Photo by Shannon Willitts

Longwood vacation rentals

We found 161 vacation rentals — enter your dates for availability

your current months are April, 2024 and May, 2024.
April 2024
May 2024
Discover a selection of 8 apartments and other vacation rentals in Longwood that are 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.

Find spaces that suit your style

  • Peace of mind
    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, yards and more
  • More for less
    More space, more privacy, more amenities — more value

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.