Apartments in Thimble Islands for Rent

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals
  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings
  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Thimble Islands apartments

Private 2nd-Floor Apt | 4 Mins to Beach | EV Charger & Parking Included

Private 2nd-Floor Apt | 4 Mins to Beach | EV Charger & Parking Included
Westbrook Center
$274 nightly
The price is $310
Jun 7 - Jun 8
Total with taxes and fees
Private 2nd-Floor Apt | 4 Mins to Beach | EV Charger & Parking Included

Cozy Comforts! Country living at its finest - just 10 min to downtown Middletown

Cozy Comforts! Country living at its finest - just 10 min to downtown Middletown
Haddam
10.0 out of 10, Exceptional, (31 reviews)
"Fantastic experience from beginning to end! Loved every minute of my stay! "
United States
Jody U.
$242 nightly
The price is $274
Jun 28 - Jun 29
Total with taxes and fees
Cozy Comforts! Country living at its finest - just 10 min to downtown Middletown

1st Floor Westbrook Anchor | 2 Queen Beds | EV Charger | Near Beach

1st Floor Westbrook Anchor | 2 Queen Beds | EV Charger | Near Beach
Westbrook Center
$421 nightly
The price is $475
Jun 11 - Jun 12
Total with taxes and fees
1st Floor Westbrook Anchor | 2 Queen Beds | EV Charger | Near Beach

One bedroom in United States of America, New Haven

One bedroom in United States of America, New Haven
Dwight
10.0 out of 10, Exceptional, (1 review)
"We enjoyed our stay. The accommodations were clean and spacious and communication was quick and helpful. Would definitely come back!"
United States
Rosanne M.
$179 nightly
The price is $203
Jun 29 - Jun 30
Total with taxes and fees
One bedroom in United States of America, New Haven

All New 1BR with tons of Charm

All New 1BR with tons of Charm
Wallingford Center
9.8 out of 10, Exceptional, (10 reviews)
"Charming, unique, and very comfortable. Would surely stay again. "
United States
David S.
$274 nightly
The price is $292
Jun 7 - Jun 8
Total with taxes and fees
All New 1BR with tons of Charm

All new 1BR apartment with all the features you are looking for

All new 1BR apartment with all the features you are looking for
Wallingford Center
$274 nightly
The price is $292
Jun 7 - Jun 8
Total with taxes and fees
All new 1BR apartment with all the features you are looking for

Modern Studio Retreat

Modern Studio Retreat
Dwight
$225 nightly
The price is $234
Jun 19 - Jun 20
Total with taxes and fees
Modern Studio Retreat

Studio City Stay in the heart of Downtown New Haven, commutable and walkable to Yale and Yale hospital.

Studio City Stay in the heart of Downtown New Haven, commutable and walkable to Yale and Yale hospital.
Dwight
8.0 out of 10, Very Good, (2 reviews)
"The studio apartment is in a very convenient location. It is a lovely walk to Yale. Many restaurants just outside the door. My friends, who joined me for a meal, found parking easily. It was a plus having use of a parking pass for Dwight Street. We never had a problem getting a parking spot. We also loved being able to bring our two small pups with us. The bottle of wine was a thoughtful touch. "
United States
ELIZABETH M S M.
$222 nightly
The price is $230
Jun 14 - Jun 15
Total with taxes and fees
Studio City Stay in the heart of Downtown New Haven, commutable and walkable to Yale and Yale hospital.

Cozy Stay by Little Italy & Wooster Street

Cozy Stay by Little Italy & Wooster Street
Mill River
10.0 out of 10, Exceptional, (2 reviews)
"This apartment in a 4 unit building with its own parking lot was on a quiet street. Easy to get to no matter what side of the city I came from and close enough to walk to downtown (6 blocks) and half a block off the famous Little Italy street for food and cocktails and then brunch and coffee in walking distance in the mornings too. The unit had everything you need, fully stocked kitchen and bath, shared laundry. Great mattress and pillows! Easy keypad entry. I’d stay there over and over again!"
United States
Erica S.
$273 nightly
The price is $309
Jun 8 - Jun 9
Total with taxes and fees
Cozy Stay by Little Italy & Wooster Street

All New Private and Cozy in great location

All New Private and Cozy in great location
Wallingford
8.8 out of 10, Excellent, (6 reviews)
"The pictures must have been old. Very deceiving. Expected it to be more spacious. Hard to get in and out because of the busy road"
United States
ROBERT P.
$274 nightly
The price is $292
Jun 7 - Jun 8
Total with taxes and fees
All New Private and Cozy in great location

Nautical 3BR Sleeps 8 @ Tweed Airport W/ Fire Pit + Smart TVs Near Beach & Yale

Nautical 3BR Sleeps 8 @ Tweed Airport W/ Fire Pit + Smart TVs Near Beach & Yale
East Shore
10.0 out of 10, Exceptional, (1 review)
"Had a Great stay at the nauti nook!"
United States
David D.
$416 nightly
The price is $471
Jun 15 - Jun 16
Total with taxes and fees
Nautical 3BR Sleeps 8 @ Tweed Airport W/ Fire Pit + Smart TVs Near Beach & Yale

Stylish Yale at Wooster Square + Washer & Dryer

Stylish Yale at Wooster Square + Washer & Dryer
Downtown New Haven
9.6 out of 10, Exceptional, (7 reviews)
"Very well appointed apartment in an excellent location. We took our dog and foung the nearby parks and dog run ideal. "
United States
Jonathan K.
$325 nightly
The price is $369
Jun 11 - Jun 12
Total with taxes and fees
Stylish Yale at Wooster Square + Washer & Dryer

The Elm - Retreat Near Yale, Parking, Gym, DTWN, Wooster Sq & Union Stn.

The Elm - Retreat Near Yale, Parking, Gym, DTWN, Wooster Sq & Union Stn.
Downtown New Haven
10.0 out of 10, Exceptional, (3 reviews)
"Great little downtown apartment! Small - good for up to two people. Nicely appointed and decorated, great sectional sofa, big TVs where we wanted them. Host was kind and helpful and accommodating. Location is pretty much across State St from the State Street RR Station, a block and a half from the Green, and near everything. Orange Street (half a block away) has a ton of bars and restaurants. We enjoyed our stay!"
United States
George Z.
$265 nightly
The price is $301
Jun 8 - Jun 9
Total with taxes and fees
The Elm - Retreat Near Yale, Parking, Gym, DTWN, Wooster Sq & Union Stn.

Spacious 2 Bedroom apartment close to Yale Bowl

Spacious 2 Bedroom apartment close to Yale Bowl
West New Haven
9.6 out of 10, Exceptional, (73 reviews)
"Spacious"
United States
Mehul
$205 nightly
The price is $232
Jun 7 - Jun 8
Total with taxes and fees
Spacious 2 Bedroom apartment close to Yale Bowl

Relaxing 3-bedroom apartment in New Haven

Relaxing 3-bedroom apartment in New Haven
New Haven
8.0 out of 10, Very Good, (1 review)
"To be honest with you overall the stay was decent. The host was very accommodating for us as we wanted to check in early due to our flight, arriving in the morning. When we had issues with the linens needing to be changed I called our host she was super responsive and immediately had housekeeping there to rectify our issues. The only thing I could say about the property is the furniture, especially in the living area needs to be updated. Also, the property could use some TLC when it comes to the...
United States
S F.
$288 nightly
The price is $326
Jun 15 - Jun 16
Total with taxes and fees
Relaxing 3-bedroom apartment in New Haven

GreenN'Groovy: East Rock 5 mins to DT|Yale 5 beds

GreenN'Groovy: East Rock 5 mins to DT|Yale 5 beds
East Rock
10.0 out of 10, Exceptional, (4 reviews)
"Great place - wish we had more than one night. "
United States
Steri-Clean N.
$392 nightly
The price is $443
Jun 8 - Jun 9
Total with taxes and fees
GreenN'Groovy: East Rock 5 mins to DT|Yale 5 beds

Downtown New Haven Escape

Downtown New Haven Escape
Dwight
8.0 out of 10, Very Good, (7 reviews)
"Good location, nice apartment with good amenities"
United States
Robert
$241 nightly
The price is $249
Jun 14 - Jun 15
Total with taxes and fees
Downtown New Haven Escape

Angelica’s safe haven @ west haven

Angelica’s safe haven @ west haven
West Haven
10.0 out of 10, Exceptional, (6 reviews)
"We had a great stay. Comfortable home with a large living room. Beds were great. "
United States
Jason V.
$297 nightly
The price is $338
Jun 9 - Jun 10
Total with taxes and fees
Angelica’s safe haven @ west haven

Urban Oasis 3BR Parking Washer & Dryer Yale East Rock

Urban Oasis 3BR Parking Washer & Dryer Yale East Rock
East Rock
9.6 out of 10, Exceptional, (15 reviews)
"wonderful stay - great apartment and location and communication!"
United States
Anonymous traveler
$309 nightly
The price is $325
Jun 11 - Jun 12
Total with taxes and fees
Urban Oasis 3BR Parking Washer & Dryer Yale East Rock

Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.

Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.
Cheshire
9.2 out of 10, Wonderful, (20 reviews)
"Easy check in Rooms were comfortably spacious "
United States
Benjamin W.
$184 nightly
The price is $209
Jun 29 - Jun 30
Total with taxes and fees
Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.
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 Apartments information

Number of reviews
169
Accommodation
296 Apartments
Lowest Price
$203
Highest Price
$475

Explore a world of travel with Expedia