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

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)
"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 NZ$374
includes taxes & fees
20 Oct - 21 Oct
Central to VT skiing areas 5 minutes to I-89 , near VAST trails, near Norwich
A cozy living room with a sofa, armchair, and a bookshelf. There is a fireplace and a window providing natural light.

2. 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 NZ$1,005
includes taxes & fees
17 Nov - 18 Nov
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.

3. 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 NZ$518
includes taxes & fees
20 Oct - 21 Oct
Charming TREEHOUSE in remote location
A room with a bed, a wooden headboard, a wall-mounted shelf, and a small rug.

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

The Willard House | Large Vermont Retreat | Hot Tub + Game Room
Bradford
The price is NZ$1,328
includes taxes & fees
20 Oct - 21 Oct
The Willard House | Large Vermont Retreat | Hot Tub + Game Room
A hotel with multiple buildings, a parking lot, and a mountainous backdrop.

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, (709 reviews)
"Nice place!"
United States
Jeffrey
The price is NZ$194
includes taxes & fees
2 Nov - 3 Nov
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.

6. Presidential Mountain Resort

Presidential Mountain Resort
3.0 star property
Bethlehem
9.6 out of 10, Exceptional, (326 reviews)
"Great place, I would definitely stay here again"
United States
Melanie
The price is NZ$310
includes taxes & fees
27 Oct - 28 Oct
Presidential Mountain Resort
A cozy cabin interior with wooden walls, a sofa, a rocking chair, a table, and a window with a view of greenery.

7. Brand New Cabin On Working Farm

Brand New Cabin On Working Farm
Northfield
9.8 out of 10, Exceptional, (37 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 NZ$322
includes taxes & fees
20 Oct - 21 Oct
Brand New Cabin On Working Farm
A sunroom with wicker furniture, large windows, and string lights.

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

Addie's Place: A Quiet and Quirky Guesthouse
Hartford
9.6 out of 10, Exceptional, (19 reviews)
"Nice cottage setting in a quiet neighborhood, my dogs loved it!"
United States
Victor R.
The price is NZ$400
includes taxes & fees
27 Oct - 28 Oct
Addie's Place: A Quiet and Quirky Guesthouse
A room with a checkered bedspread, a patterned rug, and two black cylindrical objects.

9. 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, (11 reviews)
"This was a comfortable location for our travels through New England."
United States
Bryan
The price is NZ$440
includes taxes & fees
1 Nov - 2 Nov
One bedroom Apt- Part of a triplex in Barre Vermont! Great Price!
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.

10. Cozy Cabin Retreat

Cozy Cabin Retreat
Roxbury
10.0 out of 10, Exceptional, (46 reviews)
"Host was very friendly and accommodating "
United States
Alexandria
The price is NZ$374
includes taxes & fees
21 Oct - 22 Oct
Cozy Cabin Retreat
A house surrounded by dense trees with sunlight filtering through the leaves.

11. Secluded retreat in the trees

Secluded retreat in the trees
Roxbury
10.0 out of 10, Exceptional, (51 reviews)
"Such a peaceful place to stay, we absolutely loved it there"
United States
Katherine
The price is NZ$444
includes taxes & fees
21 Oct - 22 Oct
Secluded retreat in the trees
A kitchen with a large island, wooden ceiling beams, and various kitchen appliances.

12. 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 NZ$383
includes taxes & fees
26 Oct - 27 Oct
Pristine Custom Cottage, Grand Piano, Massage Studio on Site
A view from inside a room with a window overlooking a lake surrounded by forested hills.

13. 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.
The price is NZ$390
includes taxes & fees
26 Oct - 27 Oct
Private RV Camping on the Connecticut River with local mountain views!!
A wooden cabin with a glass door and windows, a stone patio with lounge chairs, and a view of a sunset.

14. Countryside Cottage with Sauna and Fireplace

Countryside Cottage with Sauna and Fireplace
Berlin
10.0 out of 10, Exceptional, (5 reviews)
"Nice clean cottage with everything you could need. Easy check in and great communication"
United States
Justin F.
The price is NZ$521
includes taxes & fees
21 Oct - 22 Oct
Countryside Cottage with Sauna and Fireplace
A two-story red building with a black front door, white trim, and a Christmas wreath.

15. The Cider Loft

The Cider Loft
Waterbury
8.4 out of 10, Very good, (30 reviews)
"A great place to stop for a night or two in the heart of Vermont! Pictures and description match the space perfectly. Right next to a brilliant cider mill and with very close and easy access to a lot of great walks and attractions"
United Kingdom
Dan
The price is NZ$359
includes taxes & fees
1 Nov - 2 Nov
The Cider Loft
A rustic cabin surrounded by autumn foliage.

16. Beautiful home located in the Mad River Valley

Beautiful home located in the Mad River Valley
Warren
9.8 out of 10, Exceptional, (28 reviews)
"We had a great time! "
United States
Allie T.
Beautiful home located in the Mad River Valley
A picnic area with a wooden bench, green chairs, and a fire pit.

17. Cozy 1-bedroom loft apartment in lovely Duxbury

Cozy 1-bedroom loft apartment in lovely Duxbury
Duxbury
9.8 out of 10, Exceptional, (25 reviews)
"Place was super cute and they let me bring my dog!"
United States
Sharyn and Kiersten v.
The price is NZ$365
includes taxes & fees
1 Nov - 2 Nov
Cozy 1-bedroom loft apartment in lovely Duxbury
An outdoor patio area with wooden tables and benches, a barbecue grill, and a wooden shelter.

18. 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, (29 reviews)
"Hot tub was enjoyable and location was great"
United States
Linnea P.
Lovely cabin nestled in the woods one minute from Sugarbush Resort
A picnic area with a table and benches, surrounded by a grassy field and trees, with mountains in the background.

19. Private White Mountain RV Camping with BIG VIEWS & HOT TUB

Private White Mountain RV Camping with BIG VIEWS & HOT TUB
Benton
10.0 out of 10, Exceptional, (18 reviews)
"The views were amazing! The hot tub was an added bonus as it was not there when we initially booking this stay. The host was super responsive and the location was convienient to where we wanted to be."
United States
Bryan
The price is NZ$372
includes taxes & fees
2 Nov - 3 Nov
Private White Mountain RV Camping with BIG VIEWS & HOT TUB
A cozy living room with a sectional sofa, a fireplace, a flat-screen TV, and a bookshelf.

20. Cozy VT Retreat • Coffee Bar •Fireplace • Near Quechee Gorge • Min to Woodstock

Cozy VT Retreat • Coffee Bar •Fireplace • Near Quechee Gorge • Min to Woodstock
Hartford
10.0 out of 10, Exceptional, (179 reviews)
"Clean, well maintained property. Perfect decor for a quaint Vermont town."
United States
Joann
The price is NZ$738
includes taxes & fees
25 Oct - 26 Oct
Cozy VT Retreat • Coffee Bar •Fireplace • Near Quechee Gorge • Min to Woodstock
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

Woodwards White Mountain Resort, BW Signature Collection

Woodwards White Mountain Resort, BW Signature Collection

10/10 Excellent
"Very nice place to stay. Would definitely return."
Doreen 2-night trip
Posted 8 hours ago
Woodwards White Mountain Resort, BW Signature Collection

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$194 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.