Sherwood Island State Park Vacation Rentals

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Check prices for these dates

In two weeks
Dec 19 - Dec 21
In two months
Jan 30 - Feb 1
In three months
Feb 27 - Mar 1
In four months
Mar 27 - Mar 29

Vacation Rentals in Sherwood Island State Park

Exclusive Apartment | Private kitchen | Mini-fridge, microwave, oven, stovetop
The Mansion Hotel-style

Aparthotel in Norwalk

2.5 star property
8.6 out of 10, Excellent, (19)
"Lovely property in a gorgeous setting. Staff were very responsive and welcoming. "
United States
Holly
$127 nightly
The price is $147
Dec 13 - Dec 14
Total with taxes and fees
The Mansion Hotel-style
Private beach nearby, sun loungers, beach umbrellas, beach towels
DUNE Fairfield Beach

Apartment in Fairfield

3.0 star property
9.0 out of 10, Wonderful, (77)
"The room was spotless and cozy and the location couldn't be better! "
United States
Samantha
$229 nightly
The price is $263
Dec 29 - Dec 30
Total with taxes and fees
DUNE Fairfield Beach
1 bedroom, desk, iron/ironing board, free WiFi
Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min

Apartment in Downtown Bridgeport

10.0 out of 10, Exceptional, (2)
"Ricardo’s place was perfect for our needs! A small, clean and cozy place, not far from our daytime destination, the apartment offers all the basics - kitchenette, nice bathroom and modern shower, a comfy Queen Size bed, and even some snacks and essentials for a comfortable stay. The area has some restraunts and bars nearby too, though we were happy to stay in and watch some Netflix. I would highly recommend this apartment to a friend, and Ricardo has been a pleasure. Thanks so much!"
United States
Anonymous traveler
$145 nightly
The price is $164
Dec 8 - Dec 9
Total with taxes and fees
Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min
Pool
Business or Weekend escape

Vacation Home in Stratford

9.2 out of 10, Wonderful, (51)
"Clean room, easy check-in, parking available on-site "
United States
Cindy
$130 nightly
The price is $147
Jan 1 - Jan 2, 2026
Total with taxes and fees
Business or Weekend escape
Fridge, microwave, coffee/tea maker, cookware/dishes/utensils
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC

Apartment in Kings Park

2.0 star property
10.0 out of 10, Exceptional, (13)
"Overall, a great crash pad. Hosts were great with communication and convenience. Location was convenient, clean, and comfortable. "
United States
Erika K.
$157 nightly
The price is $179
Dec 10 - Dec 11
Total with taxes and fees
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
Interior
Sweet Studio w/ Lounge & Pool Table

Apartment in Westport

8.8 out of 10, Excellent, (6)
"So cute and comfortable "
United States
Maria
$245 nightly
The price is $278
Dec 10 - Dec 11
Total with taxes and fees
Sweet Studio w/ Lounge & Pool Table
2 bedrooms, iron/ironing board, travel crib, WiFi
Renovated 2BR Retreat / Modern Comforts Included

Apartment in West End - West Side

10.0 out of 10, Exceptional, (2)
"Very pretty, clean place for us to stay while visiting family. Communication was very timely. Would definitely stay here again"
United States
Deborah
$246 nightly
The price is $280
Dec 8 - Dec 9
Total with taxes and fees
Renovated 2BR Retreat / Modern Comforts Included
1 bedroom, WiFi, bed sheets
Newly renovated Private bedroom near Stony Brook University

Vacation Home in Stony Brook

2.0 star property
8.0 out of 10, Very Good, (2)
"A one family home still undergoing renovations to its kitchen, the property was clean and properly appointed for our one-night stay, which only required one bedroom, sheets and towels. "
United States
Rudolph
$196 nightly
The price is $224
Dec 20 - Dec 21
Total with taxes and fees
Newly renovated Private bedroom near Stony Brook University
Standard Room, 1 King Bed, Main Building | Property entrance
Guesthouse at Norwalk Inn

Aparthotel in Norwalk

3.5 star property
8.4 out of 10, Very Good, (40)
"it was amazing will stay again food was good comfort was great "
United States
anthony
$251 nightly
The price is $289
Dec 17 - Dec 18
Total with taxes and fees
Guesthouse at Norwalk Inn
Property grounds
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.

Vacation Home in Greenwich

9.6 out of 10, Exceptional, (23)
"The property was beautiful and clean, very comfortable with a nice view of the lake! Our hosts were helpful and attentive without being intrusive in any way. Our stay was peaceful and restful, just perfect. "
United States
Victoria R.
$209 nightly
The price is $237
Dec 9 - Dec 10
Total with taxes and fees
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.
Apartment (1 Bedroom) | Interior
2 Mi to NYC Train: Wfh-friendly Greenwich Apt!

Apartment in Greenwich

3.0 star property
$201 nightly
The price is $231
Dec 8 - Dec 9
Total with taxes and fees
2 Mi to NYC Train: Wfh-friendly Greenwich Apt!
Fridge, microwave, oven, stovetop
Beach Apartment in Woodmont Milford

Apartment in Milford

2.0 star property
9.0 out of 10, Wonderful, (2)
"Had a great stay!"
United States
Garry G.
$396 nightly
The price is $449
Dec 15 - Dec 16
Total with taxes and fees
Beach Apartment in Woodmont Milford
Fridge, oven, stovetop, coffee/tea maker
Centric property close to all the great things in the city

Vacation Home in Brooklawn - St. Vincent

7.2 out of 10, Good, (13)
"This rental was great accommodation"
United States
Alma B.
$263 nightly
The price is $297
Dec 8 - Dec 9
Total with taxes and fees
Centric property close to all the great things in the city
Interior
Charming & Private 1-bed & 1 ba ,sleeps 2, on 1st floor of a 5 bed 3ba House,

Vacation Home in Shelton

9.0 out of 10, Wonderful, (2)
"The house was very clean. Rudolph and his son were very personable and welcoming. Very much enjoyed our stay."
United States
Alex C.
$174 nightly
The price is $197
Dec 8 - Dec 9
Total with taxes and fees
Charming & Private 1-bed & 1 ba ,sleeps 2, on 1st floor of a 5 bed 3ba House,
Property grounds
#37 - Luxury Collection

Vacation Home in Stratford

2.0 star property
8.0 out of 10, Very Good, (4)
"We enjoyed the coziest getaway at this property. Newly renovated, clean and tucked away without being accessible to local attractions. "
United States
Sarah T.
$397 nightly
The price is $423
Dec 15 - Dec 16
Total with taxes and fees
#37 - Luxury Collection
Property grounds
Luxury Designer 2 bedroom+office/3bed vacation home.

Apartment in Brooklawn - St. Vincent

9.4 out of 10, Exceptional, (22)
"Beautifully appointed luxury 2 nd floor accommodations in the city of Bridgeport. Guests could comfortably stay for multiple nights with the well equipped kitchen and dining room space. "
United States
Tessa P.
$393 nightly
The price is $446
Dec 8 - Dec 9
Total with taxes and fees
Luxury Designer 2 bedroom+office/3bed vacation home.
Front of property
Beechmont - Perfect for Family Retreat!

Vacation Home in North End

5.0 star property
$1,151 nightly
The price is $1,323
Dec 9 - Dec 10
Total with taxes and fees
Beechmont - Perfect for Family Retreat!
Fridge, microwave, oven, stovetop
The Blue Sapphire: Modern & Stylish 2BR w/ 2 King Beds & Full Kitchen

Apartment in Brooklawn - St. Vincent

8.0 out of 10, Very Good, (1)
"It was clean "
United States
Burton
$255 nightly
The price is $289
Dec 10 - Dec 11
Total with taxes and fees
The Blue Sapphire: Modern & Stylish 2BR w/ 2 King Beds & Full Kitchen
Fridge, microwave, oven, stovetop
Luxurious-Modern feel w/ custom features - AC, short walk to Shelton

Vacation Home in Shelton

2.0 star property
$345 nightly
The price is $390
Dec 11 - Dec 12
Total with taxes and fees
Luxurious-Modern feel w/ custom features - AC, short walk to Shelton
1 bedroom, WiFi
Private bedroom near Stony Brook university

Apartment in Stony Brook

2.0 star property
$187 nightly
The price is $214
Dec 8 - Dec 9
Total with taxes and fees
Private bedroom near Stony Brook university
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

Hampton Inn by Hilton Shelton

Hampton Inn by Hilton Shelton

10/10 Excellent
"Service was great. Clean room and breakfast was good. "
Michael 1-night trip
Posted 14 hours ago
Hampton Inn by Hilton Shelton

Find out more about Sherwood Island State Park

Everything you need to know about Sherwood Island State Park vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Sherwood Island State Park vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Sherwood Island State Park vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Sherwood Island State Park vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Sherwood Island State Park. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Sherwood Island State Park in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $138 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Sherwood Island State Park rentals

At Expedia, we put the best Sherwood Island State Park vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Sherwood Island State Park rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Sherwood Island State Park vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Sherwood Island State Park. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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