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

Orange Holiday Rentals

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Check prices for these dates

In two weeks
4 Sept - 6 Sept
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for Orange holiday rentals

Interior

1. Lovely 2nd Floor Apartment

Lovely 2nd Floor Apartment
Greenfield
10.0 out of 10, Exceptional, (61 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 HK$911
HK$1,596 total
includes taxes & fees
18 Aug - 19 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 HK$432
HK$639 total
includes taxes & fees
18 Aug - 19 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 HK$883
HK$2,134 total
includes taxes & fees
31 Aug - 1 Sept
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, (17 reviews)
"Very enjoyable getaway weekend!!"
United States
Adrienne
The price is HK$706
HK$1,235 total
includes taxes & fees
24 Aug - 25 Aug
RESTful yurt in charming Hinsdale; pet-friendly with multiple hiking options
Outdoor dining

5. 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, (33 reviews)
"Clean rooms, pleasant and relaxing atmosphere. Nothing lacking in amenities. Friendly hosts and communication very good. Would stay again and highly recommend!"
United States
Donald M.
The price is HK$927
HK$1,834 total
includes taxes & fees
31 Aug - 1 Sept
Serene 1-bedroom suite on 75 acre horse property
Exterior

6. 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 HK$1,766
HK$2,253 total
includes taxes & fees
19 Aug - 20 Aug
Light-filled treetop apartment close to downtown Greenfield and Highland Park
Exterior

7. Cabin & Sauna on Lake Monomonac near Mt. Monadnock

Cabin & Sauna on Lake Monomonac near Mt. Monadnock
Rindge
10.0 out of 10, Exceptional, (13 reviews)
"Super cute cabin. It was winter so we didn’t get to see a lot of the lake/property but everything was very comfortable and Jim was a fantastic host. Would definitely stay again! "
United States
Rebecca
The price is HK$1,633
HK$2,435 total
includes taxes & fees
6 Sept - 7 Sept
Cabin & Sauna on Lake Monomonac near Mt. Monadnock
Smart TV, fireplace, printers

8. 2 Bed, 1.5 Bath, on Pool Pond, Close to Franklin Pierce and Mt. Monadnock

2 Bed, 1.5 Bath, on Pool Pond, Close to Franklin Pierce and Mt. Monadnock
Rindge
10.0 out of 10, Exceptional, (25 reviews)
"Everything was really great. Nice place...beautiful view of the lake, easy access, clean, well-equipped. "
United States
Dennis F.
The price is HK$1,530
HK$3,108 total
includes taxes & fees
10 Sept - 11 Sept
2 Bed, 1.5 Bath, on Pool Pond, Close to Franklin Pierce and Mt. Monadnock
Property grounds

9. 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)
"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$1,476
HK$1,784 total
includes taxes & fees
20 Aug - 21 Aug
Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6
Property grounds

10. 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)
"Cozy and clean yurt in the woods surrounded by sounds of hooting owls and a super friendly and help host made for the perfect family weekend. Can’t wait to plan another stay. Made roughing it not rough at all. "
United States
Allisha C.
The price is HK$530
HK$1,000 total
includes taxes & fees
31 Aug - 1 Sept
Yurt Oasis in the woods of Hinsdale, NH
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 HK$1,229
HK$3,486 total
includes taxes & fees
7 Sept - 8 Sept
Stunning Glass House nestled in the Vermont wilderness!
Exterior

12. Cabin & Sauna on Lake Monomonac near Mt. Monadnock

Cabin & Sauna on Lake Monomonac near Mt. Monadnock
Rindge
9.8 out of 10, Exceptional, (26 reviews)
"Awesome few days away great place and surroundings. Jim is always there for you ."
United States
David S.
The price is HK$1,931
HK$2,972 total
includes taxes & fees
6 Sept - 7 Sept
Cabin & Sauna on Lake Monomonac near Mt. Monadnock
Exterior

13. Cabin & Sauna on Lake Monomonac near Mt. Monadnock

Cabin & Sauna on Lake Monomonac near Mt. Monadnock
Rindge
8.0 out of 10, Very good, (5 reviews)
"Hit the jackpot at this stay .Awesome area with many things to keep busy outside ,hiking all around ,lake for all kind of activities .Jim was a great host filled us in on activities in the area and was a message away for any help u may need .I will be back ."
United States
David S.
The price is HK$1,782
HK$2,785 total
includes taxes & fees
7 Sept - 8 Sept
Cabin & Sauna on Lake Monomonac near Mt. Monadnock
Interior

14. 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, (9 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 HK$2,550
HK$3,069 total
includes taxes & fees
18 Aug - 19 Aug
Enjoy your stay in an antique home in an antique toy museum!
Terrace/patio

15. Vikings Villages Resort - Double Bed Room

Vikings Villages Resort - Double Bed Room
Guilford
The price is HK$2,158
HK$2,678 total
includes taxes & fees
25 Aug - 26 Aug
Vikings Villages Resort - Double Bed Room
Coffee/tea maker, fridge, microwave, oven

16. 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 HK$1,367
HK$2,667 total
includes taxes & fees
19 Aug - 20 Aug
Modern Downtown Escape HotTub Fire Pit Games 12ppl
Interior

17. Chef's Kitchen Family Basecamp Amherst

Chef's Kitchen Family Basecamp Amherst
3.0 star property
East Village Historic District
The price is HK$2,857
HK$5,321 total
includes taxes & fees
30 Aug - 31 Aug
Chef's Kitchen Family Basecamp Amherst
Coffee/tea maker, fridge, microwave, oven

18. 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 HK$1,507
HK$3,814 total
includes taxes & fees
18 Aug - 19 Aug
Family-Friendly 3BR Historic Home – Walk to Keene Central Square & Trails!
Coffee/tea maker, fridge, microwave, oven

19. Spacious 5BR w/ Hot Tub & Games

Spacious 5BR w/ Hot Tub & Games
Colrain
10.0 out of 10, Exceptional, (53 reviews)
"Our 4th week here and our crew could not be happier with the accommodations"
United States
Maureen A.
The price is HK$2,253
HK$5,128 total
includes taxes & fees
18 Aug - 19 Aug
Spacious 5BR w/ Hot Tub & Games
Property grounds

20. 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 HK$3,924
HK$5,005 total
includes taxes & fees
24 Aug - 25 Aug
Cozy Valley View Post & Beam Villa!
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

Inn on Boltwood

Inn on Boltwood

10/10 Excellent
"Staff was professional and helpful."
Kathleen Fantom 1-night trip
Posted 4 hours ago
Inn on Boltwood

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
  • Use the map to find apartments and other holiday homes in the Orange neighbourhood you prefer
  • 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.

How many holiday rentals are there in Orange?

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

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 Metacomet-Monadnock Trail 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.