Pet-friendly vacation rentals in Fire Island

A vibrant blue exterior of the cottage is complemented by wooden decking, leading to an inviting entry. A couple of white chairs provide a space to relax, while colorful buoys hang decoratively. Glass bottles scatter along the ground, adding character to the outdoor area.

4.94 out of 5 average rating, 202 reviews

Fire Island Pines Mid-Century Beach Cottage

This Fire Island Pines house is an Early-Pines artist's paradise. Our house was once written up in House & Garden (photo spread at house), and provides an authentic bohemian Pines lifestyle: Layered decks descend the hill for sun and shade with main decks surrounding, plus a roof-top deck for 4, all make for a party-friendly space; secluded on two old-growth lots for plenty of get-away privacy. Beautiful white-sand beach only 150 steps away. You'll fall in love with this unique Pines experience.

PetsWalkabilityValue

4.94 out of 5 average rating, 202 reviews

An aerial view captures the serene neighborhood, showcasing small homes interspersed with trees and greenery. The bay can be seen in the distance, along with the nearby beach access. The well-maintained grounds of the property highlight a clean, welcoming environment.

Home in Shirley

Waterview Beach House: 3 Kings + Putting Green

Unwind at this 3-story waterview beach home in Shirley, NY. Bellport Bay is right across the street with easy beach access. 0.4 mi to Shirley Beach 1.8 mi to Smith Point Beach — perfect for ocean days or Fire Island trips. Featuring: • 3 king beds + 1 full + 3 sofa beds • 70” living room TV + 3x 50” bedroom TVs • Fully equipped kitchen • BBQ grill, fire pit & putting green on premium turf • 6 beach chairs + 2 umbrellas included • High-speed WiFi & keyless entry Your Long Island beach escape!

Outdoor spacesPetsBathroom

4.91 out of 5 average rating, 141 reviews

Home in Springs

Serene + private ~ 1 block to waterfront dining

Serene, chic Hamptons oasis! Located 1 block to waterfront dining + 8 mins to Main St. A perfect escape for any time of year! During summer, swim all day + walk 1 block to waterfront dining for dinner, drinks, coffee on the sea! During fall/winter, enjoy the firepit, indoor wood burning fireplace, 80' streaming TV + large fully stocked Chef's kitchen! The home is nestled in nature and serenity, perched back on a large piece of private property. Perfect for a serene escape to relax and unwind!

Outdoor spacesPetsLong stay

4.99 out of 5 average rating, 170 reviews

Guesthouse in Rowayton

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.

PetsOutdoor spacesDecor

4.93 out of 5 average rating, 134 reviews

A serene landscape features a heated saltwater pool bordered by lush greenery. Sun loungers are positioned around the pool under umbrellas, while a wooden fence with trees creates a peaceful backdrop, enhancing the outdoor relaxation space.

Home in Mattituck

Modern farmhouse w/ pool, beach, horses and winery

A new, modernized farmhouse with a heated saltwater pool in the heart of North Fork. Nestled on an acre of lush, fully fenced yard, the home can easily accommodate up to 8 guests and all pets! Minutes away from Love Lane (Mattituck's charming downtown), Breakwater Beach (one of best beaches in North Fork), Mattituck train station and surrounding the award winning Bridge Lane Vineyards and picturesque Seabrook Horse Farm, this bucolic home offers the perfect setting for a North Fork getaway.

PetsOutdoor spacesBathroom

4.98 out of 5 average rating, 182 reviews

A light-filled living space is highlighted by a wall of glass, providing expansive views of the water and a natural landscape. The space includes a round coffee table on a light floor, with comfortable seating arranged to enjoy the serene outdoor scenery.

Cottage in Riverhead

Savor Ocean Sunsets at a Soothing Beachfront Haven

Newly renovated and featured as a top Airbnb by New York Magazine, The Beach Cottage has been designed and decorated in a modern organic style, with a palette of whites and neutrals to create a serene and peaceful escape. Relax in the airy, light and open living room, which features a wall of glass for indoor/outdoor living with expansive, uninterrupted water views. Stay on the property for swimming, beach walks, sunsets and BBQs - or venture out to enjoy all the North Fork has to offer.

WalkabilityOutdoor spacesAccuracy

4.96 out of 5 average rating, 184 reviews

Home in Mastic

Family Retreat with Heated Pool, Hot Tub, Sauna.

🛏 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

Outdoor spacesPetsParks

Apartment in Hampton Bays

A calm waterfront scene shows a serene body of water reflecting the sky. A sandy beach is visible, framed by natural vegetation, with a wooden barrier along the shoreline. The peaceful setting invites relaxation and enjoyment of the outdoors.

4.97 out of 5 average rating, 442 reviews

Private & Cozy Cottage with short walk to beach!

Walking distance to Bay Beach & Rumba, & short drive to town & ocean. Quiet neighborhood, great for couples, King bed upstairs, bit of a steep staircase, so may not be suited for anyone with mobility challenges. Kayaks, paddle-boards, available to enjoy. Dog friendly with fenced in patio and doggy door. Private outdoor patio, with charcoal grill. A/C & Heat for year-round enjoyment. Easy to get in/out from the city. Close drive to visit Westhampton and Southampton Main Streets.

WalkabilityOutdoor spacesBathroom

4.87 out of 5 average rating, 137 reviews

A serene scene features a well-kept pool surrounded by lounge chairs, reflecting the colors of the sunset. The main house and pool house are visible, each with large windows and inviting outdoor spaces. Lush greenery outlines the property, enhancing the tranquil setting.

Home in Hampton Bays

Stunning Hamptons Waterfront Escape w/ Sunset View

Experience an unforgettable trip in the Hamptons at our waterfront haven! Savor the views and sunset from our spacious deck. Vaulted ceilings and large windows flood the space with natural light. Brand new Weber Grill (2025). We have completed renovations of 3 bathrooms, 2 kitchens, and the entire pool house over the last 18 months. Our home is <10 minutes drive to the beach, groceries, and restaurants! Our pool will open May 23, 2026 and close on Labor Day.

Outdoor spacesPetsLocation

4.94 out of 5 average rating, 116 reviews

A spacious backyard is showcased with a large saltwater pool, featuring a floating inflatable and sun loungers arranged along the edge. The house stands in the background, framed by trees and an inviting grassy area, enclosed by a black fence.

Home in Hampton Bays

Coastal Retreat|Heated Saltwater Pool|5 MinToBeach

Unwind in Hamptons Bliss! A coastal oasis awaits at this exquisite vacation house. Immerse yourself in luxury, from the elegant interiors to the serene outdoor retreat including a massive fenced-in salt water heated pool (Memorial Day to Labor Day) that will leave you in awe. Indulge in beachside bliss, upscale shopping, and culinary delights. Create memories that will linger long after the sun sets over the horizon. Your dream Hamptons getaway starts here!

WalkabilityOutdoor spacesAccess

4.96 out of 5 average rating, 114 reviews

A sandy pathway illuminated by soft lights leads toward a tranquil beach at dusk. Tall grass borders the path, and the horizon showcases a gentle gradient of colors as the sun sets over the calm water.

Home in Miller Place

Ocean House

Rare opportunity to rent your own 100’ Private Beach Front Oasis and enjoy all four seasons! This one-of-a-kind gem on a full sandy acre is only 60 miles from NYC. Brand new chef's kitchen w. Viking appliances. Living room w. wall of glass showcasing the breathtaking views of the Sound. The home also has a hot sauna & in sauna shower. Port Jefferson ferry (5mins away) connects you to New England. Our prices are not negotiable.

Outdoor spacesWalkabilityAir conditioning

4.91 out of 5 average rating, 220 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 Walk to Harbor & Village

** Airbnb Fees are now included in the nightly Rate* **Coastal Retreat** Perfectly located just steps from the waterfront, placing you within easy walking distance of the marina, Harborfront Park, boutique shops, cafés, restaurants, and the ferry. Whether you’re here for a relaxing getaway, visiting Stony Brook, or exploring Long Island’s North Shore, this home offers the perfect blend of comfort, style, and location.

Outdoor spacesWalkabilityCleanliness

Popular amenities for Fire Island pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.93 out of 5 average rating, 158 reviews

A patio is shown with a wooden table and a dark wicker chair overlooking a scenic view. A clear sky with scattered clouds is visible in the background, along with open fields and distant structures. Utility poles line the road, adding context to the setting.

Home in Patchogue

Joyful Beach House, viewing The Great South Bay

WalkabilityPetsFamily

4.94 out of 5 average rating, 145 reviews

Home in Milford

Oceanfront Beach House w/ Private Hot Tub

PetsWalkabilityNearby

4.91 out of 5 average rating, 144 reviews

A modernist house is surrounded by vibrant autumn foliage, showcasing a blend of red, orange, and green leaves. The structure features large glass windows and a roof that floats above the walls, offering scenic views of the lush forest.

Home in Rye

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

Outdoor spacesPetsBackyard

4.97 out of 5 average rating, 154 reviews

A heated saltwater pool is surrounded by a spacious green lawn and lounge chairs, with a tree-lined white fence in the background. The house features a charming design with large windows and a wide patio area, suitable for outdoor dining and relaxation.

Home in Hampton Bays

Stylish+Modern Cape w/Saltwater Pool-5min to Beach

Outdoor spacesWalkabilityValue

4.99 out of 5 average rating, 159 reviews

Two wicker chairs with patterned cushions are positioned beside a large window, offering a panoramic view of the sandy beach and ocean. The serene landscape includes gentle waves and distant beachgoers, framed by a bright sky.

Home in Milford

Serene Waterfront Retreat - 400 ft Private Beach!

Outdoor spacesPetsQuiet

4.98 out of 5 average rating, 57 reviews

Home in Ocean Beach

Pet-Friendly, 5 min walk to beach & ferry

PetsOutdoor spacesIndoor spaces

4.99 out of 5 average rating, 83 reviews

A vibrant sunset fills the sky with shades of pink, purple, and orange over the calm waterfront. Silhouettes of trees and nearby boats create a serene backdrop against the colorful horizon, complementing the tranquil scene by the dock.

Home in Bay Shore

Bay Shore Boat House

WalkabilityOutdoor spacesAccuracy

A black swan-shaped float rests in a clear, inviting pool. Surrounding the pool are wooden deck areas furnished with lounge chairs and a dining table, accommodating six. The serene setting includes shaded areas provided by umbrellas, framed by lush greenery in the background.

4.88 out of 5 average rating, 26 reviews

FI Pines Updated 3 BR/2 BA with Heated Pool, Spa

Outdoor spacesWalkabilityAccess

Pet-friendly home rentals with a pool

4.93 out of 5 average rating, 157 reviews

A dining area is presented featuring a dark wooden table surrounded by four white chairs. A decorative potted plant is centered on the table, complementing the modern decor. A doorway leads to a softly lit bedroom in the background.

Home in Port Jefferson

Port Jefferson Convenient, Cozy and Chic!

PetsWalkabilityAir conditioning

4.91 out of 5 average rating, 201 reviews

Home in Sag Harbor

Barefoot Bliss | Quiet Family Retreat Heated Pool

Outdoor spacesWalkabilityDecor

4.94 out of 5 average rating, 334 reviews

An enclosed outdoor living space features a wooden deck overlooking a heated pool. Furnished with a large round table and comfortable seating, natural light floods through the screens, creating an airy atmosphere. Elegant trees and lounge chairs visible outside enhance the serene environment.

Home in Bridgehampton

Amazing Home close to Everything -

WalkabilityPetsWifi

4.91 out of 5 average rating, 141 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!

PetsOutdoor spacesView

4.96 out of 5 average rating, 214 reviews

A cozy bedroom featuring a spacious bed dressed in soft linens is positioned against a light-colored wall. Natural light filters through two windows, casting gentle shadows on the warm wooden floor. A ceiling fan hangs overhead, and a mirror and chair add functional elements to the space.

Home in North Fork

Secluded Farmhouse - Studio Apartment Style Unit

Outdoor spacesPetsValue

4.97 out of 5 average rating, 119 reviews

A spacious living area features a comfortable seating arrangement with a modern sofa and armchair. A wooden coffee table is positioned at the center. Light-colored walls complement the dining area, which includes a large table surrounded by chairs, illuminated by a stylish overhead light fixture.

Home in West Hempstead

Modern 3 Bedroom Apartment Oasis PRIME Location

PetsWalkabilityLayout

4.94 out of 5 average rating, 166 reviews

A well-maintained outdoor pool area is surrounded by a wooden deck and lush greenery. Lounge chairs are positioned along the pool, with a shaded area provided by a large tree. The clear blue water of the pool reflects the sunlight, inviting relaxation.

Home in Water Mill

Astounding Watermill 5 Bedroom home with Pool

Outdoor spacesPetsLaundry

Superhost

A modern home is set on a spacious green lawn, featuring a combination of wood and metal siding. Large windows allow natural light to fill the interior. A stone pathway leads to the entrance, framed by lush landscaping and trees, enhancing the outdoor tranquility.

Home in Springs

4.89 out of 5 average rating, 117 reviews

Modern East Hampton Home w/ Heated Saltwater Pool

Outdoor spacesPetsCleanliness

Private, pet-friendly home rentals

4.93 out of 5 average rating, 74 reviews

A bright living area features natural wood walls and ceiling, creating a warm ambiance. A large window offers views of the outdoor patio. Comfortable seating lines the walls, and a sleek coffee table sits on a soft area rug, enhancing the inviting setting.

Cottage in Fire Island

Beach Home on Fire Island/Dog Friendly

Outdoor spacesWalkabilityCheckout

Superhost

The image captures a sandy beach area bordered by lush grass, leading to two nearby wooden houses. A sunset sky illuminates the scene with soft hues, while the water gently reflects the changing colors. Relaxation and coastal charm are evident in this serene setting.

4.86 out of 5 average rating, 56 reviews

Bay Front Upper Level Cottage 47E

PetsOutdoor spacesBeach

4.98 out of 5 average rating, 48 reviews

A well-lit sleeping area features a modern bed with crisp linens and patterned blankets. Side tables are positioned beside the bed, with lamps providing soft lighting. Natural wood flooring enhances the cozy atmosphere, while hooks on the wall offer convenient storage.

Apartment in Fire Island

Studio for 2 in Cherry Grove, Fire Island

PetsWalkabilityCheck-in

4.99 out of 5 average rating, 99 reviews

A spacious deck features new outdoor furniture, including a sectional sofa, lounge chairs, and a dining table shaded by a large umbrella. A BBQ grill is positioned nearby, surrounded by lush greenery, enhancing the outdoor ambiance.

Home in Ocean Beach

Charming 4BR House in Ocean Beach

WalkabilityPetsBeach

4.89 out of 5 average rating, 19 reviews

The exterior of a green cottage features a white picket fence and neatly trimmed hedges. An American flag is displayed from the porch, where a door with a decorative window adds character. Large windows allow natural light to brighten the space.

Home in Ocean Beach

Beach and Town House Steps to ALL!

Outdoor spacesWalkabilityDecor

4.95 out of 5 average rating, 86 reviews

A well-maintained outdoor area features two blue lounge chairs facing a sandy beach. Pathways of stepping stones lead towards the water, framed by green grass and beach access. A gazebo is positioned nearby, complementing the serene coastal view.

Cottage in Patchogue

Toes in the Sand Beach Cottage

PetsWalkabilityKitchen

5.0 out of 5 average rating, 44 reviews

An outdoor deck features a large dining table surrounded by multiple chairs, shaded by a sun umbrella. In the background, beach chairs and an umbrella are set on the sand, with calm waters extending toward the horizon.

Home in North Fork

Hang by the (Chel)SEA

WalkabilityOutdoor spacesBathroom

Superhost

A serene swimming pool reflects the clear sky, featuring colorful inflatable pool floats. The house with large windows is visible in the background, surrounded by outdoor seating and a dining table on the deck. Sunlight creates a shimmering effect on the water's surface.