Photo by Jim Stamatopoulos

Monson Holiday Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
13 Jul - 14 Jul
Tomorrow
14 Jul - 15 Jul
Next weekend
18 Jul - 20 Jul
In two weeks
25 Jul - 27 Jul

Holiday Rentals in Monson

Home in the woods
Stroll through the beautifully manicured garden surrounding this charming two-story home.

Home in the woods

9.4 out of 10, Exceptional, (27)
"Very Large home with well equipped kitchen. Beds were all very comfortable. Host was very attentive to our needs and questions during our stay."
Home in the woods
Lakefront - King - W&D - Fire Pit - Kayaks - SUPs
Relax in this spacious room with a high ceiling and comfortable seating area.

Lakefront - King - W&D - Fire Pit - Kayaks - SUPs

9.8 out of 10, Exceptional, (23)
"This property had easy access to the lake and had nice character. it was a quick overnight and wished we had more time to enjoy it. Kitchen pots and pans and bath towels could be updated. Bathroom door needs attention as its hard to close."
The price is HK$1,782
HK$3,273 total
includes taxes & fees
21 Jul - 22 Jul
Lakefront - King - W&D - Fire Pit - Kayaks - SUPs
Close to Downtown/UMASS Walk-Out Basement Condo with game room & big backyard!
Enjoy cooking in this well-lit kitchen with a central island, stainless steel appliances, and a brick backsplash.

Close to Downtown/UMASS Walk-Out Basement Condo with game room & big backyard!

9.6 out of 10, Exceptional, (4)
"Great property! Thank you for a wonderful stay."
The price is HK$1,476
HK$2,990 total
includes taxes & fees
14 Jul - 15 Jul
Close to Downtown/UMASS Walk-Out Basement Condo with game room & big backyard!
Amazing lake house with everything you need!
Enjoy meals with family and friends in this cozy dining area, complete with a round table and comfortable seating for four.

Amazing lake house with everything you need!

10.0 out of 10, Exceptional, (14)
"Look ing forward to booking again. Summer would be great to use the lake.Brad was very nice and easy to get ahold of. Loved this place!!!!"
Amazing lake house with everything you need!
Dove Cabin up in the Trees
Escape to a serene forest retreat with a cozy cabin featuring a gabled roof and inviting front porch.

Dove Cabin up in the Trees

10.0 out of 10, Exceptional, (14)
"This is the sweetest property to stay in when visiting Brimfield market. I highly suggest any of the cabins on the property "
The price is HK$1,378
HK$2,037 total
includes taxes & fees
14 Jul - 15 Jul
Dove Cabin up in the Trees
Treehouse - Countryside - Farm Animals - Fire Pit
Relax in a serene outdoor space with a gazebo, cushioned bench, and wicker chairs.

Treehouse - Countryside - Farm Animals - Fire Pit

9.8 out of 10, Exceptional, (26)
"Safe, inviting stay."
The price is HK$1,452
HK$2,815 total
includes taxes & fees
22 Jul - 23 Jul
Treehouse - Countryside - Farm Animals - Fire Pit
Easthampton Vacation Rental - Walk to Breweries!
Enter a cozy space with a comfortable room featuring a dresser and TV.

Easthampton Vacation Rental - Walk to Breweries!

9.6 out of 10, Exceptional, (19)
"Our group had a wonderful time and we will not hesitate to book again in the future. The place was exceptionally clean, well appointed, and very comfortable. Overall it was a great experience! "
The price is HK$856
HK$1,885 total
includes taxes & fees
17 Jul - 18 Jul
Easthampton Vacation Rental - Walk to Breweries!
Charming Chicopee Getaway
Kitchen features a white stove, cabinetry, and a coffee maker.

Charming Chicopee Getaway

The price is HK$1,091
HK$2,510 total
includes taxes & fees
12 Aug - 13 Aug
Charming Chicopee Getaway
Upscaled Home In A Quiet Neighborhood! You Have the Entire Home to Yourself!
Relax in style with a comfortable sofa, tufted armchair, and sleek coffee table.

Upscaled Home In A Quiet Neighborhood! You Have the Entire Home to Yourself!

9.6 out of 10, Exceptional, (31)
"Very clean, good host, well stocked kitchen, good location in Springfield, good beds and bathrooms, quiet. Living room and dining room have very unusual dramatic red furniture and a throne chair, but we enjoyed the eccentric touch. "
The price is HK$1,531
HK$2,583 total
includes taxes & fees
31 Jul - 1 Aug
Upscaled Home In A Quiet Neighborhood! You Have the Entire Home to Yourself!
Newly Built Barn Loft in Pioneer Valley
Relax in this spacious living area with a kitchen, dining, and seating space, featuring a large mirror and a TV.

Newly Built Barn Loft in Pioneer Valley

2.0 star property
9.4 out of 10, Exceptional, (14)
"This was a sweet place to stay while we were in the area for a graduation. It is a beautiful little apartment with everything we needed, cozy and quiet, and Lucienne’s communications were clear and welcoming!"
The price is HK$1,236
HK$1,655 total
includes taxes & fees
14 Jul - 15 Jul
Newly Built Barn Loft in Pioneer Valley
5 bedroom in the center of Springfield .
Relax in a cozy seating area with a sofa and table, overlooking a scenic view.

5 bedroom in the center of Springfield .

9.0 out of 10, Wonderful, (7)
"As advertised, great communication, would stay there again!"
5 bedroom in the center of Springfield .
PICON COZY
Enjoy cooking in this fully equipped kitchen with a microwave, coffee maker, and refrigerator.

PICON COZY

7.6 out of 10, Good, (67)
"This home has the basics and is reasonably comfortable. The parking is good and the area is walkable. It was adequate for my needs. "
The price is HK$530
HK$1,269 total
includes taxes & fees
14 Jul - 15 Jul
PICON COZY
Button's Modern Luxury Walkup Downtown Northampton
Oven, stovetop, dishwasher

Button's Modern Luxury Walkup Downtown Northampton

The price is HK$1,962
HK$3,963 total
includes taxes & fees
16 Jul - 17 Jul
Button's Modern Luxury Walkup Downtown Northampton
Charming Farmhouse w/ Pool & Fishing Pond!
Enjoy cooking in this well-equipped kitchen with a stove, sink, and dishwasher.

Charming Farmhouse w/ Pool & Fishing Pond!

10.0 out of 10, Exceptional, (13)
"Everything about the house and property was exactly as described. We had the best time there with plenty of space to spread out. It was very clean and comfortable. The kids had so much fun exploring and they visited the ice cream shop everyday that it was open.We will definitely stay here again."
Charming Farmhouse w/ Pool & Fishing Pond!
Luxury Home, Pool, fireplace
Traditional home with a charming porch and garden.

Luxury Home, Pool, fireplace

10.0 out of 10, Exceptional, (27)
"The property allowed for my extended family to gather under one roof and spend quality time together in a beautiful and quaint setting. "
Luxury Home, Pool, fireplace
Spacious 4-bedroom condo with AC and WiFi in charming Enfield
Enjoy cooking in this well-equipped kitchen with a stainless steel range hood, black oven, and white refrigerator.

Spacious 4-bedroom condo with AC and WiFi in charming Enfield

10.0 out of 10, Exceptional, (1)
"I had a family event in the area and needed a place for 8 people that was of better value than hotel rooms. This location was the perfect option."
The price is HK$1,648
HK$4,164 total
includes taxes & fees
14 Jul - 15 Jul
Spacious 4-bedroom condo with AC and WiFi in charming Enfield
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
Enjoy dining or relaxing on this deck overlooking a serene body of water, surrounded by trees.

Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake

9.8 out of 10, Exceptional, (13)
"Just a nice lake house!!"
The price is HK$1,177
HK$2,726 total
includes taxes & fees
31 Jul - 1 Aug
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
Charming Cottage by the Lake❤️
Relax on the deck with a round table and four comfortable chairs, surrounded by lush greenery and a charming wooden structure.

Charming Cottage by the Lake❤️

9.8 out of 10, Exceptional, (14)
"My friends and I had a very lovely weekend. The cottage is well equipped, well maintained, very clean. I loved being able to bring my doggie with me. "
Charming Cottage by the Lake❤️
Privacy, entertainment, comfort galore 2 BR LR 1BA Home Theater, Pool Table
Enjoy cooking in this well-equipped kitchen with a granite countertop, stainless steel appliances, and ample storage.

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

10.0 out of 10, Exceptional, (68)
"Great stay with good amenities. Thanks for the tea!"
Privacy, entertainment, comfort galore 2 BR LR 1BA Home Theater, Pool Table
Charming -Clean-4-bedroom house with AC and WiFi in wonderful Springfield
Fully equipped kitchen with gas stove, oven, microwave, and coffee maker.

Charming -Clean-4-bedroom house with AC and WiFi in wonderful Springfield

9.0 out of 10, Wonderful, (2)
"Mini family vacation. The property was pleasant and convenient to the Museums and Zoo.This is not specific to this stay, but I wish the fees would be available prior to the booking/ payment process. We had to stop the booking of a different property for this trip when the hidden fees more than doubled the cost of the rental."
The price is HK$1,625
HK$2,850 total
includes taxes & fees
17 Jul - 18 Jul
Charming -Clean-4-bedroom house with AC and WiFi in wonderful Springfield
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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?

Amazing lake house with everything you need! : This holiday home rental outside of Monson is located on a lake, and has a patio, a selection of games and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

What’s there to see and do in Monson?

Brimfield State Forest and Peaked Mountain 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.