Holiday Rentals in Thimble Islands
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Holiday Rentals in Thimble Islands

Grace Island. Private Island! Vacations, Getaways, Weddings & Special Events.

Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub

Shoreline Oasis

adorable ranch in beach community

COZY Maple Tree Cabin - Situated on 6 private acres - short drive to beaches!😎

Luxury Apartments by Hyatus at Pierpont

Minutes to Walnut Beach, newly renovated 3 bedroom home

Steps to beach! Custom-built house with panoramic ocean views, wrap-around deck.

Charming Westbrook Cottage, Steps to Private Beach

1-bedroom cottage with Grove Beach 🏖️ access.

The Beach Nest-Lux Cottage Steps to the Beach

Updated kitchen, king+queen beds, AC, walk to beach, 1 min to Waters Edge Resort

Bright Milford Beach House w/ Outdoor Shower

Waterfront House with picture-perfect views from all 3 levels.

Luxury Furnished Apartments by Hyatus Downtown at Yale

Dog-Friendly Oceanfront Getaway - Walk to Dining - Private Beach Access
Other types of properties in Thimble Islands you may be interested in

New Haven Hotel
Holiday Accommodation Thimble Islands
You’re the type of person who wants to be right in the middle of it all, but still have your own space. You want to be able to take care of everything yourself, but also get plenty of R&R. Well, holiday rentals in Thimble Islands are ready to roll out the welcome mat. We mean that literally—they probably do have a welcome mat. It’s all those little things that will make you fall in love with this type of accommodation, and with Thimble Islands itself. Once you’ve stayed in a holiday rental, you’ll wonder why you ever stayed anywhere else.
Thimble Islands holiday houses have everything you could need in a place to stay, along with several things you probably never even thought you needed. Towels and linens? Check. Cooking utensils? Check. Dog treats for the pupper? Well, you might want to bring your own to your pet-friendly holiday house, just in case. (He’s a picky little prince anyway, right?) But otherwise you’re good to go. You might even find some games for the little ones, if you’re bringing the family along.
If you are bringing the kids, don’t let that dissuade you from looking for the finer things. Luxury is the name of the game in Thimble Islands, and house accommodation is no different. Sure, it should feel like a home away from home—but more like a really fancy home, where you don’t have to worry about cleaning or mowing the lawn. Yes, it’s as great as it sounds.
Make your next getaway truly your own. We’ve got plenty of holiday accommodation in Thimble Islands with your name on it, so pack up your favourite books, wine and that playlist of summer hits from 2003. It’s your time to shine.