Orange Vacation Rentals from $81: Search Short-Term Rentals

Q: 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.

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Our top choices for Orange vacation rentals

A round wooden table with a woven placemat, a wicker basket, and a small potted plant.

1. Lovely 2nd Floor Apartment

Greenfield

heather

$223 nightly

Nov 1 - Nov 2

Total with taxes and fees

A blue house with a porch, a wooden bench, and a door.

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

Greenfield

JAMES S.

$207 nightly

Nov 9 - Nov 10

Total with taxes and fees

A lake surrounded by trees, with a wooden deck leading to a white railing.

3. "Pondlife" - Waterfront home in a peaceful, wooded setting.

Fitzwilliam

Margaret

$260 nightly

Oct 31 - Nov 1

Total with taxes and fees

A modern fireplace with a glass enclosure, decorative items, and a sign that reads 'blessed.'

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

Sunderland

$252 nightly

Nov 2 - Nov 3

Total with taxes and fees

A grassy outdoor area with a hammock, chairs, and a stone wall.

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

Ware

theresa H.

$183 nightly

Nov 3 - Nov 4

Total with taxes and fees

A yurt interior with a bed, wooden lattice walls, and a door leading to an outdoor balcony.

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

Hinsdale

Adrienne

$150 nightly

Nov 2 - Nov 3

Total with taxes and fees

A house with a staircase leading to a porch, surrounded by snow and string lights.

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

Greenfield

Tom

$254 nightly

Nov 1 - Nov 2

Total with taxes and fees

A modern kitchen with dark cabinets, a granite countertop, a built-in oven, a microwave, and a large window providing natural light.

8. Penthouse overlooking downtown Amherst!

Amherst

Mike S.

$475 nightly

Nov 2 - Nov 3

Total with taxes and fees

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Top Orange Hotel Reviews

Gardner Inn

8/10 Good

"The room overall was ok, but the curtains were absolutely disgustingly dirty. The staff was very nice and overall, the room was fine. But looking at the dirty curtains was a real turn off to me."

The Colonial Hotel

8/10 Good

"This is a dated, solid 3-star hotel. The interior finishes all need a serious refresh. I was on the ground floor in a nice room, but the Wi-Fi was terrible and they stuck me down by the mechanical plant and housekeeping offices. Normally not a bid deal but they left the doors open to the mechanical room the entire time I was in my room. They also need to update the quality and number of WAPs. They were confused when I asked if they had a "business center" because they don't. Given the quality of the Wi-Fi in my room, it would've been nice if they had one.😊 The Colonial Grille is awesome; it is a shining star for this somewhat tired hotel. The restuarant/bar staff are awesome, and the food is good American fare. The bar is a lot of fun, and it's big. This is a local destination for weddings. I was there from Friday to Sunday in late October and I think there were not less than 3 weddings."

Lakefront Orange Vacation Rental - Pet Friendly!

10/10 Excellent

"The apartment was spotless and exactly as presented. We contacted host a few times and the response was always quick and concise. The many personal touches, dog towels, dog bed and treats, for humans too. We look forward to staying here many times while visiting family in the area. We have stayed at numerous rentals and this was one of the best."

Spacious Pet Friendly Waterfront w/ Hot Tub & Yogo Studio-Sleeps 12!

10/10 Excellent

"The house is lovely, lots of space and all the essentials. The camp next door was not a bother at all, even with our noise reactive pups. Kimesha was very responsive to all texts and was kind enough to offer a credit when we determined the hot tub wasn't working. Very comfortable and quiet. Thank you for sharing your home with us!"

Find out more about Orange

Everything you need to know about Orange vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Orange vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Orange vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Orange vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Orange. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Orange in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $81 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Orange rentals

At Expedia, we put the best Orange vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Orange rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Orange vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Orange. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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.

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Our top choices for Orange vacation rentals

1. Lovely 2nd Floor Apartment

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

3. "Pondlife" - Waterfront home in a peaceful, wooded setting.

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

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

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

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

8. Penthouse overlooking downtown Amherst!

9. 2 private mountain RV pads for rent. Full hook ups

10. 3br Lakefront Oasis in Shutesbury with central air and 180-deg views!

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

12. 2 Bed 1.5 Bath on Pool Pond Close Franklin Pierce

13. Modern Downtown Escape HotTub Fire Pit Games 12ppl

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

15. Stunning Glass House nestled in the Vermont wilderness!

16. Amherst -NEW - Campus Convenience & Social Privacy

17. Vikings Villages Resort - Double Bed Room

18. Yurt Oasis in the woods of Hinsdale, NH

19. Spacious 5-Bedroom Home with Game Room in Amherst - Mins to UMass

20. A Cozy Condo Near Horse Farm + Mount Sugarloaf

Find vacation rentals that suit your style

Top Orange Hotel Reviews

Gardner Inn

Keene Elm City Hotel, an Ascend Collection Hotel

Best Western Plus Keene Hotel

The Colonial Hotel

Homewood Suites by Hilton Hadley Amherst

Lakefront Orange Vacation Rental - Pet Friendly!

Spacious Pet Friendly Waterfront w/ Hot Tub & Yogo Studio-Sleeps 12!

Find out more about Orange

Frequently asked questions

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