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Vacation rentals with a kayak in Napeague

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Top-rated kayak rentals in Napeague

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The image captures a spacious outdoor area featuring a large heated pool with a fountain and surrounding stone patio. Nearby, lounge chairs are arranged for relaxation, while a generous lawn stretches in the background, accompanied by a well-designed home nestled among trees.

Home in East Hampton

4.76 out of 5 average rating, 135 reviews

Sprawling Hampton Estate w/ Hot Tub +Heated Pool

Spacious & private Hamptons Oasis. High speed WiFi. Family friendly Massive home on 1.4 acres hosts 15 guests across 6 bedrooms, 8 beds, 4 full baths plus crib & pack 'n play. Gorgeously decorated by Judy Posey Large heated gunite pool (42 x 20 feet) hot tub and sundeck. Fireplace, over-sized kitchen w/ 3 fridges, electric wood-fired grill, huge yard, firepit, bar/lounge, Golden Tee arcade™, bikes & kayaks. Just 2 miles from towns of East Hampton and Amagansett and several white sand beaches

A spacious gunite pool is surrounded by a smooth stone patio and lush green lawn. Several lounge chairs are positioned nearby, and a hammock is visible, inviting relaxation among the trees that provide shade around the area.

Home in East Hampton

5 out of 5 average rating, 68 reviews

Family-friendly with pool, beach car, new hot tub

Huge, gunite pool with heater. Perfect spot for families or large groups. 5 bedrooms + 4 full baths. 2004 Land Rover included with parking permit—the only way to park at many exclusive Hamptons beaches! Outdoor shower, deck with BBQ & dining. 2 firepits. Kids' playscape. Fast Wi-Fi. Located in historic Springs area. Minutes from secluded beaches on Gerard point and private bay beaches and amenities at Clearwater Beach. Kayak and paddleboard available. No "share houses”. Rental number 17-522.

A tranquil waterfront scene is captured, showcasing calm waters reflecting a blue sky adorned with scattered clouds. A wooden dock extends into the water, framed by gentle foliage, inviting a sense of serenity and connection to nature.

Cottage in Montauk

4.93 out of 5 average rating, 56 reviews

Montauk Modern Waterfront Cottage

Perfect Sunsets all year, this amazing 2 bedroom waterfront cottage, on bucolic Fort Pond is as close as it gets to perfection. A short walk to town, dining, Jitney & beaches. Beautifully decorated with mid century modern furniture & spectacular landscaping. Large living area, state of the art kitchen & bathroom with door to outdoor shower. A flat screen with Apple TV and WiFi. Ideal for couples, singles or a small family (1 dog per booking accepted). EH Montauk Rental #20-550 (2022-2024)

The cottage features a shingled exterior with a stone chimney and a spacious wooden deck. Stacked firewood is neatly arranged beside the entrance, and an outdoor air conditioning unit is visible. The surrounding area is lush with trees, providing a natural backdrop.

Home in Amagansett

4.93 out of 5 average rating, 14 reviews

Amagansett walk-to-the-bay Beach House

Weekly minimums in summer! Escape to this idyllic Amagansett cottage with inviting views of the peaceful Napeague Bay Fresh Pond estuary. Bordering a reserve out the backyard, our perfectly quiet home is in a world unto itself away from Hamptons traffic. Cozy fireplace, sunlit rooms, and an outdoor 2-person soaking tub under the stars await. Watch sunrise over Montauk, cycle 10-min to town (or 15 to an ocean beach), explore wooded trails beginning at your door, and paddle on the open bay.

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

4.84 out of 5 average rating, 107 reviews

Stunning Hamptons Waterfront Escape w/ Sunset View

Experience an unforgettable trip in the Hamptons at our waterfront haven! Savor the views from our spacious deck, complete with a Weber grill. Vaulted ceilings and large windows flood the space with natural light. 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! Note our pool and dock are open for the season and will close by mid September 2025.

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

5 out of 5 average rating, 19 reviews

Hang by the (Chel)SEA

Enjoy a relaxing stay with family and friends at this cozy soundview beach house. Wake up to breathtaking views of the water, where you can go right into the back yard of your very own private beach! Have a morning coffee on the front balcony of the home that overlooks the beautiful marshlands and then spend the day relaxing on the beach, or kayaking in the water! End the evening with a glass of wine on the back deck, that overlooks the water with the most spectacular sunsets!

An orange two-person kayak is resting on a sandy area near Napeague Harbor. A white stand-up paddleboard lies nearby. The calm water reflects the clear blue sky, bordered by green grass, creating a serene waterfront scene.

Home in Amagansett

4.93 out of 5 average rating, 15 reviews

Amagansett, Waterfront retreat

(4 night minimum) Perfect place for a family, couple, or friends. Close to Amagansett Village and 12 minutes to Montauk, this waterfront retreat is great for nature activities like windsurfing, kiteboarding, sailing, stand-up paddle board, hiking, biking, and much more. Located just minutes from ocean beaches and 3 minutes to the "Napeague stretch", home to the famous "Lobster Roll" a/k/a "LUNCH" and the Napeague Clam Bar restaurants. East Hampton registry RR 25-417

A wooden picnic table is positioned on a grassy area overlooking a calm waterway. Two blue paddleboards rest on the table. Surrounding trees provide shaded views of the water, enhancing the tranquil setting.

Home in Southampton

4.92 out of 5 average rating, 83 reviews

Waterfront Beach House Gardens, AC, BBQ, Kyaks

Directly on the water! Garden access to beach stairs for paddles or sunbathing. Large sandy beach at end of charming country road. Positioned perfectly between Sag Harbor and Southampton. Designer home complete with glass sliders to private balcony and waterside decks. Fully equipped waterfront country kitchen. Bonus boathouse w life jackets, oars. Two single kayaks and one double by water stairs. . BBQ, teak table, AC, ceiling fans.

A patio overlooks the calm waters of Napeague Harbor, featuring two lounge chairs under large umbrellas. Surrounding plants and flower pots add greenery, while an American flag gently flutters in the breeze. The serene landscape is complemented by distant boats on the water.

Home in Montauk

5 out of 5 average rating, 30 reviews

House on Napeague Harbor, Amagansett

This family-friendly, rustic beach house was designed around the position of the setting sun and weather co-operating, most evenings guests are not disappointed. The shallow water of the Harbor is a mere 50' from the house - enjoy breakfast on the patio while cormorants and egrets cruise the harbor. Windsurfers, kite-surfers are active when the wind is up; kayakers and SUPers love the calmness of the bay.

A rocky shoreline is framed by a silhouetted tree against a colorful sunset. Clouds display shades of pink and orange as the sun sets over the water, creating a serene atmosphere. The beach area offers a peaceful view of nature.

Home in Shelter Island

4.9 out of 5 average rating, 117 reviews

There's a Beach Getaway!

Welcome to our family-friendly oasis just two blocks from beautiful beaches! Our house offers an open space living area, an expansive yard, fire pits, and a basement with a playroom and workout area. Enjoy our quiet neighborhood. We provide kid-friendly toys, beach gear, bicycles, and more. Sleeps six, with additional options available for larger parties. Cleaning fees for winter stays are 0$.

A serene beach scene is captured at sunset, featuring soft, warm hues in the sky blending with the calm water. The sandy shore curves gently along the edge, with distant islands visible on the horizon, creating a peaceful coastal atmosphere.

Home in Sag Harbor

4.95 out of 5 average rating, 20 reviews

Beach Cottage | Steps to Water | Firepit

Kick back and relax in this calm, stylish beach cottage in Sag Harbor. It is the perfect spot for a single or couple to enjoy the Hamptons beachy lifestyle. Fully appointed for your stay, just bring your bathing suit. Outside is your own patio with sitting area, dining table with umbrella, firepit/BBQ area, and my own tiny cottage across the lawn so I am readily accessible.

The living area features open ceilings with exposed rafters, complemented by natural wood beams. A light-colored sofa is positioned with accent pillows, paired with two wicker chairs around a rustic wooden coffee table. Large windows allow ample natural light, creating a bright and welcoming space.

Home in Montauk

4.88 out of 5 average rating, 147 reviews

Waterfront House on Fort Pond, MTK

Spacious house right on Fort Pond with relaxed bohemian vibe. Enjoy the open kitchen, reclaimed wood beams, and hand crafted furniture. Access directly to the water from the back yard. There are two other cottages that are two bedrooms each on property as well. We do live on the property full time and enjoy making our space a safe and clean environment.

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Popular amenities for Napeague kayak rentals

Free parking on premises

Air conditioning

House rentals with a kayak

A modern kitchen equipped with wooden cabinetry features a central island topped with dark stone. The space is illuminated by pendant lights, while glass doors offer views of the pool outside. Wall decor includes woven baskets, enhancing the aesthetic of the area.

Home in Southampton

4.97 out of 5 average rating, 64 reviews

Renovated Southampton Shores pool, tennis, beach

A well-maintained outdoor area features a wooden deck leading to a spacious pool surrounded by lush greenery. Comfortable lounge chairs are positioned on the deck, offering a relaxed space for enjoyment. The modern house in the background showcases large windows and multiple entry points.

Home in Hampton Bays

4.9 out of 5 average rating, 30 reviews

Bright Hamptons Getaway ☀️ Pool▪︎ Beach▪︎FamilyFun

The image presents a coastal view featuring a well-maintained property adjacent to the shoreline. The sky displays a gradient of colors at sunset, and gentle waves can be seen lapping against the rocky beach. Surrounding greenery complements the tranquil setting.

Home in North Fork

4.86 out of 5 average rating, 21 reviews

North Fork Sound Front Home with Pool

A waterfront home is shown with wooden siding and a spacious deck, featuring a canopy for shade. Lush greenery surrounds the property, enhancing the serene setting. The landscape includes a yard leading to the water, with a dock visible in the foreground.

Home in Hampton Bays

4.84 out of 5 average rating, 32 reviews

Waterfront Home | Sleeps 10 | Private Water Access

A serene backyard is depicted, featuring a soft green lawn bordered by flourishing plants and flowers. Stone pathways meander gently through the garden, leading towards a view of the water. Trees provide shade, enhancing the natural, peaceful setting.

Home in North Fork

4.89 out of 5 average rating, 27 reviews

Coastal Cottage on the Water

Top guest favorite

A spacious deck is furnished with a wooden table surrounded by six white chairs, offering ample space for relaxation. Two large umbrellas provide shade, while a view of the calm water and distant horizon can be seen in the background.

Home in Shirley

4.99 out of 5 average rating, 69 reviews

Stunning sunset charming waterfront home 4 seasons

A charming Italianate villa is framed by verdant trees and lush grass. The exterior, painted in soft hues, features a welcoming porch with decorative columns. A path leads through the manicured lawn towards the entrance, promoting a sense of tranquility in a private setting.

Home in North Fork

4.96 out of 5 average rating, 45 reviews

The Captain's Crib

Home in East Hampton

4.83 out of 5 average rating, 64 reviews

Private and tranquil Holiday retreat.

Cottage rentals with a kayak

The modern exterior of the home features a spacious deck with various seating options, including lounge chairs and a dining area. Reflections of a colorful sunset are visible through the large sliding glass doors, adding to the serene atmosphere surrounded by natural elements.

Cottage in Amagansett

5 out of 5 average rating, 3 reviews

Amagansett Modern House Waterfront in Hamptons

Cottage in North Fork

5 out of 5 average rating, 19 reviews

Lovely North Fork Beach Cottage (2 BR/2 bath)!

A sandy beach stretches along the shoreline, meeting calm blue waters under a clear sky. A wooden staircase leads down to the beach, surrounded by sparse vegetation and rocky areas. Soft clouds drift above, contributing to a serene coastal scene.

Cottage in North Fork

4.9 out of 5 average rating, 29 reviews

Pumpkins & Sunflowers! Cozy Cottage in the Fall!

The image features a serene waterfront scene, highlighting a private dock that extends over the calm water. A cozy seating area is visible on the deck, surrounded by lush greenery. In the background, a spacious cottage is framed by tall trees, providing a peaceful retreat.

Cottage in North Fork

4.98 out of 5 average rating, 49 reviews

Stunning waterfront modern farmhouse with dock.

A wooden dock extends into calm waters, featuring an orange kayak secured alongside. Lush greenery surrounds the area, with a bright sun shining overhead and a charming cottage visible in the background, framed by trees.

Cottage in North Fork

5 out of 5 average rating, 26 reviews

The Bay Breeze

The scene captures a serene beachfront at sunset, with gentle waves lapping at the shore. Soft hues of orange and pink reflect on the calm water, while lush greenery frames the coastline. The atmosphere suggests tranquility and connection with nature.

Cottage in North Fork

4.75 out of 5 average rating, 55 reviews

Secluded Soundfront 1910 Rustic Getaway

An orange kayak is resting against a wooden fence, with sunlight illuminating the setup. The area features a paved surface and green grass, suggesting space for outdoor activities. Nearby, a table with chairs is visible, indicating a spot for relaxation.

Cottage in East Haven

4.93 out of 5 average rating, 30 reviews

Cozy Cottage with Water Views Steps to the Sand

Top guest favorite

A bright and airy living space features a light-colored sofa adorned with a decorative pillow. Two woven poufs are situated in front of the couch on a neutral rug. Sunlight enters through a large window, illuminating the room and providing a welcoming atmosphere.

Cottage in Westhampton Beach

4.97 out of 5 average rating, 37 reviews

Prime village location, walk to Main St, prvt yard

Quick stats about vacation rentals with a kayak in Napeague

Total rentals
50 properties
Nightly prices starting at
R3,518 ZAR before taxes and fees
Total number of reviews
210 reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with a pool
50 properties have a pool
Rentals with dedicated workspaces
50 properties have a dedicated workspace

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