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Monson Vacation Rentals

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Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Monson vacation rentals

A round metal fire pit with grilling tools and a red chair in the background.

1. 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.
$179 nightly
The price is $200
Nov 1 - Nov 2
Total with taxes and fees
Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8
A wooden deck with outdoor furniture, overlooking a lake with boats and houses in the background.

2. Serene 2-bedroom, 2-bath lakefront retreat on Staffordville Lake for 5 people.

Serene 2-bedroom, 2-bath lakefront retreat on Staffordville Lake for 5 people.
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
$264 nightly
The price is $301
Nov 10 - Nov 11
Total with taxes and fees
Serene 2-bedroom, 2-bath lakefront retreat on Staffordville Lake for 5 people.
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, (39 reviews)
"Wonderful cabin wishing it was a waterfront"
United States
Magdalena W.
$244 nightly
The price is $257
Oct 31 - Nov 1
Total with taxes and fees
Dove Cabin up in the Trees
A group of people seated around a fire pit in a garden with a gazebo and trees in the background.

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

Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing
Willington
9.6 out of 10, Exceptional, (23 reviews)
"The place was unique and cozy. The hosts were very friendly and our stay was great"
United States
Stacy
$196 nightly
The price is $224
Nov 3 - Nov 4
Total with taxes and fees
Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing
A white building with a porch and a stone border.

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, (12 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
$316 nightly
The price is $358
Nov 2 - Nov 3
Total with taxes and fees
Spacious 2,000 Sq Ft New England Retreat - 2BR/2BA Walk to Shops and Restaurants
A wooden cabin with a balcony and stairs, surrounded by trees.

6. Treehouse - Countryside - Farm Animals - Fire Pit

Treehouse - Countryside - Farm Animals - Fire Pit
Willington
9.4 out of 10, Exceptional, (37 reviews)
"Beautiful treehouse with everything you need. My kids loved picking blueberries and meeting the farm animals!"
United States
Lauren B.
$194 nightly
The price is $221
Nov 1 - Nov 2
Total with taxes and fees
Treehouse - Countryside - Farm Animals - Fire Pit
A living room with two brown leather sofas, a glass coffee table, a white rug, a ceiling fan, and a door with curtains.

7. 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, (24 reviews)
"Location was perfect for us; 10 minutes from family. Host was responsive; we had a lovely stay in Springfield."
United States
Beth P.
$344 nightly
The price is $390
Nov 1 - Nov 2
Total with taxes and fees
Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield
A wooden gazebo with a metal roof, surrounded by a brick patio with outdoor seating.

8. 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, (39 reviews)
"Not your average stay! This place is super cool!!"
United States
Wayne B.
$254 nightly
The price is $268
Nov 30 - Dec 1
Total with taxes and fees
Serene 1-bedroom suite on 75 acre horse property
A living room with two sofas, a coffee table, and a potted plant.

9. 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)
"Our stay was fantastic. Check in was super smooth and the host was very responsive. I would definitely stay here again in the future."
United States
Nicholas T.
$344 nightly
The price is $390
Nov 1 - Nov 2
Total with taxes and fees
Cozy 3-bedroom Duplex2 in beautiful Springfield with WiFi, central AC
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, (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.
$228 nightly
The price is $241
Nov 1 - Nov 2
Total with taxes and fees
Newly Built Barn Loft in Pioneer Valley
A two-story house with a front porch, a small entryway, and a set of stairs leading to the front door.

11. Bling nest

Bling nest
Ludlow
$337 nightly
The price is $376
Nov 2 - Nov 3
Total with taxes and fees
Bling nest
A room with a blue wall, a mirror, a table with chairs, potted plants, and a Christmas tree.

12. 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.
$115 nightly
The price is $128
Nov 1 - Nov 2
Total with taxes and fees
Modern 1-bedroom apartment in peaceful Sturbridge with AC
A grassy outdoor area with a hammock, chairs, and a stone wall.

13. 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)
"This was a super cozy ,cute place to stay . Host had muffins , juice and milk for us. The property was quiet and very peaceful."
United States
theresa H.
$183 nightly
The price is $193
Nov 3 - Nov 4
Total with taxes and fees
Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6
A two-story house with a porch, a flag, and potted plants.

14. The Little Blue Bird · 5 Mi UConn · 2 Min I-84

The Little Blue Bird · 5 Mi UConn · 2 Min I-84
Willington
10.0 out of 10, Exceptional, (2 reviews)
"Great place! Great communication! Highly recommended for 1-2 people."
United States
Jeff G.
$144 nightly
The price is $163
Nov 5 - Nov 6
Total with taxes and fees
The Little Blue Bird · 5 Mi UConn · 2 Min I-84
A modern reception area with a counter, two chairs, a small table, and a carpeted floor.

15. 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.
$66 nightly
The price is $76
Nov 1 - Nov 2
Total with taxes and fees
1 King Bed|Non-Smoking,Micfridge
A modern living room with a sofa, a coffee table, and a red patterned rug.

16. Cozy & Spacious Entire Home in Springfield

Cozy & Spacious Entire Home in Springfield
Forest Park
9.6 out of 10, Exceptional, (53 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
$314 nightly
The price is $356
Nov 3 - Nov 4
Total with taxes and fees
Cozy & Spacious Entire Home in Springfield
A two-story house with a front porch, a sign reading "Victory Residence," and the address "1785."

17. 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.
$199 nightly
The price is $222
Nov 2 - Nov 3
Total with taxes and fees
Modern Studio Ideal for Traveling Professionals
Exterior

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

Work, Play & Stay! Apt Near Holyoke Medical Center
Holyoke
10.0 out of 10, Exceptional, (4 reviews)
"Beautiful apartment! Amazing finishes, well appointed, pristine apartment in Holyoke. Great communication from the host. A quick trip to Dam Coffee Shop for great coffee and breakfast options. Not too far from Stop & Shop for food and short ride to highway. Would book this spot again."
United States
Yvonne A.
$261 nightly
The price is $292
Nov 2 - Nov 3
Total with taxes and fees
Work, Play & Stay! Apt Near Holyoke Medical Center
A modern kitchen with white cabinets, stainless steel appliances, and a granite countertop.

19. Cozy 2-Bedroom Springfield Home 1.5 Baths

Cozy 2-Bedroom Springfield Home 1.5 Baths
Six Corners
$219 nightly
The price is $249
Nov 2 - Nov 3
Total with taxes and fees
Cozy 2-Bedroom Springfield Home 1.5 Baths
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

Red Roof Inn PLUS+ West Springfield

Red Roof Inn PLUS+ West Springfield

10/10 Excellent
"Clean and nice staff"
Tiffany 15-night trip
Posted 2 hours ago
Red Roof Inn PLUS+ West Springfield

Find out more about Monson

Everything you need to know about Monson vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Monson vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Monson vacation 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 low season months. For more hustle and bustle, you may prefer to visit Monson in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $128 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Monson rentals

At Expedia, we put the best Monson vacation 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 vacation.

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.

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Frequently asked questions

Are there vacation rentals in Monson?

Yes, we give you a choice of vacation rentals near the most popular attractions in Monson, or you can select a more secluded option if you're looking for a relaxing stay.

What's the top vacation rental that Monson has to offer?

Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8: This vacation home rental near Monson is located in a rural location and has a garden, a selection of games, and a barbecue grill 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 vacation rental in Monson like?

A vacation rental is a private property you can stay in for a long or short time in Monson. Vacation rentals feature amenities such as laundry facilities and kitchens to help you enjoy your stay. If you're concerned about a sanitized environment, vacation rentals can provide a sense of security away from public hotel elevators and busy reception areas while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular choice for families.