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, (2023)
"Good stay. "
New Haven Village Suites

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

10.0 out of 10, Exceptional, (128)
"having previously rented VRBO properties in Palm Springs, West Palm Beach & Ft. Lauderdale I can confirm this property is exceptional. The studio has 1st tier amenities, waterfront location & in addition the hosts provided most welcoming foods and snacks, an overall wonderful experienceJimBrooklyn, NY"
Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub

Luxury Furnished Apartments by Hyatus Downtown at Yale

3.5 star property
9.6 out of 10, Exceptional, (39)
"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, (89)
"Tuvimos un finde increíble en la casa, súper cómoda y bonita "
Year-Round Waterview 4 Beds, 2 Baths, Sleeps 13 with Linens & Towels Included

⚓Capt Nathaniel Clarke Historic Homestead🤵Weddings👰Reunions❤Magnificent Yard🐕

9.8 out of 10, Exceptional, (127)
"We loved our stay!"
The price is CA $521
CA $992 total
includes taxes & fees
Apr 29 - Apr 30
⚓Capt Nathaniel Clarke Historic Homestead🤵Weddings👰Reunions❤Magnificent Yard🐕

adorable ranch in beach community

10.0 out of 10, Exceptional, (44)
"Beautiful location, lovely neighbors. House is dated as seen in photos. "
The price is CA $282
CA $637 total
includes taxes & fees
Apr 17 - Apr 18
adorable ranch in beach community

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

10.0 out of 10, Exceptional, (25)
"This house is amazing! Has everything we needed for our stay and very clean. Dan was accessible and very responsive at all times. Highly recommend!"
A TREETOPS Retreat! Sleeps 10-12, perfect for large gatherings. Seasonal POOL!

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.

BREATHTAKING BUNGALOW-HOME AWAY FROM HOME

10.0 out of 10, Exceptional, (27)
"We loved the location and the space was great for our visit. Very clean and cozy. Would recommend and we would book again if we are ever back in the area. "
BREATHTAKING BUNGALOW-HOME AWAY FROM HOME

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

10.0 out of 10, Exceptional, (59)
"Our family ranged in ages from 13 to 96. We were 12 people for a couple days and then 10. We all had a marvelous time and my mom just can’t stop talking about how beautiful the view and the antique furniture was. It was difficult for that many people only having two bathrooms, but we made it work. We did run out of hot water so we learned to scatter showers when possible. The view is amazing and the location was wonderful for us. I can’t say enough, how accommodating our hostess was. We told her...
Gorgeous Victorian direct ocean front single family six bedroom, ten rooms

Updated kitchen, king+queen beds, AC, walk to beach, 1 min to Waters Edge Resort

10.0 out of 10, Exceptional, (55)
"Lovely, spacious and clean. We spent our Christmas holiday together with our family and the house was spacious and spotless. We had 5 adults with 2 small children in house. We hosted Christmas dinner for us and local family. Great space. Would love to rent in summer months to utilize outdoor space"
Updated kitchen, king+queen beds, AC, walk to beach, 1 min to Waters Edge Resort

Large Charming Historic House close to Beaches

9.6 out of 10, Exceptional, (23)
"This was the BEST decision for our family. The house was very cozy, old charm feel with some modern updates. The downstairs bathroom had a Spa vibe. We loved the 6 bedrooms & spacious kitchen & dining room. Loved how close it was to food & entertainment. The walk to the beach was only 10 minutes & very safe. We are use to blinds and/or shades, so just having light curtains for the windows was"
Large Charming Historic House close to Beaches

Beach Front Arts & Crafts House With Gorgeous Views Of The Sound

10.0 out of 10, Exceptional, (116)
"The Arts and Crafts home was more beautiful than the pictures reflected! We loved all of the details in the woodwork, hidden little corners, tons of space to spread out and wonderful places to gather together. Having recently sold our "family home" we were thrilled to find this home in which to have a mini- family reunion. The kitchen was incredibly well-stocked- from serving platters to garlic powder to paper towels...We had everything we needed. The gas fireplace created a beautiful focal...
Beach Front Arts & Crafts House With Gorgeous Views Of The Sound

COZY Maple Tree Cabin - Situated on 6 private acres - Get Away and RELAX 😎

10.0 out of 10, Exceptional, (28)
"It is certainly a cabin in the quiet woods which you would normally find in northern Vermont. We loved everything about it. My Three Sons grew up tent camping in the Yale Forest and this was that, only with a log cabin replacing Eureka tents! We loved sitting around the massive firepit and feeding the flames with plenty of seasoned, dry hardwood, cooking several meals on the coals with pie irons and steak prongs. Just loved it. "
The price is CA $528
CA $1,010 total
includes taxes & fees
Apr 5 - Apr 6
COZY Maple Tree Cabin - Situated on 6 private acres - Get Away and RELAX 😎

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!"
The price is CA $606
CA $1,152 total
includes taxes & fees
Apr 18 - Apr 19
Oceanfront Oasis Spacious 3-Bedroom, 2-Bath Retreat for 12 Linens Included

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

9.8 out of 10, Exceptional, (107)
"Cute place, very clean"
Adorable New England Cottage, 2 min walk to Beach 🏖️, Available year round

Cozy Westbrook Vacation Rental - Walk to Beach!

10.0 out of 10, Exceptional, (14)
"Perfect off season weekend for us with easy access to walks on the beach and lots of relaxing!"
Cozy Westbrook Vacation Rental - Walk to Beach!

Shoreline Oasis

The price is CA $252
CA $367 total
includes taxes & fees
Apr 12 - Apr 13
Shoreline Oasis

Luxury Apartments by Hyatus at Pierpont

4.0 star property
9.4 out of 10, Exceptional, (13)
"Great. Would prefer to anyone"
Luxury Apartments by Hyatus at Pierpont
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, (1484)
"Central location and free parking across street covered "
The price is CA $169
CA $194 total
includes taxes & fees
Apr 20 - Apr 21
New Haven Hotel

Clarion Inn

3.0 star property
7.4 out of 10, Good, (1006)
"Personnel are nice and polite but room temperature thermostat is hard to control "
The price is CA $120
CA $138 total
includes taxes & fees
Apr 20 - Apr 21
Clarion Inn

Omni New Haven Hotel at Yale

4.0 star property
8.2 out of 10, Very good, (1002)
"I enjoyed the location "
The price is CA $206
CA $237 total
includes taxes & fees
May 1 - May 2
Omni New Haven Hotel at Yale
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.