Vacation rentals with a kayak in Brookhaven

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Top-rated kayak rentals in Brookhaven

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Guest favorite

Apartment 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.

Oct 3 – 10

G$65,003 GYD per night

Guest favorite

Apartment in Branford

4.89 out of 5 average rating, 9 reviews

Stony Crk Studio ideal for trvl nurses…

Peaceful shoreline studio/retreat for trvl nurses, grad students etc near New Haven. Single occupancy studio comprises upper east-wing of our home—has its own entrance up the exterior stairway with a dbbl-locked interior door and soundproofing for your privacy. Enjoy the balcony views and sunny chaise lounge chairs in rear-garden. Kick off your shoes and totally RELAX in our sleepy niche called Stony Creek, where the beach and harbor, food and shops & historic Thimble Islands are steps away.

Feb 22 – Mar 1

G$20,373 GYD per night

Guest favorite

Home in Oakdale

4.89 out of 5 average rating, 9 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.

Sep 21 – 28

G$103,175 GYD per night

Guest favorite

Home in Oakdale

4.85 out of 5 average rating, 122 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.

Jun 23 – 30

G$88,079 GYD per night

Guest favorite

Home in Mastic Beach

4.94 out of 5 average rating, 51 reviews

“The Cool House” Waterfront Oasis, 3 Bedrm 2 bath

Discover the “Cool House” This is the coolest waterfront getaway on the south shore of Long Island! Waking up to beautiful sunrises, dinners with a sunset every night & dancing under the stars is a lifestyle your family & friends will cherish forever. The perfect escape from NYC, minutes from the Atlantic Ocean & just a short drive to the Hamptons! This meticulously renovated oasis is the perfect living & entertaining space, a trendy retro beach vibe designed for fun or relaxation.

Oct 27 – Nov 3

G$67,620 GYD per night

Guest favorite

Cottage in East Patchogue

4.88 out of 5 average rating, 50 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

Dec 20 – 27

G$90,574 GYD per night

Superhost

Cottage in Port Jefferson

4.8 out of 5 average rating, 264 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!

Jun 4 – 11

G$142,556 GYD per night

Guest favorite

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.

Jan 1 – 8

G$69,043 GYD per night

Guest favorite

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.

Nov 27 – Dec 4

G$39,857 GYD per night

Guest favorite

Guesthouse 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.

Sep 12 – 19

G$68,661 GYD per night

Guest favorite

Home in Southampton

4.96 out of 5 average rating, 130 reviews

Waterview, PoolOpenNow! DogsFree+Kayaks+PingPong

Beachy casual feel-good home easily located entrance The Hamptons. Lovely views of Bay, sunsets & birds! Launch our Kayaks at street's tiny beach flowing from Cold Spring Pond into Bay! Our private pool is heatable and plant-surrounded. Bike less than a mile to Bay / Drive 4 miles to famous Cooper's Beach on the Atlantic!

Jun 7 – 14

G$228,170 GYD per night

Guest favorite

Tiny home in Milford

4.96 out of 5 average rating, 55 reviews

Beach Cabana

Location, location, location...This is a one of a kind tiny house! Quaint beach cabana - direct waterfront. Full galley kitchen, loft with queen bed, full bath, sitting area with tv etc. Take a walk on the beach or relax by the firepit. Downtown is a short drive with many culinary options to choose from and access to train.

Oct 13 – 20

G$30,247 GYD per night