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 and around

Captain's Cottage - Cold Spring Harbor Water Views
Smart TV, fireplace, ping pong, computer monitors

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 €614
includes taxes & fees
10 Aug - 11 Aug
Captain's Cottage - Cold Spring Harbor Water Views
Stareway to Heaven Su
Terrace/patio

Stareway to Heaven Su

10.0 out of 10, Exceptional, (6)
Stareway to Heaven Su
Beautiful historic home in Stony Brook!
Interior

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!
Charming 3-bedroom house with WiFi, AC in serene Fairfield
Fridge, microwave, oven, stovetop

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
Business or Weekend escape
Pool

Business or Weekend escape

9.2 out of 10, Wonderful, (44)
"Very nice owner with great communication. "
The price is €129
includes taxes & fees
25 Aug - 26 Aug
Business or Weekend escape
Adorable Cottage with Water Views, Across the street from Prime & other eateries
Marina

Adorable Cottage with Water Views, Across the street from Prime & other eateries

9.8 out of 10, Exceptional, (63)
"This home had everything you could ask for. It was very cozy and the owner has put very thoughtful touches into the property. Would definitely stay again!"
Adorable Cottage with Water Views, Across the street from Prime & other eateries
Minutes to Walnut Beach, newly renovated 3 bedroom home
Sun-loungers, beach towels

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
Stay at Black Rock Harbor
Exterior

Stay at Black Rock Harbor

10.0 out of 10, Exceptional, (21)
"Lovely home, responsive host & convenient location with water views. Cute & comfy decor with well appointed kitchen and off street parking. "
Stay at Black Rock Harbor
Norwalk/Westport Border, Near Beach, w/Fire Pit, 60 Min to NYC
Exterior

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 €597
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!
Beach

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!
Soothing Carriage House with Hot Tub in charming Stratford
Interior

Soothing Carriage House with Hot Tub in charming Stratford

10.0 out of 10, Exceptional, (1)
"John was a wonderful Host.We had a very relaxing time in the Hot Tub and the carriage house had everything we needed for our stay.We will definitely book again,Lisa and Holly"
Soothing Carriage House with Hot Tub in charming Stratford
Cheerful 4 bedrooms residential house.
Exterior

Cheerful 4 bedrooms residential house.

9.8 out of 10, Exceptional, (31)
"House was perfect for what we needed. Great proximity to the Amphitheater and Seaside Park. "
Cheerful 4 bedrooms residential house.
Lakeside luxury: beautiful, relaxing 4 bedroom home
Property grounds

Lakeside luxury: beautiful, relaxing 4 bedroom home

10.0 out of 10, Exceptional, (27)
"This property was perfect for our needs! Checking in and out was simple and easy. The house is spacious and backyard is gorgeous! "
Lakeside luxury: beautiful, relaxing 4 bedroom home
Charming 2-bedroom house with WiFi, AC in Fairfield
Interior

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 €325
includes taxes & fees
9 Sept - 10 Sept
Charming 2-bedroom house with WiFi, AC in Fairfield
Blue Cottage East Setauket
Fridge, microwave, oven, stovetop

Blue Cottage East Setauket

Blue Cottage East Setauket
Charming 3 Bedroom Beach Front Cottage with Fireplace
Fridge, microwave, oven, stovetop

Charming 3 Bedroom Beach Front Cottage with Fireplace

9.4 out of 10, Exceptional, (28)
"Beautiful view / location"
Charming 3 Bedroom Beach Front Cottage with Fireplace
Dulce La Donna by the beach
Beach

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
New Beach Home near Stamford Downtown/Shippan
Terrace/patio

New Beach Home near Stamford Downtown/Shippan

10.0 out of 10, Exceptional, (21)
"We had a great time and it was a very spacious and clean location "
The price is €954
includes taxes & fees
12 Aug - 13 Aug
New Beach Home near Stamford Downtown/Shippan
Westport Gem - walk to shops, dining, town center, pet-friendly
Fridge, microwave, oven, dishwasher

Westport Gem - walk to shops, dining, town center, pet-friendly

9.8 out of 10, Exceptional, (8)
"We had a wonderful weekend. Weather was 75-80 and sunny. It is a very clean, beds were very comfortable. Patio was nice with a private back yard. Definitely stay again. "
Westport Gem - walk to shops, dining, town center, pet-friendly
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 Sherwood Island State Park Hotel Reviews

Hilton Garden Inn Milford

Hilton Garden Inn Milford

10/10 Excellent
"Wonderful large room"
Katherine Marie 1-night trip
Posted 16 hours ago
Hilton Garden Inn Milford