Holiday Homes in Orange County

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Check prices for these dates

Next weekend
8 Aug - 10 Aug
In two weeks
15 Aug - 17 Aug
In one month
29 Aug - 31 Aug
In two months
26 Sept - 28 Sept

Featured Holiday Homes in Orange County

Bakerriver Tiny treehouse
Experience a unique treehouse stay with a view of the surrounding forest from the small window and door.

Bakerriver Tiny treehouse

9.4 out of 10, Exceptional, (19)
"Super fun place to stay, great place to getaway for a few days"
Bakerriver Tiny treehouse
Pet-Friendly, Heart of Quechee | Jay Hill Home
Enjoy cooking in this well-equipped kitchen with a microwave, stainless steel oven, and sink.

Pet-Friendly, Heart of Quechee | Jay Hill Home

2.0 star property
9.4 out of 10, Exceptional, (3)
"Perfect house for the weekend. Clean. Nice location. Everything was as described. "
Pet-Friendly, Heart of Quechee | Jay Hill Home
MountainView - Luxurious 5800SF Retreat with Breathtaking 4-Season Views!
Relax in this inviting living room with a stunning mountain view, comfortable couch, and warm table setting.

MountainView - Luxurious 5800SF Retreat with Breathtaking 4-Season Views!

10.0 out of 10, Exceptional, (72)
"We absolutely LOVED our stay. The house and all its amenities were perfect for our ski trip, and we would be thrilled to come back again some time. "
MountainView - Luxurious 5800SF Retreat with Breathtaking 4-Season Views!
Large, Comfortable, Retro 1970s Hillside Chalet
Relax in this spacious living area with a stone fireplace, comfortable sofa, and modern kitchen.

Large, Comfortable, Retro 1970s Hillside Chalet

8.6 out of 10, Excellent, (51)
"Great place in a great area. "
Large, Comfortable, Retro 1970s Hillside Chalet
Deere Run townhouse with private sauna - pool & tennis - walk to Lake Pinneo
Enjoy cooking in this well-equipped kitchen with a dishwasher, sink, and toaster.

Deere Run townhouse with private sauna - pool & tennis - walk to Lake Pinneo

8.8 out of 10, Excellent, (23)
"We had a wonderful time in the condo. Clean, very accommodating - loved the fireplace!"
Deere Run townhouse with private sauna - pool & tennis - walk to Lake Pinneo
Family Friendly Mountain Townhouse in N. Woodstock
Enjoy cooking in this well-organized kitchen with ample counter space and storage, featuring a refrigerator, oven, microwave, and toaster.

Family Friendly Mountain Townhouse in N. Woodstock

9.8 out of 10, Exceptional, (25)
"We enjoyed the space and location of the townhouse. Short walk to town and lots of room to relax. "
The price is AU$721
includes taxes & fees
15 Aug - 16 Aug
Family Friendly Mountain Townhouse in N. Woodstock
Close to shops/dining/town access. Pet-friendly, Wifi, deck. A0040 by LRS
Compact kitchen with oven, microwave, and toaster, featuring a refrigerator and kitchen utensils.

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

9.8 out of 10, Exceptional, (7)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: House was exactly as expected. Great location in North Woodstock. Was satisfied with the stay all around. Was very clean and had the amenities as described."
Close to shops/dining/town access. Pet-friendly, Wifi, deck. A0040 by LRS
Beautifully renovated with fireplace and coffee bar
Relax in a warm and inviting space with a fireplace, comfortable seating, and a flat-screen TV.

Beautifully renovated with fireplace and coffee bar

10.0 out of 10, Exceptional, (112)
"Very cozy, great kitchen. The beds are extremely comfortable. The surrounding area is beautiful with plenty to do. Highly recommend."
Beautifully renovated with fireplace and coffee bar
PRIVATE & AFFORDABLE charming custom ranch in S. Woodstock. WIFI and AC.
Stunning two-story house with a steeply pitched roof and inviting front porch, set amidst a beautifully manicured lawn and lush garden.

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

9.8 out of 10, Exceptional, (218)
"Our stay was amazing! The house offered everything we needed, was spacious and clean. Working with the owners was also easy. Would definitely recommend and stay again!"
PRIVATE & AFFORDABLE charming custom ranch in S. Woodstock. WIFI and AC.
Spacious Vermont Getaway 7 BR/4.5 BA - Close to Skiing - Biking - Golf - Hiking
Escape to a serene lakeside haven surrounded by vibrant fall colors and tranquil waters.

Spacious Vermont Getaway 7 BR/4.5 BA - Close to Skiing - Biking - Golf - Hiking

9.6 out of 10, Exceptional, (121)
"Another fun time at this well located, well appointed home."
Spacious Vermont Getaway 7 BR/4.5 BA - Close to Skiing - Biking - Golf - Hiking
Open concept, AC/FP, wood & mtn views, deck, garage, pool. F115A by LRS
Relax on the deck surrounded by lush greenery, featuring a comfortable sofa and two chairs.

Open concept, AC/FP, wood & mtn views, deck, garage, pool. F115A by LRS

9.4 out of 10, Exceptional, (19)
"Just my spouse and I. A very relaxing stay I. The White Mountains. Great restaurants and nice hiking trails. "
Open concept, AC/FP, wood & mtn views, deck, garage, pool. F115A by LRS
Brand new 2021 Reno of Federal Style House, steps from Downtown Brandon
Enjoy cooking in this well-equipped kitchen with a large island, bar stools, and stainless steel appliances.

Brand new 2021 Reno of Federal Style House, steps from Downtown Brandon

10.0 out of 10, Exceptional, (58)
"Beautiful house right in the village. Easy access to both Sugarbush and Killington. Would definitely stay here again. "
Brand new 2021 Reno of Federal Style House, steps from Downtown Brandon
Tiny river Cabin Electricity/ heat/ shower
Relax on the wooden deck with two benches, surrounded by a tranquil wooded area.

Tiny river Cabin Electricity/ heat/ shower

9.0 out of 10, Wonderful, (26)
"Love the quiet stay!! It snowed most of Saturday and it was so beautiful. "
Tiny river Cabin Electricity/ heat/ shower
Spacious country home, beautiful sunsets, 40 acres
Two-story house with a spacious attic, large windows, and a covered porch area.

Spacious country home, beautiful sunsets, 40 acres

9.8 out of 10, Exceptional, (36)
"Awsome place to stay for a week! "
Spacious country home, beautiful sunsets, 40 acres
The Brandon Inn - Fourth Floor Queen Room
Classic building with a central entrance and well-manicured lawn.

The Brandon Inn - Fourth Floor Queen Room

8.4 out of 10, Very good, (5)
"Clean, great location…restaurants, quaint interesting little shops… rent a vehicle and go hiking explore etc"
The price is AU$295
includes taxes & fees
4 Aug - 5 Aug
The Brandon Inn - Fourth Floor Queen Room
Storybook House on Wrights Mountain
Surrounded by tall trees, this serene outdoor space features a stone structure with a small, open-air shelter on top.

Storybook House on Wrights Mountain

9.8 out of 10, Exceptional, (104)
"We enjoyed our stay at The Treehouse. The house is comfortable with plenty of amenities that afforded us a relaxing long weekend. "
Storybook House on Wrights Mountain
Private! Sauna, 3BR/2Ba, Pet-Friendly | Twin Peaks
Relax in this spacious living room with a high ceiling, featuring a comfortable sofa set and large windows offering views of the surrounding forest.

Private! Sauna, 3BR/2Ba, Pet-Friendly | Twin Peaks

9.2 out of 10, Wonderful, (12)
"We really enjoyed our stay in Quechee. The location is convenient. The accommodations were great; plenty of towels, toiletries provided in the bathrooms, extra sheets and blankets. It’s great having a dog friendly place to stay. We’ll definitely book again the next time we visit family in VT. "
Private! Sauna, 3BR/2Ba, Pet-Friendly | Twin Peaks
Limited-Time Discounted Deals | Private Hot Tub & Ping-Pong | Close to Ski
Enjoy meals and gatherings in this kitchen with a central island, dining area, and large window offering a view of the surrounding landscape.

Limited-Time Discounted Deals | Private Hot Tub & Ping-Pong | Close to Ski

9.6 out of 10, Exceptional, (25)
"Absolutely loved it!!! Amazing house. Will definitely stay again!"
Limited-Time Discounted Deals | Private Hot Tub & Ping-Pong | Close to Ski
Rivertop Retreat, with hot tub!- Luxurious tiny home in the White Mountains!
Interior

Rivertop Retreat, with hot tub!- Luxurious tiny home in the White Mountains!

The price is AU$479
includes taxes & fees
10 Aug - 11 Aug
Rivertop Retreat, with hot tub!- Luxurious tiny home in the White Mountains!
The Lake's End - Beautiful Lakefront Log Home in the White Mountains
Escape to a serene forest retreat with a balcony and outdoor seating.

The Lake's End - Beautiful Lakefront Log Home in the White Mountains

9.8 out of 10, Exceptional, (170)
"Very nicely furnished home was perfect for ringing in the new year with friends. Alex is an excellent host and was very responsive prior to and during our stay."
The Lake's End - Beautiful Lakefront Log Home in the White Mountains
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

Hampton Inn Lincoln White Mountains

Hampton Inn Lincoln White Mountains

10/10 Excellent
"Friendly helpful staff. Clean room, dog friendly, quiet, safe, convenient location. Would teturn again."
Ray 4-night trip
Posted 1 day ago
Hampton Inn Lincoln White Mountains