Orange Holiday Rentals

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Check prices for these dates

Tonight
30 Dec - 31 Dec
Tomorrow
31 Dec - 1 Jan
This weekend
2 Jan - 4 Jan
Next weekend
9 Jan - 11 Jan

Our top choices for Orange holiday rentals

Terrace/patio
Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6

Holiday Home in Ware

Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6
2.0 star property
9.8 out of 10, Exceptional, (7)
"Nice place to stay a lot of family activities on the premises short distance to shopping and attractions"
United States
Andrew
The price is HK$1,026
HK$1,249 total
includes taxes & fees
1 Jan - 2 Jan 2026
Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6
Terrace/patio
2 Bed, 1.5 Bath, on Pool Pond, Close to Franklin Pierce and Mt. Monadnock

Cottage in Rindge

2 Bed, 1.5 Bath, on Pool Pond, Close to Franklin Pierce and Mt. Monadnock
10.0 out of 10, Exceptional, (22)
"The cottage was a great place to stay. Very conveniently located to where we wanted to travel to. It has a great view of the lake, very clean and comfortable."
United States
Nicole B.
The price is HK$1,364
HK$2,855 total
includes taxes & fees
5 Jan - 6 Jan 2026
2 Bed, 1.5 Bath, on Pool Pond, Close to Franklin Pierce and Mt. Monadnock
Interior
Lovely 2nd Floor Apartment

Holiday Home in Greenfield

Lovely 2nd Floor Apartment
10.0 out of 10, Exceptional, (46)
"Close to downtown, clean & comfortable!"
United States
Robbi C.
The price is HK$903
HK$1,564 total
includes taxes & fees
4 Jan - 5 Jan 2026
Lovely 2nd Floor Apartment
Exterior detail
Charming Country-Chic 1BR in Greenfield – King Bed, Rain Shower, Near Berkshires

Apartment in Greenfield

Charming Country-Chic 1BR in Greenfield – King Bed, Rain Shower, Near Berkshires
9.0 out of 10, Wonderful, (4)
"Super clean and nice space with beautifully updated bathroom and kitchen. Loved staying here."
United States
Andrew R.
The price is HK$686
HK$1,843 total
includes taxes & fees
4 Jan - 5 Jan 2026
Charming Country-Chic 1BR in Greenfield – King Bed, Rain Shower, Near Berkshires
Living area
Beautiful 2-bedroom cottage on Robert Frost Trail

Cottage in Amherst

Beautiful 2-bedroom cottage on Robert Frost Trail
2.0 star property
The price is HK$1,244
HK$2,084 total
includes taxes & fees
4 Jan - 5 Jan 2026
Beautiful 2-bedroom cottage on Robert Frost Trail
Exterior
Tranquil Guest House - Peaceful Sanctuary plus InfraRed Sauna

Cabin in Fitzwilliam

Tranquil Guest House - Peaceful Sanctuary plus InfraRed Sauna
10.0 out of 10, Exceptional, (13)
"Loved the area"
United States
Jose R.
The price is HK$973
HK$1,620 total
includes taxes & fees
6 Jan - 7 Jan 2026
Tranquil Guest House - Peaceful Sanctuary plus InfraRed Sauna
Exterior
Terrific 3-bedroom unit in charming Leverett with AC

Apartment in Leverett

Terrific 3-bedroom unit in charming Leverett with AC
10.0 out of 10, Exceptional, (1)
"The apartment is lovely, so comfortable and quiet!! Caitlin was a wonderful host, very responsive. Would absolutely stay again! "
United States
Anna B.
The price is HK$1,749
HK$3,673 total
includes taxes & fees
2 Jan - 3 Jan 2026
Terrific 3-bedroom unit in charming Leverett with AC
Fridge, microwave, oven, stovetop
Close to Downtown/UMASS Walk-Out Basement Condo with game room & big backyard!

Apartment in Amherst

Close to Downtown/UMASS Walk-Out Basement Condo with game room & big backyard!
9.2 out of 10, Wonderful, (19)
"Great property! Thank you for a wonderful stay."
United States
David
The price is HK$1,742
HK$3,275 total
includes taxes & fees
1 Jan - 2 Jan 2026
Close to Downtown/UMASS Walk-Out Basement Condo with game room & big backyard!
Microwave, oven, stovetop, dishwasher
Spacious lakeside 4-bedroom house in beautiful Ashburnham

Holiday Home in Ashburnham

Spacious lakeside 4-bedroom house in beautiful Ashburnham
2.0 star property
The price is HK$1,555
HK$2,753 total
includes taxes & fees
5 Jan - 6 Jan 2026
Spacious lakeside 4-bedroom house in beautiful Ashburnham
Fridge, microwave, oven, stovetop
Downtown Hot Tub Escape

Holiday Home in Keene

Downtown Hot Tub Escape
9.6 out of 10, Exceptional, (21)
"Good location for some event staff to stay while we were hosting a conference in town. Simple check-in/out. Would rent again."
United States
Jack P.
The price is HK$991
HK$2,155 total
includes taxes & fees
4 Jan - 5 Jan 2026
Downtown Hot Tub Escape
Interior
Enjoy your stay in an antique home in an antique toy museum!

Holiday Home in Winchendon

Enjoy your stay in an antique home in an antique toy museum!
9.4 out of 10, Exceptional, (8)
"What a fun stay! Great communication with the property manager Don, cute town, lots of American history to be discovered, fun stay. 10/10 highly recommend!!!"
United States
Katja Z.
The price is HK$3,071
HK$4,035 total
includes taxes & fees
1 Jan - 2 Jan 2026
Enjoy your stay in an antique home in an antique toy museum!
Dining
Luxury Retreat inAmherst

Holiday Home in Amherst

Luxury Retreat inAmherst
10.0 out of 10, Exceptional, (1)
"Very helpful and easy communication. Very clean and nice place. We were very busy and only really were at the place to sleep but it is quiet and perfect for a restful stay."
United States
Robert
The price is HK$4,198
HK$6,513 total
includes taxes & fees
1 Jan - 2 Jan 2026
Luxury Retreat inAmherst
Outdoor dining
Family-Friendly 3BR Historic Home – Walk to Keene Central Square & Trails!

Holiday Home in Keene

Family-Friendly 3BR Historic Home – Walk to Keene Central Square & Trails!
10.0 out of 10, Exceptional, (2)
"Thanks to Bill and Angela. We had a wonderful few days staying in your clean, quiet, and very comfortable home. We often choose VRBOs for our travels, whether in the U.S. or abroad—Freiburg, Paris, Bangkok—and this has truly been one of the best experiences.The highlight: this home is the most well-equipped place we’ve ever stayed in—everything we could possibly need was provided, and more. Complete in every way!On top of that, the location is perfect—close to shopping, hiking, fishing, and even...
United States
Xilin J.
The price is HK$1,640
HK$4,665 total
includes taxes & fees
1 Jan - 2 Jan 2026
Family-Friendly 3BR Historic Home – Walk to Keene Central Square & Trails!
Interior
Stunning Glass House nestled in the Vermont wilderness!

Holiday Home in Guilford

Stunning Glass House nestled in the Vermont wilderness!
10.0 out of 10, Exceptional, (1)
"The Mirror house was just the perfect place for my wife and I to getaway and reconnect! The house itself was very clean, warm and beautifully decorated. The hot tub, sauna and upstairs “glass room” allowed us to feel as though we were at a spa allowing us to relax and spend time just being together. The natural views and “isolation” helped us to feel like it was just the two of us. This is an ideal place if you are looking to get away with the one you love."
United States
Grant D.
The price is HK$1,251
HK$3,447 total
includes taxes & fees
19 Jan - 20 Jan 2026
Stunning Glass House nestled in the Vermont wilderness!
Smart TV, fireplace, printers
Cozy Valley View Post & Beam Villa!

Villa in Whately

Cozy Valley View Post & Beam Villa!
10.0 out of 10, Exceptional, (8)
"Thanks for a great stay"
United States
Andrea M.
The price is HK$4,664
HK$5,879 total
includes taxes & fees
5 Jan - 6 Jan 2026
Cozy Valley View Post & Beam Villa!
Dining
FaLL Western Mass Getaway-Airhockey-Firepit

Holiday Home in Colrain

FaLL Western Mass Getaway-Airhockey-Firepit
9.8 out of 10, Exceptional, (38)
"Great house for family gatherings "
United Kingdom
John Paul B.
The price is HK$2,394
HK$5,219 total
includes taxes & fees
3 Jan - 4 Jan 2026
FaLL Western Mass Getaway-Airhockey-Firepit
Terrace/patio
Spacious 5-Bedroom Home with Game Room in Amherst - Mins to UMass

Holiday Home in Amherst

Spacious 5-Bedroom Home with Game Room in Amherst - Mins to UMass
10.0 out of 10, Exceptional, (8)
"Amazing house"
United States
Anonymous traveller
The price is HK$8,544
HK$13,433 total
includes taxes & fees
9 Jan - 10 Jan 2026
Spacious 5-Bedroom Home with Game Room in Amherst - Mins to UMass
Exterior
Vikings Villages Resort - Double Bed Room

Chalet in Guilford

Vikings Villages Resort - Double Bed Room
The price is HK$2,721
HK$3,329 total
includes taxes & fees
1 Jan - 2 Jan 2026
Vikings Villages Resort - Double Bed Room
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 Hotel Reviews

Comfort Inn & Suites

Comfort Inn & Suites

10/10 Excellent
"Clean room Helpful and courteous staff"
Wendy 1-night trip
Posted 23 hours ago
Comfort Inn & Suites

Find out more about Orange

Search for holiday rentals in Orange on Expedia! You can easily find your home rentals, villas, holiday apartments in Orange using one of the methods below:

  • View our selection of featured holiday rentals in Orange
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  • Enter your travel dates to view the best deals on holiday rentals in Orange while they last

Look no further and take a look at our great range of rental properties in Orange!

Frequently asked questions

Can I find a holiday rental in Orange?

Yes, there are holiday rentals close to the most popular sights in Orange, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Orange has to offer?

Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6: This holiday home rental outside of Orange is located in a rural location, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. Kick off your shoes and enjoy yourself with a garden and a selection of games.

What can I see and do in Orange?

Explore the area and family-friendly sights such as Northern Illusion, or get out into nature at a spot like Millers River. Fish Brook Wildlife Management Area and Northfield Mountain Recreation Center are a couple of places you'll find in the wider area.

What are holiday rentals like in Orange?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Orange. Holiday rentals feature amenities such as laundry facilities and kitchens so you'll have everything you want. If you're concerned about a sanitised environment, holiday rentals can offer a sense of privacy away from shared hotel lifts and busy reception areas while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive choice for small groups.