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Penn Yan vacation rentals

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Top-rated vacation rentals in Penn Yan

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

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Home in Dundee

4.97 out of 5 average rating, 109 reviews

Private Waterfront Home Wine Trail Hot Tub Dock

Welcome to Vineyard Views, your luxurious lakefront getaway! This year-round home on the Finger Lakes WINE TRAIL has 75' of LAKEFRONT, level yard, indoor-outdoor living & modern amenities. The 4-SEASON covered PATIO/outdoor kitchen & dining enhances your experience any time of year! Enjoy the 4-person HOT TUB w/ TV. 60’ dock w/ electric BOAT LIFT, bar, seating area and fire pit. Plenty of room inside & out for FAMILY VACATIONS, FRIENDS GATHERINGS and COUPLES GETAWAYS. Up to 2 dogs OK/night fee.

Chalet in Penn Yan

4.96 out of 5 average rating, 132 reviews

Finger Lakes Wine Country Chalet

The sunrise over Seneca Lake from this large A frame home are breathtaking. This newly remodeled, immaculate property features not only amazing views of Seneca Lake but two huge blue stone fire places, accommodations for up to 8 folks and all the comforts of a modern wine country vacation property. All new furnishings, floors, counter tops and finishes throughout. New leather furnishings in the living area. Enjoy outdoor living on the massive lake facing deck which has a sitting and dining area.

Cottage in Penn Yan

4.98 out of 5 average rating, 224 reviews

On Lake, Stunning Views, Sunrises, Pet Friendly!

We are right on the lake! The view is amazing and the atmosphere is serene and relaxing. Conveniently located. The fully stocked cottage is comfortable and offers a homey feel - clean, updated. Gas fireplace offers additional warmth & ambiance. Fabulous deck with amazing views! Dock/beach area with fire pit. Master bedroom - watch the sunrise right from bed! Kitchen is fully stocked, seating for 6, laundry and two bathrooms. Plenty of parking and a lovely private yard. Linens included

Cabin in Hector

5 out of 5 average rating, 55 reviews

Sunset Paradise, Hector NY .

Come and enjoy the stunning sunsets and vista views from your private patio to “get away from it all”. ALL NEW CONSTRUCTION created from the ground up with every detail in mind. Enjoy the spacious 1 bedroom home with queen and additional queen sofa bed in the living room to allow for a more comfortable fit. Minutes to top winery’s and wonderful restaurants! Included is a stocked coffee bar for early mornings and a fire-pit for sunsets and late evenings. Great for 4 adults or a family getaway!

Home in Campbell

4.91 out of 5 average rating, 191 reviews

Close to Corning, Watkins Glen, Finger Lakes

All the comforts of home; Perfect for couples, families, solo, or business travelers. Superior accommodations close to I 86. Wi-Fi, internet, parking, full kitchen, TV – with ROKU, private setting. Vaulted ceilings, with large windows, river views, from large deck with 2-person hot tub just outside screen tent with gas fire pit and deck furniture. 10 minutes from Corning and ½ hour from Finger Lakes and Wine Country. We DO NOT accept local bookings without our prior approval. Please inquire.

Rental unit in Seneca Falls

5 out of 5 average rating, 113 reviews

Luxury lakefront apartment - and a pool!

This new apartment on Cayuga Lake is in the middle of New York's famous Finger Lakes. Seneca Falls is a quaint, quiet community surrounded by dozens of wineries, trails, parks, boating, fishing and more - a vacation paradise, and home to the National Women's Hall of Fame. Your private deck overlooks the lake, plus there's a private pool, deck and grill. 2 bedrooms, full tiled bath, huge modern kitchen, and hi-def TVs in the living room and bedrooms w/free Netflix, Prime Video, Hulu & Disney+.

Home in Honeoye

4.89 out of 5 average rating, 148 reviews

Paradise on the Lake

Welcome to Paradise on the Lake. It’s an architectural splendor with 3 levels of living space. It’s has all the settings of the adirondacks in the middle of the Finger Lakes. Located on Honeoye Lake with the most majestic views of the lake in a remote setting of over 2 acres of property with a 192 feet of a Shale Beach Shore and a running stream through the property. Sandy Bottom Park has a beautiful sandy beach. Plenty of indoor and outdoor space to enjoy comfortably with family and friends.

Home in Burdett

4.97 out of 5 average rating, 391 reviews

Burdett Home with a View. Perfect location.

Walking distance to Grist Iron, JR Dill and Two Goats Brewing. 6 miles from downtown Watkins Glen which offers boat launches, beach, kayak rentals and many other things. Very Clean. Parking for 6 cars. Large carport. Central air. Large, well equipped kitchen including Keurig and cone filter coffee makers, ice maker, blender, toaster oven, dishwasher. Large shower and closet in master bath. Bathtub in second bath. Hot Tub and fire pit. High speed/wireless internet , DVD player. 3 TV's.

Cabin in Hemlock

4.98 out of 5 average rating, 182 reviews

Quiet,peaceful,relaxing.Honeoye Hidden Gem!

Stay in our cozy, completely renovated cabin in the woods where elegance meets quaint…nestled in the Finger lakes and wine country region..to include craft breweries as well..Includes all new appliances /heat /AC with all the comforts of home! Also has an automatic generator in the rare event of power failure. This property offers 1 mile of mowed trails and 60 acres to explore! Hiking, cross country skiing and snowshoeing available.Snowmobiling trails and ski resorts just minutes away.

Cottage in Naples

4.96 out of 5 average rating, 141 reviews

Hook, Wine and Sinker

Completely updated in 2022! Canandaigua lakefront 5 minutes outside of Naples, NY! Level lakefront- Stunning views of South Hill- perfect for autumn leaf gazing and also summertime swims off the permanent dock. With kayak, inflatable toys, gas BBQ, WiFi, cable TV & electric awning over a picnic table. Enjoy s’mores over the campfire pit. Tastefully decorated, well equipped kitchen, washer/dryer & bedroom AC. Escape to the vineyards, Bristol Mtn. & all the Finger Lakes has to offer!

Home in Geneva

4.9 out of 5 average rating, 165 reviews

Waters Edge: Views, Fireplace, Kayaks & Fire Pit

Newly renovated Waters Edge is great for families, friends and couples! Fill your days with kayaking, wine touring, grilling and swimming! Spend your nights cooking delicious meals, going out to eat in one of Genevas amazing restaurants, sipping Finger Lakes wines and brews by either fire pit, or star gazing. This newly renovated home still has it original cottage feel and is the perfect place to spend the day together, and return back to your own private accommodations at night!

Cabin in Bloomfield

4.93 out of 5 average rating, 274 reviews

Relaxing Getaway Cabin...Explore The Finger Lakes!

Just 11 mile from Bristol Mountain, this unique cabin sits on top of a hill overlooking 100 acers of woods and fields. Relax and enjoy everything the cabin and property have to offer with 2.5 miles of walking trails, a large back deck, two fire pits and much more. Located in the Finger lakes Region offers easy access to many wineries, breweries, distilleries, antique stores, and shops. Rochester is 25 miles away and Victor is 8 miles.

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Popular amenities for Penn Yan vacation rentals

Laptop-friendly workspace

Air conditioning

Stay near Penn Yan's top sights

Seneca Farms54 locals recommend

Keuka Lake Wine Trail28 locals recommend

Laurentide Beer Company26 locals recommend

Tops Friendly Markets25 locals recommend

Union block Italian bistro23 locals recommend

Amity Coffee Co.21 locals recommend

Other great vacation rentals in Penn Yan

Home in Naples

4.8 out of 5 average rating, 40 reviews

Fantastic Naples Village Home to Get Away!

Villa in Keuka Park

4.9 out of 5 average rating, 105 reviews

Villa Vino - Outstanding 4bd home w/Hot Tub & Pool

Cottage in Branchport

4.96 out of 5 average rating, 178 reviews

Comfort and Luxury- Keuka Lake Dream Property

Cottage in Penn Yan

4.91 out of 5 average rating, 133 reviews

Heart of the Fingerlakes Wine Country

Rental unit in Canandaigua

5 out of 5 average rating, 64 reviews

Welcome to Bliss Chalet!

Rental unit in Naples

4.99 out of 5 average rating, 169 reviews

Holiday Acres... something for everyone all year

Home in Hammondsport

4.87 out of 5 average rating, 54 reviews

Beautiful updated home. Minutes to wineries/lake

Rental unit in Canandaigua

4.99 out of 5 average rating, 77 reviews

County Charm

Quick stats about vacation rentals in Penn Yan

Total rentals
60 properties
Nightly prices starting at
$80 before taxes and fees
Total number of reviews
3.1K reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Penn Yan?
Yes! Work meets play with ease at over 20 vacation rentals in Penn Yan featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Penn Yan?
Four-legged friends are welcome in Penn Yan. Choose from more than 20 vacation rentals for guests traveling with pets.
Do apartment rentals in Penn Yan have wireless internet?
Absolutely! We offer over 10 apartment rentals with wireless internet in Penn Yan. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Penn Yan have air conditioning?
Absolutely! We offer over 30 house rentals with air conditioning in Penn Yan. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in Penn Yan?
Penn Yan has more than 30 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in house rentals in Penn Yan?
Experience the best of Penn Yan with our house rentals, starting at about $80 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Penn Yan have a bbq area?
Absolutely! We offer over 10 house rentals with a bbq area in Penn Yan. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Penn Yan?
Enhance your stay in our House Rentals with the most popular amenities: over 30 homes with wireless internet, over 10 homes with a bbq area, over 30 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

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