Search Vacation Homes in Sherwood Island State Park

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Compare 259 Vacation Homes in Sherwood Island State Park with updated reviews, rates, and availability.

Business or Weekend escape
A Queen Size Bed for Two Persons and Also Queen Size Sofa Bed for Two Persons.
Business or Weekend escape
9.6 out of 10, Exceptional, (22)
"Quaint basement studio with personal touches"
The price is AED 275
AED 496 total
includes taxes & fees
1 Oct - 2 Oct
Business or Weekend escape
Lakeside luxury: beautiful, relaxing 4 bedroom home
Sit back and relax!
Lakeside luxury: beautiful, relaxing 4 bedroom home
10.0 out of 10, Exceptional, (13)
"This house was perfect for my group of 6 college friends. We hadn't gotten together in over 10 years and wanted to relax and catch up. The furniture and bedding were extremely comfortable, the kitchen had everything we could possibly need and more! Very spacious home with off-street parking for 6 cars. We loved it here!!! "
Lakeside luxury: beautiful, relaxing 4 bedroom home
Lower Lvl Private 2BR/1BA Family/Pet Friendly
Exterior
Lower Lvl Private 2BR/1BA Family/Pet Friendly
10.0 out of 10, Exceptional, (111)
"Property was perfect for our family. Gym, steam shower, and theatre room were all amazing. Effortless check in/check out process. Gorgeous home and neighborhood. Communication with our host Chris was easy and fast. Thank you for everything:) "
Lower Lvl Private 2BR/1BA Family/Pet Friendly
Captain's Cottage - Cold Spring Harbor Water Views
View Cold Spring Harbor in the Fall
Captain's Cottage - Cold Spring Harbor Water Views
10.0 out of 10, Exceptional, (47)
"Wonderful stay. The home and town were a great location for our family trip!"
The price is AED 1,058
AED 2,015 total
includes taxes & fees
1 Oct - 2 Oct
Captain's Cottage - Cold Spring Harbor Water Views
Family-Friendly, Near-NYC Norwalk Retreat
Cozy living room filled with art and entertainment
Family-Friendly, Near-NYC Norwalk Retreat
2.0 star property
10.0 out of 10, Exceptional, (2)
"Met all of our expectations, made a very enjoyable stay with 2 little ones. Host was accommodating and went above and beyond to support our needs. "
The price is AED 675
AED 1,926 total
includes taxes & fees
30 Sep - 1 Oct
Family-Friendly, Near-NYC Norwalk Retreat
Beautiful historic home in Stony Brook!
Living area
Beautiful historic home in Stony Brook!
2.0 star property
9.0 out of 10, Wonderful, (4)
"The property was as described with a big and well equipped kitchen and also a large sized washer and dryer. The bathrooms are nicely renovated with every thing you might need. The location is very convenient and quick walk to Stony Brook Village. The bedrooms were well sized and as pictured. However, the beds could be a bit more comfortable. The two single beds squeaked a little bit. The property could also use a hair dryer and iron/ironing board. I brought those things with me but some others...
Beautiful historic home in Stony Brook!
Cheerful 4 bedrooms residential house.
Exterior
Cheerful 4 bedrooms residential house.
9.8 out of 10, Exceptional, (20)
"My friends and I stayed in Bridgeport for a weekend of music, and we had a great experience here! The owners were responsive and the place was exactly what we needed"
Cheerful 4 bedrooms residential house.
Adorable Cottage with Water Views, Across the street from Prime & other eateries
Adorable Cottage with Water Views, Across the street from Prime & other eateries
10.0 out of 10, Exceptional, (59)
"We enjoyed our short stay at the cottage! The thoughtful amenities were appreciated (especially ALL your coffee needs except dairy, toiletries, filtered water ready in the fridge), and there were probably more we didn’t take advantage of…we were only there for 3 days and didn’t cook in the house but noticed the pantry was stocked with spices and cooking essentials. The beds and bedding were very comfortable. The outdoor area was lovely and well maintained but we didn’t use it much because of...
Adorable Cottage with Water Views, Across the street from Prime & other eateries
Milford Oasis: 2BR, Wi-Fi, Near Walnut Beach
our inviting living room awaits, bathed in soft light and adorned with touches of homey charm
Milford Oasis: 2BR, Wi-Fi, Near Walnut Beach
9.6 out of 10, Exceptional, (14)
"We loved our little cottage, it was a perfect size for us. The backyard was a great space for our grandkids to run around in, which was fun for them as well. It was close to family so we could easily have them over for the day. The owners were very kid an responded quickly to our questions also. We also met some of the neighbors who were a lot of fun too!"
Milford Oasis: 2BR, Wi-Fi, Near Walnut Beach
Catch some Zzz at Black Rock Harbor
Enjoy banquet dining adjacent to the kitchen, while savoring the gentle breezes and soothing sounds emanating from the nearby Seabright Beach.
Catch some Zzz at Black Rock Harbor
10.0 out of 10, Exceptional, (11)
"Loved this modernized beach cottage. Walking distance to food and Bev as well as the beach. Quiet neighborhood. Perfect stay. "
Catch some Zzz at Black Rock Harbor
Cozy retreat with fenced in yard—centrally located in the heart of Long Island.
Ample seating, perfect for lounging, gathering, and yes, napping.
Cozy retreat with fenced in yard—centrally located in the heart of Long Island.
10.0 out of 10, Exceptional, (7)
"Excellent place with alot to do in the surrounding area. Would 100% recommend to anyone"
Cozy retreat with fenced in yard—centrally located in the heart of Long Island.
The W at Wildemere Beach
Shower tub so convenient for small kids to take a bath.
The W at Wildemere Beach
10.0 out of 10, Exceptional, (3)
"We enjoyed our stay at The W! The short walk to the beach was great! We loved the coffee maker and made delicious lattes each day! The kitchen was well equipped and the beds were comfortable."
The W at Wildemere Beach
Historic Connecticut Home w/ Grill & Spacious Yard
Weston Vacation Rental | 3BR | 2.5BA | 2,800 Sq Ft | Stairs Required
Historic Connecticut Home w/ Grill & Spacious Yard
10.0 out of 10, Exceptional, (2)
"House is even cooler than the pictures give it credit for. Beautiful and funky. We really enjoyed our stay!!"
Historic Connecticut Home w/ Grill & Spacious Yard
Direct Beachfront Property On Long Island Sound
Outdoor dining
Direct Beachfront Property On Long Island Sound
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."
Direct Beachfront Property On Long Island Sound
Coastal Retreat: Charming 3-Bedroom Fairfield Townhouse nr Beaches & Town Center
Interior
Coastal Retreat: Charming 3-Bedroom Fairfield Townhouse nr Beaches & Town Center
10.0 out of 10, Exceptional, (15)
"We stayed at this unit for one week while our son participated at a camp at Sacred Heart University. This unit is located close to Fiarfield beaches - we brought our bikes and started each day with a ride to the ocean and dip in the water. It is also walking distance to restaurants and shops. The unit has everything you need to cook and is absolutely spotless! A big bonus was bringing our furry child (golden retriever). The manager is responsive and helpful. Highly recommend this unit!"
Coastal Retreat: Charming 3-Bedroom Fairfield Townhouse nr Beaches & Town Center
Centric property close to all the great things in the city
Room
Centric property close to all the great things in the city
8.2 out of 10, Very Good, (10)
"This rental was great accommodation"
The price is AED 569
AED 1,089 total
includes taxes & fees
14 Oct - 15 Oct
Centric property close to all the great things in the city
2 mini-bedrooms apartment with antique bathtub.
Private kitchen
2 mini-bedrooms apartment with antique bathtub.
10.0 out of 10, Exceptional, (18)
"Conveniently located to small downtown area & train into NYC. "
2 mini-bedrooms apartment with antique bathtub.
Ocean Front Beach House with Private Beach Access - Newly Renovated!
Steps to the beach
Ocean Front Beach House with Private Beach Access - Newly Renovated!
10.0 out of 10, Exceptional, (12)
"We rented this house to celebrate my mother’s 80th birthday. The 6 of us had a great time. The house couldn’t be closer to the water. Beautiful house. Plenty of room for everyone. Get comfortable. Clean. Nice quiet street. Great host. Gave us games, towels, and there were more things in the garage that we didn’t even use. Weather wasn’t the best but we made the most of it. Water is very shallow for a long distance so you can easily walk out and hang around when the tide goes down. Overall...
Ocean Front Beach House with Private Beach Access - Newly Renovated!
Family Friendly: Renovated, Bright Home near Beach, with a Firepit
Living area
Family Friendly: Renovated, Bright Home near Beach, with a Firepit
10.0 out of 10, Exceptional, (7)
"Such a great property! Plenty of space, super convenient location and a great little backyard for barbecues. The owner was responsive and helpful, and we really enjoyed our stay. Look forward to returning!"
The price is AED 896
AED 2,019 total
includes taxes & fees
22 Oct - 23 Oct
Family Friendly: Renovated, Bright Home near Beach, with a Firepit
Perfect Home Away from Home - Close to restaurants, local beaches, theaters, sleeps 7, Strong WIFI
Fenced in yard
Perfect Home Away from Home - Close to restaurants, local beaches, theaters, sleeps 7, Strong WIFI
9.8 out of 10, Exceptional, (38)
"Great location for us. Plenty of space ."
Perfect Home Away from Home - Close to restaurants, local beaches, theaters, sleeps 7, Strong WIFI
Don't see what you're looking for?
See all available properties in Sherwood Island State Park
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 property types in Sherwood Island State Park

Stamford Suites
Property amenity
Stamford Suites
2.5 star property
6.8 out of 10, (748)
"It was more than i expected. "
The price is AED 559
AED 626 total
includes taxes & fees
12 Oct - 13 Oct
Stamford Suites
Business or Weekend escape
A Queen Size Bed for Two Persons and Also Queen Size Sofa Bed for Two Persons.
Business or Weekend escape
9.6 out of 10, Exceptional, (22)
"Quaint basement studio with personal touches"
The price is AED 275
AED 496 total
includes taxes & fees
1 Oct - 2 Oct
Business or Weekend escape
DUNE Fairfield Beach
Room
DUNE Fairfield Beach
3.0 star property
8.8 out of 10, Excellent, (36)
"Enjoyed the stay in the modern suite, located a short walk to the beach. Recommend the hotel and touring in the Fairfield, CT area. "
The price is AED 842
AED 1,141 total
includes taxes & fees
7 Oct - 8 Oct
DUNE Fairfield Beach
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.