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

Brimfield Vacation Rentals

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Check prices for these dates

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

Our top choices for Brimfield vacation rentals

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 ￥25,596
￥32,297 total
includes taxes & fees
Oct 13 - Oct 14
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 ￥156,321
￥280,083 total
includes taxes & fees
Oct 20 - Oct 21
Sleeps 15 • Pool • Retreat
A room with a blue wall, a mirror, a table with chairs, potted plants, and a Christmas tree.

3. Charming 1-bedroom apartment with AC & Breakfast in Sturbridge

Charming 1-bedroom apartment with AC & Breakfast in Sturbridge
Sturbridge
The price is ￥15,001
￥28,926 total
includes taxes & fees
Oct 14 - Oct 15
Charming 1-bedroom apartment with AC & Breakfast in Sturbridge
A wooden cabin with a glass upper floor, surrounded by a forest.

4. Dove Cabin up in the Trees

Dove Cabin up in the Trees
Holland
9.8 out of 10, Exceptional, (38 reviews)
"Wonderful cabin wishing it was a waterfront"
United States
Magdalena W.
The price is ￥27,711
￥40,640 total
includes taxes & fees
Oct 14 - Oct 15
Dove Cabin up in the Trees
A wooden deck with outdoor furniture, overlooking a lake with boats and houses in the background.

5. Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake

Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
Stafford
9.6 out of 10, Exceptional, (49 reviews)
"Better than pictured. Beautiful lake and decks! Super comfortable living room furniture. Near great local restaurants."
United States
Julianne
The price is ￥20,211
￥51,152 total
includes taxes & fees
Oct 19 - Oct 20
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
A room with a blue wall, a mirror, a table with chairs, potted plants, and a Christmas tree.

6. Modern 1-bedroom apartment in peaceful Sturbridge with AC

Modern 1-bedroom apartment in peaceful Sturbridge with AC
Sturbridge
6.0 out of 10, (3 reviews)
"Clean place short drive to all Sturbridge attractions."
United States
Lynn M. T.
The price is ￥15,001
￥20,284 total
includes taxes & fees
Oct 14 - Oct 15
Modern 1-bedroom apartment in peaceful Sturbridge with AC
A group of people seated around a fire pit in a garden with a gazebo and trees in the background.

7. Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing

Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing
Willington
9.6 out of 10, Exceptional, (19 reviews)
"We loved the ambience, super quiet, my kids love the animals The host was super comunicative making sure we was good during our stay"
United States
Silvino
The price is ￥15,001
￥39,357 total
includes taxes & fees
Oct 21 - Oct 22
Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing
A wooden gazebo with a metal roof, surrounded by a brick patio with outdoor seating.

8. Serene 1-bedroom suite on 75 acre horse property

Serene 1-bedroom suite on 75 acre horse property
Belchertown
10.0 out of 10, Exceptional, (38 reviews)
"Not your average stay! This place is super cool!!"
United States
Wayne B.
The price is ￥21,330
￥39,581 total
includes taxes & fees
Oct 18 - Oct 19
Serene 1-bedroom suite on 75 acre horse property
A modern kitchen with white cabinets, a stainless steel refrigerator, and a dining area with a table and chairs.

9. Cozy Chic Countryside Haven - Sleeps 4 , Firepit

Cozy Chic Countryside Haven - Sleeps 4 , Firepit
Sturbridge
10.0 out of 10, Exceptional, (3 reviews)
"The place was immaculate, very large room, great kitchen, great bath, plenty of room for a family, quiet and secluded area few minutes away from town, outstanding communication with the property owner..true home away from home...Try it for yourself.."
United States
Giora Y.
The price is ￥23,685
￥49,737 total
includes taxes & fees
Nov 3 - Nov 4
Cozy Chic Countryside Haven - Sleeps 4 , Firepit
A spacious deck with wicker furniture, large windows offering a view of a lake and trees, and a wooden ceiling.

10. 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.
The price is ￥51,318
￥137,212 total
includes taxes & fees
Oct 12 - Oct 13
Lake House in Sturbridge w/All the Views!
A grassy outdoor area with a hammock, chairs, and a stone wall.

11. 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 ￥28,298
￥33,752 total
includes taxes & fees
Oct 13 - Oct 14
Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6
A modern living room with a leather sofa, a coffee table, and a dining table. There are two windows providing natural light, a ceiling light fixture, and a trash can.

12. Newly Built Barn Loft in Pioneer Valley

Newly Built Barn Loft in Pioneer Valley
Belchertown
9.6 out of 10, Exceptional, (38 reviews)
"The host was so responsive and made sure everything was perfect! It was the cutest and most comfy set up! With an adorable town beach 5 min down the road! Highly recommend!"
United States
Nora M.
The price is ￥24,885
￥33,485 total
includes taxes & fees
Oct 12 - Oct 13
Newly Built Barn Loft in Pioneer Valley
A wooden cabin with a balcony and stairs, surrounded by trees.

13. Treehouse - Countryside - Farm Animals - Fire Pit

Treehouse - Countryside - Farm Animals - Fire Pit
Willington
9.4 out of 10, Exceptional, (37 reviews)
"Beautiful farm that’s perfect little getaway for one weekend"
United States
Justyn M.
The price is ￥24,451
￥51,488 total
includes taxes & fees
Oct 21 - Oct 22
Treehouse - Countryside - Farm Animals - Fire Pit
A red building with a colorful mural on the front, a covered porch, and a stone foundation.

14. 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 ￥19,895
￥29,669 total
includes taxes & fees
Oct 12 - Oct 13
Wizard's Roost at Underhill Hollow
A living room with a sofa, armchair, coffee table, and a rug.

15. The Little Blue Bird · 5 Mi UConn · 2 Min I-84

The Little Blue Bird · 5 Mi UConn · 2 Min I-84
Willington
10.0 out of 10, Exceptional, (2 reviews)
"Great place! Great communication! Highly recommended for 1-2 people."
United States
Jeff G.
The price is ￥16,780
￥22,457 total
includes taxes & fees
Oct 12 - Oct 13
The Little Blue Bird · 5 Mi UConn · 2 Min I-84
A room with a bed, a bookshelf, a TV, a fireplace, and a door leading to another room.

16. 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 ￥25,027
￥57,972 total
includes taxes & fees
Oct 21 - Oct 22
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.

17. The Tree House at Underhill Hollow

The Tree House at Underhill Hollow
Thompson
9.4 out of 10, Exceptional, (44 reviews)
"Great space, lots of fun."
United States
Douglas C.
The price is ￥19,895
￥30,577 total
includes taxes & fees
Oct 16 - Oct 17
The Tree House at Underhill Hollow
A modern reception area with a counter, two chairs, a small table, and a carpeted floor.

18. 1 King Bed|Smoking, Micfridge

1 King Bed|Smoking, Micfridge
Enfield
10.0 out of 10, Exceptional, (5 reviews)
The price is ￥10,786
￥12,404 total
includes taxes & fees
Oct 11 - Oct 12
1 King Bed|Smoking, Micfridge
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.

19. 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 ￥19,895
￥29,669 total
includes taxes & fees
Oct 19 - Oct 20
SteamPunk Bunk House and Intergalactic Way Station
A living room with two brown leather sofas, a glass coffee table, a white rug, a ceiling fan, and a door with curtains.

20. 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 ￥28,422
￥62,162 total
includes taxes & fees
Oct 19 - Oct 20
Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield
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 & Suites by Wyndham Springfield MA

La Quinta Inn & Suites by Wyndham Springfield MA

8/10 Good
"Staff"
Yineth 2-night trip
Posted less than an hour ago
La Quinta Inn & Suites by Wyndham Springfield MA

Find out more about Brimfield

Search for holiday rentals in Brimfield on Expedia! You can easily find your home rentals, villas, holiday apartments in Brimfield using one of the methods below:

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Look no further and take a look at our great range of rental properties in Brimfield!

Frequently asked questions

Can I find vacation rentals in Brimfield?

Yes, you can find vacation rentals close to popular sights in Brimfield, or you can select a more secluded option if you'd like a relaxing place to stay. Brimfield is known for its restaurants and entertainment choices. Make sure you have time to check out the shopping while you're in the area.

What are some of the best vacation home rentals that Brimfield has to offer?

Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8: This highly rated vacation home rental in Brimfield is located in a rural location and has a garden, a selection of games, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Our travelers also rate Sleeps 15 • Pool • Retreat as a favorite home for rent in Brimfield.

How many vacation rentals are there in Brimfield?

With 4 Expedia vacation rentals, you're sure to find just the right place for your Brimfield stay.

What’s there to see and do in Brimfield?

East Brimfield Lake and Quaboag River are a couple of lovely local spots to get outside and enjoy nature. Brimfield Town Hall and Brimfield Public Library are other places to visit while you're in town.

What’s a vacation rental in Brimfield like?

Vacation rentals are private properties where you can stay for a few weeks or just a few days in Brimfield. Vacation rentals provide amenities like kitchens and laundry facilities so you'll have a home away from home. If you're concerned about cleanliness, vacation rentals can provide a sense of security away from public hotel elevators and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive option for small groups.