Holiday rentals with a kayak in Fire Island

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Top-rated rentals with kayak in Fire Island

Guests agree: these rentals with kayak are highly rated for location, cleanliness and more.

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Guest favourite

Home in Shirley

4.98 out of 5 average rating, 46 reviews

Stunning sunset charming waterfront home 4 seasons

Want to relax and enjoy the water and sunsets? This home has a very relaxed vibe, whether you are grilling outside, kayaking, going to the beach, reading a book as the sound of the waves gently wash up on shore or even enjoying a glass of your preferred beverage on the deck as you gaze into the horizon, there is a sense of comfort and tranquility. Very nice open kitchen looking out into the bay. It really is a nice getaway and an environment to take a break and recharge the senses. Enjoy!

Guest favourite

Home in East Haven

4.95 out of 5 average rating, 103 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.

Guest favourite

Home in Oakdale

4.83 out of 5 average rating, 12 reviews

Riverfront Retreat in Oakdale

Forget your worries in this spacious and serene waterfront space. Beautiful riverfront location in historic Oakdale. Very private. Gorgeous landscaped yard, open and covered outdoor spaces, fire pit,fish pond, dock, outdoor shower, covered hot tub, 3 bedrooms and sleeping den, large living room, kitchen, close to Connetquot Park, fishing,kayaking,Bayard Arboretum, shopping, restaurants ,bars,and Fire Island ferries.owner has use of lower level apartment and garage.boat at dock not for use.

Guest favourite

Home in Oakdale

4.86 out of 5 average rating, 125 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.

Guest favourite

Cottage in South Salem

5.0 out of 5 average rating, 81 reviews

Oscaleta Guest House: Lakefront Cabin

Escapology-A spectacular lakeside destination, designed as a luxury suite with its own dock. Close to NYC and ideal for a quick trip, remote work or an extended retreat. Glamping-A cabin in the woods on a lake surrounded by nature, but tech-enabled with all the modern perks. Artfully Designed Space-Modern retrofit thoughtfully curated with custom artwork throughout this historic 1920's cottage. Purpose built for your outdoor routine-Yoga,Canoe, Bocce, Cornhole, Swim, Hike, Grill etc

Guest favourite

Cottage in East Patchogue

4.89 out of 5 average rating, 53 reviews

Bellport Beach Estates Private Cottage with Pool

This precious little cottage sits nestled away from the street. Extremely private and quiet except for the birds. Perfect for couples or singles looking to get away from everything. Not recommended for large groups. There isn't a lot of privacy btw the rooms because the house is very small and rooms are very close. POOL IS NOT HEATED. Pool is only open seasonally Memorial weekend - Mid/late September (some times later. Please ask) NO PETS NO SMOKING

Guest favourite

Home in Milford

5.0 out of 5 average rating, 54 reviews

Direct Oceanfront Home

Breathtaking 4-bedroom coastal retreat with direct ocean views where the Long Island Sound becomes your backyard playground. Convenience is at your fingertips: home is located within walking distance to restaurants and town center is just a short ride away. The back patio is fully equipped with a gas grill, outdoor dining area, and stairs leading directly into the Long Island Sound- truly the perfect blend of comfort and coastal bliss!

Superhost

Home in Port Jefferson

4.8 out of 5 average rating, 271 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!

Guest favourite

Home in Bay Shore

4.94 out of 5 average rating, 108 reviews

The Harbor House

Beautiful three bedroom home located on the waterfront in Bay Shore’s historic bay district. Steps to local waterfront restaurants and marina. Short walk to Main Street shopping, restaurants and nightlife and just minutes from the Fire Island Ferries and Long Island Railroad. Amenities include fully stocked kitchen, large deck for barbecuing with harbor views, natural wood fire pit with Adirondack chairs and fully fenced in yard.

Guest favourite

Home in Rocky Point

4.91 out of 5 average rating, 186 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.

Guest favourite

Home in Bay Shore

4.96 out of 5 average rating, 24 reviews

Bay Shore Boat House

Waterfront retreat with stunning views, a designer kitchen, serene interiors, and outdoor amenities including a fire pit, bluestone raised patio, and cabana bar. Ideal for couples and families. Walking distance to downtown Bay Shore, close to Fire Island Ferries and Captain Bill's. Unwind, fish off the dock, and witness unforgettable sunsets. Your perfect escape awaits.

Guest favourite

Guest house in Westhampton

4.95 out of 5 average rating, 22 reviews

The “Birdy” Guest house

Take it easy at this peaceful guesthouse near Westhampton Beach village, Country Club, wine country (North folk), Moriches Bay and Westhampton Beaches. An amazing location for birding and kayaking. Ideal place for a couple looking to escape the city, attend a wedding, or explore wine country for a weekend to get some fresh air and experience nature.