Photo by Jim Stamatopoulos

Holiday Homes in Monson

Plan, book, stay with confidence

Be picky

Search almost a million properties worldwide

Treat yourself

Change your mind

Book hotels with free cancellation

Featured Holiday Homes in Monson

Fridge, dishwasher, cookware/dishes/utensils, paper towels

"Excellent communication with owner, answered all questions immediately via text when we were onsite. Well maintained property with great basement for hanging out as a family. "

"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. "

"Beautifully appointed home on a beautiful lake in Woodstock, CT. We enjoyed kayaking on the lake, visiting nearby orchards and hiking the many scenic trails nearby. Many great restaurants in the area as well. Although we did not partake, there is a great rail trail nearby for hiking, walking, etc. The home listing is very accurate, the kitchen is well equipped, and the cleanliness of the home is top notch. In addition, the hosts Heather and Dan, were very responsive and were...

includes taxes & fees

2 Dec - 3 Dec

"Very hospitable! We were evacuating hurricsn Milton so very thankful for good shelter Very roomy &cozy Kids enjoyed games @ puzzles"

"This property is amazing! We had such a great weekend - the water view is incredible and we had everything we needed for a cozy stay. Thank you!!"

includes taxes & fees

2 Dec - 3 Dec

"I booked this for my daughter who is looking to relocate to Western Mass from Central Mass and it was perfect for her. The host was extra helpful and accomodating, and while it was a small and simple space, she was very comfortable and cozy. She would definitely stay again."

includes taxes & fees

2 Dec - 3 Dec

"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. "

"What a gem this cute house was on the lake! The owners didn’t skip a beat with the attention to detail. It had everything and was so clean. Communication was spot on. We will definitely book again the next time we come to CT! We already miss waking up with coffee and watching the sun come up over the lake. "

"We needed a pet friendly location to stay for one night. This place is amazing. Very unconventional and much more than I needed for my family of four but I would recommend it highly. The host was very helpful and friendly. The property would be great for an adult birthday or an extended family get together. "

includes taxes & fees

11 Dec - 12 Dec

"Eunice was great to work with, and the place was fantastic for our family of four going to six flags."

includes taxes & fees

2 Dec - 3 Dec

"Very nice, well equipped, absolutely beautiful view!!!!!!"

"We had a great time in Sturbridge. Can't beat the location of this house - it's absolutely beautiful, and very close to Old Sturbridge Village and a cute coffee shop we frequented during the long weekend. Everything was nice and clean, the hot tub was great, and it was easy to check in. The beds are comfortable and it was nice to not have to worry about the linens upon checkout. The host replied super promptly when we had questions about the location of trash/recycling bins, and when there was...

includes taxes & fees

30 Nov - 1 Dec

Smart TV, fireplace, computer monitors, printers

"Everyone loves it "

"Great location for our family visit. Property was very clean. Host very responsive. The beautiful sunrises over the lake were an additional bonus!"

includes taxes & fees

10 Dec - 11 Dec

"Wonderful place to camp for a large family, particularly in summertime. Great view of the lake and the best sunsets. "

"There was plenty of room for 5 adults and 1 under 18. We were having a retreat with all of our graduated children and their sister. Everything was beautiful and the home was cozy! "

"Cosy cottage house with a lovely large deck and backyard with direct access to the lake. We enjoyed the house amenities. Not sure the dishwasher works well: dishes in the kitchen cabinets were not the cleanest upon arrival. The bathroom water had a strange sulfur-like smell. We used bottled water to brush teeth and did not drink out of the kitchen either. Other than that, the house was quite pleasant and comfortable."

"Absolutely perfect. Gorgeous property, gorgeous house. Every amenity. All the little touches are amazing. It is a work of art. Appreciate the host and her attention to detail. She made us feel welcome. Could not have been better. Thank you so much."

"Perfect for a family getaway. Rooms upstairs so meeting in kitchen and living rooms to get together works. View of the sunset lovely and set up for evening snores and relaxing very nice. "

Save an average of 15% on thousands of hotels when you're signed in

Other property types in Monson

"A perfect retreat in the woods - secluded, yet close enough by car to everything you need. Matt is easy to work with and a great communicator. We love it here and cannot wait to come back!"

"Excellent communication with owner, answered all questions immediately via text when we were onsite. Well maintained property with great basement for hanging out as a family. "