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Monson Holiday Rentals

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Monson holiday rentals

A wooden deck with outdoor furniture, overlooking a lake with boats and houses in the background.

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

Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
Stafford
9.6 out of 10, Exceptional, (49 reviews)
"Better than pictured. Beautiful lake and decks! Super comfortable living room furniture. Near great local restaurants."
United States
Julianne
The price is AU$457
includes taxes & fees
19 Oct - 20 Oct
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
A wooden bench and a small wooden bridge in a natural setting with greenery and a stream.

2. Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8

Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8
Brimfield
9.4 out of 10, Exceptional, (11 reviews)
"What a beautiful set up for a pet friendly family stay - candles lit upon arrival and a child’s room filled with toys ready to be enjoyed."
United States
Gregory C.
The price is AU$305
includes taxes & fees
20 Oct - 21 Oct
Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8
A wooden cabin with a glass upper floor, surrounded by a forest.

3. Dove Cabin up in the Trees

Dove Cabin up in the Trees
Holland
9.8 out of 10, Exceptional, (38 reviews)
"Wonderful cabin wishing it was a waterfront"
United States
Magdalena W.
The price is AU$371
includes taxes & fees
21 Oct - 22 Oct
Dove Cabin up in the Trees
A room with a blue wall, a mirror, a table with chairs, potted plants, and a Christmas tree.

4. Charming 1-bedroom apartment with AC & Breakfast in Sturbridge

Charming 1-bedroom apartment with AC & Breakfast in Sturbridge
Sturbridge
4.0 out of 10, (1 review)
The price is AU$186
includes taxes & fees
23 Oct - 24 Oct
Charming 1-bedroom apartment with AC & Breakfast in Sturbridge
A room with a bed, a bookshelf, a TV, a fireplace, and a door leading to another room.

5. Spacious 2,000 Sq Ft New England Retreat - 2BR/2BA Walk to Shops and Restaurants

Spacious 2,000 Sq Ft New England Retreat - 2BR/2BA Walk to Shops and Restaurants
Somers
9.8 out of 10, Exceptional, (11 reviews)
"Fantastic host. Went out of their way to make our stay very pleasant. Beautiful historic home that felt very welcoming and cozy even though it is so big!"
United States
John
The price is AU$529
includes taxes & fees
21 Oct - 22 Oct
Spacious 2,000 Sq Ft New England Retreat - 2BR/2BA Walk to Shops and Restaurants
A living room with two brown leather sofas, a glass coffee table, a white rug, a ceiling fan, and a door with curtains.

6. Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield

Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield
Boston Road
8.6 out of 10, Excellent, (22 reviews)
"Location was perfect for us; 10 minutes from family. Host was responsive; we had a lovely stay in Springfield."
United States
Beth P.
The price is AU$557
includes taxes & fees
19 Oct - 20 Oct
Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield
A living room with two sofas, a coffee table, and a potted plant.

7. Cozy 3-bedroom Duplex2 in beautiful Springfield with WiFi, central AC

Cozy 3-bedroom Duplex2 in beautiful Springfield with WiFi, central AC
Boston Road
9.2 out of 10, Wonderful, (13 reviews)
"Great stay"
United States
Angelina O.
The price is AU$557
includes taxes & fees
19 Oct - 20 Oct
Cozy 3-bedroom Duplex2 in beautiful Springfield with WiFi, central AC
A group of people seated around a fire pit in a garden with a gazebo and trees in the background.

8. Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing

Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing
Willington
9.6 out of 10, Exceptional, (21 reviews)
"We loved the ambience, super quiet, my kids love the animals The host was super comunicative making sure we was good during our stay"
United States
Silvino
The price is AU$298
includes taxes & fees
20 Oct - 21 Oct
Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing
A wooden gazebo with a metal roof, surrounded by a brick patio with outdoor seating.

9. Serene 1-bedroom suite on 75 acre horse property

Serene 1-bedroom suite on 75 acre horse property
Belchertown
10.0 out of 10, Exceptional, (38 reviews)
"Not your average stay! This place is super cool!!"
United States
Wayne B.
The price is AU$355
includes taxes & fees
28 Oct - 29 Oct
Serene 1-bedroom suite on 75 acre horse property
A modern living room with a leather sofa, a coffee table, and a dining table. There are two windows providing natural light, a ceiling light fixture, and a trash can.

10. Newly Built Barn Loft in Pioneer Valley

Newly Built Barn Loft in Pioneer Valley
Belchertown
9.6 out of 10, Exceptional, (38 reviews)
"The host was so responsive and made sure everything was perfect! It was the cutest and most comfy set up! With an adorable town beach 5 min down the road! Highly recommend!"
United States
Nora M.
The price is AU$308
includes taxes & fees
21 Oct - 22 Oct
Newly Built Barn Loft in Pioneer Valley
A room with a blue wall, a mirror, a table with chairs, potted plants, and a Christmas tree.

11. Modern 1-bedroom apartment in peaceful Sturbridge with AC

Modern 1-bedroom apartment in peaceful Sturbridge with AC
Sturbridge
6.0 out of 10, (3 reviews)
"Clean place short drive to all Sturbridge attractions."
United States
Lynn M. T.
The price is AU$188
includes taxes & fees
29 Oct - 30 Oct
Modern 1-bedroom apartment in peaceful Sturbridge with AC
A modern living room with a sofa, a coffee table, and a red patterned rug.

12. Cozy & Spacious Entire Home in Springfield

Cozy & Spacious Entire Home in Springfield
Forest Park
9.6 out of 10, Exceptional, (51 reviews)
"House was super clean, coffee was a nice surprise. Comfy beds, quiet street. Super close to the Big E. Thanks Rose!"
United States
Brian
The price is AU$487
includes taxes & fees
19 Oct - 20 Oct
Cozy & Spacious Entire Home in Springfield
A wooden cabin with a balcony and stairs, surrounded by trees.

13. Treehouse - Countryside - Farm Animals - Fire Pit

Treehouse - Countryside - Farm Animals - Fire Pit
Willington
9.4 out of 10, Exceptional, (37 reviews)
"The tree house was amazing! The surroundings are great, flower garden, farm animals, and the hosts were very friendly and gracious. Our kids loved feeding the sheep with Carmen. Highly recommend!"
United States
Esther R.
The price is AU$339
includes taxes & fees
20 Oct - 21 Oct
Treehouse - Countryside - Farm Animals - Fire Pit
Exterior

14. Work, Play & Stay! Apt Near Holyoke Medical Center

Work, Play & Stay! Apt Near Holyoke Medical Center
Holyoke
10.0 out of 10, Exceptional, (3 reviews)
"Closer to downtown able to"
United States
Jeremy R.
The price is AU$494
includes taxes & fees
19 Oct - 20 Oct
Work, Play & Stay! Apt Near Holyoke Medical Center
A two-story house with a front porch, a sign reading "Victory Residence," and the address "1785."

15. Modern Studio Ideal for Traveling Professionals

Modern Studio Ideal for Traveling Professionals
Holyoke
10.0 out of 10, Exceptional, (4 reviews)
"The room was very clean and modern. The check-in process was easy and I had the best rest that I had in a long time. Being in the lower level with no windows provided a very quiet and dark ambiance at night. There is ample lighting throughout the unit if needed though, you can really unplug here. I would definitely stay here again"
United States
Kebreab H.
The price is AU$361
includes taxes & fees
19 Oct - 20 Oct
Modern Studio Ideal for Traveling Professionals
A spacious living room with a large sectional sofa, wooden flooring, and a high ceiling with skylights.

16. Sleeps 15 • Pool • Retreat

Sleeps 15 • Pool • Retreat
Brimfield
10.0 out of 10, Exceptional, (39 reviews)
"It was a beautiful property. Well-tended and all the amenities. Loved the view in morning and evening of mountains and sun / moon."
United States
Daniel C.
The price is AU$2,423
includes taxes & fees
20 Oct - 21 Oct
Sleeps 15 • Pool • Retreat
A grassy outdoor area with a hammock, chairs, and a stone wall.

17. Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6

Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6
Ware
9.8 out of 10, Exceptional, (27 reviews)
"Nice place to stay a lot of family activities on the premises short distance to shopping and attractions"
United States
Andrew
The price is AU$322
includes taxes & fees
3 Nov - 4 Nov
Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6
A modern living room with a sofa, a coffee table, and a rug.

18. Entire guest suite in South Windsor, Connecticut

Entire guest suite in South Windsor, Connecticut
South Windsor
10.0 out of 10, Exceptional, (12 reviews)
"Very clean and spacious! Would definitely recommend."
United States
Husam
The price is AU$191
includes taxes & fees
2 Nov - 3 Nov
Entire guest suite in South Windsor, Connecticut
A modern reception area with a counter, two chairs, a small table, and a carpeted floor.

19. 1 King Bed|Smoking, Micfridge

1 King Bed|Smoking, Micfridge
Enfield
10.0 out of 10, Exceptional, (5 reviews)
The price is AU$107
includes taxes & fees
2 Nov - 3 Nov
1 King Bed|Smoking, Micfridge
A lakeside view with a sandy beach, kayaks, and a 'No Dogs' sign.

20. Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks

Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks
Coventry Lake
9.0 out of 10, Wonderful, (49 reviews)
"Very peaceful and beautiful area. Well needed relaxing time. Highly recommend! Also Host was exceptional and attentive."
United States
Melissa
The price is AU$364
includes taxes & fees
20 Oct - 21 Oct
Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks
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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Top Monson Hotel Reviews

Candlewood Suites Windsor Locks Bradley Arpt by IHG

Candlewood Suites Windsor Locks Bradley Arpt by IHG

10/10 Excellent
"Affordable and the rooms are excellent. Night time entertainment is steps away from there. 11/10 would recommend"
Tanner 3-night trip
Posted 5 hours ago
Candlewood Suites Windsor Locks Bradley Arpt by IHG

Find out more about Monson

Everything you need to know about Monson holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Monson holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Monson holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Monson holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Monson. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Monson holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Monson holiday rentals we have selected for you start as low as AU$186 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Monson rentals

At Expedia, we put the best Monson holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Monson rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Monson holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Monson. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8: This holiday home rental outside of Monson is located in a rural location, and has a garden, 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?

Peaked Mountain and Quaboag River are a couple of lovely local spots to get outside and enjoy nature. While here, Monson Town Hall and Brimfield State Forest 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.