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

Brookline Vacation Rentals

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Check prices for these dates

In two weeks
Oct 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

Our top choices for Brookline vacation rentals

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1. MainStay Suites Springfield South - Battlefield Rd

MainStay Suites Springfield South - Battlefield Rd
2.0 star property
Bradford Park
8.8 out of 10, Excellent, (180 reviews)
"This place was awesome, especially for the fair price. It was immaculate, well-equipped, A/C kept it nice and cool. The room even smelled clean- not like heavy perfumed cleaners like some other hotels/motels. Staff was very friendly. I would absolutely stay again."
United States
Katie
$93 nightly
The price is $105
Oct 17 - Oct 18
Total with taxes and fees
MainStay Suites Springfield South - Battlefield Rd
Coffee/tea maker, fridge, microwave, oven

2. Greenway Beauty

Greenway Beauty
Springfield
9.8 out of 10, Exceptional, (101 reviews)
"Nice stay in a quiet neighborhood. "
United States
Theresa S.
$183 nightly
The price is $192
Sep 24 - Sep 25
Total with taxes and fees
Greenway Beauty
Terrace/patio

3. 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
$158 nightly
The price is $166
Sep 20 - Sep 21
Total with taxes and fees
Modern Glamping Cabin in Springfield with king bed and AC on 3 private acres.
Smart TV, DVD player, books, music library

4. 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.
$156 nightly
The price is $171
Sep 20 - Sep 21
Total with taxes and fees
7809 Hunters Moon Ln · Moon River Smart-Suite, near Interstate 44/airport
Coffee/tea maker, fridge, microwave, oven

5. Modern House with King Suite! Relaxing Retreat!

Modern House with King Suite! Relaxing Retreat!
Springfield
10.0 out of 10, Exceptional, (51 reviews)
"If you are ever in the Springfield area this is a great place to stay! "
United States
David
$350 nightly
The price is $369
Sep 20 - Sep 21
Total with taxes and fees
Modern House with King Suite! Relaxing Retreat!
Exterior

6. 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.
$285 nightly
The price is $319
Oct 3 - Oct 4
Total with taxes and fees
3031 W Olive St · Cheerful 2-Bedroom w/ convenient Expressway access
Dining

7. Charming 2-bedroom condo in lovely Springfield with AC

Charming 2-bedroom condo in lovely Springfield with AC
Parkcrest
10.0 out of 10, Exceptional, (9 reviews)
"The condo was very clean and comfortable. I would definitely stay there again."
United States
Elizabeth M.
$239 nightly
The price is $268
Sep 20 - Sep 21
Total with taxes and fees
Charming 2-bedroom condo in lovely Springfield with AC
Smart TV, foosball

8. 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, (38 reviews)
"Our family thoroughly enjoyed our stay at this property."
United States
jana s.
$313 nightly
The price is $351
Sep 20 - Sep 21
Total with taxes and fees
Modern Retreat w/ Hot Tub, Game Room & King Suite! & More
TV, fireplace

9. 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, (18 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.
$316 nightly
The price is $354
Sep 20 - Sep 21
Total with taxes and fees
Spacious house 3 min from downtown Springfield and convention center
Private kitchen

10. Belmont Blue Stylish Retreat - Bass Pro+MSU+Downtown+Drury

Belmont Blue Stylish Retreat - Bass Pro+MSU+Downtown+Drury
West Central
8.6 out of 10, Excellent, (9 reviews)
"Great place Justin was extremely nice and hospitable the house was super cute I will be checking availability every time I come to Springfield this is an amazing little place you will be very happy with it "
United States
Dennis D.
$175 nightly
The price is $195
Sep 22 - Sep 23
Total with taxes and fees
Belmont Blue Stylish Retreat - Bass Pro+MSU+Downtown+Drury
House (3 Bedrooms) | Interior

11. 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
$301 nightly
The price is $319
Sep 20 - Sep 21
Total with taxes and fees
Retreat w/ Deck ~ 9 Mi to Downtown Springfield
Exterior

12. 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
8.6 out of 10, Excellent, (66 reviews)
"My kids loved this place. They had an absolute ball. "
United States
Jimmy V.
$185 nightly
The price is $208
Sep 21 - Sep 22
Total with taxes and fees
THE GAMER’S OASIS! Bring friends and family together for retro/modern gaming!
Dining

13. Enjoy downtown living with the comforts of home!

Enjoy downtown living with the comforts of home!
Downtown Springfield
10.0 out of 10, Exceptional, (36 reviews)
"This was an awesome place, very clean and just perfect for our our stay."
United States
Jason C.
$247 nightly
The price is $271
Sep 20 - Sep 21
Total with taxes and fees
Enjoy downtown living with the comforts of home!
1 bedroom, WiFi (free), bed sheets

14. Treehouse cabin-unique stay-convenient location yet very secluded atmosphere

Treehouse cabin-unique stay-convenient location yet very secluded atmosphere
Nixa
9.8 out of 10, Exceptional, (18 reviews)
"Very clean and comfortable. "
United States
Mark S.
$271 nightly
The price is $287
Sep 21 - Sep 22
Total with taxes and fees
Treehouse cabin-unique stay-convenient location yet very secluded atmosphere
Smart TV, video library

15. Webster, N. Hospital & Downtown

Webster, N. Hospital & Downtown
Midtown
9.8 out of 10, Exceptional, (16 reviews)
"Na perfect"
United States
Mouna
$186 nightly
The price is $207
Sep 20 - Sep 21
Total with taxes and fees
Webster, N. Hospital & Downtown
Exterior

16. 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.
$339 nightly
The price is $380
Sep 20 - Sep 21
Total with taxes and fees
The Dryer House - A Charming Restored Home in a Walkable Neighborhood
Smart TV, offices

17. Elegant Modern 2BR Escape with Secure Garage Parking

Elegant Modern 2BR Escape with Secure Garage Parking
Springfield
8.8 out of 10, Excellent, (3 reviews)
"Location was great for getting to shopping, dining, and tourist locations. Host was friendly. We had a relaxing trip. Nice to have garage to park in from Friday nights storms!"
United States
Mike C.
$245 nightly
The price is $255
Sep 20 - Sep 21
Total with taxes and fees
Elegant Modern 2BR Escape with Secure Garage Parking
Exterior

18. 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.
$176 nightly
The price is $196
Sep 20 - Sep 21
Total with taxes and fees
Relax & Cool near Fastnight Prk
4 bedrooms, desk, iron/ironing board, travel crib

19. The Mission at Roanoke

The Mission at Roanoke
Phelps
9.4 out of 10, Exceptional, (38 reviews)
"Place was clean and good location for what we wanted. "
United States
Anonymous traveler
$228 nightly
The price is $256
Sep 20 - Sep 21
Total with taxes and fees
The Mission at Roanoke
Coffee/tea maker, fridge, microwave, oven

20. Virginia Modern Luxe

Virginia Modern Luxe
Seminole Holland
10.0 out of 10, Exceptional, (14 reviews)
"Really clean and so cutely decorated. Plenty of kitchen supplies. Nice back yard for dog to run around. Patio furniture was great for enjoying the back yard. Safe and quiet neighborhood! "
United States
Kelly C.
$274 nightly
The price is $307
Sep 22 - Sep 23
Total with taxes and fees
Virginia Modern Luxe
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

Best Western Coach House

Best Western Coach House

10/10 Excellent
"Staff was extremely helpful when i discovered that I had chosen the wrong size bed and she did an upgrade for me without charging me extra"
Ruth 1-night trip
Posted 5 hours ago
Best Western Coach House

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 $105 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 the top vacation rental in Brookline?

Modern House with King Suite! Relaxing Retreat! : You might want to consider this vacation home rental near Brookline, which offers a patio, a garden, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a selection of games and a hot tub.

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. Bass Pro Shops Outdoor World and Great Southern Bank Arena 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.