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Check prices for these dates

Next weekend
26 Sept - 28 Sept
In two weeks
3 Oct - 5 Oct
In one month
17 Oct - 19 Oct
In two months
14 Nov - 16 Nov

Featured Cottages in Thimble Islands

Direct waterfront renovated cottage.
Exterior

Direct waterfront renovated cottage.

10.0 out of 10, Exceptional, (82)
"Beautiful location on water, comfortable cottage "
Direct waterfront renovated cottage.
1-bedroom cottage with Grove Beach 🏖️ access.
Exterior

1-bedroom cottage with Grove Beach 🏖️ access.

9.2 out of 10, Wonderful, (30)
"Loved the overall stay and experience. The private beach access is a bonus"
The price is NZ$370
includes taxes & fees
30 Sept - 1 Oct
1-bedroom cottage with Grove Beach 🏖️ access.
Adorable Beach Cottage
Exterior

Adorable Beach Cottage

10.0 out of 10, Exceptional, (48)
"This property is perfect for two or 3 adults. Charming cottage, very clean, great beach community. "
Adorable Beach Cottage
Cozy cottage near downtown Clinton, Marina & Hammonasset Park
Exterior

Cozy cottage near downtown Clinton, Marina & Hammonasset Park

10.0 out of 10, Exceptional, (81)
"This was a great property and close to many things to see and visit. The welcome note and goodies were much appreciated. Great communication from the host!!!"
Cozy cottage near downtown Clinton, Marina & Hammonasset Park
Charming 3 Bedroom Beach Front Cottage
Outdoor dining

Charming 3 Bedroom Beach Front Cottage

2.0 star property
10.0 out of 10, Exceptional, (4)
"Stayed here while attending the Soundside Fest. Perfect location to be away from the busy Bridgeport area. The water is right there and it’s the perfect space for a weekend get away."
Charming 3 Bedroom Beach Front Cottage
Short Beach Coastal Cottage
Exterior

Short Beach Coastal Cottage

10.0 out of 10, Exceptional, (18)
"Location and cleanliness of property was great. "
Short Beach Coastal Cottage
Direct waterfront cottage on private sandy beach
Exterior

Direct waterfront cottage on private sandy beach

10.0 out of 10, Exceptional, (8)
"Enjoyed our stay very much. Cute cottage, rustic. Only downside was the airport is close "
Direct waterfront cottage on private sandy beach
Renovated Milford Beach home by Charles Island/Silver Sands Pk
Beach nearby

Renovated Milford Beach home by Charles Island/Silver Sands Pk

10.0 out of 10, Exceptional, (6)
"This place was perfection for my mom and I. The location was easy to get to from highway, the inside of the place was spotless, updated and cozy and property owner Susana was highly responsive to any questions we had. The location was ideal for walks both on the beach and on walking paths. We will definitely stay again in the future. "
Renovated Milford Beach home by Charles Island/Silver Sands Pk
The gardners Cottage 1 mile from long Island Sound - pet friendly
Exterior

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

10.0 out of 10, Exceptional, (17)
"Robin was an excellent host and the cottage was beautiful and very well kept! After a very long work day, it was so relaxing to sit in the garden."
The gardners Cottage 1 mile from long Island Sound - pet friendly
Renovated Cozy Chic North Fork Cottage, steps away from the Beach & Wine Trail!!
Sun-loungers, beach towels

Renovated Cozy Chic North Fork Cottage, steps away from the Beach & Wine Trail!!

9.6 out of 10, Exceptional, (40)
"Really enjoyed our stay here and had a wonderful time exploring the area."
The price is NZ$731
includes taxes & fees
22 Sept - 23 Sept
Renovated Cozy Chic North Fork Cottage, steps away from the Beach & Wine Trail!!
Modern 4 Bedroom Beach House: Ideal for Families & Long Stays
Exterior

Modern 4 Bedroom Beach House: Ideal for Families & Long Stays

9.8 out of 10, Exceptional, (12)
"We loved our stay in this charming beach home! It was spotlessly clean; located in a quiet neighborhood very near Long Island Sound and great shoreline walks; well provisioned and furnished; and offered easy access to the Yale campus and museums as well as an array of interesting restaurants. Our contact, Tom, was a dream to work with: responsive, considerate and informative. We highly recommend this property for anyone visiting the greater New Haven area. "
Modern 4 Bedroom Beach House: Ideal for Families & Long Stays
Summer Cottage with Water Views at Great Hammock Beach in Old Saybrook
Outdoor dining

Summer Cottage with Water Views at Great Hammock Beach in Old Saybrook

10.0 out of 10, Exceptional, (64)
"Loved the salt marsh with all the birds. The views at the beach were amazing! Scott and Mary-Jo were wonderful! I would definitely stay again!"
Summer Cottage with Water Views at Great Hammock Beach in Old Saybrook
Guilford Carriage House at Granite Lodge!
Cottage (1 Bedroom) | Interior

Guilford Carriage House at Granite Lodge!

3.0 star property
9.0 out of 10, Wonderful, (2)
"I’m normally not one to leave reviews but I had to for The Carriage House! Everything from the homey, relaxing feel to the great views was amazing! My friends and I wanted to extend our stay lol. We’re already planning another stay here for a summer trip! Also appreciated the host’s friendliness and ensuring we had an enjoyable experience. 10/10"
Guilford Carriage House at Granite Lodge!
Adorable Cottage with Cottage porch, walk to water & town
Exterior

Adorable Cottage with Cottage porch, walk to water & town

8.8 out of 10, Excellent, (6)
"Great host and property"
Adorable Cottage with Cottage porch, walk to water & town
4BR Beach Cottage sits on private beach. Sleeps 12 with comfort, Outdoor grill
Terrace/patio

4BR Beach Cottage sits on private beach. Sleeps 12 with comfort, Outdoor grill

9.8 out of 10, Exceptional, (75)
"This was the best place to celebrate my family member’s 60th! Being right on the water was amazing! We enjoyed the outdoor fire pit, the beachy air and the outdoor setting. Inside was clean and adorable. The bunk beds were much larger than appears in the picture. If you want a little getaway to enjoy the salty air, I highly recommend! The owner was very timely in getting back regarding any questions I had and was friendly. "
4BR Beach Cottage sits on private beach. Sleeps 12 with comfort, Outdoor grill
Updated cottage "Beriozka" on Cedar Lake
Exterior

Updated cottage "Beriozka" on Cedar Lake

10.0 out of 10, Exceptional, (12)
"Fantastic cottage. Loved the location. Clean well stocked amenities comfy beds. Would definitely stay here again "
Updated cottage "Beriozka" on Cedar Lake
Cozy Home near private beach , close to New Haven area colleges Hospitals
Property grounds

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

9.6 out of 10, Exceptional, (69)
"My wife and I stayed here for a week with our dog while we were having our floors done at home. This was the perfect place for us. It was clean, inviting and it was close to everything we needed. We would definitely stay here again. "
Cozy Home near private beach , close to New Haven area colleges Hospitals
A Perfect Getaway. Direct assess to the 1000 acre Old Saybrook Essex Preserve
Exterior

A Perfect Getaway. Direct assess to the 1000 acre Old Saybrook Essex Preserve

10.0 out of 10, Exceptional, (3)
"A perfect stay - John and his family were truly wonderful. The house is attached to thier main house, but also very private and secure. We were in town for a wedding weekend and this was the perfect spot for us - truly a beatuiful property! John was helpful in telling us about all of the local spot and supplying us with everything we needed. His wife even welcomed us with a cheese board and wine! Thanks John and family - we had a great time!"
A Perfect Getaway. Direct assess to the 1000 acre Old Saybrook Essex Preserve
New Haven Gem w/ Private Pool, Walk to Beach!
House (3 Bedrooms) | Interior

New Haven Gem w/ Private Pool, Walk to Beach!

3.0 star property
New Haven Gem w/ Private Pool, Walk to Beach!
Charming 3-bedroom cottage in Old Saybrook with AC, WiFi
Exterior

Charming 3-bedroom cottage in Old Saybrook with AC, WiFi

10.0 out of 10, Exceptional, (3)
"We had a lovely stay. Everything was as described on the listing and the house had everything we needed for our family. It was great to have the grill and a kitchen with all the supplies needed. The area is lovely and quiet with two small but nice private beaches within walking distance"
Charming 3-bedroom cottage in Old Saybrook with AC, WiFi
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.
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Top Thimble Islands Hotel Reviews

Red Roof Inn Meriden

Red Roof Inn Meriden

10/10 Excellent
"Management really care about this hotel Is a simple and cheap hotel but you can tell they people running the place they do care and do the best with what they have "
Federico Rodriguez 1-night trip
Posted 2 days ago
Red Roof Inn Meriden

Find out more about Thimble Islands

Find out more about Thimble Islands

Thimble Islands Cottages information

Number of reviews
551
Accommodation
105 Cottages
Lowest Price
NZ$370
Highest Price
NZ$731

Frequently asked questions

How much do cottages in Thimble Islands cost?
Prices for cottages in Thimble Islands range between NZ$370 and NZ$731 per night. No matter your budget, you're sure to find an ideal place to get in tune with nature. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Thimble Islands?
Get in touch with nature in one of the 105 cottages waiting for you in Thimble Islands. To help you choose an ideal place, take advantage of our filters to search for perks or amenities you need.

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