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

Brimfield Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Aug 21 - Aug 23
In two months
Oct 2 - Oct 4
In three months
Oct 30 - Nov 1
In four months
Nov 27 - Nov 29

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, (7 reviews)
"Welcoming, cute."
United States
Trinity M.
$200 nightly
The price is $224
Aug 9 - Aug 10
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, (37 reviews)
"We visited in December, so the pool was closed, but looked inviting even in the snow. The home was so warm and cozy and spacious. We loved our stay."
United States
Gina O.
$1,444 nightly
The price is $1,612
Aug 31 - Sep 1
Total with taxes and fees
Sleeps 15 • Pool • Retreat
Exterior

3. Dove Cabin up in the Trees

Dove Cabin up in the Trees
Holland
9.6 out of 10, Exceptional, (33 reviews)
"So calm, clean and relaxing, and beautiful! Wonderful stay! "
United States
Sarah G.
$244 nightly
The price is $257
Aug 9 - Aug 10
Total with taxes and fees
Dove Cabin up in the Trees
Interior

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

Charming 1-bedroom apartment with AC & Breakfast in Sturbridge
Sturbridge
$124 nightly
The price is $139
Aug 10 - Aug 11
Total with taxes and fees
Charming 1-bedroom apartment with AC & Breakfast in Sturbridge
Interior

5. Trainmaster's Inn - Caboose

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

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

Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
Stafford
9.8 out of 10, Exceptional, (46 reviews)
"We had a great time swimming and kayaking. The house was spotless. Lake front with great parking."
United States
Christy
$310 nightly
The price is $351
Sep 1 - Sep 2
Total with taxes and fees
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
Interior

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

Modern 1-bedroom apartment in peaceful Sturbridge with AC
Sturbridge
8.0 out of 10, Very Good, (1 review)
"Clean place short drive to all Sturbridge attractions."
United States
Lynn M. T.
$95 nightly
The price is $106
Aug 11 - Aug 12
Total with taxes and fees
Modern 1-bedroom apartment in peaceful Sturbridge with AC
Property grounds

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

Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing
Willington
9.8 out of 10, Exceptional, (16 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
$211 nightly
The price is $239
Sep 1 - Sep 2
Total with taxes and fees
Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing
Smart TV

9. Serenity meets Taradise

Serenity meets Taradise
Union
$153 nightly
The price is $173
Aug 10 - Aug 11
Total with taxes and fees
Serenity meets Taradise
Exterior

10. Treehouse - Countryside - Farm Animals - Fire Pit

Treehouse - Countryside - Farm Animals - Fire Pit
Willington
9.4 out of 10, Exceptional, (36 reviews)
"Loved my "staycation" at the Tree house. I just needed a couple of days to relax. Carmen and Joe are very friendly. Loved the location, the scenery and the animals. Great place to unwind. Would love to go back some time, maybe in the fall, I bet it's beautiful."
United States
mythra 7.
$243 nightly
The price is $275
Sep 1 - Sep 2
Total with taxes and fees
Treehouse - Countryside - Farm Animals - Fire Pit
Property grounds

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, (21 reviews)
"Everything was as we hoped. A wonderful country place in the woods!"
United States
Anthony L.
$222 nightly
The price is $235
Aug 9 - Aug 10
Total with taxes and fees
Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6
Exterior

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

Lakefront - King - PetsOK - W&D - Fire Pit - Kayak
Ashford
9.2 out of 10, Wonderful, (37 reviews)
"Adorable cottage in a great location with all the items we needed to enjoy our time. "
United States
Lynn R.
$374 nightly
The price is $424
Sep 1 - Sep 2
Total with taxes and fees
Lakefront - King - PetsOK - W&D - Fire Pit - Kayak
Interior

13. The Tree House at Underhill Hollow

The Tree House at Underhill Hollow
Thompson
9.4 out of 10, Exceptional, (39 reviews)
"Nice place to stay has good air conditioning "
United States
Zachary P.
$171 nightly
The price is $194
Aug 7 - Aug 8
Total with taxes and fees
The Tree House at Underhill Hollow
Smart TV, books, stereo

14. Newly Built Barn Loft in Pioneer Valley

Newly Built Barn Loft in Pioneer Valley
Belchertown
9.6 out of 10, Exceptional, (33 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.
$200 nightly
The price is $211
Aug 9 - Aug 10
Total with taxes and fees
Newly Built Barn Loft in Pioneer Valley
Interior

15. 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.
$846 nightly
The price is $925
Sep 3 - Sep 4
Total with taxes and fees
Lake House in Sturbridge w/All the Views!
Exterior

16. 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.
$259 nightly
The price is $261
Aug 9 - Aug 10
Total with taxes and fees
Cottage by the Castle – Downtown Spencer
Property grounds

17. SteamPunk Bunk House and Intergalactic Way Station

SteamPunk Bunk House and Intergalactic Way Station
Thompson
10.0 out of 10, Exceptional, (16 reviews)
"Enjoyed our stay. Loved being out in the countryside "
United States
Pauline S.
$166 nightly
The price is $188
Aug 9 - Aug 10
Total with taxes and fees
SteamPunk Bunk House and Intergalactic Way Station
Outdoor dining

18. 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, (32 reviews)
"We had a lovely weekend, it was quiet, private and watching the horses in the pasture was wonderful. We would definitely stay again. "
United States
Kim G.
$216 nightly
The price is $228
Aug 18 - Aug 19
Total with taxes and fees
Serene 1-bedroom suite on 75 acre horse property
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
Aug 10 - Aug 11
Total with taxes and fees
Wizard's Roost at Underhill Hollow
Living area

20. 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.
$323 nightly
The price is $366
Aug 10 - Aug 11
Total with taxes and fees
Charming -Clean-4-bedroom house with AC and WiFi in wonderful 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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Brimfield Hotel Reviews

Motel 6 Enfield, CT - Hartford

Motel 6 Enfield, CT - Hartford

10/10 Excellent
"Excellent"
Samuel 1-night trip
Posted less than an hour ago
Motel 6 Enfield, CT - Hartford

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 $106 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?

Sleeps 15 • Pool • Retreat: This highly rated vacation home rental in Brimfield is located on a river and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the garden in this rental home to help you unwind. Our travelers also rate Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8 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?

Quaboag River and Brimfield State Forest 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.