Photo by Jim Stamatopoulos

Monson Holiday Rentals

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Holiday Rentals in Monson

Home in the woods

9.4 out of 10, Exceptional, (21)
"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!"
Home in the woods

Massachusetts Vacation Rental w/ Deck

9.6 out of 10, Exceptional, (15)
"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. "
Massachusetts Vacation Rental w/ Deck

Lakefront Cottage w/ Covered Porch & Dock!

3.0 star property
Lakefront Cottage w/ Covered Porch & Dock!

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!

Stunning Lakefront Escape! Exclusive Off-Season Rates – Book Your Dream Getaway!

10.0 out of 10, Exceptional, (9)
"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...
The price is AU$800
includes taxes & fees
1 Dec - 2 Dec
Stunning Lakefront Escape! Exclusive Off-Season Rates – Book Your Dream Getaway!

Secluded 2-Acre Lakefront Home! Exclusive Off-Season Rates – Book Your Retreat!

9.8 out of 10, Exceptional, (60)
"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!!"
The price is AU$801
includes taxes & fees
4 Dec - 5 Dec
Secluded 2-Acre Lakefront Home! Exclusive Off-Season Rates – Book Your Retreat!

Treehouse | Countryside | Farm Animals | Fire Pit

9.6 out of 10, Exceptional, (21)
"My second time here and it honestly feels like a second home. The animals are friendly and so was Carmen! It's honestly a must, if you have a bucket list. Joseph was very helpful and thorough as a superhost. I highly recommend visiting! "
The price is AU$452
includes taxes & fees
10 Dec - 11 Dec
Treehouse | Countryside | Farm Animals | Fire Pit

Lake | PetsOK | Wi-Fi | W&D | Fire Pit | Kayaks

9.0 out of 10, Wonderful, (36)
"Wonderful host. Very thoughtful - lots provided in the house that you need to have a great stay. "
The price is AU$436
includes taxes & fees
10 Dec - 11 Dec
Lake | PetsOK | Wi-Fi | W&D | Fire Pit | Kayaks

PICON COZY

7.6 out of 10, Good, (54)
"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."
The price is AU$264
includes taxes & fees
22 Dec - 23 Dec
PICON COZY

Hadley Amherst Location.Explore the Valley Colleges!

10.0 out of 10, Exceptional, (129)
"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. "
Hadley Amherst Location.Explore the Valley Colleges!

Kid friendly neighborhood! Everyone is welcomed in this cozy apartment home!

9.2 out of 10, Wonderful, (20)
"Brought the kids and grandkids to six flags. This rental was a short drive. We had a group of eight and everyone had plenty of room. The place was clean stocked and as advertised. If we are ever in the area again we will definitely stay again. "
The price is AU$843
includes taxes & fees
26 Nov - 27 Nov
Kid friendly neighborhood! Everyone is welcomed in this cozy apartment home!

The Bungalow at Eagleville Lake Under 3 miles to UCONN!

10.0 out of 10, Exceptional, (47)
"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. "
The Bungalow at Eagleville Lake Under 3 miles to UCONN!

The Creation Station is a cozy place so make yourself at home.

10.0 out of 10, Exceptional, (61)
"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. "
The price is AU$437
includes taxes & fees
26 Nov - 27 Nov
The Creation Station is a cozy place so make yourself at home.

Spacious Massachusetts Apartment #2

9.4 out of 10, Exceptional, (15)
"The apartment was clean, stocked with all you need and the location was just off the Main Street so stores and restaurants were walkable. Ample parking behind the unit. Comfortable bedrooms and furniture. "
Spacious Massachusetts Apartment #2

Thomas's Cozy Duplex - Centrally Located

8.4 out of 10, Very good, (8)
"Eunice was great to work with, and the place was fantastic for our family of four going to six flags."
The price is AU$421
includes taxes & fees
25 Nov - 26 Nov
Thomas's Cozy Duplex - Centrally Located

Enjoy the Fun of a Lakefront GetAway, While Only Minutes from Local Attractions!

9.8 out of 10, Exceptional, (102)
"Very nice, well equipped, absolutely beautiful view!!!!!!"
Enjoy the Fun of a Lakefront GetAway, While Only Minutes from Local Attractions!

Privacy, entertainment, comfort galore 2 BR LR 1BA Home Theater, Pool Table

10.0 out of 10, Exceptional, (61)
"Went to the Big E for a few days, great location, 10-15 minute ride to the fair. Was perfect to come back and relax after a long day at the fair. Home was very clean and updated. Communication was great. Could use some pans that work with the cooktop. The bathroom setup was a little strange, you have to walk throught the master bedroom to get to the bathroom, so the second bedroom guest had to walk through our bedroom in the middle of the night to use the restroom. Ad states Oven, hot tub,...
Privacy, entertainment, comfort galore 2 BR LR 1BA Home Theater, Pool Table

Tastefully furnished repose home

6.0 out of 10, (3)
"The neighborhood is not safe at all. "
Tastefully furnished repose home

Fall Lake Cottage near Treehouse Brewery & Amazon Warehouse with King Beds

9.0 out of 10, Wonderful, (8)
"We loved this cottage! It's right on Glen Echo Lake in Charlton, perfect for a romantic getaway. The cottage was spacious and the king sized bed was wonderfully comfortable. The bathroom has two sinks and two shower heads. The furniture was all comfortable and clean. There's a smart TV so you can get all your streaming services and YouTube. The living room couch power reclines and is dangerously comfortable. Everything looked new and modern. The kitchen comes with all the essentials: pots and...
Fall Lake Cottage near Treehouse Brewery & Amazon Warehouse with King Beds

Quiet and Cozy Campground Cabin near the lake

9.4 out of 10, Exceptional, (3)
"Cute and cozy cabin with friendly staff, close to everything"
Quiet and Cozy Campground Cabin near the lake
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.
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Other types of properties in Monson you may be interested in

MGM Springfield

4.0 star property
8.8 out of 10, Excellent, (1227)
"Fun"
The price is AU$284
includes taxes & fees
25 Nov - 26 Nov
MGM Springfield

Days Inn by Wyndham Windsor Locks / Bradley Intl Airport

2.0 star property
6.6 out of 10, (1429)
"I was told that there was 24/7 shuttle service from Bradley Int. Airport. I called from Minneapolis as I got onto my flight and confirmed that there was such service. To my shock, when I arrived at BDL, I called Days Inn and there was NO service. The night manager could barely speak into the phone but I understood her to say, "Take a taxi". It wasn't the terribile but I had had a long day of travel and to wait at 1am for a LYFT as there were no taxis."
The price is AU$126
includes taxes & fees
1 Dec - 2 Dec
Days Inn by Wyndham Windsor Locks / Bradley Intl Airport

Wellsworth Hotel

3.0 star property
9.2 out of 10, Wonderful, (1015)
"Cable was out on last day."
The price is AU$178
includes taxes & fees
1 Dec - 2 Dec
Wellsworth Hotel
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.
Beautiful view of the beach with palm trees

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Frequently asked questions

Are there holiday rentals in Monson?

Yes, there are holiday rentals close to the most popular sights in Monson, 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 Monson has to offer?

Secluded 2-acre Lake Front Home! Special off-season rates!: This holiday home rental outside of Monson is located on a lake, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

What’s there to see and do in Monson?

Peaked Mountain and Quaboag River are a couple of lovely local spots to get outside and enjoy nature. While here, Monson Town Hall and Cedar Swamp are other places worth a visit.

What’s a holiday rental in Monson like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Monson. Holiday rentals feature amenities such as hot tubs, fire pits and patios so your stay will be comfortable. If you're concerned about cleanliness, holiday rentals can offer a sense of security away from public hotel lifts and busy lobbies while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive choice for small groups.