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Roslindale vacation rentals

We found 59 vacation rentals — enter your dates for availability

Discover a selection of 7 homes and other vacation rentals in Roslindale that are perfect for your trip. Whether you're traveling with your kids or with friends, vacation homes have the best amenities for spending time at your vacation home, which might include WiFi and a fireplace. You're sure to find a rental that has what everyone needs, including places that are non-smoking or accessible.
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Find out more about Roslindale

Find out more about Roslindale

Why visit Roslindale

  1. Charming Neighborhood: Experience the quaint streets and friendly locals that make Roslindale a delightful spot to visit.
  2. Cultural Attractions: Enjoy a blend of history and culture with nearby historic colleges and universities.
  3. Outdoor Activities: Explore local parks and beautiful outdoor spaces, perfect for family fun and relaxation.
  4. Vibrant Markets: Discover local markets offering fresh produce and unique goods, adding to the neighborhood's charm.
  5. Variety of Accommodations: Choose from cozy apartments and stylish condos for a comfortable stay suited to your needs.

Popular types of accommodation around Roslindale

Looking for the perfect vacation rental in Roslindale? You’re in the right place! Our most popular accommodations include cozy apartments, spacious houses, and convenient apart hotels. Whether you're interested in homes for rent, townhomes in Boston, condos, or private rooms, we have a variety of options to fit your needs. Enjoy a comfortable stay with the added benefit of breakfast options available for rent!

  • Apartments: The top choice for vacation rentals in Roslindale, offering comfortable and convenient living spaces for solo travelers or groups.
  • Houses: A great option for families or groups seeking a home-like atmosphere with more privacy and space.
  • Condos: Popular among travelers looking for modern amenities in a shared community setting.
  • House Boats: A unique lodging experience, allowing guests to enjoy waterfront living in a cozy boat.
  • Villas: Luxurious accommodations ideal for those seeking upscale comfort and elegant surroundings.**

Top attractions around Roslindale

Roslindale, Boston, is a fantastic destination for culture, family, and city vacations. Visitors can explore a variety of attractions, including beautiful beaches and historic colleges and universities. The area offers a blend of cultural experiences and outdoor activities, making it ideal for families seeking memorable adventures. Whether you're interested in history or simply enjoying the outdoors, Roslindale has something for everyone.

  1. Fenway Park: A historic sports stadium and home of the Boston Red Sox, Fenway Park offers a nostalgic atmosphere with its famous Green Monster and passionate fans. Experience the thrill of a live game or take a guided tour to appreciate its rich history.
  2. Harvard University: One of the oldest universities in the U.S., Harvard boasts stunning architecture and beautiful grounds. Explore its museums, libraries, and the vibrant campus culture, making it a perfect spot for history and education enthusiasts.
  3. TD Garden: A premier event venue, TD Garden hosts thrilling sports events, concerts, and conferences. Feel the energy of Boston sports culture or catch a major concert in this iconic arena.

Things to do recommended for couples

For a romantic getaway in Roslindale, explore the vibrant House of Blues for live music just 4 miles away, enjoy winter sports at Blue Hills Ski Area, 5 miles distant, or immerse yourselves in culture and romance at the Roxbury Center for Arts, only 2 miles from your stay.

Things to do recommended for families

Your family will have a blast at Kings Bowling, just 5 miles away, where fun and games await. For some outdoor relaxation, head to Chestnut Hill Reservation, only 3 miles from Roslindale. And sports fans will love the excitement at Gillette Stadium, located 16 miles away.

Things to do recommended for groups

Explore the vibrant Harvard Square for shopping and entertainment, visit the Samuel Adams Brewery for a romantic experience, and catch a film at the Coolidge Corner Theatre, where culture and family fun await—all within a short drive from Roslindale.

What do I need to keep in mind when booking a vacation around Roslindale

When traveling with a group, family, pets, or planning for extended stays, it's important to prioritize your needs in the booking process. Here are some helpful tips for using Vrbo effectively.

  • Traveling to Roslindale with a group: Think about how many bedrooms you require, as well as any additional features like a full kitchen or outdoor area for group gatherings. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to Roslindale with young kids: Traveling with young kids can be a bit tricky. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Roslindale: For many families, a vacation isn't truly fulfilled without their furry companions. If you can relate to this, explore Vrbo listings that welcome pets. Many of these pet-friendly properties come equipped with feeding bowls and beds, ensuring that every member of your family feels at home.
  • Planning for a long term stay visiting Roslindale: If you're searching for vacation rentals with special offers for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay around Roslindale

Roslindale, a charming neighborhood in Boston, offers a delightful mix of family-friendly attractions and urban vibes. Explore its quaint streets, vibrant markets, and local parks, perfect for a relaxing getaway. Just a short distance from Boston's bustling city life, you can experience friendly locals, romantic spots, and rich cultural experiences. Whether you're seeking a family vacation or a romantic escape, Roslindale is an ideal base for discovering the best of Boston.

  • Downtown Boston: Located approximately 6 miles from Roslindale, Downtown Boston is the bustling heart of the city, where a mix of history and modernity thrives. Visitors can immerse themselves in rich cultural experiences, from exploring historic landmarks to enjoying a vibrant shopping scene. Key attractions include the iconic Boston Common and the Boston City Hall. Families can take advantage of educational opportunities, while sports enthusiasts can catch a game at the historic stadium nearby. The area's shopping mall center offers a variety of retail options, making it a perfect destination for a full day of exploration.
  • Forest Hills: Just 0.7 miles from Roslindale, Forest Hills is a charming neighborhood that offers a blend of family-friendly activities and business opportunities. The area is known for its beautiful parks and gardens, ideal for leisurely strolls or picnics. Visitors can enjoy shopping at local centers and exploring the modern college university, which adds a youthful vibe to the community. The nearby stadium hosts various events and activities, ensuring there’s always something happening in this vibrant locale.
  • Lower Washington - Mount Hope: Situated 0.9 miles from Roslindale, Lower Washington - Mount Hope is an outdoor enthusiast's paradise. This neighborhood features lush green spaces and an arboretum, perfect for those who enjoy nature and relaxation. Families will appreciate the educational venues and shopping options available. The presence of a modern college university enriches the area’s cultural scene, while historic buildings add a touch of charm. It’s a great place to explore both the outdoors and local history.

Best time to go to Roslindale

If you're planning a trip to Roslindale, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in May to June and August, while off-peak times, like October to December tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January30.0°F (-1.1°C)Light RainMostly SunnyAverageSlightly Low
February31.5°F (-0.3°C)Light RainMostly CloudyAverageSlightly Low
March37.9°F (3.3°C)Light RainMostly SunnyAverageAverage
April48.2°F (9.0°C)Light RainMostly SunnyAverageAverage
May58.5°F (14.7°C)Light RainMostly SunnySlightly HighSlightly High
June66.6°F (19.2°C)Light RainMostly SunnySlightly HighAverage
July73.6°F (23.1°C)Light RainMostly SunnyAverageAverage
August72.7°F (22.6°C)Light RainMostly SunnySlightly HighAverage
September65.7°F (18.7°C)Light RainMostly SunnyAverageSlightly High
October55.6°F (13.1°C)Light RainMostly SunnySlightly LowSlightly High
November44.4°F (6.9°C)Light RainMostly SunnySlightly LowAverage
December36.3°F (2.4°C)Light RainMostly SunnySlightly LowSlightly Low

Booking with Vrbo is simple

Looking to save on your next vacation? Consider being flexible with your travel dates, as prices can fluctuate. Plus, extending your stay can often unlock significant savings. To discover the ideal Vrbo property that fits your budget, take advantage of our filters to refine your search by price, location, and type of vacation rental.

Save more with One Key

When you book a qualifying Vrbo for your group getaway, you'll receive OneKeyCash™ on your entire reservation. Being the organizer truly has its benefits! Sign up for our One Key rewards program to unlock exclusive savings for members and earn OneKeyCash™ on eligible stays. Join today and begin earning rewards!

Vrbo Trips: Effortless planning

Vrbo's user-friendly Trip Board offers you a convenient way to plan your travel. You can start new trips, pick up right where you left off, or easily view and arrange your existing plans. All the properties you've saved or booked are now organized into Potential, Upcoming, or Current Trips for your convenience. To explore Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties booked during 2023 and 2024.

Frequently asked questions

What is the most popular type of vacation rental accommodation in Roslindale?
According to our research, apartments are the most desirable property type in Roslindale. But as you’d expect, everyone’s idea of an epic trip is bound to be different. Vrbo has vacation homes of all sizes, shapes and budgets, and we’ll help you locate your ideal match.
How much does it cost to rent a vacation rental in Roslindale?
The average price for a vacation home in Roslindale can vary based on factors such as property type, season and length of stay. Whether you prefer a sprawling villa with space for the whole family or a quaint cabin just enough for two, just add your dates of travel to find stays with exceptional value.
How much does it cost to rent a beach house in Roslindale?
Prices for beach houses in Roslindale can vary depending on the style and size of the property and when you plan to travel. All you have to do is enter your travel dates into Vrbo and how many guests to view vacation rental options and prices. From there you can use our filters to refine your search results by amenities, ratings, nearby activities and more.
Are there pet-friendly vacation rentals in Roslindale?
Yes, there are. You’ll have your pick of 19 vacation rentals that cater to pets in Roslindale. Several of our pet-friendly vacation rentals come with an outdoor space for your four-legged fur baby to have fun in, doggie beds, complimentary treats and proximity to parks and green space. Apply the “Pets allowed” filter to find your pawfect vacation home on Vrbo.
What are popular rental amenities in Roslindale?
Some of the most popular rental amenities people look for in Roslindale are a barbecue grill, a garden and a firepit. Whether you’re going on vacation with family, your besties or even pets, Vrbo vacation rentals have the best amenities for chilling out with the people closest to you.
Are there large group vacation rentals in Roslindale?
Yes, you’ll find eight vacation rentals in Roslindale that can host five or more people. From family reunions to a special event, these stays have enough room to chill out with the people that matter the most.
Are there vacation rentals in Roslindale that welcome kids?
Gather your whole family for a memorable adventure in Roslindale at one of our 16 family-friendly properties. Many of these stays offer conveniences that are just perfect for trips with children, including dining rooms, extra bedrooms and private pools. Simply check the “Properties good for families” filter and pick your favorite option.
What are the top attractions for families in Roslindale?
There’s no space for boredom during your Roslindale vacation with these family-friendly attractions:

  • George Wright Golf Club
  • Boston Nature Center

Are there one-bedroom vacation rentals in Roslindale?
There are seven one-bedroom properties in Roslindale to pick from. A one-bedroom vacation home is a wonderful choice if it’s just two of you or if you’re traveling solo. Toss in more convenience, space and privacy than a regular hotel, and you’re bound to have a trip to remember.
Can I find two-bedroom vacation rentals in Roslindale?
Roslindale has three two-bedroom vacation rentals to pick from. Go for a vacation home with all the space and privacy you need at a price you’ll love on Vrbo.
Are there vacation rentals with WiFi in Roslindale?
Whether you’d like to keep up with the news, write a few emails or update your social media accounts, there are seven vacation homes with WiFi in Roslindale. Check the “WiFi” box when searching on Vrbo and stay connected on your getaway.
How can I find vacation rentals with air conditioning in Roslindale?
Pick your travel dates and then use our filters to search for vacation rentals with ac in Roslindale on Vrbo. With 16 air-conditioned properties available, you can enjoy a cool and comfortable break.
How old do you have to be to rent a vacation rental in Roslindale?
You’ll have to check with the Roslindale vacation property you want on Vrbo as the age limit differs. However, normally it’s 16, 18 or 21.
How long can I rent a vacation rental in Roslindale for?
It’s up to the Roslindale property. To browse available options offering extended stays, just type your dates and guest number into Vrbo’s search page. Enjoy having the whole place to yourself, along with home comforts like a kitchen, air conditioning and an outdoor space where the kids can run around and play. Keep your eyes peeled for long-term stays that offer discounted weekly or monthly prices.
Does Vrbo offer discounts for vacation homes in Roslindale?
Whether you’re interested in one of our newly listed homes, or one of our weekly or monthly discounts on vacation rentals, you’re sure to score some great deals and discounts on Vrbo. From weekend retreats to extended vacations, we’ve got the perfect place for your next Roslindale escape.

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