
Holiday rentals with outdoor seating in Penn Yan
Find and book unique Holiday Houses 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 $136 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!
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.

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

Keuka Lake Hilltop Cottage
This is a unique modern home on a beautiful setting. A circular, 15 sided layout with lots of light overlooking Keuka Lake. Well furnished in a country setting. Enjoy the fresh air and quiet. Internet from TMobile 5G. No network TV included. Guests should bring their own media devices. A HDMI compatible TV is provided. No air conditioning but high airflow due to fans, circular house and bluff location. Memory foam pad is available for use with futon or fold out. Monthly discount only Nov to Mar.

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.

Modern Colonial Walking Distance to Town & Outlet
Perfect destination for families or friends seeking to experience the beauty of the Finger Lakes. Located steps from the Outlet Trail. This clean, and spacious home offers convenience, charm and comfort. Walking distance to downtown area restaurants. This is an ideal location to access both the Seneca and Keuka Lake wine trails. Two blocks from the public boat launch with plenty of off street parking for your boat and trailer. Barbecue on the grill or relax outside on the patio by the fire.

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' 3", a few of the doorways are low.

Guyanoga Getaway ~Peaceful~ 5 min. to Keuka Lake
Nature lovers! Ideal vacation home for a small family, couples getaway or girls/guys weekend. Nestled in the woods, this secluded cabin-like ranch home has a beautiful view of the Guyanoga Valley. Located only 2 miles from Keuka Lake State Park, and a short drive to Penn Yan, this 3-bedroom has all of the comforts of home. Enjoy a cup of coffee on the deck. Minutes away from the lake; breathtaking scenery, wineries and craft breweries. You'll find small-town hospitality in Yates County.

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

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!

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.
Popular amenities for Penn Yan outdoor seating rentals
Holiday House Rentals with Outdoor Seating

Comfort, sunshine, relaxation!

Heard It View The Grapevine

Lake House-Sunset Views-HOT TUB-Couples Retreat

Home near Keuka is Sweet as Pi

Casa Del Lago - Unit 38

Sunset Views: Keuka Lake Escape

Country cottage

Finger Lakes Escape • FLX Chalet + Private Pond
Apartment rentals with outdoor seating

Pulteney Pleasure

Seneca House

PRIVATE STUDIO APT WITH 10 MILE SENECA LAKE VIEW

Cozy Lower Level Apartment in the Grove

Luxury lakefront apartment - and a private pool!

Elegant Historic Suite — Balcony & Fireplace

Acorns Away

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

Lakefront Retreat

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 | $203 NZD | $233 NZD | $256 NZD | $322 NZD | $366 NZD | $378 NZD | $421 NZD | $419 NZD | $332 NZD | $322 NZD | $254 NZD | $238 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 |
Destinations to explore
- Plainview Holiday rentals
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- Pet-friendly rentals Penn Yan
- Rentals with a fire pit Penn Yan
- Cabin rentals Penn Yan
- House rentals Penn Yan
- Family-friendly rentals Penn Yan
- Rentals with a patio 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
- Cornell University
- Letchworth State Park
- Greek Peak Mountain Resort
- Watkins Glen State Park
- Bristol Mountain
- The Strong National Museum of Play
- Chimney Bluffs State Park
- Sea Breeze Amusement Park
- Fair Haven Beach State Park
- Taughannock Falls State Park
- Stony Brook State Park
- Keuka Lake State Park
- Watkins Glen International
- Cascadilla Gorge Trail
- Keuka Spring Vineyards
- Finger Lakes
- High Falls
- Sciencenter
- Three Brothers Wineries and Estates
- Fox Run Vineyards
- Buttermilk Falls State Park
- Hunt Hollow Ski Club
- Memorial Art Gallery
- Montezuma National Wildlife Refuge




