Compare Thimble Islands Cottage Rentals

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Featured Cottages in Thimble Islands

1-bedroom cottage with Grove Beach 🏖️ access.

1-bedroom cottage with Grove Beach 🏖️ access.

Clinton CT
$156 nightly
The price is $176 total per night
$176 total
Jun 4 - Jun 5
Total with taxes and fees
Guests staying at this cottage have access to barbecue grills and a garden.
Kitchen
Air conditioning
The gardners Cottage 1 mile from long Island Sound - pet friendly

The gardners Cottage 1 mile from long Island Sound - pet friendly

Clinton CT
At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has a garden.
Kitchen
Dryer
NEW Coastal Cottage 2 Miles to Beach + Lake Access

NEW Coastal Cottage 2 Miles to Beach + Lake Access

Clinton CT
$236 nightly
The price is $268 total per night
$268 total
Jun 3 - Jun 4
Total with taxes and fees
At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has barbecue grills.
Washer
Dryer
The Dream Location for Your Perfect Vacation

The Dream Location for Your Perfect Vacation

Branford CT
At this cottage, guests have access to features like local meal delivery service. This beach cottage also has barbecue grills.
Kitchen
Free WiFi
Cozy Home near private beach , close to New Haven area colleges Hospitals

Cozy Home near private beach , close to New Haven area colleges Hospitals

Branford CT
Guests staying at this cottage have access to laundry facilities, a garden, and barbecue grills.
Kitchen
Washer
Direct waterfront renovated cottage.

Direct waterfront renovated cottage.

Madison CT
At this cottage, guests have access to features like laundry facilities. This beach cottage also has a garden.
Kitchen
Washer
Beachfront Cottage with panoramic views of Long Island Sound in Madison CT

Beachfront Cottage with panoramic views of Long Island Sound in Madison CT

Madison CT
Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
Washer
Dryer
Now with TV - Relax in our 3-bedroom Westbrook cottage at West Beach

Now with TV - Relax in our 3-bedroom Westbrook cottage at West Beach

Westbrook CT
Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
2 Mi to Dtwn: 2-acre Retreat w/ Large Yard!

2 Mi to Dtwn: 2-acre Retreat w/ Large Yard!

3 out of 5
Madison CT
This cottage features free WiFi in public areas and barbecue grills. If you decide to drive, there's free parking.
Kitchen
Parking included
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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.

Hotel Options in Thimble Islands

    New Haven Hotel

    New Haven Hotel

    229 George Street New Haven CT
    $132 nightly
    The price is $152 total per night from Jun 7 to Jun 8
    $152 total
    Jun 7 - Jun 8
    Total with taxes and fees
    9.2/10 Wonderful! (2,147 reviews)
    Omni New Haven Hotel at Yale

    Omni New Haven Hotel at Yale

    155 Temple St New Haven CT
    $127 nightly
    The price is $146 total per night from Jun 21 to Jun 22
    $146 total
    Jun 21 - Jun 22
    Total with taxes and fees
    8.6/10 Excellent! (1,015 reviews)
    Motel 6 Milford, CT

    Motel 6 Milford, CT

    111 Schoolhouse Road Milford CT
    $65 nightly
    The price is $75 total per night from Jun 14 to Jun 15
    $75 total
    Jun 14 - Jun 15
    Total with taxes and fees
    6.4/10 (1,009 reviews)

Cottages

Book a cottage in Thimble Islands
Spend your next getaway treating yourself to a quieter, simpler way of life in a private cottage in Thimble Islands. Cozy and charming, cottage rentals are the ideal spot when you want the comforts of home paired with a one-of-a-kind experience. They’re perfect for a single traveler looking for peace and quiet, or small groups who want to get to know Thimble Islands better.

Cottage apartments in Thimble Islands range from rustic to luxurious, with just about everything in between. Orbitz gives you the best deals on all of them.

Find the best cottages in Thimble Islands
City cottages are great if you want a cozy, comfy place to stay without being far from the all the cool spots you want to check out. A cottage makes a great home base for a day filled with adventure in Thimble Islands and the surrounding area. Not willing to give up all the comforts of a fine hotel? A luxury cottage turns up the charm while offering perks like room service, cable television, sunken spa tubs and housekeeping.

Stay in a Thimble Islands cottage and swap busy days for peaceful evenings. Use the kitchenette or full kitchen to come up with a meal or reheat leftovers from your afternoon in Thimble Islands. You may even be able to use a pool and laundry facilities. Whether you’re in the mood for quiet relaxation or a night on the town, a cottage puts you right where you want to be.

Thimble Islands Cottages essential information

Accommodation
96 Cottages
Lowest Price
$75
Highest Price
$268
Popular accommodation
1-bedroom cottage with Grove Beach 🏖️ access., The gardners Cottage 1 mile from long Island Sound - pet friendly, NEW Coastal Cottage 2 Miles to Beach + Lake Access, The Dream Location for Your Perfect Vacation , Cozy Home near private beach , close to New Haven area colleges Hospitals , Direct waterfront renovated cottage. , Beachfront Cottage with panoramic views of Long Island Sound in Madison CT, Now with TV - Relax in our 3-bedroom Westbrook cottage at West Beach, 2 Mi to Dtwn: 2-acre Retreat w/ Large Yard!

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