Thimble Islands Holiday Rentals
Check Thimble Islands holiday rental availability
Holiday Rentals in Thimble Islands
Grace Island. Private Island! Vacations, Getaways, Weddings & Special Events.
New Haven Village Suites
Adorable New England Cottage, 2 min walk to Beach 🏖️, Available year round
Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub
Steps to the Beach, Cozy Year Round Cottage 🐾 Pet Friendly
Luxury Furnished Apartments by Hyatus Downtown at Yale
Patchogue River Retreat, 8 minute walk to West Beach
Year-Round Waterview 4 Beds, 2 Baths, Sleeps 13 with Linens & Towels Included
BREATHTAKING BUNGALOW-HOME AWAY FROM HOME
Oceanfront Oasis Spacious 3-Bedroom, 2-Bath Retreat for 12 Linens Included
gorgeous victorian direct ocean front single family six bedroom, ten rooms
Shalom Cottage with private beach rights.
A TREETOPS Retreat! Upscale, Artsy 5 bedroom that sleeps 9-11, With POOL
Waterfront Cottage in Branford
Spacious, beautiful home. 5-min walk to beach. 1 min to Water's Edge Resort!
Beautiful 4BR Beach House with Private Beach Access.
NEW Luxury 1bd apt w/all the amenities @ Yale, Wooster Sq, DT New Haven. Pets ok
Spacious Victorian Loft
Direct Beachfront Property On Long Island Sound
The Dream Location for Your Perfect Vacation
Other types of properties in Thimble Islands you may be interested in
New Haven Hotel
Hilton Garden Inn Shelton
Best Western Executive Hotel Of New Haven - West Haven
You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Thimble Islands holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.
As much as you love your vacation rental, it’s always good to get out and explore to soak up Thimble Islands. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Thimble Islands. Seeing all the best attractions is bound to make you fall in love with Thimble Islands. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.
It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Thimble Islands short-term rentals, that won’t be hard to do.
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