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Orange County Holiday Rentals

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Top Holiday Rentals Destinations in Orange County

Holiday Home in Randolph

2.0 star property
10.0 out of 10, Exceptional, (1)
The price is NZ$162
includes taxes & fees
7 Dec - 8 Dec
Off Grid Glamping Shed with River Access

Holiday Home in Chelsea

2.0 star property
10.0 out of 10, Exceptional, (36)
"Lovely farm and friendly hosts"
United States
Ruilin
The price is NZ$271
includes taxes & fees
13 Dec - 14 Dec
Barn stay with dairy goats! Your clean cozy spot in the barn is waiting for you

Apartment in Bradford

2.0 star property
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.
The price is NZ$248
includes taxes & fees
11 Dec - 12 Dec
Bradford VT apt I-91 access + Wi-Fi + parking

Holiday Home in Brookfield

2.0 star property
The price is NZ$1,085
includes taxes & fees
6 Jan - 7 Jan 2026
Vermont Retreat: 3BR with Mountain Views and Trails

Apartment in 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.
The price is NZ$328
includes taxes & fees
7 Dec - 8 Dec
Central to VT skiing areas 5 minutes to I-89 , near VAST trails, near Norwich

Holiday Home in 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.
The price is NZ$787
includes taxes & fees
7 Dec - 8 Dec
Spacious country home, beautiful sunsets, 40 acres

Cabin in Ripton

3.5 star property
10.0 out of 10, Exceptional, (40)
"Ammazing,would go again!"
United States
Joseph
The price is NZ$505
includes taxes & fees
7 Dec - 8 Dec
Robert Frost Mountain Cabins

Cabin in Bethlehem

3.0 star property
9.4 out of 10, Exceptional, (228)
"Excellent location for access to White Mountain National Forest area."
United States
Danny
The price is NZ$192
includes taxes & fees
15 Dec - 16 Dec
Presidential Mountain Resort

Cabin in Woodstock

2.0 star property
10.0 out of 10, Exceptional, (4)
"Everything was just perfect"
United States
marc
The price is NZ$650
includes taxes & fees
16 Dec - 17 Dec
Luxury Tiny Home Getaway-LILAC Home

Cabin in Killington

2.0 star property
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
The price is NZ$815
includes taxes & fees
8 Dec - 9 Dec
Wobbly Cabin: 2BR/1.5 Bath Charming Killington Retreat Close to Everything

Cabin in Lincoln

2.0 star property
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.
The price is NZ$871
includes taxes & fees
8 Dec - 9 Dec
SaunaHaus – Log Cabin + Private Sauna by the Brook

Cabin in Northfield

9.6 out of 10, Exceptional, (21)
"Clean cozy quiet with nice view from the deck, unique farm setting, would stay again "
United States
Brad
The price is NZ$332
includes taxes & fees
11 Dec - 12 Dec
Brand New Cabin On Working Farm

Condo in The Woods

3.0 star property
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
The price is NZ$1,092
includes taxes & fees
9 Dec - 10 Dec
The Woods by Killington Vacation Rentals - 2 Bedrooms

Condo in The Woods

2.0 star property
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.
The price is NZ$740
includes taxes & fees
7 Dec - 8 Dec
Woods Resort and Spa: Cozy 2-Bedroom Condo in Killington, VT with Ski, Tennis, and Pool Access

Condo in Killington

3.5 star property
The price is NZ$590
includes taxes & fees
9 Dec - 10 Dec
The Suites at Killington Center

Holiday Home in Waitsfield

2.0 star property
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
The price is NZ$1,628
includes taxes & fees
8 Dec - 9 Dec
Breathtaking Views 7 Bedroom Estate w/Hot Tub

Condo resort in Warren

3.5 star property
8.2 out of 10, Very good, (16)
"Great condo and excellent proximity to sugarbush. 10/10 would rent again"
United States
Jesse
The price is NZ$352
includes taxes & fees
7 Dec - 8 Dec
Bridges Resort

Holiday Home in Lincoln

2.0 star property
10.0 out of 10, Exceptional, (12)
"Had a great stay"
United States
Jacob S.
The price is NZ$753
includes taxes & fees
8 Dec - 9 Dec
Your Own Salt Water Hot Tub, Walk to Restaurants, & 5 min to Skiing

Cabin in Danville

2.0 star property
The price is NZ$349
includes taxes & fees
8 Dec - 9 Dec
Cozy Vermont Cabin - Snowmobile, Bike, Ski & Relax

Cottage in 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.
The price is NZ$1,160
includes taxes & fees
11 Dec - 12 Dec
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

Everything you need to know about Orange County holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Orange County holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Orange County holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Orange County holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Orange County. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Orange County holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Orange County holiday rentals we have selected for you start as low as NZ$192 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Orange County rentals

At Expedia, we put the best Orange County holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Orange County rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Orange County holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Orange County. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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