House holiday rentals in Penn Yan

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Top-rated house rentals in Penn Yan

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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, 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.

Guest favourite
Home in Canandaigua
4.93 out of 5 average rating, 269 reviews

Bristol Retreat Cottage

Unwind at this romantic getaway nestled in the beautiful Bristol Hills, just minutes away from Bristol Ski Resort, Canandaigua and Honeoye Lakes. This unique 1 bedroom 1 bathroom cottage is one of our two homes on the property along the peacefully flowing Mill Creek. Take in the natural beauty from the large patio and hot tub. Inside, enjoy the warmth of the gas fireplace, complimentary wifi and smartTV. The full kitchen and bathroom are well stocked with amenities to ensure a comfortable stay.

Top guest favourite
The living room features a comfortable seating arrangement with a leather sofa and a rocking chair. A stone fireplace is centered on the wall, above which a television is mounted. Soft natural light filters through sheer curtains, creating a warm ambiance.
Home in Penn Yan
4.99 out of 5 average rating, 246 reviews

Experience Finger Lakes at The Best of Both Abode

Nestled on the main road just inside Penn Yan, Best of Both Abode is a split-level home in the heart of the Finger Lakes. About 30 minutes to Watkins Glen, Geneva, or Canandaigua. Dozens of wineries, amazing state parks, beautiful lakes, waterfalls, farms, breweries, shopping, and so much more all close by. The perfect place for couples, families, groups of friends, and traveling workers. Enjoy our spacious lawn and deck, or cozy up inside. We invite you to come make yourself feel at home.

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, 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.

Superhost
A wooden deck extends towards the lake, featuring a shaded seating area with a table and chairs. Surrounded by lush greenery, the cottage's exterior presents a blend of gray siding and large windows. Partial views of the lake are visible through the trees.
Home in Penn Yan
4.85 out of 5 average rating, 176 reviews

The Carlin Cottage on Keuka Lake

The Carlin Cottage sits on the private, beautiful, and picturesque East Bluff of Keuka Lake — it's the absolute perfect getaway for a couple, small group of friends, or a family! Our adorable cozy cottage sits right on the lake and has all you need for an amazing time — a fireplace, a sun porch overlooking the lake, a deck for lounging or outdoor meals, a bonfire pit, grill, kayak, and more! The lake also has amazing restaurants, wineries, and breweries all around, so you'll never get bored!

Guest favourite
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
4.96 out of 5 average rating, 180 reviews

Lake House-Sunset Views-HOT TUB-Couples Retreat

Escape to the private and secluded Sunset Sanctuary where you can relax and enjoy 180 degree breathtaking views of Canandaigua Lake during the day and stunning sunsets from the wrap-around deck in the evenings. Enjoy amenities such as a hot tub, a cinematic experience, a grill and a fire pit. You are minutes from all Canandaigua has to offer-from CMAC, Canandaigua Boatworks, Deep Run Beach, and all the locally owned restaurants, shops and tasting rooms that make the Finger Lakes so iconic!

Guest favourite
A two-story farmhouse is showcased with a well-maintained exterior featuring white siding and decorative shutters. A spacious deck with seating options overlooks a grassy yard, bordered by mature trees and fields beyond, providing an inviting outdoor space.
Home in Penn Yan
4.86 out of 5 average rating, 194 reviews

The Farmhouse next to Abandon Brewing Company

"The Farmhouse" is located in the heart of the Finger Lakes on the Keuka Lake Wine Trail. A restored 1800's farmhouse, it is close to the Village of Penn Yan, Keuka College, and Keuka Lake State Park and has amazing views overlooking Keuka Lake. The Farmhouse is on the same property as craft brewery and events venue, Abandon Brewing Company. Perfect for couples, families, groups, and furry friends (pets) who want to get away and enjoy the proximity to award winning wineries and breweries.

Top guest favourite
A wooden dock extends into the calm waters of Seneca Lake, featuring a ladder for easy access. Two chairs are positioned on the dock, inviting relaxation. The overcast sky reflects softly on the water's surface, creating a serene atmosphere.
Home in Penn Yan
4.99 out of 5 average rating, 253 reviews

Waterfront Escape in Seneca Lake Wine Country

A true refuge... peaceful, quiet and majestic. The house is right on the lake with gorgeous views of Seneca lake. Large windows overlook the lake from the living room and front bedroom. Single family detached home situated on a dead-end street limited to local traffic, this 2 bedroom, 1 1/2 bathroom year-round home will provide you with everything you need for your next getaway. The house is perfect for 2 couples or a family of four. Bonus room above the boathouse with a pull out sofa.

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, 281 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!

Top guest favourite
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
4.93 out of 5 average rating, 402 reviews

Maiden Lane Charm

Cozy updated cottage within walking distance and access to a private community beach. 2 bedrooms, fully equipped kitchen, bath and living space. This charming 800 sq foot home features a gas fire place to keep you cozy in the winter and an upper deck with lake view for relaxing in the warmer months. Large yard, partially fenced in, with play house for children. The storage shed houses outdoor games and wagon for the short trip (.3 miles) to the beach. 4 miles from CMAC.

Top guest favourite
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
4.98 out of 5 average rating, 246 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.

Top guest favourite
The exterior of the chalet showcases a newly remodeled black house with wooden shutters. A small deck is visible in front, surrounded by greenery. The roof is steeply pitched, and a garage is attached to one side, blending neatly with the overall design.
Home in Penn Yan
4.98 out of 5 average rating, 118 reviews

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 house rentals in Penn Yan

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Quick stats about house rentals in Penn Yan

  • Total holiday rentals

    Explore 40 holiday rentals in Penn Yan

  • Nightly prices starting at

    Penn Yan holiday rentals start at £99 per night before taxes and fees

  • Verified guest reviews

    Over 1,630 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 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

    40 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!

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