Photo by Vicki C

Brookfield Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Find vacation rentals that suit your style

Apartment image
Apartments
Apartments
cabin image
Cabins
Cabins

Check prices for these dates

Next weekend
Nov 20 - Nov 22
In two weeks
Nov 27 - Nov 29
In one month
Dec 11 - Dec 13
In two months
Jan 8 - Jan 10

Our top choices for Brookfield vacation homes

The Cottage is nestled next to the historic Sagendorph Mansion.

1. Cottage by the Castle – Downtown Spencer

Cottage by the Castle – Downtown Spencer
Spencer
10.0 out of 10, Exceptional, (9 reviews)
"Nice, clean and well maintained. Would stay here again."
United States
Sarah S.
The price is CA $292
CA $319 total
includes taxes & fees
Nov 12 - Nov 13
Cottage by the Castle – Downtown Spencer
A grassy outdoor area with a hammock, chairs, and a stone wall.

2. Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6

Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6
Ware
9.6 out of 10, Exceptional, (28 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.
The price is CA $229
CA $261 total
includes taxes & fees
Nov 12 - Nov 13
Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6
A lakeside cabin with a deck, a dock, and a small docked boat.

3. 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, (98 reviews)
"very clean, wonderful location"
United States
Anonymous traveller
The price is CA $318
CA $673 total
includes taxes & fees
Nov 17 - Nov 18
Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!
A round metal fire pit with grilling tools and a red chair in the background.

4. 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.
The price is CA $220
CA $264 total
includes taxes & fees
Nov 12 - Nov 13
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.

5. Sleeps 15 • Pool • Retreat

Sleeps 15 • Pool • Retreat
Brimfield
10.0 out of 10, Exceptional, (40 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 CA $1,398
CA $2,498 total
includes taxes & fees
Nov 13 - Nov 14
Sleeps 15 • Pool • Retreat
A modern kitchen with a stainless steel refrigerator, double sink, and wooden flooring.

6. Spacious 4-bedroom with four and half bathrooms

Spacious 4-bedroom with four and half bathrooms
Worcester
9.8 out of 10, Exceptional, (23 reviews)
"Great, clean location to stay."
United States
Mike O.
The price is CA $388
CA $692 total
includes taxes & fees
Nov 17 - Nov 18
Spacious 4-bedroom with four and half bathrooms
A two-story house with a central entrance, a brick foundation, and a large front yard.

7. Angel Sky Challenge

Angel Sky Challenge
Worcester
2.0 out of 10, (1 review)
"The add states an entire home, this is a home with small bedrooms and a bathroom. I was under the impression by the description the entire home was ours without others on the property. I’d put that in the description I felt under comfortable with the men on the property. False advertising "
United States
Cameron R.
The price is CA $226
CA $352 total
includes taxes & fees
Nov 13 - Nov 14
Angel Sky Challenge
Two Adirondack chairs on a wooden deck with a view of a lake and trees.

8. Worcester Lakefront Cottage Apt w/ Shared Dock!

Worcester Lakefront Cottage Apt w/ Shared Dock!
Worcester
9.4 out of 10, Exceptional, (20 reviews)
"The host was very accommodating and responsive. Great property in a great location, would stay again!"
United States
Michaela H.
The price is CA $250
CA $625 total
includes taxes & fees
Nov 22 - Nov 23
Worcester Lakefront Cottage Apt w/ Shared Dock!
A modern kitchen with white cabinets, stainless steel appliances, and a central island with bar stools.

9. 4-bedroom house in nice Holden with WiFi, AC

4-bedroom house in nice Holden with WiFi, AC
Holden
10.0 out of 10, Exceptional, (3 reviews)
"Communication with owner was very responsive and timely. House was clean and as description. Any problems were immediately addressed by owner."
United States
larry d.
The price is CA $674
CA $928 total
includes taxes & fees
Nov 22 - Nov 23
4-bedroom house in nice Holden with WiFi, AC
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, (46 reviews)
"Nice place to stay has good air conditioning "
United States
Zachary P.
The price is CA $178
CA $262 total
includes taxes & fees
Nov 12 - Nov 13
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)
"Great stay!!"
United States
Elizabeth G.
The price is CA $178
CA $255 total
includes taxes & fees
Nov 12 - Nov 13
Wizard's Roost at Underhill Hollow
A mechanical device with gears and a figure on top.

12. SteamPunk Bunk House and Intergalactic Way Station

SteamPunk Bunk House and Intergalactic Way Station
Thompson
10.0 out of 10, Exceptional, (20 reviews)
"Enjoyed our stay. Loved being out in the countryside "
United States
Pauline S.
The price is CA $178
CA $254 total
includes taxes & fees
Nov 18 - Nov 19
SteamPunk Bunk House and Intergalactic Way Station
A wooden cabin bedroom with a bed, a nightstand, a lamp, and a bunk bed.

13. The Christmas Cottage, 4BR New England Escape

The Christmas Cottage, 4BR New England Escape
Rutland
The price is CA $494
CA $1,054 total
includes taxes & fees
Nov 24 - Nov 25
The Christmas Cottage, 4BR New England Escape
A two-story house with a front porch, a small entryway, and a set of stairs leading to the front door.

14. Bling nest

Bling nest
Ludlow
The price is CA $254
CA $566 total
includes taxes & fees
Nov 13 - Nov 14
Bling nest
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, (95 reviews)
"The hosts were welcoming and the house was very clean and a great place to stay!"
United States
Emma S.
The price is CA $529
CA $873 total
includes taxes & fees
Nov 12 - Nov 13
Secluded 2-Acre Lakefront Home! Book Your Getaway!
A living room with two brown leather sofas, a glass coffee table, a white rug, a ceiling fan, and a door with curtains.

16. 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, (26 reviews)
"The stove was broken, which we were made aware of and there was an offer to cancel for us. We chose to still go because we needed a place to stay. The stove was in the middle of the kitchen when we arrived. I did decide to cancel the second night in the owner, said they would refund us, but they only refund part of the second night."
United States
Gladys B.
The price is CA $254
CA $530 total
includes taxes & fees
Nov 13 - Nov 14
Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield
A spacious living room with a high ceiling, a wooden floor, a black sofa, a white armchair, a small round table, and a window with curtains.

17. Quiet Dead-End St, PS5 Pro Lounge, 35 Min to Boston

Quiet Dead-End St, PS5 Pro Lounge, 35 Min to Boston
Worcester
8.0 out of 10, Very good, (1 review)
"The house was fine overall. There were just a few things that stood out - only 3 towels but we were 4, no baking sheet for the oven, lighting in the kitchen wasn’t great, couldn’t find the house or unit number and the lock box was hard to find. The main bed was very comfortable but the pillows were not."
United States
Laura P.
The price is CA $361
CA $445 total
includes taxes & fees
Nov 12 - Nov 13
Quiet Dead-End St, PS5 Pro Lounge, 35 Min to Boston
A living room with two sofas, a coffee table, and a potted plant.

18. 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.
The price is CA $254
CA $530 total
includes taxes & fees
Nov 13 - Nov 14
Cozy 3-bedroom Duplex2 in beautiful Springfield with WiFi, central AC
A dining area with a glass-top table, chairs, a vase with flowers, and a television in the background.

19. Blue siren nest

Blue siren nest
Ludlow
The price is CA $292
CA $697 total
includes taxes & fees
Nov 13 - Nov 14
Blue siren nest
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.
View all properties

Learn more about Brookfield

Explore the serene Quaboag Pond where fishing and kayaking offer peaceful respite from everyday life. History buffs shouldn't miss the Brookfield Common Historic District with its well-preserved colonial buildings and charming town green.

See all hotels in Brookfield
A sunset over a calm lake with vibrant orange and red hues in the sky, reflecting on the water's surface.
Photo by Vicki C
Open Photo by Vicki C

Top reviews in Brookfield

A hotel entrance with a covered walkway, columns, and a brick facade.
Holiday Inn Express & Suites Sturbridge by IHG

Holiday Inn Express & Suites Sturbridge by IHG

Holiday Inn Express & Suites Sturbridge by IHG
Sturbridge

10/10 Excellent

Great stay
Canada
Tyler
Reviewed May 3, 2026
Holiday Inn Express & Suites Sturbridge by IHG

Explore a world of travel with Expedia