Discover Your Perfect Brookline Vacation Homes

Best Vacation Homes in Brookline

10.0
Exceptional
(15 Reviews)
5 Guests 1 Bedroom 1 Bathroom
Family Friendly Cabin
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
AU $355/Night For 7 Nights AU $2,488
10.0
Exceptional
(1 Review)
150.69 ft² 9 Guests 3 Bedrooms 2 Bathrooms
Ocean View House
  • Oceanfront
  • Fireplace/Heating
  • Pool
AU $499/Night For 7 Nights AU $3,491
9.4
Exceptional
(971 Reviews)
1 Bathroom
Family Friendly Hotel
  • Hot Tub
  • Pool
  • Breakfast
AU $202/Night For 7 Nights AU $1,417
9.8
Exceptional
(31 Reviews)
250 ft² 2 Guests 1 Bedroom 1 Bathroom
Family Friendly Cabin
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
AU $386/Night For 7 Nights AU $2,703
8.0
Excellent
(1 Review)
602.78 ft² 2 Guests 1 Bedroom 1 Bathroom
Apartment
  • Fireplace/Heating
  • Parking
  • Internet
AU $132/Night For 7 Nights AU $924
9.8
Exceptional
(15 Reviews)
225 ft² 2 Guests 1 Bedroom 1 Bathroom
Family Friendly Cabin
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
AU $386/Night For 7 Nights AU $2,703
9.0
Exceptional
(9 Reviews)
600 ft² 2 Guests 1 Bedroom 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
AU $177/Night For 7 Nights AU $1,242
2.0
Average
(1 Review)
200 ft² 2 Guests 1 Bedroom 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
AU $228/Night For 7 Nights AU $1,593

Brookline Luxury Rentals

10.0
Exceptional
(45 Reviews)
2700 ft² 12 Guests 4 Bedrooms 3 Bathrooms
Ocean View House
  • Private Pool
  • Hot Tub
  • Fireplace/Heating
AU $1,077/Night For 7 Nights AU $7,537
10.0
Exceptional
(7 Reviews)
9 Guests 3 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
AU $624/Night For 7 Nights AU $4,368
10.0
Exceptional
(16 Reviews)
6 Guests 3 Bedrooms 2 Bathrooms
Family Friendly House
  • Hot Tub
  • Fireplace/Heating
  • Balcony/Terrace
AU $554/Night For 7 Nights AU $3,877
10.0
Exceptional
(64 Reviews)
10 Guests 3 Bedrooms 2 Bathrooms
Ocean View House
  • Fireplace/Heating
  • Ocean View
  • Balcony/Terrace
AU $545/Night For 7 Nights AU $3,816
New
3272.23 ft² 11 Guests 5 Bedrooms 4 Bathrooms
House
  • Pet Friendly
  • Parking
  • Air Conditioner
AU $534/Night For 7 Nights AU $3,736
10.0
Exceptional
(33 Reviews)
13 Guests 5 Bedrooms 3 Bathrooms
Family Friendly House
  • Hot Tub
  • Fireplace/Heating
  • Balcony/Terrace
AU $502/Night For 7 Nights AU $3,510
10.0
Exceptional
(44 Reviews)
2500 ft² 8 Guests 4 Bedrooms 3 Bathrooms
Family Friendly House
  • Hot Tub
  • Fireplace/Heating
  • Balcony/Terrace
AU $459/Night For 7 Nights AU $3,217
10.0
Exceptional
(14 Reviews)
1640 ft² 6 Guests 3 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
AU $447/Night For 7 Nights AU $3,130

Brookline Pet Friendly Vacation Rentals

10.0
Exceptional
(15 Reviews)
951 ft² 8 Guests 2 Bedrooms 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
AU $264/Night For 7 Nights AU $1,849
New
1130.21 ft² 5 Guests 1 Bedroom 2 Bathrooms
Free Cancellation House
  • Fireplace/Heating
  • Pet Friendly
  • Parking
AU $259/Night For 7 Nights AU $1,812
8.8
Fabulous
(1001 Reviews)
1 Bathroom
Family Friendly Hotel
  • Fireplace/Heating
  • Pool
  • Breakfast
AU $151/Night For 7 Nights AU $1,053
10.0
Exceptional
(5 Reviews)
2000 ft² 8 Guests 3 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Pet Friendly
  • Kitchen
AU $386/Night For 7 Nights AU $2,701
8.8
Fabulous
(69 Reviews)
322.92 ft² 6 Bathrooms
Free Cancellation Hotel
  • Fireplace/Heating
  • Pet Friendly
  • Parking
AU $171/Night For 7 Nights AU $1,200
10.0
Exceptional
(1 Review)
1800 ft² 4 Guests 4 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
AU $414/Night For 7 Nights AU $2,895
10.0
Exceptional
(1 Review)
1806 ft² 6 Guests 3 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Pet Friendly
  • Kitchen
AU $353/Night For 7 Nights AU $2,474
9.8
Exceptional
(83 Reviews)
6 Guests 3 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
AU $255/Night For 7 Nights AU $1,785

Brookline Large Vacation Homes

10.0
Exceptional
(1 Review)
13 Guests 4 Bedrooms 3 Bathrooms
Family Friendly House
  • Hot Tub
  • Fireplace/Heating
  • Balcony/Terrace
AU $568/Night For 7 Nights AU $3,972
10.0
Exceptional
(6 Reviews)
12 Guests 5 Bedrooms 3 Bathrooms
Family Friendly House
  • Hot Tub
  • Fireplace/Heating
  • Balcony/Terrace
AU $416/Night For 7 Nights AU $2,910
New
18 Guests 5 Bedrooms 4 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Pet Friendly
  • Kitchen
AU $761/Night For 7 Nights AU $5,329
New
10 Guests 4 Bedrooms 4 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
AU $548/Night For 7 Nights AU $3,839
10.0
Exceptional
(1 Review)
12 Guests 4 Bedrooms 3 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Breakfast
AU $236/Night For 7 Nights AU $1,652
9.6
Exceptional
(4 Reviews)
3276 ft² 11 Guests 5 Bedrooms 4 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Pet Friendly
  • Kitchen
AU $289/Night For 7 Nights AU $2,023

Why Choose Rent By Owner for your Brookline Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Brookline

When should you plan your Vacation Rentals stay?

Timing your visit to this charming destination can enhance your experience, as different seasons offer unique opportunities to enjoy the area's natural beauty and local charm.

Peak Season Highlights

spring
Spring (March to May)

During spring, this destination experiences mild weather and vibrant natural scenery, making it an ideal time for outdoor activities and exploring the region.

Average Temperature Daytime: 60°F to 75°F - Nighttime: 40°F to 55°F
autumn
Fall (September to November)

Autumn brings cooler temperatures and colorful foliage, creating a picturesque setting that enhances your stay in the area’s vacation rentals.

Average Temperature Daytime: 65°F to 70°F - Nighttime: 45°F to 50°F

Off-Season Highlights

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Winter (December to February)

In winter, the region sees lower temperatures, offering a peaceful retreat with fewer visitors and cozy indoor experiences in your rental property.

Average Temperature Daytime: 30°F to 45°F - Nighttime: 15°F to 25°F
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Summer (June to August)

While summer offers warm weather perfect for outdoor adventures, it also tends to be busier. Visiting during early or late summer can help you enjoy the region’s tranquility.

Average Temperature Daytime: 80°F to 90°F - Nighttime: 60°F to 70°F

Weekly Weather Forecast for Brookline

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy outdoor dining areas or picnic tables perfect for relaxing meals in the fresh air.
  • Take advantage of spacious yards or gardens for outdoor games and activities.
  • Benefit from private patios or decks to unwind while soaking in the scenic views of this region.
  • Make use of outdoor grilling facilities for flavorful barbecues during your stay.
  • Access to sprawling lawns or green spaces ideal for children’s play or outdoor sports.
  • Relax by a fire pit or outdoor fireplace, perfect for evening gatherings under the stars.
  • Enjoy proximity to nature trails or nearby parks for hiking and exploring the natural beauty here.
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Family Activities

  • Explore the Local Parks: Spend quality time outdoors at nearby parks where your family can enjoy picnics, playgrounds, and scenic walks in a welcoming natural setting.
  • Visit Family-Friendly Museums: Discover engaging exhibits that appeal to children and adults alike, offering an educational and fun experience right here in this area.
  • Attend Community Events: Participate in seasonal festivals, outdoor concerts, or local fairs that bring families together and showcase the region's vibrant culture.
  • Enjoy Nature Trails and Wildlife Watching: Take advantage of nearby trails perfect for hiking or biking, providing opportunities to observe local wildlife and appreciate the area's natural beauty.
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Adult Activities

  • Visit the local parks and nature reserves: Enjoy outdoor activities like hiking, birdwatching, or picnicking in the serene natural settings that surround this area.
  • Explore regional history museums: Discover the rich heritage of the region through exhibits and collections that highlight its unique cultural background.
  • Attend community events and festivals: Immerse yourself in local traditions and festivities that showcase the area's vibrant community spirit.
  • Experience nearby recreational centers: Engage in sports, wellness classes, or leisure activities designed for adult visitors seeking relaxation and fun here.

Other Places to Stay in Brookline, MO

Brookline Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Your Activities Early: Take advantage of the region's local resources by booking outdoor excursions and tours in advance to ensure a smooth, stress-free experience during your stay.
  • Explore Local Dining Options: Discover nearby restaurants that showcase regional flavors, allowing you to enjoy authentic cuisine without straying far from your vacation rental.
  • Utilize Public Transportation: Make the most of available transit options here to easily access key attractions and amenities without the hassle of driving or parking.
  • Communicate with Hosts: Maintain open contact with your vacation rental hosts to receive personalized tips and insider knowledge about the best spots and activities in this area.

Transportation Options

  • Bus Services: Public buses operate frequently in the area, offering an affordable and convenient way to explore this part of Missouri.
  • Personal Vehicles: Having a car provides flexibility for visiting local attractions and amenities within the region surrounding your vacation rental.
  • Taxi and Rideshare Services: Taxis and rideshare options like Uber and Lyft are readily available, ensuring easy access to and from your accommodations here.
  • Airport Transportation: The nearby airports offer shuttle services and taxi options, making your journey into the area smooth and hassle-free.

Local Customs Options

  • Southern Hospitality: Visitors often experience heartfelt friendliness and welcoming gestures that define the region's warm community spirit.
  • Respect for traditional home-cooked meals and local food customs is appreciated when engaging with residents here.
  • Community Events: Participating in local festivals and gatherings offers an authentic glimpse into the area's cultural heritage and social customs.
  • Respect for Nature: The region's appreciation for outdoor beauty encourages visitors to follow conservation practices and enjoy scenic natural spaces responsibly.

Frequently Asked Questions About Brookline?

2. How many vacation rentals have private pools in Brookline?

There are 3 vacation rentals with private pools near Brookline. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Brookline are best for families?

If you are looking for a family-friendly vacation home in Brookline, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Brookline:

4. How many Rentbyowner vacation rentals are available in Brookline?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 116 in the Brookline area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Brookline. 

5. What is the cancellation policy for vacation rentals in Brookline, Missouri?

The cancellation policy varies depending on the specific property owner. It is recommended to review the individual listing details or contact the host directly for the most accurate information.

6. How do I confirm a booking for a vacation rental near Brookline, Missouri?

Booking confirmation typically occurs once you complete the reservation process and receive confirmation from the property owner or manager. Be sure to check your email or account notifications for confirmation details.

7. Are there any additional fees associated with staying at a vacation rental in this region?

Additional fees such as cleaning, service charges, or local taxes may apply and are usually specified in the listing. Always read the full description or contact the owner for clarification before finalizing your reservation.

8. Is it possible to modify or cancel my reservation for a vacation rental in the area?

Modification and cancellation policies depend on the individual host's terms. You should review the property's policy on the listing page or reach out directly to the owner for assistance.

9. What amenities can I expect when staying at a vacation rental here?

Amenities vary by property but often include essentials like Wi-Fi, parking, and kitchen facilities. To ensure the rental meets your needs, review the amenities listed in the property details or contact the host for more information.

Brookline Top Rated Vacation Rentals

9.4
Exceptional
(3 Reviews)
4 Guests 2 Bedrooms 2 Bathrooms
Family Friendly Apartment
  • Hot Tub
  • Fireplace/Heating
  • Pool
AU $252/Night For 7 Nights AU $1,766
9.3
Exceptional
(305 Reviews)
322.92 ft² 12 Bathrooms
Ocean View Hotel
  • Private Pool
  • Oceanfront
  • Hot Tub
AU $162/Night For 7 Nights AU $1,136
9.0
Exceptional
(1002 Reviews)
1 Bathroom
Family Friendly Hotel
  • Pool
  • Balcony/Terrace
  • Breakfast
AU $164/Night For 7 Nights AU $1,148
8.5
Fabulous
(291 Reviews)
312.15 ft² 1 Bathroom
Free Cancellation Hotel
  • Private Pool
  • Oceanfront
  • Fireplace/Heating
AU $263/Night For 7 Nights AU $1,843
8.2
Excellent
(841 Reviews)
1 Bathroom
Family Friendly Hotel
  • Hot Tub
  • Pool
  • Balcony/Terrace
AU $143/Night For 7 Nights AU $1,002
8.2
Excellent
(811 Reviews)
1 Bathroom
Family Friendly Hotel
  • Hot Tub
  • Spa
  • Fireplace/Heating
AU $134/Night For 7 Nights AU $937
8.2
Excellent
(552 Reviews)
318.3 ft² 7 Bathrooms
Hotel
  • Private Pool
  • Oceanfront
  • Fireplace/Heating
AU $132/Night For 7 Nights AU $924
8.1
Excellent
(163 Reviews)
249.11 ft² 2 Bathrooms
Hotel
  • Private Pool
  • Hot Tub
  • Spa
AU $173/Night For 7 Nights AU $1,212