
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.

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.

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

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

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.

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.

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.

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

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.

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!

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.

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!

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
House rentals with outdoor seating

Retreat w/ panoramic lake views on wine trail!

Lake House-Sunset Views-HOT TUB-Couples Retreat

Suite #1 - New Duplex on Seneca Lake Wine Trail

Mutual Fun Keuka Memories

Guyanoga Getaway ~Peaceful~ 5 min. to Keuka Lake

Modern Colonial Walking Distance to Town & Outlet

Vintage Vineyard Cottage: Cozy Getaway, King Beds

Park Hyatt on Keuka Wine Trail - Amazing View!
Apartment rentals with outdoor seating

Pulteney Pleasure

Kelly's Suite

Sunset Ridge, Amazing Views

PRIVATE STUDIO APT WITH 10 MILE SENECA LAKE VIEW

Cozy Lakeview Apartment

Relaxxxx, Just Having A Lil Fun!

Elegant Historic Suite — Balcony & Fireplace

Acorns Away
Apartment rentals with outdoor seating

Sauna Getaway in the Finger Lakes

NEW Lakeview Escape | Seasonal Hot Tub | Poolside

Hotel Canandaigua Lakefront Condo - Pool/Hot Tub

Canandaigua Lake Front Condo, Beach, PickleBall

Lakeview Condo | Seasonal Hot Tub | Pool | Restaur

Cliffside Condo|10 min Canandaigua | 15 min Bristo

Spacious & Serene with Breathtaking Views

Canandaigua Condo w/ Restaurant and Pool/Hot Tub
When is the best time to visit Penn Yan?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $170 SGD | $163 SGD | $188 SGD | $245 SGD | $278 SGD | $287 SGD | $320 SGD | $318 SGD | $252 SGD | $245 SGD | $193 SGD | $181 SGD |
| Avg. temp | -3°C | -2°C | 2°C | 8°C | 15°C | 20°C | 22°C | 21°C | 17°C | 11°C | 5°C | 0°C |
Destinations to explore
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- Pet-friendly rentals Penn Yan
- House rentals Penn Yan
- Cabin rentals Penn Yan
- Family-friendly rentals Penn Yan
- Rentals with a patio Penn Yan
- Rentals with a firepit Penn Yan
- Rentals with a washing machine and dryer Penn Yan
- Rentals with outdoor seating Yates County
- Rentals with outdoor seating New York
- Rentals with outdoor seating United States
- Letchworth State Park
- Cornell University
- Watkins Glen State Park
- Greek Peak Mountain Resort
- Finger Lakes
- The Strong National Museum of Play
- Bristol Mountain
- Sea Breeze Amusement Park
- Fair Haven Beach State Park
- Taughannock Falls State Park
- Chimney Bluffs State Park
- Watkins Glen International
- Keuka Lake State Park
- Stony Brook State Park
- Keuka Spring Vineyards
- Cascadilla Gorge Trail
- Fox Run Vineyards
- Rochester Institute of Technology
- Memorial Art Gallery
- Three Brothers Wineries and Estates
- University of Rochester
- High Falls
- Ithaca College
- Ontario Beach Park





