Holiday rentals with a fireplace in Shirley

Apartment in Center Moriches

An open studio space features a spacious bed with a light duvet and decorative pillows. A leather couch complements the area, while large windows provide natural light, framed by white blinds. A bedside table and warm lighting create a cozy ambiance.

4.83 out of 5 average rating, 102 reviews

Quiet and comfy studio near the Hamptons

*If you have good prior reviews book our place and receive an offer within 24hrs! A well equipped cozy studio only 20 minutes from the Hamptons and 10 minutes away from LIRR train station to go into NYC (free parking at the train station!) This studio has a small kitchenette to warm up meals, a full size fridge, we include some snacks for those late night cravings. A queen size bed, a separate desk and chair to study or work, a couch, smart TV, and a peaceful environment to relax and unwind.

4.86 out of 5 average rating, 187 reviews

A spacious living area features large glass windows that frame a stunning sunset over the water. The open design enhances natural light, illuminating the room's elegant furnishings and wooden accents. A dining table is positioned near the windows, inviting relaxed meals with a view.

Cabin in Shirley

A-Frame cabin with private beach & epic sunsets

Just a 1.5 hour drive from NYC, this home is the perfect beach getaway spot, with a few steps from the deck to the private beach with its beautiful view across the Great South Bay. Remote work with stunning water views through the wall of windows & in cold weather light a fire while sunlight floods the living space. Two queen bedrooms & bunk bed room sleeps 6 guests, great for families or a small gathering of friends. 5 min drive to ocean beach with great swimming & surfing at Smith Point.

4.97 out of 5 average rating, 173 reviews

A modern living area features a dark sectional sofa accented by cushions and a stylish area rug. In the background, a dining space with four chairs and a kitchen area is visible. Natural light enters through multiple windows, creating a bright, inviting environment.

Apartment in Patchogue

Charming 2 Bedroom apartment

Enjoy our charming 2 Bedroom apartment that is in a quiet and friendly neighborhood in a cul-de-sac. Private entrance on first floor of our house with 2 Bedrooms, 1 Bathroom, Living room, Dining area, and a Kitchen. Close to: Main highways (Sunrise HWY/Long Island Expressway), Grocery stores, Winery & Vineyards, Davis park ferry, Downtown Patchogue village (Restaurants, bars, breweries, shopping), Beaches, Top Golf, MacArthur airport, Long Island Community Hospital, St Joseph’s College.

4.94 out of 5 average rating, 130 reviews

A calm waterfront scene features a vibrant sailboat gliding across the bay, surrounded by green marshland. A wooden dock leads into the water, with several colorful chairs positioned for relaxation. Soft hills and houses line the distant shore under a gentle mist.

Home in Mastic Beach

Gorgeous Waterfront and Indoor Pool Family Oasis!

Breathtaking Waterfront home with 37 foot heated indoor pool. 3 Bedrooms plus a 800 Sq/Ft master bedroom with wood burning fireplace. WiFi, 3rd floor entertainment room with 120 inch screen movie projector, karaoke, fooseball, pool table. Wraparound terrace, sunroom, 45ft dock with launching ramp, putting green, sand trap, outdoor kitchen, bar & stone patio with tables & BBQ grills & fire pit. Ability to catch abundant fish & blue crabs right from the dock. Picture tells a thousand words.

4.96 out of 5 average rating, 159 reviews

A hot tub is situated beneath soft lighting, surrounded by greenery. The water is gently illuminated in green hues, creating a serene ambiance. Nearby, comfortable seating can be seen, providing a cozy area for guests to relax and unwind.

Home in Mastic

Paradise Citadel hottub, Htd pool, sauna, golf.

🛏 6 Bedrooms, 9 beds & 3 Full Baths 🏊‍♂️ Heated Pool & Relaxing Hot Tub 4-person Sauna 🏀 Half Basketball Court & 🏐 Volleyball Area 🏌️‍♂️ Private Golf Putting Green 🔥 Cozy Firepit & Outdoor Lounge Area 🛝 Swing Set & Kid-Friendly Yard 🍽 Fully Stocked Kitchen & Spacious Dining 🌐 High-Speed Wi-Fi & Smart TVs 10 min to Smith Point Beach & Boardwalk 15–20 min to Long Island Wine Country Nearby hiking at Wertheim Wildlife Refuge Short drive to Tanger Outlets & restaurants

4.94 out of 5 average rating, 256 reviews

The open living area features a custom slate pool table with a vibrant arrangement of billiard balls. A modern kitchen is visible in the background, including sleek cabinetry and a refrigerator. A tasteful seating area includes a fireplace and a large wall-mounted television.

Home in Shirley

By NYC & Hamptons - Hot Tub, Pool Table, Speakeasy

Welcome to Coast to Coast - the perfect getaway from NYC! You may have heard about our new little secret - but you’ll have to come see it for yourself to believe it! Step back into prohibition era Long Island in our hidden speakeasy! Right by Smith Point Beach, we provide accommodations that go above and beyond- this is not your average AirBnB! Soak up the sun at one of LI's top beaches, then enjoy complimentary Netflix, Hulu, cable and more while you shoot pool or play games.

4.94 out of 5 average rating, 137 reviews

A cozy living space features exposed wooden beams and natural light streaming through the windows. A small kitchenette with modern appliances is visible, alongside a comfortable sofa and a rustic wooden coffee table. Decorative shelves and a unique tree branch accent add character to the room.

Tiny home in Mastic

Cozy craftsman style home close to beaches

Feel refreshed when you stay in this rustic gem. 10 minutes from the fire island beaches this newly renovated home will take your breath away. 20 minutes from local wineries theres no shortage of things to do. This is a single dwelling home. There is a basement apartment with a separate entrance. The tenant does not have access to the house. Everything pictured is yours to use! Kick your feet up and enjoy the details of this handcrafted home. Tree house inside and out!

4.78 out of 5 average rating, 206 reviews

A bright bedroom features a spacious bed adorned with soft linens and decorative pillows. A stylish armchair is positioned nearby, complemented by a decorative wall art piece and a delicate chandelier above. Natural light filters through a window dressed with light curtains.

Apartment in Centereach

Spacious one Bedroom Apt with private entrance

Beautiful spacious Apartment w/ private entrance. 1 master bedroom w/Queen bed, dresser, closet & Flat screen T.V. Full kitchen & dining.Gas stove & oven. Living room W/Flat screen T.V, Sofa bed. Renovated bathroom w/shower. Ideal for a weekend get away or work trip. Located minutes from Stonybrook University/Hospital. Convenient to Long Island Airport &Long Island Railroad. If you’re looking for good food & shopping you’ll love it here. Unfortunately we no longer allow pets.

4.84 out of 5 average rating, 243 reviews

A vibrant blue exterior is complemented by a bright yellow door, welcoming guests to the house. A stone pathway leads to the entrance, bordered by well-maintained greenery and flower beds, while trees provide a natural backdrop for privacy.

Cabin in Commack

Private Cabin in Multi Acre Park

I have a professional cleaning company come between all guests. The property is the only house on the street abutting several acres of wooded park land. Get the feeling of nature/privacy similar to being up state NY yet centrally located to Sunken Meadow Parkway, Northern State, LIE. Also near food stores and other essentials. 400 MBPS Internet connection for those who need a reliable internet connection for work! Living room has a pull out queen couch if a 3rd bed is needed.

4.96 out of 5 average rating, 183 reviews

Home in Fairfield

Top Rated Gem | Fire Pit | BBQ | FFU | Near Beach

Welcome to Fairfield Cottage, a cozy retreat that beautifully combines comfort and stylish design for you and your guests. With thoughtful decor and essential amenities, you'll feel right at home. Conveniently located just 90 minutes to NYC, you can easily visit attractions like the Norwalk Aquarium, Beardsley Zoo, and local farms. Unwind at nearby Jennings and Penfield beaches located just 3 miles away, or explore the charming village of Southport.

4.94 out of 5 average rating, 145 reviews

A modern kitchen is showcased, featuring a large center island with four wooden bar stools. Stainless steel appliances and white cabinetry are complemented by granite countertops. Natural light filters in through a window above the sink, illuminating the inviting space.

Home in North Fork

Modern Farmhouse Retreat North Fork Wine Country

Escape to this modern farmhouse retreat in North Fork Wine Country. Enjoy a luxurious stay with a fully stocked kitchen, cozy fireplace, Spacious bedrooms, and spa-inspired bathrooms. Relax in peaceful surroundings close to farms, beaches, pumpkin & apple picking, Tanger Outlets, Splish Splash Water Park, and top wineries. Outdoor dining, private fire pit, scenic views, and nearby hiking trails make it perfect for families, couples, or friends.

4.93 out of 5 average rating, 125 reviews

A modern farmhouse is set on a spacious lot. The architecture features a blend of dark and light siding with a white chimney. A well-maintained path leads to a front porch, surrounded by landscaped greenery, enhancing the inviting curb appeal.

Home in Rocky Point

Luxury modern farmhouse with heated pool & hot tub

*pool closes end of October This beautiful modern farmhouse is located on a one-acre lot and features a custom designed open-concept living space with vaulted ceilings that opens directly into a pool area. Hidden behind a bookshelf, you'll find a gorgeous game room with a piano and a pool table that can be easily converted into a ping pong table or working space. Please note that we do not allow weddings and events at this time.

Popular amenities for Shirley Accommodation with Fireplace

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with a fireplace

4.9 out of 5 average rating, 176 reviews

The exterior features a charming facade with wooden shingles and a welcoming front porch. Two vibrant blue doors highlight the entrance, surrounded by blooming flower pots and neatly arranged greenery. White columns support the porch roof, enhancing the spacious feel of the entryway.

Home in Port Jefferson

Harborfront Star

4.93 out of 5 average rating, 147 reviews

A contemporary home is depicted with a clear blue pool in the foreground, surrounded by a spacious wooden deck. Lush greenery and autumn foliage frame the property, while sliding glass doors provide views of the interior.

Home in The Hamptons

Peaceful Retreat in Immaculate Architect’s House

4.96 out of 5 average rating, 51 reviews

A large outdoor pool is surrounded by lounge chairs and umbrellas, inviting relaxation. Well-maintained gardens and trees frame the area, with a spacious deck along one side. The bright blue sky enhances the tranquil atmosphere of this inviting outdoor retreat.

Home in The Hamptons

Spectacular Southampton Retreat!

Home in Port Jefferson Station

A spacious living area is visible, featuring a combination of a cozy sofa and a comfortable chair. A flat-screen television is mounted on the wall. An inviting kitchen bar with stools is seen in the background, along with a modern kitchen setup and wood-style flooring throughout.

4.95 out of 5 average rating, 21 reviews

Newly done basement apartment Great location

5 out of 5 average rating, 36 reviews

Home in Center Moriches

Cozy East End Retreat • Fireplace & Fire Pit

4.94 out of 5 average rating, 16 reviews

A serene backyard retreat features a heated pool surrounded by lush greenery. Lounge chairs with black and white stripes are positioned on the grassy area, complemented by shaded umbrellas. The clear sky and sunlight enhance the outdoor space, creating a refreshing ambiance.

Home in Bellport

Stunning 4 Bedroom Bellport Village House W/Pool

5 out of 5 average rating, 7 reviews

An aerial view of a modern home surrounded by lush greenery features large windows that illuminate the interior. The outdoor pool reflects the evening sky, and several lounge chairs are positioned along its edge, offering a spot for relaxation by the water.

Home in Bellport

Bellport Park | Pool, Fire Pit & Balcony

4.98 out of 5 average rating, 42 reviews

A spacious backyard is visible, featuring a newly installed heated pool surrounded by lush landscaping. Deck furniture invites relaxation, while tall grasses and flowering plants frame the scene. The exterior of the home highlights modern design elements against a backdrop of overcast skies.

Home in Bellport

Trendy Ranch in Bellport Village

Apartment rentals with a fireplace

4.91 out of 5 average rating, 171 reviews

A modern, split-level home is featured, set amidst a well-maintained lawn. The exterior is clad in light-colored siding, with decorative shrubs and small trees framing the entrance. Steps lead up to the front door, accentuated by a welcoming porch.

Apartment in Freeport

Comfortable, Split-Level Modern NY Space

4.88 out of 5 average rating, 17 reviews

A comfortable living area features a dark sofa adorned with decorative cushions, complemented by a wooden side table and a glass table. Soft lighting is provided by lamps on both ends, while a flat-screen TV is mounted on the wall. Natural light filters through a window with blinds.

Apartment in Smithtown

The Suite at North shore LI

4.86 out of 5 average rating, 21 reviews

Apartment in Medford

Medford Seclusive Getaway

Apartment in The Hamptons

A charming view is displayed through a large window, overlooking a green lawn that leads to a serene waterway. A decorative piece resembling a swan rests on a small table, casting a soft shadow as sunlight streams in.

4.93 out of 5 average rating, 167 reviews

Whaling Captain Pierson's Cottage

4.91 out of 5 average rating, 133 reviews

A corner of the apartment features unique hand-tinted windows that create colorful reflections. A cozy armchair sits beside a fireplace, surrounded by potted plants. The space is complemented by a woven area rug and a light-colored bed with a simple texture.

Apartment in Bridgeport

Stylish Sheek Loft Ricport Studio 2, Downtown

4.98 out of 5 average rating, 124 reviews

A modern kitchen features white cabinetry and sleek stainless steel appliances. The spacious layout includes a large refrigerator, a built-in oven, and a dishwasher. Natural light enters through nearby windows, illuminating the stylish countertops and a decorative rug that adds warmth to the space.

Apartment in Stamford

Luxurious 1BR Downtown Stamford

Apartment in The Hamptons

A well-lit living area is highlighted by a cream-colored sofa with nautical-themed pillows. A wooden coffee table features shells and a vase of flowers. Display shelves in the background hold decorative items, with natural light streaming through large windows.

4.84 out of 5 average rating, 141 reviews

Vacation at the Beach: Entire Home

Apartment in The Hamptons

A sandy path leads through beach grass, flanked by wooden fencing, toward a tranquil ocean beyond. Clear blue skies complement the scene, where gentle waves are visible on the horizon.

4.98 out of 5 average rating, 130 reviews

Walk to Bay and Ocean-Newly Renovated

Villas with a fireplace

Private room in Oyster Bay

A private room features a spacious bed draped in a patterned coverlet. A wooden dresser with multiple drawers stands nearby, complete with a television and decorative items. A window adorned with a curtain allows natural light to illuminate the warm beige walls, contributing to a cozy environment.

4.83 out of 5 average rating, 48 reviews

Theodore Roosevelt, Victorian Private room

A lush backyard features a children's playset alongside a hammock. Adirondack chairs are arranged around a fire-pit, framed by trees and greenery. A serene waterfront view is visible, with a dock extending into the calm waters, enhancing the natural landscape.

5 out of 5 average rating, 106 reviews

Hamptons WaterLiving-Dock, Kayak, Beach, EV charge

A heated salt water pool is surrounded by a stone patio, reflecting sunlight on its clear surface. A Japanese Maple tree provides shade along one edge, enhancing the serene outdoor space. Lush green grass and a white fence enclose the area, creating a private setting.

4.95 out of 5 average rating, 75 reviews

Just renovated Southampton retreat w/ heated pool

Villa in Long Beach

Pool and private beach with 5 bedrooms 3 baths

Southampton Private Retreat with Ocean Views