Vacation rentals in Hammondsport

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Top-rated vacation rentals in Hammondsport

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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.

Apr. 5 – 12

$166 CAD per night

Guest favourite

Guesthouse in Hammondsport

4.88 out of 5 average rating, 257 reviews

A Wise Getaway AirBnB

800 Sq Ft Amish Built Cottage offering simple, cozy getaway for family & outdoor enthusiasts. Just minutes from the Village of Hammondsport & Award Winning Wineries & Breweries! ***Whole House is Handicap Accessible*** DIRECT TV- HBO, Showtime, Cinemax, Starz, MLB, NBA & NFL Sports Packages WIFI Pet Friendly Fire pit & grill 2 miles to Keuka Lake 5 min to Waneta & Lamoka lake 5 min to NY State Hunting Grounds 20 Minutes to Watkins Glen, NY 25 Minutes to Penn Yan, NY 30 Minutes to Corning, NY

Oct. 7 – 14

$142 CAD per night

Guest favourite

Guest suite in Penn Yan

4.95 out of 5 average rating, 145 reviews

Overlooking beautiful Keuka: Sunrise to Sunset!

A self-contained apt right in the heart of the beautiful Finger Lakes. Close to Keuka College, parks, restaurants, museums, trails, wineries, and kayak/bike rentals. Room for boats/trailers. Self-check in with lock box Super clean, lower apartment features a private entrance. It has a large bedroom with a comfortable king size bed, convertible to two twins, upon request. Twin/mattresses on floor can sleep up to 2 children ($15 ea) or 1 more adult($40)per night Private bathroom with shower.

Feb. 8 – 15

$158 CAD per night

Guest favourite

Home in Hammondsport

4.98 out of 5 average rating, 197 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.

Jan. 23 – 30

$447 CAD per night

Guest favourite

Guest suite in Bradford

4.98 out of 5 average rating, 218 reviews

Bayside Bungalow

Mother Nature welcomes you! Private 2nd floor studio, self check-in. WiFi, Bluetooth shower speakers, 40” Smart TV, some free channels, or log into own accounts. Full kitchen, queen-sized bed. Views of beautiful Lamoka Lake & bay in park-like setting. Private fire pit & picnic table. Lake is 300 ft. away, swimming raft, 2 kayaks, pedal boat, rowboat & dock space. Near wineries, hiking/biking trails, State Parks & Forests. See Guidebook for details. No visitors w/o prior approval. No pets.

Feb. 26 – Mar. 5

$162 CAD per night

Guest favourite

Home in Hammondsport

4.94 out of 5 average rating, 117 reviews

A Vacation for your Soul...

A stay at the Bean Station Homestead provides you with the opportunity to experience natural beauty, fresh air and wholesome locally produced food and drink. The homestead is nestled in 70 acres of stream filled woods adjacent to the Urbana forest. In 2021, we updated our listing to include both bedrooms and all of the areas of the B&B. None of the indoor pictures you see are shared spaces. We do reside on property to maintain the grounds and are available for guests needs if requested.

Sep. 4 – 11

$302 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.

Feb. 17 – 24

$231 CAD per night

Guest favourite

Apartment in Penn Yan

4.97 out of 5 average rating, 442 reviews

Crows nest lake view flat

Crows Nest is located on the Keuka Lake wine trail. It is next to Red Jacket Park and Morgan Marine on one side, Seasons on Keuka Lake on the other. Very close to Penn Yan/Yates County Airport and between the Main Deck restaurant and Route 54. The property is NOT water front. Keuka is accessible thru Red Jacket Park and visible from the property, but not directly on the water. Please use satellite imagery:). There is a sidewalk from the property to town for Guests who prefer to walk.

Oct. 22 – 29

$145 CAD per night

Guest favourite

Guest suite in Naples

4.97 out of 5 average rating, 350 reviews

Sher's MILLION DOLLAR VIEW Artistic & Peaceful

Your newly decorated, 900 sq. ft. apartment comes complete with full kitchen, living room with wood burning stove, bedroom, private bath, and laundry room. You will love the amazing views on your 10 acre getaway including 2 ponds and hidden woods. Only a mile from the village of Naples, hiking trails, waterfalls, wine tastings, quaint shops, restaurants, golf course, leaf peeping, and only 15 min. to Bristol Mountain. Great for couples, solo adventurers, and business travelers.

Feb. 8 – 15

$164 CAD per night

Guest favourite

Home in Hammondsport

4.97 out of 5 average rating, 294 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. 22 – Mar. 1

$257 CAD per night

Guest favourite

Cabin in Prattsburgh

4.9 out of 5 average rating, 105 reviews

Naples, wineries, breweries, hiking, Finger Lakes!

Get away in this cozy little cabin on 5 acres of mature forest. Just minutes away from the Finger Lakes wineries and breweries. Enjoy everything the Finger Lakes has to offer, kayaking, hiking, skiing -just minutes away. You will love the feel of this cabin and the warm wood stove as you relax in this quiet secluded home. Enjoy the nature trail, start a campfire, cook on the grill after the wineries and breweries. Only 8 miles to Point of Bluff Winery!

Sep. 6 – 13

$231 CAD per night

Guest favourite

Cabin in Branchport

4.94 out of 5 average rating, 162 reviews

Unique A-Frame Cabin in the Woods near Keuka Lake

This private A-Frame cabin is nestled on 10 acres of serene, wooded area with a large clearing - perfect for relaxing and playing outside! The small deck includes a gas grill and there is an established fire pit area with benches, so there are plenty of options for cooking and entertaining outdoors! Full -size shower and tub. One A/C unit in each bedroom and one on 1st floor. It's the perfect space for making wonderful memories with friends and family!

Nov. 24 – Dec. 1

$183 CAD per night