Holiday rentals in Upper Brookville

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Top-rated holiday rentals in Upper Brookville

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Guest favourite
A serene waterfront scene captures several boats anchored in calm waters, with a backdrop of trees showcasing autumn foliage. Vintage and modern homes are visible along the shore, creating a picturesque town ambiance along the shoreline.
Home in Cold Spring Harbor
4.98 out of 5 average rating, 139 reviews

Captain’s Cottage Water Views -3 Bdrm

Enjoy this this light and airy home with spectacular sunset & water views. 5 minute drive to private beach. Oversized deck and 2 porches all with water views. Located in idyllic, historic Cold Spring Harbor. Explore the green belt with access from rear yard. Walk to shopping, restaurants, live music, fishing or picnic in the local park. Sip a glass wine & enjoy the beautiful sunsets from the expansive deck with firepit. Upstairs loft bedroom has a fireplace & private deck w/ water view.

Top guest favourite
A studio space features a spacious bed dressed in neutral linens, complemented by contemporary furniture. A kitchenette with sleek dark cabinets is visible, along with a dining table and chairs. Soft lighting creates a warm ambiance, with modern decor enhancing the cozy layout.
Flat in Huntington
4.96 out of 5 average rating, 331 reviews

Historic Huntington Village Private Retreat

65 min from NYC on LIRR to Huntington. Less than one mile from the train station and an easy walk to Huntington village in an historic, vibrant, relaxed and unique neighborhood. Plenty to do in the area with many parks and beaches and a great place to enjoy nature. It is a short walk (a half mile) to Huntington village where there are many great restaurants, bars, and shops, plus the Paramount Theater. This stylish comfortable place is clean, cozy and quiet. Sorry, no pets allowed, dander-free!

Top guest favourite
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.
Flat in Great Neck
4.95 out of 5 average rating, 238 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 favourite
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, 609 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...

Top guest favourite
Flat in East Meadow
4.99 out of 5 average rating, 169 reviews

"Home away from home" in Long Island, NY

2-bedroom apartment in a safe neighborhood. 2 queen beds & Twin air mattress. Extra towels and sheets set. Plenty of space with access to kitchen, washer/dryer (not shared with anyone else), spacious living room & dining area. You will have your own entrance. Near many attractions, 25 mins from JFK, & a quick train ride or drive to NYC and near the beach! All types of fast food and delicious restaurants nearby! Apt is in excellent condition, sanitized and clean in a great environment.

Guest favourite
Home in Huntington
5 out of 5 average rating, 16 reviews

Modern Family Retreat!

Bring the whole family to this great place with lots of room to unwind, relax and enjoy Long Island! Wonderful get away for solo traveler, friends, couples or a family. Bedrooms have a queen sized bed in each room and comes with a full bathroom (Bath tub and shower). Fast WiFi connection. Also perfect location for guests attending events at Oheka Castle, Crest Hollow Country Club, Cold Spring Country Club, The Mansion at Oyster Bay Permit # P233646 We are 20 minutes drive to Jones Beach…

Guest favourite
A bright living area features large glass doors that open to scenic waterfront views. A cozy seating arrangement includes a light-colored sofa adorned with patterned cushions, complemented by a wooden coffee table and a decorative plant. Framed artwork depicting calming blue hues is displayed on the walls.
Home in Centerport
4.95 out of 5 average rating, 170 reviews

The Harbor House: Beachfront Home 1 hour from NYC

FEATURED #1 on Refinery29's "11 Best Beach Houses Near NYC" Welcome to Long Island’s iconic Gold Coast! Wake up to sweeping waterfront views and, if you’re lucky, catch a glimpse of our local bald eagle family soaring overhead! Explore nearby gems like the Vanderbilt Mansion & Planetarium, Caumsett State Historic Park Preserve, Del Vino Vineyards, and the lively Paramount Theatre. Stroll through Downtown Huntington or Northport Village for boutique shopping, great restaurants.

Top guest favourite
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.
Guest house in Larchmont
4.98 out of 5 average rating, 66 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).

Top guest favourite
A spacious living area features a blue futon sofa, a coffee table with decorative items, and a television mounted on the wall. The sleeping area accommodates a queen-size bed next to a twin bed, with natural light illuminating the room through nearby glass doors.
Guest suite in Levittown
4.94 out of 5 average rating, 217 reviews

Beautiful Private Studio on LI, easy access to NYC

Close to everything yet very peaceful and relaxing, surrounded by nature. Ideally located in central Nassau with easy access to NYC, the Hamptons and famous Long Island beaches – it’s a perfect base from which to explore the best NY has to offer. For business travelers and medical residents, the apartment is close to all major airports, hospitals (NUMC, Winthrop, Northwell), universities and corporate offices throughout Nassau County.

Top guest favourite
A cozy living area is showcased with a burgundy sofa adorned with patterned cushions. A wooden coffee table sits in the center, complemented by a photo of a pier on the wall. Natural light filters through a window with louvered shutters.
Flat in Glen Cove
4.96 out of 5 average rating, 189 reviews

Comfy and very spacious apartment!

Very quiet and relaxing one bedroom apartment on cul-de-sac. This is a basement apartment, it has a flat screen TV with cable and with fully equipped kitchen, updated bathroom with extra large shower, bed linens and towels are supplied. It is located 4 miles from LIU CW post campus for those parents visiting their children. We are located 35-40 minutes from Manhattan. No public transportation near by.

Guest favourite
Cabin in Huntington
4.86 out of 5 average rating, 289 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.

Top guest favourite
A bright bedroom features a queen bed adorned with a purple floral bedspread and matching pillows. Nightstands with lamps are placed on either side of the bed, complementing the light-colored walls and providing a serene atmosphere. Soft natural light is visible in the space.
Flat in Franklin Square
4.98 out of 5 average rating, 374 reviews

Lovely 2 bedroom rental unit, free street parking.

Take it easy at this unique and tranquil getaway on the 2nd floor, 1 queen bed and 1 full bed, Beautifully decorated apartment in a very quiet and safe neighborhood, plenty of free street parking, nearby shopping and minutes away from UBS Arena, 15 minutes from JFK Airport, .03 miles from LIJ Valley Stream Hospital (walking distance) and 40 minute from Time Square NYC.

Popular amenities for Upper Brookville holiday rentals