Why Choose Rent By Owner for your Brookline Resorts?
What makes our Resorts special?
Popular Areas for Brookline Resorts
Where are the best neighborhoods to stay in Brookline?
When considering your stay in Brookline, Massachusetts, exploring neighborhoods like Coolidge Corner offers a vibrant atmosphere with easy access to local cafes and shops, perfect for a relaxed getaway. The Washington Square area provides a charming residential setting, ideal for those seeking a peaceful retreat close to city attractions. Whether you're looking for lively streets or tranquil streetscapes, Brookline's diverse neighborhoods cater to your travel preferences with comfort and convenience.
Fenway–Kenmore
Located near the historic Fenway Park, this neighborhood offers convenient access to cultural attractions and vibrant nightlife, making it an ideal base for exploring Boston's lively scene.
View 201+ Rentals in Fenway–KenmoreJamaica Plain
Set in a lush, community-focused area, this neighborhood provides a peaceful escape while still being close to the city's attractions, perfect for visitors seeking a serene yet accessible stay.
View 37+ Rentals in Jamaica PlainBrighton
Known for its eclectic vibe and diverse dining options, Brighton is an inviting neighborhood where you can enjoy both local charm and easy transit into downtown Boston.
View 96+ Rentals in BrightonCleveland Circle
A bustling hub with excellent transportation links, Cleveland Circle is ideal for travelers wanting quick access to outdoor parks and the city’s main sights.
View 76+ Rentals in Cleveland CircleLongwood
Close to renowned medical and educational institutions, Longwood offers a quiet residential atmosphere combined with convenient proximity to Boston’s academic and healthcare centers.
View 3530+ Rentals in LongwoodMission Hill
Perched atop a hill, this neighborhood features stunning views and a strong sense of community, making it a memorable place to stay while exploring Boston.
View 3442+ Rentals in Mission HillEmerson Gardens
Surrounded by scenic parks and green spaces, Emerson Gardens provides a tranquil environment just minutes from the region's major attractions.
View 2391+ Rentals in Emerson GardensAspinwall Hill
Offering charming residential streets and lovely views, Aspinwall Hill is perfect for those seeking a relaxing retreat within easy reach of Boston’s vibrant city life.
View 1869+ Rentals in Aspinwall HillBest Times to Visit Brookline
When should you plan your Resorts stay?
To make the most of your stay, consider visiting during the shoulder seasons when the local atmosphere is vibrant yet less crowded, allowing you to enjoy the area's scenic charm and authentic experiences in this desirable destination.
Peak Season Highlights
Late Spring to Early Summer (May - June)
This period offers pleasant weather ideal for exploring the area’s outdoor spaces and enjoying the lush scenery.
Autumn (September - October)
Visit during this time to experience vibrant fall foliage and comfortable temperatures, perfect for sightseeing and outdoor activities.
Off-Season Highlights
Winter (December - February)
During the winter months, you can enjoy quieter resorts and lower rates while experiencing the charm of the season here.
Early Spring (March - April)
The region sees fewer visitors in early spring, making it a good time to find deals while witnessing the first signs of nature's renewal.
Weekly Weather Forecast for Brookline
How to Book Your Brookline Resorts
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Brookline
Common Resorts Amenities
What amenities can you expect?
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 a private outdoor patio or balcony to relax amidst the fresh air.
- Take advantage of well-maintained gardens and landscaped grounds surrounding your stay.
- Make use of outdoor grilling facilities to prepare meals al fresco.
- Benefit from access to nearby parks or green spaces ideal for outdoor activities.
- Relax in a spacious backyard area perfect for outdoor gatherings or lounging.
- Utilize outdoor seating areas designed for unwinding after a day of exploration.
- Discover scenic walking or biking trails conveniently close to your accommodation.
Top Attractions Around Brookline
What attractions are nearby?
In this vibrant area, you can enjoy a variety of nearby activities such as exploring local parks, visiting cultural landmarks, and indulging in diverse dining options, making it an ideal destination to enhance your stay at one of the resorts.
Family Activities
- Brookline's Coolidge Corner Cinema: Enjoy a family-friendly movie experience in this historic theater that offers a cozy ambiance and current film selections suitable for all ages.
- Putterham Meadows Golf Course: Spend quality time outdoors with the family at this scenic golf course that caters to beginners and seasoned players alike, providing a fun day on the greens.
- John F. Kennedy National Historic Site: Explore this educational site dedicated to the nation's 35th president, offering engaging exhibits and programs that can inspire visitors of all ages.
- Brookline's Parks and Playgrounds: Relax and play in the area's many parks and playgrounds, perfect for picnics, leisurely walks, and active recreation for your entire family.
Adult Activities
- Boston Public Garden: Enjoy a peaceful stroll or a relaxing boat ride in this iconic urban oasis, perfect for unwinding after exploring the area's vibrant neighborhoods.
- Fenway Park Tour: Experience the rich history of America’s oldest Major League Baseball stadium with guided tours that offer an authentic glimpse into the region's sports culture.
- Brookline Booksmith: Dive into a world of literary discovery at this beloved independent bookstore, ideal for book lovers seeking a cozy and enriching activity.
- John F. Kennedy National Historic Site: Visit the preserved childhood home of the president and gain insight into his early life and legacy right here in the area.
Other Places to Stay in Brookline, MA
Brookline Travel Tips
How Can You Make the Most of Your Stay?
- Explore local dining and cultural experiences: Take time to enjoy the diverse culinary scene and cultural activities that showcase the authentic charm of this area, enriching your stay.
- Plan ahead for transportation: Use reliable local transit options or consider renting a vehicle to easily access nearby attractions and maximize your time in this destination.
- Book accommodations strategically: Choose resorts that are conveniently located close to key spots to ensure easy access and a comfortable stay during your visit.
- Utilize outdoor recreational opportunities: Make the most of the scenic parks and outdoor spaces for relaxing walks or activities that enhance your overall experience here.
Transportation Options
- Public Transit: The area's public transit system, operated by the Massachusetts Bay Transportation Authority (MBTA), offers convenient bus and subway options to explore here with ease.
- Commuter Rail: The commuter rail connects this destination to Boston and other surrounding regions, providing a reliable and comfortable transportation choice for visitors.
- Taxi and Rideshare Services: Taxis and rideshare options like Uber and Lyft are readily available, offering flexible door-to-door service throughout the region.
- Car Rentals: Renting a car provides the convenience of exploring the area at your own pace, with numerous rental agencies nearby catering to travelers' needs.
Local Customs Options
- Libation Traditions: Locals here often celebrate with traditional toasts and the sharing of regional beverages during social gatherings, reflecting a warm community spirit.
- Historical Greetings: Visitors may notice that handshakes and polite nods are customary when meeting new acquaintances, emphasizing the area's courteous culture.
- Community Festivals: Participating in seasonal festivals and local parades is common, offering insight into the area's rich heritage and communal pride.
- Dining Etiquette: Tipping practices and dining manners align with regional customs, ensuring respectful interactions at local eateries and cafes.
Frequently Asked Questions About Brookline Resorts
1. What are the top Resorts in Brookline?
There are a lot of options in Brookline. If you plan on staying in the Brookline area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Resorts in Brookline:
- Brookline Haven | Rooftop + Deck + Game Room +T
- Gorgeous 2BR Next to BU 3748
- Huge 2b in desirable & quiet area. Near grocery and T-stop by Blueground
- Renovated 2B, In-unit Laundry, Longwood, 1st Flr
- Explore and Unwind in a Beacon Street! Close to Coolidge Corner Theatre
- Experience Brookline Charm in a Modern Comfortable Room!
- Sun-filled 1 bed, 1 bath in Brookline Village
- King Room at Arcadian Hotel! Close to The Museum of Fine Arts, Boston
- UltraLuxe Apt in Boston Brownstone2 in Prime Location
- Modern Townhome - Boston Vacation with 2 Bath, Parking and a Deck
2. How many Resorts are available in Brookline?
Currently, the total number of properties listed by RBO in 2026 is over 314 in the Brookline area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Resorts in Brookline.


























