Thimble Islands Holiday Rentals

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Check prices for these dates

Tonight
5 Dec - 6 Dec
Tomorrow
6 Dec - 7 Dec
This weekend
5 Dec - 7 Dec
Next weekend
12 Dec - 14 Dec

Holiday Rentals in Thimble Islands

Terrace/patio
Grace Island. Private Island! Vacations, Getaways, Weddings & Special Events.

Holiday Home in Branford

Grace Island. Private Island! Vacations, Getaways, Weddings & Special Events.
In-room dining
Luxury Furnished Apartments by Hyatus Downtown at Yale

Aparthotel in The Hill

3.5 star property
9.6 out of 10, Exceptional, (60)
"Loved our stay here. "
United States
Christina
Luxury Furnished Apartments by Hyatus Downtown at Yale
Exterior
Walk to Beach! Modern Carriage House - Near Town - Deck, Fire Pit & Grassy Lawn

Apartment in Madison

10.0 out of 10, Exceptional, (36)
"We had a wonderful time here!! "
United States
Leslie S.
Walk to Beach! Modern Carriage House - Near Town - Deck, Fire Pit & Grassy Lawn
4 bedrooms, iron/ironing board, free WiFi, bed sheets
Waterfront Cottage in Branford

Cottage in branford

10.0 out of 10, Exceptional, (98)
"Beautiful location "
United States
Anne d.
Waterfront Cottage in Branford
On the beach, sun-loungers, beach towels
Beach Front Arts & Crafts House With Gorgeous Views Of The Sound

Holiday Home in Milford

10.0 out of 10, Exceptional, (134)
"Wonderful stay in a nice quiet neighborhood "
United States
Jacob M.
Beach Front Arts & Crafts House With Gorgeous Views Of The Sound
Interior
Stunning Apt W/ Parking and Gym | Downtown at Yale

Apartment in The Hill

10.0 out of 10, Exceptional, (46)
"High quality experience, walking distance to all we needed, clean and spacious. Excellent support and communication from the hosts, would stay again."
United Kingdom
Coco N.
Stunning Apt W/ Parking and Gym | Downtown at Yale
Fridge, microwave, oven, dishwasher
Large Charming Historic House close to Beaches

Holiday Home in Clinton

9.8 out of 10, Exceptional, (36)
"The house was very comfortable and we loved the historic qualities of the house and the convenient location. It was perfect for our family to all stay together while attending my niece's wedding."
United States
Sandra L.
Large Charming Historic House close to Beaches
Beach nearby, beach towels
Gorgeous 4BR Beach House with Private Beach Access.

Holiday Home in Pine Orchard

9.8 out of 10, Exceptional, (76)
"Nice property, thanks to the owners.Jackie"
United States
Jacqueline M.
Gorgeous 4BR Beach House with Private Beach Access.
Beach nearby, sun-loungers
Beach duplex—2 full homes with private access, backyard, and ocean views!

Cottage in Clinton

10.0 out of 10, Exceptional, (24)
"Really great host. Loved the property, great yard, clean. Everyone was really happy with the place! "
United States
Evan C.
Beach duplex—2 full homes with private access, backyard, and ocean views!
Dining
Coastal Holiday Retreat: Luxury Waterfront, Hot Tub & Private Beach

Holiday Home in Branford

10.0 out of 10, Exceptional, (71)
"We had a wonderful vacation!! The house was perfect, check in couldn’t have easier and the views couldn’t have been better. A perfect summer getaway."
United States
Mike S.
Coastal Holiday Retreat: Luxury Waterfront, Hot Tub & Private Beach
Fridge, microwave, oven, stovetop
Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.

Apartment in Cheshire

9.2 out of 10, Wonderful, (12)
"Needed a place to sleep for a couple of nights and this worked for us."
United States
James (Jim) L.
Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.
Exterior
Shoreline Oasis

Apartment in Clinton

9.2 out of 10, Wonderful, (7)
"Everything was as advertised or better. Lovely quiet area near beautiful beaches and great restaurants. We had a terrific experience. "
United States
Tom S.
The price is HK$1,393
HK$2,020 total
includes taxes & fees
30 Dec - 31 Dec
Shoreline Oasis
Smart TV
1-bedroom cottage with Grove Beach 🏖️ access.

Cottage in Clinton

9.2 out of 10, Wonderful, (36)
"Cottage itself clean, but sewage smell in bathroom. Surrounding property derelict motel with ongoing consruction. "
United States
michelle
The price is HK$476
HK$1,303 total
includes taxes & fees
9 Dec - 10 Dec
1-bedroom cottage with Grove Beach 🏖️ access.
Dining
Oceanfront Oasis Spacious 3-Bedroom, 2-Bath Retreat for 12 Linens Included

Holiday Home in Old Saybrook

10.0 out of 10, Exceptional, (34)
"Enjoyed our stay"
United States
Nicole L.
Oceanfront Oasis Spacious 3-Bedroom, 2-Bath Retreat for 12 Linens Included
Fridge, microwave, oven, stovetop
All New 1BR with tons of Charm

Apartment in Wallingford Center

9.8 out of 10, Exceptional, (6)
"I highly recommend this property!! We were in town for a wedding celebration, and it proved perfect. The property is completely updated, well-appointed and clean. The property is centrally located and close to restaurants, shops and grocery markets. Karl was a great host and communicated with us throughout our stay. I highly recommend!!"
United States
Francis S.
The price is HK$895
HK$2,243 total
includes taxes & fees
8 Dec - 9 Dec
All New 1BR with tons of Charm
1 bedroom, iron/ironing board, WiFi, bed sheets
Downtown New Haven Escape

Apartment in Dwight

2.0 star property
8.0 out of 10, Very good, (6)
"Great place to stay, a little tight for 2 people but good for a single. Well appointed and a great location in the city. Would definitely recommend a stay here."
United States
Michael H.
The price is HK$899
HK$1,727 total
includes taxes & fees
7 Dec - 8 Dec
Downtown New Haven Escape
Exterior
Charming Studio| Near Yale| Downtown New Haven

Apartment in Downtown New Haven

9.0 out of 10, Wonderful, (10)
"A great place to stay during reunions! Prime campus-adjacent location, an easy walk to all things on campus!"
United States
Jason K.
The price is HK$732
HK$1,650 total
includes taxes & fees
8 Dec - 9 Dec
Charming Studio| Near Yale| Downtown New Haven
Fridge, microwave, oven, stovetop
New Cozy 2BR Stay New Haven Close to Yale

Apartment in East Rock

2.0 star property
7.4 out of 10, Good, (3)
"Place was great for family and having a washer and dryer was a big help. Place was super clean and comfortable "
United States
CHUCK C.
New Cozy 2BR Stay New Haven Close to Yale
Beach nearby, sun-loungers, beach towels
Adorable Beach Cottage

Cottage in Milford

9.8 out of 10, Exceptional, (55)
"Lovely cottage, well equipped and immaculately clean, close to the beach and charming shops and restaurants. "
United States
Sarah G.
Adorable Beach Cottage
1 bedroom, WiFi, bed sheets
Private Third-Floor Attic Apartment Full Kitchen • King Bed • Backyard Access

Apartment in West New Haven

2.0 star property
9.0 out of 10, Wonderful, (2)
"Great communication and easy check in, would recommend "
United States
Ethan R.
The price is HK$623
HK$1,006 total
includes taxes & fees
12 Dec - 13 Dec
Private Third-Floor Attic Apartment Full Kitchen • King Bed • Backyard Access
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

Homewood Suites by Hilton Orange New Haven

Homewood Suites by Hilton Orange New Haven

10/10 Excellent
"Great property, clean rooms. Pool was awesome, staff was amazing! "
Frederick 1-night trip
Posted 2 days ago
Homewood Suites by Hilton Orange New Haven

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