Photo by Shannon Willitts
Longwood holiday rentals
We found 191 holiday rentals — enter your dates for availability
Scroll through and select from holiday rentals in Longwood to find one that's perfect for your trip. Holiday homes offer the best amenities for your family, friends or furry companion, such as parking and a hot tub. At the end of the day, you'll be sure to find a property to rent that has what everyone needs, including a place that's non-smoking or offers accessibility.
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - Longwood
Walk To Fenway, Private Home, Perfect Location!
Sleeps 11 · 3 bedrooms · 2+ bathrooms
9.09.0 out of 10
Wonderfulwonderful
26 reviews(26 reviews)
Beautiful 2bd/1.5ba near BU 5843
Sleeps 4 · 2 bedrooms · 1+ bathroom
1010 out of 10
Exceptionalexceptional
Spacious Coolidge Corner Brookline Home - 1 Block to Restaurants, Shops, Movies
Sleeps 6 · 3 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
18 reviews(18 reviews)
Gorgeous 2bd/1.5ba Next to BU 3804
Sleeps 4 · 2 bedrooms · 1+ bathroom
9.09.0 out of 10
Wonderfulwonderful
Renovated 2Bed, 0.5 mile to Longwood Med Hospitals
Sleeps 6 · 2 bedrooms · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
33 reviews(33 reviews)
Sonder at Pierce Boston
Sleeps 6 · 3 bedrooms
8.88.8 out of 10
Excellentexcellent
224 reviews(224 reviews)
- 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, laundry, 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 home accommodation in Longwood?
The most sought-after types of holiday homes in Longwood are apartments. Looking for something different? Stayz 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 holiday home in Longwood?
Several things can affect what you’ll pay for your holiday home in Longwood, such as the type of property, season and length of stay. However, all of our holiday 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 Stayz. Can’t live without a private pool? Use the filters to select the features and amenities you want in your home.
Are there pet-friendly holiday homes in Longwood?
There certainly are. Choose from 54 stays that allow pets in Longwood on Stayz. Our cuddly best friends deserve a break too, so simply use our search function for pet-friendly holiday homes to find a property where Spot can join the fun.
What are popular home amenities in Longwood?
When it comes to home amenities that people are searching for in Longwood, a barbecue grill, nearby museums and a fireplace rank the highest. With Stayz holiday homes, 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 holiday homes in Longwood?
Longwood has 15 holiday 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 holiday homes in Longwood that welcome kids?
With 54 family-friendly holiday 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 travelling 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 holiday homes in Longwood?
Yes, you can take your pick from 24 one-bedroom homes in Longwood. Whether you want a secluded cottage or a cabin, Stayz’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 holiday homes in Longwood?
Longwood has 12 two-bedroom holiday homes for you to select from. Enjoy a holiday home with all the comfort and privacy you’re looking for at a fantastic price on Stayz.
Are there holiday homes 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 holiday homes with WiFi in Longwood. Check the “WiFi” box when searching on Stayz and stay connected on your getaway.
How can I find holiday homes with air conditioning in Longwood?
Longwood has 52 holiday homes where you can relax in air-conditioned comfort. To locate a property on Stayz 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 holiday home in Longwood?
The minimum age permitted can vary across properties on Stayz, so be sure to check the rules of the holiday home in Longwood you want. But normally, it’s 16, 18 or 21.
How long can I rent a holiday home in Longwood for?
The amount of time you can stay in a Longwood holiday 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 holiday homes may also offer weekly or monthly discounts, so you can hang around longer for less.