
Places to stay near Sherwood Island State Park
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Top-rated holiday rentals near Sherwood Island State Park
Guests agree: these stays are highly rated for location, cleanliness and more.

2 BRm Suite; Ktchn; Livng area; wash/dryr; Private
Fully accessorized, large (919 sq ft) beautiful suburban space with bedroom (queen); convertible Murphy bed (queen), in-room sitting area/large screen TV, kitchenette; 2nd room: bedroom (queen) with living space / large screen TV; private full bath; in-suite washer/dryer; private entry to suite (front door; up 1 flight of stairs). Includes light continental breakfast. Owners on property. Off street parking. Train station a mile away (NYC: 70 min). 2 miles to beach. Easy walk to Fairfield U.

Spacious Westport Apt surrounded by nature!
Spacious mother-in-law basement apartment with private entrance that opens to the backyard. Large windows in every room give view to the creek in the backyard and birds welcoming our guests. Two bedrooms with a queen size bed. Walk-in shower. Plenty of space for up to four people. Very family friendly - little humans and furry friends welcome! Centrally located 8 min drive to downtown Westport, Fairfield, or Southport. Beach, golf course, playgrounds, hikes, wonderful bakeries and restaurants.

Sunny French Cottage
This unique, sunny cottage has it's own style. Private and peaceful, completely renovated cottage with French vibes. Originally used as a painting/design studio. It is an ideal place to relax and enjoy the surrounding nature. The upstairs bedroom is loft style and has a luxurious queen size bed. It's ideal for short and long stays. It is a perfect place for cozy evenings and lazy mornings, it can also serve as a temporary workplace. High tea style, organic breakfast available (20$ per person)

1BR full cottage, 1 min walk to private beach
Enjoy time at this lovely studio located in the heart of Rowayton, a charming New England seaside village bounded on one side by Long Island sound and the other by a tidal inlet. Based in the southwest corner of CT, we are just a 1 minute walk to 2 separate and secluded beaches as well as 2 private, well manicured parks. Great amenities in town including tennis, sailing, outdoor yoga, sunbathing, plus nice restaurants. Pedestrian and dog friendly town; you don't even need a car while here.

French Estate Guest House on Private Lake
A private, European-inspired guest house set on an eight-acre gated French estate, just 60 minutes from NYC. Surrounded by manicured gardens, 18th-century statuary, and a private lake, the setting feels transportive—a French countryside retreat. Designed by architect David Easton, the space blends classic elegance with modern comfort: heated stone floors, a heated towel rack, fine linens, curated finishes, and a private entrance. Perfect for a refined weekend escape or a quiet reset.

The River Loft
Escape to The River Loft, a private riverfront retreat in Weston, CT. Built in 2015 by a visionary local architect, The River Loft open-air design seamlessly integrates the outdoors with the interior space. As you step inside this 750 sf small home, you'll be instantly captivated by the layout that makes it feel spacious. Sitting on over 2 acres of forested land with private river access. Book now for an unforgettable experience. For more images & videos visit insta @the.riverloft

S. Norwalk Studio Apt near the water!
Newly-built sunny studio apartment with separate eat-in kithchen and spacious bath, across the street from the water in the peaceful waterfront community of Shorefront Park in South Norwalk. 15 min. walk to South Norwalk shops, restaraunts and the train station (65 min train ride to NYC). Private kepypad entrance, washer/dryer, eat-in kitchen, free off-street parking, wifi, central AC. Please note the house next door may be under construction. Please inquire for current status.

Sunny Fairfield Studio Apartment
Enjoy this sunny, newly-renovated, modern Fairfield studio apartment, located in the carriage building of a historic early 1900's house. Great for an individual, couple, or family. Well situated, a short drive to Sacred Heart & Fairfield Universities, downtown Fairfield and the beach, Silverman's Farm and other Easton farms for apple picking, petting zoos, and the like, and Fairfield Metro Station for a 1 hour train ride to NYC.

Cozy Cottage with Fire Pit, near Beach
Escape to Fairfield Cottage, a stylish 3-bed, 2-bath retreat 90 mins from NYC. Comfortably sleeping 8, this sun-drenched home features a private patio with a fire pit, a fully equipped kitchen, and two fireplaces. Perfect for families and just 3 miles from the beach, it's your ideal getaway for relaxation and connection. Enjoy a dedicated workspace, fast Wi-Fi, and numerous family-friendly amenities for an unforgettable stay.

Spacious Studio with Pool Table
Escape to your private Westport studio retreat in one of the most desirable neighborhoods in town! This stylish space comfortably sleeps 2 guests and is perfect for fun and relaxation. Unwind with your own private pool table, a cozy home theater, and a dedicated workspace. Centrally located between Compo Beach and Downtown, it's the ultimate getaway for couples or small groups seeking a unique and entertaining stay.

2BR Flat above Historic Cider Mill
Escape to a sun-filled, 2-bedroom artisan retreat in a restored 1850s cider mill. Overlooking a peaceful marsh near Westport & Southport, this unique space comfortably fits 4. Enjoy historic charm, modern comforts, a fully-stocked kitchen, and free access to a professional co-working space. Perfect for families, couples, or work-from-anywhere stays. Free parking included.

Peekskill Carriage House Downtown Studio
Located close to the center of town, this is the perfect launchpad to experience local restaurants, coffee houses, the Paramount Theater, shopping, etc. and a short drive to stunning hikes, the Hudson Valley and beyond. The apartment is ideal for one or two and features a kitchenette, bathroom, dining island, comfortable queen bed, and couch. peekskillcarriagehouse.com
Popular amenities for holiday rentals near Sherwood Island State Park
Other top sights near Sherwood Island State Park
Apartment rentals with wifi

1856 Trading House w/ walk to water

Cozy 3-Bed 2-Bath Condo | Parking and Laundry!

Downtown gem w/ parking, Wi-Fi+!

Private European Garden Apartment

Bright Downtown Studio near Yale & East Rock!

Cozy private furnished apartment

chic brownstone retreat

Sunrise Retreat: Luxe Master Suite, Ocean Views!
Family-friendly house rentals

Spectacular direct waterfront w/ rooftop hot tub

Walk to Compo Beach Renovated Westport Home

Bird's Nest

Cape on the Water

The Harbor House: Beachfront Home 1 hour from NYC

Private house, Walk to Beach, Train, Town, Theatre

GOOD VIBEZ HOUSE! Mini Golf+Pool+Hot Tub+Game Room

The ARLO - Walk to Brewery & Restaurants
Apartment rentals with air conditioning

Harbor Studio - Across from historic Northport doc

NORTHPORT APARTMENT: Private, Clean, Cozy

Stylish Sheek Loft Ricport Studio 2, Downtown

Luxurious 1BR Downtown Stamford

Top Side

Standalone Cottage surrounded by woods

Hudson River Peaceful Getaway, Explore from here

Huckleberry Quarters, the Cozy Redding Retreat.
Other great holiday rentals near Sherwood Island State Park

The Zen Cabin

1956 House of the Year Award. Easy commute to NYC.

The Creekside Cottage

Delightfully Renovated Colonial Barn by the Beach!

Stareway to Heaven

Waterfront Getaway - Norwalk, CT

The Perch: Saltwater Pool Woodland Cottage Retreat

Enchanting Guest Cottage
Destinations to explore
- Times Square
- Madison Square Garden
- New York City Center
- Central Park Zoo
- New York University
- Columbia University
- MetLife Stadium
- Yale University
- Yankee Stadium
- Barclays Center
- United Nations Headquarters
- Jones Beach
- Rockefeller Center
- Empire State Building
- Citi Field
- Grand Central Terminal
- Bryant Park
- Statue of Liberty
- Radio City Music Hall
- Astoria Park
- Thunder Ridge Ski Area
- Fairfield Beach
- American Dream
- USTA Billie Jean King National Tennis Center





