Holiday rentals with a kayak in Milo

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Top-rated rentals with kayak in Milo

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

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Top guest favourite
Cabin in Penn Yan
4.91 out of 5 average rating, 200 reviews

Lakside log cabin w/ kayaks & firepit

Tree-top, lakeside log cabin in the heart of the Finger Lakes! - 3 bedrooms (2 kings, 1 queen) - 2 full baths -Stone fireplace w/ gas insert - Lake view & access - Canoe & 2 Kayaks - Stone fire pit - Screened in porch - Ping Pong Table - Washer/Dryer Central location on the west side of Seneca Lake Wine Trail. - 10 minutes from Penn Yan and Keuka Lake Trail - 15 minutes to Geneva - 20 minutes to Watkins Glenn - 1 mile from Keuka Outlet Trail - Walking or drive to Climbing Bines Brewery

Top guest favourite
A private dock extends into the calm waters of Seneca Lake, surrounded by a pebbled beach. A shaded picnic table sits on the grassy area nearby, with Adirondack chairs positioned for lake views. Stacked firewood is visible to the right, enhancing the outdoor space.
Cottage in Lodi
4.97 out of 5 average rating, 147 reviews

Lakefront &Wine Trails: Little Blue Cottage FLX

Nestled in the heart of the Finger Lakes and Seneca Lake Wine Trail, you'll find a perfect lakefront getaway in this newly updated 3 bedroom, 2 bath cottage. Enjoy your morning coffee on the private dock overlooking Seneca Lake. Cozy up next to a campfire and enjoy the stunning night-sky display. Launch the kayaks to enjoy the peace and serenity of Seneca Lake’s waters. This cottage has everything for a family or group of friends to relax and rejuvenate. Located just minutes off the Wine Trail!

Top guest favourite
A green roof features a weather vane shaped like a dog, positioned atop the building. The background reveals a serene view of Seneca Lake under a clear blue sky, with lush greenery framing the scenery.
Flat in Hector
4.92 out of 5 average rating, 370 reviews

Private Year-round Lakefront on Seneca Wine Trail

You’ll enter a Large, Luxurious, Private studio apartment in beautiful Arts & Crafts style. *Located on a Town Maintained secluded lake-side road on the shores of the east side of Seneca Lake. *Ten-foot Coffered Ceilings *On the Seneca Lake Wine Trail. *We welcome visitors all year round. A wonderful option for couples looking for a private, quiet place to get away. *Many custom-crafted details. *2 additional guests can be accommodated with a fold-out sofa bed (an additional fee. )

Guest favourite
A spacious covered deck features multiple seating areas with blue cushions. A hot tub is present, alongside a coffee table and additional seating, all positioned to enjoy views of the lake. The deck leads to the lawn and dock area.
Home in Dundee
4.94 out of 5 average rating, 105 reviews

Spectacular Lake Views + Hot Tub: Winedown Oasis

Welcome to our beautiful lake house on Seneca Lake! The spacious lake level oasis has spectacular views and outdoor space! We offer all the indoor and outdoor amenities you desire on a vacation. Relax on the covered deck or in the sunken hot tub. Enjoy lots of patio seating with built-in kitchen, sink, and outdoor refrigerator. The dock, 100' of level lawn, and canoe and kayaks make this your best vacation yet. Come experience a lake week near all the best wineries and breweries in the region!

Top guest favourite
A view of a lakefront property illustrating a well-maintained yard with green grass and a dock extending into clear water. An American flag gently flutters near the house, while several outdoor chairs and loungers are arranged for relaxation. Lush trees form a backdrop against a clear sky.
Home in Dundee
4.98 out of 5 average rating, 150 reviews

Private Waterfront Home Wine Trail Hot Tub Dock

Welcome to Vineyard Views, your beautiful lakefront getaway! This year-round home on the FLX WINE TRAIL has 75' of LAKEFRONT and nice amenities. 3BR+sleeping loft/2BA+outdoor shower. The 4-SEASON covered PATIO/outdoor kitchen & dining enhances your experience any time of year! Enjoy the 4-person HOT TUB w/ TV. 60’ dock w/ electric BOAT LIFT, bar, seating area and fire pit. Steps to lake and ladder on dock. FAMILY VACATIONS, FRIENDS GATHERINGS and COUPLES GETAWAYS. Up to 2 dogs/$25 each/night.

Top guest favourite
The spacious bedroom features a comfortable bed with layered bedding, a ceiling fan, and warm wood flooring. A plush bench sits at the foot of the bed. Natural light fills the room through the doorways leading to a bright sunroom, enhancing the inviting atmosphere.
Guest suite in Dresden
5 out of 5 average rating, 274 reviews

Finger Lakes Wine Country Suite

Beautifully restored 1875 village home 2 blocks from Seneca Lake, in the heart of wine country. Our quaint village is centrally located on Seneca Lake where over 50 wineries/breweries await you. Keuka outlet trail is a few blocks away- use our bikes to explore gorgeous waterfalls and trails. Your spacious private suite has a separate entrance and porch all to yourself with mini frig,microwave and Keurig. along with an en suite bathroom. The Copper Barn next door has additional lodging.

Top guest favourite
A serene lakefront cottage is surrounded by trees, featuring a spacious deck that extends over the water. A boat is docked at the private pier, providing easy lake access. Large windows reflect light from inside, enhancing the inviting outdoor space.
Cottage in Naples
4.95 out of 5 average rating, 152 reviews

Hook, Wine and Sinker

Completely updated in 2022! Canandaigua lakefront 5 minutes outside of Naples, NY! Level lakefront- Stunning views of South Hill- perfect for autumn leaf gazing and also summertime swims off the permanent dock. With kayak, inflatable toys, gas BBQ, WiFi, cable TV & electric awning over a picnic table. Enjoy s’mores over the campfire pit. Tastefully decorated, well equipped kitchen, washer/dryer & bedroom AC. Escape to the vineyards, Bristol Mtn. & all the Finger Lakes has to offer!

Top guest favourite
A charming A-Frame cabin is surrounded by lush greenery, with a spacious deck featuring a dining set. The brown wooden steps lead to the entrance, while a winding gravel path connects to the serene outdoor space. Sunlight filters through the trees, adding warmth to the scene.
Cabin in Penn Yan
4.94 out of 5 average rating, 214 reviews

Seneca Lake A-Frame w/Stunning Views, Beach & Dock

Located in the heart of the Finger Lakes on the west side of Seneca Lake, this charming A-Frame cabin is perfect for a lakeside getaway. This open & airy retreat is in a desirable location right on the Seneca Lake wine trail. You'll enjoy sweeping panoramic views from any room in the house. Offering plenty of space to get comfortable in, some of our amenities include a large deck overlooking the lake, a beach cabana and a brand new dock. Relax, unwind and make yourself at home.

Top guest favourite
A serene lakeside home is positioned on a gently sloping green hill, featuring a spacious deck that overlooks the water. Surrounding trees provide a natural setting. The structure showcases large windows, allowing for abundant natural light and expansive views of the lake.
Home in Penn Yan
4.98 out of 5 average rating, 278 reviews

Beautiful Keuka Lake home close to Penn Yan.

Welcome to Keuka lake in this beautiful home that boasts 3 master suites. The living room has a panoramic view of Keuka Lake. There is a deck off the top floor and a patio off the first floor to sit and enjoy the lake view as well. From the downstairs patio you are only a few steps to the beach. At the end of the dock the lake is only 3 feet deep so it’s excellent for swimming. Everything in this house is new and very clean. We are a mile from downtown Penn Yan.

Guest favourite
A tranquil lakeside scene is presented at sunset, highlighting the calm water reflecting vibrant hues of orange and blue. Two docks are visible, framed by gentle silhouettes of trees, creating a peaceful atmosphere for relaxation.
Cottage in Penn Yan
4.91 out of 5 average rating, 150 reviews

Heart of the Fingerlakes Wine Country

Our special place sits upon 5 quiet acres on the majestic Seneca Lake. With the large wrap around porch, you will get lost in this beautiful setting while sipping on a glass of wine from many of our local Wineries. On the inside the first thing you will notice is the open floor plan, granite counter tops, and wall to wall windows with views for days. This property sleeps up to 6 guest, has 2 bedrooms up stairs and a large day room that can act as a 3rd.

Guest favourite
A warm, rustic living area features rich wooden walls and ceiling, accented by a cozy stone fireplace. Two leather couches sit facing the fireplace, with an ottoman at the center. Shelving units filled with books and decor complement the inviting space, enhanced by soft lighting.
Cottage in Branchport
4.95 out of 5 average rating, 255 reviews

Comfort and Luxury- Keuka Lake Dream Property

You must see the finest Keuka style home, and experience the life...Sleeps 4 in two separate bedrooms (one king bed - one queen) - and a full size bed for 2 additional people in the ladder accessible loft area. Need more space? Check out the house next door (Finger Lakes Most Welcome Home) (sleeps 8 in three separate bedrooms - plus one bath, kitchen. living room and covered deck) Sparkling hot tub is emptied & sanitized prior to your arrival.

Top guest favourite
A serene view of Lamoka Lake is framed by tall trees, showcasing a manicured lawn and a circular arrangement of rustic wooden chairs around a fire pit. The calm water reflects the surrounding greenery and distant hills under a clear blue sky.
Cottage in Bradford
4.98 out of 5 average rating, 132 reviews

Riesling Retreat - Waterfront Cottage, Lamoka Lake

Riesling Retreat is situated on scenic Lamoka Lake, in NY’s Finger Lakes Region, between Keuka and Seneca lakes. Our cottage is professionally cleaned after each visit and boasts an expansive covered porch, full kitchen with gas stove and island for cooking, manicured lawn with fire pit, dock, and launch for the kayaks or canoe. It is central to Watkins Glen, Hammondsport, and more than 250 wineries; you can’t go wrong!

Popular amenities for kayak rentals in Milo

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