Photo by Vicki Samborski
Coolidge Corner South Side holiday lettings
We found 136 holiday rentals — enter your dates for availability
Discover a selection of 6 apartments and other holiday rentals in Coolidge Corner South Side that are perfect for your trip. Holiday rentals offer the amenities that you expect for your stay with friends, family or just your pet, such as air conditioning and a pool. You'll be sure to find a property to rent to meet everyone's needs, including places that are non-smoking or accessible.
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Find the best place to stay - Coolidge Corner South Side
Maverick Suites at 89 Marion
Sleeps 2 · 1 bedroom
8.48.4 out of 10
Very goodvery good
247 reviews(247 reviews)
Spacious Coolidge Corner Brookline Home - 1 Block to Restaurants, Shops, Movies
Sleeps 6 · 3 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
19 reviews(19 reviews)
2min->Coolidge&GreenT/King Bed/Full Kitchen/Arcade
Sleeps 5 · 2 bedrooms · 1 bathroom
"Home Away from Home" is in a Victorian home in a beautiful, safe neighborhood
Sleeps 2 · 2 bedrooms · 1 bathroom
4.84.8 out of 10
6 reviews(6 reviews)
Remodeled Spacious Apartment in Perfect Location
Sleeps 6 · 3 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
27 reviews(27 reviews)
Charming bedroom in Victorian house in cool Brookline with WiFi
Sleeps 2 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
1 review(1 review)
Top rated rentals - Coolidge Corner South Side
Great size property in a nice location about a 30 minute walk in to Boston city
1010 out of 10
Exceptionalexceptional
78 reviews(78 reviews)
My self and Seven friends stayed in this amazing apartment and we felt right at home. The space which we all had was great so we did not feel like we where on top of each other. The only problem we found was there was only 3 wine glasses.
Dale J.
Stayed Nov 2018
Fabulous apartment in a great location - perfect for a family stay in Boston.
1010 out of 10
Exceptionalexceptional
76 reviews(76 reviews)
The apartment is on a tree lined street just yards from a T stop. There are great restaurants and shops just a few minutes walk away. The apartment was stunning - massive rooms, beatifilly furnished and in perfect condition. I will certainly be back.
Murdoch M.
Stayed Jul 2017
Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value
Frequently asked questions
What is the most popular type of holiday rental in Coolidge Corner South Side?
In Coolidge Corner South Side, apartments are the predominant type of holiday rental, with several options available throughout the area. These apartments provide a comfortable and convenient stay, often featuring fully equipped kitchens, spacious living areas, and access to communal amenities such as fitness centres or rooftop terraces. The neighbourhood is known for its vibrant atmosphere and proximity to local attractions, including shops, cafes, and parks, making it an excellent choice for travellers seeking a blend of relaxation and activity.
How much does it cost to rent a holiday home in Coolidge Corner South Side?
Prices for holiday rentals in Coolidge Corner South Side vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Coolidge Corner South Side to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Coolidge Corner South Side holiday house rentals?
You can find great discounts on house rentals in Coolidge Corner South Side on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Are there any Coolidge Corner South Side holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Coolidge Corner South Side with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Can I find long-stay holiday rentals in Coolidge Corner South Side?
A long-stay holiday rental in Coolidge Corner South Side is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
When is the best time to visit Coolidge Corner South Side for a holiday rental?
April is the most popular month to visit Coolidge Corner South Side, as it marks the height of the vibrant spring season. During this time, the area's charm comes alive with blossoming trees and a number of outdoor activities. The peak season spans from March to May, when visitors flock to enjoy the pleasant weather and participate in local events, making it an ideal time for those seeking both convenience and quality experiences.
With temperatures typically ranging from the low teens to mid-teens Celsius, April offers comfortable conditions for strolling through the quaint streets, exploring boutique shops, and indulging in the diverse culinary scene. The neighbourhood's proximity to parks and cultural attractions makes it easy to enjoy leisurely outdoor activities and sightseeing.
For those looking for a more budget-friendly experience, December presents a unique opportunity to visit. While this is considered the low season, the festive atmosphere and holiday decorations create a delightful ambiance. Plus, it's a great time to explore the local coffee shops and enjoy the cozy indoor spaces that Coolidge Corner has to offer.
Are there any remote work holiday rentals in Coolidge Corner South Side?
In Coolidge Corner South Side, Massachusetts, there are several remote work holiday rentals available, suiting those who need to balance work and leisure. Properties in this area typically offer essential amenities such as high-speed Wi-Fi, dedicated office spaces with desks and comfortable chairs, ensuring a productive environment. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Coolidge Corner South Side holiday rental?
Book your Coolidge Corner South Side holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.
*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Coolidge Corner South Side?
In Coolidge Corner, South Side, visitors can explore a variety of attractions that reflect the area's vibrant community. The Coolidge Corner Theatre is a beloved landmark, showcasing independent films and classic movies in a historic setting. Nearby, the Brookline Village offers a charming mix of local shops, cafes, and restaurants, superb for those looking to immerse themselves in the local culture.
Can I change or cancel my Coolidge Corner South Side home rental booking on Vrbo?
To find Coolidge Corner South Side holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Coolidge Corner South Side holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.