Vacation rentals in Hammondsport

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Top-rated vacation rentals in Hammondsport

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Guest favorite

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

G$25,279 GYD per night

Guest favorite

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

G$19,816 GYD per night

Guest favorite

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

G$24,125 GYD per night

Guest favorite

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

G$60,725 GYD per night

Guest favorite

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

G$23,240 GYD per night

Guest favorite

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

G$43,036 GYD per night

Guest favorite

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

G$30,986 GYD per night

Guest favorite

Apartment in Penn Yan

4.97 out of 5 average rating, 443 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

G$22,127 GYD per night

Guest favorite

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

G$23,900 GYD per night

Guest favorite

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

G$34,245 GYD per night

Guest favorite

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

G$33,295 GYD per night

Guest favorite

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

G$26,162 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Hammondsport vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Hammondsport's top sights

Burgers & Beer of Hammondsport NY24 locals recommend

Village Tavern Restaurant & Inn12 locals recommend

Depot Park11 locals recommend

Crooked Lake Ice Cream Company22 locals recommend

Union Block Italian Bistro26 locals recommend

Hammondsport Grocery16 locals recommend

Other great vacation rentals in Hammondsport

Guest favorite

Farm stay in Penn Yan

5.0 out of 5 average rating, 158 reviews

Modern, bright & calm 1 BR / 1 bath farm retreat

Sep 19 – 26

G$30,244 GYD per night

Guest favorite

Home in Hammondsport

4.9 out of 5 average rating, 119 reviews

Cottage on the Square in the Heart of Hammondsport

Feb 17 – 24

G$64,952 GYD per night

Guest favorite

Tiny home in Hammondsport

4.98 out of 5 average rating, 172 reviews

Shalestone Landing (Lakeside Tiny House)

Oct 30 – Nov 6

G$59,263 GYD per night

Guest favorite

Apartment in Hammondsport

4.9 out of 5 average rating, 30 reviews

Studio Apt in The Pillar House

Sep 18 – 25

G$29,629 GYD per night

Guest favorite

Cabin in Hammondsport

5.0 out of 5 average rating, 30 reviews

Couple's Retreat

Dec 16 – 23

G$55,483 GYD per night

Guest favorite

Home in Hammondsport

4.93 out of 5 average rating, 70 reviews

Private and plentiful in Hammondsport NY

Apr 18 – 25

G$30,146 GYD per night

Guest favorite

Apartment in Hammondsport

4.95 out of 5 average rating, 82 reviews

Hammondsport Hideaway

Dec 31 – Jan 7

G$33,896 GYD per night

Guest favorite

Home in Hammondsport

4.9 out of 5 average rating, 77 reviews

NEW - Sweet Home in the Village

Dec 3 – 10

G$35,290 GYD per night

Show all

Quick stats about vacation rentals in Hammondsport

Total rentals
30 properties
Wifi availability
30 properties include access to wifi
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
1.6K reviews
Nightly prices starting at
G$18,764 GYD before taxes and fees

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Hammondsport?
Yes! Work meets play with ease at over 10 vacation rentals in Hammondsport featuring dedicated workspaces. Stay connected and productive in your home away from home.
How much does it cost to stay in apartment rentals in Hammondsport?
Experience the best of Hammondsport with our apartment rentals, starting at about $120 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there family-friendly vacation rentals in Hammondsport?
Hammondsport has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Hammondsport have wireless internet?
Absolutely! We offer over 10 house rentals with wireless internet in Hammondsport. Enjoy a tailored experience with all the comforts you desire.

Vacation rentals in Hammondsport

Top-rated vacation rentals in Hammondsport

Vacation rentals for every style

Houses

Hotels

Unique stays

Popular amenities for Hammondsport vacation rentals

Stay near Hammondsport's top sights

Other great vacation rentals in Hammondsport

Farm stay in Penn Yan

Home in Hammondsport

Tiny home in Hammondsport

Apartment in Hammondsport

Cabin in Hammondsport

Home in Hammondsport

Apartment in Hammondsport

Home in Hammondsport

Quick stats about vacation rentals in Hammondsport

Total rentals

Wifi availability

Rentals with dedicated workspaces

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Hammondsport?

How much does it cost to stay in apartment rentals in Hammondsport?

Are there family-friendly vacation rentals in Hammondsport?

Do house rentals in Hammondsport have wireless internet?

Destinations to explore