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
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Brimfield vacation rentals

Property grounds

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)
"Excellent communicative host with warm welcome and delightful amenities. Quiet neighborhood with plenty of parking."
United States
Pamela L.
$196 nightly
The price is $219
Sep 29 - Sep 30
Total with taxes and fees
Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8
TV, fireplace

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.
$1,460 nightly
The price is $1,630
Sep 10 - Sep 11
Total with taxes and fees
Sleeps 15 • Pool • Retreat
Interior

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

Modern 1-bedroom apartment in peaceful Sturbridge with AC
Sturbridge
7.0 out of 10, Good, (2 reviews)
"Clean place short drive to all Sturbridge attractions."
United States
Lynn M. T.
$115 nightly
The price is $128
Sep 13 - Sep 14
Total with taxes and fees
Modern 1-bedroom apartment in peaceful Sturbridge with AC
Exterior

4. Dove Cabin up in the Trees

Dove Cabin up in the Trees
Holland
9.6 out of 10, Exceptional, (35 reviews)
"The owner was pleasant and accommodating "
United States
Maryann
$246 nightly
The price is $259
Sep 13 - Sep 14
Total with taxes and fees
Dove Cabin up in the Trees
Terrace/patio

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, (48 reviews)
"Great place, amazing lake!"
United States
megan g.
$287 nightly
The price is $325
Sep 11 - Sep 12
Total with taxes and fees
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
Living area

6. Cozy 2-bedroom cabin in welcoming Holland with AC comfort at Mishnoah Retreat

Cozy 2-bedroom cabin in welcoming Holland with AC comfort at Mishnoah Retreat
Holland
$230 nightly
The price is $243
Sep 14 - Sep 15
Total with taxes and fees
Cozy 2-bedroom cabin in welcoming Holland with AC comfort at Mishnoah Retreat
Interior

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

Charming 1-bedroom apartment with AC & Breakfast in Sturbridge
Sturbridge
$126 nightly
The price is $141
Sep 7 - Sep 8
Total with taxes and fees
Charming 1-bedroom apartment with AC & Breakfast in Sturbridge
Property grounds

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

Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing
Willington
9.6 out of 10, Exceptional, (18 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
$188 nightly
The price is $213
Sep 10 - Sep 11
Total with taxes and fees
Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing
Interior

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.
$282 nightly
The price is $315
Sep 13 - Sep 14
Total with taxes and fees
Cozy Chic Countryside Haven - Sleeps 4 , Firepit
Smart TV

10. Serenity meets Taradise

Serenity meets Taradise
Union
$153 nightly
The price is $173
Sep 7 - Sep 8
Total with taxes and fees
Serenity meets Taradise
Exterior

11. 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.
$288 nightly
The price is $327
Sep 17 - Sep 18
Total with taxes and fees
Treehouse - Countryside - Farm Animals - Fire Pit
Property grounds

12. 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, (24 reviews)
"Nice place to stay a lot of family activities on the premises short distance to shopping and attractions"
United States
Andrew
$214 nightly
The price is $226
Sep 14 - Sep 15
Total with taxes and fees
Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6
Interior

13. Trainmaster's Inn - Caboose

Trainmaster's Inn - Caboose
Palmer
9.6 out of 10, Exceptional, (11 reviews)
"A great stay in a vintage RR caboose. Thanks to everyone at Trainmasters Inn!"
United States
Edward L.
Trainmaster's Inn - Caboose
Exterior

14. Lakefront - King - PetsOK - W&D - Fire Pit - Kayak

Lakefront - King - PetsOK - W&D - Fire Pit - Kayak
Ashford
9.2 out of 10, Wonderful, (39 reviews)
"We had a nice stay in this cabin by the lake. It was close to UCONN so the convenience of the location was wonderful. "
United States
Jennifer P.
$328 nightly
The price is $371
Sep 17 - Sep 18
Total with taxes and fees
Lakefront - King - PetsOK - W&D - Fire Pit - Kayak
Smart TV, books, stereo

15. Newly Built Barn Loft in Pioneer Valley

Newly Built Barn Loft in Pioneer Valley
Belchertown
9.6 out of 10, Exceptional, (36 reviews)
"The place was really nice! Very clean and well decorated. We had a great short stay and would definitely book it again in the future."
United States
Emily O.
$204 nightly
The price is $215
Sep 7 - Sep 8
Total with taxes and fees
Newly Built Barn Loft in Pioneer Valley
Outdoor dining

16. 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, (35 reviews)
"This was an amazing nightly rate for the region, and a lovely place to visit. I'm so glad we found it and was available! Brent and family take great care of the place, and it was so magical waking up and seeing horses just a few feet from the window. We had fun playing games under the gazebo while horses munched on hay. There's lots of good hiking in the area too. The suite had everything we needed like extra blankets, kitchen wares, games, and a great shower too. Highly recommended!"
United States
Elizabeth
$253 nightly
The price is $267
Sep 16 - Sep 17
Total with taxes and fees
Serene 1-bedroom suite on 75 acre horse property
Exterior

17. The Little Blue Bird

The Little Blue Bird
Willington
10.0 out of 10, Exceptional, (1 review)
"Great place! Great communication! Highly recommended for 1-2 people."
United States
Jeff G.
$144 nightly
The price is $163
Sep 28 - Sep 29
Total with taxes and fees
The Little Blue Bird
Interior

18. The Tree House at Underhill Hollow

The Tree House at Underhill Hollow
Thompson
9.4 out of 10, Exceptional, (41 reviews)
"Great space, lots of fun."
United States
Douglas C.
$171 nightly
The price is $194
Sep 13 - Sep 14
Total with taxes and fees
The Tree House at Underhill Hollow
Exterior

19. 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.
$166 nightly
The price is $188
Sep 11 - Sep 12
Total with taxes and fees
Wizard's Roost at Underhill Hollow
2 bedrooms, iron/ironing board, WiFi, bed sheets

20. 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
$331 nightly
The price is $374
Sep 15 - Sep 16
Total with taxes and fees
Spacious 2,000 Sq Ft New England Retreat - 2BR/2BA Walk to Shops and Restaurants
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

Tru by Hilton Chicopee Springfield

Tru by Hilton Chicopee Springfield

10/10 Excellent
"Great stay, breakfast was ok, busy week loud neighbor. But great place"
Shirlie 3-night trip
Posted 7 hours ago
Tru by Hilton Chicopee Springfield

Find out more about Brimfield

Everything you need to know about Brimfield vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Brimfield vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Brimfield vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Brimfield vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Brimfield. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Brimfield in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $128 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Brimfield rentals

At Expedia, we put the best Brimfield vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Brimfield rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Brimfield vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Brimfield. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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.