A white wooden house with a porch, surrounded by a grassy field and trees.

Brookline Vacation Rentals

Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Brookline vacation rentals

A modern living room with a flat-screen TV, a fireplace, a sofa, and a dining area with a kitchen counter.

1. MainStay Suites Springfield South - Battlefield Rd

MainStay Suites Springfield South - Battlefield Rd
2.0 star property
Bradford Park
9.0 out of 10, Wonderful, (186 reviews)
"Enjoy staying there !"
United States
Arthur
MainStay Suites Springfield South - Battlefield Rd
A spacious room with a wooden dining table, a sofa, and a brick wall.

2. Enjoy downtown living with the comforts of home!

Enjoy downtown living with the comforts of home!
Downtown Springfield
10.0 out of 10, Exceptional, (38 reviews)
"This was an awesome place, very clean and just perfect for our our stay."
United States
Jason C.
Enjoy downtown living with the comforts of home!
A spacious living room with a large sectional sofa, a flat-screen TV mounted on the wall, and a built-in coffee table.

3. 🏡 Modern SmartHome Retreat Near Downtown Springfield & MSU

🏡 Modern SmartHome Retreat Near Downtown Springfield & MSU
Grant Beach
9.8 out of 10, Exceptional, (135 reviews)
"Great property. Clean perfect for what needed"
United States
Paul M.
🏡 Modern SmartHome Retreat Near Downtown Springfield & MSU
A kitchen with white cabinets, a stove, a dishwasher, and various kitchen utensils and appliances.

4. Comfort and Convenience! Close to Downtown Spfd.

Comfort and Convenience! Close to Downtown Spfd.
West Central
9.4 out of 10, Exceptional, (67 reviews)
"My son and I visited Springfield for a baseball tournament and were pleased with our stay at this property. We were close to downtown and MSU, which provided plenty of options for food and activities. The apartment provided a stocked kitchen, including coffee which was nice in the morning and the host was easy to communicate with. Simple procedures for checkout, which was appreciated as well!"
United States
Kristan M.
Comfort and Convenience! Close to Downtown Spfd.
A living room with a flat-screen TV, a black leather sofa, a wooden coffee table, a patterned rug, and a door.

5. Webster, N. Hospital & Downtown

Webster, N. Hospital & Downtown
Midtown
9.8 out of 10, Exceptional, (16 reviews)
"Na perfect"
United States
Mouna
Webster, N. Hospital & Downtown
A single-story house with a front door, two windows on the left, and a small porch area.

6. Relax & Cool near Fastnight Prk

Relax & Cool near Fastnight Prk
West Central
9.8 out of 10, Exceptional, (57 reviews)
"Great place to stay. Comfortable, great tv’s and close to things to do and places to eat,"
United States
melissa s.
Relax & Cool near Fastnight Prk
A dining area with a wooden table, chairs, and a vase with flowers. There is a sofa and a television in the background.

7. 7809 Hunters Moon Ln · Moon River Smart-Suite, near Interstate 44/airport

7809 Hunters Moon Ln · Moon River Smart-Suite, near Interstate 44/airport
Springfield
9.8 out of 10, Exceptional, (39 reviews)
"Perfect stay for our family. "
United States
Alexandria G.
7809 Hunters Moon Ln · Moon River Smart-Suite, near Interstate 44/airport
A spacious kitchen with white cabinetry, a central island, and a dining area with a sofa and chairs.

8. Modern House with King Suite! Relaxing Retreat!

Modern House with King Suite! Relaxing Retreat!
Springfield
10.0 out of 10, Exceptional, (53 reviews)
"If you are ever in the Springfield area this is a great place to stay! "
United States
David
Modern House with King Suite! Relaxing Retreat!
A modern kitchen with wooden cabinets, stainless steel appliances, and a central island.

9. Greenway Beauty

Greenway Beauty
Springfield
9.8 out of 10, Exceptional, (101 reviews)
"Excellent place to stay! "
United States
Randall C.
Greenway Beauty
A fire pit with flames, outdoor seating, and a view of the sunset.

10. Modern Glamping Cabin in Springfield with king bed and AC on 3 private acres.

Modern Glamping Cabin in Springfield with king bed and AC on 3 private acres.
Springfield
9.6 out of 10, Exceptional, (32 reviews)
"Craig was a great communicator and host, the property and amenities were as described and a really enjoyable stay."
United States
Justin
Modern Glamping Cabin in Springfield with king bed and AC on 3 private acres.
A single-story house with a porch, a small front yard, and a gravel driveway.

11. 3031 W Olive St · Cheerful 2-Bedroom w/ convenient Expressway access

3031 W Olive St · Cheerful 2-Bedroom w/ convenient Expressway access
Westside
9.6 out of 10, Exceptional, (49 reviews)
"This has become our regular stop in Springfield, very comfortable for our family of 5. "
United States
David P.
3031 W Olive St · Cheerful 2-Bedroom w/ convenient Expressway access
A modern kitchen with white cabinets, a large island with bar stools, stainless steel appliances, and pendant lighting.

12. Retreat w/ Deck ~ 9 Mi to Downtown Springfield

Retreat w/ Deck ~ 9 Mi to Downtown Springfield
3.0 star property
Springfield
10.0 out of 10, Exceptional, (2 reviews)
"House was great! "
United States
Michael
Retreat w/ Deck ~ 9 Mi to Downtown Springfield
A two-story house with a stone retaining wall, a front porch, and a clear blue sky.

13. THE GAMER’S OASIS! Bring friends and family together for retro/modern gaming!

THE GAMER’S OASIS! Bring friends and family together for retro/modern gaming!
Tom Watkins
8.4 out of 10, Very good, (69 reviews)
"My kids loved this place. They had an absolute ball. "
United States
Jimmy V.
THE GAMER’S OASIS! Bring friends and family together for retro/modern gaming!
A porch with a green door, two rocking chairs, and a small table with a potted plant.

14. Welcome to The Kitschy Kottage

Welcome to The Kitschy Kottage
Rogersville
10.0 out of 10, Exceptional, (37 reviews)
"Cute little house that was perfect for our anniversary trip!"
United States
Kayla T.
Welcome to The Kitschy Kottage
A spacious living room with hardwood flooring, a grey armchair, a wooden coffee table, and a dining area with a green upholstered table and chairs.

15. Spacious house 3 min from downtown Springfield and convention center

Spacious house 3 min from downtown Springfield and convention center
Grant Beach
9.8 out of 10, Exceptional, (19 reviews)
"Great place to stay, loved Decor and really comfortable home. Host was responsive to questions and we enjoyed our stay. Thank you…"
United States
Warren L.
Spacious house 3 min from downtown Springfield and convention center
A modern living room with a brown sofa, a blue sofa, and a grey armchair. There is a wooden coffee table in the center.

16. Modern Retreat w/ Hot Tub, Game Room & King Suite! & More

Modern Retreat w/ Hot Tub, Game Room & King Suite! & More
Tom Watkins
9.8 out of 10, Exceptional, (39 reviews)
"Our family thoroughly enjoyed our stay at this property."
United States
jana s.
Modern Retreat w/ Hot Tub, Game Room & King Suite! & More
A wooden dining table with benches, a ceiling fan, and a view of the outdoors through a door.

17. 2805 N Summit Ave · Relax at the Summit - 3bd, 2b

2805 N Summit Ave · Relax at the Summit - 3bd, 2b
Doling
9.8 out of 10, Exceptional, (97 reviews)
"Was one of the cleanest and nicest place we’ve stayed at. "
United States
muris h.
2805 N Summit Ave · Relax at the Summit - 3bd, 2b
A wooden building with a porch, potted plants, and a mailbox.

18. The Dryer House - A Charming Restored Home in a Walkable Neighborhood

The Dryer House - A Charming Restored Home in a Walkable Neighborhood
Rountree
10.0 out of 10, Exceptional, (45 reviews)
"Our stay at The Dryer House was, hands down, our favorite VRBO experience. We look forward to staying here again on our next trip to Springfield."
United States
Rachel K.
The Dryer House - A Charming Restored Home in a Walkable Neighborhood
A wooden room with a bed, a chandelier, and a wooden headboard.

19. The Riverbirch Treehouse-close to town yet steps away from total wilderness

The Riverbirch Treehouse-close to town yet steps away from total wilderness
Nixa
9.8 out of 10, Exceptional, (42 reviews)
"It was a cozy delightful stay. "
United States
Jonah S.
The Riverbirch Treehouse-close to town yet steps away from total wilderness
A spacious bedroom with a large bed, a chair, and an open door leading to another room.

20. The Mission at Roanoke

The Mission at Roanoke
Phelps
9.4 out of 10, Exceptional, (39 reviews)
"Place was clean and good location for what we wanted. "
United States
Anonymous traveler
The Mission at Roanoke
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 Brookline Hotel Reviews

Clarion Pointe Springfield Southeast

Clarion Pointe Springfield Southeast

10/10 Excellent
"Check in and check out was quick and painless. Room was well maintained with a super comfy bed. Will definitely stay again"
Tracey 1-night trip
Posted 5 hours ago
Clarion Pointe Springfield Southeast

Find out more about Brookline

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

Brookline vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Brookline. 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 Brookline 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 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 Brookline rentals

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

Are there vacation rentals in Brookline?

Yes, you can find vacation rentals close to well known points of interest in Brookline, or you can choose a more remote option if you're looking for relaxation. Brookline is known for its shopping and restaurants.

What’s there to see and do in Brookline?

While exploring the area, visit family-friendly sights like Wonders of Wildlife Museum & Aquarium, or get outside and enjoy nature at Fantastic Caverns. Wilsons Creek National Battlefield and Bass Pro Shops Outdoor World are a couple of places you'll find in the larger area.

What’s a vacation rental in Brookline like?

Vacation rentals are private properties you can stay in for a few weeks or just a few days in Brookline. Vacation rentals feature extras such as kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of safety away from public hotel elevators and busy concierge desks while still allowing you the experience of travel. You'll also have 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.