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
4 Sept - 6 Sept
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

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
9.4 out of 10, Exceptional, (8 reviews)
"Welcoming, cute."
United States
Trinity M.
The price is AU$306
includes taxes & fees
23 Aug - 24 Aug
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, (38 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$2,186
includes taxes & fees
12 Sept - 13 Sept
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, (22 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$312
includes taxes & fees
23 Aug - 24 Aug
Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6
A room with a sloped ceiling, wooden beams, a purple door, and a star decoration on the wall.

4. The Tree House at Underhill Hollow

The Tree House at Underhill Hollow
Thompson
9.4 out of 10, Exceptional, (40 reviews)
"Great space, lots of fun."
United States
Douglas C.
The price is AU$275
includes taxes & fees
24 Aug - 25 Aug
The Tree House 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.

5. SteamPunk Bunk House and Intergalactic Way Station

SteamPunk Bunk House and Intergalactic Way Station
Thompson
10.0 out of 10, Exceptional, (17 reviews)
"Enjoyed our stay. Loved being out in the countryside "
United States
Pauline S.
The price is AU$267
includes taxes & fees
3 Sept - 4 Sept
SteamPunk Bunk House and Intergalactic Way Station
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, (22 reviews)
"We really appreciated the kindling and firewood for the outdoor fire pit.The house was clean and nice."
United States
Christian C.
Lake House in Sturbridge w/All the Views!
A red building with a colorful mural on the front, a covered porch, and a stone foundation.

7. Wizard's Roost at Underhill Hollow

Wizard's Roost at Underhill Hollow
North Grosvenordale
9.6 out of 10, Exceptional, (24 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$267
includes taxes & fees
1 Sept - 2 Sept
Wizard's Roost at Underhill Hollow

8. Cottage by the Castle – Downtown Spencer

Cottage by the Castle – Downtown Spencer
Spencer
10.0 out of 10, Exceptional, (3 reviews)
"Nice, clean and well maintained. Would stay here again."
United States
Sarah S.
The price is AU$332
includes taxes & fees
23 Aug - 24 Aug
Cottage by the Castle – Downtown Spencer
A deck with red Adirondack chairs, a grill, and a view of trees and sunset.

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

Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD
Ashford
9.6 out of 10, Exceptional, (23 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 AU$614
includes taxes & fees
24 Aug - 25 Aug
Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD
A room with a bed, a bookshelf, a TV, a fireplace, and a door leading to another room.

10. 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, (8 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$502
includes taxes & fees
14 Sept - 15 Sept
Spacious 2,000 Sq Ft New England Retreat - 2BR/2BA Walk to Shops and Restaurants
A modern living room with a glass coffee table, a grey sofa with blue cushions, and a decorative wall with leaf patterns.

11. Charming -Clean-4-bedroom house with AC and WiFi in wonderful Springfield

Charming -Clean-4-bedroom house with AC and WiFi in wonderful Springfield
Sixteen Acres
7.8 out of 10, Good, (9 reviews)
"Great place to stay. It was clean and organized. Our family enjoyed this location, what it had to provide, and the host was great. "
United States
Diana P.
The price is AU$496
includes taxes & fees
1 Sept - 2 Sept
Charming -Clean-4-bedroom house with AC and WiFi in wonderful Springfield
A modern living room with a black leather sofa set, a glass coffee table, and a patterned rug.

12. Beautifully Renovated First-Floor Apartment Getaway

Beautifully Renovated First-Floor Apartment Getaway
Forest Park
9.2 out of 10, Wonderful, (5 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$468
includes taxes & fees
21 Aug - 22 Aug
Beautifully Renovated First-Floor Apartment Getaway
A modern living room with a white sofa, a coffee table, and a red and black rug. There is a staircase with a white railing leading to a second floor.

13. Cozy & Spacious Entire Home in Springfield

Cozy & Spacious Entire Home in Springfield
Forest Park
9.6 out of 10, Exceptional, (45 reviews)
"It was nice stay!"
United States
Lorrie
The price is AU$476
includes taxes & fees
25 Aug - 26 Aug
Cozy & Spacious Entire Home in Springfield
A bedroom with a bed, curtains, a bedside table, and a lamp.

14. 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$670
includes taxes & fees
24 Aug - 25 Aug
Townhouse with Pool Table - Renovated w/ King Bed
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, (87 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$1,102
includes taxes & fees
3 Sept - 4 Sept
Secluded 2-Acre Lakefront Home! Book Your Getaway!
A modern kitchen with a stainless steel refrigerator, double sink, and wooden flooring.

16. Spacious 4-bedroom with four and half bathrooms

Spacious 4-bedroom with four and half bathrooms
Worcester
10.0 out of 10, Exceptional, (17 reviews)
"Perfect location"
United States
Harmony F.
The price is AU$707
includes taxes & fees
23 Aug - 24 Aug
Spacious 4-bedroom with four and half bathrooms
A deck with outdoor furniture overlooking a lake, surrounded by trees.

17. Stunning Lakefront Escape! Book Your Dream Getaway!

Stunning Lakefront Escape! Book Your Dream Getaway!
Woodstock
10.0 out of 10, Exceptional, (27 reviews)
"Welcoming host! Beautiful house with great amenities!"
United States
maria c.
The price is AU$1,015
includes taxes & fees
1 Sept - 2 Sept
Stunning Lakefront Escape! Book Your Dream Getaway!
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, (2 reviews)
"Great location. Comfortable beds. Good air conditioning."
United States
Matt K.
The price is AU$813
includes taxes & fees
26 Aug - 27 Aug
Spacious & Newly Renovated Longmeadow Getaway
A modern kitchen with white cabinets, a wooden staircase, and a dining area with a table and chairs.

19. Chef's Kitchen Family Basecamp Amherst

Chef's Kitchen Family Basecamp Amherst
3.0 star property
East Village Historic District
The price is AU$952
includes taxes & fees
31 Aug - 1 Sept
Chef's Kitchen Family Basecamp Amherst
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

Publick House Historic Inn and Country Motor Lodge

Publick House Historic Inn and Country Motor Lodge

10/10 Excellent
"C’était vraiment très bien. À notre arrivée, sans qu’on le demande, la réceptionniste nous a gracieusement offert un surclassement dans une suite avec balcon. C’était parfait!"
Pascal 2-night trip
Posted 8 hours ago
Publick House Historic Inn and Country Motor Lodge

Find out more about Brimfield

Brimfield Holiday Homes information

Number of reviews
Accommodation
115 Holiday Homes
Lowest Price
AU$952
Highest Price
AU$952