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Holiday Rentals in Monson

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Our top choices for Monson holiday rentals

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 €286
includes taxes & fees
26 Oct - 27 Oct
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake

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
9.2 out of 10, Wonderful, (12 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 €194
includes taxes & fees
27 Oct - 28 Oct
Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8

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 €235
includes taxes & fees
28 Oct - 29 Oct
Dove Cabin up in the Trees

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 €122
includes taxes & fees
24 Oct - 25 Oct
Charming 1-bedroom apartment with AC & Breakfast in Sturbridge

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

Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield
Boston Road
8.8 out of 10, Excellent, (23 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 €352
includes taxes & fees
25 Oct - 26 Oct
Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield

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

Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing
Willington
9.6 out of 10, Exceptional, (22 reviews)
"Gorgeous property and quiet which helped me sleep very well! I will be returning"
United States
Debra
The price is €192
includes taxes & fees
26 Oct - 27 Oct
Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing

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
9.0 out of 10, Wonderful, (14 reviews)
"Great stay"
United States
Angelina O.
The price is €352
includes taxes & fees
25 Oct - 26 Oct
Cozy 3-bedroom Duplex2 in beautiful Springfield with WiFi, central AC

8. 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 €319
includes taxes & fees
26 Oct - 27 Oct
Spacious 2,000 Sq Ft New England Retreat - 2BR/2BA Walk to Shops and Restaurants

9. 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 €118
includes taxes & fees
25 Oct - 26 Oct
Modern 1-bedroom apartment in peaceful Sturbridge with AC

10. 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 €223
includes taxes & fees
28 Oct - 29 Oct
Serene 1-bedroom suite on 75 acre horse property

11. Newly Built Barn Loft in Pioneer Valley

Newly Built Barn Loft in Pioneer Valley
Belchertown
9.6 out of 10, Exceptional, (39 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 €193
includes taxes & fees
4 Nov - 5 Nov
Newly Built Barn Loft in Pioneer Valley

12. 1 King Bed|Non-Smoking,Micfridge

1 King Bed|Non-Smoking,Micfridge
Enfield
9.0 out of 10, Wonderful, (7 reviews)
"We appreciate the cleanliness, climate and convenience of location. The motel was reasonably priced and adequate for our needs."
United States
Edward N.
1 King Bed|Non-Smoking,Micfridge

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 €234
includes taxes & fees
28 Oct - 29 Oct
Treehouse - Countryside - Farm Animals - Fire Pit

14. 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 €194
includes taxes & fees
27 Oct - 28 Oct
Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6

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 €227
includes taxes & fees
20 Nov - 21 Nov
Modern Studio Ideal for Traveling Professionals

16. Cozy & Spacious Entire Home in Springfield

Cozy & Spacious Entire Home in Springfield
Forest Park
9.6 out of 10, Exceptional, (52 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 €308
includes taxes & fees
25 Oct - 26 Oct
Cozy & Spacious Entire Home in Springfield

17. 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 €296
includes taxes & fees
21 Nov - 22 Nov
Work, Play & Stay! Apt Near Holyoke Medical Center

18. Cozy 2-Bedroom Springfield Home 1.5 Baths

Cozy 2-Bedroom Springfield Home 1.5 Baths
Six Corners
The price is €225
includes taxes & fees
19 Nov - 20 Nov
Cozy 2-Bedroom Springfield Home 1.5 Baths

19. Lakefront Property with Scenic View - All Seasons!

Lakefront Property with Scenic View - All Seasons!
Enfield
10.0 out of 10, Exceptional, (2 reviews)
"My family and I stayed in this lovely cottage the night before our son’s graduation from UConn (approx 49 mins from campus). It was very clean, in a quiet neighborhood and perfect for our needs. Communication with the host was great. We look forward to staying here again in the future."
United States
Diana M.
The price is €404
includes taxes & fees
26 Oct - 27 Oct
Lakefront Property with Scenic View - All Seasons!

20. Modern 3BR Duplex - Sleeps 6 - Off-Street Parking

Modern 3BR Duplex - Sleeps 6 - Off-Street Parking
East Springfield
Modern 3BR Duplex - Sleeps 6 - Off-Street Parking
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

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, apart-hotels, 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 favorite 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 depends 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 €122 per night. Entering your travel dates in the search wizard you might find 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.