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

Orange Vacation Rentals

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Our top choices for Orange vacation rentals

1. 2 private mountain RV pads for rent. Full hook ups

2 private mountain RV pads for rent. Full hook ups
Winchester
The price is CA $78
CA $115 total
includes taxes & fees
Oct 2 - Oct 3
2 private mountain RV pads for rent. Full hook ups

2. 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)
"Super clean and nice space with beautifully updated bathroom and kitchen. Loved staying here."
United States
Andrew R.
The price is CA $128
CA $342 total
includes taxes & fees
Oct 5 - Oct 6
Charming Country-Chic 1BR in Greenfield – King Bed, Rain Shower, Near Berkshires

3. Lovely 2nd Floor Apartment

Lovely 2nd Floor Apartment
Greenfield
10.0 out of 10, Exceptional, (69 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 CA $197
CA $327 total
includes taxes & fees
Oct 22 - Oct 23
Lovely 2nd Floor Apartment

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, (19 reviews)
"Very enjoyable getaway weekend!!"
United States
Adrienne
The price is CA $128
CA $223 total
includes taxes & fees
Oct 5 - Oct 6
RESTful yurt in charming Hinsdale; pet-friendly with multiple hiking options

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

Light-filled treetop apartment close to downtown Greenfield and Highland Park
Greenfield
10.0 out of 10, Exceptional, (12 reviews)
"Nice place"
United States
Tom
The price is CA $319
CA $407 total
includes taxes & fees
Oct 8 - Oct 9
Light-filled treetop apartment close to downtown Greenfield and Highland Park

6. 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)
"Amazing place. We really enjoyed our brief stay. Great host. "
United States
Gary S.
The price is CA $249
CA $391 total
includes taxes & fees
Oct 1 - Oct 2
Cabin & Sauna on Lake Monomonac near Mt. Monadnock

7. 2 Bed 1.5 Bath on Pool Pond Close Franklin Pierce

2 Bed 1.5 Bath on Pool Pond Close Franklin Pierce
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 CA $276
CA $563 total
includes taxes & fees
Oct 15 - Oct 16
2 Bed 1.5 Bath on Pool Pond Close Franklin Pierce

8. 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, (27 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 CA $257
CA $306 total
includes taxes & fees
Oct 5 - Oct 6
Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6

9. A Scenic Townhouse Near Amherst (Next to a Horse Farm)

A Scenic Townhouse Near Amherst (Next to a Horse Farm)
Sunderland
The price is CA $196
CA $467 total
includes taxes & fees
Oct 5 - Oct 6
A Scenic Townhouse Near Amherst (Next to a Horse Farm)

10. 2 Bedroom waterfront home on a peaceful pond, large deck and dock. Enjoy nature.

2 Bedroom waterfront home on a peaceful pond, large deck and dock. Enjoy nature.
Fitzwilliam
10.0 out of 10, Exceptional, (1 review)
"This place was really beautifully appointed and thoughtfully stocked. Kitchen stock was great.Lots of coffees, teas, bottled water…all very thoughtful touches. Comfy beds. Beautiful little home. Pond was really nice. Convenient to Monandock. Really loved it. Lots of appreciation for the hosts."
United States
Len S.
The price is CA $338
CA $416 total
includes taxes & fees
Oct 13 - Oct 14
2 Bedroom waterfront home on a peaceful pond, large deck and dock. Enjoy nature.

11. 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 CA $336
CA $517 total
includes taxes & fees
Oct 5 - Oct 6
Cabin & Sauna on Lake Monomonac near Mt. Monadnock

12. 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 CA $461
CA $554 total
includes taxes & fees
Oct 2 - Oct 3
Enjoy your stay in an antique home in an antique toy museum!

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 CA $254
CA $419 total
includes taxes & fees
Oct 11 - Oct 12
Cabin & Sauna on Lake Monomonac near Mt. Monadnock

14. 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, (38 reviews)
"Not your average stay! This place is super cool!!"
United States
Wayne B.
The price is CA $203
CA $368 total
includes taxes & fees
Oct 28 - Oct 29
Serene 1-bedroom suite on 75 acre horse property

15. Yurt Oasis in the woods of Hinsdale, NH

Yurt Oasis in the woods of Hinsdale, NH
Hinsdale
9.4 out of 10, Exceptional, (10 reviews)
"What an amazing Yurt. The location was so peaceful. The yurt and outhouse was super clean. Hosts were friendly and helpful. I would stay again if in the area."
United States
Troy H.
The price is CA $122
CA $210 total
includes taxes & fees
Oct 5 - Oct 6
Yurt Oasis in the woods of Hinsdale, NH

16. Vikings Villages Resort - Double Bed Room

Vikings Villages Resort - Double Bed Room
Guilford
The price is CA $390
CA $474 total
includes taxes & fees
Oct 28 - Oct 29
Vikings Villages Resort - Double Bed Room

17. Cozy Vermont Tiny Home Get Away

Cozy Vermont Tiny Home Get Away
Brattleboro
The price is CA $107
CA $153 total
includes taxes & fees
Oct 31 - Nov 1
Cozy Vermont Tiny Home Get Away

18. Spacious 5BR w/ Hot Tub & Games

Spacious 5BR w/ Hot Tub & Games
Colrain
10.0 out of 10, Exceptional, (55 reviews)
"This is the second time we have stayed at this property. It is very spacious, cozy, and clean. The beds are very comfortable. It had everything we needed "
United States
Staci M.
The price is CA $482
CA $1,024 total
includes taxes & fees
Oct 4 - Oct 5
Spacious 5BR w/ Hot Tub & Games

19. A Cozy Condo Near Horse Farm + Mount Sugarloaf

A Cozy Condo Near Horse Farm + Mount Sugarloaf
Sunderland
The price is CA $344
CA $690 total
includes taxes & fees
Oct 5 - Oct 6
A Cozy Condo Near Horse Farm + Mount Sugarloaf

20. Modern Downtown Escape HotTub Fire Pit Games 12ppl

Modern Downtown Escape HotTub Fire Pit Games 12ppl
Keene
9.4 out of 10, Exceptional, (26 reviews)
"Great stay, clean, accommodating and great location. Will stay again!"
United States
cody s.
The price is CA $325
CA $570 total
includes taxes & fees
Oct 22 - Oct 23
Modern Downtown Escape HotTub Fire Pit Games 12ppl
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

Find out more about Orange

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Orange. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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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?

The Jelly Mill-A Peaceful River Retreat: This vacation home rental outside of Orange is located on a river and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind.

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 North Common Meadow, or get out into nature at a spot like Millers River. Fish Brook Wildlife Management Area and Northfield State Forest 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.