Cheshire Holiday Rentals
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Holiday Rentals in Cheshire
Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub
Luxury Furnished Apartments by Hyatus Downtown at Yale
A TREETOPS Retreat! Upscale, Artsy 5 bedroom that sleeps 9-11, With POOL
gorgeous victorian direct ocean front single family six bedroom, ten rooms
Beautiful 4BR Beach House with Private Beach Access.
Waterfront Cottage in Branford
Direct Beachfront Property On Long Island Sound
Enjoy Lakefront Sunsets in Cozy 2BR Cottage Escape
Writer's Retreat & Explorer's Adventure, S of Rte. 1 Madison!
Cozy & Chic Cabin by the Lake, with access to private Beach!
Life is Better at the Beach!
Private Island Compound with Large Cottage and Guest House
Beautiful, Spacious, Beachfront Home - Perfect for Entertaining Family & Friends
Guilford Carriage House at Granite Lodge!
The Dream Location for Your Perfect Vacation
Amazing Waterfront, Private Sandy Beach 🏖Hot Tub, Gorgeous Sunsets
Amazing Beachfront - Dog Friendly-sorry, no cats-Classic Beach House
2 Fl Loft, East Rock, YALE, SOM, New Haven, @ State St/Bishop St -Anchor Lodging
Wooster Square New Haven • 3 Bedrooms • Apizza • Yale • SOM • Downtown
Lake Front home, dock w/2 kayaks, firepit, grill, pedal boat. Lv2 EV charger
Other types of properties in Cheshire you may be interested in
New Haven Hotel
Holiday Inn Cheshire - Southington, an IHG Hotel
Cheshire Welcome Inn
Find out more about Cheshire
Find out more about Cheshire
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 Cheshire 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 Cheshire. 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 Cheshire. Seeing all the best attractions is bound to make you fall in love with Cheshire. 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 Cheshire short-term rentals, that won’t be hard to do.
Recent reviews of Cheshire properties
Recent reviews of Cheshire properties
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