Vacation rentals with a kayak in Milo

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Top-rated kayak rentals in Milo

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Top guest favorite

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.

Apartment in Hector

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. )

4.92 out of 5 average rating, 391 reviews

Top guest favorite

Cabin in Penn Yan

Lakeside log cabin w/ brilliant foliage & fire pit

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

4.91 out of 5 average rating, 215 reviews

Top guest favorite

Home in Burdett

Waterfront Home with Sauna on Seneca Lake FLX

Unwind at Red Oak Retreat, a private waterfront home located in the heart of Finger Lakes wine country! This Seneca Lake escape features an expansive deck with magnificent sunset lake views, 100ft of lakeside lawn with a fire pit and kayaks. The property also boasts a two-story seasonal lakeside boathouse with bedroom and game area. Enjoy more than 15 vineyards within a 5 minute drive, with Watkins Glen State Park, "The Glen" Race Track, and Finger Lakes National Forest are only 15 minutes away.

4.99 out of 5 average rating, 119 reviews

Top guest favorite

A welcoming living area features large windows allowing natural light to fill the space. A comfortable sectional sofa, accompanied by a rocking chair and a small coffee table, invites relaxation. A console table with neatly organized drawers complements the warmth of wooden flooring.

Cottage in Lodi

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!

4.98 out of 5 average rating, 167 reviews

Top guest favorite

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

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.

4.98 out of 5 average rating, 162 reviews

Guest favorite

A wooden deck extends towards the lake, featuring a shaded seating area with a table and chairs. Surrounded by lush greenery, the cottage's exterior presents a blend of gray siding and large windows. Partial views of the lake are visible through the trees.

Home in Penn Yan

The Carlin Cottage on Keuka Lake

The Carlin Cottage sits on the private, beautiful, and picturesque East Bluff of Keuka Lake — it's the absolute perfect getaway for a couple, small group of friends, or a family! Our adorable cozy cottage sits right on the lake and has all you need for an amazing time — a fireplace, a sun porch overlooking the lake, a deck for lounging or outdoor meals, a bonfire pit, grill, kayak, and more! The lake also has amazing restaurants, wineries, and breweries all around, so you'll never get bored!

4.86 out of 5 average rating, 200 reviews

Guest favorite

The image captures the exterior of the lake house during sunset, highlighting a wooden deck with railings and seating. Lush foliage and ferns frame the view, while the shimmering water reflects warm hues of orange and pink from the sky.

Home in Geneva

Azalea Beach House on Seneca Lake

Enjoy this spectacular lake house with 3+bedrooms and 2 1/2 baths. Extra sleeping space provided in the upstairs loft area and the lower level with 2 daybeds in each space. The living room sofa is also a queen sleeper. Luxury vaulted kitchen, fireplace, laundry...lots of parking, dock, kayaks and new hot tub!. You'll love the wrap around covered porch that looks over the lake. Located on the "gold coast"...east side of Seneca Lake... close to so many wineries, breweries & downtown Geneva

4.95 out of 5 average rating, 207 reviews

Guest favorite

A wooden dock extends over calm waters, featuring a covered boat slip. Two chairs are placed at the end of the dock, providing a serene spot to enjoy the expansive lake views. The sky is clear with a few clouds, reflecting softly on the water's surface.

Cottage in Penn Yan

The Willow Haus: Seneca Lake Wine Trail w/ Hot Tub

This lakefront cottage is perfect for a couple getaway or family vacation. No matter your interests all is close by - the foodie scene in Geneva or enjoying the outdoors and waterfalls at Watkins Glen State Park. Located on the West side of the Seneca Lake on the Wine Trail offering tons of wineries and breweries to enjoy. This waterfront cottage has lots of natural light and windows to watch amazing sunrises and beautiful views of Lake Seneca. Hot tub for 2 to add to your relaxing stay.

4.98 out of 5 average rating, 101 reviews

Top guest favorite

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

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.

4.94 out of 5 average rating, 229 reviews

Top guest favorite

A private dock extends over calm waters, featuring a table and chairs shaded by a large umbrella. A kayak is positioned beside the dock, while the peaceful lake reflects the clouds above, creating a serene outdoor space for relaxation.

Cottage in Hector

Seneca Sunset Couple's Cottage

Kick back and relax in your own stylish, private lakefront cottage. You can enjoy spectacular views of Seneca Lake and her beautiful sunsets. You'll be located on the lake, just off of Rt 414, in a prime stretch of wineries, breweries, dining, hiking, local markets and live music. Your hosts, Stephanie & Kevin, are locals and appreciate what a unique experience this area provides. The neighborhood is secluded and quiet, with many local residents calling it home.

4.94 out of 5 average rating, 119 reviews

Top guest favorite

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

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.

4.98 out of 5 average rating, 294 reviews

Top guest favorite

A bright living area features floor-to-ceiling windows offering views of the lake. A round dining table accommodates four, while a cozy seating arrangement includes a gray couch and two chairs. Natural light floods the space, enhanced by high vaulted ceilings and wood accents.

Home in Jerusalem

The Best Getaway on the Keuka Lake Wine Trail

Welcome to our “tree house" paradise on Keuka lake! It's one of the most unique cottages on Keuka. Our lake home promises you an unforgettable vacation on Keuka, with unparalleled views of the lake. Spend your days lounging on the beach, swimming, fishing, kayaking or tasting the local wine & cheese before you wind down on the hammock, taking in breathtaking views among the Keuka treetops. End each night with memories (and S’mores!) ‘round the campfire!

4.98 out of 5 average rating, 112 reviews