Photo by William E Berry Jr.

Orange Holiday Rentals

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Holiday Rentals in Orange

Lakefront Orange Vacation Rental - Pet Friendly!
10.0 out of 10, Exceptional, (10)
"I enjoyed my stay at Lakefront Orange. Crystal the host greeted me when I arrived. She was very accommodating and friendly. The place itself was ready and clean. Although I had no trouble, just be aware that there are a few steep stairs to navigate to get from the driveway to the entrance. There is a railing and it is well lit. All in all this was a perfect place for me to stay for the 3 days! Thank you."
Lakefront Orange Vacation Rental - Pet Friendly!
kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley
9.8 out of 10, Exceptional, (87)
"We loved our stay. Great communication with owners. Property was clean and had everything we needed. Loved having the 2 bedrooms. Would definitely stay again."
The price is AU$308
includes taxes & fees
28 Oct - 29 Oct
kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley
VRBO Top 10 of 2024!- Copley's Lakefront Cottage on Lake Monomonac
10.0 out of 10, Exceptional, (6)
"Everything about this property was beautiful. The home itself being located right on the water was perfect for kayaking, fishing, evenings by the fire, relaxing and reconnecting. The house is gorgeous, comfortable, and had everything you might need/want. We enjoyed the game room - jenga and family air hockey tournaments. A lovely experience and we hope to return at some point. Thank you for sharing your beautiful home with us!"
VRBO Top 10 of 2024!- Copley's Lakefront Cottage on Lake Monomonac
Waterfront Cottage on Scenic Sportsman Pond
9.6 out of 10, Exceptional, (39)
"Very clean, very private and secluded. What a hidden gem!"
Waterfront Cottage on Scenic Sportsman Pond
Cozy 'Fiddler's Rest:' Cabin: 11 Miles to Skiing!
10.0 out of 10, Exceptional, (28)
"We had a wonderful time staying at the cabin. Enjoyed the space itself and the property. Quiet, private and peaceful. Looking forward to returning in the winter. "
Cozy 'Fiddler's Rest:' Cabin: 11 Miles to Skiing!
Riverfront 2 Bedroom Unit 2
10.0 out of 10, Exceptional, (12)
"We had a great weekend here! The property is very nice, comfortable and spacious. The fire pit and river path were welcomed after a long drive!"
Riverfront 2 Bedroom Unit 2
Lovely 3-bedroom City Escape
9.8 out of 10, Exceptional, (16)
"One of the best places I’ve stayed! My father was raised in Barre and we often have to stay in Gardner when we visit. It was amazing to not have to drive 20+ minutes to get to my cousins farm. The house feels like home. The beds were all comfortable. It was nice to be able to spread out and have enough space for everyone to relax. Couldn’t have asked for a better situation or host! I will definitely be booking again."
Lovely 3-bedroom City Escape
360 degrees of nature from within the 1 bedroom Vermont Mirror House.
10.0 out of 10, Exceptional, (14)
"Such a cool property! We can only imagine what its like when there is snow on the ground, it must be even more enchanting than it was during summer! Very zen environment! We will be back!"
The price is AU$653
includes taxes & fees
3 Oct - 4 Oct
360 degrees of nature from within the 1 bedroom Vermont Mirror House.
Cozy 2-bedroom Unit with private backyard
10.0 out of 10, Exceptional, (17)
"Property was just right: small in a quiet area with local amenities within walking distance. Enjoyed the stream out back with very few interruptions. Excellent option!"
Cozy 2-bedroom Unit with private backyard
Amherst, Perfect Location, UMass, Smith, MHC!
10.0 out of 10, Exceptional, (14)
"The house was perfect for us as we moved our daughter into UMASS. Close to the college, restaurants and shopping. Very clean house and had everything we needed. "
Amherst, Perfect Location, UMass, Smith, MHC!
Hadley Amherst Location.Explore the Valley Colleges!
10.0 out of 10, Exceptional, (128)
"Spent 2 nights as a teacher with 7 students, and another chaperone to attend the Big E with FFA kids. Plenty of room, as kids don’t mind sharing, or sleeping on a pull out couch. Everything was very clean, and the property manager was very responsive and helpful. They even left some goodies for the kids! Would recommend!"
Hadley Amherst Location.Explore the Valley Colleges!
Quiet private pond getaway
9.8 out of 10, Exceptional, (7)
"Quaint setting with much privacy. All ammendaties were met. Cant wait to return. "
Quiet private pond getaway
Tranquil Guest House - Peaceful Sanctuary plus InfraRed Sauna
10.0 out of 10, Exceptional, (2)
"Clare and Allen did an amazing job decorating this adorable cottage. We had everything we needed for our stay. The sauna was hot and very spacious. I highly recommend it for leaf peepers looking for a perfect landing in New England. Clare's a darling hostess and was available for questions and suggestions. We hope to visit again"
Tranquil Guest House - Peaceful Sanctuary plus InfraRed Sauna
Charming Waterfront Log Cabin
9.4 out of 10, Exceptional, (34)
"Awesome"
The price is AU$536
includes taxes & fees
21 Oct - 22 Oct
Charming Waterfront Log Cabin
Vacationer's oasis on the waterfront of picturesque Pearly Pond.
10.0 out of 10, Exceptional, (28)
"This pearl of an oasis is on Pearly Pond with a breath-taking view of Mount Watchusett. Nestled in a quiet cove, it is still close to local amenities, trails and restaurants. The cabin has everything a person could image to bring on vacation such as nice cookware, beach towels, and games. The home boasts a lovely screened in porch and a beautiful dock with canoe and kayak. We highly recommend this cabin. Gary and Linda are consumate hosts!!"
Vacationer's oasis on the waterfront of picturesque Pearly Pond.
Etinde House is located ten minutes from Umass, Amherst College, Hampshire mall, Mount Holyoke College and a minute from Hampshire College
6.6 out of 10, (11)
"This house is one of the worst places I have ever stayed. I booked for 13 people and only 2 of the 3 showers worked which they never disclosed to us. The house was a total pigsty. Dirty dishes in the sink. Old food in the fridge. Frozen food in the freezer and the freezer was disgusting with frozen spills that looked like they were there for years. Holes in the walls & doors, burn marks on the counters, dirty table cloth. Bathrooms were filthy. No shades on 90 % of the windows & no curtains at...
The price is AU$2,616
includes taxes & fees
4 Oct - 5 Oct
Etinde House is located ten minutes from Umass, Amherst College, Hampshire mall, Mount Holyoke College and a minute from Hampshire College
Troy House, Country Get Away, w fire-pit, rec & game rm, many small ponds nearby
9.8 out of 10, Exceptional, (13)
"Had a great time at this property, well perfectly situated at the center of our interest areas in New Hampshire."
Troy House, Country Get Away, w fire-pit, rec & game rm, many small ponds nearby
2 Bed, 1.5 Bath, on Pool Pond, Close to Franklin Pierce and Mt. Monadnock
10.0 out of 10, Exceptional, (11)
"Third time in past 12 months we’ve stayed here. By far our favorite place. Close to family that live in the area and house perfectly fits our needs. The host, Amanda, is the best! So friendly and always ready to answer a question or have ideas on what to do. We’ll definitely be staying again!"
2 Bed, 1.5 Bath, on Pool Pond, Close to Franklin Pierce and Mt. Monadnock
Spectacular Mountain views with all the amentities nearby
9.8 out of 10, Exceptional, (48)
"Very nice place for a single or a couple. Very close to Crumpin Fox golf course and Inn. Only one minor issue, there's a set of windows facing the bed with no window treatments so you'll wake up from the sunlight unless you bring a mask for sleeping. I would definitely stay there again."
Spectacular Mountain views with all the amentities nearby
Cozy Cottage Along Idyllic Green River
10.0 out of 10, Exceptional, (39)
"Near Brattleboro and great restaurants and shopping, but remote for privacy and scenic views. The cottage was quite clean and had everything we needed. Got a bit lost when we were close, and the hosts actually drove out to where we were to help us find it. Comfy bed (we only used one bedroom), well-stocked pantry. Overall wonderful experience. "
Cozy Cottage Along Idyllic Green River
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Other types of properties in Orange you may be interested in

Lakefront Orange Vacation Rental - Pet Friendly!
10.0 out of 10, Exceptional, (10)
"I enjoyed my stay at Lakefront Orange. Crystal the host greeted me when I arrived. She was very accommodating and friendly. The place itself was ready and clean. Although I had no trouble, just be aware that there are a few steep stairs to navigate to get from the driveway to the entrance. There is a railing and it is well lit. All in all this was a perfect place for me to stay for the 3 days! Thank you."
Lakefront Orange Vacation Rental - Pet Friendly!
Colonial Motel And Spa
3.0 star property
6.8 out of 10, (1003)
"Fantastic for this regular swimmer to have these lap pools on the property. The place is a bit long in the tooth (worn) but for the price it was a great deal. "
The price is AU$168
includes taxes & fees
1 Oct - 2 Oct
Colonial Motel And Spa
Red Roof Inn PLUS+ South Deerfield – Amherst
2.5 star property
7.2 out of 10, Good, (1004)
"Good"
The price is AU$175
includes taxes & fees
6 Oct - 7 Oct
Red Roof Inn PLUS+ South Deerfield – Amherst
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.

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?

Charming Waterfront Log Cabin: This holiday home rental outside of Orange is located on the waterfront, and has a garden, a BBQ and air conditioning 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 that you can cook with friends or family.

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 Millers River Environmental Center, or get out into nature at a spot like Millers River. Lake Wyola State Park and Northfield Mount Hermon School 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.