I book a vacation home with Expedia?

Expedia has some of the best selection and deals on available vacation homes in the area—and all in one place. We reward you with members points back on every booking and ensure you get the right accommodation for the best price. And you’ll save big when you bundle your travel together, like booking a car rental in Orange County along with your vacation property, into a Orange County vacation package.


Can I cancel my vacation home with Expedia?

Some accommodations are free to cancel and refundable if done so by a specific date, while others may be non-refundable. To make sure that you can get your money back on cancellations, use the “free cancellation” filter during your search. Contact our customer service portal if you need help.

Orange County Vacation Homes information

Number of reviews
1,028
Accommodation
884 Vacation Homes
Lowest Price
$157
Highest Price
$1,108

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