Holiday Homes in Sherwood Island State Park

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Check prices for these dates

Next weekend
20 Nov - 22 Nov
In two weeks
27 Nov - 29 Nov
In one month
11 Dec - 13 Dec
In two months
8 Jan - 10 Jan

Our top choices for Sherwood Island State Park holiday homes

A swimming pool at night with blue lighting.

1. 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
The price is AU$212
includes taxes & fees
11 Nov - 12 Nov
Business or Weekend escape
A modern living room with a grey sofa, a glass coffee table, and large windows offering views of the street.

2. 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, (18 reviews)
"This rental was great accommodation"
United States
Alma B.
The price is AU$375
includes taxes & fees
18 Nov - 19 Nov
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.

3. Elite room stay

Elite room stay
Bridgeport
The price is AU$473
includes taxes & fees
10 Nov - 11 Nov
Elite room stay
A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a built-in oven.

4. 3-bedroom 2-bath house in Norwalk with in-law suite, pool, BBQ

3-bedroom 2-bath house in Norwalk with in-law suite, pool, BBQ
Cranbury
8.8 out of 10, Excellent, (8 reviews)
"Great spot for our family. "
United States
Kevin I.
The price is AU$845
includes taxes & fees
10 Nov - 11 Nov
3-bedroom 2-bath house in Norwalk with in-law suite, pool, BBQ
A staircase with white balusters, a wicker chair, a lamp, and a television mounted on the wall.

5. 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.
The price is AU$790
includes taxes & fees
10 Nov - 11 Nov
Cozy Cottage with Fire Pit, near Beach, 1 mile to NYC train
Deck: Comfortable outdoor sofa sets for outdoor conversations

6. Serenity Haven: A Modern Retreat

Serenity Haven: A Modern Retreat
Monroe
9.8 out of 10, Exceptional, (6 reviews)
"My stay at the modern retreat in Monroe was perfect. Conveniently located near restaurants, supermarkets, banks Starbucks. Beautiful Wolfe Park is minutes away to enjoy a hike or a bike ride.The hosts were easily accessible with any questions and or concerns.This modern retreat won't disappoint."
United States
Tresha J.
Serenity Haven: A Modern Retreat
A modern living room with a fireplace, a television, and a dining area with chairs and a table.

7. 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, (16 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 AU$836
includes taxes & fees
10 Nov - 11 Nov
Family Cottage with 4 King Beds and Fire Pit, Norwalk/Westport Border
A modern kitchen with white cabinets, a central island with bar stools, a microwave, and a dishwasher.

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, (19 reviews)
"Beautiful home, clean and exactly as described.We loved our stay and plan on returning.The host was wonderful to work with.An overall excellent experience."
United States
Tara C.
The price is AU$790
includes taxes & fees
10 Nov - 11 Nov
Renovated Cape Near beach, with Fire Pit and BBQ, 1 mile to NYC train
A modern kitchen with white cabinets, stainless steel appliances, and a black oven.

9. Renovated Beachside Retreat

Renovated Beachside Retreat
Milford
10.0 out of 10, Exceptional, (1 review)
"Terrific place to stay in Milford. Quaint & quiet neighborhood, close to beach and beautiful park near by to walk at (Walnut Beach Park). House was very well kept and stocked with everything you would need. Host communication was thorough and prompt. Would absolutely stay here again."
United States
Michelle D.
The price is AU$621
includes taxes & fees
12 Nov - 13 Nov
Renovated Beachside Retreat
An outdoor seating area with a round table, a chair, and a hanging light fixture.

10. Gem by the water+ firepit and all fenced backyard

Gem by the water+ firepit and all fenced backyard
Waterside
10.0 out of 10, Exceptional, (21 reviews)
"Property was exactly what we needed for our stay"
United States
Christopher E.
The price is AU$640
includes taxes & fees
10 Nov - 11 Nov
Gem by the water+ firepit and all fenced backyard
A living room with a sofa, armchair, ottoman, and coffee table.

11. Stamford Home | Family, Work and Plenty of Parking

Stamford Home | Family, Work and Plenty of Parking
Cove - East Side - Shippan
8.6 out of 10, Excellent, (9 reviews)
"the home was nice clean if in the area I would stay here again"
United States
james w.
The price is AU$623
includes taxes & fees
10 Nov - 11 Nov
Stamford Home | Family, Work and Plenty of Parking
A two-story house with a front porch, a chimney, and a well-maintained garden with a stone pathway leading to the entrance.

12. Gilded Age Luxury Surrounded by Nature

Gilded Age Luxury Surrounded by Nature
Cranbury
The price is AU$798
includes taxes & fees
19 Nov - 20 Nov
Gilded Age Luxury Surrounded by Nature
A modern kitchen with white cabinets, a marble island, and black bar stools.

13. Spacious Retreat with Game Room and Fire Pit

Spacious Retreat with Game Room and Fire Pit
West Norwalk
9.4 out of 10, Exceptional, (3 reviews)
"We had a wonderful stay."
United States
Linda S.
The price is AU$995
includes taxes & fees
10 Nov - 11 Nov
Spacious Retreat with Game Room and Fire Pit
A modern kitchen with a large island, wooden cabinets, and pendant lighting.

14. Stareway to Heaven in Fairfield

Stareway to Heaven in Fairfield
2.0 star property
Fairfield Beach
The price is AU$1,917
includes taxes & fees
24 Nov - 25 Nov
Stareway to Heaven in Fairfield
A modern kitchen with white cabinets, stainless steel appliances, a wooden island, and a painting on the wall.

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

Grand Fairfield Getaway- 5BR Fam-Friendly near I95&Shops - Spacious&Gracious
Tunxis Hill
9.6 out of 10, Exceptional, (22 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 AU$1,113
includes taxes & fees
10 Nov - 11 Nov
Grand Fairfield Getaway- 5BR Fam-Friendly near I95&Shops - Spacious&Gracious
A modern living room with a black leather sofa, a coffee table, and a TV stand. There is a staircase leading to another level.

16. 171 Broadway · Renovated House Steps Away From The Ocean

171 Broadway · Renovated House Steps Away From The Ocean
Milford
8.4 out of 10, Very good, (8 reviews)
"very clean, new and great location! Will book again."
United States
ScottTakacs a.
The price is AU$566
includes taxes & fees
15 Nov - 16 Nov
171 Broadway · Renovated House Steps Away From The Ocean
A room with large windows overlooking a lake and greenery.

17. 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, (46 reviews)
"Nice stay"
United States
Christopher J.
The price is AU$487
includes taxes & fees
10 Nov - 11 Nov
2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
A modern kitchen with a marble island, bar stools, and a dining area with a table and chairs.

18. Luxe, designer renovation; walk to Tyde wedding venue, shops & beach!

Luxe, designer renovation; walk to Tyde wedding venue, shops & beach!
Milford
9.8 out of 10, Exceptional, (10 reviews)
"Very comfortable modern home, clean, great backyard, pet friendly Host was so accommodating and responsive, personal note at check-in "
United States
Traci F.
The price is AU$623
includes taxes & fees
11 Nov - 12 Nov
Luxe, designer renovation; walk to Tyde wedding venue, shops & beach!
A two-story house with a porch, stone steps, and a variety of plants.

19. 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 AU$1,776
includes taxes & fees
10 Nov - 11 Nov
Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!
A modern living room with a white sofa, a glass coffee table, and a piano.

20. Spacious 3BR Townhome | Garage + Near Downtown

Spacious 3BR Townhome | Garage + Near Downtown
West Side
9.2 out of 10, Wonderful, (9 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.
The price is AU$834
includes taxes & fees
11 Nov - 12 Nov
Spacious 3BR Townhome | Garage + Near Downtown
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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Learn more about Sherwood Island State Park

Beaches, island views and sights like Alvord Beach—discover it all in Sherwood Island State Park.

See all hotels in Sherwood Island State Park
A rocky shoreline with calm water and a clear sky.

Top reviews in Sherwood Island State Park

A swimming pool with lounge chairs and umbrellas, surrounded by a covered patio area.
Norwalk Inn & Conference Center

Norwalk Inn & Conference Center

Norwalk Inn & Conference Center
Historic District

10/10 Excellent

Excellent Barista coffee made
Australia
William
Reviewed June 9, 2025
Norwalk Inn & Conference Center

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