Thimble Islands Vacation Rentals

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Vacation Rentals in Thimble Islands

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

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

New Haven Village Suites

3.0 star property
7.6 out of 10, Good, (1991)
"One of our favorites"
The price is CA $143
CA $164 total
includes taxes & fees
Jan 22 - Jan 23
New Haven Village Suites

Adorable New England Cottage, 2 min walk to Beach 🏖️, Available year round

9.8 out of 10, Exceptional, (106)
"Wonderful place to spend time with the family in this cozy cottage. Would love to come back in the summer to enjoy the beach. "
The price is CA $311
CA $724 total
includes taxes & fees
Jan 12 - Jan 13
Adorable New England Cottage, 2 min walk to Beach 🏖️, Available year round

Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub

10.0 out of 10, Exceptional, (128)
"Although I went went it is cold the view and location were excellant. I can definately see taking advantage of this place during the summer. The host was responsive and available. "
Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub

Steps to the Beach, Cozy Year Round Cottage 🐾 Pet Friendly

9.8 out of 10, Exceptional, (44)
"Amazing property and relaxing weekend! 😄 Host was accommodating and responded promptly. Disappointed with accuracy of listing regarding the spa tub and picture/listing of canoe. Planned a canoe day and was unable due to no canoe on property. Dog loved the yard and enjoyed her stay too! "
Steps to the Beach, Cozy Year Round Cottage 🐾 Pet Friendly

Patchogue River Retreat, 8 minute walk to West Beach

9.6 out of 10, Exceptional, (9)
"My staff and I stayed here for a horse show. It was clean and very comfortable. We wished we had time to actual enjoy the house!!!"
Patchogue River Retreat, 8 minute walk to West Beach

Luxury Furnished Apartments by Hyatus Downtown at Yale

3.5 star property
9.8 out of 10, Exceptional, (37)
"I was completely satisfied with my stay. Apartment had wonderful amenities and an amazing view. Great location near downtown restaurants too."
Luxury Furnished Apartments by Hyatus Downtown at Yale

Year-Round Waterview 4 Beds, 2 Baths, Sleeps 13 with Linens & Towels Included

9.0 out of 10, Wonderful, (86)
"Very cute ranch in a lovely neighborhood. Good location for access to area sites like Hammonasset Beach, Chamard Vineyard, and the Water's Edge. Not truly a "water's view", but the house had all the amenities needed for a fun stay! "
Year-Round Waterview 4 Beds, 2 Baths, Sleeps 13 with Linens & Towels Included

Oceanfront Oasis Spacious 3-Bedroom, 2-Bath Retreat for 12 Linens Included

9.8 out of 10, Exceptional, (26)
"When my hometown sib couldn't host, we rented here and had our family Thanksgiving! It was great!"
Oceanfront Oasis Spacious 3-Bedroom, 2-Bath Retreat for 12 Linens Included

BREATHTAKING BUNGALOW-HOME AWAY FROM HOME

10.0 out of 10, Exceptional, (26)
"Wonderful little bungalow. Owners are really nice and responsive. House is well maintained, cleaned and better stocked than any other rental we've been in. Thank you!!"
BREATHTAKING BUNGALOW-HOME AWAY FROM HOME

A TREETOPS Retreat! Sleeps 10-12, perfect for large gatherings. Seasonal POOL!

10.0 out of 10, Exceptional, (24)
"The house is an architectural gem with plenty of space for the family. We enjoyed the fireplace in the evenings."
A TREETOPS Retreat! Sleeps 10-12, perfect for large gatherings. Seasonal POOL!

Gorgeous Victorian direct ocean front single family six bedroom, ten rooms

10.0 out of 10, Exceptional, (58)
"Great"
Gorgeous Victorian direct ocean front single family six bedroom, ten rooms

1-bedroom cottage just 6 minutes from Clinton Crossing Premium Outlets

9.0 out of 10, Wonderful, (20)
"Spent a weekend in this cottage while attending an event for my daughter. Very cozy and comfortable. Host was great, with excellent communication. Renovations are taking place in adjacent units, however it did not impact my stay. Highly recommend. "
The price is CA $157
CA $276 total
includes taxes & fees
Jan 13 - Jan 14
1-bedroom cottage just 6 minutes from Clinton Crossing Premium Outlets

Waterfront Cottage in Branford

10.0 out of 10, Exceptional, (89)
"House is beautiful and the view even better. On the waters edge and very quiet grandkids were occupied and very happy "
Waterfront Cottage in Branford

Spacious home near Aquarium & heart of wine country Shopping & close to Hamptons

10.0 out of 10, Exceptional, (4)
"Robert was an amazing host..We had an incredible New Year’s Eve…We are already planning our next trip back… "
The price is CA $765
CA $1,403 total
includes taxes & fees
Feb 1 - Feb 2
Spacious home near Aquarium & heart of wine country Shopping & close to Hamptons

Beachfront 3-bedroom vacation home just 14 minutes from Yale University

10.0 out of 10, Exceptional, (29)
"Each night I could wait to see the sunset. We were here in November, the view is unmatched. There is lots of space for family in the house. Two full baths upstairs was a great convenience. At night the living room was very cozy! It was great hearing the water lap on the beach that was only 2 steps away. "
Beachfront 3-bedroom vacation home just 14 minutes from Yale University

The Dream Location for Your Perfect Vacation

9.8 out of 10, Exceptional, (16)
"beautiful quiet spot on the beach, great place to stay."
The Dream Location for Your Perfect Vacation

Updated spacious home, huge kitchen, 5 min walk to beach, 1 min to Water's Edge

10.0 out of 10, Exceptional, (55)
"We really enjoyed our stay at the property. The home was very clean, the beds were comfortable, and the location was convenient for all of our weekend activities."
Updated spacious home, huge kitchen, 5 min walk to beach, 1 min to Water's Edge

Beautiful 4BR Beach House with Private Beach Access.

9.8 out of 10, Exceptional, (69)
"our annual girls (5) trip took us to Branford, CT this year. It was awesome to have a private beach access even though we couldn’t get in the water, but it was great for strolls and shell collecting. Would definitely do better with a second bathroom, but we managed just fine. Overall, it’s a nice little place to stay for a getaway. My only issue is not with the hosts or place, but with one of the fees and the checkout process. However, it does not take away from our stay. "
Beautiful 4BR Beach House with Private Beach Access.

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

9.6 out of 10, Exceptional, (4)
"In town for college visits we were able to stay and use the home as “base” giving everyone space - inside and out to decompress. Kitchen was great and outdoor space is lovely. Beautiful walk to Lighthouse Point Park!"
New Haven Gem w/ Private Pool, Walk to Beach!
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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Other types of properties in Thimble Islands you may be interested in

New Haven Hotel

3.5 star property
8.8 out of 10, Excellent, (1396)
"I love it. Nice "
The price is CA $158
CA $182 total
includes taxes & fees
Jan 19 - Jan 20
New Haven Hotel

Hilton Garden Inn Shelton

3.0 star property
7.8 out of 10, Good, (1004)
"Security"
The price is CA $146
CA $167 total
includes taxes & fees
Jan 19 - Jan 20
Hilton Garden Inn Shelton

Best Western Executive Hotel Of New Haven - West Haven

2.5 star property
7.6 out of 10, Good, (1014)
"I thought check in was weird. Just was asked my name. Didn't have ID checked and was just given the key card. I thought that was bizarre.i made sure to deadbolt my door just in case. Breakfast was great. Lots to choose from, both hot and cold. Would stay again. "
The price is CA $138
CA $159 total
includes taxes & fees
Jan 16 - Jan 17
Best Western Executive Hotel Of New Haven - West Haven
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.