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Brookfield Vacation Rentals

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Oct 25 - Oct 26
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Oct 31 - Nov 2
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Nov 7 - Nov 9

Vacation Rentals in Brookfield

Interior
Lakefront cabins for family and friend gatherings
Lakefront cabins for family and friend gatherings
2.0 star property
10.0 out of 10, Exceptional, (7)
"Very responsive management-fridge had to be replaced during stay. Setup of house and cabins is great for large group. "
United States
Katie L.
Lakefront cabins for family and friend gatherings
Exterior
The Tree House at Underhill Hollow
The Tree House at Underhill Hollow
9.4 out of 10, Exceptional, (32)
"My 10 year old loved this stay! Meeting the goats and sheep was fun and it was located in a nice area. Would love to visit again!"
United States
Becky B.
$153 nightly
The price is $173
Oct 26 - Oct 27
Total with taxes and fees
The Tree House at Underhill Hollow
Exterior
Dove Cabin up in the Trees
Dove Cabin up in the Trees
9.8 out of 10, Exceptional, (27)
"A sweet, cozy, nostalgic little cabin in the woods. It was the perfect stop over on our road trip to Acadia. Very peaceful, and the screened in porch was wonderful to relax on before bed and during breakfast. "
United States
Maggie G.
$244 nightly
The price is $257
Oct 26 - Oct 27
Total with taxes and fees
Dove Cabin up in the Trees
Fridge, microwave, oven, stovetop
Spacious 4-bedroom with four and half bathrooms
Spacious 4-bedroom with four and half bathrooms
10.0 out of 10, Exceptional, (4)
"We needed a place to stay while our hardwood floors were being refinished and this was perfect. We have a dog and 2 cats and there was plenty of space. The house was clean and as advertised."
United States
Deb H.
$446 nightly
The price is $510
Oct 26 - Oct 27
Total with taxes and fees
Spacious 4-bedroom with four and half bathrooms
Exterior
Wizard's Roost at Underhill Hollow
Wizard's Roost at Underhill Hollow
9.6 out of 10, Exceptional, (19)
"Full of whimsy, loved all of the details of the construction and decor. Great place to stay"
United States
Meghann H.
$139 nightly
The price is $157
Oct 26 - Oct 27
Total with taxes and fees
Wizard's Roost at Underhill Hollow
Property grounds
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
9.8 out of 10, Exceptional, (25)
"This prperty was GREAT! Clean, and very accomadating. Had everything you would need staying there. Didn't get to use the lake but sitting on the deck was relaxing. Will book again. 10 Stars!! Thank You!"
United States
WILLIAM
$273 nightly
The price is $309
Oct 26 - Oct 27
Total with taxes and fees
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
Property grounds
Convenient, clean and cozy 3 bedroom, 2 bath overlooking idyllic lake whittemore
Convenient, clean and cozy 3 bedroom, 2 bath overlooking idyllic lake whittemore
10.0 out of 10, Exceptional, (198)
"Water front was a perfectly serene escape. House was cute and had everything we needed for a quiet getaway. Would absolutely stay here again. "
United States
Rich L.
Convenient, clean and cozy 3 bedroom, 2 bath overlooking idyllic lake whittemore
Lake
Beautiful Lakefront Home with Private Beach
Beautiful Lakefront Home with Private Beach
9.4 out of 10, Exceptional, (178)
"Great location for the family. Grandson enjoyed fishing and family swimming, cookouts and fire pit. "
United States
PeterJanet S.
Beautiful Lakefront Home with Private Beach
Dining
Amazing lake house with everything you need!
Amazing lake house with everything you need!
9.8 out of 10, Exceptional, (21)
"Great time, lovely location, easy to access and beautiful lake!"
United States
Sam L.
Amazing lake house with everything you need!
Smart TV, fireplace
Home Away from Home!
Home Away from Home!
9.4 out of 10, Exceptional, (13)
"The property was nice and accommodating for my family! "
United States
Ykeca M.
$345 nightly
The price is $395
Oct 27 - Oct 28
Total with taxes and fees
Home Away from Home!
Exterior
Spacious Massachusetts Apartment #2
Spacious Massachusetts Apartment #2
9.0 out of 10, Wonderful, (28)
"The apartment was very clean. It’s cozy, but had enough room for my family of 4. The house it’s a classic older New England home. It’s in the downtown part of a small cute town. Overall it was a really good experience!"
United States
Kathleen S.
$269 nightly
The price is $300
Oct 29 - Oct 30
Total with taxes and fees
Spacious Massachusetts Apartment #2
Interior
One Bedroom Apartment with Separate Bunk Bed Area
One Bedroom Apartment with Separate Bunk Bed Area
9.6 out of 10, Exceptional, (23)
"My family had a wonderful stay! We attended a weekend event at WPI and this was a great location to rest after a long day. Our kids especially enjoyed the large TV in the living room. It was clean and communication/ instructions were clear. Thanks! "
United States
Katie M.
One Bedroom Apartment with Separate Bunk Bed Area
Property grounds
Waterfront Home with Stunning Views .. Dog friendly , and great fishing !!!
Waterfront Home with Stunning Views .. Dog friendly , and great fishing !!!
10.0 out of 10, Exceptional, (135)
"It was our 4 lake vacation there. We absolutely love it and our dog Charlie enjoys the beautiful yard and and a swim in a little bay at this property."
United States
Anonymous traveler
Waterfront Home with Stunning Views .. Dog friendly , and great fishing !!!
Private kitchen
Charming -Clean-4-bedroom house with AC and WiFi in wonderful Springfield
Charming -Clean-4-bedroom house with AC and WiFi in wonderful Springfield
8.8 out of 10, Excellent, (3)
"Overall great spot and very clean. Lots of space to accommodate large groups, and the listing is transparent. The only reason I took off 1 star is all of the beds were very stiff and uncomfortable, which unfortunately would keep me from rebooking. However, if that doesn’t bother you, this place is a great little spot to stay the night if you’re in the area. "
United States
Lauren H.
$320 nightly
The price is $363
Oct 27 - Oct 28
Total with taxes and fees
Charming -Clean-4-bedroom house with AC and WiFi in wonderful Springfield
Outdoor dining
Lakefront: Fish, Kayak, Canoe, Near Treehouse Brewery, Sturbridge Village!
Lakefront: Fish, Kayak, Canoe, Near Treehouse Brewery, Sturbridge Village!
10.0 out of 10, Exceptional, (6)
Lakefront: Fish, Kayak, Canoe, Near Treehouse Brewery, Sturbridge Village!
Property grounds
Brimfield Waterfront cottage
Brimfield Waterfront cottage
10.0 out of 10, Exceptional, (13)
"The cabin was definitely cozy, the treats were a nice addition, and the kitchen had most of what we needed. Would return next time we plan to be in the area. Gus was great to communicate with! Thank you@"
United States
Debora
Brimfield Waterfront cottage
Smart TV, books, stereo
Newly Built Barn Loft in Pioneer Valley
Newly Built Barn Loft in Pioneer Valley
2.0 star property
9.4 out of 10, Exceptional, (20)
"cute little place! host was very responsive"
United States
zane s.
$201 nightly
The price is $212
Nov 2 - Nov 3
Total with taxes and fees
Newly Built Barn Loft in Pioneer Valley
Exterior
SalsVista 2nd Floor Corner Apt
SalsVista 2nd Floor Corner Apt
10.0 out of 10, Exceptional, (4)
"We very much enjoyed our weekend stay at this place. The apartment was immaculate and very comfortable."
United States
Anonymous traveler
SalsVista 2nd Floor Corner Apt
Exterior
Lakefront - King - PetsOK - W&D - Fire Pit - Kayak
Lakefront - King - PetsOK - W&D - Fire Pit - Kayak
9.2 out of 10, Wonderful, (23)
"Hosted a bachelorette trip at this property and it was fantastic. The kayaks and paddle boards provided plenty to do along with a firepit to sit around at night. The house was cozy with plenty of space to sleep 5. Had a great time! "
United States
Renee J.
$326 nightly
The price is $369
Oct 29 - Oct 30
Total with taxes and fees
Lakefront - King - PetsOK - W&D - Fire Pit - Kayak
Exterior
Hillside Hideaway: full family home, 250 ft from the lake shore. Dog friendly!
Hillside Hideaway: full family home, 250 ft from the lake shore. Dog friendly!
10.0 out of 10, Exceptional, (14)
"The house was beautiful. Very clean, pet friendly, very good communication with owner."
United States
JUNE
Hillside Hideaway: full family home, 250 ft from the lake shore. Dog friendly!
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 Brookfield Hotel Reviews

Super 8 by Wyndham Sturbridge

Super 8 by Wyndham Sturbridge

10/10 Excellent
"Loved it beautiful view of the leg"
Luis 2-night trip
Posted 12 hours ago
Super 8 by Wyndham Sturbridge

Find out more about Brookfield

Everything you need to know about Brookfield 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 Brookfield 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 Brookfield vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Brookfield vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Brookfield. 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 Brookfield 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 $157 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 Brookfield rentals

At Expedia, we put the best Brookfield 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 Brookfield 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 Brookfield 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 Brookfield. 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 Brookfield?

Yes, we have vacation rentals near well known sights in Brookfield, or you can choose a more secluded option if you'd like a relaxing place to stay.

What are some of the best vacation rentals in Brookfield?

The Tree House at Underhill Hollow: This vacation home rental outside of Brookfield offers a patio, a garden, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a coffee maker, and kitchenware.

What’s there to see and do in Brookfield?

While exploring the area, visit family-friendly sights like TriState Speedway, or get outside and enjoy nature at Quaboag River. Spooner Well and Hyland Orchard are a couple of places you'll find in the larger area.

What’s a vacation rental in Brookfield like?

Vacation rentals are privately owned properties you can stay in for a few weeks or just a few days in Brookfield. Vacation rentals offer extras such as hot tubs, fire pits, and patios so you'll be comfy for your stay. If you're concerned about a sanitized environment, a vacation rental can provide a sense of seclusion away from public hotel elevators and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great option for family trips or small group gatherings.