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East Brookfield 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 East Brookfield vacation rentals

1. Cottage by the Castle – Downtown Spencer

Cottage by the Castle – Downtown Spencer
Spencer
10.0 out of 10, Exceptional, (4 reviews)
"Nice, clean and well maintained. Would stay here again."
United States
Sarah S.
$259 nightly
The price is $261
Sep 7 - Sep 8
Total with taxes and fees
Cottage by the Castle – Downtown Spencer
A modern kitchen with white cabinets, a stainless steel refrigerator, and a dining area with a table and chairs.

2. 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.
$342 nightly
The price is $382
Sep 13 - Sep 14
Total with taxes and fees
Cozy Chic Countryside Haven - Sleeps 4 , Firepit
A room with a blue wall, a mirror, a table with chairs, potted plants, and a Christmas tree.

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.
$75 nightly
The price is $84
Sep 6 - Sep 7
Total with taxes and fees
Modern 1-bedroom apartment in peaceful Sturbridge with AC
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
9.6 out of 10, Exceptional, (35 reviews)
"The owner was pleasant and accommodating "
United States
Maryann
$243 nightly
The price is $256
Sep 6 - Sep 7
Total with taxes and fees
Dove Cabin up in the Trees
A living room with a TV, sofa, chairs, a lamp, and a window with sheer curtains.

5. Clean & Cozy Private- 3 floor_R 4

Clean & Cozy Private- 3 floor_R 4
Union HIll
$100 nightly
The price is $115
Sep 16 - Sep 17
Total with taxes and fees
Clean & Cozy Private- 3 floor_R 4
A spacious living room with a large sectional sofa, wooden flooring, and a high ceiling with skylights.

6. 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
A room with a blue wall, a mirror, a table with chairs, potted plants, and a Christmas tree.

7. 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
Sep 6 - Sep 7
Total with taxes and fees
Charming 1-bedroom apartment with AC & Breakfast in Sturbridge
A grassy outdoor area with a hammock, chairs, and a stone wall.

8. 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
A wooden bench and a small wooden bridge in a natural setting with greenery and a stream.

9. 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
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, (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
A modern kitchen with a stainless steel refrigerator, double sink, and wooden flooring.

11. Spacious 4-bedroom with four and half bathrooms

Spacious 4-bedroom with four and half bathrooms
Worcester
10.0 out of 10, Exceptional, (18 reviews)
"Perfect location"
United States
Harmony F.
$449 nightly
The price is $514
Sep 9 - Sep 10
Total with taxes and fees
Spacious 4-bedroom with four and half bathrooms
A cozy room with a bed, two chairs, a small table, and a potted plant.

12. 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
A wooden deck with outdoor furniture, overlooking a lake with boats and houses in the background.

13. 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
A compact RV interior with a kitchenette, a dining area, and a seating area with a dog.

14. 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

15. 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.
$468 nightly
The price is $523
Sep 6 - Sep 7
Total with taxes and fees
Trainmaster's Inn - Caboose
A living room with a TV, a sofa, a chair, a lamp, and a window with sheer curtains.

16. Clean & Cozy Private room - 3 floor_R 1

Clean & Cozy Private room - 3 floor_R 1
Union HIll
2.0 out of 10, (2 reviews)
$100 nightly
The price is $115
Sep 6 - Sep 7
Total with taxes and fees
Clean & Cozy Private room - 3 floor_R 1
A modern kitchen with white cabinets, stainless steel appliances, and a central island with bar stools.

17. 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, (1 review)
"The house was located in a quiet, nice, pleasant, neighborhood. The rooms were spacious and comfortable. The house was very clean and the beds were comfortable. The house was located near all kinds of stores, pharmacy’s, and good restaurants. I’d I had to make a negative comment it would be that all the bedrooms were on the second floor which was tough for two of our party. The property owner was quick to respond to questions we had. Overall, a very pleasant stay."
United States
Samantha R.
$534 nightly
The price is $564
Sep 7 - Sep 8
Total with taxes and fees
4-bedroom house in nice Holden with WiFi, AC
A red building with a colorful mural on the front, a covered porch, and a stone foundation.

18. 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
A dining area with a high ceiling, skylights, and a view of the outdoors.

19. Secluded 2-Acre Lakefront Home! Book Your Getaway!

Secluded 2-Acre Lakefront Home! Book Your Getaway!
Woodstock
9.8 out of 10, Exceptional, (89 reviews)
"The hosts were welcoming and the house was very clean and a great place to stay!"
United States
Emma S.
$682 nightly
The price is $772
Sep 6 - Sep 7
Total with taxes and fees
Secluded 2-Acre Lakefront Home! Book Your Getaway!
A modern kitchen with white cabinetry, a large island, and pendant lighting.

20. Modern Farmhouse Close to Mt. Wachusett

Modern Farmhouse Close to Mt. Wachusett
Holden
$602 nightly
The price is $636
Sep 6 - Sep 7
Total with taxes and fees
Modern Farmhouse Close to Mt. Wachusett
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 East Brookfield Hotel Reviews

Sturbridge Plaza Hotel

Sturbridge Plaza Hotel

10/10 Excellent
"Wonderful place to stay!!! No complaints"
rebecca 1-night trip
Posted 1 hour ago
Sturbridge Plaza Hotel

Find out more about East Brookfield

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

East Brookfield vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in East 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 East 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 $84 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 East Brookfield rentals

At Expedia, we put the best East 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 East 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 East 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 East 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.

Frequently asked questions

Are there vacation rentals in East Brookfield?

Yes, we offer vacation rentals close to well known points of interest in East Brookfield, or you can select a secluded option if you're looking for relaxation.

What are some of the best vacation rentals in East Brookfield?

Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!: This vacation home rental outside of East Brookfield is located on a lake and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a private yard and a selection of games.

What can I see and do in East Brookfield?

While exploring the area, visit family-friendly sights like EcoTarium, or get outside and enjoy nature at Quaboag River. Saint Joseph's Abbey and Wells State Park are a couple of places you'll find in the larger area.

What are vacation rentals like in East Brookfield?

Vacation rentals are privately owned accommodations you can reserve for several days or more in East Brookfield. Vacation rentals provide amenities such as hot tubs, fire pits, and patios so you'll feel just like you're at home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of privacy away from public hotel elevators and busy front desks while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular option for families.