House vacation rentals in Penn Yan

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Top-rated house rentals in Penn Yan

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

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Guest favourite

Home in Penn Yan

4.92 out of 5 average rating, 154 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.

Dec. 5 – 12

$167 CAD per night

Guest favourite

Home in Hammondsport

4.98 out of 5 average rating, 198 reviews

Heard It View The Grapevine

Walking distance to Dr. Frank's Winery, Barrelhouse 6 Distillery, & Divided Sky Winery. A 6 minute or less drive to Point of the Bluff Winery & Concert venue, Keuka Brewing, Krooked Tusker Distillery, Steuben Brewing, Heron Hill Winery & Bully Hill Winery. Panoramic clear views boast from this hilltop hideaway. Perfect family vacation or couples getaway spot for the ultimate Finger Lakes retreat. Fiber Optic internet at the house. Rare for this area - better speeds and more reliable service.

Apr. 9 – 16

$455 CAD per night

Guest favourite

Home in Penn Yan

4.99 out of 5 average rating, 183 reviews

Experience Finger Lakes at The Best of Both Abode

Nestled on a main road at the edge of town, the Best of Both Abode is split-level home in the heart of the Finger Lakes. Ask about special prices for traveling workers. Dozens of wineries, amazing state parks, beautiful lakes, waterfalls, farms, breweries, shopping, and so much more all close by. A perfect getaway for couples, families, and groups of friends. Enjoy our spacious lawn, deck, and a complimentary campfire. Cozy up inside too; we invite you to come make yourself feel at home.

Jan. 9 – 16

$409 CAD per night

Guest favourite

Home in Penn Yan

4.86 out of 5 average rating, 118 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!

Dec. 5 – 12

$292 CAD per night

Guest favourite

Home in Penn Yan

4.97 out of 5 average rating, 175 reviews

Guyanoga Getaway ~Peaceful Setting

Nature lovers! Ideal vacation home for a small family, couples getaway or girls/guys weekend. Nestled in the woods, this secluded cabin-like ranch home has a beautiful view of the Guyanoga Valley. Located only 2 miles from Keuka Lake State Park, and a short drive to Penn Yan, this 3-bedroom has all of the comforts of home. Enjoy a cup of coffee on the deck. Minutes away from the lake; breathtaking scenery, wineries and craft breweries. You'll find small-town hospitality in Yates County.

Dec. 31 – Jan. 7

$276 CAD per night

Guest favourite

Home in Keuka Park

4.93 out of 5 average rating, 213 reviews

Mutual Fun Keuka Memories

If you are going to just hang out, do it on the beautiful setting of Keuka Lake. Child-Friendly setting. 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!

Feb. 1 – 8

$315 CAD per night

Guest favourite

Home in Keuka Park

4.92 out of 5 average rating, 210 reviews

Charming Keuka Lake Home Away from Home

Enjoy the Finger Lakes region from this quaint Cape Cod style home located just steps from Keuka Lake. Fondly nicknamed the Blue Iris Inn, this private home offers plenty of living space, a very large kitchen, comfortable private bedrooms, spotless bathrooms, on-site laundry and abounding outdoor space complete with a patio and gas grill. We are in the heart of the Keuka and Seneca Lake Wine & Beer trails and the State Park with beach access is just around the corner. Adventure awaits!

Nov. 22 – 29

$434 CAD per night

Guest favourite

Home in Hammondsport

4.96 out of 5 average rating, 105 reviews

The House At the Y - A quaint stay in wine country

Enjoy a stay in the heart of the Finger Lakes overlooking Keuka Lake, minutes from the historic Village of Hammondsport. Take in the many local attractions and world renown wineries, craft breweries and distilleries with Steuben Brewery and Point of the Bluff Winery being your next-door neighbors. Within a short drive you can find local restaurants, museums, amusement parks, golf courses, hiking trails, boat/kayak rentals along with fishing and swimming areas at the head of Keuka Lake.

Jan. 31 – Feb. 7

$233 CAD per night

Guest favourite

Home in Hammondsport

4.97 out of 5 average rating, 296 reviews

Hammy on a Rye I Hammondsport Village

The décor of the house is modern with a lake flare. The home has been completely remodeled over the past 10 years with updated appliances and comforts this affords. It is 1 1/2 blocks from the village of Hammondsport and all of its wonderfulness!! It is also 4 1/2 blocks from the edge of Keuka lake. The community park and swimming area are only 1 1/2 blocks away. There is off street parking behind the house with 3 spots. There is outside seating on the front and back porches.

Feb. 26 – Mar. 5

$260 CAD per night

Guest favourite

Home in Canandaigua

4.93 out of 5 average rating, 307 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.

Nov. 17 – 24

$155 CAD per night

Guest favourite

Home in Penn Yan

4.89 out of 5 average rating, 213 reviews

Country Corner Cottage

GREAT opportunity to lock in your preferred dates. Book Early! Don't miss out. Escape the madness. Enjoy FINGER LAKES WINE COUNTRY. Great home base. Spacious inside /Out . FIRE PIT w/ WOOD . Great bIking . Many activities nearby. Watkins Glen State Park- Hike the Glen, Nascar Events, Corning Museum, National Women's Hall of Fame, Curtis Museum of Aviation , Pottery Trail, Niagara Falls wineries, breweriesand distilleries. STRICT cleaning protocol ALWAYS.

Jul. 28 – Aug. 4

$264 CAD per night

Guest favourite

Home in Penn Yan

4.86 out of 5 average rating, 174 reviews

The Farmhouse next to Abandon Brewing Company

The "Farmhouse next to Abandon Brewing Company" is wonderfully 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. Perfect for couples, families, groups, and furry friends (pets) who want to get away and enjoy a walk through the vineyard, and the proximity to award winning wineries and breweries.

Jun. 20 – 27

$587 CAD per night