3306+ Vacation Rentals & Holiday Homes in Longwood |
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Longwood Accommodations - Hotels & Rentals

About Longwood Vacation Rentals

Discover More than 3306 Incredible Getaway Rentals Available in Longwood. Choose from a Wide Selection of Villas, Hotels, and Other Rental Options. Explore Luxury Amenities at Affordable Prices, Creating the Ideal Base for Your Next Vacation. Plan Your Perfect Escape with Online Reservations and Uncover Fantastic Stays in Longwood.

Online Reservations Offers Numerous Last-Minute Deals on Villas, Hotels, and Rentals, Both Near You and Across the Globe. Whether You Need Accommodation for a Group or an Event, Be it a Hotel or Vacation Rental (Including Cabins and Private Luxury Villas), We're Here to Assist. With Online Reservations in Longwood, You Can Easily Compare Options from Multiple Suppliers with a Single Click to Find the Perfect Price Point, Amenities, and Style of Stay That Suit Your Needs. Looking for Group Deals, Properties with Private Pools, Hot Tubs, Pet-Friendly Options, or Spacious Master Suite Bedrooms with Open-Air Showers? You Can Find It All in the Online Reservations Vacation Rentals, Resorts, and Airbnb-Style Properties in Longwood. The Average Size of Places to Stay Near Longwood is 617.03 ft², with Prices Averaging US $433 per Night.

Let Online Reservations Help You Discover the Ideal Holiday Rental to Create Lifelong Travel Memories in Longwood. Our Listed Prices Are Often Discounted Compared to Rack Rates. Simply Search for Your Destination and Secure the Perfect Place to Stay Today.

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Top Hotels & Vacation Rentals in Longwood

Type Count
Holiday Apartments 2290
Vacation Homes 433
Villas 2

Use these Quick Filters to Find a Vacation Rental in Longwood

★ Pro Tip: Online Reservations is a vacation rental website specializing in cottages, lake houses, and exclusive summer home rentals. We curate a vast selection of incredible properties from trusted suppliers, allowing you to compare prices and locations to find the perfect fit for your getaway. Create lasting memories in Longwood with Online Reservations.

Weather in Longwood, MA

View the weather forecast for Longwood before booking your Longwood Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Frequently Asked Questions About Longwood?

What are the top hotels, lake houses & vacation rentals in Longwood?

We provide an array of great vacation destinations in Longwood. If you are looking to stay in or around the Longwood area, make sure to browse our options to find a premium rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation Rentals in Longwood:

How many Hotels & Vacation Rentals have private pools in Longwood?

We have 36 Hotels & Vacation Rentals featuring a private pool in and near Longwood. Some of the best destinations to stay that feature or have access to a swimming pool are:

Which hotel, lake house, or vacation rental in Longwood is best for families?

Searching for a family-friendly getaway in Longwood? We've got you covered. Check out one of these luxurious getaways that are highly-rated and perfect fits for families of all sizes.

How many hotels, resorts, or rentals are available in Longwood?

Online Reservations™ offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by Online Reservations™ in 2025 is over 3306 in the Longwood area, and that number rises every day. By combining listings from multiple websites and travel providers, Online Reservations™ can provide you with a diverse amount of choices of the best luxury stays in Longwood.

Nearby Neighborhood (1) 
Neighborhood Property Count
Coolidge Corner South Side Vacation Rentals in Boston, Massachusetts 1401

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