Holiday rentals with outdoor seating in Penn Yan

5 out of 5 average rating, 125 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, 547 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.

Flat 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

4.92 out of 5 average rating, 204 reviews

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

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, 370 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, 351 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.

Flat 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. )

4.94 out of 5 average rating, 357 reviews

A shaded outdoor area features a swing chair with soft cushions, providing a comfortable spot to relax. Lush green foliage surrounds the space, while colorful flowers add a vibrant touch to the scene, enhancing the natural surroundings.

Guest suite in Naples

All Seasons Base Camp - Finger Lakes

*King sized bed; Private Entrance; Keurig Coffee Machine; Roku TV; Mini Fridge; Microwave; Toaster; Walk to Main Street, restaurants, wineries, distillery and breweries* All Seasons Base Camp is perfect for a couple or 2 friends looking for a comfortable and convenient place to stay while visiting the Finger Lakes Region for hiking, biking, fishing, skiing, water falls chasing, and wine tasting! No A/C needed.stays cool in the Summer months due to the home being built into the side of a hill.

4.95 out of 5 average rating, 109 reviews

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

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, 145 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.

Flat 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, 282 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, 137 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.

Guest house 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!

4.98 out of 5 average rating, 249 reviews

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.

Home in Penn Yan

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 outdoor seating rentals in Penn Yan

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with outdoor seating

4.95 out of 5 average rating, 113 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

4.92 out of 5 average rating, 104 reviews

A vibrant welcome sign featuring colorful sunflowers is attached to a tree beside a gravel path. Lush greenery surrounds the winding driveway leading to a two-story lodge and a red barn in the distance.

Home in Keuka Park

Keuka Gully Cabin

4.97 out of 5 average rating, 272 reviews

A hilltop retreat is depicted from an elevated view, showcasing a contemporary two-story home with a dark roof. Lush green fields surround the property, leading to distant hills and the shimmering waters of Keuka Lake, creating a scenic backdrop.

Home in Hammondsport

Heard It View The Grapevine

4.96 out of 5 average rating, 182 reviews

The image captures a stunning lakeside view framed by large floor-to-ceiling windows. Soft pink and orange hues from the sunset reflect on the tranquil water, creating a serene ambiance. Outdoor seating is visible on the deck, allowing for enjoyment of the picturesque scenery.

Home in Rushville

Lake House-Sunset Views-HOT TUB-Couples Retreat

4.96 out of 5 average rating, 103 reviews

The exterior of a renovated 1800s schoolhouse is showcased, featuring a striking red facade and white trim. A bell tower is positioned above the entrance. The surrounding landscape is blanketed in light snowfall, complementing the serene rural setting.

Home in Canandaigua

Renovated 1800s Schoolhouse with 2 bedrooms

4.93 out of 5 average rating, 403 reviews

A cozy sitting area is presented with two upholstered couches and a single armchair. Decorative pillows are placed on the couches, while a soft throw is draped over the armchair. Light-colored walls are complemented by natural light filtering through the window treatments.

Home in Canandaigua

Maiden Lane Charm

4.99 out of 5 average rating, 149 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

4.98 out of 5 average rating, 464 reviews

Home in Burdett

Charming home with Infrared Sauna & Hot Tub

Apartment rentals with outdoor seating

4.93 out of 5 average rating, 306 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.

Flat in Pulteney

Pulteney Pleasure

4.98 out of 5 average rating, 260 reviews

A spacious living area features a cozy seating arrangement with a reclining sofa and two armchairs. A gas fireplace is positioned beneath a flat-screen TV. Natural light filters through vertical blinds, illuminating the soft carpeted floor.

Flat in West Henrietta

Perfect "Home away from Home" Near RIT and U of R

4.99 out of 5 average rating, 140 reviews

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.

Flat in Watkins Glen

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

4.88 out of 5 average rating, 173 reviews

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.

Flat in Montour Falls

Close to it All - A Timeless Stay by the Falls

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.

Flat in Burdett

PRIVATE STUDIO APT WITH 10 MILE SENECA LAKE VIEW

4.92 out of 5 average rating, 338 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.

Flat in Canandaigua

Cozy Lower Level Apartment in the Grove

4.83 out of 5 average rating, 166 reviews

A wooden sign with the message 'Relax you're on Lake Time' is displayed on a light purple wall. The sign hangs next to a bright bedroom featuring a spacious bed with blue linens and soft lighting from a nearby lamp.

Flat in Geneva

Cottage at Cast Away Kayaks Fire Pit & Game Room

4.94 out of 5 average rating, 152 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.

Flat in Auburn

Heart of Historic Finger Lakes! Fireplace, balcony

Apartment 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, 55 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, 44 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.

4.89 out of 5 average rating, 35 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.