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Holiday rentals in Connecticut

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Top-rated holiday rentals in Connecticut

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favourite
Flat in Stamford
Sugar Shack Studio | Downtown Skyline Views
Location! Studio apartment located in the heart of downtown Stamford. Walk to downtown to enjoy all it has to offer, from restaurants, shopping, UCONN of Stamford and more! Centrally located and a short train ride to New York City, our apartment offers everything you need for a comfortable stay in the area. We offer free parking on the premises and the train station is a 10 minute walk. Washer and Dryer included in the building with credit card payment. This unique place has a style all its own!
Individual Host
Guest favourite
Flat in Milford
Water front studio apartment with fireplace.
This is a beautifully appointed studio apartment located off the patio level of a water front home. Guests enjoy a large private patio over looking gorgeous sweeping views of Long Island Sound. A private entrance and off street parking. The amazing views and amenities make this space the perfect romantic getaway! Close to I95 and Metro North railroad. Ten minutes to great dining in downtown Milford. A true waterfront oasis! Come and experience this beautiful retreat! You won't be disappointed!
Individual Host
Guest favourite
Cottage in Milford
Winter Sale! Cozy Cottage | Pet | Walk to Beach
Inspired by my Dad's wanderlust and love of sea & sand. Relax and unwind in this completely remodeled, stylish Cottage a block and a half from Long Island Sound and .9 mile to Walnut Beach - walk to coffee, pizza, lobster shack! We offer a modern kitchen, breakfast nook, dining area, natural stone wall, parking and W/D. Located in a charming coastal town - enjoy quiet neighborhood walks, coastal trails, boardwalk, breweries and restaurants. 15 min to Yale/New Haven, 65 mi to NYC.
Individual Host

Popular amenities for Connecticut holiday rentals

Other great holiday rentals in Connecticut

Guest favourite
Home in Branford
Adorable Beach House on the Long Island Sound
Individual Host
Superhost
Home in Litchfield
Rustic - Modern - Hot Tub - Mohawk Mountain - BBQ
Professional Host
Guest favourite
Guest suite in Wallingford
Wintergreen Gardens Suite @ William Becroft House
Individual Host
Guest favourite
Flat in New Haven
Luxury Apt with Parking and Gym | Downtown at Yale
Professional Host
Superhost
Flat in New Haven
Renovated, 1 mile from Yale! Fast WiFi
Professional Host
Guest favourite
Cabin in New Fairfield
The Little Lake Cabin— hot tub, fire pit, & kayaks
Individual Host
Superhost
Flat in Westport
Spacious Upscale Studio with Pool Table
Individual Host
Guest favourite
Guest suite in Stonington
Morgan Suite
Professional Host
Guest favourite
Home in Milford
The Daydreamer -Walk to Walnut Beach, Pet Friendly
Individual Host
Superhost
Loft in New Haven
Full loft apartment near Omni Hotel
Individual Host
Guest favourite
Home in East Haddam
Romantic Getaway at The Lake!
Individual Host
Guest favourite
Tiny home in East Lyme
Lakefront Boho Tiny House
Professional Host

Destinations to explore