A rocky shoreline with calm water and a clear sky.

Sherwood Island State Park Vacation Rentals

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Sherwood Island State Park vacation rentals

A modern kitchen with white cabinets, a dining area with wooden chairs, a large window, and a view of the city.

1. DUNE Fairfield Beach

DUNE Fairfield Beach
3.0 star property
Fairfield Beach
9.0 out of 10, Wonderful, (115 reviews)
"I was there 4 times, excellent location, good rooms and nice people"
United States
slava
$223 nightly
The price is $256
Nov 17 - Nov 18
Total with taxes and fees
DUNE Fairfield Beach
The Stamford Suites Hotel entrance with a clear view of the building's facade, a large sign, and a parking area.

2. Stamford Suites

Stamford Suites
4.0 star property
Downtown Stamford
6.2 out of 10, (195 reviews)
"Very friendly staff and nice clean hotel!!"
United States
Alice
$164 nightly
The price is $189
Oct 18 - Oct 19
Total with taxes and fees
Stamford Suites
A modern living room with a flat-screen TV, a grey sofa, a coffee table, and a large plant.

3. Spacious Studio with Pool Table

Spacious Studio with Pool Table
Westport
8.6 out of 10, Excellent, (7 reviews)
"The room was great, the location was good and there was a pool table! "
United States
Eadweard
$253 nightly
The price is $275
Oct 20 - Oct 21
Total with taxes and fees
Spacious Studio with Pool Table
A hotel entrance with a covered walkway, a prominent tower, and a well-lit facade.

4. Guesthouse at Norwalk Inn

Guesthouse at Norwalk Inn
3.5 star property
Historic District
8.6 out of 10, Excellent, (42 reviews)
"Friendly staff. Great room . Walking distance to the district theatre. Will def stay there again "
United States
Ronbert
$327 nightly
The price is $376
Oct 18 - Oct 19
Total with taxes and fees
Guesthouse at Norwalk Inn
A modern living room with a large window, a sofa, a coffee table, and a TV.

5. Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min

Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min
Downtown Bridgeport
9.6 out of 10, Exceptional, (14 reviews)
"Perfect option for a quick visit, Would stay again!"
United States
Destiny
$174 nightly
The price is $197
Oct 25 - Oct 26
Total with taxes and fees
Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min
A swimming pool at night with blue lighting.

6. Business or Weekend escape

Business or Weekend escape
Stratford
9.2 out of 10, Wonderful, (60 reviews)
"Definitely clean - good place for an overnight stay."
United States
Kimberly
$135 nightly
The price is $152
Oct 18 - Oct 19
Total with taxes and fees
Business or Weekend escape
A modern living room with a grey sofa, a glass coffee table, and large windows offering views of the street.

7. Centric property close to all the great things in the city

Centric property close to all the great things in the city
Brooklawn - St. Vincent
6.6 out of 10, (17 reviews)
"This rental was great accommodation"
United States
Alma B.
$211 nightly
The price is $239
Oct 18 - Oct 19
Total with taxes and fees
Centric property close to all the great things in the city
A kitchen with wooden cabinets, a stainless steel refrigerator, a dining table, and a sofa.

8. Elite room stay

Elite room stay
Bridgeport
$304 nightly
The price is $344
Oct 18 - Oct 19
Total with taxes and fees
Elite room stay
A modern living room with a sofa, coffee table, and a bed in the background.

9. Renovated 3BR Apt / Easy Check-In / FamilyFriendly

Renovated 3BR Apt / Easy Check-In / FamilyFriendly
West End - West Side
10.0 out of 10, Exceptional, (1 review)
"Unit was clean, beds were large and comfy. Very close to downtown. Would stay again!"
United States
Matthew
$307 nightly
The price is $348
Nov 2 - Nov 3
Total with taxes and fees
Renovated 3BR Apt / Easy Check-In / FamilyFriendly
A beige sofa with blue cushions, a white vase with flowers, and a white door with a glass panel.

10. Modern Apartment with Private Entrance

Modern Apartment with Private Entrance
Historic District
10.0 out of 10, Exceptional, (1 review)
"This was a great deal on the busy weekend we stayed. The space was even better than described."
United States
Derek H.
$261 nightly
The price is $297
Oct 20 - Oct 21
Total with taxes and fees
Modern Apartment with Private Entrance
A modern kitchen with white cabinets, a stainless steel refrigerator, a wooden island with a kettle, and a painting on the wall.

11. Charming &Spacious 3BD, 1BA, Fam-Friendly-Yard&Porch

Charming &Spacious 3BD, 1BA, Fam-Friendly-Yard&Porch
West End - West Side
9.6 out of 10, Exceptional, (4 reviews)
"Nice place to stay "
United States
Maria Elena G.
$356 nightly
The price is $403
Nov 3 - Nov 4
Total with taxes and fees
Charming &Spacious 3BD, 1BA, Fam-Friendly-Yard&Porch
A neatly arranged bedroom with a bed, bedside table, bench, and wall decor.

12. The Blue Sapphire: Modern & Stylish 2BR w/ 2 King Beds & Full Kitchen

The Blue Sapphire: Modern & Stylish 2BR w/ 2 King Beds & Full Kitchen
Brooklawn - St. Vincent
9.0 out of 10, Wonderful, (2 reviews)
"It was clean "
United States
Burton
$270 nightly
The price is $306
Oct 18 - Oct 19
Total with taxes and fees
The Blue Sapphire: Modern & Stylish 2BR w/ 2 King Beds & Full Kitchen
A modern kitchen with wooden cabinets, a stainless steel sink, a microwave, a kettle, and a dish rack.

13. Modern 2 Bed in BlackRock

Modern 2 Bed in BlackRock
Black Rock Historic District
7.8 out of 10, Good, (6 reviews)
"Cute and efficient property, and a great location. The host was very prompt with any and all questions. Definitely recommend the place for a quick get away."
United States
Joshua L.
$302 nightly
The price is $342
Oct 21 - Oct 22
Total with taxes and fees
Modern 2 Bed in BlackRock
Interior

14. Centrally-located Downtown Gem w/ free parking & Wi-Fi - convenient to NYC!

Centrally-located Downtown Gem w/ free parking & Wi-Fi - convenient to NYC!
Downtown Stamford
10.0 out of 10, Exceptional, (3 reviews)
"Had a lovely stay. Close to the train station and close to things in Stamford. Lovely space and owner was super helpful!"
United States
Marisa C.
$239 nightly
The price is $271
Oct 19 - Oct 20
Total with taxes and fees
Centrally-located Downtown Gem w/ free parking & Wi-Fi - convenient to NYC!
A modern living room with a sofa, a coffee table, and a bar stool.

15. Luxury 1BR Apartment in Downtown Stamford w/ Amenities & Easy Access to NYC!

Luxury 1BR Apartment in Downtown Stamford w/ Amenities & Easy Access to NYC!
Downtown Stamford
9.2 out of 10, Wonderful, (11 reviews)
"loved walking the city. pizza was good."
United States
michelle b.
$275 nightly
The price is $312
Oct 18 - Oct 19
Total with taxes and fees
Luxury 1BR Apartment in Downtown Stamford w/ Amenities & Easy Access to NYC!
A bedroom with a large arched window, a bed, a bedside table with a lamp, and a small seating area with cushions and a plant.

16. Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk

Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk
Downtown Bridgeport
9.4 out of 10, Exceptional, (18 reviews)
"The accommodations were incredible. The host provided many helpful materials that made the stay very comfortable. The apartment was very cute and had nice amenities for the guests that go above any beyond what a hotel can provide."
United States
Bailey
$205 nightly
The price is $232
Oct 18 - Oct 19
Total with taxes and fees
Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk
A modern living room with a glass coffee table, black and gold chairs, and a striped area rug.

17. Modern Luxe 1BR Apt in Downtown Stamford

Modern Luxe 1BR Apt in Downtown Stamford
Downtown Stamford
9.6 out of 10, Exceptional, (5 reviews)
"Our family stayed in the hotel(s) next door. It was so nice to have our own personal space!"
United States
Jill G.
$369 nightly
The price is $418
Oct 21 - Oct 22
Total with taxes and fees
Modern Luxe 1BR Apt in Downtown Stamford
A room with a dark wooden door, white paneled walls, a woven mirror, a wicker basket, a cushioned chair, and a small round table.

18. Nama-stay, sweet pink Saugatuck Shores beach cottage

Nama-stay, sweet pink Saugatuck Shores beach cottage
Westport
9.4 out of 10, Exceptional, (18 reviews)
"Great fenced in yard for our pup"
United States
Deb S.
$474 nightly
The price is $537
Oct 18 - Oct 19
Total with taxes and fees
Nama-stay, sweet pink Saugatuck Shores beach cottage
A beach with people sunbathing and walking along the shore, a pier with a covered area, and buildings in the background.

19. Cozy Cottage with Fire Pit, near Beach, 1 mile to NYC train

Cozy Cottage with Fire Pit, near Beach, 1 mile to NYC train
Fairfield
10.0 out of 10, Exceptional, (41 reviews)
"Great accommodations and perfect location for us. "
United States
Kim G.
$501 nightly
The price is $568
Oct 21 - Oct 22
Total with taxes and fees
Cozy Cottage with Fire Pit, near Beach, 1 mile to NYC train
A corner seating area with two chairs and a table, a patterned rug, and a wooden railing.

20. King Bedroom Studio - Victorian Guest House Studio - Luxury Apartment

King Bedroom Studio - Victorian Guest House Studio - Luxury Apartment
Historic District
10.0 out of 10, Exceptional, (1 review)
"Great "
United States
Ricky W.
$315 nightly
The price is $357
Oct 19 - Oct 20
Total with taxes and fees
King Bedroom Studio - Victorian Guest House Studio - Luxury Apartment
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

Red Carpet Inn

Red Carpet Inn

10/10 Excellent
"Super comfy place to stay"
Juan 5-night trip
Posted 4 hours ago
Red Carpet Inn

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 $79 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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