Holiday rentals with outdoor seating in Penn Yan

5 out of 5 average rating, 120 reviews

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

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.

4.97 out of 5 average rating, 545 reviews

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.

Apartment in Penn Yan

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

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.

4.92 out of 5 average rating, 202 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.

4.9 out of 5 average rating, 368 reviews

A cozy cottage is set amidst greenery, featuring a wheelchair-accessible ramp leading to a wooden deck. A round table with an umbrella is positioned beside the deck, surrounded by a manicured lawn and tall trees in the background.

Cottage in Hammondsport

A Wise Getaway / Farm Cottage Near Keuka Lake

Welcome to 'A Wise Getaway' Amish-Built 800 Sq Ft Cottage on 50-Acre Farm – No Cleaning Fee! A peaceful retreat for couples, families & your four-legged friends Just 2 miles from Keuka Lake & minutes to the Village of Hammondsport, NY Minutes from wineries, breweries, NYS hunting land & Waneta / Lamoka Lakes ♿ Handicap accessible 🐾 $40 pet fee 🔥 Fire pit 📡 Wi-Fi 🍔 BBQ grill 📺 Premium DIRECTV + Sports Packages Top 5% rated Airbnb in region 20–30 mins to Watkins Glen, Penn Yan & Corning

4.92 out of 5 average rating, 348 reviews

A green roof features a weather vane shaped like a dog, positioned atop the building. The background reveals a serene view of Seneca Lake under a clear blue sky, with lush greenery framing the scenery.

Apartment in Hector

Private Year-round Lakefront on Seneca Wine Trail

You’ll enter a Large, Luxurious, Private studio apartment in beautiful Arts & Crafts style. *Located on a Town Maintained secluded lake-side road on the shores of the east side of Seneca Lake. *Ten-foot Coffered Ceilings *On the Seneca Lake Wine Trail. *We welcome visitors all year round. A wonderful option for couples looking for a private, quiet place to get away. *Many custom-crafted details. *2 additional guests can be accommodated with a fold-out sofa bed (an additional fee. )

4.96 out of 5 average rating, 205 reviews

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

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.

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.

4.95 out of 5 average rating, 109 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.

4.99 out of 5 average rating, 143 reviews

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

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.

4.72 out of 5 average rating, 209 reviews

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.

Apartment in Penn Yan

2nd Fl. Studio Walkable In town no cleaning fee

1870 Historic Victorian 2nd floor studio with separate kitchen. 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, YouTube tv

4.94 out of 5 average rating, 281 reviews

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

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!

4.97 out of 5 average rating, 135 reviews

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.

Guesthouse in Penn Yan

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!

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.

4.98 out of 5 average rating, 245 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.

Popular amenities for Penn Yan outdoor seating rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with Outdoor Seating

A white signpost displays the name 'Country Corner Cottage' alongside the number '522'. Vibrant pink peonies bloom in front, adding a touch of color to the manicured lawn. Lush green grass and landscaped shrubs create a welcoming entrance.

4.89 out of 5 average rating, 246 reviews

Country Corner Cottage Beautiful Foliage + Events

4.95 out of 5 average rating, 115 reviews

The exterior of a two-story home is visible, showcasing a light-colored siding and a metal roof. A large deck with wooden railing extends from the house, adjacent to a flowing creek. Lush greenery surrounds the property, enhancing the serene setting.

Home in Bloomfield

The Creek House Private Home & Scenic Grounds

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.

4.89 out of 5 average rating, 115 reviews

Comfort, sunshine, relaxation!

4.95 out of 5 average rating, 112 reviews

A modern bedroom is highlighted by a wooden headboard shaped with soft curves. A large bed is adorned with a mix of neutral and earthy-toned pillows. Natural light filters through a window, illuminating a cozy wool throw and a decorative plant hung on the wall.

Home in Naples

Cozy Serene 2bd Finger Lakes home w/amazing views

4.91 out of 5 average rating, 101 reviews

A well-equipped kitchen features light grey cabinets, a spacious countertop, and a dining table with four wooden chairs. Appliances include a refrigerator, stove, and microwave. A decorative rug lies on the floor, adding warmth. Wall art and simple decor elements enhance the inviting ambiance.

Home in Hammondsport

Private and plentiful in Hammondsport NY

4.95 out of 5 average rating, 277 reviews

The cottage's exterior features a welcoming porch with a white railing and three chairs. Lush greenery surrounds the home, including flowering shrubs and ground cover. A stone path leads to the entrance, framed by vibrant plants, providing a serene rural setting.

Home in Lansing

Country cottage

4.96 out of 5 average rating, 101 reviews

The historic schoolhouse, painted in vibrant red, stands against a colorful sunset sky. An American flag flutters nearby. The entrance features a welcoming light, while the surrounding grassy area offers open views of the landscape.

Home in Canandaigua

Renovated 1800s Schoolhouse with 2 bedrooms

4.99 out of 5 average rating, 148 reviews

A hot tub is situated under a wooden pergola surrounded by vibrant fall foliage, with views of Canandaigua Lake in the background. Two Adirondack chairs offer a cozy spot to enjoy the scenery, while the structure features large windows capturing natural light.

Home in Naples

The Lakeview House in South Bristol

Apartment rentals with outdoor seating

4.93 out of 5 average rating, 304 reviews

A cozy dining area features a round table surrounded by four wooden chairs. Two windows allow natural light to illuminate the space, accented by indoor plants and a small bookshelf in the corner. Warm wood flooring adds a welcoming touch.

Apartment in Pulteney

Pulteney Pleasure

Apartment in Watkins Glen

A cozy bedroom featuring a queen size bed dressed in gray linens. Artwork is displayed on the walls, and a bedside lamp provides soft lighting. Natural light filters through a window, framed by patterned curtains, while an air-conditioning unit is positioned nearby.

4.99 out of 5 average rating, 139 reviews

"The Loft" 2nd story apt. 2 mi. from Watkins Glen!

4.97 out of 5 average rating, 183 reviews

A modern architecture detail captures a snowy outdoor area, with a metal railing framing the view. Sunlight brightens the scene, reflecting off the pristine white snow. In the distance, trees and rolling hills create a serene backdrop under a clear blue sky.

Apartment in Lodi

Seneca House

Apartment in Montour Falls

The spacious living room features a gray sectional sofa adorned with yellow pillows. A wooden coffee table with an intricate design sits in front of the seating. Shelves display decorative items and a bookshelf is positioned against one wall, contributing to a cozy and inviting space.

4.88 out of 5 average rating, 171 reviews

Close to it All - A Timeless Stay by the Falls

4.98 out of 5 average rating, 308 reviews

A cozy living room features a spacious gray couch adorned with decorative pillows. A mustard-colored ottoman complements the area rug’s abstract design. A writing desk and a mirror are positioned nearby, alongside soft lighting from lamps that enhance the warm ambiance.

Apartment in Canandaigua

The Porch on Park 1 bdr private - historic area

5 out of 5 average rating, 156 reviews

A round outdoor table is set with two wine glasses and a bottle of wine, complemented by a small vase of flowers. The expansive view of Seneca Lake and the sky above is visible in the background, showcasing a tranquil ambiance.

Apartment in Burdett

PRIVATE STUDIO APT WITH 10 MILE SENECA LAKE VIEW

4.92 out of 5 average rating, 336 reviews

The exterior of the lower-level apartment features a spacious patio area with outdoor seating, including a sectional and dining set. Lush greenery surrounds the space, and a barbecue grill is covered nearby. Large windows allow natural light to brighten the façade of the building.

Apartment in Canandaigua

Cozy Lower Level Apartment in the Grove

4.94 out of 5 average rating, 150 reviews

A spacious bedroom features a large window providing natural light and a view of greenery. A cozy bed is positioned near a decorative fireplace, with calming white walls and minimal decor. A vintage-style dresser sits against the wall, enhancing the room's serene atmosphere.

Apartment in Auburn

Heart of Historic Finger Lakes! Fireplace, balcony

Condo rentals with outdoor seating

A private balcony offers stunning views of Canandaigua Lake, with expansive greenery and walking paths visible below. A single chair provides a space to relax and enjoy the serene surroundings, while the distant shoreline blends with the sky in soft hues.

4.81 out of 5 average rating, 26 reviews

NEW Lakeview Escape | Hot Tub | Poolside

The spacious bedroom includes a king-sized bed with light blue bedding, a large window with sheer curtains, and modern lamps on either side. A cozy armchair and a full-length mirror add to the comfort, while a dresser is positioned against the wall.

4.78 out of 5 average rating, 54 reviews

Luxury Condo | Hot Tub | Pool | Lake Front | FLX

A balcony railing frames a serene view of Canandaigua Lake, where calm waters reflect the sky. Distant hills and trees provide a natural backdrop, while a grill is positioned to the right, emphasizing the outdoor space for relaxation.

4.69 out of 5 average rating, 16 reviews

Canandaigua Lake Front Condo, Beach, PickleBall

A private balcony offers views of the pool and Canandaigua Lake. Two wicker chairs and a small table are positioned for relaxation. The surrounding area features well-manicured lawns and pathways leading to the water.

4.93 out of 5 average rating, 43 reviews

Lakeview Condo | Hot Tub | Pool | Restaurant

New place to stay

Cliffside Condo|10 min Canandaigua | 15 min Bristo

A spacious lakeside patio features a modern glass table with lit candles, surrounded by comfortable seating. Lush greenery and scenic lake views are visible in the background, creating a serene environment for relaxation.

4.88 out of 5 average rating, 34 reviews

Spacious & Serene with Breathtaking Views

Two mugs sit on a balcony railing, overlooking a serene lake at sunset. The sky displays vibrant shades of pink and purple, reflecting on the water's surface, while distant hills create a peaceful backdrop.

5 out of 5 average rating, 189 reviews

Lakefront Retreat

The image showcases a modern condo building with a sleek exterior design, featuring multiple balconies and large windows. In the foreground, a well-maintained swimming pool is visible, surrounded by a spacious patio area equipped with lounge chairs and landscaping for a relaxing atmosphere.