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Holiday Homes in Brimfield

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Brimfield 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 AU$261
includes taxes & fees
5 Oct - 6 Oct
Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8
A spacious living room with a large sectional sofa, wooden flooring, and a high ceiling with skylights.

2. 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$2,477
includes taxes & fees
6 Oct - 7 Oct
Sleeps 15 • Pool • Retreat
A grassy outdoor area with a hammock, chairs, and a stone wall.

3. 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$313
includes taxes & fees
5 Oct - 6 Oct
Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6
A spacious deck with wicker furniture, large windows offering a view of a lake and trees, and a wooden ceiling.

4. 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)
"We really appreciated the kindling and firewood for the outdoor fire pit.The house was clean and nice."
United States
Christian C.
The price is AU$1,180
includes taxes & fees
5 Oct - 6 Oct
Lake House in Sturbridge w/All the Views!
A living room with two brown leather sofas, a glass coffee table, a white rug, a ceiling fan, and a door with curtains.

5. 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 AU$558
includes taxes & fees
5 Oct - 6 Oct
Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield
The Cottage is nestled next to the historic Sagendorph Mansion.

6. Cottage by the Castle – Downtown Spencer

Cottage by the Castle – Downtown Spencer
Spencer
10.0 out of 10, Exceptional, (8 reviews)
"The cottage is beautiful, cozy and super comfortable! We loved it! The hosts also were super, communicative and friendly. The place was clean, we had everything we needed, is in a very safe area, and very pretty! Hight recommended! Thank you for hosting us!"
United States
Fabiola
The price is AU$372
includes taxes & fees
12 Oct - 13 Oct
Cottage by the Castle – Downtown Spencer
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$558
includes taxes & fees
5 Oct - 6 Oct
Cozy 3-bedroom Duplex2 in beautiful Springfield with WiFi, central AC
A room with a bed, a bookshelf, a TV, a fireplace, and a door leading to another room.

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
9.6 out of 10, Exceptional, (9 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 AU$522
includes taxes & fees
6 Oct - 7 Oct
Spacious 2,000 Sq Ft New England Retreat - 2BR/2BA Walk to Shops and Restaurants
A room with a sloped ceiling, wooden beams, a purple door, and a star decoration on the wall.

9. The Tree House at Underhill Hollow

The Tree House at Underhill Hollow
Thompson
9.4 out of 10, Exceptional, (42 reviews)
"Great space, lots of fun."
United States
Douglas C.
The price is AU$281
includes taxes & fees
5 Oct - 6 Oct
The Tree House at Underhill Hollow
A red building with a colorful mural on the front, a covered porch, and a stone foundation.

10. Wizard's Roost at Underhill Hollow

Wizard's Roost at Underhill Hollow
North Grosvenordale
9.6 out of 10, Exceptional, (26 reviews)
"I stayed here for the 2026 Natchaug Epic gravel bike ride, and it was an ideal location, close to the start line. A charming property with a friendly host. "
United States
Mateo A.
The price is AU$273
includes taxes & fees
5 Oct - 6 Oct
Wizard's Roost at Underhill Hollow
A rustic building with a brick exterior and a red roof, situated next to a pond with tall reeds and a tree with autumn-colored leaves.

11. SteamPunk Bunk House and Intergalactic Way Station

SteamPunk Bunk House and Intergalactic Way Station
Thompson
10.0 out of 10, Exceptional, (18 reviews)
"Enjoyed our stay. Loved being out in the countryside "
United States
Pauline S.
The price is AU$273
includes taxes & fees
5 Oct - 6 Oct
SteamPunk Bunk House and Intergalactic Way Station
A bedroom with a bed, dresser, and floor lamp.

12. Cozy 2-Bedroom Springfield Home 1.5 Baths

Cozy 2-Bedroom Springfield Home 1.5 Baths
Six Corners
The price is AU$360
includes taxes & fees
5 Oct - 6 Oct
Cozy 2-Bedroom Springfield Home 1.5 Baths
A dining area with a high ceiling, skylights, and a view of the outdoors.

13. Secluded 2-Acre Lakefront Home! Book Your Getaway!

Secluded 2-Acre Lakefront Home! Book Your Getaway!
Woodstock
9.8 out of 10, Exceptional, (93 reviews)
"The hosts were welcoming and the house was very clean and a great place to stay!"
United States
Emma S.
The price is AU$895
includes taxes & fees
1 Nov - 2 Nov
Secluded 2-Acre Lakefront Home! Book Your Getaway!
A modern living room with a sofa, a coffee table, and a red patterned rug.

14. Cozy & Spacious Entire Home in Springfield

Cozy & Spacious Entire Home in Springfield
Forest Park
9.6 out of 10, Exceptional, (50 reviews)
"It was nice stay!"
United States
Lorrie
The price is AU$491
includes taxes & fees
5 Oct - 6 Oct
Cozy & Spacious Entire Home in Springfield
Living area

15. 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 AU$640
includes taxes & fees
6 Oct - 7 Oct
Lakefront Property with Scenic View - All Seasons!
A modern living room with a black leather sofa set, a glass coffee table, and a patterned rug.

16. 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 AU$456
includes taxes & fees
12 Oct - 13 Oct
Beautifully Renovated First-Floor Apartment Getaway
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.

17. 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 AU$1,055
includes taxes & fees
5 Oct - 6 Oct
Beautiful 4BR 2 Bathroom House with Parking
A living room with a green sofa, a fireplace, and a television.

18. 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 AU$1,091
includes taxes & fees
5 Oct - 6 Oct
Stylish 4BR 2 Bathroom Home in Forest Park
A two-story house with a porch, a large tree in front, and a mailbox.

19. 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 AU$1,063
includes taxes & fees
7 Oct - 8 Oct
Modern Victorian 3BR 2BA Apt with Parking
A bedroom with a bed, curtains, a bedside table, and a lamp.

20. 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 AU$656
includes taxes & fees
5 Oct - 6 Oct
Townhouse with Pool Table - Renovated w/ King Bed
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 Brimfield Hotel Reviews

Quality Inn West Springfield

Quality Inn West Springfield

8/10 Good
"A great place to stay if you are going to The Big E."
Thomas 1-night trip
Posted less than an hour ago
Quality Inn West Springfield

Find out more about Brimfield

Brimfield Holiday Homes information

Number of reviews
428
Accommodation
114 Holiday Homes
Lowest Price
AU$261
Highest Price
AU$2,477