Thimble Islands Vacation Rentals

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Check prices for these dates

Tonight
Nov 26 - Nov 27
Tomorrow
Nov 27 - Nov 28
This weekend
Nov 28 - Nov 30
Next weekend
Dec 5 - Dec 7

Vacation Rentals in Thimble Islands

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

Vacation Home in Branford

Grace Island. Private Island! Vacations, Getaways, Weddings & Special Events.
Honeymoon Apartment, 3 Bedrooms, Kitchen | 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
Fridge, microwave, oven, dishwasher
Large Charming Historic House close to Beaches

Vacation Home in Clinton

9.8 out of 10, Exceptional, (35)
"Great place and location. There was 8 of us and plenty of space and beds!"
United States
Sandy B.
Large Charming Historic House close to Beaches
4 bedrooms, iron/ironing board, free WiFi, bed sheets
Waterfront Cottage in Branford

Cottage in branford

10.0 out of 10, Exceptional, (97)
"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

Vacation Home in Milford

10.0 out of 10, Exceptional, (133)
"Wonderful stay in a nice quiet neighborhood "
United States
Jacob M.
Beach Front Arts & Crafts House With Gorgeous Views Of The Sound
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 ￥9,557
￥26,146 total
includes taxes & fees
Dec 1 - Dec 2
1-bedroom cottage with Grove Beach 🏖️ access.
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
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 ￥14,679
￥32,794 total
includes taxes & fees
Nov 30 - Dec 1
Charming Studio| Near Yale| Downtown New Haven
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, stovetop
Cozy Ocean Front Retreat with Private Beach!

Vacation Home in Milford

10.0 out of 10, Exceptional, (32)
"Great house in a great location. It was wonderful.."
United States
W. Stuart N.
Cozy Ocean Front Retreat with Private Beach!
Dining
Coastal Holiday Retreat: Luxury Waterfront, Hot Tub & Private Beach

Vacation Home in Branford

10.0 out of 10, Exceptional, (71)
"Great family get together where we all were very comfortable. "
United States
Leanne B.
Coastal Holiday Retreat: Luxury Waterfront, Hot Tub & Private Beach
Beach nearby, sun loungers, beach towels
Adorable Beach Cottage

Cottage in Milford

9.8 out of 10, Exceptional, (54)
"Lovely cottage, well equipped and immaculately clean, close to the beach and charming shops and restaurants. "
United States
Sarah G.
Adorable Beach Cottage
Beach nearby, beach towels
Gorgeous 4BR Beach House with Private Beach Access.

Vacation 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.
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 ￥27,953
￥40,539 total
includes taxes & fees
Nov 29 - Nov 30
Shoreline Oasis
Smart TV, fireplace, video games
New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.

Vacation Home in Durham

10.0 out of 10, Exceptional, (24)
"As advertised. Enjoyed our stay. "
United States
Jeff C.
The price is ￥84,326
￥139,216 total
includes taxes & fees
Nov 30 - Dec 1
New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.
Outdoor pool, a heated pool
A TREETOPS Retreat! Sleeps 10-12, perfect for large gatherings. Seasonal POOL!

Vacation Home in Guilford

10.0 out of 10, Exceptional, (37)
"This property had all we needed and more ! "
United States
Kathie R.
A TREETOPS Retreat! Sleeps 10-12, perfect for large gatherings. Seasonal POOL!
Beach nearby
BEACH BUM CARRIAGE HOUSE with kayaks - steps to beach, park, marinas & brewery!

Vacation Home in Branford Center

9.2 out of 10, Wonderful, (19)
"This Carriage House is exactly as described. Wonderful location and setting, just steps away from Branford Point. Hope to visit again soon! "
United States
Terri L.
BEACH BUM CARRIAGE HOUSE with kayaks - steps to beach, park, marinas & brewery!
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
Dining
Oceanfront Oasis Spacious 3-Bedroom, 2-Bath Retreat for 12 Linens Included

Vacation 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
Terrace/patio
Waterfront Beach House

Vacation Home in Clinton

9.6 out of 10, Exceptional, (55)
"This was our third year spending an amazing beach week at this lovely property! Thanks again for the perfect week and see you again next year!"
United States
Tim S.
Waterfront Beach House
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

Home2 Suites by Hilton East Haven New Haven

Home2 Suites by Hilton East Haven New Haven

10/10 Excellent
"Clean, clean, clean. "
Tracie 2-night trip
Posted 7 hours ago
Home2 Suites by Hilton East Haven New Haven

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