Holiday rentals with outdoor seating in Penn Yan

Find and book unique rentals with outdoor seating on Airbnb

Quick stats about holiday rentals with outdoor seating in Penn Yan

  • Total holiday rentals

    Explore 30 holiday rentals in Penn Yan

  • Nightly prices starting at

    Penn Yan holiday rentals start at $104 SGD per night before taxes and fees

  • Verified guest reviews

    Over 2,360 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    30 of Penn Yan holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Penn Yan rentals

  • 4.9 Average rating

    Penn Yan stays are highly rated by guests – averaging 4.9 out of 5!

Top-rated rentals with outdoor seating in Penn Yan

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

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Top guest favourite
A modern single-room cabin is nestled among trees, featuring large windows that offer natural light and views of the surrounding woods. A covered porch with seating invites relaxation, while a wooden railing adds to the cabin's rustic charm.
Cabin in Dundee
5 out of 5 average rating, 152 reviews

Timber View At Timber Trails

Escape to the countryside at the charming, “Timber View.” Surrounded by wineries & scenic beauty, this country retreat offers a peaceful getaway for those seeking to disconnect & rejuvenate. Wake up to the sounds of nature, enjoy your morning coffee on the porch, & spend your days exploring the Finger Lakes region with activities like hiking, visiting local farmers' markets, or simply enjoying the tranquility of rural life. In the evenings, gather around the fire pit for stories and stargazing.

Top guest favourite
A comfortable living area features a green sofa paired with a wooden rocking chair. A dark coffee table sits in front, with natural light illuminating the space through two windows. A dining table with four chairs is positioned nearby, creating a cozy gathering spot.
Flat in Penn Yan
4.98 out of 5 average rating, 582 reviews

Crows nest lake view flat

Crows Nest is located on the Keuka Lake wine trail. It is next to Red Jacket Park and Morgan Marine on one side, Seasons on Keuka Lake on the other. Very close to Penn Yan/Yates County Airport and between the Main Deck restaurant and Route 54. The property is NOT water front. Keuka Lake is accessible thru Red Jacket Park and visible from the property, but not directly on the water. There is a sidewalk from the property to town for Guests who prefer to walk, approximately 1 mile to Village center

Top guest favourite
Chalet in Penn Yan
4.94 out of 5 average rating, 162 reviews

HUGE Covered Porch ON LAKE-Kayaks/Bikes/Air Hockey

ON THE BEACH offers all the comforts of home! No steps to entry! Right on the water! Dock, boat hoist, kayaks, and bikes! With 3 bedrooms and 2 baths, laundry, a fully stocked kitchen, WIFI, and big screen TV's, you'll feel comfortable immediately. The game room has an XBOX 360, Big Screen TV, & Air Hockey, plus a cozy fireplace. This year round home offers A/C plus ceiling fans in the summer and gas heat in the winter. Close to town, restaurants, wineries, breweries, distilleries, and skiing

Top guest favourite
Two Adirondack chairs are positioned in a grassy area, accompanied by a small table. The chairs provide a view of the surrounding landscape, which includes trees and hills leading down to water in the distance under an overcast sky.
Guest suite in Penn Yan
4.95 out of 5 average rating, 216 reviews

Overlooking beautiful Keuka: Sunrise to Sunset!

A self-contained apt right in the heart of the beautiful Finger Lakes. Close to Keuka College, parks, restaurants, museums, trails, wineries, and kayak/bike rentals. Room for boats/trailers. Self-check in with lock box Super clean, lower apartment features a private entrance. It has a large bedroom with a comfortable king size bed, convertible to two twins, upon request. Twin/mattresses on floor can sleep up to 2 children ($15 ea) or 1 more adult($40)per night Private bathroom with shower.

Top guest favourite
A single-story cottage is set among lush greenery, featuring a welcoming front entrance with a blue door. The well-maintained yard includes vibrant shrubs and trees surrounding the home, with a large garage visible to the right, adding to the property’s charm.
Cottage in Penn Yan
4.99 out of 5 average rating, 163 reviews

Blūm on the Hill Cottage in the Finger Lakes

Enjoy a peaceful stay in our cottage located just over 2 miles from the quaint village of Penn Yan on Keuka Lake. Relax in the newly renovated 2 bedroom, 2 full bath home with a fully equipped dine-in kitchen, spacious living room with electric fireplace, and dining room. Enjoy the fresh air on the back deck with Keuka Lake peeking through the trees. Take in the sites of the many trails, vineyards, breweries and state parks in the area during your stay. So just relax, you're on lake time.

Guest favourite
Home in Keuka Park
4.92 out of 5 average rating, 110 reviews

Keuka Gully Cabin

Traveling small? inquire for discount! 10 Acres 2 Trails 4 Breweries and wineries within 5 min 1 Wood burning stove 2 Zone MrCool 4 Bedrooms 5 Lake views 1 washer/dryer 1 Superhost As you drive up the semi-private road, you'll wind through picturesque vineyards and serene woods, arriving at your quiet cabin. The property boasts a tranquil gully, perfect for relaxing, hiking, and simply enjoying nature. The charming Village of Penn Yan is just around the corner, waiting for you to explore.

Superhost
The historic Victorian home features a light blue exterior with intricate wooden detailing. Large windows allow natural light to illuminate the interior, and a welcoming porch with decorative supports enhances the entryway. The roofline is gently sloped, adding to the charming character of the property.
Flat in Penn Yan
4.7 out of 5 average rating, 227 reviews

Budget Petfriendly 2nd fl Studio in PY walkable

1870 Historic Victorian 2nd floor studio with separate kitchen. No parties. No smoking or vaping inside of the unit please. No parties. Guests need to climb deck stairs and inside staircase to access apartment. Steps from downtown, near wineries, breweries, restaurants. Locally owned family home with pets. Stove, microwave, blender, toaster, refrigerator, coffeemaker. Propane BBQ grill Queen, single day bed trundle underneath (all beds in the same room) Free wifi, Netflix, Roku tv

Top guest favourite
A tiny house on wheels is set against a backdrop of autumn-colored foliage and Keuka Lake. Two tall trees provide shade, while a glimpse of the water can be seen in the distance. Fallen leaves blanket the grassy area, enhancing the natural setting.
Tiny home in Keuka Park
4.97 out of 5 average rating, 137 reviews

The Tiny House on the Prairie - QKA

A little slice of calm and contentment in this rustic well appointed tiny house on wheels. IT'S GETAWAY TIME! Perfect for a couple. Stunning views of Keuka Lake. Fully furnished kitchen, deck with patio furniture & propane gas grill. Fire pit with adirondack chairs. Enjoy the symphony of the night time under the stars with s'mores. Great location to the wineries, breweries & restaurants. 3 minutes to Keuka Lake State Park. Almost everything we have is made in the USA.

Top guest favourite
The kitchen area features modern appliances, including a refrigerator and microwave, alongside a granite countertop. A wooden shelf displays dishware and cooking utensils, while a window allows natural light to fill the space. The rustic wood ceiling complements the white shiplap walls.
Guest house in Penn Yan
4.97 out of 5 average rating, 155 reviews

Quiet Guesthouse near Keuka Lake and Penn Yan!

Welcome to our cozy guesthouse! Nestled in the Fingerlakes Region of New York, it's the perfect place to rest after a day spent exploring our beautiful lakes, wineries, hiking trails, and so much more. Our guesthouse is located 2 minutes away from the Keuka Outlet Trail, 5 minutes from Penn Yan and Keuka Lake, and just minutes away from several local wineries. In the winter, we love to visit Bristol Mountain Ski Resort, 45 minutes from us! We can't wait to host you!

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, 287 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.

Superhost
Yurt in Penn Yan
4.82 out of 5 average rating, 310 reviews

Pet Friendly Keuka Yurt

Escape to Your Private Yurt Retreat! Nestled on 6 acres near Keuka Lake, this all-season Yurt offers the perfect blend of relaxation and adventure. Enjoy a complimentary cup of coffee, stargaze under the dome, and explore nearby wineries and Watkins Glen. Amenities include: cozy queen bed, full kitchen, heat & A/C, fast Wi-Fi, and outdoor fire pit. Plus, we don’t charge a pet fee bring your furry friends! Have questions? Message us anytime we’re happy to help!

Top guest favourite
The exterior of the chalet showcases a newly remodeled black house with wooden shutters. A small deck is visible in front, surrounded by greenery. The roof is steeply pitched, and a garage is attached to one side, blending neatly with the overall design.
Home in Penn Yan
4.99 out of 5 average rating, 138 reviews

The Onyx Chalet by Keuka Lake

Keep it simple at this peaceful and centrally-located place. Our Chalet is a newly remodeled house on the edge of Penn Yan within sight of Keuka Lake. Seasonal lake views and beautiful sunset skies. A stones throw from Morgan Marine and Red Jacket park. Walking distance from restaurants and a public beach. Master bedroom on main floor with queen bed and access to bathroom. Two bedrooms upstairs and large bathroom. Comfortably sleeps 6-8 people.

Popular amenities for outdoor seating rentals in Penn Yan

When is the best time to visit Penn Yan?

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