Orange Vacation Rentals from $127: Search Short-Term Rentals

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Our top choices for Orange vacation rentals

1. Lovely 2nd Floor Apartment

Greenfield

Christa B.

$183 nightly

Aug 12 - Aug 13

Total with taxes and fees

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

Greenfield

Tom

$257 nightly

Aug 12 - Aug 13

Total with taxes and fees

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

Winchendon

Katja Z.

$372 nightly

Aug 13 - Aug 14

Total with taxes and fees

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

Ware

Andrew

$219 nightly

Aug 13 - Aug 14

Total with taxes and fees

5. Chef's Kitchen Family Basecamp Amherst

East Village Historic District

$599 nightly

Aug 24 - Aug 25

Total with taxes and fees

Coffee/tea maker, fridge, microwave, oven

6. Spacious 5BR w/ Hot Tub & Games

Colrain

Maureen A.

$586 nightly

Aug 12 - Aug 13

Total with taxes and fees

7. Cozy Valley View Post & Beam Villa!

Whately

Andrea M.

$571 nightly

Aug 12 - Aug 13

Total with taxes and fees

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

Greenfield

Meredith B.

$255 nightly

Sep 9 - Sep 10

Total with taxes and fees

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Top Orange Hotel Reviews

Keene Elm City Hotel, an Ascend Collection Hotel

10/10 Excellent

"Everything was very clean and very well taken care of. The bed was very comfortable the place where I think maybe the stay was lacking was the breakfast, not very exciting. It was adequate and well stocked. I do like that. There was coffee available 24 hours."

The Inn At Crumpin Fox

8/10 Good

"This hotel is a solid option when exploring the northern edges of Western Mass. The air conditioning was fantastic, and in an area where many have none, or are working from window units, this was useful for an August stay. There are no real frills at The Inn, but the water pressure is good and the AC works, so that’s a high recommendation."

Windmill Motel Restaurant

10/10 Excellent

"I love the outdoor seating area with the tent and outdoor couches and I love the colors and textures used for the room I stayed in. When I checked in, I was hot from being at SoulFest and the owners gave me a cloth hand fan for free! When I came home that night, I was hungry and there were chips and chocolates in my room! That was wonderful and thoughtful. They also sell food in the office, if you need something more substantial. The mattress and pillows were so comfortable that I had trouble getting myself up the next morning! Slept like a rock. 10/10 for the Windmill! Can't wait to see what the restaurant will be like when it opens! I will definitely come back next year, if there is availability!"

Latchis Hotel

8/10 Good

"In an old Theater building. Definitely has character and cool features. We arrived too late for the movies, but still fun. In central Brattleboro which has some interesting shops, but is suffering from homelessnes and mental illness/drug use. Didnt really feel unsafe and we walked a few blocks to a fun restaurant with good food & karioke. Person at desk was lovely and helpful. Room was ok- a little dated and could be cleaner."

Comfort Inn & Suites Hadley - Amherst

10/10 Excellent

"The staff were friendly and helpful. There is a full breakfast which includes a buffet style egg style changes every day, as well as sausage meats and seasoned home fries. A waffle bar. Cereals, and baked goods which were Udis gluten free. Also in the fridge, were dairy products like milk, yogurt, and boiled egg. Spectacularly delicious coffee and a machine with juice selections. I liked my room, it was clean and handicap accessible with roll in shower and a shower chair. I am extremely satisfied with this visit."

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 $127 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?

Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6: This vacation home rental outside of Orange is located in a rural location and has a fireplace, a patio, and a barbecue grill 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 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 Northfield Mountain Recreation Center 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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Check prices for these dates

Our top choices for Orange vacation rentals

1. Lovely 2nd Floor Apartment

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

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

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

5. Chef's Kitchen Family Basecamp Amherst

6. Spacious 5BR w/ Hot Tub & Games

7. Cozy Valley View Post & Beam Villa!

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

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

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

11. 2 Bed, 1.5 Bath, on Pool Pond, Close to Franklin Pierce and Mt. Monadnock

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

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

14. 2 Cabins & Sauna on Lake Monomonac

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

16. Vikings Villages Resort - Double Bed Room

17. 2 private mountain RV pads for rent. Full hook ups

18. Stunning Glass House nestled in the Vermont wilderness!

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

20. Yurt Oasis in the woods of Hinsdale, NH

Find vacation rentals that suit your style

Top Orange Hotel Reviews

Keene Elm City Hotel, an Ascend Collection Hotel

Hotel UMass

Vikings Villages Resort

Red Roof Inn PLUS+ South Deerfield – Amherst

The Inn At Crumpin Fox

Windmill Motel Restaurant

Latchis Hotel

Courtyard by Marriott Hadley Amherst

Comfort Inn & Suites Hadley - Amherst

Find out more about Orange

Frequently asked questions

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