Find short term rentals in Penn Yan, NY at the best prices

81 available short term rental offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • priceline
  • tripadvisor
  • tripcom
  • sonder
  • homestay
  • hostelworld
  • hotelscom
  • agoda
Penn Yan, NY short term rentals
Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating

Best Short term and Weekly rentals in Penn Yan, NY

Best family friendly Penn Yan, NY Short term rentals

Among the 81 accommodations in Penn Yan, NY, here are the 4 best family friendly rentals

Enjoy King's Landing On Main - Penn Yan, NY
9.7 149 reviews

Enjoy King's Landing On Main

apartment, Penn Yan
This charming three-bedroom apartment is located in Penn Yan village, within easy walking distance of local restaurants and shops, and just a short drive from Keuka Lake and its wineries. It consistently receives excellent ratings for its cleanliness, location and overall experience.
The property is ideal for families with children, offering a spacious living area that comfortably accommodates up to six guests. It comes equipped with a well-stocked kitchen, a washer and dryer, and a private garden with a play area for children.
Diamond Inn The Bluff - Penn Yan, NY
9.6 130 reviews

Diamond Inn The Bluff

apartment, Keuka Park
This apartment is situated in a vineyard overlooking Keuka Lake, just a short distance from the lake's hillside, offering stunning views and a tranquil setting. The property has received excellent ratings for its location, cleanliness, and overall experience, making it a popular choice for travellers.
The self-catering accommodation sleeps up to eight guests in three bedrooms and two bathrooms. It features a fully equipped kitchen with a fridge, microwave oven, and dishwasher, along with air conditioning, a Jacuzzi, a terrace, a garden, and parking. Guests can enjoy breathtaking vineyard views from the covered porch and deck, perfect for relaxing or entertaining.
6br Country Retreat With Game Room & Large Yard - Penn Yan, NY
9.4 19 reviews

6br Country Retreat With Game Room & Large Yard

apartment, Penn Yan
Benton Farmhouse, a six-bedroom house on Route 14A in Penn Yan, New York, offers easy access to Keuka Lake State Park and the Finger Lakes Rail Riders, both within a short driving distance.
This spacious property sleeps up to 16 guests, boasting three bathrooms, a well-equipped kitchen, a recreation room with games, a large backyard, free parking for five vehicles, and Wi-Fi; additional amenities include a private washer/dryer and a library with office space.
Little Red Ranch House - Penn Yan, NY
10 10 reviews

Little Red Ranch House

apartment, Penn Yan
This family-friendly Penn Yan holiday home is less than 2km from the Arts Centre of Yates County and the Oliver House Museum, and within 5km of Keuka Lake and the Keuka Lake Outlet Trail.
The three-bedroom property, sleeping five, boasts a fully equipped kitchen, garden, parking, Wi-Fi, and a washing machine; nearby activities include exploring the Keuka Lake Outlet Trail.

Best Penn Yan, NY lodging with a kitchen

Amazing Lake Views & Nearby Wineries & Breweries - Penn Yan, NY
9.8 37 reviews

Amazing Lake Views & Nearby Wineries & Breweries

B&B, Keuka Park
This two-bedroom apartment near Keuka Lake, approximately 8 kilometres from Keuka Park village, offers easy access to Rooster Hill Winery.
The self-catering property boasts a 40x40 foot living room with a games room including shuffleboard, a pool table, electronic darts, and foosball, plus a sauna, fitness centre, and parking, accommodating up to four guests.
The Farmhouse-seneca/keuka-hottub-winetrail-1850s Farmhouse, Classic Red Barn-big Rooms-pets Ok - Penn Yan, NY
9.6 54 reviews

The Farmhouse-seneca/keuka-hottub-winetrail-1850s Farmhouse, Classic Red Barn-big Rooms-pets Ok

apartment, Penn Yan
This four-bedroom, two-bathroom house near Penn Yan, New York, offers a peaceful rural retreat, approximately 4.3km from Prejean Winery and 4.7km from the Keuka Lake Outlet Trail.
The 232 square metre property boasts a fully equipped kitchen, Jacuzzi, terrace, garden, parking, and accommodates up to eight guests, providing easy access to local attractions such as the Arts Centre of Yates County and Oliver House Museum (both within 9.7km).
New Keuka Gem! Booking For Spring, Summer & Fall! - Penn Yan, NY
10 49 reviews

New Keuka Gem! Booking For Spring, Summer & Fall!

apartment, Penn Yan
This three-bedroom Penn Yan lakeside property boasts 40 feet of private Keuka Lake frontage, a five-minute (8 km) drive from the town's amenities.
Sleeping six, the self-catering holiday home offers a fully equipped kitchen, two decks, a fire pit, paddleboard, kayak, and direct lake access for swimming and fishing from a private dock.
2br Lakefront Home With Grill | Great Views - Penn Yan, NY
9.5 11 reviews

2br Lakefront Home With Grill | Great Views

apartment, Penn Yan
This lakeside cottage, situated on the west side of Keuka Lake, is a short drive (approximately 5km) from Penn Yan, offering easy access to the town and its attractions.
Sleeping up to eight guests, this two-bedroom, one-bathroom property boasts a private dock with boat lift (V-hull only), a fire pit, paddleboards, kayaks, and free parking for three vehicles, perfect for exploring Keuka Lake and the nearby vineyards of Seneca Falls.

Frequently Asked Questions about short term rentals in Penn Yan, NY

Popular destinations

Best Penn Yan, NY lodging with laundry available

Stunning Lakefront Family Friendly Getaway - Penn Yan, NY
9.8 57 reviews

Stunning Lakefront Family Friendly Getaway

apartment, Penn Yan
This lakefront dwelling is located just a few kilometres from Penn Yan's town centre, offering easy access to shops, restaurants, and Seneca Farms Ice Cream. It's also a short walk to Keuka Lake State Park, providing a peaceful escape into nature. This property has received excellent user ratings, reflecting its high standard of comfort and facilities.
This spacious apartment spans 242 square metres and comfortably accommodates up to 14 guests. It boasts a range of amenities including a private beach, a tennis court, a playground, a game room, and a fully equipped kitchen, ensuring a relaxing and enjoyable stay for all.
St Somewhere ~ A Northern Oasis! - Penn Yan, NY
10 16 reviews

St Somewhere ~ A Northern Oasis!

apartment, Keuka Park
This pet-friendly Keuka Park apartment, adjacent to Keuka College and a short drive (approximately 8 km) from Penn Yan, offers convenient access to local restaurants, wineries, and breweries.
The one-bedroom flat sleeps four, featuring a king-size bed, queen sleeper sofa, well-equipped kitchen with a Margaritaville blender, and a fireplace; public lake access is within walking distance.
Peaceful Hilltop Retreat Near Keuka Lake & Wine Trails - Penn Yan, NY
10 41 reviews

Peaceful Hilltop Retreat Near Keuka Lake & Wine Trails

apartment, Penn Yan
This Penn Yan apartment, near Keuka Lake and the Keuka Outlet Trail, offers a peaceful setting amidst apple orchards and vineyards, a short drive (approximately 2-3 km) from Penn Yan's town centre, with easy access to Amity Coffee and local restaurants.
The three-bedroom, two-bathroom property sleeps six (eight upon request), boasting a fully equipped kitchen, air conditioning, Wi-Fi, a deck with barbecue, basement lounge with ping-pong table, and ramp access; nearby attractions include Crispin Hill wedding venue and the Apple Barrel farm market.
Classic Country Retreat With A Game Room, Bar, Expansive Outdoor Space, & Grill - Penn Yan, NY
9.0 21 reviews

Classic Country Retreat With A Game Room, Bar, Expansive Outdoor Space, & Grill

apartment, Penn Yan
This seven-bedroom family home, sleeping up to 16 guests, is situated in a rural area near Penn Yan, New York, approximately 10km from Keuka Lake, the Oliver House Museum, and the Arts Centre of Yates County.
The 423-square-metre property boasts three bathrooms, a fully equipped kitchen, a terrace, a garden, a tennis court, on-site parking, and an arcade/game room, providing ample space and entertainment for a large family or group.

Best Penn Yan, NY lodging with air conditioning

Charming Waterfront Cottage On Keuka Lake's East Side - Penn Yan, NY
9.0 2 reviews

Charming Waterfront Cottage On Keuka Lake's East Side

cottage, Keuka Park
This Keuka Park holiday home is situated in Penn Yan, a 5-minute walk from Keuka Lake and a 10-minute (approx. 8 km) drive from The Windmill Farm & Craft Market.
The two-bedroom, one-bathroom property sleeps six, offering a fully equipped kitchen, air conditioning, Wi-Fi, a terrace, garden, and on-site parking; barbecue facilities are also available.
Station 1658! Welcome Aboard Our Vintage Farmhouse - Penn Yan, NY
No reviews

Station 1658! Welcome Aboard Our Vintage Farmhouse

apartment, Penn Yan
This unique railroad-inspired farmhouse offers accommodation in the Finger Lakes region, situated between Keuka and Seneca Lakes and just a few minutes' drive from Penn Yan town.
This family-friendly homestead accommodates up to 10 guests with 4 bedrooms, 1 bathroom, a fully equipped galley kitchen, air conditioning, Wi-Fi, garden access, and parking, plus yoga mats and an Asian table for relaxation.
Hillside Haven - Penn Yan, NY
9.8 32 reviews

Hillside Haven

apartment, Penn Yan
This Penn Yan holiday home offers stunning Keuka Lake views, with convenient access to Keuka Lake State Park and the Yates County Arts Center (distances to be confirmed).
Sleeping 8-12 guests, this four-bedroom, two-bathroom property boasts a fully equipped kitchen, air conditioning, a garden, parking, and internet access; enjoy the large deck with amazing lake views.
Keuka Cove Inn - Room #17 (Queen) - Penn Yan, NY
10 4 reviews

Keuka Cove Inn - Room #17 (Queen)

B&B, Penn Yan
Keuka Cove Inn, a 17-unit motel in Penn Yan, is situated in the Finger Lakes region, a short drive from public Keuka Lake access points, wineries, and wedding venues.
This accommodation offers queen kitchenette rooms with microwaves and mini-fridges, complimentary high-speed internet, and shared outdoor spaces including a firepit and gas grill, ideal for couples or small groups.
©2026 cozycozy.com