
Holiday rentals with outdoor seating in Penn Yan
Find and book unique Holiday Houses with Outdoor Seating on Airbnb
Top-rated Holiday Houses with Outdoor Seating in Penn Yan
Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.

The Cozy Cottage on Seneca Lake (Fingerlakes, NY)
One of a kind property located in the heart of the Seneca Lake Wine Trail! Perfect for Spring, Summer, and Fall. Featuring 50 feet of private waterfront, guests can relax on the beach and dock. The cottage sits on a hillside offering unparalleled panoramic views of the lake. Just minutes to renowned local wineries and breweries. The perfect place to unwind and relax with friends and family. Please Note: there is a steep driveway to the cottage that maybe be difficult for young children/elderly.

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.

30ft Camper nestled in the woods of Dundee, NY
The Grapevine Getaway is a 30ft Modern Camper nestled in the woods. Sleeps 2 adults (Queen size bed) & 2-3 children (full size sleeper sofa) comfortably. Full deck, table, chairs & BBQ grill included. Relax around the campfire (firewood provided)or take in the views with our walking path. Plenty of off-road / private parking. Electric, Sewer, Central Air, Refrigerator, Stove, Microwave, Electric Fireplace & WiFi Incuded. A little piece of heaven centrally located between The Finger Lakes.

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.

Enjoy spectacular sunsets at The Chalet at Keuka!
The Chalet at Keuka is a lake lover's dream! Right on the water, you can enjoy panoramic views and beautiful sunsets on the spacious deck, or in one of two Florida rooms! You're in the heart of Finger Lakes, and a short drive from wineries, breweries, restaurants and parks. We allow up to two small breed dogs (up to 10 lbs), or one large breed dog. A couple of things to note: There are stairs leading to, and inside the cottage. Also, for guests over 6' 2", a few of the doorways are low.

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

Finger Lakes Wine Country Suite
Beautifully restored 1875 village home 2 blocks from Seneca Lake, in the heart of wine country. Our quaint village is centrally located on Seneca Lake where over 50 wineries/breweries await you. Keuka outlet trail is a few blocks away- use our bikes to explore gorgeous waterfalls and trails. Your spacious private suite has a separate entrance and porch all to yourself with mini frig,microwave and Keurig. along with an en suite bathroom. The Copper Barn next door has additional lodging.

Mutual Fun Keuka Memories
If you are going to just hang out, do it at this beautiful setting on Keuka Lake. Child-Friendly. Wonderful swimming area! Scenic drives around the vineyards. Spacious, comfortable home along a very quiet road. Cozy All-Season getaway! Enjoy your own private beach and dock. Swim/float/kayak in pristine waters. Walk along the lake. Stargaze. Campfires on the shore. Wintertime retreat. Brand new leather sofa, chair and ottoman. Nice, warm fireplace. Snuggle inside and let it snow!

Route 54 Relic in Penn Yan.
1880's home now 3 units. Built when steam ships still piloted Keuka. Penn Yan can be accessed by sidewalk from here (approx 1 mile to center), steps from Red Jacket Park at Keuka Lake on one side, Seasons on Keuka Lake on the other. Close to Keuka Outlet Trail, on the Keuka Lake wine trail, and between Main Deck restaurant and Rt 54 (WE ARE NOT WATERFRONT). There is plenty to do between shopping in Penn Yan, hiking the Outlet, or going on a wine tour around Keuka and/or Seneca Lake.

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.

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 Penn Yan outdoor seating rentals
Holiday House Rentals with Outdoor Seating

Cottage on the Erie

The Greenhouse: Modern Rural Escape

1875 Renovated Schoolhouse with an Igloo!

Ithaca Music-lovers Barn

Retreat w/ panoramic lake views on wine trail!

Romantic Ski-View Retreat by the Fire

Finger Lakes Hilltop Chalet Relax, Unwind & Renew

Nature Lover's Charmer / Erie Canal Access 2
Apartment rentals with outdoor seating

Pulteney Pleasure

Naples Barn

Cozy Lakeview Apartment

Acorns Away

Historical Row House

Coyglen Air BnB

Contemporary and cozy flat, w/ fireplace & balcony

Hector Lookout Loft ~Seneca Lake~
Condo rentals with outdoor seating

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

Private Condo | CDGA Lake | Seasonal Hot Tub/Pool
When is the best time to visit Penn Yan?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $226 NZD | $217 NZD | $250 NZD | $326 NZD | $371 NZD | $383 NZD | $426 NZD | $425 NZD | $337 NZD | $326 NZD | $257 NZD | $242 NZD |
| 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 |
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 $138 NZD 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 and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of Penn Yan holiday rentals include Wi-Fi 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!
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- Cornell University
- Letchworth State Park
- Greek Peak Mountain Resort
- Watkins Glen State Park
- The Strong National Museum of Play
- Bristol Mountain
- Sea Breeze Amusement Park
- Chimney Bluffs State Park
- Fair Haven Beach State Park
- Taughannock Falls State Park
- Watkins Glen International
- Keuka Lake State Park
- Stony Brook State Park
- Cascadilla Gorge Trail
- Keuka Spring Vineyards
- Fox Run Vineyards
- Finger Lakes
- Three Brothers Wineries and Estates
- Memorial Art Gallery
- Sciencenter
- High Falls
- Ontario Beach Park
- Genesee Country Village and Museum
- Buttermilk Falls State Park





