A rocky shoreline with calm water and a clear sky.

Sherwood Island State Park Vacation Rentals

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Our top choices for Sherwood Island State Park vacation rentals

DUNE Fairfield Beach

DUNE Fairfield Beach
3.0 star property
Fairfield Beach
9.0 out of 10, Wonderful, (96 reviews)
"Stayed for a night but had a good experience"
United States
Deanna
The price is CA $291
CA $422 total
includes taxes & fees
Jul 12 - Jul 13
DUNE Fairfield Beach

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
9.8 out of 10, Exceptional, (13 reviews)
"I was surprised by the large size of this apt, and that it had everything I needed for my stay. The location was perfect and very close to the event I was there for. Excellent host and I'm looking forward to booking this place again next year."
United States
Shamel
The price is CA $199
CA $328 total
includes taxes & fees
Jul 12 - Jul 13
Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk

Business or Weekend escape

Business or Weekend escape
Stratford
9.2 out of 10, Wonderful, (55 reviews)
"I love the layout of this apt. Perfect for 2 to 3 people, it was clean and nothing out of place. The host was great and communicated well. I will be looking for this place again next year."
United States
Shamel
The price is CA $121
CA $208 total
includes taxes & fees
Jun 29 - Jun 30
Business or Weekend escape

Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC

Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
Kings Park
10.0 out of 10, Exceptional, (22 reviews)
"Wonderful all-around, clean, definitely a great experience for my first VRBO stay. "
United States
Tyler M.
The price is CA $192
CA $276 total
includes taxes & fees
Jul 14 - Jul 15
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC

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
7.0 out of 10, Good, (14 reviews)
"Having a microwave would also help with the amenities. Overall good. "
United States
Karen A.
The price is CA $224
CA $380 total
includes taxes & fees
Jun 28 - Jun 29
Centric property close to all the great things in the city

Elite room stay

Elite room stay
Bridgeport
The price is CA $294
CA $488 total
includes taxes & fees
Jun 27 - Jun 28
Elite room stay

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
The price is CA $453
CA $521 total
includes taxes & fees
Jul 5 - Jul 6
Guesthouse at Norwalk Inn

Zen, Spacious & Comfy 2 bed, Lux beds

Zen, Spacious & Comfy 2 bed, Lux beds
Brooklawn - St. Vincent
10.0 out of 10, Exceptional, (1 review)
"This hidden gem was a great find!!!! We went to a concert at the Hartford Healthcare Bridgeport Amphitheater and did not want to make the hour plus drive home. We were lucky to find this cute place to stay. It is a basement kitchen, living room ,2 bedroom establishment that is nicely put together and is super clean. We would choose to stay there again if we are in the neighborhood."
United States
Heidi M.
The price is CA $192
CA $422 total
includes taxes & fees
Jun 30 - Jul 1
Zen, Spacious & Comfy 2 bed, Lux beds

2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
Greenwich
9.8 out of 10, Exceptional, (41 reviews)
"Beautiful space, excellent communication from the hosts. Would stay again!"
United States
Crystal
The price is CA $275
CA $502 total
includes taxes & fees
Jun 30 - Jul 1
2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

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
9.4 out of 10, Exceptional, (8 reviews)
"Nice little spot with a great host."
United States
J M.
The price is CA $154
CA $271 total
includes taxes & fees
Jul 21 - Jul 22
Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min

Modern 2 Bed in BlackRock

Modern 2 Bed in BlackRock
Black Rock Historic District
7.6 out of 10, Good, (4 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.
The price is CA $233
CA $531 total
includes taxes & fees
Jun 29 - Jun 30
Modern 2 Bed in BlackRock

Renovated 2BR Retreat / Modern Comforts Included

Renovated 2BR Retreat / Modern Comforts Included
West End - West Side
10.0 out of 10, Exceptional, (3 reviews)
"We had an awesome time staying Here Everything was super clean And the communication with the host was great we would greatly recommend would definitely stay again!"
United States
Anonymous traveller
The price is CA $215
CA $499 total
includes taxes & fees
Jul 15 - Jul 16
Renovated 2BR Retreat / Modern Comforts Included

Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi

Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi
Waterside
9.8 out of 10, Exceptional, (15 reviews)
"Fantastic place. We had a great stay!"
United States
Sara C.
The price is CA $255
CA $512 total
includes taxes & fees
Jun 27 - Jun 28
Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi

The Daydreamer - Walk To Walnut Beach, Restaurant + Shops

The Daydreamer - Walk To Walnut Beach, Restaurant + Shops
Milford
9.6 out of 10, Exceptional, (19 reviews)
"Cute very small house"
United States
Patricia M.
The Daydreamer - Walk To Walnut Beach, Restaurant + Shops

Stamford Suites

Stamford Suites
4.0 star property
Downtown Stamford
6.4 out of 10, (133 reviews)
"Great location, friendly and helpful staff. Good value for money."
United States
ian
The price is CA $180
CA $207 total
includes taxes & fees
Jul 5 - Jul 6
Stamford Suites

Stamford Hideaway w/ Fire Pit

Stamford Hideaway w/ Fire Pit
Cove - East Side - Shippan
The price is CA $177
CA $477 total
includes taxes & fees
Jul 7 - Jul 8
Stamford Hideaway w/ Fire Pit

SECRET HIDEAWAY: LUXURY L.I. STUDIO W/PRIV. ENTRN

SECRET HIDEAWAY: LUXURY L.I. STUDIO W/PRIV. ENTRN
Huntington Station
10.0 out of 10, Exceptional, (8 reviews)
"Enjoyed our recent stay!! Would definitely come back "
United States
Donna S.
The price is CA $263
CA $529 total
includes taxes & fees
Jul 20 - Jul 21
SECRET HIDEAWAY: LUXURY L.I. STUDIO W/PRIV. ENTRN

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.
The price is CA $204
CA $446 total
includes taxes & fees
Jun 28 - Jun 29
Luxury 1BR Apartment in Downtown Stamford w/ Amenities & Easy Access to NYC!

Private Gazebo on Byram River, Naturally Preserved your own stone deck Greenwich

Private Gazebo on Byram River, Naturally Preserved your own stone deck Greenwich
Greenwich
7.6 out of 10, Good, (4 reviews)
"This was a warm and inviting space. CC even offered me breakfast. I was a single woman in for a class reunion and had be somewhere on Sat and Sunday mornings. It was lovely coming back to relax and read. The space is small perfect for a couple with a young person. The patio over looks the river. The house is on a cul-de-sac perfect for strolling around the neighborhood. Very quiet and safe. Well lit path at night to the back, private entrance. Small fridge but holds a lot. Microwave, kurgurg...
United States
Kathleen W.
The price is CA $319
CA $424 total
includes taxes & fees
Jun 28 - Jun 29
Private Gazebo on Byram River, Naturally Preserved your own stone deck Greenwich

Romantic Hide Out

Romantic Hide Out
Waterside
3.0 out of 10, (2 reviews)
"Check-in was at 3 PM and I was unable to reach the host until 11 PM that night to gain access to the property. They never sent anything in advance. It was the most miserable experience I have ever had."
United States
Cheryl H.
The price is CA $153
CA $345 total
includes taxes & fees
Jun 30 - Jul 1
Romantic Hide Out
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

Find out more about Sherwood Island State Park

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Sherwood Island State Park. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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