A calm lake surrounded by autumn-colored trees and a hilly landscape.

Orange Vacation Rentals

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Check prices for these dates

In two weeks
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for Orange vacation rentals

Interior

1. Lovely 2nd Floor Apartment

Lovely 2nd Floor Apartment
Greenfield
10.0 out of 10, Exceptional, (60 reviews)
"Beautiful decor, cozy furnishings, comfy comfy beds, all the amenities we needed and more, such a perfect apartment. Great communication with the host. Lots of yummy restaurant options in the area. We loved staying here!"
United States
Christa B.
The price is AED 426
AED 739 total
includes taxes & fees
9 Aug - 10 Aug
Lovely 2nd Floor Apartment
Outdoor dining

2. 2 private mountain RV pads for rent. Full hook ups

2 private mountain RV pads for rent. Full hook ups
Winchester
The price is AED 202
AED 299 total
includes taxes & fees
7 Aug - 8 Aug
2 private mountain RV pads for rent. Full hook ups
Exterior detail

3. Charming Country-Chic 1BR in Greenfield – King Bed, Rain Shower, Near Berkshires

Charming Country-Chic 1BR in Greenfield – King Bed, Rain Shower, Near Berkshires
Greenfield
9.6 out of 10, Exceptional, (9 reviews)
"We had a great"
United States
Meredith B.
The price is AED 489
AED 1,054 total
includes taxes & fees
31 Aug - 1 Sep
Charming Country-Chic 1BR in Greenfield – King Bed, Rain Shower, Near Berkshires
Terrace/patio

4. RESTful yurt in charming Hinsdale; pet-friendly with multiple hiking options

RESTful yurt in charming Hinsdale; pet-friendly with multiple hiking options
Hinsdale
10.0 out of 10, Exceptional, (16 reviews)
"Very enjoyable getaway weekend!!"
United States
Adrienne
The price is AED 331
AED 578 total
includes taxes & fees
9 Aug - 10 Aug
RESTful yurt in charming Hinsdale; pet-friendly with multiple hiking options
Exterior

5. Light-filled treetop apartment close to downtown Greenfield and Highland Park

Light-filled treetop apartment close to downtown Greenfield and Highland Park
Greenfield
9.8 out of 10, Exceptional, (10 reviews)
"Nice place"
United States
Tom
The price is AED 826
AED 1,042 total
includes taxes & fees
10 Aug - 11 Aug
Light-filled treetop apartment close to downtown Greenfield and Highland Park
Outdoor dining

6. Serene 1-bedroom suite on 75 acre horse property

Serene 1-bedroom suite on 75 acre horse property
Belchertown
10.0 out of 10, Exceptional, (32 reviews)
"We had a lovely weekend, it was quiet, private and watching the horses in the pasture was wonderful. We would definitely stay again. "
United States
Kim G.
The price is AED 443
AED 837 total
includes taxes & fees
18 Aug - 19 Aug
Serene 1-bedroom suite on 75 acre horse property
Property grounds

7. Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6

Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6
Ware
9.8 out of 10, Exceptional, (21 reviews)
"Everything was as we hoped. A wonderful country place in the woods!"
United States
Anthony L.
The price is AED 678
AED 809 total
includes taxes & fees
11 Aug - 12 Aug
Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6
Interior

8. Enjoy your stay in an antique home in an antique toy museum!

Enjoy your stay in an antique home in an antique toy museum!
Winchendon
9.4 out of 10, Exceptional, (8 reviews)
"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 AED 1,194
AED 1,437 total
includes taxes & fees
13 Aug - 14 Aug
Enjoy your stay in an antique home in an antique toy museum!
Property grounds

9. Yurt Oasis in the woods of Hinsdale, NH

Yurt Oasis in the woods of Hinsdale, NH
Hinsdale
9.4 out of 10, Exceptional, (6 reviews)
"It was a very pleasant & peaceful night! They were very pleasant, helpful & very detailed when giving all the information/instructions on how to check in & how to use the incinerator toilet! Places to eat ,hike etc…."
United States
Julie
The price is AED 288
AED 511 total
includes taxes & fees
12 Aug - 13 Aug
Yurt Oasis in the woods of Hinsdale, NH
Terrace/patio

10. Vikings Villages Resort - Double Bed Room

Vikings Villages Resort - Double Bed Room
Guilford
The price is AED 1,010
AED 1,249 total
includes taxes & fees
11 Aug - 12 Aug
Vikings Villages Resort - Double Bed Room
Living area

11. Stunning Glass House nestled in the Vermont wilderness!

Stunning Glass House nestled in the Vermont wilderness!
Guilford
9.0 out of 10, Wonderful, (2 reviews)
"The glass part of the house is stunning! We wanted to spend all of our time there, and wished that we could enjoy the view from the kitchen and bedroom too. We opted to sleep on the fold-out bed in the glass room instead of in the below-ground bedroom. It was a nice experience!"
United States
Chris O.
The price is AED 750
AED 1,811 total
includes taxes & fees
1 Sep - 2 Sep
Stunning Glass House nestled in the Vermont wilderness!
Coffee/tea maker, fridge, microwave, oven

12. Modern Downtown Escape HotTub Fire Pit Games 12ppl

Modern Downtown Escape HotTub Fire Pit Games 12ppl
Keene
9.4 out of 10, Exceptional, (25 reviews)
"Amazing property and just what we needed for a recharging weekend!"
United States
Jackie D.
The price is AED 827
AED 1,464 total
includes taxes & fees
9 Aug - 10 Aug
Modern Downtown Escape HotTub Fire Pit Games 12ppl
Coffee/tea maker, fridge, microwave, oven

13. Family-Friendly 3BR Historic Home – Walk to Keene Central Square & Trails!

Family-Friendly 3BR Historic Home – Walk to Keene Central Square & Trails!
Keene
10.0 out of 10, Exceptional, (4 reviews)
"Communication with the host was easy and the house was great. I would definitely book this home again if/when I come back to Keene."
United States
Jeremy S.
The price is AED 815
AED 1,897 total
includes taxes & fees
24 Aug - 25 Aug
Family-Friendly 3BR Historic Home – Walk to Keene Central Square & Trails!
Coffee/tea maker, fridge, microwave, oven

14. Spacious 5BR w/ Hot Tub & Games

Spacious 5BR w/ Hot Tub & Games
Colrain
10.0 out of 10, Exceptional, (52 reviews)
"Our 4th week here and our crew could not be happier with the accommodations"
United States
Maureen A.
The price is AED 1,160
AED 2,514 total
includes taxes & fees
9 Aug - 10 Aug
Spacious 5BR w/ Hot Tub & Games
Property grounds

15. Cozy Valley View Post & Beam Villa!

Cozy Valley View Post & Beam Villa!
Whately
10.0 out of 10, Exceptional, (10 reviews)
"Thanks for a great stay"
United States
Andrea M.
The price is AED 1,837
AED 2,339 total
includes taxes & fees
11 Aug - 12 Aug
Cozy Valley View Post & Beam Villa!
Exterior

16. 2 Cabins & Sauna on Lake Monomonac

2 Cabins & Sauna on Lake Monomonac
Rindge
The price is AED 3,802
AED 5,165 total
includes taxes & fees
20 Aug - 21 Aug
2 Cabins & Sauna on Lake Monomonac
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

Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel

8/10 Good
"The room was spacious with comfy bed , large TV, nice bath products, and good A/C. The bathroom had a big shower and was clean. I could walk to stores and restaurant at nearby mall and felt safe in the area. Breakfast was plentiful with hot and cold choices."
Nancy 1-night trip
Posted 7 hours ago
Keene Elm City Hotel, an Ascend Collection Hotel

Frequently asked questions

Can I find a vacation rental in Orange?

Yes, we give you a choice of vacation rentals near the most popular points of interest in Orange, or you can go with a more secluded option if you'd like a relaxing place to stay.

What are some of the best vacation home rentals in Orange?

Cozy Lakefront Cottage: This vacation home rental outside of Orange is located on a lake and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. You and your friends and family can relax into your vacation with amenities like a selection of books.

How many vacation rentals are there in Orange?

Choose from 3 Expedia vacation rentals in Orange for a memorable vacation.

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 Royalston Falls are a couple of places you'll find in the larger area.

What are vacation rentals like in Orange?

Vacation rentals are private accommodations you can stay in for a couple days or more in Orange. Vacation rentals feature amenities such as hot tubs, fire pits, and patios so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, a vacation rental can provide a sense of security away from shared hotel elevators and busy lobbies while still allowing you to travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular choice for a small group gathering.