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

1. 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
The price is CA $212
CA $394 total
includes taxes & fees
Aug 13 - Aug 14
Spacious Studio with Pool Table

2. Family Cottage with 4 King Beds and Fire Pit, Norwalk/Westport Border

Family Cottage with 4 King Beds and Fire Pit, Norwalk/Westport Border
Historic District
10.0 out of 10, Exceptional, (15 reviews)
"The property was very clean, host was excellent. The location is near restaurants, transportation, and grocery stores. Nice place to spend time with friends and family."
United States
Melissa H.
The price is CA $496
CA $1,092 total
includes taxes & fees
Aug 23 - Aug 24
Family Cottage with 4 King Beds and Fire Pit, Norwalk/Westport Border

3. Stareway to Heaven Su

Stareway to Heaven Su
Fairfield Beach
10.0 out of 10, Exceptional, (22 reviews)
"We had such a great 6-night stay here with our family—everyone loved it. The place was super clean, really comfortable, and the rooftop deck was amazing with great views. It’s also a quick walk to the beach, and Fairfield is such a charming town—we’d definitely stay here again."
United States
Sam S.
The price is CA $796
CA $1,228 total
includes taxes & fees
Aug 19 - Aug 20
Stareway to Heaven Su

4. Stareway to Heaven in Fairfield

Stareway to Heaven in Fairfield
2.0 star property
Fairfield Beach
The price is CA $847
CA $1,339 total
includes taxes & fees
Aug 19 - Aug 20
Stareway to Heaven in Fairfield

5. 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 $475
CA $546 total
includes taxes & fees
Aug 12 - Aug 13
Guesthouse at Norwalk Inn

6. 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.
The price is CA $459
CA $587 total
includes taxes & fees
Aug 23 - Aug 24
King Bedroom Studio - Victorian Guest House Studio - Luxury Apartment

7. DUNE Fairfield Beach

DUNE Fairfield Beach
3.0 star property
Fairfield Beach
9.0 out of 10, Wonderful, (104 reviews)
"Staff is excellent very clean and comfortable. Nice pla e with great beach access!"
United States
Stacie
The price is CA $311
CA $442 total
includes taxes & fees
Aug 17 - Aug 18
DUNE Fairfield Beach

8. 2-bedroom apartmet No cleaning Fee

2-bedroom apartmet No cleaning Fee
West Norwalk
The price is CA $251
CA $323 total
includes taxes & fees
Aug 11 - Aug 12
2-bedroom apartmet No cleaning Fee

9. 5 minute walk to beach, walk to town & train

5 minute walk to beach, walk to town & train
Fairfield Beach
10.0 out of 10, Exceptional, (26 reviews)
"Host was great. Had a great stay. "
United States
jeff d.
The price is CA $542
CA $1,314 total
includes taxes & fees
Aug 23 - Aug 24
5 minute walk to beach, walk to town & train

10. Modern Courtland

Modern Courtland
Black Rock Historic District
2.0 out of 10, (1 review)
The price is CA $245
CA $534 total
includes taxes & fees
Aug 11 - Aug 12
Modern Courtland

11. Modern 2 Bed in BlackRock

Modern 2 Bed in BlackRock
Black Rock Historic District
7.6 out of 10, Good, (5 reviews)
"Cozy get away"
United States
Anonymous traveller
The price is CA $212
CA $490 total
includes taxes & fees
Sep 8 - Sep 9
Modern 2 Bed in BlackRock

12. 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, (38 reviews)
"Great accommodations and perfect location for us. "
United States
Kim G.
The price is CA $371
CA $934 total
includes taxes & fees
Sep 1 - Sep 2
Cozy Cottage with Fire Pit, near Beach, 1 mile to NYC train

13. Renovated Cape Near beach, with Fire Pit and BBQ, 1 mile to NYC train

Renovated Cape Near beach, with Fire Pit and BBQ, 1 mile to NYC train
Fairfield
10.0 out of 10, Exceptional, (17 reviews)
"Convenient to everything. Lovely place to stay."
United States
Tami S.
The price is CA $383
CA $938 total
includes taxes & fees
Sep 8 - Sep 9
Renovated Cape Near beach, with Fire Pit and BBQ, 1 mile to NYC train

14. Grand Fairfield Getaway- 5BR Fam-Friendly near I95&Shops - Spacious&Gracious

Grand Fairfield Getaway- 5BR Fam-Friendly near I95&Shops - Spacious&Gracious
Tunxis Hill
9.4 out of 10, Exceptional, (20 reviews)
"The house is very clean and spacious! Great location for what my party needed. The host is incredibly responsive and very helpful. Overall this was a fantastic stay and would recommend. "
United States
Emily K.
The price is CA $552
CA $1,164 total
includes taxes & fees
Sep 8 - Sep 9
Grand Fairfield Getaway- 5BR Fam-Friendly near I95&Shops - Spacious&Gracious

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

Charming &Spacious 3BD, 1BA, Fam-Friendly-Yard&Porch
West End - West Side
10.0 out of 10, Exceptional, (3 reviews)
"Nice place to stay "
United States
Maria Elena G.
The price is CA $402
CA $772 total
includes taxes & fees
Sep 1 - Sep 2
Charming &Spacious 3BD, 1BA, Fam-Friendly-Yard&Porch

16. Spacious Retreat with Game Room and Fire Pit

Spacious Retreat with Game Room and Fire Pit
West Norwalk
10.0 out of 10, Exceptional, (2 reviews)
"A great location. We were less than 15 minutes from everything we did. House was a super layout for our large group."
United States
Mark F.
The price is CA $546
CA $1,160 total
includes taxes & fees
Aug 14 - Aug 15
Spacious Retreat with Game Room and Fire Pit

17. 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 $227
CA $505 total
includes taxes & fees
Sep 7 - Sep 8
Renovated 2BR Retreat / Modern Comforts Included

18. Zen, Spacious & Comfy 2 bed, Lux beds

Zen, Spacious & Comfy 2 bed, Lux beds
Brooklawn - St. Vincent
10.0 out of 10, Exceptional, (2 reviews)
"A wonderful place. Beds where comfortable. Would most definitely come back there again. Quiet and safe atmosphere. Not far from the highway. Host was very nice."
United States
Lisa J.
The price is CA $188
CA $415 total
includes taxes & fees
Aug 11 - Aug 12
Zen, Spacious & Comfy 2 bed, Lux beds

19. Elite room stay

Elite room stay
Bridgeport
The price is CA $289
CA $478 total
includes taxes & fees
Aug 11 - Aug 12
Elite room stay

20. 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
6.8 out of 10, (16 reviews)
"Having a microwave would also help with the amenities. Overall good. "
United States
Karen A.
The price is CA $220
CA $374 total
includes taxes & fees
Aug 11 - Aug 12
Centric property close to all the great things in the city
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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