Vacation rentals with a kayak in Springs

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Top-rated kayak rentals in Springs

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Guest favorite

Home in Greenport

4.92 out of 5 average rating, 121 reviews

Beautiful Cottage Home W/ Beach & Dock Access

Beautiful, spacious beach side home situated within a block of a private beach. This cozy home is walking distance to Kontokosta Winery, Island's End Golf & Country Club, Lavender By the Bay and a five minute drive to the Village of Greenport. Replete with natural light and an open backyard perfect for outdoor dining and barbecues, this home is perfect for your stay in Greenport. Netflix/Hulu/Disney+ / ESPN+ / HBO MAX. Please note, 4 Bikes/1 Paddle Board/1 Kayak & Life Jackets provided May-Sept.

May 31 – Jun 7

R16,795 ZAR per night

Guest favorite

Home in East Hampton

4.94 out of 5 average rating, 32 reviews

Family friendly East Hampton Oasis near Beach

WELCOME! Walk to Sammy's Beach from this renovated home, perfect for families. Located in the NW Harbour, 12 minutes from East Hampton Village, Sag Harbour, both bay (child friendly) and ocean beaches (including Sammy's and Main Beach, one of the best in the world!) and Wolffer Vineyard. 4 bd, 2.5 baths, plus outdoor/private shower. Master bed with king bed and en-suite bath. 3 bedrooms (two queen and one full). Guest bath with shower, powder room. Newly renovated and beautifully designed.

May 11 – 18

R18,501 ZAR per night

Guest favorite

Home in East Hampton

4.75 out of 5 average rating, 126 reviews

Sprawling Hampton Estate: 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 and pack 'n play. Gorgeously decorated by Judy Posey Large heated gunite pool (42 x 20 foot) 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

Dec 9 – 16

R16,981 ZAR per night

Guest favorite

Apartment in Sagaponack

4.97 out of 5 average rating, 38 reviews

Hamptons elegant and comfortable apartment

Enjoy your stay in this beautifully decorated and completely private basement apartment - with all original artwork- in the center of the Hamptons with the added convenience of being close to major towns and beaches. Large bedroom with comfortable king sized bed and high quality mattress and linen. Large-screen smart TV with many channels. Closet space, well equipped kitchenette, bathroom with glass-enclosed shower. Seating area for 4 and second large-screen smart-TV with comfy oversized couch.

Dec 22 – 29

R9,537 ZAR per night

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.

Nov 14 – 21

R5,744 ZAR per night

Superhost

Home in East Hampton

5.0 out of 5 average rating, 5 reviews

Waterfront Oasis + Pool/Spa & Private Beach

Waterfront in East Hampton! This perfectly renovated 5br | 3.5ba modern home with frontage on 2 bodies of water, offers stunning views year round. Relax by the saltwater heated pool & built-in spa or cozy up by the mid-century fireplace. WALK TO OUR PRIVATE BEACH & enjoy our 7 bikes, 4 paddle-boards & 3 kayaks, or take in the sunset over the water while you prepare dinner in the fully stocked chef's kitchen. Designer furniture promotes indoor-outdoor living w/refined simplicity. Registry#24-14

Dec 12 – 19

R19,883 ZAR per night

Superhost

Cottage in Cutchogue

4.69 out of 5 average rating, 187 reviews

Lovely 2 BR Beach House No. Shore

Our adorable 2 BR cottage in the heart of wine country in LI's North Shore is impeccably decorated with a separate breezy, sunny dinning room and screened in porch and a Jacuzzi in our bathroom. We are less than 1/2 mile walking distance to two beaches or less via our kayak! Wifi. Please note that local Southold town ordinance requires a 14 night minimum stay. Please contact us to discuss. Please contact us about our off season rates. Unfortunately, we can no longer accept pets of any kind.

Dec 17 – 24

R3,792 ZAR per night

Guest favorite

Home in East Hampton

5.0 out of 5 average rating, 8 reviews

Chic & Sun-Filled Modern Oasis, Heated Pool & Spa

Ideally situated between East Hampton & Sag Harbor, this stunning 5br & 4ba home is the perfect year-round escape. A gated entrance brings you inside a private 1 acre compound & up a 300ft long landscaped & lighted driveway. Greeted with sunny interiors, a modern floor plan, designer furniture & a 20x40ft sun-drenched heated saltwater pool, hot tub & roof deck, this beach house is perfect for large family gatherings and is an entertainer's dream with a fully stocked chef’s kitchen. #22-1,284

Apr 14 – 21

R20,759 ZAR per night

Guest favorite

Home in East Hampton

4.93 out of 5 average rating, 15 reviews

Luxury meets comfort in EH Oasis w/ heated pool

Escape with friends or the whole family at this luxurious East Hampton retreat. Centrally located, you're only a few minutes from great shops and restaurants in EH Village and Sag Harbor, and 10-min or less to the beach and bay. Equally equipped to work remotely or embrace vacation-mode. Relax by the serene pool, cook a delicious meal in the well-furnished kitchen, entertain on the deck, or get cozy by the fire. Year-around, it's the perfect place to enjoy all the Hamptons has to offer!

Mar 15 – 22

R16,533 ZAR per night

Guest favorite

Apartment 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.

Oct 25 – Nov 1

R9,725 ZAR per night

Guest favorite

Home in East Hampton

4.81 out of 5 average rating, 47 reviews

Private and tranquil getaway.

Three bedroom rustic mountain style lodge in East Hampton on 3.7 wooded acres. Enjoy the spacious and private decks facing the treetops, ideal for barbecuing and relaxing . Cook on a six burner range or an outdoor gas barbecue. Wifi, Cable, 3 night minimum ! .Winter rates November/ April are $350 weekdays $400 Friday and Saturday. Spring/Fall =June/September /October $400 weekdays $450 weekends, High Summer - July/August- Labor day $600 -700daily. . Pets allowed with $100 fee per pet

Nov 2 – 9

R8,686 ZAR per night

Superhost

Home in Shelter Island

4.89 out of 5 average rating, 106 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!!!

Jan 31 – Feb 7

R15,610 ZAR per night