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Vacation rentals with a kayak in North Sea

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Top-rated kayak rentals in North Sea

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Rental unit in Sag Harbor

4.83 out of 5 average rating, 183 reviews

Pet friendly Apt. Plus cabin, EV charger & sauna.

Artists apartment and cabin located on quaint cul-de-sac just outside Sag Harbor Village, minutes from Long Beach, pet friendly beaches are even closer. Centrally located for easy commutes to all towns and even ocean beaches. Free bikes, surf boards, 3 stand up paddle boards and 2 canoes. Life vests for you and pets A large tick free, shaded, shaded dog run. The cabin is a separate sleeping space from the apartment and has a 2 person SAUNA recently installed. WIFI AC and heat but No bathroom!.

Home in East Haven

4.96 out of 5 average rating, 132 reviews

The Breakaway - a waterfront gem.

Located next to historic Lighthouse Park, this Morgan Point, California-style bungalow overlooks a lighthouse and breakwater that protect New Haven Harbor. Prepare oceanfront dinners in your modern kitchen; relax to sunrises, sunsets, & the sound of waves. A quiet beach is steps from the door for swimming and kayaking. New Haven sights, restaurants, & nightlife are only minutes away. Picturesque coastline communities, local vineyards, breweries, fall foliage, & commuter rail to NYC are nearby.

Home in Hampton Bays

4.84 out of 5 average rating, 101 reviews

Heart of the Hamptons

Peaceful 3 bedroom cottage in a quaint section of the Hamptons. Located on the south shore, closest to the ocean beaches you can get. Bay water at end of lane, ocean beach just over the Ponquogue bridge. Large backyard for games & BBQ grilling. Enclosed patio for morning coffee & evening dinners. The house is best suited for families & friends needing space & looking for simple, low key relaxation. Please click "Contact Host" if you have specific booking requests & I will look to accommodate.

Cottage in North Fork

5 out of 5 average rating, 30 reviews

Renovated 2-Bedroom Cottage on the North Fork

Serenity awaits as you step into this totally renovated Cottage. The property is perfectly located in the heart of Long Island's Wine Country. Centered on the North Fork this home allows you to explore all that there is to offer…. antique shops, restaurants, vineyards, breweries, farm stands and the beautiful Causeway Beach is just steps from this home. The home is newly renovated with a new kitchen, appliances, new bathroom, outdoor gas grill, fire pit and a beautiful screened in porch.

Home in Oakdale

4.87 out of 5 average rating, 138 reviews

Waterfront Round House View

A unique little beach house on the south shore of long island with the most beautiful view. The house is located on a canal. Dock is available! **We have Paddle Boards, Surf Boards and 3- 2 person Kayaks onsite for you to use during your stay** You can get to the Great South Bay by paddling to the mouth of the canal. And you can get to Fire Island by hiring a Water Taxi to pick you up! The octagon house was built in the 1970s. It's recently been refreshed with all new beds & linens.

Guesthouse in Southampton

4.98 out of 5 average rating, 57 reviews

Southampton Modern Barn, Private Hot Tub and Pool

This magical getaway delivers peace and relaxation. Wake up to coffee on your private deck with bucolic views. Play in your heated, saltwater pool, and relax under the stars in your hot tub (open year round). During your stay, these amenities and more will be for your personal use. Stroll to the owner’s dock on Big Fresh Pond, for paddle boarding, kayaking and sunsets. You can also drive 8 minutes to Southampton Village for shopping, restaurants, art galleries and Ocean Beaches.

Home in Southampton

5 out of 5 average rating, 35 reviews

Luxury Waterfront Estate | 5 BR | Cozy Fire Pit

Embrace winter’s charm at this luxurious 5BR/4.5BA waterfront estate. Cozy up by the fireplace, unwind in ensuite bedrooms with a steam shower and soaking tub, or enjoy movie nights in the media room. Step outside to crisp waterfront views and stargaze by the fire pit, creating a serene retreat from the cold. Complete with a chef’s kitchen for hearty, home-cooked meals, this property offers a perfect sanctuary to create warm, unforgettable winter memories

Home in Port Jefferson

4.8 out of 5 average rating, 298 reviews

The Hilltop Harborview

Guests will immediately walk past spacious hot tub into a comfortable sunroom where you’ll watch the most colorful, water view sunsets Long Island has to offer! This one of a kind offers a sprawling layout that has 3 queen size bedrooms and 1 king . We can also provide an air mattress for an additional guest. There is a kitchen equipped with stove, oven, dishwasher and washer and dryer! This beautiful walking Village has so much to offer!

Home in Southampton

4.95 out of 5 average rating, 151 reviews

Waterview, DogsStayFree! Kayaks, Ping-Pong

Beachy casual feel-good home easily located at the entrance to The Hamptons. Lovely views of the Bay, Nightly Sunsets & birds! Launch our Kayaks at street's tiny beach flowing from Cold Spring Pond into Bay. Or cuddle by the fireplace and play our many available games. We provide soft sheets & towels for the showers and & beach...priding ourselves on your comfort! Our Private-Pool is heatable & plant-surrounded with Outdoor Shower.

Home in Rocky Point

4.89 out of 5 average rating, 216 reviews

The Katalpa House -by the beach

-Our beach is private, key and beach tag provided- (in brown shed) This 1000+ sf home, features a newly renovated kitchen, outdoor shower, and many quirks that come with a 90 year old home. The furnishings are eclectic and vintage. Most of the flooring is also new. The beach and bluffs are only about a 2 minute walk. The 1/4 acre lot is shared with a secondary unit as you can see in the photos which is occupied by my sister.

Home in Shelter Island

4.9 out of 5 average rating, 115 reviews

Hay 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. Monday-Thursday stays February through June no cleaning fees!!!

Home in Montauk

4.88 out of 5 average rating, 146 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 North Sea kayak rentals

Free parking on premises

Air conditioning

House rentals with a kayak

Home in Hampton Bays

4.57 out of 5 average rating, 21 reviews

Best Waterview On The Bay

Home in Shelter Island

5 out of 5 average rating, 29 reviews

Family Friendly Oasis Steps to Water - Heated Pool

Home in Hampton Bays

4.95 out of 5 average rating, 21 reviews

4BR/2BA Hampton's Retreat: Monthly Stay Discounts

Home in North Fork

5 out of 5 average rating, 25 reviews

The Saltbox: Outdoor Dining, Fire Pit, Soaking Tub

Home in Hampton Bays

4.97 out of 5 average rating, 29 reviews

Seaside Serenity w/Pool and Huge Backyard

Home in Westhampton Beach

4.94 out of 5 average rating, 17 reviews

Magnificent Bayfront Retreat

Home in East Hampton

4.97 out of 5 average rating, 31 reviews

Chic & Spacious Designer Home, Heated Pool/Spa

Home in East Hampton

5 out of 5 average rating, 12 reviews

Cozy for the Fall- East Hampton Cottage

Cottage rentals with a kayak

Cottage in North Fork

5 out of 5 average rating, 12 reviews

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

Cottage in North Fork

4.89 out of 5 average rating, 28 reviews

Pumpkins & Sunflowers! Cozy Cottage in the Fall!

Cottage in Milford

5 out of 5 average rating, 8 reviews

Salty Kisses Cottage Relax

Cottage in East Hampton

5 out of 5 average rating, 6 reviews

Charming Cottage in East Hampton

Cottage in Woodmont

4.84 out of 5 average rating, 75 reviews

Cheerful 3 Bedroom Cottage with Fire Place

Cottage in North Fork

4.98 out of 5 average rating, 43 reviews

Stunning waterfront modern farmhouse with dock.

Cottage in East Patchogue

4.89 out of 5 average rating, 57 reviews

Bellport Beach Estates Private Cottage with Pool

Cottage in North Fork

5 out of 5 average rating, 24 reviews

The Bay Breeze

Quick stats about vacation rentals with a kayak in North Sea

Total rentals
30 properties
Nightly prices starting at
$300 before taxes and fees
Total number of reviews
660 reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with a pool
10 properties have a pool

Destinations to explore