Holiday Homes in Thimble Islands

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Featured Holiday Homes in Thimble Islands

Once the old Schools house now a newly furnished Apartment

9.0 out of 10, Wonderful, (13)
"Excellent option for a short stay near the heart of it all in Wallingford."
The price is AU$433
includes taxes & fees
12 Oct - 13 Oct
Once the old Schools house now a newly furnished Apartment

Cozy East Haven Home • Near Beach & Yale

10.0 out of 10, Exceptional, (3)
"Beautiful seaside cottage. Updated and well appointed, bidet, fire pit and more. Very close to several beaches. Driving distance to many attractions, statue of liberty, and more. I would stay again. "
The price is AU$256
includes taxes & fees
9 Nov - 10 Nov
Cozy East Haven Home • Near Beach & Yale

Newly Remodeled 1-BR Close to Everything yet Very Private

10.0 out of 10, Exceptional, (9)
"I was very pleased with the accomodations. I had everything I needed and it was comfortable and quiet. I was able to get my research done and enjoyed the peaceful setting, and it was convenient to the friends and family I visited during my stay. I will definitely stay here again. "
The price is AU$444
includes taxes & fees
14 Oct - 15 Oct
Newly Remodeled 1-BR Close to Everything yet Very Private

Stocked home close to Yale, in Heart of New Haven

9.2 out of 10, Wonderful, (17)
"Great value very close to university. "
The price is AU$390
includes taxes & fees
14 Oct - 15 Oct
Stocked home close to Yale, in Heart of New Haven

The Jewel of The Cove - Historic Coastal Retreat

2.0 star property
10.0 out of 10, Exceptional, (4)
"loved it so much, beautiful property 100 % would stay again "
The price is AU$791
includes taxes & fees
29 Oct - 30 Oct
The Jewel of The Cove - Historic Coastal Retreat

Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.

9.6 out of 10, Exceptional, (13)
"Had a really nice stay, enjoyed this open airy space with comfortable beds and beautiful light with a view of the river. Very nice time, would stay again."
The price is AU$538
includes taxes & fees
14 Oct - 15 Oct
Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.

Beachside Bliss w/ Game Room, Gym & Golf Green

2.0 star property
The price is AU$848
includes taxes & fees
16 Oct - 17 Oct
Beachside Bliss w/ Game Room, Gym & Golf Green

The Santiago in Science Park at Yale New Haven

8.0 out of 10, Very good, (8)
"The property was great. Clean and comfortable! Great communication from the owner. Its not the entire house as there was someone staying upstairs. Otherwise the experience was great! "
The price is AU$319
includes taxes & fees
29 Oct - 30 Oct
The Santiago in Science Park at Yale New Haven

Capt Nathaniel Clarke Historic Homestead,Reunions, Magnificent Yard

9.6 out of 10, Exceptional, (133)
"Great older house with everything you need to have a great time. Family event with 6 adults and 2 dogs enjoyed the house, the yard, and the area. Strongly recommend."
The price is AU$897
includes taxes & fees
13 Oct - 14 Oct
Capt Nathaniel Clarke Historic Homestead,Reunions, Magnificent Yard

Gorgeous Waterfront 2 Bedroom 1 Bath Modern Home.

7.6 out of 10, Good, (5)
"Thanks for hosting us! It was clean and nice. For future guests, a long body mirror might be nice but we had a wonderful time and appreciated you bringing us extra towels quickly!"
The price is AU$394
includes taxes & fees
27 Oct - 28 Oct
Gorgeous Waterfront 2 Bedroom 1 Bath Modern Home.

McAngel Haven: 5 mins from Yale

9.6 out of 10, Exceptional, (16)
"My family and I stayed at the property for a wedding in Milford. The house had plenty of space for our group to say, and the bedrooms were comfortable. The three bathrooms were helpful for our group to efficiently get ready for the wedding, and the kitchen was adequately appointed for us to have meals."
The price is AU$792
includes taxes & fees
13 Oct - 14 Oct
McAngel Haven: 5 mins from Yale

Charming 2-bedroom house with AC, WiFi in fantastic New Haven

8.0 out of 10, Very good, (1)
"The property inside was lovely. Every detail was thought of to make our stay delightful. Very comfortable beds. The neighborhood is in transition and it is rather noisy (cars driving by constantly) in the evenings. Not a deal breaker. We stayed on two separation occasions. Recommend for the convenience to downtown and Yale. "
The price is AU$467
includes taxes & fees
31 Oct - 1 Nov
Charming 2-bedroom house with AC, WiFi in fantastic New Haven

Clear LI Sound waterview, Wedding pics, Yale&Beach

10.0 out of 10, Exceptional, (8)
"Attended a wedding close by. This house was a comfortable clean place to rest in between events. Lovely water front. Calm and peaceful"
The price is AU$954
includes taxes & fees
13 Oct - 14 Oct
Clear LI Sound waterview, Wedding pics, Yale&Beach

Peace Barn in the heart of the CT River Valley

2.0 star property
8.6 out of 10, Excellent, (4)
"The grounds were beautiful Everything else for me and my family’ was awful and should not be rented as a vrbo. Lots of bugs. The upstairs bathroom had no water pressure or hot water. The upstairs bedroom window and screen were duct taped shut. The kitchen was a mishmash of things that didn’t work. The house did smell of mold. The only thing this property has to offer is the lake and the land the lodging was terrible and not at all comfortable. And the lights were terrible, if you could even...
The price is AU$1,089
includes taxes & fees
13 Oct - 14 Oct
Peace Barn in the heart of the CT River Valley

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

8.0 out of 10, Very good, (1)
"It was a nice place. We were in CT for a wedding. It was very close to the venue. The bathrooms were a good size for 10 people staying there getting ready. I would definitely return for another family event in the area. Thank you to the home owners."
The price is AU$741
includes taxes & fees
13 Oct - 14 Oct
Luxury New Haven Retreat • Private Pool, Gym, Cinema • Near Yale & Beaches

Beach house in Milford, CT

10.0 out of 10, Exceptional, (1)
"Beautiful Home right on the Long Island sound, we had such a great time. Beach was easily accessible, The Host’s were amazing and went above and beyond in accommodating us. Highly recommend!!!"
The price is AU$1,424
includes taxes & fees
12 Oct - 13 Oct
Beach house in Milford, CT

Historic New England home ,Reunions Beach pass

9.2 out of 10, Wonderful, (90)
"House was perfect for family get together. Enjoyed walking into town for afternoon shopping and dining."
The price is AU$871
includes taxes & fees
13 Oct - 14 Oct
Historic New England home ,Reunions Beach pass

3-bedroom house just walking distance from Yale and Downtown

The price is AU$637
includes taxes & fees
14 Oct - 15 Oct
3-bedroom house just walking distance from Yale and Downtown

Short Walk to Yale | 4BR| Laundry|WiFi

Short Walk to Yale | 4BR| Laundry|WiFi

Spacious 4-bedroom house with WiFi and AC in awesome Milford

10.0 out of 10, Exceptional, (3)
"Wonderful beach house. We loved staying here! The house is a historic gem and the accommodations were perfect. We enjoyed fabulous fireworks on the deck and walking the beach each morning. We can’t wait to go back. "
The price is AU$986
includes taxes & fees
20 Oct - 21 Oct
Spacious 4-bedroom house with WiFi and AC in awesome Milford
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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