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Compare 86 Cottages in Thimble Islands with updated reviews, rates, and availability.

Beach Bungalow, large porch, 1/2 mile to the water.
Exterior
Beach Bungalow, large porch, 1/2 mile to the water.
The price is SAR 949
SAR 1,714 total
includes taxes & fees
26 Jun - 27 Jun
26 Jum. II - 27 Jum. II
Beach Bungalow, large porch, 1/2 mile to the water.
Waterfront Cottage in Branford
Exterior
Waterfront Cottage in Branford
10.0 out of 10, Exceptional, (81)
"Beautiful house in a beautiful location! We hope to return soon!"
Waterfront Cottage in Branford
Shalom Cottage with private beach rights.
Exterior
Shalom Cottage with private beach rights.
9.4 out of 10, Exceptional, (8)
"Has everything you need for 2, for a Summer stay. (The portable heater didn't keep up with the December evenings)."
The price is SAR 672
SAR 1,083 total
includes taxes & fees
20 Jun - 21 Jun
20 Jum. II - 21 Jum. II
Shalom Cottage with private beach rights.
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Guilford Carriage House at Granite Lodge!
Guilford Vacation Rental | 1BR | 1BA | Step-Free Access via Side Door
Guilford Carriage House at Granite Lodge!
10.0 out of 10, Exceptional, (4)
"Gorgeous cottage, spotless, tastefully decorated, thoughtful personal touches, many windows looking into private woods, comfortable bed with beautiful bedding!"
Guilford Carriage House at Granite Lodge!
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, (9)
"Robin was a great resource about the area. Her property was amazing the cottage was fantastic. Very comfortable and clean. We had a relaxing stay and a great time. We would love to go back again and again!"
The gardners Cottage 1 mile from long Island Sound - pet friendly
Cozy Country Cottage
Private kitchen
Cozy Country Cottage
2.0 star property
Cozy Country Cottage
Cozy cottage near downtown Clinton, Marina & Hammonasset Park
Welcome to our cute getaway
Cozy cottage near downtown Clinton, Marina & Hammonasset Park
10.0 out of 10, Exceptional, (62)
"This is our 2nd stay at Jaime’s quaint cottage. Spotlessly clean, well equipped and much enjoyed treats on arrival! We’ve already come back once and would not hesitate to do so in the future."
Cozy cottage near downtown Clinton, Marina & Hammonasset Park
Modern 4 Bedroom Shoreline House: Perfect Spring Getaway
Welcome to our beach house! Enjoy our huge private backyard w/ tons of amenities
Modern 4 Bedroom Shoreline House: Perfect Spring Getaway
9.8 out of 10, Exceptional, (9)
"Our stay here was very pleasant. The home was clean & up to date. The neighborhood is a nice area. Easy access to everything. Not too far from the beach. The Host was very nice. Always responded in a timely manner. Checked in to see if more supplies were needed during the stay. Will highly recommend & return if needed."
Modern 4 Bedroom Shoreline House: Perfect Spring Getaway
The Island Sound: Ocean View Cottage near Yale, Beach, Downtown, Hikes
Property grounds
The Island Sound: Ocean View Cottage near Yale, Beach, Downtown, Hikes
10.0 out of 10, Exceptional, (1)
"The owner is super helpful "
The Island Sound: Ocean View Cottage near Yale, Beach, Downtown, Hikes
The Carriage House at Rose Hill - Minutes to Yale! Dog Friendly!
Living room offers space to relax. Velvet sofa turns into a single sleeper sofa.
The Carriage House at Rose Hill - Minutes to Yale! Dog Friendly!
10.0 out of 10, Exceptional, (3)
"The Carriage house was amazing. The location is beautiful, the interior design is really unique and fun and the host was an excellent communicator. We especially loved how quiet it was while still being so close to the city and amenities. Incredibly easy check-out experience too so we're always thankful for that. We would definitely stay again if we're in the area!"
The Carriage House at Rose Hill - Minutes to Yale! Dog Friendly!
Charming Deep River Vacation Rental on Star Lake!
Deep River Vacation Rental | 2BR | 1BA | Step Required | 618 Sq Ft
Charming Deep River Vacation Rental on Star Lake!
10.0 out of 10, Exceptional, (1)
"The cottage was very clean. The view of the lake and surroundings was beautiful and peaceful. It was about 10 minutes away from friends we were visiting in Ivoryton, so the location was perfect. I will keep it in mind for the next visit to CT."
Charming Deep River Vacation Rental on Star Lake!
Beach cottage on private beach!
Beach
Beach cottage on private beach!
10.0 out of 10, Exceptional, (4)
"It was a very nice cottage. Great price for staying right on the beach"
Beach cottage on private beach!
Adorable New England Cottage, 2 min walk to Beach 🏖️, Available year round
Marina
Adorable New England Cottage, 2 min walk to Beach 🏖️, Available year round
10.0 out of 10, Exceptional, (89)
"Mel and her husband were awesome! Perfect beach home and location was perfect. House was immaculate! I will stay there again. I only needed to use the first floor and did not have to use the stairs. Very close to the beach. Thank you, Mel!"
Adorable New England Cottage, 2 min walk to Beach 🏖️, Available year round
The Dream Location for Your Perfect Vacation
Property grounds
The Dream Location for Your Perfect Vacation
9.8 out of 10, Exceptional, (15)
"The cottage has the most wonderful views! We loved our stay!"
The Dream Location for Your Perfect Vacation
Private Island Compound with Large Cottage and Guest House
Cut in Two East Island
Private Island Compound with Large Cottage and Guest House
10.0 out of 10, Exceptional, (18)
"Beautiful property with a really cool history! Loved the water toys and little beach!"
Private Island Compound with Large Cottage and Guest House
The Old Salt Cottage · Cozy Gateway Near Beach
The Old Salt Cottage · Cozy Gateway Near Beach
10.0 out of 10, Exceptional, (4)
"The house looks so cute and cozy, but when you walked in and around, the house was up to date and spacious. All amenities and necessaries were provided for a wonderful stay, albeit way too short for such a lovely place."
The price is SAR 1,429
SAR 2,919 total
includes taxes & fees
19 Jun - 20 Jun
19 Jum. II - 20 Jum. II
The Old Salt Cottage · Cozy Gateway Near Beach
Waterfront Cottage w/ Sunroom + Patio & Grill
Clinton Vacation Rental | 2BR | 1BA | 720 Sq Ft | Step-Free Access
Waterfront Cottage w/ Sunroom + Patio & Grill
6.8 out of 10, (3)
"Relaxing and beautiful sunset views , Clean and floor plan one floor plan was perfect ! Spacious and so nice to relax on this vacation ! Close to everything we needed !"
Waterfront Cottage w/ Sunroom + Patio & Grill
Renovated Milford Beach home by Charles Island/Silver Sands Pk
Beach
Renovated Milford Beach home by Charles Island/Silver Sands Pk
10.0 out of 10, Exceptional, (2)
"Our family of 4 stayed comfortably. Towels and sheets were well stocked. We loved walking across to the beach. Our 10 year old could take our 5 year old. We biked on street and sidewalks to downtown Milford, public library, playground. We loved Pennys used books. It was such a relaxing trip and we will be back to stay at Susana's lovely place."
Renovated Milford Beach home by Charles Island/Silver Sands Pk
Historic Whitneyville Cottage
Exterior
Historic Whitneyville Cottage
9.6 out of 10, Exceptional, (10)
"We have stayed in this little cottage several times now. Convenient location for visiting downtown New Haven. Bed is comfortable - kitchen small but it has what you need. Nice walking neighborhood if you have dogs. We will be back."
Historic Whitneyville Cottage
DIRECT WATERFRONT PRIVATE BEACH
Exterior
DIRECT WATERFRONT PRIVATE BEACH
9.4 out of 10, Exceptional, (22)
"This house is close to the ocean — as in at high tide water is almost to the porch — so very convenient and not a lot of walking needed. Also near to some great restaurants although not walking distance. Owner was friendly and helpful. Only downside is that neighbors are very close (but there is a good privacy fence for the porch) and there are two flights of narrow stairs to get to apartment. We had a relaxing and restorative friends weekend."
DIRECT WATERFRONT PRIVATE BEACH
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See all available properties in Thimble Islands
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.

Other property types in Thimble Islands

Grace Island. Private Island! Vacations, Getaways, Weddings & Special Events.
Beach/ocean view
Grace Island. Private Island! Vacations, Getaways, Weddings & Special Events.
Grace Island. Private Island! Vacations, Getaways, Weddings & Special Events.
New Haven Village Suites
Front of property
New Haven Village Suites
3.0 star property
7.6 out of 10, Good, (1848)
"Comfortable beds and clean for the most part. Rooms are good size. More like a studio apartment. Will stay again sometime 👍 👍 ✌️. "
The price is SAR 351
SAR 390 total
includes taxes & fees
30 Jun - 1 Jul
30 Jum. II - 1 Raj.
New Haven Village Suites
Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub
Property grounds
Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub
10.0 out of 10, Exceptional, (113)
"Was looking for a coastal retreat to enjoy a couple days with my daughter who lives near this location. This property had everything from a super clean, cozy studio with fridge and counters filled with surprising treats, incredible hot tub with lights in the trees, pool to cool off and little private beach to launch a paddlleboard and kayak, or hang out at night with a burn pit. If you are just a beach person and want toes in the sand and to swim in the ocean, this area is not for you....
Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub
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.

Recent reviews of Thimble Islands hotels
Expedia verified reviews

New Haven Hotel

New Haven Hotel

5/5 Excellent
"We are visiting Yale. The location of the hotel is good -- walkable to the campus and business around. The room is clean and renovated."
A verified traveler stayed at New Haven Hotel
Posted 1 day ago
New Haven Hotel