Search Thimble Islands Condo Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months
No exact matches found, but these alternatives could be just right

Recommended hotels in Thimble Islands

Motel in Clinton

Clinton Motel
2.5 star property
8.6 out of 10, Excellent, (297)
"Great staff and clean rooms"
United States
Tyler
The price is €76
includes taxes & fees
30 Dec - 31 Dec
Clinton Motel

Spark by Hilton Guilford

Spark by Hilton Guilford
2.5 star property
8.8 out of 10, Excellent, (66)
"Comfortable beds, friendly staff "
United States
Taylor
The price is €102
includes taxes & fees
3 Jan - 4 Jan 2026
Spark by Hilton Guilford

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex
2.0 star property
8.0 out of 10, Very good, (1000)
"A welcoming place with some nice touches."
United States
Leslie
Pier Blue Inn Old Saybrook - Essex

Hampton Inn & Suites New Haven - South - West Haven

Hampton Inn & Suites New Haven - South - West Haven
2.5 star property
8.4 out of 10, Very good, (1000)
"always a very friendly front desk and the location is convenient "
United States
Melissa
The price is €84
includes taxes & fees
27 Dec - 28 Dec
Hampton Inn & Suites New Haven - South - West Haven

Hilton Garden Inn Milford

Hilton Garden Inn Milford
3.0 star property
8.4 out of 10, Very good, (1005)
"Very nice hotel clean friendly convenient location "
United States
Karen
The price is €96
includes taxes & fees
2 Jan - 3 Jan 2026
Hilton Garden Inn Milford

Hotel Marcel New Haven, Tapestry Collection By Hilton

Hotel Marcel New Haven, Tapestry Collection By Hilton
4.0 star property
9.4 out of 10, Exceptional, (868)
"Great stay! Clean room, staff were friendly, and I loved the amenities."
United States
Clark
The price is €105
includes taxes & fees
4 Jan - 5 Jan 2026
Hotel Marcel New Haven, Tapestry Collection By Hilton
2.0 star property
7.2 out of 10, Good, (460)
"A very clean and convenient hotel. It’s close to the beach and provides a parking pass for local beach with a refundable deposit."
United States
Anonymous traveller
The price is €66
includes taxes & fees
7 Jan - 8 Jan 2026
Econo Lodge Inn & Suites Old Saybrook Westbrook

Homewood Suites by Hilton Stratford

Homewood Suites by Hilton Stratford
3.0 star property
8.8 out of 10, Excellent, (1005)
"Very friendly staff, clean hotel and very relaxing atmosphere."
United States
Eugenia
The price is €103
includes taxes & fees
10 Jan - 11 Jan 2026
Homewood Suites by Hilton Stratford

Clarion Inn North Haven - New Haven North

Clarion Inn North Haven - New Haven North
3.0 star property
7.6 out of 10, Good, (1004)
"I would stay there again."
United States
George
The price is €85
includes taxes & fees
26 Dec - 27 Dec
Clarion Inn North Haven - New Haven North

Hyatt Place Milford / New Haven

Hyatt Place Milford / New Haven
3.0 star property
8.6 out of 10, Excellent, (1183)
"Hotel for Pleasant Stay"
United States
Rajesh
The price is €90
includes taxes & fees
22 Dec - 23 Dec
Hyatt Place Milford / New Haven
3.0 star property
9.6 out of 10, Exceptional, (444)
"Clean, spacious and the staff is great! Second time there in the last 6 months and will continue to stay there every time I go to CT. "
United States
Frances
The price is €112
includes taxes & fees
1 Jan - 2 Jan 2026
Home2 Suites by Hilton East Haven New Haven

New Haven Hotel

New Haven Hotel
3.5 star property
9.0 out of 10, Wonderful, (1935)
"Location, friendly staff, clean a comfortable room. Will stay again!"
United States
Kim
The price is €112
includes taxes & fees
25 Dec - 26 Dec
New Haven Hotel

Tower Inn And Suites Of Guilford - Madison

Tower Inn And Suites Of Guilford - Madison
2.5 star property
7.4 out of 10, Good, (233)
"Clean, convenient, quiet place run by nice folks. We’d stay here again."
United States
Lisa
The price is €88
includes taxes & fees
27 Dec - 28 Dec
Tower Inn And Suites Of Guilford - Madison

Resort in Westbrook Center

Water's Edge Resort & Spa
3.5 star property
8.8 out of 10, Excellent, (1004)
"Holiday family tradition!"
United States
Donald
The price is €193
includes taxes & fees
22 Dec - 23 Dec
Water's Edge Resort & Spa

Hampton Inn Milford

Hampton Inn Milford
2.5 star property
7.8 out of 10, Good, (1001)
"Staff helpful and rooms clean"
United States
Chris
The price is €84
includes taxes & fees
28 Dec - 29 Dec
Hampton Inn Milford

Best Western Executive Hotel Of New Haven - West Haven

Best Western Executive Hotel Of New Haven - West Haven
2.5 star property
8.0 out of 10, Very good, (1484)
"Carpet in room needs changing Breakfast very good Staff is great"
United States
carolyn
The price is €94
includes taxes & fees
24 Dec - 25 Dec
Best Western Executive Hotel Of New Haven - West Haven

Red Roof Inn PLUS+ & Suites Guilford

Red Roof Inn PLUS+ & Suites Guilford
2.5 star property
7.0 out of 10, Good, (429)
"Great staff lovely stay "
United States
Jennifer
The price is €98
includes taxes & fees
24 Dec - 25 Dec
Red Roof Inn PLUS+ & Suites Guilford

Bed & Breakfast in Westbrook Center

The Captain Stannard
3.0 star property
9.8 out of 10, Exceptional, (259)
"The Inn and staff were warm and welcoming, the facility exceptionally clean. Breakfast exceeded my expectations for a continental breakfast! Would absolutely stay again! "
United States
Lisa
The Captain Stannard

Comfort Inn & Suites Meriden East

Comfort Inn & Suites Meriden East
2.5 star property
7.2 out of 10, Good, (1000)
"Very nice property "
United States
DAVIDA
The price is €82
includes taxes & fees
4 Jan - 5 Jan 2026
Comfort Inn & Suites Meriden East

Courtyard by Marriott New Haven Orange-Milford

Courtyard by Marriott New Haven Orange-Milford
3.0 star property
8.4 out of 10, Very good, (1000)
"Purchased coffee, good. "
United States
Carol
The price is €108
includes taxes & fees
4 Jan - 5 Jan 2026
Courtyard by Marriott New Haven Orange-Milford
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

Find out more about Thimble Islands

Thimble Islands Condo Rentals information

Number of reviews
16,653
Accommodation
11 Condo Rentals
Lowest Price
€66
Highest Price
€193

Frequently asked questions

Why book your condo in Thimble Islands with Expedia?
Reserving a condo in Thimble Islands is as easy as clicking on your travel dates and picking the option that meets your needs. On the lookout for something affordable or upmarket, or a stay that also features a pool and free WiFi? Use Expedia's search filters to further narrow your search results and find the perfect fit.
How can I find cheap condos in Thimble Islands?
Expedia can help you look for cheap condos in Thimble Islands. To lock in your ideal stay in just a few keystrokes, try out our handy filter tool to refine your search results by star rating, budget and amenities.

Explore a world of travel with Expedia