Vacation rentals with a kayak in Milo

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Top-rated accommodations with a kayak in Milo

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Top guest favourite

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

ValueLocationGrill

4.91 out of 5 average rating, 215 reviews

Top guest favourite

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.

LocationValueNearby

4.99 out of 5 average rating, 119 reviews

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.

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. )

ValueLocationFamily

4.92 out of 5 average rating, 391 reviews

Top guest favourite

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!

ValueOutdoor spacesBathroom

4.98 out of 5 average rating, 167 reviews

Top guest favourite

Guesthouse in Hector

Wolf Den Private Suite and Dock

Your stay here will be relaxing and peaceful in a private and spacious suite with a private dock & kayaks. Located in Hector, you’ll be surrounded by wineries, breweries and farm to table dining. The bnb is located on the second level of unoccupied storage space but your entry requires just two steps as seen in the photos. The path to the lake is well lit a 60-90 second walk. I live between the bnb and the lake so I’m available at all times. Please read “The space” below for all the amenities.

LocationOutdoor spacesComfort

4.98 out of 5 average rating, 123 reviews

Guest favourite

A scenic outdoor setup features a stack of Jenga blocks beside a glass of red wine. The blue table complements the tranquil waterfront in the background, with the sun setting over the shimmering lake, enhancing the peaceful ambiance.

Cottage in Geneva

Cottage Home with Lake and Sunset Views

Located on a peaceful private road, this stunning vacation cottage is a perfect place to relax and unwind both outside and indoors in All Season. Ideal getaway retreat with modern amenities, including full bath and stunning views. Spacious and bright open floor plan with large windows and cozy furnishings perfect for family gatherings. and sunset view lake house. Dock/ swimming/water activities included. Enjoy your own private beach access. Entire property offers a warm, inviting atmosphere.

ValueLocationHospitality

4.93 out of 5 average rating, 162 reviews

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

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.

LocationOutdoor spacesSleep quality

4.98 out of 5 average rating, 162 reviews

Guest favourite

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.

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4.98 out of 5 average rating, 101 reviews

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

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.

ValueLocationGrill

4.94 out of 5 average rating, 229 reviews

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

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.

Outdoor spacesLocationHeating

4.98 out of 5 average rating, 294 reviews

Top guest favourite

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!

Outdoor spacesLocationLaundry

4.98 out of 5 average rating, 113 reviews

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

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.

ValueLocationGrill

4.91 out of 5 average rating, 172 reviews