Holiday Homes in Orange County

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
7 Nov - 9 Nov
In two weeks
14 Nov - 16 Nov
In one month
28 Nov - 30 Nov
In two months
26 Dec - 28 Dec

Featured Holiday Homes in Orange County

Property grounds
Barn stay with dairy goats! Your clean cozy spot in the barn is waiting for you
Barn stay with dairy goats! Your clean cozy spot in the barn is waiting for you
2.0 star property
10.0 out of 10, Exceptional, (34)
"Dave and Miken have been so welcoming, we have discovered a real Vermont farm, the kids have just loved it !It is not just a place to stay, it is an experience ! "
France
gladys b.
The price is AU$243
includes taxes & fees
4 Nov - 5 Nov
Barn stay with dairy goats! Your clean cozy spot in the barn is waiting for you
Fridge, microwave, oven, stovetop
Brand new 2021 Reno of Federal Style House, steps from Downtown Brandon
Brand new 2021 Reno of Federal Style House, steps from Downtown Brandon
10.0 out of 10, Exceptional, (70)
"Beautiful house right in the village. Easy access to both Sugarbush and Killington. Would definitely stay here again. "
United States
Blair G.
Brand new 2021 Reno of Federal Style House, steps from Downtown Brandon
Exterior
Rustic Log Cabin #4 - “Brookside”
Rustic Log Cabin #4 - “Brookside”
9.4 out of 10, Exceptional, (30)
"Enjoyed the cabin with my fiancé and dogs!"
United States
Anonymous traveller
The price is AU$329
includes taxes & fees
13 Nov - 14 Nov
Rustic Log Cabin #4 - “Brookside”
Smart TV, fireplace, books
Beautifully renovated with fireplace and coffee bar
Beautifully renovated with fireplace and coffee bar
10.0 out of 10, Exceptional, (127)
"This place was quite simply brilliant. I stay with my wife and four kids. The kids range in age from 10-17 and we had a great stay exploring the Upper Valley area"
United Kingdom
Matthew C.
Beautifully renovated with fireplace and coffee bar
Spacious Vermont Getaway 7 BR/4.5 BA - Close to Skiing - Biking - Golf - Hiking
Spacious Vermont Getaway 7 BR/4.5 BA - Close to Skiing - Biking - Golf - Hiking
9.4 out of 10, Exceptional, (125)
"Great stay"
United States
David B.
Spacious Vermont Getaway 7 BR/4.5 BA - Close to Skiing - Biking - Golf - Hiking
Exterior
Beautifully renovated antique farmhouse on pristine lake.
Beautifully renovated antique farmhouse on pristine lake.
9.8 out of 10, Exceptional, (212)
"Beautiful property and house! Great views and fishing!"
United States
Adrienne L.
Beautifully renovated antique farmhouse on pristine lake.
Interior
MountainView - Luxurious 5800SF Retreat with Breathtaking 4-Season Views!
MountainView - Luxurious 5800SF Retreat with Breathtaking 4-Season Views!
10.0 out of 10, Exceptional, (73)
"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. "
United States
Kyle G.
MountainView - Luxurious 5800SF Retreat with Breathtaking 4-Season Views!
Interior
Beautiful 4-bedroom House and Treehouse 5 min to skiing, hiking, golf, biking.
Beautiful 4-bedroom House and Treehouse 5 min to skiing, hiking, golf, biking.
9.6 out of 10, Exceptional, (62)
"As advertised. Great spot!"
United States
Jim A.
Beautiful 4-bedroom House and Treehouse 5 min to skiing, hiking, golf, biking.
Fridge, microwave, oven, stovetop
Merry Maple Getaway
Merry Maple Getaway
9.6 out of 10, Exceptional, (17)
"The house was perfect for our group of family and friends—plenty of beds, great common spaces, and a large kitchen for group meals. We loved the fireplace in the living room and felt right at home. The house is close to Killington mountain, which made skiing simple for getting on the mountain. Would definitely book again!"
United States
Annie F.
Merry Maple Getaway
Terrace/patio
Crisp and Clean Lakefront Home sleeps 8 in 4 Bedrooms
Crisp and Clean Lakefront Home sleeps 8 in 4 Bedrooms
10.0 out of 10, Exceptional, (19)
"We loved staying at the Dunmore property. Close to Middlebury College and just perfect for our family attending our son’s college graduation. Thank you!"
United States
Julie H.
Crisp and Clean Lakefront Home sleeps 8 in 4 Bedrooms
Property grounds
Rural Vermont with internet and Smart TV, cell phone works, Dogs welcome.
Rural Vermont with internet and Smart TV, cell phone works, Dogs welcome.
10.0 out of 10, Exceptional, (27)
"Our stay at this beautiful property was just the reset I needed. It was blissfully quiet and we enjoyed evenings out by the fire. "
United States
Kristen Q.
Rural Vermont with internet and Smart TV, cell phone works, Dogs welcome.
Indoor pool
Recently updated home with shared hot tub, pool, and easy ski access
Recently updated home with shared hot tub, pool, and easy ski access
8.4 out of 10, Very good, (46)
"Great property! Loved being in among all the trees. Close to fantastic restaurants."
Canada
Tibor L.
Recently updated home with shared hot tub, pool, and easy ski access
Exterior detail
Custom Log Cabin on Wild Ammonoosuc River
Custom Log Cabin on Wild Ammonoosuc River
9.8 out of 10, Exceptional, (129)
"Beautiful location! Lovely cabin! Couldn’t have been better. Everything was wonderful."
United States
Deborah L.
The price is AU$496
includes taxes & fees
5 Nov - 6 Nov
Custom Log Cabin on Wild Ammonoosuc River
Fridge, microwave, oven, stovetop
Heart of Lincoln - Modern Log Cabin, Steps from Main St, Mountain Fun,& Dining
Heart of Lincoln - Modern Log Cabin, Steps from Main St, Mountain Fun,& Dining
10.0 out of 10, Exceptional, (9)
"Celebrated my cousins 30th birthday lovely house! The host was very accommodating. The location was great and close to Loon and all that Lincoln has to offer! "
United States
Courtney L.
Heart of Lincoln - Modern Log Cabin, Steps from Main St, Mountain Fun,& Dining
Exterior
Beautiful Secluded Maple Corner Cottage Near Curtis Pond! Ski, Swim, Hike, Bike!
Beautiful Secluded Maple Corner Cottage Near Curtis Pond! Ski, Swim, Hike, Bike!
9.8 out of 10, Exceptional, (34)
"Lovely place for a retreat, away from the hustle and bustle, yet still close to attractions. Great kitchen that is well stocked."
United States
Jennifer H.
The price is AU$596
includes taxes & fees
3 Nov - 4 Nov
Beautiful Secluded Maple Corner Cottage Near Curtis Pond! Ski, Swim, Hike, Bike!
Smart TV, fireplace, offices
4BR Retreat w/ Hot Tub, Fire Pit, Basketball Court, Hammock, Patio, Near lake
4BR Retreat w/ Hot Tub, Fire Pit, Basketball Court, Hammock, Patio, Near lake
10.0 out of 10, Exceptional, (19)
"The house was beautiful! It was the perfect place to house 10 adults comfortably. Very quick to respond and amazing communication all around. Highly recommended! Cannot wait to return! Thank you Inna!"
United States
Adam C.
4BR Retreat w/ Hot Tub, Fire Pit, Basketball Court, Hammock, Patio, Near lake
Exterior
Classic Vermont Farmhouse near Sugarbush Resort
Classic Vermont Farmhouse near Sugarbush Resort
9.6 out of 10, Exceptional, (43)
"House is centrally located, old but in decent condition. Rooms are clean and updated. We enjoyed our stay"
United States
Clifford C.
Classic Vermont Farmhouse near Sugarbush Resort
Smart TV, table football, offices
🏡✨ Riverfront Luxury Retreat | ♨️ Hot Tub | 🎮 Game Room | 🐾 Pet-Friendly | 5BR
🏡✨ Riverfront Luxury Retreat | ♨️ Hot Tub | 🎮 Game Room | 🐾 Pet-Friendly | 5BR
2.0 star property
8.8 out of 10, Excellent, (9)
"This is amazing property with beautiful views. Tranquil river in the back yard provides great place to relax. Spacious and comfortable. Very convenient to the ski slopes and restaurants. We had wonderful stay!"
United States
LIDIA D.
The price is AU$1,861
includes taxes & fees
3 Nov - 4 Nov
🏡✨ Riverfront Luxury Retreat | ♨️ Hot Tub | 🎮 Game Room | 🐾 Pet-Friendly | 5BR
Fridge, microwave, oven, stovetop
Brand New 4 Bedroom Lake House/Farm House
Brand New 4 Bedroom Lake House/Farm House
9.8 out of 10, Exceptional, (8)
"Would stay there again !!"
United States
Kevin H.
The price is AU$868
includes taxes & fees
3 Nov - 4 Nov
Brand New 4 Bedroom Lake House/Farm House
Fridge, microwave, oven, stovetop
Custom-built Tiny House on forested lot near Quechee
Custom-built Tiny House on forested lot near Quechee
9.8 out of 10, Exceptional, (62)
"The space was clean and thoughtful, the environment was beautiful, and communication was excellent! We loved staying here and felt right at home!"
United States
Delaney J.
Custom-built Tiny House on forested lot near Quechee
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Orange County Hotel Reviews

Woodwards White Mountain Resort, BW Signature Collection

Woodwards White Mountain Resort, BW Signature Collection

10/10 Excellent
"Clean room, comfortable bed, courteous staff, good restaurant, spectacular views."
CHARLES 1-night trip
Posted 2 days ago
Woodwards White Mountain Resort, BW Signature Collection

Find out more about Orange County

Orange County Holiday Homes information

Number of reviews
1,083
Accommodation
879 Holiday Homes
Lowest Price
AU$243
Highest Price
AU$1,861

Explore a world of travel with Expedia