Photo by William E Berry Jr.

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Compare 53 Vacation Homes in Orange with updated reviews, rates, and availability.

"We really appreciated the solitude and quiet retreat this cabin offered. "

Best night's sleep on king size sleigh bed

"Easy check in, very clean and well stocked with everything needed. I was visiting my daughter at UMass who had to have knee surgery. There was lots of space for her to get around. It was also close to the University which was important for us as well."

SAR 776 total

includes taxes & fees

12 Jan - 13 Jan

The Valley is known for our picturesque red tobacco barns and expansive cornfields.

"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. "

"Great location near restaurants and stores. House is "

SAR 1,704 total

includes taxes & fees

7 Feb - 8 Feb

Bike ride on the Norwottuck Rail Trail( entrance to trail 2-minutes from the house) to the CT River- Bring your bikes and enjoy!

"The house was amazing, clean and comfortable. The area was great and very close to restaurants and shopping. I just can’t say enough good things about our experience. If I could give it more than five stars I would. "

Green River Cottage. Walk up ramp to enter patio area, lockbox on inside door.

"It is a beautiful home with a ton of space (we only had 3 people, but it easily sleeps 6), very clean and well-kept. Our hosts provided everything we needed to make our stay perfect. I also like that the hosts were not overboard with all the rules, as with some other rentals. The hosts were beyond friendly and had excellent communication throughout the whole process. If you are looking for a lovely home with a ton of space to stay while exploring Vermont and Massachusetts, I highly recommend...

Royalston Vacation Rental | 4BR | 2BA | Stairs to Access | 3,200 Sq Ft

"Stayed here with my brothers and cousins.. had a great time. Close proximity to Royalston Falls and a great hike through the forest "

"Second time staying at this property ! Very relaxing, beds super comfortable. Would highly recommend."

"Nice place on a quiet street. Stay went perfect "

SAR 767 total

includes taxes & fees

13 Jan - 14 Jan

"House is comfortable and well stocked."

"Very nice house with great amenities ! Beautiful location right on the lake (we may come back for a summer get together!) Highly recommend (just note - there’s plenty of room - but there is only one bed/bedroom)"

"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!"

Rear Deck for barbecues looking across rear yard.

"Very nice house and property! "

"What a wonderful place to stay!! We were in town for my 50th high school reunion, hadn’t been back to the area in 35 years. Our accommodations enhanced a beautiful weekend, and the foliage was the cherry on top! Spacious, clean, tastefully furnished and decorated. Well equipped with every utensil, and kitchen appliance you could need! Comfy bed, great shower & good water pressure too! Secluded and quiet, but very convenient to Bernardston, Northfield and Greenfield as well as I-91. Highly...

"Home was clean and comfortable. My extended family and I stayed two nights for a wedding in the area and a good time was had by all. No complaints with the accommodations and the hosts communicated well."

"Quaint setting with much privacy. All ammendaties were met. Cant wait to return. "

"Brought my parents and my Brother to this rental - It was a nice place."

SAR 1,385 total

includes taxes & fees

12 Jan - 13 Jan

"Our family really enjoyed this place. It is well appointed, clean, and has good space. The check-in process was simple and there is dedicated parking right by the entrance."