Owner Direct Vacation
Rentals in Kendall Square
The Best Owner Direct Vacation Rentals in Kendall Square. Explore thousands of vacation home rentals, large cabins, and villas near Kendall Square
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Explore the Best Kendall Square Vacation Homes
Looking for the perfect place to stay in Kendall Square? Discover a curated collection of vacation rentals offering comfort, convenience, and authentic Kendall Square character. Whether you want a beachfront condo, a cozy family home, or a pet-friendly stay close to downtown, Owner Direct makes it easy to compare verified options for your next trip.
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Why Travelers Love Using
Owner Direct to
Find Kendall Square Vacation Rentals
What makes our vacation homes stand out?
Verified Properties
Every vacation home shown on Owner Direct comes from trusted travel sources and verified hosts, so you can browse with confidence.
Value You Can Trust
Compare a range of properties and find fair, transparent pricing—no hidden fees.
Endless Variety
From oceanfront condos and coastal cottages to luxury villas and family homes, there's a rental to fit every traveler and budget.
More Places to Stay Near Kendall Square
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Sunday Feb 15
Kendall Square, Cambridge
Common Vacation Rental Amenities Typical Vacation Rental Amenities
What sort of amenities will be available at your stay?
Our Kendall Square vacation rentals are designed for comfort and convenience, with everything you need for a relaxing stay.
Indoor Amenities
Fully equipped kitchens
Spacious living areas with streaming TVs
Complimentary Wi-Fi
Air conditioning and heating
In-unit washer and dryer
Plush bedding and comfortable furniture
Outdoor Amenities
Balconies or patios with coastal views
Private or shared pools
BBQ grills and outdoor dining areas
On-site parking
Easy access to beaches and attractions
More Vacation Rentals You May Like Near Kendall Square
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How to Reserve Your Kendall Square Vacation Rental
Booking Made Simple
Owner Direct helps travelers find verified vacation rentals from trusted sources. Once you select a property you love, you’ll be guided to our partner’s secure booking platform to complete your reservation.
SEARCH PROPERTIES
Use filters for location, amenities, and budget.
VIEW DETAILS
Check photos, reviews, and features for your top picks.
BOOK SECURELY
Confirm your stay safely through our trusted travel partners.
Kendall Square Vacation Rental FAQs
1. What are the top vacation rentals in Kendall Square?
There are a lot of options in Kendall Square. If you plan on staying in the Kendall Square area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Kendall Square:
- Boston Yacht Haven Inn & Marina
- Best of Boston Houseboat Heat/AC in Boston Harbor Suite1 in Historic Navy Yard
- Historic Home At Freedom Trail
- Historic Townhouse Condo in the center of Boston, across from the Public Garden
- "Travelers Choice Award" Spacious 2BD/2Bath Heat/AC 45 ft yacht Freedom Trail
- Charming House In Downtown Boston, Nearby Attractions, Parking & Free WiFi
- Chic South End Studio With Patio
- Stunning South End/Back Bay Penthouse!
- Great South End/Back Bay location, 1 bed condo near T station
- 3 BR/3 BATH in Historic Home Mins from Kendall Sq , MIT, Harvard, Boston.
2. How many vacation rentals are available in Kendall Square?
Currently, the total number of properties listed in 2026 is over 4260 in the Kendall Square area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Kendall Square.