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Longwood vacation rentals

We found 227 vacation rentals — enter your dates for availability

Scroll through and select from vacation rentals in Longwood to find one that's perfect for your trip. Vacation homes provide the amenities you need and want for your stay with friends, family, or just your pet, such as a hot tub and garden. At the end of the day, you'll be able to choose a rental to meet everyone's needs, including a place that's non-smoking or offers accessibility.
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Find out more about Longwood

Find out more about Longwood

Why visit Longwood

  1. Cultural richness: Experience a vibrant blend of arts and history with local galleries and historic colleges.
  2. Family-friendly activities: Enjoy urban parks and attractions that cater to visitors of all ages.
  3. Charming neighbourhood: Stroll through welcoming streets filled with friendly locals and unique shops.
  4. Convenient access: Benefit from easy transportation options, including proximity to Longwood Station.
  5. Diverse accommodation: Choose from a variety of vacation rentals, from cozy apartments to spacious homes.

Popular types of accommodation around Longwood

Planning your getaway to Longwood? Discover the charm of this vibrant destination with a variety of vacation rentals to suit your needs. From cozy apartments and spacious houses to modern condos, Longwood offers an array of options for every traveller. Whether you're searching for longwood apartments, rentals near Longwood, or rental properties in Longwood, you’ll find the perfect spot to unwind and explore.

  • Apartments: The top choice for visitors in Longwood, offering modern amenities and easy access to local attractions.
  • Houses: A great option for families or groups, providing spacious accommodations and a home-like atmosphere.
  • Condos: These stylish units are ideal for a comfortable stay, often featuring shared facilities and community vibes.
  • Cottages: Perfect for a quaint and tranquil getaway, providing a cozy setting close to nature.
  • House Boats: An adventurous choice for unique lodging on the water, blending relaxation with scenic views.**

Top attractions around Longwood

Longwood, Brookline offers a delightful blend of culture, sports, and business-themed experiences, making it an ideal vacation spot. Explore historic colleges, urban parks, and charming streets that cater to cultural enthusiasts and families alike. Don't miss the opportunity to request guided tours to fully appreciate the local attractions. Whether you're travelling solo or with loved ones, Longwood promises enriching experiences that will enhance your visit to Massachusetts.

  1. Fenway Park: This iconic sports stadium, located 1.1km from Longwood, offers a rich history and a vibrant atmosphere. Experience the excitement of a live baseball game and soak in the unique charm that makes Fenway a cultural landmark.
  2. Harvard University: Situated 3.2km away, this prestigious institution boasts stunning architecture and lush grounds. Explore its rich academic heritage and vibrant cultural scene, making it a perfect spot for a leisurely stroll.
  3. TD Garden: Located 4.8km from Longwood, this multi-purpose venue hosts a variety of events, from concerts to sports. Experience the bustling business vibes and enjoy a thrilling event in this dynamic space.

Things to do recommended for couples

For a romantic getaway in Longwood, enjoy a concert at the House of Blues Boston, just 1.3km away. Experience the elegance of dance at the Jose Mateo Ballet Theatre, 3.2km away, or embark on an adventurous sailing trip at the Courageous Sailing Center, 6.4km away.

Things to do recommended for families

Families visiting Longwood can enjoy exciting events at Agganis Arena, unwind at the tranquil Chestnut Hill Reservation, and indulge in delicious treats at Stowaway Sweets, all offering a delightful experience that caters to both fun and relaxation.

Things to do recommended for groups

Groups visiting Longwood can enjoy shopping at Harvard Square, just 3.2km away, catch a film at the charming Coolidge Corner Theatre, 966m away, and tour the Samuel Adams Brewery, also 3.2km away, for a taste of local craft beer and entertainment.

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

If you’re planning a trip with a group, family, or pets, or if you’re considering an extended stay, it's important to prioritize your preferences when searching. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Longwood with a group: Think about how many bedrooms you'll require, as well as any amenities you may desire, like a fully equipped kitchen or outdoor space for group gatherings. Thankfully, you can easily apply filters for all of these options and more on Vrbo.
  • Traveling to Longwood with young kids: Travelling with young children can present its own set of challenges. It's important to prioritize their comfort and safety, along with providing suitable amenities, like a private swimming pool. Additionally, it’s wise to consider how close you are to family-friendly attractions.
  • Taking your pets with you to Longwood: For many, a family getaway isn’t truly fulfilling without their furry companion by their side. If this resonates with you, take a look at Vrbo listings that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Longwood: If you're in search of vacation rentals that offer discounts 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 amenities like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay around Longwood

Longwood, nestled in Brookline, offers an enriching blend of culture, sports, and urban charm. With its excellent location near the Longwood Station, you’ll enjoy easy access to family-friendly attractions and historical sites. Explore the vibrant downtown area, where friendly locals and artistic vibes create a welcoming atmosphere. From excursions to casual strolls, your visit promises memorable experiences in this lively neighbourhood.

  • Downtown Boston: Located 4.8km from Longwood, Downtown Boston is the vibrant core of the city, where history meets modernity. This area offers a rich cultural experience, featuring numerous educational institutions, shopping centres, and a variety of dining options. Visitors can explore iconic landmarks such as the historic sports stadium and event conference venues. The bustling atmosphere makes it an ideal spot for families and culture enthusiasts alike.
  • Cambridge: Just 3.2km from Longwood, Cambridge is renowned for its intellectual vibrancy and historic charm. Home to prestigious universities, this city attracts those seeking a cultured experience. Visitors can enjoy shopping at unique stores, dine at local eateries, and visit the historic college campuses. With its scenic views and proximity to a renowned sports stadium, Cambridge is perfect for families and culture seekers wanting to immerse themselves in a lively urban environment.
  • Back Bay: Back Bay, situated 3.2km from Longwood, is a picturesque neighbourhood known for its Victorian brownstones and urban parks. This area is a shopping haven, featuring high-end boutiques and shopping centres. The local stadium and historic sports venues draw sports fans, while the lush urban parks provide a serene escape. Back Bay’s blend of culture, family-friendly activities, and stunning architecture makes it a must-visit destination for tourists.

Best time to go to Longwood

If you're planning a trip to Longwood, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in March to April and July, while off-peak times, like October and December to January 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 SunnySlightly LowSlightly Low
February31.5°F (-0.3°C)Light RainMostly CloudyAverageSlightly Low
March37.9°F (3.3°C)Light RainMostly SunnySlightly HighSlightly Low
April48.2°F (9.0°C)Light RainMostly SunnySlightly HighAverage
May58.5°F (14.7°C)Light RainMostly SunnyAverageAverage
June66.6°F (19.2°C)Light RainMostly SunnyAverageAverage
July73.6°F (23.1°C)Light RainMostly SunnySlightly HighSlightly High
August72.7°F (22.6°C)Light RainMostly SunnyAverageSlightly High
September65.7°F (18.7°C)Light RainMostly SunnyAverageAverage
October55.6°F (13.1°C)Light RainMostly SunnySlightly LowSlightly High
November44.4°F (6.9°C)Light RainMostly SunnyAverageAverage
December36.3°F (2.4°C)Light RainMostly SunnySlightly LowAverage

Booking with Vrbo is simple

Are you hoping to save on your upcoming journey? Staying flexible with your travel dates can really pay off, as prices can vary quite a bit. Additionally, opting for an extended stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, feel free to use our filters to narrow down your options by price, location, and type of vacation rental.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board offers a user-friendly platform where you can easily plan new trips, continue from where you last left off, or manage your travel arrangements. You can view your saved or booked properties organized into categories such as Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, please visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of vacation rental accommodation in Longwood?
The most sought-after types of vacation rentals in Longwood are apartments. Looking for something different? Vrbo has numerous options to match our guests' unique needs, so you'll see properties in all sizes and shapes. The perfect fit is ready and waiting for you — get hold of yours today.
How much does it cost to rent a vacation rental in Longwood?
Several things can affect what you'll pay for your vacation rental in Longwood, such as the type of property, season and length of stay. However, all of our vacation homes have one thing in common — unbeatable value. Simply add your travel dates to find your home away from home.
How much does it cost to rent a beach house in Longwood?
When you travel and the size and style of the property will help determine the cost of your beachside escape. Enter your Longwood travel dates to view your available options on Vrbo. Can't live without a private pool? Use the filters to select the features and amenities you want in your rental.
Are there pet-friendly vacation rentals in Longwood?
There certainly are. Choose from 54 stays that allow pets in Longwood on Vrbo. Our cuddly best friends deserve a break too, so simply use our search function for pet-friendly vacation rentals to find a property where Spot can join the fun.
What are popular rental amenities in Longwood?
When it comes to rental amenities that people are searching for in Longwood, a barbecue grill, nearby museums and a fireplace rank the highest. With Vrbo vacation rentals, you'll discover options to fit your style and taste, whether you're going away with your partner, your friends or even pets.
Are there large group vacation rentals in Longwood?
Longwood has 15 vacation properties that can host 10 or more guests. These stays come with the space you need to enjoy good times with your nearest and dearest.
Are there vacation rentals in Longwood that welcome kids?
With 54 family-friendly vacation properties to choose from in Longwood, now is a fantastic time to introduce your little ones to the wonders of travel. Check our "Properties good for families" filter to discover stays that come with conveniences ideal for traveling families, such as full kitchens, patios, bunk beds and entertainment units.
What are the top attractions for families in Longwood?
You'll find lots of awesome things to see and do with the family in Longwood, including:

  • Larz Anderson Auto Museum
  • Larz Anderson Park
  • Coolidge Corner Theatre

Are there one-bedroom vacation rentals in Longwood?
Yes, you can take your pick from 24 one-bedroom rentals in Longwood. Whether you want a secluded cottage or a cabin, Vrbo's one-bedroom properties are perfect if you don't need huge amounts of space. One of the best things about having your own place? You won't have to share your adventure with strangers.
Can I find two-bedroom vacation rentals in Longwood?
Longwood has 12 two-bedroom vacation rentals for you to select from. Enjoy a vacation home with all the comfort and privacy you're looking for at a fantastic price on Vrbo.
Are there vacation rentals with WiFi in Longwood?
Whether you'd like to keep up with the latest headlines, make a video call or update your social media accounts, there are two vacation homes with WiFi in Longwood. Check the "WiFi" box when searching on Vrbo and stay connected on your getaway.
How can I find vacation rentals with air conditioning in Longwood?
Longwood has 52 vacation rentals where you can relax in air-conditioned comfort. To locate a property on Vrbo with this amenity, enter your dates of travel and use the filters to select the "air conditioning" box.
How old do you have to be to rent a vacation rental in Longwood?
The minimum age permitted can vary across properties on Vrbo, so be sure to check the rules of the vacation home in Longwood you want. But normally, it's 16, 18 or 21.
How long can I rent a vacation rental in Longwood for?
The amount of time you can stay in a Longwood vacation home for differs depending on the property. Simply tap in your dates of travel to find available options that offer extended stays. They come with all you need to make your extended break more convenient and comfortable, like air conditioning and laundries. Some vacation homes may also offer weekly or monthly discounts, so you can hang around longer for less.

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