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Vacation rentals in City Island

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Top-rated vacation rentals in City Island

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
A spacious living room featuring a comfortable sectional sofa adorned with decorative pillows. A large area rug anchors the seating arrangement, which includes two lounge chairs. Natural light filters through multiple windows, highlighting the neutral color palette and decorative wall art.
Home in White Plains
4.93 out of 5 average rating, 154 reviews

Spacious 3b/3b Mediterranean in White Plains

Bring the whole family to this great place with lots of room for fun, relaxation or hosting! This 3bed/3bath Mediterranean is freshly renovated with stylish touches & comfy furniture. The main floor of this multi family serves as a great spot to bring the family while visiting the area. The house boasts an oversized living room, formal dining room, large chef's kitchen, and plenty of sleeping space. With heat & AC throughout the entire 2k sf unit, this house is great for anything& everything!

Top guest favorite
The spacious suite features hardwood flooring and modern furnishings. A king-size bed is centered against a grey wall, complemented by colorful bedding. A recliner and a sofa provide additional seating. The light refreshment area and coffee table complete the inviting setup.
Apartment in Great Neck
4.95 out of 5 average rating, 233 reviews

Eve suite, 5 mins to LIJ Hospital & train +parking

Newly renovated private suite located in the basement with private entrance and bathroom. King size bed can accommodate 2 people. Smart light fixtures and Electric sofa recliner for extra comfort. Light refreshment area with microwave, fridge, mini toaster, electric kettle and Keurig. Close to Northwell hospital and 20 mins by foot to LIRR train station. 10 minutes driving to all supermarkets, shops, library and Stepping Stone Park. Host is highly allergic to cats and dogs. No Pets Allowed!

Top guest favorite
A bright and airy studio space features a canopy-covered bed draped with sheer fabric. An ornate mirror and a small table with decorative items enhance the room's charm. Natural light fills the area through large windows, complemented by a cozy seating option.
Guest suite in Bayville
4.93 out of 5 average rating, 593 reviews

Romantic, Cozy and Private, 1 Block from Beach

Relax in your private romantic retreat with Canopy Queen Bed & Beautiful modern bathroom, 1 Block from beach, Second floor studio with small fridge, microwave, coffee maker, induction cook top, SmartTV... Just 7 min from the Long Island Railroad, Oyster Bay stop. Near to restaurants, shops, tennis courts. You can go biking, swimming, fishing, play golf, rent kayaks, motor boats, paddle boards. Visit Arboretums, Historic sites, Parks, walk along the water, go to the nearby movies and more...

Guest favorite
The living area features a modern design with light-colored walls and a cozy sectional sofa. A stone fireplace is surrounded by stylish furnishings, including a wooden coffee table. Natural light enters through large windows, creating a warm and inviting atmosphere.
Home in Greenwood Lake
4.96 out of 5 average rating, 203 reviews

Tranquil Lake Escape! Amazing views, Fireplace!

Winter is the most quiet & peaceful time to visit! Enjoy the beautiful snowy views of the frozen lake & mountains across the way at this 3BR home in Greenwood Lake!! You'll love the cozy interior & the warm wood burning stove! This tranquil hideaway on a quiet dead-end street is minutes from several winter activities. Book your retreat now! Nearby downtown Warwick, mount peter, winter hiking on the Appalachian, wineries, breweries, Mountain Creek resort and Spa, and more! ~ 1 hour from NYC

Top guest favorite
A charming log cabin is nestled among trees, featuring a stone patio with two green chairs. A wooden deck leads to a door, with a view of the lake in the background and a stone chimney adding character to the cabin exterior.
Cabin in Greenwood Lake
4.96 out of 5 average rating, 466 reviews

Cabinessence -on Greenwood Lake, NY #34370

"Cabinessence" is Year Round Comfort in a Chestnut Cabin by Greenwood Lake with a little touch of "glamping". Hiking, biking, strolling, paddle boarding, kayaking , canoeing. Restaurants, shopping, Drive-in movies, antiquing in nearby Warwick. Fall color, apple picking, gas fireplace (in season). Winter, ski, snowboard, tubing. Spring is watching the natural world wake up :) Hanging at the cabin- year round- is special here! Every season has its magic! ( + Covid Enhanced cleaning!)

Top guest favorite
A modern kitchen is equipped with stainless steel appliances and granite countertops. Upper cabinets with illuminated displays complement the warm-toned backsplash. A vase filled with fresh flowers enhances the countertop space, while the polished wood flooring stretches across the area.
Home in Mamaroneck
4.99 out of 5 average rating, 102 reviews

Walk to Train! Entire Family Home w Parking + Yard

Experience the charm of a historic, family-friendly neighborhood just 40 minutes from NYC. ✔ Entire Private Home (full duplex used as one single-family home) ✔ Modern, Fully Equipped Kitchen w/ Stainless Steel Appliances ✔ On-site Washer & Dryer ✔ Fios Gigabit Wi-Fi — perfect for remote work ✔ 13-minute walk to the train | ~40-minute ride to NYC ✔ 2-minute walk to park with tennis & basketball courts + playground ✔ Private Fenced Yard — great for kids ✔ Free Driveway Parking for 2 Cars

Top guest favorite
A serene view of the Hudson River at sunset, featuring vibrant orange and yellow hues reflected on the calm water. Silhouettes of trees outline the scene, creating a peaceful atmosphere with the distant hills visible against the colorful sky.
Apartment in Ossining
4.96 out of 5 average rating, 502 reviews

Hudson River Peaceful Getaway, Explore from here

Self Check-In/Private Entrance. House trained Dogs and declawed Cats are Welcome (No additional pet fee). Driveway Parking for two cars. Peaceful, private flat on the Hudson River. Train to NYC (Scarborough Station) 10 min walk through historic neighborhood. Arcadian Mall (Grocery Store, Starbucks, etc) 7 min walk. Lots to explore in the area. Panoramic Rivers views from inside and out. Two televisions. Coffee/Condiments/Cooking Essentials provided. $25 cleaning with or without pets.

Top guest favorite
Cabin in Greenwood Lake
4.88 out of 5 average rating, 241 reviews

The Greenwood Lake A-Frame: Perfect Lakefront View

Escape to a hip and cozy A-Frame cottage nestled right on Greenwood Lake, NY. Just over an hour drive from New York City, soak in the serene lake view, the quiet, and this unique retro modern A-Frame space. Perfect for a romantic couple’s getaway! Kick back and relax, listen to some tunes, read a great book, write your novel, sip your coffee, get creative, do some yoga stretches and enjoy time away from your day-to-day. Easy access to nearby beach, hikes, skiing. STR Permit #P25-0226

Top guest favorite
The spacious guest suite features a king size bed with a stylish headboard and a queen pullout sofa. Natural light floods the room through large windows. An inviting seating area showcases a coffee table on a decorative rug, while an outdoor space can be glimpsed through the glass doors.
Guest suite in Long Beach
4.98 out of 5 average rating, 93 reviews

Waterfront Retreat

We invite you to come and experience our truly, one of a kind property directly on the bay front in the West End of Long Beach. Within walking distance is every convenience, as well as bars, restaurants, boutiques etc. We offer 2 beach passes as well as everything you will need for a day at the beach! Bikes are available for riding the boardwalk and kayaks available for exploring the bay. Our outdoor kitchen with BBQ is an added bonus! Monthly rentals available.

Top guest favorite
A detached studio with a charming exterior is surrounded by lush greenery and landscaped gardens. The structure features large windows framed in dark trim, allowing natural light to fill the interior. A stone pathway leads up to the entrance, enhancing the inviting appearance of the property.
Guesthouse in Larchmont
4.98 out of 5 average rating, 62 reviews

Beautiful guesthouse - Larchmont

Newly furnished 2nd floor detached studio with private entrance.  One large bedroom with queen-size bed, full bath with spacious shower, kitchenette, and armoire.  Lots of light and beautiful views overlooking luscious landscaping and the surrounding quiet Rouken Glen neighborhood.  Studio sits over garage.  Access to spare washer/dryer in our basement is also available.  4 min drive to Larchmont station (35 min train to Grand Central).

Guest favorite
Home in West Milford
5 out of 5 average rating, 15 reviews

Modern Luxe Lakefront Cabin

Less than 40 miles from Manhattan, Lindy's Lake is a small, lake community. Modern vibe with a laid-back lakefront lifestyle, a stay at this completely renovated historic cabin offers a refined retreat. Soak in the views from the hot tub on the deck, eat dinner al fresco or get out on the water to swim, paddle board or kayak right from the dock. Enjoy the fire pit by night and the serenity of the surroundings.

Guest favorite
The open kitchen features white cabinetry and modern appliances, complemented by a spacious countertop. A cozy living area includes a brown leather couch and an overhanging chandelier. A library ladder provides access to the small loft, while natural light filters through the windows.
Cabin in Huntington
4.86 out of 5 average rating, 287 reviews

Captain's Cottage on Working Farm with Animals

Charming, fully renovated cottage with cathedral ceilings and private deck. Home has a separate queen bedroom, kitchen and living room on the main floor with small stove fireplace. There is a small loft on the 2nd floor with 2 twin beds accessed by a library ladder (note: no standing headroom in loft). Private outdoor deck with seating and BBQ. Fast wi-fi, laundry access and pet friendly.

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