A riverbank with a fallen tree, dense green foliage, and a clear blue sky.

Holiday Homes in Brimfield

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 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, (9 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 €170
includes taxes & fees
28 Sept - 29 Sept
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 €1,548
includes taxes & fees
5 Oct - 6 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, (26 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 €181
includes taxes & fees
27 Sept - 28 Sept
Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6
A deck with red Adirondack chairs, a grill, and a view of trees and sunset.

4. Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD

Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD
Ashford
9.6 out of 10, Exceptional, (25 reviews)
"Place was really nice and in a location that made it easy to get back and forth to UCONN. "
United States
Jason C.
The price is €300
includes taxes & fees
28 Sept - 29 Sept
Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD

5. Cottage by the Castle – Downtown Spencer

Cottage by the Castle – Downtown Spencer
Spencer
10.0 out of 10, Exceptional, (7 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 €214
includes taxes & fees
28 Sept - 29 Sept
Cottage by the Castle – Downtown Spencer
A spacious deck with wicker furniture, large windows offering a view of a lake and trees, and a wooden ceiling.

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

Lake House in Sturbridge w/All the Views!
Sturbridge
9.6 out of 10, Exceptional, (23 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 €698
includes taxes & fees
27 Sept - 28 Sept
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.

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

Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield
Boston Road
8.4 out of 10, Very good, (20 reviews)
The price is €329
includes taxes & fees
27 Sept - 28 Sept
Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield
A living room with two sofas, a coffee table, and a potted plant.

8. 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)
The price is €340
includes taxes & fees
27 Sept - 28 Sept
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.

9. 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 €325
includes taxes & fees
5 Oct - 6 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.

10. 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 €174
includes taxes & fees
7 Oct - 8 Oct
The Tree House at Underhill Hollow
A red building with a colorful mural on the front, a covered porch, and a stone foundation.

11. 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 €169
includes taxes & fees
27 Sept - 28 Sept
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.

12. 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 €168
includes taxes & fees
7 Oct - 8 Oct
SteamPunk Bunk House and Intergalactic Way Station
A modern living room with two sofas, a glass coffee table, and a decorative cake.

13. Cozy 2-Bedroom Springfield Home 1.5 Baths

Cozy 2-Bedroom Springfield Home 1.5 Baths
Six Corners
The price is €228
includes taxes & fees
29 Sept - 30 Sept
Cozy 2-Bedroom Springfield Home 1.5 Baths
A modern living room with a black leather sofa set, a glass coffee table, and a patterned rug.

14. 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 €338
includes taxes & fees
28 Sept - 29 Sept
Beautifully Renovated First-Floor Apartment Getaway
A dining area with a high ceiling, skylights, and a view of the outdoors.

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

Secluded 2-Acre Lakefront Home! Book Your Getaway!
Woodstock
9.8 out of 10, Exceptional, (92 reviews)
"The hosts were welcoming and the house was very clean and a great place to stay!"
United States
Emma S.
The price is €670
includes taxes & fees
27 Sept - 28 Sept
Secluded 2-Acre Lakefront Home! Book Your Getaway!
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, (47 reviews)
"It was nice stay!"
United States
Lorrie
The price is €307
includes taxes & fees
28 Sept - 29 Sept
Cozy & Spacious Entire Home in Springfield
A bedroom with a bed, curtains, a bedside table, and a lamp.

17. 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 €391
includes taxes & fees
6 Oct - 7 Oct
Townhouse with Pool Table - Renovated w/ King Bed
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.

18. 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 €657
includes taxes & fees
28 Sept - 29 Sept
Beautiful 4BR 2 Bathroom House with Parking
A modern kitchen with a stainless steel refrigerator, double sink, and wooden flooring.

19. Spacious 4-bedroom with four and half bathrooms

Spacious 4-bedroom with four and half bathrooms
Worcester
10.0 out of 10, Exceptional, (21 reviews)
"Perfect location"
United States
Harmony F.
The price is €441
includes taxes & fees
27 Sept - 28 Sept
Spacious 4-bedroom with four and half bathrooms
A living room with a green sofa, a fireplace, and a television.

20. 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)
"Home was a perfect gathering and resting place for our group of employees working in the state buildings at the Big E"
United States
Sharon R.
The price is €670
includes taxes & fees
7 Oct - 8 Oct
Stylish 4BR 2 Bathroom Home in Forest Park
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

La Quinta Inn by Wyndham Auburn Worcester

La Quinta Inn by Wyndham Auburn Worcester

8/10 Good
"Room was fine but the pillows were uncomfortable. The location was convenient."
Janet 1-night trip
Posted 1 hour ago
La Quinta Inn by Wyndham Auburn Worcester

Find out more about Brimfield

Brimfield Holiday Homes information

Number of reviews
460
Accommodation
114 Holiday Homes
Lowest Price
€168
Highest Price
€1,548