Thimble Islands Holiday House Rentals from AU$299: Search Holiday Homes

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Our top choices for Thimble Islands holiday homes

Great Hammcock Getaway, cozy home, hot tub, fire pit, beaches nearby.

Old Saybrook

Becky W.

includes taxes & fees

9 June - 10 June

1 bedroom, iron/ironing board, WiFi, bed sheets

Once the old Schools house now a newly furnished Apartment

Wallingford Center

Jeanette W.

includes taxes & fees

11 June - 12 June

Peaceful Private Stay in Shared Home Near Yale

West New Haven

McKenna S.

includes taxes & fees

5 July - 6 July

Adorable Cottage, 5 min walk to water & town

Westbrook Center

Donovan V.

includes taxes & fees

9 June - 10 June

Quiet Comfort Meets Coastal Charm: A Perfect Family Retreat in East Haven

Foxon

includes taxes & fees

8 June - 9 June

McAngel Haven: 5 mins from Yale

West Haven

Joseph T.

includes taxes & fees

8 June - 9 June

Authentic 1795 Historic Homestead w/ Private Grounds for Gatherings and Retreats

Saybrook Manor

Hayley T.

includes taxes & fees

8 June - 9 June

Luxurious-Modern feel w/ custom features - AC, short walk to Shelton

Shelton

includes taxes & fees

9 June - 10 June

Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.

Fair Haven

Wallace R.

includes taxes & fees

29 June - 30 June

The Jewel of The Cove - Historic Coastal Retreat

East Shore

Geoffrey H.

includes taxes & fees

28 June - 29 June

Welcoming 4-bedroom house in charming Hamden

Hamden

Renee H.

includes taxes & fees

9 June - 10 June

The Daydreamer - Walk To Walnut Beach, Restaurant + Shops

Milford

Patricia M.

includes taxes & fees

6 July - 7 July

Historic New England home ,Reunions Beach pass

Guilford

Liz H.

includes taxes & fees

8 June - 9 June

Coastal Landing Stay

East Shore

includes taxes & fees

8 June - 9 June

Luxury New Haven Retreat • Private Pool, Gym, Cinema • Near Yale & Beaches

East Shore

Zach P.

includes taxes & fees

9 June - 10 June

3-bedroom house just walking distance from Yale and Downtown

Dixwell

Mark S.

includes taxes & fees

1 July - 2 July

2 bedrooms, desk, iron/ironing board, free WiFi

#37 - Luxury Collection

Stratford

Sarah T.

includes taxes & fees

27 June - 28 June

Clear LI Sound waterview, Wedding pics, Yale&Beach

East Shore

Frankie O.

includes taxes & fees

8 June - 9 June

Beachside Bliss w/ Game Room, Gym & Golf Green

Westbrook

Shannon G.

includes taxes & fees

15 June - 16 June

Luxe, designer renovation; walk to Tyde wedding venue, shops & beach!

Milford

"This area is fantastic, conveniently located near all the main attractions the town has to offer. We were thrilled to be so close to the beach! The host was incredibly friendly and went above and beyond to make us feel welcome. They even had a special welcome card that made us feel right at home from the moment we stepped inside. We’re definitely planning to book this property again in the future! "

Clarissa G.

includes taxes & fees

8 July - 9 July

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Top Thimble Islands Hotel Reviews

Motel 6 New Haven - Branford, CT

6/10 Okay

"Cleaning and appearance could be better. For the price, it was OK."

Hamden Hotel and Suites – Hamden New Haven

2/10 Terrible

"The bathroom was dirty with hair all over, the room smelled like they were trying to hide a mildew smell by using strong chemicals and the a/c didn’t work. We would have left in the middle of the night if it wasn’t storming so hard and a 2 hour drive ahead of us. Will NEVER stay here again. Neither of us actually slept because of the smell and warm air. Staff could not have cared less when we brought our concerns to them. Didn’t even bother staying g for breakfast, got out of there as fast as we could."

Best Western Executive Hotel Of New Haven - West Haven

8/10 Good

"This was my second stay at this property, with the first being at least 5 years ago. The lobby and breakfast area were renovated, although they removed the old omelette station they once had with staff preparing freshly made food! I arrived around 10:30pm, check in was quick, but staff could have been friendlier or more welcoming. I was given room 310, which was right next to the elevator, so I could hear it going up and down all night. At least I was not facing the highway so I didn't hear any outside noise. I had booked my room several months ago so was hoping for a better spot on the floor. The room itself was fine, albeit a bit dated, and hasn't changed from years ago when I last stayed, aside from possibly a new chair and ottoman. The king bed was comfortable, had 4 pillows, although one was quite worn down, and felt as if it held over 1,000 heads. The bathroom was VERY tight and claustrophobic, toilet seat opening was uncomfortably small, and one of the 2 bath towels was so worn, there were small holes forming, and I could nearly see through it! There was also a long black hair on one of the hand towels. The water pressure in shower was decent, but controlling the temperature was so delicate as it would go from hot to cold when barely moving it. Breakfast was great, a highlight, including large donuts and pastries, love the yogurt machine although it was basically empty, wish they had more topping options, bacon was out, eggs were decent, and good coffee!"

Hotel Marcel New Haven, Tapestry Collection By Hilton

10/10 Excellent

"Quietest room I ever slept in and the staff at this hotel are exceptional. Bravo. I wish all hotels were Passive House certified and delivered such a relaxing and rejuvenating experience. We also used the hotel bicycles to pedal into New Haven. Super fun."

Courtyard by Marriott New Haven Orange-Milford

4/10 Poor

"The room smelled musty and/or moldy—it was on the first floor. The smell was bad enough that it bothered us the whole time we were there. The hallway smelled bad too. The staff were having a terrible time using their new computer system. It took over 20min to check in, and that was at 12:45am when we were desperate to get into a room. I heard another guest say the elevator door broke and she couldn’t get her bag off of it. Also the pool was out of commission."

Find out more about Thimble Islands

Thimble Islands Holiday Homes information

Number of reviews	360
Accommodation	302 Holiday Homes
Lowest Price	AU$299
Highest Price	AU$1,397

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Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Thimble Islands holiday homes

Great Hammcock Getaway, cozy home, hot tub, fire pit, beaches nearby.

Once the old Schools house now a newly furnished Apartment

Peaceful Private Stay in Shared Home Near Yale

Adorable Cottage, 5 min walk to water & town