Search Thimble Islands Condo Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Featured Condo Rentals in Thimble Islands

Cute and comfy condo

Cute and comfy condo

Chateau Blanc Yale Located Downtown

8.4 out of 10, Very good, (5)
"Getting in and out was a cinch because the property manager is extremely quick to respond. The room was clean, comfortable, and exactly what I booked. 10/10 stay. Would stay here again."
The price is AU$348
includes taxes & fees
24 Aug - 25 Aug
Chateau Blanc Yale Located Downtown

East haven a gateway , & still be connected to the real world at the same time

East haven a gateway , & still be connected to the real world at the same time

Luxurious Townhome with Water views!

Luxurious Townhome with Water views!

beautiful brownstone

beautiful brownstone

Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 6

Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 6

Home Away From Home Of Connecticut

Home Away From Home Of Connecticut

Mattituck Marvel

4.0 star property
Mattituck Marvel

Cozy 2-bedroom condo with AC, fitness room in charming Westbrook. Oceanfront,

Cozy 2-bedroom condo with AC, fitness room in charming Westbrook. Oceanfront,
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in

Top Thimble Islands Hotel Reviews

Frequently asked questions

What is there to do in Thimble Islands near my condo?
Thimble Islands has enough sights and experiences to keep you going for weeks, starting with East Haven Town Beach. Bill Miller's Castle, Stony Creek Brewery and Lighthouse Point Park are other wonderful attractions. If you're staying a while longer, Double Beach and Long Wharf Theatre will round off your itinerary nicely.