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Holiday Homes in Monson

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Monson holiday homes

A wooden bench and a small wooden bridge in a natural setting with greenery and a stream.

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, (10 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 NZ$403
includes taxes & fees
14 Oct - 15 Oct
Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8
A living room with two brown leather sofas, a glass coffee table, a white rug, a ceiling fan, and a door with curtains.

2. 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, (21 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 NZ$676
includes taxes & fees
9 Oct - 10 Oct
Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield
A room with a bed, a bookshelf, a TV, a fireplace, and a door leading to another room.

3. 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
9.6 out of 10, Exceptional, (10 reviews)
"This is a real gem of a find! I loved our stay here. GPS does take you to the back of the building but it’s located next to a large parking lot. Plenty of parking which was great for us because we have an extended cab f350 ford that does not fit into most parking spaces. The other great thing about this house is multiple showers and bathrooms. This is so rare in a CT house. I must’ve searched for hours. The host Pam was super friendly and was so quick to respond. The house was super stocked with...
United States
Jenny
The price is NZ$633
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 sofas, a coffee table, and a potted plant.

4. 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 NZ$702
includes taxes & fees
18 Oct - 19 Oct
Cozy 3-bedroom Duplex2 in beautiful Springfield with WiFi, central AC
A modern living room with a black leather sofa set, a glass coffee table, and a patterned rug.

5. Beautifully Renovated First-Floor Apartment Getaway

Beautifully Renovated First-Floor Apartment Getaway
Forest Park
9.4 out of 10, Exceptional, (6 reviews)
"This was a spacious 4 bedroom. Clean and smooth check in and out. Thank you for having me and my guest "
United States
Alyssa A.
The price is NZ$607
includes taxes & fees
3 Nov - 4 Nov
Beautifully Renovated First-Floor Apartment Getaway
A modern living room with a sofa, a coffee table, and a red patterned rug.

6. 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 NZ$594
includes taxes & fees
18 Oct - 19 Oct
Cozy & Spacious Entire Home in Springfield
Property grounds

7. 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 NZ$783
includes taxes & fees
13 Oct - 14 Oct
Lakefront Property with Scenic View - All Seasons!
A dining area with a round table, four chairs, and a kitchen in the background.

8. Cozy 2-Bedroom Springfield Home 1.5 Baths

Cozy 2-Bedroom Springfield Home 1.5 Baths
Six Corners
The price is NZ$442
includes taxes & fees
12 Oct - 13 Oct
Cozy 2-Bedroom Springfield Home 1.5 Baths
A grassy outdoor area with a hammock, chairs, and a stone wall.

9. 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 NZ$380
includes taxes & fees
3 Nov - 4 Nov
Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6
A spacious living room with a large sectional sofa, wooden flooring, and a high ceiling with skylights.

10. 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 NZ$3,039
includes taxes & fees
14 Oct - 15 Oct
Sleeps 15 • Pool • Retreat
A covered porch with two black wicker chairs and a small table, a striped rug, and a view of neighboring houses and a fire truck.

11. Beautiful 4BR 2 Bathroom House with Parking

Beautiful 4BR 2 Bathroom House with Parking
Forest Park
9.8 out of 10, Exceptional, (15 reviews)
"The hosts were super accommodating. The house was very clean with towels and shower stuff available."
United States
Julia S.
The price is NZ$1,279
includes taxes & fees
11 Oct - 12 Oct
Beautiful 4BR 2 Bathroom House with Parking
A living room with a green sofa, a fireplace, and a television.

12. Stylish 4BR 2 Bathroom Home in Forest Park

Stylish 4BR 2 Bathroom Home in Forest Park
Forest Park
10.0 out of 10, Exceptional, (5 reviews)
"The house was in a great location it was minutes away from the Big E Fairgrounds and MGM Casino."
United States
HEATHER D.
The price is NZ$1,343
includes taxes & fees
9 Oct - 10 Oct
Stylish 4BR 2 Bathroom Home in Forest Park
A spacious living room with a large black sofa, a coffee table, and a fireplace. There are multiple doors leading to other rooms, and the walls are adorned with framed artwork.

13. Newly Renovated 6-Bedroom, 2-Bath Single-Family Home

Newly Renovated 6-Bedroom, 2-Bath Single-Family Home
Forest Park
8.0 out of 10, Very good, (1 review)
"Host makes exceptional efforts to make improvements when needed.The 3 levels provided individual privacy for our large group. We had a pleasant stay.Thank you Rose for your friendly hospitality."
United States
SCOTT C.
The price is NZ$1,190
includes taxes & fees
13 Oct - 14 Oct
Newly Renovated 6-Bedroom, 2-Bath Single-Family Home
A modern living room with a sofa, a coffee table, and a rug.

14. Entire guest suite in South Windsor, Connecticut

Entire guest suite in South Windsor, Connecticut
South Windsor
10.0 out of 10, Exceptional, (11 reviews)
"Good location"
United States
Arthur
The price is NZ$212
includes taxes & fees
11 Oct - 12 Oct
Entire guest suite in South Windsor, Connecticut
A two-story house with a porch, a large tree in front, and a mailbox.

15. Modern Victorian 3BR 2BA Apt with Parking

Modern Victorian 3BR 2BA Apt with Parking
McKnight
10.0 out of 10, Exceptional, (3 reviews)
"This is a beautiful old Victorian home. Very well maintained and very well appointed. The hosts are attentive and respond to questions promptly. The house was well stocked with all essentials Highly recommended."
United States
Brandi S.
The price is NZ$1,245
includes taxes & fees
11 Oct - 12 Oct
Modern Victorian 3BR 2BA Apt with Parking
A spacious deck with wicker furniture, large windows offering a view of a lake and trees, and a wooden ceiling.

16. Lake House in Sturbridge w/All the Views!

Lake House in Sturbridge w/All the Views!
Sturbridge
9.6 out of 10, Exceptional, (24 reviews)
"Pictures don't do this house justice! Great communication from start to finish, very clean house & property, coolest house we've ever stayed at. Hope to stay again!"
United States
Mike T.
Lake House in Sturbridge w/All the Views!
A hotel with a central building, outdoor seating area, and a covered patio.

17. Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!

Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!
Sturbridge
9.8 out of 10, Exceptional, (97 reviews)
"very clean, wonderful location"
United States
Anonymous traveller
The price is NZ$924
includes taxes & fees
2 Nov - 3 Nov
Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!
A modern kitchen with a central island, wooden bar stools, and recessed lighting.

18. Spacious & Newly Renovated Longmeadow Getaway

Spacious & Newly Renovated Longmeadow Getaway
Longmeadow
6.0 out of 10, (3 reviews)
"Great location. Comfortable beds. Good air conditioning."
United States
Matt K.
The price is NZ$1,257
includes taxes & fees
22 Oct - 23 Oct
Spacious & Newly Renovated Longmeadow Getaway
A bedroom with a bed, curtains, a bedside table, and a lamp.

19. Townhouse with Pool Table - Renovated w/ King Bed

Townhouse with Pool Table - Renovated w/ King Bed
Chicopee
10.0 out of 10, Exceptional, (17 reviews)
"Comfortable stay"
United States
Nicholas B.
The price is NZ$795
includes taxes & fees
13 Oct - 14 Oct
Townhouse with Pool Table - Renovated w/ King Bed
A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a gas stove.

20. Charming 3 bed/2 bath town home with gorgeous back yard

Charming 3 bed/2 bath town home with gorgeous back yard
Forest Park
9.8 out of 10, Exceptional, (15 reviews)
"Clean, comfortable house exactly as described. Easy check-in and responsive host. All amenities worked well and everything we needed was provided. Would stay here again! Highly recommended if you are looking for a place to stay during AAU basketball tournaments - location was central to all the venues."
United States
Barbara W.
The price is NZ$1,361
includes taxes & fees
9 Oct - 10 Oct
Charming 3 bed/2 bath town home with gorgeous back yard
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

Hotel UMass

Hotel UMass

8/10 Good
"Overall - very good. Clean room, friendly and helpful staff; as well as a good included breakfast!"
James 3-night trip
Posted 8 hours ago
Hotel UMass

Find out more about Monson

Monson Holiday Homes information

Number of reviews
270
Accommodation
126 Holiday Homes
Lowest Price
NZ$212
Highest Price
NZ$3,039