A rocky shoreline with calm water and a clear sky.

Holiday Homes in Sherwood Island State Park

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Our top choices for Sherwood Island State Park holiday homes

1. 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)
"This house was so lovely, clean, cozy, and well-appointed - everything we could have asked for for a girls' weekend! And so close to the town of Westport with its excellent restaurants and shops. The best!"
United States
Rebecca H.
The price is €669
includes taxes & fees
9 Aug - 10 Aug
Family Cottage with 4 King Beds and Fire Pit, Norwalk/Westport Border

2. 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.
5 minute walk to beach, walk to town & train

3. Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!
5.0 star property
North End
The price is €913
includes taxes & fees
9 Aug - 10 Aug
Beechmont - Perfect for Family Retreat!

4. 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, (18 reviews)
"Fantastic place. We had a great stay!"
United States
Sara C.
The price is €356
includes taxes & fees
9 Aug - 10 Aug
Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi

5. 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.
Stareway to Heaven Su

6. 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 €684
includes taxes & fees
7 Sept - 8 Sept
Cozy Cottage with Fire Pit, near Beach, 1 mile to NYC train

7. 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 €730
includes taxes & fees
27 Aug - 28 Aug
Spacious Retreat with Game Room and Fire Pit

8. 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 €661
includes taxes & fees
1 Sept - 2 Sept
Renovated Cape Near beach, with Fire Pit and BBQ, 1 mile to NYC train

9. Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!

Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!
North End
8.8 out of 10, Excellent, (10 reviews)
"Plenty of bedrooms and space for the family. Very prompt communication with host."
United States
David K.
The price is €1,114
includes taxes & fees
11 Aug - 12 Aug
Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!

10. Stareway to Heaven in Fairfield

Stareway to Heaven in Fairfield
2.0 star property
Fairfield Beach
Stareway to Heaven in Fairfield

11. Cozy 1-bedroom house in welcoming Bridgeport

Cozy 1-bedroom house in welcoming Bridgeport
Bridgeport
The price is €424
includes taxes & fees
8 Aug - 9 Aug
Cozy 1-bedroom house in welcoming Bridgeport

12. New Beach Home near Stamford Downtown/Shippan

New Beach Home near Stamford Downtown/Shippan
Cove - East Side - Shippan
10.0 out of 10, Exceptional, (25 reviews)
"Excellent home, met all expectations, and attentive staff"
United States
Steve G.
New Beach Home near Stamford Downtown/Shippan

13. 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 €767
includes taxes & fees
7 Sept - 8 Sept
Grand Fairfield Getaway- 5BR Fam-Friendly near I95&Shops - Spacious&Gracious

14. Stylish Beach Home near Stamford Downtown/Beach

Stylish Beach Home near Stamford Downtown/Beach
Cove - East Side - Shippan
9.8 out of 10, Exceptional, (26 reviews)
"Lovely place, great location, had absolutely everything we needed! Would absolutely stay here again. "
United States
Erin D.
Stylish Beach Home near Stamford Downtown/Beach

15. Waterview House Walking Distance from Cove Beach

Waterview House Walking Distance from Cove Beach
Cove - East Side - Shippan
9.4 out of 10, Exceptional, (31 reviews)
"We loved this house! The view is gorgeous and it's close to everything we needed. The pool table was a fun bonus!"
United States
Laura M.
Waterview House Walking Distance from Cove Beach

16. Walkable Townhouse with Garage & Yard, 45 min to NYC!

Walkable Townhouse with Garage & Yard, 45 min to NYC!
West Side
9.4 out of 10, Exceptional, (8 reviews)
"Place was clean, organized. A little odd to find but there was parking, the location felt safe. Would stay again."
United States
Dave J.
Walkable Townhouse with Garage & Yard, 45 min to NYC!

17. Captain's Cottage - Cold Spring Harbor Water Views

Captain's Cottage - Cold Spring Harbor Water Views
Cold Spring Harbor
10.0 out of 10, Exceptional, (83 reviews)
"We had a very good stay.. the house was very clean.. nicely decorated.. perfect for our girls trip.. the accommodations were wonderful.. town was close.. cute .. and nice to walk.. enjoyed sunsets over the water.. would definitely stay here again.."
United States
Joseph K.
The price is €574
includes taxes & fees
17 Aug - 18 Aug
Captain's Cottage - Cold Spring Harbor Water Views

18. 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 €235
includes taxes & fees
11 Aug - 12 Aug
Centric property close to all the great things in the city

19. The Fred Deluxe 7 BR by I95, Train, HarborVw, Stamford Beaches & Workspace

The Fred Deluxe 7 BR by I95, Train, HarborVw, Stamford Beaches & Workspace
Cove - East Side - Shippan
9.0 out of 10, Wonderful, (10 reviews)
"Beautiful place, very clean. Great Host!"
United States
Alejandro A.
The price is €907
includes taxes & fees
7 Sept - 8 Sept
The Fred Deluxe 7 BR by I95, Train, HarborVw, Stamford Beaches & Workspace
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

Sherwood Island State Park Holiday Homes information

Number of reviews
Accommodation
279 Holiday Homes
Lowest Price
€913
Highest Price
€913

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