Cottage vacation rentals in Napeague

The image showcases a spacious outdoor area featuring a heated gunite pool surrounded by manicured grass. Four loungers with umbrellas are positioned near the pool, while a cozy seating arrangement is visible on the patio. A charming cottage is seen in the background.

4.96 out of 5 average rating, 101 reviews

Modern Southampton Cottage | Heated Pool & Peloton

Modern Hamptons cottage with mid-century modern interior, our 3 bedroom/ 2 bathroom cottage is set on manicured grounds and perfectly equipped for your stay. Heated gunite pool (summer months only) with retractable cover, Peloton bike and Central Air throughout. Newly renovated kitchen with high end appliances, large outdoor deck perfect for entertaining with new Weber grill. Private driveway accommodates 4 cars. 4 adult bicycles. 8 min ride to Southampton village. 15 min to Coopers Beach.

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, 167 reviews

Montauk Cottage Escape

EH Town Rental Registry: 23-483 Escape to Montauk’s Quiet Side- Enjoy the peaceful beauty of Montauk in the off-season from this updated, spacious, comfortable home - close to town, beaches, and scenic trails. Between cozy nights in and crisp coastal walks, this is the perfect retreat for a weekend getaway or a work-from-home reset. Reliable Wi-Fi and a fully equipped kitchen make it easy to settle in for a few days—or weeks. Dogs are welcome with prior approval (Additional pet fee applies.)

A charming cottage is framed by lush greenery and well-maintained landscaping. The light-colored exterior features large windows and a welcoming green door. A stone walkway leads to the entrance, while a gravel driveway curves around, enhancing the natural setting.

4.96 out of 5 average rating, 197 reviews

Secluded Southampton Cottage w/Pool & Spa

*Follow Us on Insta @SimmerCottage* This designer-decorated cozy cottage near Southampton Village & a short drive or bike to the beach has a stocked chef's kitchen, cozy living room with wood-burning stone fireplace, 2 SmartTVs, whimsical dining room, 3 bedrooms, one bath & charming sunroom w/reading nooks. The Cottage has central heating/air & is set on a gated 1/2 acre w/hot-tub, outdoor dining for 8 on a stone patio, outdoor string lights, fire pit, gardener's potting station & gas BBQ.

4.86 out of 5 average rating, 240 reviews

A cozy living area features a comfortable chair, a coffee table adorned with a floral arrangement, and a television. Natural light enters through a window, illuminating the wooden floor and decorative elements, including a quaint electric fireplace.

Cottage in Short Beach

Cozy Home In Short Beach Community

A cozy home in a beach community that has a central location with easy access to outdoor activities & local restaurants. The home is also 5 minutes from the Branford Train Station, Stony Creek Brewery, & Branford's town center. We are also a 10 minute drive from New Haven, home to Yale University, Yale Hospital and other colleges/universities. Our guests also gain access to Johnsons' Beach, a private residents only beach, located just around the corner from the home(4min walk/900ft)

4.99 out of 5 average rating, 107 reviews

An aerial view captures a cozy cottage surrounded by lush greenery, featuring large windows that glow warmly in the evening light. A stone patio is visible, with outdoor seating and a fire pit. Nearby, a well-maintained lawn and a parking area with vehicles can be seen.

Cottage in Guilford

Waterfront Joshua Cove Cottage with private beach.

Beautiful architecturally designed 1 Bedroom + loft Cottage on Joshua Cove in Guilford. The sunsets are spectacular from your own private beach. Enjoy Fall Foliage, swimming, fishing, and some of the best Kayaking from this perfect setting. Minutes from the Guilford train station, restaurants, shopping, and historic town green. The property is just 15 minutes from New Haven, and the Yale campus. The Thimble Island cruise, and the Ct. river steam train/cruise are nearby as well.

A spacious living area features high ceilings and natural light streaming through large windows. A white sofa is paired with wooden chairs, while a glass coffee table sits on a woven rug. An elegant dining area is visible in the background with a large table.

4.96 out of 5 average rating, 171 reviews

Charming Southampton Light filled Cottage

Escape and relax in this beautiful tranquil Southampton retreat! Newly remodeled cottage just blocks from the water. The home is nestled on 1/2acre quiet park-like setting located at the end of a long gravel driveway. Enjoy the private outdoor space with a fire pit, outdoor dining table, new dual BBQ and lounge chairs. Inside, the large dining room table easily sits 8. This stylish Coastal farmhouse has all new beds and furniture. Complete with Wifi, Cable, AC and Nespresso maker!

An outdoor dining area is located beneath a wooden pergola, surrounded by a spacious lawn. A stone patio features a table with blue metal chairs. Lush greenery is visible in the background, along with a cottage painted in muted colors, accented by vibrant flowering bushes.

4.87 out of 5 average rating, 117 reviews

Secluded 1Br cottage on the lake, close to Ditch

This is the best of Montauk living, right by the lake, close to Ditch, and with an incredible, lush front yard suitable for outside dining or having a couple friends over for dinner. Walk down to the lake to enjoy the sunset, or stroll over to the Crow's Nest for drinks or dinner. No need to drive, it's well within walking distance. Join the many that have experienced the magic of our cottage at South Lake.

A bright living area features a spacious sectional sofa adorned with blue pillows, positioned near large windows that offer panoramic views of the water. A rustic coffee table adds a touch of charm, while the light-colored walls create a serene ambiance.

4.88 out of 5 average rating, 250 reviews

Waterfront Cottage, Fort Pond MTK

Perfect cottage perched above Fort Pond with epic views and relaxed bohemian vibes. The cottage is private with a private deck on shared grounds with a fire pit, hammocks, paddle boards, kayak, and lake access. The grounds are expertly landscaped and take full advantage of fort pond views. We do live on the property full time and enjoy making our space a safe and clean environment.

The living area features two comfortable sofas, a wooden coffee table, and a dining table set for four. A window allows natural light to fill the space, while decor accents create a relaxed environment. Air conditioning unit is visible on the wall.

4.97 out of 5 average rating, 357 reviews

Carriage House - Cottage in East Hampton Village

Darling cottage in East Hampton Village. Situated in a historic picturesque tree-canopied neighborhood. Easy stroll to Newtown Lane and Main Street shops. (1/2 mile). Classic atmosphere. Very comfortable, bright, and clean. A perfect place from which to enjoy East Hampton and the surrounding area. Fully renovated (2019).

Cottage in Shelter Island

A traditional New England-style house features a front porch supported by white columns. Two white chairs and a small table are arranged on the porch, complemented by a dark front door. Large windows allow natural light to fill the space, surrounded by green landscaped areas.

4.97 out of 5 average rating, 116 reviews

3 Bedroom Cottage Gem

Traditional Shelter Island house, located in the heart of central village. This 3bedrooms/2 bathrooms house is really quiet, convenient for tennis players with courts cross the street, 4bikes to borrow. This house is close to restaurants and is close to the beach as well...

4.9 out of 5 average rating, 187 reviews

An open living space features wooden walls and bright hardwood floors. A cozy seating arrangement includes a sofa and a side table. A dining area with blue chairs is visible next to a large window, while a brick fireplace adds a rustic touch to the room.

Cottage in South End

Cozy Cottage on the Great Pond near beach.

In the heart of wine country is the adorable , nautical inspired cottage surrounded by nature, on a beautiful freshwater pond, a quick walk or bike ride away from a beautiful beach on Long Island Sound. Hiking, fishing, wine tours, farmstands abound!

4.99 out of 5 average rating, 157 reviews

A bright dining area features a table surrounded by six chairs, with a decorative tablecloth. High ceilings with wooden beams enhance the openness. Large windows provide natural light, and a sideboard adds functional storage. A cozy seating arrangement can be seen in the background.

Cottage in Guilford

"Red House on the Knoll" at Indian Cove

Get lost in the woods and escape to the ocean at this spacious cozy cottage. Tucked away in a charming beach community, this newly renovated 1920'a cottage was lovingly built with wood floors, high beam ceiling and a stone fireplace.

Popular amenities for Napeague cottage rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Cottage rentals with a hot tub

4.95 out of 5 average rating, 191 reviews

A spacious pool area is framed by well-maintained greenery and flowering plants. Two large umbrellas provide shade over lounge chairs beside a sparkling pool, with expansive coastal views and a serene landscape of grasses and trees beyond.

Cottage in Guilford

Luxury cottage by the sea with hot tub and pool

A spacious dining area features a long wooden table surrounded by several chairs. A large pendant light hangs above, casting soft illumination. Colorful wall accents and artwork complement the warm wooden flooring, while an adjacent kitchen can be seen in the background.

3 bedroom Hamptons cottage 5 mins from beach

Superhost

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, 9 reviews

The living area features a comfortable sofa adorned with a striped throw, a coffee table, and a television. Nearby, a dining space is set for meals, with natural light illuminating the room through large windows framed by light curtains.

Cottage in Bellport

Bellport Inn, Charming Cottage in the Village!

Private room in The Hamptons

A serene backyard is showcased, featuring a stone patio, a vibrant flower garden in colorful pots, and a tranquil pond with a water feature. A hammock is suspended between two trees, offering a relaxing spot surrounded by greenery.

4.83 out of 5 average rating, 109 reviews

Private Room in the House that Art Built

4.93 out of 5 average rating, 27 reviews

A large gunite pool is surrounded by a well-maintained grassy yard, featuring comfortable lounge chairs on a sunbathing area. Lush trees provide shade, while a charming cottage stands in the background, contributing to a serene outdoor setting.

Cottage in Bellport

Renovated Historic Cottage w/ Pool Bellport Vllage

An open-concept living space features a modern dining area with a wooden table set for six, complemented by sleek metallic chairs. A comfortable sectional sofa is positioned across from a wall-mounted television, with a fireplace and green outdoor views visible through large windows.

4.95 out of 5 average rating, 99 reviews

Calf Creek Cottage (Water Mill/Bridgehampton)

Pet-friendly cottage rentals

A bright living room is featured with a large flat-screen television mounted above a modern fireplace. A bay window offers views of greenery, complemented by a cozy seating area. Elegant decor includes a stylish mirror and a decorative table, enhancing the inviting ambiance.

4.87 out of 5 average rating, 30 reviews

SPA DEPARTURES NEAR THE SEA

An open living space is presented, featuring a modern kitchen with stainless steel appliances and a white circular dining table surrounded by black chairs. A large television is mounted on a white cabinet, and light enters through a nearby window.

4.93 out of 5 average rating, 103 reviews

Hamptons Cottage.

Superhost

A cottage is nestled among a lush garden with blooming flowers and manicured grass. The exterior features a combination of green siding and gray shingles. Pathways made of stones lead to the entrance, embracing a serene and inviting environment.

4.76 out of 5 average rating, 25 reviews

Seabreeze #4: Charming Cottage Footsteps 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, 54 reviews

Chic cottage on lush, secluded acre by the beach.

Superhost

A well-equipped kitchen features light wood paneling and open shelves displaying dishware and plants. A stainless-steel oven and microwave are visible, along with a sleek sink and a wooden countertop. Natural light flows in through a nearby window, enhancing the space's functionality.

4.89 out of 5 average rating, 72 reviews

Bay View Cottage- Short Walk to Private Beaches

A spacious lawn is bordered by tall trees, providing a natural frame for the cottage. The vibrant green grass leads to a serene waterfront, where the lake reflects the sunlight. The peaceful setting invites relaxation and outdoor activities.

4.97 out of 5 average rating, 73 reviews

Head of Pond House - Waterfront Cottage

A modern living area is presented with a green sectional sofa adorned with patterned pillows. A wooden coffee table occupies the center, displaying a bouquet of hydrangeas, decorative bottles, and books. Natural light enhances the warm, inviting ambiance of the space.

4.94 out of 5 average rating, 32 reviews

Peaceful cottage, close to beaches

A bright living room features a light color palette with soft seating, including a gray loveseat and chairs. A round coffee table is positioned centrally. Natural light floods through large windows adorned with bamboo shades, highlighting the greenery of indoor plants.

5 out of 5 average rating, 50 reviews

Steps to Beach•Baby & Beach Gear•Fire Pits•Bikes

Private cottage rentals

A charming country cottage is framed by lush green trees, showcasing a well-maintained exterior with dark wood siding. The driveway leads to a garage, and flower beds enhance the entrance. The surrounding yard offers ample greenery, contributing to a peaceful atmosphere.

4.95 out of 5 average rating, 55 reviews

Southampton Village Cottage

A cozy living area features a light-toned sofa complemented by a stylish armchair. Skylights illuminate the space, highlighting the wood flooring and modern decor. A flat-screen TV is mounted on the wall, and a bookshelf adds a touch of character with various books.

4.91 out of 5 average rating, 154 reviews

East Hampton Fisherman’s Cottage with Secret Bath

A charming cottage exterior is surrounded by vibrant roses and lush greenery. A welcoming porch is visible, leading to the entrance. A well-maintained lawn of lush grass provides a pleasant approach, with sunlight filtering through the trees above.

4.98 out of 5 average rating, 50 reviews

New Suffolk Beach Cottage 1 | North Fork

Cottage in Shelter Island

A wooden dock extends over calm bay waters, leading towards a small boat anchored in the distance. Lush greenery lines the shoreline, and a clear blue sky complements the serene landscape. Birds are seen casually swimming near the water’s edge.

4.83 out of 5 average rating, 71 reviews

Large Waterfront Cottage on Historic Estate

The exterior of a charming blue home features a vibrant yellow front door and a symmetrical design. Lush greenery surrounds the property, with well-maintained gardens framing the entrance. A pathway leads toward the door, and ample lawn space enhances the inviting approach.

4.96 out of 5 average rating, 69 reviews

1870's Schoolhouse Converted to Cozy Cottage

A large rock is positioned near the shore, partially submerged in calm waters. The sandy beach stretches out to either side, framed by gentle waves. Soft clouds are scattered across the blue sky, while a lush, wooded hill rises in the background.

4.88 out of 5 average rating, 98 reviews

Cozy Sound-side Cottage steps from beach

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.

4.77 out of 5 average rating, 109 reviews

Spacious East Hampton Getaway with Pool

An expansive deck features a picnic table and Adirondack chairs under a large umbrella, providing shade. The calm waters of East/Eugenes creek are visible in the background, with lush greenery and occasional boats contributing to the serene setting.