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, (1962)
"As always, clean and quiet."
The price is CA $137
CA $158 total
includes taxes & fees
Nov 24 - Nov 25
New Haven Village Suites
Adorable New England Cottage, 2 min walk to Beach 🏖️, Available year round
10.0 out of 10, Exceptional, (102)
"We really enjoyed our stay. Beds, linens, towels all super comfortable. Kitchen bright and useful. Bathrooms spotless. 2 minute walk to cute beach. Tons of stuff to do in the area. Great, private backyard well appointed with portable fire pit, grill, furniture. Lots of kid games and books and puzzles in house. Need functional carbon monoxide detector. "
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, (126)
"We stayed here for an anniversary weekend away and found the property and neighborhood to be amazing. We enjoyed the hot tub, pool and firepit and went kayaking in the afternoon. Enjoyed amazing sunsets from the deck; Adam gave us spot-on restaurant recommendations. I don't know if the supply of snacks is standard or an anniversary "special", but all in all this place was a wonderful find. Thank you!!"
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, (43)
"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
10.0 out of 10, Exceptional, (8)
"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
Year-Round Waterview 4 Beds, 2 Baths, Sleeps 13 with Linens & Towels Included
9.0 out of 10, Wonderful, (85)
"We liked the house which is ideal for a large group. But we were disappointed that the water views shown in the photo gallery did not exist as views from the house directly. "
Year-Round Waterview 4 Beds, 2 Baths, Sleeps 13 with Linens & Towels Included
Luxury Furnished Apartments by Hyatus Downtown at Yale
3.5 star property
9.8 out of 10, Exceptional, (34)
"So comfortable— just like home. I love having a full kitchen and living room with little homey touches. Nice luxury apartment in a great area. I stay here every time I’m in town."
Luxury Furnished Apartments by Hyatus Downtown at Yale
Oceanfront Oasis Spacious 3-Bedroom, 2-Bath Retreat for 12 Linens Included
9.8 out of 10, Exceptional, (25)
"We spent the weekend at the shore to celebrater my wife's 70th Birthday. The accommodations were fabulous and everyone enjoyed the home, the view and the location. Thank you to our host Laura."
Oceanfront Oasis Spacious 3-Bedroom, 2-Bath Retreat for 12 Linens Included
BREATHTAKING BUNGALOW-HOME AWAY FROM HOME
10.0 out of 10, Exceptional, (24)
"The house is really a home away from home. So close to the beach and Audubon Center. Wonderful, generous hosts! Hope to come back one day! "
BREATHTAKING BUNGALOW-HOME AWAY FROM HOME
gorgeous victorian direct ocean front single family six bedroom, ten rooms
10.0 out of 10, Exceptional, (58)
"Beautiful home with even more beautiful ocean view. "
gorgeous victorian direct ocean front single family six bedroom, ten rooms
Shalom Cottage with private beach rights.
9.0 out of 10, Wonderful, (17)
"Loved the overall stay and experience. The private beach access is a bonus"
The price is CA $114
CA $232 total
includes taxes & fees
Nov 17 - Nov 18
Shalom Cottage with private beach rights.
Waterfront Cottage in Branford
10.0 out of 10, Exceptional, (87)
"The house was perfect for our annual getaway. We are a group of nine women who have been friends for over 45 years. The large well stocked kitchen with amazing view of the water and fireplace made our Friendsgiving meal memorable! The outdoor hot tub, fire pit, and deck with comfy seating topped off the weekend. Great location, plenty of parking, responsive host. 5/5 stars! "
Waterfront Cottage in Branford
Updated spacious home, huge kitchen, 5 min walk to beach, 1 min to Water's Edge
10.0 out of 10, Exceptional, (54)
"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
Beachfront 3-bedroom vacation home just 14 minutes from Yale University
10.0 out of 10, Exceptional, (28)
"Very comfortable home. Perfect for our grown family. We enjoyed the relaxed atmosphere, the beach and water views right outside the back steps. We set up our umbrellas and chairs, had fun using the kyack and paddle board. It was a wonderful and relaxing time together! Looking forward to it again next year."
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
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.
Spacious home near Aquarium & heart of wine country Shopping & close to Hamptons
10.0 out of 10, Exceptional, (2)
"We had a fantastic time at this rental on the East end of Long Island. The place was clean, spacious, and perfect for our family getaway. Highly recommend!"
The price is CA $742
CA $1,367 total
includes taxes & fees
Nov 17 - Nov 18
Spacious home near Aquarium & heart of wine country Shopping & close to Hamptons
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!
Writer's Retreat & Explorer's Adventure, S of Rte. 1 Madison!
9.8 out of 10, Exceptional, (23)
"The Writer’s Retreat was perfect for a visit with my college roommate from 40 years ago!! We loved sitting and looking out on the river/marsh at any time of day. So peaceful. And so pretty in the Fall. The location was perfect too. Close to towns along Rt 1 and the beach! "
Writer's Retreat & Explorer's Adventure, S of Rte. 1 Madison!
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, (1380)
"The beds were very comfortable and the staff was lovely. "
The price is CA $208
CA $240 total
includes taxes & fees
Dec 15 - Dec 16
New Haven Hotel
Red Roof Inn Meriden
2.0 star property
7.6 out of 10, Good, (1000)
"Everything was perfect except next room over the people were coughing and talking, two parents and a child, all night long. Felt like they were in our room, hard to sleep."
The price is CA $126
CA $144 total
includes taxes & fees
Nov 20 - Nov 21
Red Roof Inn Meriden
Best Western Executive Hotel Of New Haven - West Haven
2.5 star property
7.4 out of 10, Good, (1003)
"The rooms were nice and clean. Lots of people always standing right out front smoking. And the hallways and elevators smell strongly of smoke. The elevator always takes a long time to settle, as in you're at the floor you want, but it takes an extra minute to make little adjustments before the doors open. Very annoying. Was like that when I was here several months ago as well. I've actually never seen the second elevator work. "
The price is CA $134
CA $154 total
includes taxes & fees
Nov 26 - Nov 27
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.