Pet-friendly holiday rentals in Napeague

4.87 out of 5 average rating, 102 reviews

Hamptons Oceanfront Oasis

Escape the hustle & bustle of city life and unwind at this stunning home in the Hamptons. The oceanfront oasis is the perfect way to wake up to ocean views, beaches and nearby restaurants. Relax on our spacious deck - perfect for morning coffees & sunset cocktails. It is just a short drive to the train station & only 15 minutes from the airport for quick getaways. For your safety, the home is equipped with Ring cameras and one-use key codes. Book now and experience the ultimate Hamptons escape!

A tranquil saltwater pool area is surrounded by lush greenery, featuring four sun loungers with colorful cushions. A large blue umbrella provides shade on the paved deck, enhancing the outdoor relaxation space.

4.87 out of 5 average rating, 218 reviews

CozyFallRetreat,Walk2Beach,FencedYard4Pup,Spotless

Meticulously cleaned home.Tranquil family neighborhood in historic artist's beach community.Heated saltwater pool.Wood burning fireplace.Private fenced-in backyard.Half mile to private bay beach. Bike great trails & savor delicious meals prepared in fully equipped kitchen.Enjoy Clearwater Beach's renowned sunset. Easy living home.We welcome all respectful guests.East Hampton's best restaurants are nearby.Smoke free.Small dogs permitted.Cell reception booster! Ask about EVcharger.RentalR-25-705

4.99 out of 5 average rating, 108 reviews

An open-concept living space features a dining area with a rectangular wooden table adorned with a decorative bowl. A spacious couch is positioned near a fireplace, with large windows allowing ample natural light. A stylish chandelier hangs above, complementing the high, pitched ceiling.

Villa in The Hamptons

East Hampton Village Fringe, Renovated with Pool

This remarkable East Hampton home, nestled along a quiet cul-de-sac, is just moments from shopping, restaurants, and ocean beaches. The residence features an abundance of natural light, crisp neutral color tones, and tall, pitched ceilings that enhance the sense of space. The calming, heated pool provides a perfect retreat for relaxation. Please review our disclosures and house manual to ensure this home meets your needs and expectations. We want to make sure it’s the perfect fit for you.

Place to stay in The Hamptons

4.96 out of 5 average rating, 141 reviews

Walk-To-The-Beach House In The Dunes

(Weekly in season! Please inquire before booking!) This south-of-the highway artist residence is just three minutes by foot to the ocean. Up to 4 bedrooms + a queen sleeping loft, 2 full en site indoor bathrooms, one half off common room, 3 massive outdoor bathrooms, new central AC, multi-zone hi-fi, x2 two-person soaking hottubs. Fireplace, propane and charcoal grills, fiberoptic internet at blazing 500mbps! Only 6 mins to Montauk or Amagansett. Short walk to jitney stop.

A modern black-clad home is visible with large windows reflecting soft light. Lounge chairs line the pool area, accompanied by umbrellas providing shade. A playful inflatable is positioned in the sparkling aqua pool, framed by lush greenery creating a serene outdoor environment.

4.76 out of 5 average rating, 106 reviews

Spacious East Hampton Getaway with Pool

This bright and comfortable 3 bedroom, 2 bath Scandinavian home awaits! Located just a 5 minute drive Sag Harbor and 10 minutes to the heart of East Hampton to enjoy beaches, shopping, restaurants and bars. The light hardwood floors create a crisp feel that you have to witness. The first floor's two guest beds open out to a lovely eat-in kitchen with dining and living rooms featuring a wood-burning fireplace and pool to check every box for year-round fun.

4.93 out of 5 average rating, 148 reviews

A bright living area features light-colored walls and wooden flooring. A comfortable sofa and a plush chair are arranged around a rustic coffee table. A ceiling fan hangs above, while a kitchen with a blue island is visible in the background, enhancing the space's openness.

Home in North Fork

Modern Farmhouse Steps to Beach & Love Lane

Our home is professionally designed and set on a spacious, manicured green parcel enclosed by a Cul-de-sac with complete privacy inside and out. The home is designed with all modern conveniences and is located less than a 5 minute walk to Love Lane (Mattituck's charming downtown), Veteran's Beach (one of the best beaches on the Northfork) and the Mattituck train station. It is a place to relax, unwind and enjoy all that North Fork has to offer.

4.9 out of 5 average rating, 226 reviews

A clear blue saltwater pool is surrounded by a landscaped yard featuring green grass and shrubs. Several lounge chairs are positioned nearby under light blue umbrellas, providing shade. A two-story house is visible in the background, framed by tall trees.

Home in North Fork

Greenport Beach house Mini Resort Spa & Catering

Nestled steps from the beach, and all that Greenport and the North Fork has to offer, this exquisitely charming 3 bedroom 2 bathroom waterfront home is absolutely delightful.. You’ll love my place because of the views, the location, the people, the ambiance, the outdoors space, and the Saltwater pool.. My place is good for couples, solo adventurers, business travelers, families (with kids), groups, and furry friends (pets).

The exterior of the beach house is presented, showcasing a dark blue façade complemented by a wooden deck. A white door is visible, flanked by two large windows that allow natural light. Surrounding greenery adds to the inviting entrance.

4.89 out of 5 average rating, 475 reviews

DITCH PLAINS SURF HOUSE

Beach house on quiet street, 200 yards to Montauk's best surfing beach, Ditch Plains. The house is a simple all white home with 2 decks, BBQ, bikes, kayak, and easy open floorplan. You can hear the ocean all day long on this hidden Montauk street. Easily walk or bike to the beach, where you find waves, food trucks in the summer & miles of sand and ocean heading west to Montauk.

Guest suite in North Fork

The exterior of a historic Tudor home is shown, featuring a blend of brick and wood accents. A winding driveway leads to the entrance, surrounded by lush greenery and a decorative black fence. Trees provide shade, enhancing the serene outdoor setting.

4.88 out of 5 average rating, 696 reviews

Walk to Vineyards, Beaches, Farms & Town

Private bungalow with a separate entrance in a historical tudor home. Spacious bedroom with king-sized bed, kitchenette and bathroom. Two bikes, cable TV, internet, AC, beach towels, parking, snacks, coffee and water all provided. Walking distance to the beach, restaurants, shops, vineyards, grocery, farms and fish market. Jitney stop is one block away!

A spacious backyard features a heated swimming pool surrounded by a sun deck, adorned with loungers. Lush greenery and trees provide a natural backdrop to the inviting setting, while a charming house is visible in the distance.

4.88 out of 5 average rating, 123 reviews

4 BD w/ Heated Pool in E Hampton, Fully Furnished

Rent a beautiful and spacious 4 bedroom/3 bathroom property in East Hampton with a heated swimming pool in the backyard. This three level house with large kitchen, central A/C, BBQ in the backyard, and a garage is the perfect place to entertain guests or to relax and escape in East Hampton.

4.93 out of 5 average rating, 215 reviews

A compact entryway features a mirrored console table with lighting, enhancing the sense of space. A small dining area with two stools is positioned beside a refrigerator. A plant sits on the table, adding a touch of greenery. Soft seating and a rug complete the inviting atmosphere.

Flat in The Hamptons

Private paradise 3 min from town ice skating pond!

Located close to everything three minutes from town five minutes from the beaches you have your own pond to ice skate on in the winter months. Home is 2 minutes from Montauk Downs State Park and Golf Course. 5 minutes from Ditch Plains surfing, 8 minute walk to town.

The exterior of a cottage is presented, featuring natural wood siding and a gabled roof. A solid front door is centered, with a small overhang extending above. A stone pathway leads to the entrance, framed by well-maintained landscaping and grass.

4.91 out of 5 average rating, 616 reviews

Montauk Oceanview

This fully furnished oceanview 1bd cottage steps to the beach with hardwood floors, an open beam ceiling, and a working fireplace allows you to enjoy Montauk throughout all seasons. There is a fully equipped kitchen,cable,central air,wireless,and an outside grill.

Popular amenities for Napeague pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

The airy living space features white shiplap walls and a high ceiling, accented by natural light from multiple windows. A gray sofa is paired with a glass coffee table, while a decorative fireplace adds charm. A ceiling fan provides airflow, enhancing the inviting atmosphere.

4.89 out of 5 average rating, 284 reviews

PICTURE PERFECT SOUTHAMPTON HOME-

4.98 out of 5 average rating, 46 reviews

A serene waterfront scene is presented, showcasing calm blue waters extending towards the horizon under a clear sky sprinkled with a few clouds. The sandy shoreline gently curves along the edge, bordered by sparse greenery for a peaceful coastal ambiance.

Home in Mastic Beach

Mastic Beach Surf House

The living area features a cozy fireplace with modern seating options positioned around a stylish coffee table. A large overhead light fixture adds a unique touch, while greenery and decorative elements enhance the space's tranquility. Large windows allow natural light to fill the room.

5 out of 5 average rating, 21 reviews

Walkable Designer Home in East Hampton Village!

A modern studio room features a spacious bed beside a seating area with a comfortable sofa and a small coffee table. Large windows with slatted shades allow natural light in, while a round mirror enhances the decor. Soft green and brown tones are present in the furnishings.

5 out of 5 average rating, 38 reviews

A Fall/Winter Escape from the City

A bright and airy living space features large windows allowing natural light to fill the room. Wooden dining chairs surround a rectangular table, while comfortable seating is arranged in a cozy arrangement. Indoor plants add a touch of greenery, enhancing the inviting atmosphere.

4.93 out of 5 average rating, 123 reviews

Classic Southampton Village Home w/ Pool

A modern addition with large glass walls is depicted, providing views of a spacious deck and surrounding greenery. A dining area with wooden chairs sits adjacent to a hot tub, while the original cottage features windows revealing cozy interior spaces.

5 out of 5 average rating, 22 reviews

Captains Quarters | Off Season avail. ask for deal

A swimming pool with clear blue water is surrounded by a spacious deck. Lounge chairs with striped cushions are arranged for relaxation. Colorful umbrellas provide shade over outdoor sofas, and lush greenery in the background enhances the serene environment.

4.93 out of 5 average rating, 159 reviews

Large heated pool, games room, near private beach

5 out of 5 average rating, 7 reviews

Charming House In The Village

Pet-friendly home rentals with a pool

A spacious living area features rustic wooden beams and light walls, creating a bright atmosphere. A comfortable white sectional sofa is adorned with neutral throw pillows, and a wooden coffee table holds a decorative bowl. Large windows allow natural light to fill the space.

4.92 out of 5 average rating, 133 reviews

Beach Barn w/ Heated Pool & Sauna - Dog Friendly

5 out of 5 average rating, 47 reviews

An aerial view captures the heated saltwater pool surrounded by a spacious patio. Lounge chairs and shaded seating areas are arranged near the pool, with outdoor furniture positioned for relaxation. Lush greenery and a landscaped garden frame the space, providing a serene environment.

Home in Yaphank

Long Island Getaway w/ Heated Pool & Lake

A tranquil outdoor space features a heated pool surrounded by neatly manicured grass and various lounge chairs. The stylish home in the background showcases a spacious deck with striped umbrellas, creating inviting areas for relaxation and enjoyment amidst lush landscaping.

4.94 out of 5 average rating, 16 reviews

Breathtaking Sag Harbor 5 bed 6 bath-Heated Pool

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.

4.97 out of 5 average rating, 127 reviews

Stylish+Cozy Hamptons Winter Getaway-5min to Beach

A single-story house features a combination of light-colored siding and a welcoming front porch. Lush green grass surrounds the home, with neatly trimmed bushes adding to the curb appeal. Tall trees provide a natural backdrop, and the American flag hangs from the porch.

5 out of 5 average rating, 8 reviews

Perfect Beach Home in Sag Harbor

5 out of 5 average rating, 18 reviews

The modern house is presented with large windows that reflect surrounding greenery. A spacious wooden deck features outdoor seating arrangements and shade umbrellas. A clear pool invites relaxation, completing a serene outdoor setting.

Villa

Stylish Beauty with Tennis

A light blue house features a welcoming front porch with bright blue chairs. The well-maintained lawn is surrounded by a white picket fence and shaded by a leafy tree. A gravel driveway leads to the garage, creating an inviting outdoor space.

4.93 out of 5 average rating, 166 reviews

Montauk Cottage Escape

An open-plan living area features a spacious dining table surrounded by black chairs. Natural light floods in through several windows and skylights, illuminating the modern kitchen equipped with sleek cabinets and stainless-steel appliances.

4.96 out of 5 average rating, 51 reviews

Renovated Southampton Home+Pool

Private, pet-friendly home rentals

A landscaped yard features a lush green lawn framed by mature trees and bushes. The expansive bay and ocean views are visible in the background. A colorful sunset paints the sky, creating a serene and tranquil setting.

4.98 out of 5 average rating, 56 reviews

Best View + Putting Green + Private Beach

4.92 out of 5 average rating, 53 reviews

An inviting two-story home is highlighted by a stone facade and a decorative chimney. A spacious deck is furnished with chairs for relaxation, surrounded by a well-kept lawn and a variety of trees, creating a serene outdoor environment.

Home in South End

Gorgeous home with saltwater pool. Steps to beach!

A spacious living area is highlighted by a stone fireplace, flanked by large windows that provide ample natural light. Wooden beams run across the ceiling, complementing the neutral-toned furnishings, including a cozy sofa. A dining table is visible in the background, surrounded by greenery.

4.98 out of 5 average rating, 50 reviews

Chic cottage on lush, secluded acre by the beach.

An expansive wooden deck is depicted, surrounded by greenery. Low wooden planters are positioned along the railing, providing a natural element. The clear blue sky and subtle hints of the bay can be seen in the distance, creating a serene outdoor space.

4.84 out of 5 average rating, 31 reviews

4 Br Beach House; Short Walk to Beach!

5 out of 5 average rating, 3 reviews

Montauk Bungalow

5 out of 5 average rating, 22 reviews

A cozy living area features a comfortable sofa adorned with neutral-toned cushions. A large television is mounted on the wall. Natural light filters through multiple windows, brightening the space. A small side table and an armchair complement the seating arrangement, creating an inviting atmosphere.

Flat in The Hamptons

Southampton apt walk to village

4.89 out of 5 average rating, 72 reviews

A sunlit living area features a light-colored sofa accented with blue pillows. A coffee table sits in front, and a ceiling fan adds comfort. Large windows provide views of greenery outside, while a side table with a lamp enhances the cozy ambiance.

Guest house in South End

Southold- Adorable 1 Bedroom Cottage

A compact living area features a blue sofa adorned with patterned pillows and a geometric area rug. A dining table with two wooden chairs is positioned near a mirror reflecting natural light from the window. Potted plants add a touch of greenery to the space.