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House vacation rentals in Penn Yan

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Popular amenities for Penn Yan house rentals

House rentals with a pool

Top guest favorite
An indoor pool area features wood-paneled walls and large glass doors that provide natural light and views of the outdoor space. Comfortable seating is arranged nearby, and a pool ladder offers access to the water. Fresh greenery decorates the corners, enhancing the ambiance.
Home in Hector
5 out of 5 average rating, 6 reviews

Hazlitt Winery Poolhouse

MattRating, 5 stars1 week ago
This place was the perfect getaway. If you are looking for a place to stay and enjoy the wineries this is the place. Highly recommended. Would definitely come back if we come down this way again!
Guest favorite
Home in Lima
4.96 out of 5 average rating, 154 reviews

pool, theater room, & fully equipped kitchen

AnnetteRating, 5 stars1 week ago
Generously stocked kitchen and bathrooms. Unheated pool was a little too chilly the beginning of June, but great back yard space for grilling and visiting. A lounge chair with an adjustable back for reading would make it even more amazing. Loved that I could go for a walk on quiet country roads in the morning. Thank you Traci for all the extra's, your home worked out perfectly for us and we'll be back!
Guest favorite
The interior of the A-frame features high wooden ceilings and an open layout. A spacious seating area is arranged with a large sofa and matching chairs, while a dining table sits beneath decorative wall art. A staircase leads to a lofted sleeping area with a railing.
Home in Newfield
4.97 out of 5 average rating, 176 reviews

Camp S’mores- Modern A-Frame with Pool

AnthonyRating, 5 stars5 days ago
Excellent home. It’s a very private location at the end of a quiet 4 home street. Won’t see or hear the neighbors at all. Easy drive to Ithaca, great hiking, local farms, and Watkins Glen. The pool is great, secluded and in all afternoon sun. Great for relaxing. Fire pit has all you need - dry firewood, Fire starters, s’mores kit, and sticks. Corn hole too. The house is very comfortable, clean, and well designed. If you are taller than 6’5, the master bathroom ceiling might be slightly low for you but the bathroom in the main level would be fine. Definitely recommend this gem
Top guest favorite
Home in Ithaca
4.96 out of 5 average rating, 194 reviews

Haven Woods, quiet house, minutes to Ithaca w/ AC

AndyRating, 5 stars2 weeks ago
This was a terrific stay. The hosts communication from beginning to end was as good as can be expected. The home was cozy and well appointed. The property was beautiful and peaceful. 5 stars, will recommend and return again. Thank you!
Guest favorite
An indoor swimming pool area is seen, featuring a clear blue pool with tile borders. Lounge chairs are arranged along the sides, and windows allow natural light to brighten the space. Beams of dark wood support the vaulted ceiling, contributing to a spacious feel.
Home in Pittsford
4.86 out of 5 average rating, 115 reviews

Charming Pittsford Home-Indoor Pool-4 bedrooms

JosieRating, 5 stars2 weeks ago
Neil's place was the perfect spot for a family reunion. The house was located within walking distance of local restaurants and shops (or a very short drive) and had a nature walking trail just down the street. Neil clearly put great care into making the home comfortable for guests. It was well stocked and appointed. When we cooked dinner our last evening, there were sufficient plates and cooking supplies - a peeler, wine opener, etc. When it rained, we enjoyed the pool. We enjoyed the large dining table with a sufficient number of chairs (lots of cards games). There were plenty of rolls of toilet paper, paper towels, garbage bags, etc. The washer and dryer worked great and he provided the detergent. Will definitely be looking to book Neil's place in the future!
Guest favorite
Home in Hammondsport
4.94 out of 5 average rating, 49 reviews

Modern Lakeside Villa with Pool and Hot Tub

ElbridgeRating, 5 stars1 month ago
The Villa and its host, Nicki, were excellent and exceeded our expectations. The Villa is set in the middle of a beautiful wine grape vineyard with mountain views -- very memorable. The inside is beautifully decorated with luxury amenities throughout. Nicki was incredibly proactive in her communication and extended our stay to ensure that we were able to maximize our enjoyment. This was one of the most comfortable and relaxing stays we've ever experienced. I highly recommend the Villa and Nicki to anyone, thank you!
Guest favorite
An in-ground pool is seen with clear blue water, surrounded by a stone patio. White lounge chairs are positioned along the edge, inviting relaxation. The pool features a shallow entry area with steps leading into the water, enhancing access for all guests.
Home in Canandaigua
4.92 out of 5 average rating, 101 reviews

Perfect secluded ski house, lake views, hot tub

TomRating, 5 stars5 months ago
This is my families second stay at Bree’s beautiful home for the Christmas week. The family gathers from all different cities and such a perfect spot to come together ! Cozy and spacious , kitchen is well supplied and the views are spectacular. We were so happy to have a white Christmas this year and 6 fox sightings in the yard!! Highly recommend!! Haven’t stayed for the summer season but I can imagine with the pool and hot tub and lake use opportunities it would amazing. Thanks again Tom
Top guest favorite
The exterior of a two-story white house is framed by lush green trees and manicured lawns. The front porch features white railings, while large windows reflect the sunlight, enhancing the inviting appearance of the home. A sense of spaciousness is conveyed by the surrounding open area.
Home in Fairport
4.99 out of 5 average rating, 170 reviews

Esten-Wahl Farm - Historic Landmark Victorian Home

MarthaRating, 5 stars3 weeks ago
Magnificent homestead built in 1855. Beautiful grounds. Loved the animals in the barn. Lovely tennis court and swimming pool. Comfy beds! Martha was totally responsive and helpful. Peaceful and relaxing stay!😊

Weekly house rentals

Guest favorite
A charming red ranch home is surrounded by colorful autumn foliage. A covered porch with seating is visible at the front, while leaves cover the ground. The residence features a metal roof and a well-maintained stone border, creating an inviting entrance.
Home in Penn Yan
4.96 out of 5 average rating, 81 reviews

Little red ranch house

NicoleRating, 5 stars2 weeks ago
A perfect little place in Penn Yan within walking distance of Main St. The house was fully stocked and incredibly clean, and the big bed was so comfortable. The host was very responsive when contacted. We would definitely stay again.
Guest favorite
A rustic wooden lodge is surrounded by a serene snowy landscape, with a wraparound deck and multiple large windows. An inviting staircase leads up to the entrance, while clusters of trees form a natural backdrop.
Home in Keuka Park
4.92 out of 5 average rating, 91 reviews

Keuka Gully Cabin

VrushaliRating, 5 stars2 weeks ago
We enjoyed our stay. It was quiet and private. The location is close to nearby attractions like watkins glen. The kitchen has a very good view of the Keuka lake. We loved sipping Nespresso in the morning with the lake view.
Guest favorite
An outdoor patio area features modern seating arrangements with patterned chairs surrounding a central table. The space is enhanced by natural light, and the setting includes a wooden structure nearby, with greenery visible in the background.
Home in Penn Yan
4.88 out of 5 average rating, 17 reviews

The Last Resort

EllenRating, 5 stars3 weeks ago
Teresa was very attentive when I contacted her for a couple of items. She has taken a unique place and made it into a comfortable place for a home base while exploring the area. It is so convenient being within walking distance to shops and restaurants and the Keuka outlet trail which we utilized for Dog walking.
Guest favorite
A charming farmhouse is surrounded by lush green trees, showcasing a dark exterior with white window frames. A large porch offers seating arrangements, creating a peaceful outdoor space. An American flag gently flutters, adding a welcoming touch to the front entrance.
Home in Branchport
4.97 out of 5 average rating, 36 reviews

il Vino é Abbondante!

WendyRating, 5 stars4 days ago
Thank you Steven for sharing your beautiful home! The restoration is beautiful with an amazing kitchen. We hope to come back- highly recommend!
Guest favorite
A white planter filled with colorful flowers is mounted on a railing. The cottage's front features light blue shutters framing two windows, with the house number '564' displayed on an oar attached to the railing. A wooden deck offers a welcoming entry.
Home in Penn Yan
4.87 out of 5 average rating, 63 reviews

Funky Penn Yan Cottage

RachelRating, 5 stars3 weeks ago
Brennan was a super responsive and communicative host leading up to and during our trip. The AirBnB is exactly as pictured and comfortably fit our group of 5. The kitchen had everything we needed and we enjoyed all the care she put into making this place feel like home. Additionally, Penn Yan is a wonderful town to stay in when wine tasting in the fingerlakes. It is pretty much half way point between Keuka and Seneca so we were able to get everywhere we needed in a short time. I would absolutely stay here again and recommend that you do on your upcoming trip! :)
Guest favorite
A spacious yard is visible, featuring well-maintained grass and native plants. The cottage is positioned in the background, surrounded by various trees and shrubs. An enclosed porch can be seen attached to the main structure, with a garden area to the right, showcasing seasonal foliage.
Home in Penn Yan
4.89 out of 5 average rating, 45 reviews

Country Cottage

ErinRating, 5 stars2 months ago
Lovely weekend getaway. Cozy stay inside and outside. Visited our favorite wineries. Nice quiet walks. Rained a lot but that didn’t matter with wood burning stove inside. His house offers everything to able to just bring yourself, clothes and food.
Top guest favorite
A serene lakeside view showcases the spacious lawn of the property adjacent to Keuka Lake. The image features multiple paddleboards and colorful chairs near the water, with docking areas visible for boats and easy access to the beach.
Home in Penn Yan
5 out of 5 average rating, 53 reviews

Stunning Keuka Lake Home! Kayak, SUP, Fish, Swim

MattRating, 5 stars3 weeks ago
The stay started with walking into an amazing open living room with large windows that looks out into the water. The feel, the space, and the view is even better than what the pictures try to capture. We had dinner right in town and it was just over 5 minutes away. The kiddos really enjoyed the paddle boards and littke kayaks, we went everyday, sometimes twice. Beautiful place, great getaway. Grateful for this stay, and would come back again!
Guest favorite
A front porch view reveals a grassy area and a gravel driveway, bordered by two large trees. A vineyard can be seen in the distance, stretching along the horizon. The overcast sky adds a serene atmosphere to the scene.
Home in Penn Yan
4.97 out of 5 average rating, 76 reviews

The Red Poppy

MeganRating, 5 stars8 months ago
This was our second time staying at the red poppy. We hope to go again in a year or two. Home is beautiful and the area is amazing!

Private house rentals

Guest favorite
A wooden dock extends into Seneca Lake, featuring two black lounge chairs positioned for lakeside relaxation. The expansive water reflects a clear blue sky, while lush greenery lines the distant shoreline, showcasing the serene setting.
Home in Dundee
4.9 out of 5 average rating, 50 reviews

A-Frame on Seneca

BethRating, 5 stars2 weeks ago
Do not hesitate to book this little piece of heaven! We stayed a full week and I didn’t want to leave. The deck and pier provide gorgeous views right on the lake. We spent many, many hours outside enjoying the beauty and peacefulness. Tips: As described, be sure to bring in plenty of drinking water. We drank lots of coffee in the mornings, just sitting on that gorgeous deck. If the stairs make you nervous, try the futon. It was quite comfortable, especially turned 90 degrees. Try to use the back door sparingly (unless you have to lock up). Lots of mosquitoes back there! We mostly used the door that faces the lake. We were relieved to find sunblock and bug spray there. We had forgotten those. You’ll definitely need them. Check out The Windmill (15 min) shops. Also highly recommend Hermann J Wiemer winery just 5 min up the road. Great tasting experience. Make a reservation first on their website.
Superhost
A spacious living room is showcased, featuring a modern light fixture above a gray leather sofa with accent pillows. A decorative mirror hangs over a fireplace, while French doors lead to an outdoor space. Two armchairs and side tables complement the inviting atmosphere.
Home in Penn Yan
5 out of 5 average rating, 5 reviews

The French House on Main Street

DeedeeRating, 5 stars1 month ago
As a group of 8 women, we stayed here and had a lovely time. We each had enough room to be together and to have alone time. Only two needed to share a bed. Michele was super responsive when we needed to adjust our dates. Parking out back was complicated but with the addition of some signs and/or photos that should resolve itself for future guests. It is an old house and is in the process of being updated. A great value for the space. So clean and well stocked. The French House is beautiful and the location is very walkable. A wonderful property and host!
Superhost
The calm surface of Seneca Lake reflects a gradient of soft pinks and oranges during sunset. The peaceful waters stretch towards the horizon, where gentle silhouettes of trees line the shore, creating a tranquil and picturesque scene.
Home in Dresden
4.87 out of 5 average rating, 53 reviews

Cottage on Seneca Lake Shoreline

ChrisRating, 5 stars5 days ago
We had a lovely stay at the cottage. Perfect location - just a short drive to Geneva, Watkins Glen, Penn Yan and Seneca Falls. Lots of breweries and wineries and great restaurants! The cottage was well furnished and spacious. Large refrigerator and brand new stove. We loved the bed! I am a soft bed fan and most places have hard mattresses. Our grand daughter loved the kayak. We enjoyed cooking dinners on the gas grill and relaxing by the fire after dark. There was almost no other neighbors there for our stay so it was quiet and peaceful most of the time. We DID hear the Naval Research station down the road early in the morning but that didn’t last long. Very nice dock. I enjoyed sitting out there in the mornings with a cup of tea/coffee. Bathroom/shower is tiny and a bit cramped but I understand you have to deal with the architecture of what you have All in all we loved it would stay here again!
Guest favorite
A cozy living area features a mix of comfortable seating, including a sofa and a small table. A fireplace is situated on a brick base, while large windows allow natural light to brighten the space. Various plants add an organic touch to the decor.
Home in Middlesex
5 out of 5 average rating, 14 reviews

Lake spirit bungalow

BenjaminRating, 5 stars1 week ago
The space was amazing, and made us feel right at home. The furniture and the bed were very comfortable, and the view from the balcony is great! We would certainly stay again when we're in the area.
Top guest favorite
A modern kitchen features sleek cabinetry and stainless steel appliances. Natural light floods the space through large windows, and a spacious island with seating invites gatherings. A spiral staircase leads to an upper level, while a dining table is visible in the background.
Home in Montour Falls
5 out of 5 average rating, 18 reviews

FLX Watkins Glen, Hiking, Wine Country, Waterfalls

SusanRating, 5 stars3 weeks ago
A perfect spacious spotless house in a beautiful surrounding. The host Bradley was very responsive from the start and was able to help us with a few changes to our schedule. Our family of 4 loved staying here and will again soon. We didn’t want to leave ! It was a perfect get away to relax and enjoy the natural beauty of its surroundings. The outside deck has an eagles eye view of the lake and can also enjoy beautiful sunsets. This place is just like the photos posted and it is that clean! I would highly recommend this place and would 100% find a reason to come back again!
Top guest favorite
The exterior of the modern lake house is showcased, featuring a spacious deck with seating arrangements and large windows. Surrounding areas are adorned with autumn foliage, enhancing the inviting appeal of this lakeside retreat.
Home in Keuka Park
5 out of 5 average rating, 43 reviews

Live The Lifestyle

ElmerRating, 5 stars1 week ago
This guy takes it to the next level! If I could add a few stars, I would 👍🏽 Will be back often for the place and the confidence that my vacation with my family will have life long memories ❤️
Guest favorite
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, 91 reviews

Modern Colonial Walking Distance to Town & Outlet

LynnRating, 5 stars1 week ago
Jeanine 's place was perfect for a girls trip! Four of us had a blast. We took in a total of 9 wineries during the week. loved coming back to the place. Room to relax and unwind. Towels and sheets were so soft.
Guest favorite
The exterior of a renovated barn-style building is visible, showcasing a grey color scheme and multiple gables. A spacious deck surrounds the structure, offering access through glass doors. Lush greenery and flowering plants are present in the foreground, contributing to a natural ambiance.
Home in Penn Yan
4.85 out of 5 average rating, 13 reviews

The Barn

BrittanyRating, 5 stars10 months ago
The house was very comfortable and had everything we needed for a great stay! Deck and outdoor space was great as well

Quick stats about house rentals in Penn Yan

  • Total rentals

    40 properties

  • Nightly prices starting at

    ﺩ.ﺇ294 before taxes and fees

  • Total number of reviews

    1.4K reviews

  • Family-friendly rentals

    30 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

Destinations to explore

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  4. Yates County
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