Sherwood Island State Park Holiday Homes from €138: Search Top House Rentals

Sherwood Island State Park Holiday Homes
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A rocky shoreline with calm water and a clear sky.

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Our top choices for Sherwood Island State Park holiday homes

A modern living room with a grey sofa, a glass coffee table, and large windows offering views of the street.

A house with a stone facade, a porch with steps, and a wooden ceiling.

A spacious living room with a large window, a ceiling fan, a grey sofa, and a coffee table.

A residential street with a house featuring a stone pathway, a white railing, and a clear sky.

1. 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)

6.6/10

(17 reviews)

"This rental was great accommodation"

Alma B.

The price is €238

€238

includes taxes & fees

27 Sept - 28 Sept

Centric property close to all the great things in the city

A swimming pool at night with blue lighting.

A two-story house with a front porch, a small front yard, and a solar panel on the roof.

A grey sofa against a brick wall, a bed with white bedding, and a tiled floor with a geometric pattern.

A kitchen area with a black refrigerator, a blue microwave, a coffee maker, and a small table with cereal boxes and a glass.

2. Business or Weekend escape

Business or Weekend escape

Stratford

9.2 out of 10, Wonderful, (59 reviews)

9.2/10

Wonderful

(59 reviews)

"Definitely clean - good place for an overnight stay."

Kimberly

The price is €138

€138

includes taxes & fees

5 Oct - 6 Oct

Business or Weekend escape

A beach with people sunbathing and walking along the shore, a pier with a covered area, and buildings in the background.

A modern living room with a large sofa, a fireplace, and a television.

A red barn with a sign that reads "Jones Winery."

A wooden chessboard on a round table with a checkered pattern, set against a backdrop of a living room with a sofa and a small side table.

3. 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, (39 reviews)

10/10

Exceptional

(39 reviews)

"Great accommodations and perfect location for us. "

Kim G.

The price is €513

€513

includes taxes & fees

21 Oct - 22 Oct

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

A kitchen with wooden cabinets, a stainless steel refrigerator, a dining table, and a sofa.

A bedroom with a wooden bed, a dresser, a mirror, and a ceiling light.

A bedroom with a bed, a wooden nightstand, a door, and a mirror.

A kitchen with wooden cabinets, a marble countertop, a gas stove, a microwave, and a stainless steel refrigerator.

4. Elite room stay

Elite room stay

Bridgeport

The price is €289

€289

includes taxes & fees

25 Sept - 26 Sept

Elite room stay

A bedroom with two beds, a nightstand with a lamp, a framed picture on the wall, and a window with curtains.

A wall with framed botanical illustrations of plants in pots.

A room with a round table, a framed botanical print on the wall, a chair with a cushion, and a door with a doormat.

A kitchen with white cabinets, a stainless steel stove, a microwave, and a toaster.

5. Gilded Age Luxury Surrounded by Nature

Gilded Age Luxury Surrounded by Nature

Cranbury

The price is €374

€374

includes taxes & fees

28 Sept - 29 Sept

Gilded Age Luxury Surrounded by Nature

A modern kitchen with white cabinets, a central island with bar stools, a microwave, and a dishwasher.

A modern living room with a white sofa, a round coffee table, and a fireplace.

A living room with a fireplace, a television, a large window, and two sofas.

A dining area with a wooden table and chairs, a white bench, and a window with a view of a brick building.

6. 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)

10/10

Exceptional

(19 reviews)

"Place was very clean . Communication between owner and us was excellent."

gail s.

The price is €539

€539

includes taxes & fees

27 Sept - 28 Sept

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

A round outdoor seating area with a teal cushion and patterned pillows, surrounded by greenery and a bamboo wall with string lights.

A modern kitchen with wooden cabinets, stainless steel appliances, and a central island with stools.

A bedroom with a bed, two nightstands, a window with blinds, and two framed pictures on the wall.

A living room with a grey sectional sofa, a coffee table with decorative items, a white armchair, and a window with blinds.

7. 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, (19 reviews)

9.8/10

Exceptional

(19 reviews)

"Very nice location, easy check in and check out. Also very comfortable."

Leslie S.

The price is €287

€287

includes taxes & fees

30 Sept - 1 Oct

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

A modern living room with a fireplace, a television, and a dining area with chairs and a table.

A modern living room with a white sectional sofa, a white armchair, a woven coffee table, and a potted plant.

A wooden deck with a hanging chair and a barbecue grill.

A dining area with a table and chairs, a vase with flowers, and a fireplace in the background.

8. 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)

10/10

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."

Melissa H.

The price is €649

€649

includes taxes & fees

21 Oct - 22 Oct

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

A campfire with a wooden table and benches by a lake.

A room with large windows overlooking a lake and greenery.

A bedroom with a large window, a bed, and a flat-screen TV mounted on the wall.

9. 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, (42 reviews)

9.8/10

Exceptional

(42 reviews)

"Nice stay"

Christopher J.

The price is €271

€271

includes taxes & fees

6 Oct - 7 Oct

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

A modern kitchen with white cabinets, a marble island, and black bar stools.

A spacious living room with a sofa, two armchairs, a coffee table, and a fireplace.

A spacious living room with a leather sofa, white armchairs, and a staircase leading to another level.

A modern kitchen with white cabinetry, a marble countertop, and a stainless steel refrigerator.

10. 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)

10/10

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."

Mark F.

The price is €741

€741

includes taxes & fees

14 Oct - 15 Oct

Spacious Retreat with Game Room and Fire Pit

A modern living room with a fireplace, a flat-screen TV, and a decorative tray with snacks.

A modern kitchen with white cabinetry, stainless steel appliances, and a large window with a view.

A dining area with a long table, blue upholstered chairs, a bench, and a blue cabinet with a pot on top.

A backyard with a wooden fence, a fire pit, and three Adirondack chairs.

11. 4 Mi to Beach & Dtwn! Charming Fairfield Home

4 Mi to Beach & Dtwn! Charming Fairfield Home

Tunxis Hill

10.0 out of 10, Exceptional, (1 review)

10/10

Exceptional

(1 review)

"Beautiful home! Host was super responsive to questions. The entire house was super clean and welcoming. The bed was comfortable and smelled fresh. There was a personalized welcome sign that was a nice touch and some (much needed) snacks after our almost 3 hour drive. Expectations were well within reason and easily manageable. I would 100% rent again."

Raelyn O.

The price is €671

€671

includes taxes & fees

27 Sept - 28 Sept

4 Mi to Beach & Dtwn! Charming Fairfield Home

A lakeside view with boats docked, surrounded by autumn-colored trees and houses.

A spacious living room with a ceiling fan, large windows, and a door leading outside.

A covered porch with wooden rocking chairs and a table, overlooking a body of water with boats and a bridge in the distance.

A dining area with a table set for four, a coffee machine, and a window with a view of trees.

12. 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, (85 reviews)

10/10

Exceptional

(85 reviews)

"A beautiful home and you cannot beat the views and location!"

Daniel M.

The price is €452

€452

includes taxes & fees

28 Sept - 29 Sept

Captain's Cottage - Cold Spring Harbor Water Views

A living room with a sofa set, a coffee table, and a television on a stand.

A dining room with a wooden table and chairs, white curtains, and a vase on a side table.

A modern kitchen with wooden cabinets, stainless steel appliances, and a dishwasher.

A spacious living room with a wooden floor, a beige sofa set, a coffee table, and a side table with a lamp.

13. Spacious Stamford Home | Family, Work, Parking

Spacious Stamford Home | Family, Work, Parking

Cove - East Side - Shippan

8.6 out of 10, Excellent, (9 reviews)

8.6/10

Excellent

(9 reviews)

"the home was nice clean if in the area I would stay here again"

james w.

The price is €485

€485

includes taxes & fees

30 Sept - 1 Oct

Spacious Stamford Home | Family, Work, Parking

A modern kitchen with white cabinets, stainless steel appliances, a wooden island, and a painting on the wall.

A modern hotel room with a bed, a desk, a chair, a television, and a door leading to a balcony.

A modern kitchen with a wooden island, white cabinetry, and a large painting above the island.

A modern kitchen with white cabinets, stainless steel appliances, and a central island with bar stools.

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)

9.4/10

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. "

Emily K.

The price is €864

€864

includes taxes & fees

20 Oct - 21 Oct

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

A bedroom with two beds, a wooden dresser, and a mirror.

A kitchen with a central island, wooden cabinets, a refrigerator, and a dining area with a sofa.

A shower with beige tiles, a showerhead, and a drain. There are four bottles of shampoo and conditioner on the wall.

A kitchen with dark wood cabinets, a stainless steel refrigerator, a stove, and a white countertop.

15. Cozy 1-bedroom house in welcoming Bridgeport

Cozy 1-bedroom house in welcoming Bridgeport

Bridgeport

The price is €404

€404

includes taxes & fees

25 Sept - 26 Sept

Cozy 1-bedroom house in welcoming Bridgeport

A two-story house with a blue exterior, a front porch, and a driveway leading to the entrance.

A spacious dining area with a large wooden table and black chairs, white walls, and a ceiling with exposed beams.

A spacious living room with a patterned armchair, a glass coffee table, and a floral arrangement. A staircase with wooden railings leads to another room.

A two-story house with a porch, stone steps, and a variety of plants.

16. Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

5.0 star property

North End

The price is €1,309

€1,309

includes taxes & fees

27 Sept - 28 Sept

Beechmont - Perfect for Family Retreat!

A wooden staircase with a chandelier, leading to a room with a large window and a painting on the wall.

A living room with a fireplace, wooden beams, a sofa, and a patterned armchair.

A living room with a beige sectional sofa, a patterned rug, and a door leading to an outdoor area.

17. 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)

8.8/10

Excellent

(10 reviews)

"Plenty of bedrooms and space for the family. Very prompt communication with host."

David K.

The price is €1,118

€1,118

includes taxes & fees

29 Sept - 30 Sept

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

A modern living room with hardwood flooring, a leather sofa, a round coffee table, and a wooden side table. There is a dining area with a table and chairs visible in the background.

A dining table with a wooden bowl containing green spherical objects, two black candle holders, and a white table runner.

A room with a wooden floor, white walls, and a door with a lock. There is a window with blinds, a ceiling vent, and a small table with a vase of flowers.

A bedroom with a bed, two bedside tables, a nightstand, a shelf with plants, and a mirror.

18. Luxurious-Modern feel w/ custom features - AC, short walk to Shelton

Luxurious-Modern feel w/ custom features - AC, short walk to Shelton

Shelton

The price is €416

€416

includes taxes & fees

13 Oct - 14 Oct

Luxurious-Modern feel w/ custom features - AC, short walk to Shelton

A living room with two white sofas, a glass coffee table, a fireplace, and a flat-screen TV mounted above it.

A kitchen counter with a bottle of olive oil, a utensil holder with 'What's Cookin?' text, a knife block, and a kettle.

A modern living room with a white sofa, a glass coffee table, and a piano.

An outdoor seating area with benches, a table, and a grill.

19. Urban Oasis 45 min to NYC 2.5 Bath + Garage + Yard

Urban Oasis 45 min to NYC 2.5 Bath + Garage + Yard

West Side

9.4 out of 10, Exceptional, (8 reviews)

9.4/10

Exceptional

(8 reviews)

The price is €663

€663

includes taxes & fees

5 Oct - 6 Oct

Urban Oasis 45 min to NYC 2.5 Bath + Garage + Yard

A modern kitchen with a marble island, bar stools, and a built-in oven.

A modern, well-lit bedroom with a large bed, a washing machine, and a kitchen area with white cabinets and a countertop.

A patio area with a wooden table and blue upholstered chairs, a white fence, and a tree in the background.

A building with a white door, black trim, and a stone-paved entrance.

20. Ultra-Modern Studio | Near Hospital & NYCIM | WiFi

Ultra-Modern Studio | Near Hospital & NYCIM | WiFi

Huntington

10.0 out of 10, Exceptional, (5 reviews)

10/10

Exceptional

(5 reviews)

"Wonderful time for stay."

Logan M.

The price is €398

€398

includes taxes & fees

13 Oct - 14 Oct

Ultra-Modern Studio | Near Hospital & NYCIM | WiFi

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

Hyatt Regency Greenwich

10/10 Excellent

"good vibe"

George 2-night trip

Posted 16 hours ago

Hyatt Regency Greenwich

Hilton Garden Inn Milford

10/10 Excellent

"Great stay"

Jane Mary 1-night trip

Posted 16 hours ago

Hilton Garden Inn Milford

The Stamford Hotel

10/10 Excellent

"Stayed here for a wedding. The staff were super friendly! Room was as advertised. Would definitely come back if I were in Stamford!"

Cassandra 2-night trip

Posted 18 hours ago

The Stamford Hotel

Hyatt Place Milford / New Haven

10/10 Excellent

"I love the fresh cut up fruits for breakfast. Microwave is not available in our room. The electrical socket near the tv was not working. Construction noises woke me up. Other than those small little things everything was perfect."

Rosella 1-night trip

Posted 18 hours ago

Hyatt Place Milford / New Haven

Amsterdam Hotel

8/10 Good

"This is not fancy but a good value. The location is good and there's easy parking - a real bonus. Very easy in and out."

Mary 1-night trip

Posted 19 hours ago

Amsterdam Hotel

EVEN Hotel Norwalk by IHG

10/10 Excellent

"What you wish all hotels were like"

Boyd 3-night trip

Posted 1 day ago

EVEN Hotel Norwalk by IHG

Hilton Garden Inn Shelton

10/10 Excellent

"Smelled clean, clean rooms and property, nice staff."

Chris 3-night trip

Posted 1 day ago

Hilton Garden Inn Shelton

Danfords Hotel and Marina

10/10 Excellent

"Rooms are spotless Bar and food amazing along with staff"

Martin 2-night trip

Posted 3 days ago

Danfords Hotel and Marina

J House Greenwich

10/10 Excellent

"Loved how clean the room was and how helpful the Staff in general. Being from Europe myself, I would have preferred a Nespresso machine in the room, rather than the Keurig. Wonderful small hotel"

Alexandra 4-night trip

Posted 3 days ago

J House Greenwich

Find out more about Sherwood Island State Park

Sherwood Island State Park Holiday Homes information

Number of reviews	325
Accommodation	242 Holiday Homes
Lowest Price	€138
Highest Price	€1,309

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Holiday Homes in Sherwood Island State Park

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Sherwood Island State Park holiday homes

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

2. Business or Weekend escape

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

4. Elite room stay

5. Gilded Age Luxury Surrounded by Nature

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

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

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

9. 2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

10. Spacious Retreat with Game Room and Fire Pit

11. 4 Mi to Beach & Dtwn! Charming Fairfield Home

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

13. Spacious Stamford Home | Family, Work, Parking

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

15. Cozy 1-bedroom house in welcoming Bridgeport

16. Beechmont - Perfect for Family Retreat!

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

18. Luxurious-Modern feel w/ custom features - AC, short walk to Shelton

19. Urban Oasis 45 min to NYC 2.5 Bath + Garage + Yard

20. Ultra-Modern Studio | Near Hospital & NYCIM | WiFi

Find holiday rentals that suit your style

Top Sherwood Island State Park Hotel Reviews

Hyatt Regency Greenwich

Find out more about Sherwood Island State Park

Sherwood Island State Park Holiday Homes information

Explore a world of travel with Expedia