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

Orange County Holiday Rentals

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Our top choices for Orange County holiday rentals

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, (62 reviews)
"My 9 year old daughter loved being able to wake up and swim! The home was beautiful a d we had a great time."
United States
April A.
The price is AU$298
includes taxes & fees
14 Nov - 15 Nov
Central to VT skiing areas 5 minutes to I-89 , near VAST trails, near Norwich

2. 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 AU$401
includes taxes & fees
12 Nov - 13 Nov
Charming TREEHOUSE in remote location

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

The Willard House | Large Vermont Retreat | Hot Tub + Game Room
Bradford
The price is AU$1,115
includes taxes & fees
16 Nov - 17 Nov
The Willard House | Large Vermont Retreat | Hot Tub + Game Room

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.
The price is AU$969
includes taxes & fees
19 Nov - 20 Nov
Authentic farmhouse for those who love cozy, quirky, historical imperfection

5. 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, (732 reviews)
"The room was very clean and the location was great."
United States
FLORIN
The price is AU$172
includes taxes & fees
12 Nov - 13 Nov
Bluegreen Vacations South Mountain, an Ascend Collection Resort

6. Brand New Cabin On Working Farm

Brand New Cabin On Working Farm
Northfield
9.8 out of 10, Exceptional, (39 reviews)
"This cabin was cute and cozy and very quiet. The hosts had thought of everything a guest might want or need. Wonderful stay."
United States
Kristen
The price is AU$252
includes taxes & fees
12 Nov - 13 Nov
Brand New Cabin On Working Farm

7. Presidential Mountain Resort

Presidential Mountain Resort
3.0 star property
Bethlehem
9.6 out of 10, Exceptional, (338 reviews)
"Great place, I would definitely stay here again"
United States
Melanie
The price is AU$223
includes taxes & fees
12 Nov - 13 Nov
Presidential Mountain Resort

8. 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
9.0 out of 10, Wonderful, (13 reviews)
"This was a comfortable location for our travels through New England."
United States
Bryan
The price is AU$353
includes taxes & fees
12 Nov - 13 Nov
One bedroom Apt- Part of a triplex in Barre Vermont! Great Price!

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

Addie's Place: A Quiet and Quirky Guesthouse
Hartford
9.6 out of 10, Exceptional, (23 reviews)
"Nice cottage setting in a quiet neighborhood, my dogs loved it!"
United States
Victor R.
The price is AU$349
includes taxes & fees
13 Nov - 14 Nov
Addie's Place: A Quiet and Quirky Guesthouse

10. Secluded retreat in the trees

Secluded retreat in the trees
Roxbury
10.0 out of 10, Exceptional, (52 reviews)
"Such a peaceful place to stay, we absolutely loved it there"
United States
Katherine
The price is AU$350
includes taxes & fees
13 Nov - 14 Nov
Secluded retreat in the trees

11. Escape to this private and peaceful tiny home with hot tub in Sharon, VT!

Escape to this private and peaceful tiny home with hot tub in Sharon, VT!
Sharon
10.0 out of 10, Exceptional, (16 reviews)
"Our stay in this tiny home was perfect! Very cozy and private. The host was very responsive and everything was exactly as described."
United States
Kat V.
The price is AU$419
includes taxes & fees
1 Dec - 2 Dec
Escape to this private and peaceful tiny home with hot tub in Sharon, VT!

12. 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, (17 reviews)
"Best location, facilities, and relaxation ever!!"
United States
Tim L.
The price is AU$359
includes taxes & fees
16 Nov - 17 Nov
Private RV Camping on the Connecticut River with local mountain views!!

13. Pemi Cabins

Pemi Cabins
3.0 star property
Lincoln
8.8 out of 10, Excellent, (55 reviews)
"Nice and accessible cabins. Easy check-in, cute kitchenette, quiet and relaxing along the river"
United States
Michael
The price is AU$157
includes taxes & fees
23 Nov - 24 Nov
Pemi Cabins

14. Mountainside 63 first-floor ski-in/ski-out condo with garden-level patio

Mountainside 63 first-floor ski-in/ski-out condo with garden-level patio
Warren
9.0 out of 10, Wonderful, (24 reviews)
"Enjoyable stay"
United States
Eric W.
The price is AU$369
includes taxes & fees
12 Nov - 13 Nov
Mountainside 63 first-floor ski-in/ski-out condo with garden-level patio

15. Cozy 1-bedroom loft apartment in lovely Duxbury

Cozy 1-bedroom loft apartment in lovely Duxbury
Duxbury
9.8 out of 10, Exceptional, (27 reviews)
"Cozy loft space with kitchen, bath and plenty of room."
United States
Beatriz
The price is AU$267
includes taxes & fees
12 Nov - 13 Nov
Cozy 1-bedroom loft apartment in lovely Duxbury

16. Out to Lunch trail ski-in/ski-out condo with balcony and heated pool

Out to Lunch trail ski-in/ski-out condo with balcony and heated pool
Warren
The price is AU$452
includes taxes & fees
12 Nov - 13 Nov
Out to Lunch trail ski-in/ski-out condo with balcony and heated pool

17. 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, (97 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 AU$287
includes taxes & fees
22 Nov - 23 Nov
Pristine Custom Cottage, Grand Piano, Massage Studio on Site

18. Beautiful brand new cabin one minute from Sugarbush Resort

Beautiful brand new cabin one minute from Sugarbush Resort
Warren
9.8 out of 10, Exceptional, (26 reviews)
"Cool little place to stay"
United States
Dulan S.
The price is AU$473
includes taxes & fees
12 Nov - 13 Nov
Beautiful brand new cabin one minute from Sugarbush Resort

19. Lovely cabin nestled in the woods one minute from Sugarbush Resort

Lovely cabin nestled in the woods one minute from Sugarbush Resort
Warren
9.8 out of 10, Exceptional, (31 reviews)
"Hot tub was enjoyable and location was great"
United States
Linnea P.
The price is AU$397
includes taxes & fees
12 Nov - 13 Nov
Lovely cabin nestled in the woods one minute from Sugarbush Resort

20. Beautiful home located in the Mad River Valley

Beautiful home located in the Mad River Valley
Warren
9.4 out of 10, Exceptional, (51 reviews)
"It was perfect for my trip to central VT."
United States
Lyra F.
The price is AU$408
includes taxes & fees
2 Dec - 3 Dec
Beautiful home located in the Mad River Valley
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 favourite 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 depend 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 chosen for you start as low as AU$157 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.