Holiday rentals with a kayak in Hampton Bays

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Top-rated rentals with kayak in Hampton Bays

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

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Guest favourite

Home in Hampton Bays

5.0 out of 5 average rating, 15 reviews

Seaside Serenity w/Pool and Huge Backyard

Welcome to your newly refurbished home in Hampton Bays. This home is a perfect place to relax and enjoy all that the Hamptons have to offer! Located just steps away from historic Shinnecock Bay, you'll be able to enjoy endless water activities such as fishing, kayaking, and paddleboarding. If you're looking to soak up some sun and sand, the ocean beach is just a short 5 minute drive away. World class wineries, shopping, and restaurants are all a brief drive away from this centrally located home.

23–30 Mar

£758 per night

Superhost

Home in Hampton Bays

4.84 out of 5 average rating, 95 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.

25 Sept – 2 Oct

£311 per night

Guest favourite

Flat in Sag Harbor

4.96 out of 5 average rating, 132 reviews

Hamptons Hills Escape

Located in a quiet and safe neighborhood tucked into the woods of Sag Harbor, yet just a 10-minute drive from Sag Harbor town. Down the road is "Morton's Wildlife Refuge" with a beautiful walk to a beach and where birds eat seed directly from your hand. The lovely Long Beach is 5 minutes away - day passes are available. You only have one entrance/exit to deal with, the white door at the top of the wooden stairs that are pictured. Perfect for a couple looking to cook, relax, and spin records.

30 Jun – 7 Jul

£340 per night

Guest favourite

Home in Southampton

5.0 out of 5 average rating, 17 reviews

Year Round Hamptons Waterfront

Magical year-round waterfront home with private dock, direct access to Peconic Bay & spectacular views in prime Hamptons location. Minutes to Southampton Village & Sag Harbor. Renovated & newly furnished, the house features an open concept kitchen, dining, living room & bathroom on the 1st floor. 2nd floor has 3 bedrooms /2 baths & den /office. Dine al fresco on the beautifully furnished outdoor patio with fire pit. Paddleboards & Kayaks provided & ready to launch directly from the dock.

23–30 Oct

£485 per night

Guest favourite

Holiday home in Flanders

4.96 out of 5 average rating, 68 reviews

Amazing Waterfront Bungalow

Self Check with private entrance of this amazing waterfront studio bungalow. Hot tub is maintained and open all yr round. A true oasis with own private porch in a waterfront resort style compound. Extra large salt water hot tub overlooks waterfront, open all year round. Dock with 2 person kayak. See both sunrise & sunsets. *Central Air *kitchenette * 55 inch smart TV *electric fireplace *Oversized outdoor shower * Closeby great farm to table restaurants & vineyards * NO Pet /Child policy.

4–11 Aug

£555 per night

Guest favourite

Flat in Sag Harbor

4.84 out of 5 average rating, 172 reviews

Pet friendly, artists apartment & guest cabin.

Artists apartment and cabin located on quaint cul-de-sac just outside Sag Harbor Village, minutes from Long Beach. Centrally located. Free bikes, surf boards, 3 stand up paddle boards and a large canoe. Minutes from most beaches. A shaded, fenced in dog run. The cabin is a separate sleeping space from the apartment and has a 2 person SAUNA recently installed. Used if you bring more guests or if the two primary guests require separate rooms. WIFI AC and heat but No bathroom in the cabin.

24–31 Oct

£427 per night

Guest favourite

Holiday home in Hampton Bays

5.0 out of 5 average rating, 18 reviews

The Vineyard Studio of the Hamptons. No Clean Fee

Take it easy at this unique and tranquil getaway. The Vineyard Studio earned the name because Grapes from Italy create a serene private feeling on your deck! Sit and relax with your own Hot tub, Fire-pit and Barbecue gas grill. Your own driveway leads you to your entranceway. Only 1.5 miles in either direction will bring you to Town, Food, shops, Public Trans Ocean and Bay Beaches. Our Beaches are amongst the most beautiful in the world. Enjoy a Sunset Cruise and a glass of wine.

16–23 Oct

£332 per night

Guest favourite

Guest house in Southampton

4.98 out of 5 average rating, 45 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.

5–12 Oct

£485 per night

Guest favourite

Bungalow in Hampton Bays

4.95 out of 5 average rating, 38 reviews

Hamptons Beach House- Sun, Sand & Relaxation!

This beautiful Hamptons home is right on the water with your own sandy beach right in the backyard! Relax with your toes in the sand or go for a swim. Located just 4 min. from the main town, just 8 min. from the Ocean beaches and within walking distance to two of the Hamptons best waterfront restaurants. No worries about having a drink and getting home. The location and ambiance is what makes my place stand out from the rest. You are gonna love it here!

22–29 Jun

£631 per night

Guest favourite

Home in Bay Shore

4.93 out of 5 average rating, 105 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.

17–24 Nov

£294 per night

Guest favourite

Home in Rocky Point

4.91 out of 5 average rating, 178 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.

3–10 Dec

£145 per night

Guest favourite

Guest house in Westhampton

5.0 out of 5 average rating, 18 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.

11–18 Sept

£278 per night