Holiday Homes in Sherwood Island State Park

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Check prices for these dates

Next weekend
15 Aug - 17 Aug
In two weeks
22 Aug - 24 Aug
In one month
5 Sept - 7 Sept
In two months
3 Oct - 5 Oct

Featured Holiday Homes in Sherwood Island State Park

Business or Weekend escape
Enjoy a refreshing swim under the stars at our pool, surrounded by a spacious deck.

Business or Weekend escape

9.2 out of 10, Wonderful, (43)
"Very nice owner with great communication. "
The price is AU$229
includes taxes & fees
10 Aug - 11 Aug
Business or Weekend escape
Captain's Cottage - Cold Spring Harbor Water Views
Enjoy a peaceful retreat with a view of lush greenery from the large window, surrounded by a round table and comfortable seating.

Captain's Cottage - Cold Spring Harbor Water Views

10.0 out of 10, Exceptional, (65)
"Great home to stay. Beautiful area to explore!"
The price is AU$867
includes taxes & fees
6 Aug - 7 Aug
Captain's Cottage - Cold Spring Harbor Water Views
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.
Property grounds

2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.

9.0 out of 10, Wonderful, (7)
"Perfect place to rest. Excellent service! "
The price is AU$458
includes taxes & fees
6 Aug - 7 Aug
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.
Minutes to Walnut Beach, newly renovated 3 bedroom home
Enjoy a serene beachside retreat with a balcony overlooking the tranquil ocean.

Minutes to Walnut Beach, newly renovated 3 bedroom home

10.0 out of 10, Exceptional, (6)
"Very nice place."
Minutes to Walnut Beach, newly renovated 3 bedroom home
Charming 3-bedroom house with WiFi, AC in serene Fairfield
Enjoy cooking in this well-equipped kitchen with a large window offering a view of the outside.

Charming 3-bedroom house with WiFi, AC in serene Fairfield

9.6 out of 10, Exceptional, (4)
"Thank you for the stay!"
Charming 3-bedroom house with WiFi, AC in serene Fairfield
Historic Connecticut Home w/ Grill & Spacious Yard
Enjoy meals and gatherings in this well-appointed kitchen with a large island, sink, and stainless steel refrigerator.

Historic Connecticut Home w/ Grill & Spacious Yard

10.0 out of 10, Exceptional, (12)
"Very well appointed (Boll & Branch sheets so nice). Great communication from owners. "
Historic Connecticut Home w/ Grill & Spacious Yard
Charming 2-bedroom house with WiFi, AC in Fairfield
Relax in a stylish living space with a geometric sculpture, potted plant, and modern sofa.

Charming 2-bedroom house with WiFi, AC in Fairfield

8.0 out of 10, Very good, (3)
"Amalfi’s place was as described. It was clean and comfortable and mostly quiet. Amalfi was excellent with communication. Would certainly stay again when visiting family."
The price is AU$542
includes taxes & fees
6 Aug - 7 Aug
Charming 2-bedroom house with WiFi, AC in Fairfield
The Daydreamer - Walk To Walnut Beach, Restaurant + Shops
Stunning marina views with boats docked, surrounded by beautifully lit buildings.

The Daydreamer - Walk To Walnut Beach, Restaurant + Shops

10.0 out of 10, Exceptional, (11)
"5 Star stay!"
The Daydreamer - Walk To Walnut Beach, Restaurant + Shops
Norwalk/Westport Border, Near Beach, w/Fire Pit, 60 Min to NYC
Traditional home with a charming front porch and beautifully landscaped yard.

Norwalk/Westport Border, Near Beach, w/Fire Pit, 60 Min to NYC

2.0 star property
10.0 out of 10, Exceptional, (5)
"We had a very nice family weekend. There was plenty of room, the furniture and beds were comfortable, and the kitchen had everything we needed. Great communication with the owner"
The price is AU$1,090
includes taxes & fees
3 Sept - 4 Sept
Norwalk/Westport Border, Near Beach, w/Fire Pit, 60 Min to NYC
Quaint duplex with private yard. Walk to beach, dining, & shopping!
Guests can enjoy a day at the beach with umbrellas providing shade and a lifeguard tower nearby.

Quaint duplex with private yard. Walk to beach, dining, & shopping!

10.0 out of 10, Exceptional, (44)
"Needed a place to stay with our dog while visiting our granddaughters in a nearby town."
Quaint duplex with private yard. Walk to beach, dining, & shopping!
Dog-Friendly Oceanfront Getaway - Walk to Dining - Private Beach Access
Enjoy the ocean view from this room, featuring a sofa, chair, and small table.

Dog-Friendly Oceanfront Getaway - Walk to Dining - Private Beach Access

10.0 out of 10, Exceptional, (5)
The price is AU$1,094
includes taxes & fees
11 Aug - 12 Aug
Dog-Friendly Oceanfront Getaway - Walk to Dining - Private Beach Access
42 Wood Ave · 5 Minute Walk To Beach! Amazing Backyard Space!
Relax in this stylish living room with a high ceiling, leather sofa, and comfortable armchair.

42 Wood Ave · 5 Minute Walk To Beach! Amazing Backyard Space!

8.6 out of 10, Excellent, (7)
"I rented this place because of the location and convenience to the many things we enjoy about Milford CT. The master bedroom is top-notch as well as the living space downstairs. We hoped to use the outdoor fire place make smores, but due to a medical emergency our trip was cut short. Regardless, we enjoyed our stay at 42 Wood Ave. Thank you, Tiffany, for supplying an awesome rental."
42 Wood Ave · 5 Minute Walk To Beach! Amazing Backyard Space!
Centric property close to all the great things in the city
Enjoy a warm morning with a cup of coffee in the fully equipped kitchen.

Centric property close to all the great things in the city

7.6 out of 10, Good, (12)
"This rental was great accommodation"
The price is AU$464
includes taxes & fees
6 Aug - 7 Aug
Centric property close to all the great things in the city
Blue Cottage East Setauket
Fridge, microwave, oven, stovetop

Blue Cottage East Setauket

Blue Cottage East Setauket
Beautiful historic home in Stony Brook!
Enjoy meals in this kitchen with a dining table, sink, and refrigerator.

Beautiful historic home in Stony Brook!

2.0 star property
8.2 out of 10, Very good, (12)
"Thank you Great Location Would book again"
Beautiful historic home in Stony Brook!
Dulce La Donna by the beach
Relax on the beach with comfortable lounge chairs and enjoy the ocean views.

Dulce La Donna by the beach

10.0 out of 10, Exceptional, (1)
"The owner is extremely welcoming and communicates very well. "
Dulce La Donna by the beach
Main Street Westport, walk to shops, dining, downtown
Beach

Main Street Westport, walk to shops, dining, downtown

9.0 out of 10, Wonderful, (2)
"Beautiful home, great location, communicative hosts…A"
Main Street Westport, walk to shops, dining, downtown
Updated, cozy single family in Fairfield County
Enjoy al fresco dining in a serene outdoor setting surrounded by lush greenery and a beautiful tree with pink blossoms.

Updated, cozy single family in Fairfield County

9.4 out of 10, Exceptional, (12)
"House was great, hosts were attentive. Enjoyed our stay"
Updated, cozy single family in Fairfield County
Modern House in Black Rock
Enjoy cooking in this well-equipped kitchen with a stainless steel sink, coffee maker, and toaster.

Modern House in Black Rock

2.0 star property
9.0 out of 10, Wonderful, (6)
"Very easy stay and great location convenient to Fairfield University . Plenty of options to walk to for coffee or meals. Had everything we needed. Clean, well equipped. Great communication with owners. "
Modern House in Black Rock
3 Bedroom Historic Home near Stony Brook Village, University, Hospital & Beaches
A vintage dresser with a gold finish and black top, paired with a framed landscape and a decorative lamp.

3 Bedroom Historic Home near Stony Brook Village, University, Hospital & Beaches

10.0 out of 10, Exceptional, (1)
"Very comfortable and welcoming Only problem was only one bathroom door closed the other one appeared to be in disrepair Other then that all was well"
The price is AU$1,043
includes taxes & fees
27 Aug - 28 Aug
3 Bedroom Historic Home near Stony Brook Village, University, Hospital & Beaches
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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