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Vacation Rentals in Orange County

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Top Cities in Orange County

Top Vacation Rentals in Orange County

Off Grid Glamping Shed with River Access

2.0 star property
Randolph
10.0 out of 10, Exceptional, (1)
$84 nightly
The price is $94
Dec 8 - Dec 9
Total with taxes and fees
Off Grid Glamping Shed with River Access

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

Bradford VT apt I-91 access + Wi-Fi + parking

2.0 star property
Bradford
9.8 out of 10, Exceptional, (6)
"The property is so lovely, and it was clean and cozy upon arrival. The hosts were super communicative and responsive, which made the whole process feel much easier. Thank you for a great stay!"
United States
Abby S.
$128 nightly
The price is $143
Dec 10 - Dec 11
Total with taxes and fees
Bradford VT apt I-91 access + Wi-Fi + parking

Vermont Retreat: 3BR with Mountain Views and Trails

2.0 star property
Brookfield
$549 nightly
The price is $615
Jan 5 - Jan 6, 2026
Total with taxes and fees
Vermont Retreat: 3BR with Mountain Views and Trails

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

Williamstown
10.0 out of 10, Exceptional, (53)
"It was a great central location to everything that we wanted to see and do in Vermont!"
United States
Tanner H.
$169 nightly
The price is $189
Dec 8 - Dec 9
Total with taxes and fees
Central to VT skiing areas 5 minutes to I-89 , near VAST trails, near Norwich

Spacious country home, beautiful sunsets, 40 acres

Tunbridge
9.8 out of 10, Exceptional, (43)
"The accommodations were great with plenty of room. We all wanted to lay on the living room couches because they were so comfortable! The property was nice and peaceful with lots of flowers, bushes and trees to observe."
United States
Karen P.
$388 nightly
The price is $435
Dec 8 - Dec 9
Total with taxes and fees
Spacious country home, beautiful sunsets, 40 acres

Robert Frost Mountain Cabins

3.5 star property
Ripton
10.0 out of 10, Exceptional, (40)
"Ammazing,would go again!"
United States
Joseph
$276 nightly
The price is $301
Jan 4 - Jan 5, 2026
Total with taxes and fees
Robert Frost Mountain Cabins

Presidential Mountain Resort

3.0 star property
Bethlehem
9.4 out of 10, Exceptional, (228)
"Excellent location for access to White Mountain National Forest area."
United States
Danny
$113 nightly
The price is $123
Dec 15 - Dec 16
Total with taxes and fees
Presidential Mountain Resort

Luxury Tiny Home Getaway-LILAC Home

2.0 star property
Woodstock
10.0 out of 10, Exceptional, (4)
"Everything was just perfect"
United States
marc
$397 nightly
The price is $431
Dec 30 - Dec 31
Total with taxes and fees
Luxury Tiny Home Getaway-LILAC Home

Wobbly Cabin: 2BR/1.5 Bath Charming Killington Retreat Close to Everything

2.0 star property
Killington
10.0 out of 10, Exceptional, (11)
"The cabin was cozy. It was set up nicely and had all the necessities we needed."
United States
Philip
$415 nightly
The price is $469
Dec 8 - Dec 9
Total with taxes and fees
Wobbly Cabin: 2BR/1.5 Bath Charming Killington Retreat Close to Everything

SaunaHaus – Log Cabin + Private Sauna by the Brook

2.0 star property
Lincoln
10.0 out of 10, Exceptional, (3)
"We had a great stay at the sauna haus. The owner made the check in process seamless and everything was very clean and comfortable. We would absolutely stay there again."
United Kingdom
Clinton R.
$464 nightly
The price is $503
Dec 8 - Dec 9
Total with taxes and fees
SaunaHaus – Log Cabin + Private Sauna by the Brook

Brand New Cabin On Working Farm

Northfield
9.6 out of 10, Exceptional, (22)
"Clean cozy quiet with nice view from the deck, unique farm setting, would stay again "
United States
Brad
$171 nightly
The price is $192
Dec 11 - Dec 12
Total with taxes and fees
Brand New Cabin On Working Farm

The Woods by Killington Vacation Rentals - 2 Bedrooms

3.0 star property
The Woods
10.0 out of 10, Exceptional, (2)
"The condo had everything we needed for a comfortable and enjoyable stay. The pool and hot tub area were great additions. We would definitely stay again."
United States
Paul
$566 nightly
The price is $631
Dec 9 - Dec 10
Total with taxes and fees
The Woods by Killington Vacation Rentals - 2 Bedrooms

Woods Resort and Spa: Cozy 2-Bedroom Condo in Killington, VT with Ski, Tennis, and Pool Access

2.0 star property
The Woods
10.0 out of 10, Exceptional, (3)
"We headed up to Killington for some fun spring skiing with the fam and the place was great - spacious, well appointed, and comfortable. Would definitely stay again."
United States
Ryan T.
$385 nightly
The price is $435
Dec 8 - Dec 9
Total with taxes and fees
Woods Resort and Spa: Cozy 2-Bedroom Condo in Killington, VT with Ski, Tennis, and Pool Access

The Suites at Killington Center

3.5 star property
Killington
$310 nightly
The price is $341
Dec 9 - Dec 10
Total with taxes and fees
The Suites at Killington Center

Breathtaking Views 7 Bedroom Estate w/Hot Tub

2.0 star property
Waitsfield
10.0 out of 10, Exceptional, (10)
"Beautiful home with a spacious and open kitchen! The views from every window we like a portrait. "
United States
Belinda
$833 nightly
The price is $932
Dec 8 - Dec 9
Total with taxes and fees
Breathtaking Views 7 Bedroom Estate w/Hot Tub

Bridges Resort

3.5 star property
Warren
8.2 out of 10, Very Good, (16)
"Great condo and excellent proximity to sugarbush. 10/10 would rent again"
United States
Jesse
$187 nightly
The price is $204
Dec 14 - Dec 15
Total with taxes and fees
Bridges Resort

Your Own Salt Water Hot Tub, Walk to Restaurants, & 5 min to Skiing

2.0 star property
Lincoln
10.0 out of 10, Exceptional, (12)
"Had a great stay"
United States
Jacob S.
$401 nightly
The price is $435
Dec 9 - Dec 10
Total with taxes and fees
Your Own Salt Water Hot Tub, Walk to Restaurants, & 5 min to Skiing

Cozy Vermont Cabin - Snowmobile, Bike, Ski & Relax

2.0 star property
Danville
$180 nightly
The price is $202
Dec 8 - Dec 9
Total with taxes and fees
Cozy Vermont Cabin - Snowmobile, Bike, Ski & Relax

GC Cannon ski cottage 10 minutes from Franconia. Fire Pit, wifi, laundry, and dog friendly!

Franconia
9.8 out of 10, Exceptional, (26)
"What a charming property! The house and fenced in yard were perfect for us, especially our dog Poppy. It was close to Franconia, easy for groceries and restaurants. "
United States
Bonnie Z.
$616 nightly
The price is $668
Dec 11 - Dec 12
Total with taxes and fees
GC Cannon ski cottage 10 minutes from Franconia. Fire Pit, wifi, laundry, and dog friendly!
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

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 $123 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.