Vacation rentals with a kayak in Milo

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Top-rated kayak rentals in Milo

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

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Top guest favorite

Home in Burdett

4.99 out of 5 average rating, 119 reviews

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.

LocationOutdoor spacesGetting around

Top guest favorite

Cabin in Penn Yan

4.91 out of 5 average rating, 213 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

ValueLocationCheck-in

Top guest favorite

Cottage in Lodi

4.98 out of 5 average rating, 162 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!

Outdoor spacesLocationPets

Top guest favorite

A scenic view of Keuka Lake is captured from the deck, showcasing a spacious grassy area leading to the private lakefront dock. Boats are visible on the water, while the hillside is lined with trees under a clear blue sky.

Home in Hammondsport

4.96 out of 5 average rating, 136 reviews

*New* Keuka View/No Steps to lake*Sleeps 8/ kayaks

Delightful 4 bedroom, 3.5 bath lake house located on the Keuka Wine Trail. This comfortable home *SLEEPS 8 people and is just the right size for that perfect week or weekend on the lake. Enjoy gorgeous lake views from the many windows inside the home and outside on the newly built deck. This year round get-a-away sits on 75 feet of walk in level lake front. “Due Time” is the perfect home close to top-notch wineries, restaurants and all that this region has to offer. Strict *No Pets Policy.

ValueLocationCleanliness

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

4.98 out of 5 average rating, 160 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.

LocationOutdoor spacesBathroom

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

4.95 out of 5 average rating, 205 reviews

Azalea Beach House on Seneca Lake

Enjoy this spectacular lake house with 4 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

LocationOutdoor spacesHot tub

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

4.98 out of 5 average rating, 100 reviews

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.

Outdoor spacesLocationDecor

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

4.94 out of 5 average rating, 227 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.

Outdoor spacesLocationQuiet

Top guest favorite

A serene lakeside view is depicted with four Adirondack chairs in varying colors positioned on a pebbled shore. A wooden dock extends into the water, surrounded by calm waves and lush green hills in the background, under a partly cloudy sky.

Chalet in Dundee

4.87 out of 5 average rating, 180 reviews

Private Keuka Lake-front Chalet | Stunning Views

This four-season get-a-away sits directly on the Keuka Lake Wine Trail and is ready for your weekend vineyard adventure. The 171' feet of private lakefront is the quintessential summer escape or fall foliage photo vista. The home features three bedrooms, two full bathrooms, and can easily sleep ten comfortably. The downstairs game room is designed with the kids in mind. The great room has a beautiful natural stone fireplace, perfect for relaxing after a great day on the Lake.

Outdoor spacesValueAir conditioning

Top guest favorite

A spacious covered deck features a round wooden table surrounded by six folding chairs. Dappled sunlight casts patterns on the wooden floor, enhancing the natural atmosphere. The deck overlooks a serene view of the lake, framed by lush trees in the background.

Cottage in Dundee

4.99 out of 5 average rating, 551 reviews

Waneta Lakeside Cottage

Right on the water with lots of space and fresh air this new and charming cottage is situated in the heart of the Finger Lakes on the east side of Waneta Lake. Ideal for 1 to 2 couples, a girls weekend getaway or families up to 4. There are 2 bedrooms, an open fully equipped kitchen, a sitting area and bathroom with walk-in shower. Dine and relax on the over-sized covered deck overlooking the lake. A stairway from the deck provides access to a private beach with 4 kayaks.

ValueLocationComfort

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

4.98 out of 5 average rating, 291 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.

LocationOutdoor spacesParking

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

4.98 out of 5 average rating, 108 reviews

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!

LocationOutdoor spacesCondition