Holiday rentals with outdoor seating in Penn Yan

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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, 127 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, 563 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
A modern home with a circular shape is visible in the foreground, surrounded by lush green grass and trees. A gravel path leads up to the house, with expansive views of rolling hills and distant tree lines in the background under a clear blue sky.
Home in Penn Yan
4.92 out of 5 average rating, 211 reviews

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.

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
4.96 out of 5 average rating, 206 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.

Guest favourite
A wooden dock extends towards the water, leading up to a two-story house. The house features a covered deck with seating areas and is surrounded by greenery. The cloudy sky adds depth to the serene lakefront setting.
Home in Penn Yan
4.89 out of 5 average rating, 116 reviews

Comfort, sunshine, relaxation!

Cozy coastal house tucked away on a quiet point and offers great views of Seneca Lake. Lakefront - Fire Pit - Direct Water Access - Covered Decks - WiFi & Roku - Stocked Kitchen - 2 Full Baths - 2 Bedrooms: 1 King, 1 Queen, 2 Pullout Queens, 1 Bunkbed (Full & Single) - Linens, Cleaning, Garbage Pickup Included - 2 Grills (Propane & Charcoal) - Wineries a “stone’s throw away” - Watkins Glenn - Trout Derby - Windmill Crafts & Farm Market - Corning Glass 2 Kayaks 1 Paddle Boat Water Slide Raft

Top guest favourite
A cozy bedroom is highlighted by a spacious bed topped with a patterned quilt. A small table and chair set is positioned nearby, complemented by a wall-mounted flat-screen TV. Soft lighting is provided by a window partially covered by a dark shade.
Home in Penn Yan
4.95 out of 5 average rating, 110 reviews

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.

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, 153 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.

Top guest favourite
A red log cabin is seen across a tranquil pond, surrounded by vibrant fall foliage. The reflection of the cabin and colorful trees creates a serene scene. The sky is clear and blue, enhancing the peaceful atmosphere of the property.
Cabin in Branchport
4.93 out of 5 average rating, 166 reviews

Retreat @ Keuka Cabin

It's The Cabin! This picturesque cabin sits on 8 acres of mowed and wooded land. Enjoy all that the property has to offer with a half mile's worth of walking paths, a large front porch to drink your morning cup of joe, fully stocked pond, a fire pit/wood and more. It offers serenity in the Finger Lakes Region. Easy access to countless wineries, breweries and distilleries. The cabin is where memories are forged, belly laughs are had, and adventures await. Come, kick back, and take it easy.

Guest favourite
A serene lakeside view features soft clouds illuminated by warm sunset hues, reflecting on the calm water. Docks with boats are visible along the shoreline, framed by lush greenery and distant hills, creating a tranquil atmosphere.
Cottage in Penn Yan
4.9 out of 5 average rating, 101 reviews

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.

Top guest favourite
An outdoor deck is shown with a wooden frame, featuring a glass-top table surrounded by six beige chairs. The scenic view of lush greenery and distant hills is visible in the background under a clear blue sky.
Home in Penn Yan
4.97 out of 5 average rating, 211 reviews

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.

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
4.71 out of 5 average rating, 213 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 tranquil lakeside view during fall showcases vibrant foliage, with trees in shades of orange, red, and yellow. Crisp leaves blanket the ground, while the calm water reflects the colorful landscape. A wooden dock is visible in the background, inviting relaxation by the lake.
Home in Keuka Park
4.94 out of 5 average rating, 284 reviews

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!

Popular amenities for outdoor seating rentals in Penn Yan

When is the best time to visit Penn Yan?

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Avg. price$153 SGD$176 SGD$193 SGD$243 SGD$276 SGD$285 SGD$317 SGD$316 SGD$250 SGD$243 SGD$191 SGD$180 SGD
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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 $103 SGD per night before taxes and fees

  • Verified guest reviews

    Over 2,420 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

  • 4.8 Average rating

    Penn Yan stays are highly rated by guests – averaging 4.8 out of 5!