Vacation Rentals in Pleasant Valley Wine Company, NY: Compare 10+ Sites & Save

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  5.  Hammondsport
  6.  Pleasant Valley Wine Company

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139 Best Vacation Rentals in Pleasant Valley Wine Company (Starting from $142)

Lake Daze
Lake Daze
House
Hammondsport, NY, USA
1.9k from Pleasant Valley Wine Company center

Cheap, Accommodations, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay, Family

2 Bedrooms4 Guests
9.3

Superb

17 reviews

$172
Average price / night
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Newly remodeled 1920s farmhouse in the heart of the Finger Lakes
Newly remodeled 1920s farmhouse in the heart of the Finger Lakes
House
Hammondsport, NY, 14840, United States
1.0k from Pleasant Valley Wine Company center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms8 Guests
10.0

Exceptional

3 reviews

$291
Average price / night
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Walk to Eats Mtn-View Hammondsport Hideaway!
Walk to Eats Mtn-View Hammondsport Hideaway!
Apartment
Hammondsport, NY, USA
2.1k from Pleasant Valley Wine Company center

Apartments, Accommodations, Parking, Lodgings, Places to stay

1 Bedroom3 Guests
New to Booking
$387
Average price / night
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Quaint 2-bedroom house wanting your TLC in charming Hammondsport
Quaint 2-bedroom house wanting your TLC in charming Hammondsport
House
Hammondsport, NY, 14840, United States
1.8k from Pleasant Valley Wine Company center

AC, Barbecue, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking

2 Bedrooms6 Guests
New to Booking
$175
Average price / night
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Walkable Studio on Historic Hammondsport Property!
Walkable Studio on Historic Hammondsport Property!
Apartment
Hammondsport, NY, USA
2.1k from Pleasant Valley Wine Company center

Apartments, Accommodations, Pools, Parking, Lodgings, Places to stay

1 Bedroom2 Guests
New to Booking
$310
Average price / night
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Finger Lakes wine country Keuka Lake!
Finger Lakes wine country Keuka Lake!
House
Hammondsport, NY, 14840, United States
1.9k from Pleasant Valley Wine Company center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms6 Guests
10.0

Exceptional

6 reviews

$317
Average price / night
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Near Keuka Lake Walkable Paradise!
Near Keuka Lake Walkable Paradise!
Apartment
Hammondsport, NY, USA
2.1k from Pleasant Valley Wine Company center

Apartments, Accommodations, Pools, Parking, Lodgings, Places to stay

1 Bedroom4 Guests
New to Booking
$375
Average price / night
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Traditional Curtis Home in the heart of Hammondsport
Traditional Curtis Home in the heart of Hammondsport
House
Hammondsport, NY, 14840, United States
1.9k from Pleasant Valley Wine Company center

AC, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms5 Guests
10.0

Exceptional

46 reviews

$265
Average price / night
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Champagne House Studios
Champagne House Studios
Apartment
Pleasant Valley Wine Company, Hammondsport, New York, USA
2.1k from Pleasant Valley Wine Company center

Air Conditioner, Hot Tub, Internet, Parking, Child Friendly

4 Bedrooms8 Guests
7.3

Good

11 reviews

$175
Average price / night
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Fun getaway near downtown & lake with full kitchen & ideal location
Fun getaway near downtown & lake with full kitchen & ideal location
House
Hammondsport, NY, 14840, United States
1.9k from Pleasant Valley Wine Company center

AC, Barbecue, Dryer, Free Parking, Heater, Kitchen, Laundry, Living Area, Microwave

2 Bedrooms4 Guests
9.8

Exceptional

49 reviews

$265
Average price / night
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The Carriage House
The Carriage House
House
Hammondsport, NY, USA
2.2k from Pleasant Valley Wine Company center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

2 Bedrooms4 Guests
New to Booking
$454
Average price / night
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Charming studio apartment in Hammondsport- Unit 5 @ The Champagne House
Charming studio apartment in Hammondsport- Unit 5 @ The Champagne House
Apartment
Hammondsport, NY, 14840, United States
2.0k from Pleasant Valley Wine Company center

AC, Fireplace, Free Parking, Heater, Internet, No Smoking, TV

1 Bedroom2 Guests
10.0

Exceptional

6 reviews

$146
Average price / night
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Lovely Hammondsport Home, Walk to Keuka Lake!
Lovely Hammondsport Home, Walk to Keuka Lake!
House
Hammondsport, NY, USA
2.4k from Pleasant Valley Wine Company center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

4 Bedrooms8 Guests
9.4

Superb

9 reviews

$408
Average price / night
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Charming studio apartment in Hammondsport- Unit 6 @ The Champagne House
Charming studio apartment in Hammondsport- Unit 6 @ The Champagne House
Apartment
Hammondsport, NY, 14840, United States
2.0k from Pleasant Valley Wine Company center

AC, Heater, Internet, No Smoking

1 Bedroom2 Guests
9.8

Exceptional

7 reviews

$142
Average price / night
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The Jenny Suite 4
The Jenny Suite 4
Apartment
Hammondsport, NY, USA
2.5k from Pleasant Valley Wine Company center

Apartments, Accommodations, Parking, Lodgings, Places to stay

1 Bedroom2 Guests
1.0

Review score

1 reviews

$175
Average price / night
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Right in the Quaint Village of Hammondsport
Right in the Quaint Village of Hammondsport
Apartment
Hammondsport, NY, 14840, United States
2.0k from Pleasant Valley Wine Company center

AC, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking, TV

1 Bedroom2 Guests
9.8

Exceptional

98 reviews

$149
Average price / night
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The Curtiss Suite 1
The Curtiss Suite 1
Apartment
Hammondsport, NY, USA
2.5k from Pleasant Valley Wine Company center

Apartments, Accommodations, Parking, Lodgings, Places to stay

2 Bedrooms4 Guests
8.0

Good

3 reviews

$250
Average price / night
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Hammondsport's Fabulous Walkable Village
Hammondsport's Fabulous Walkable Village
Apartment
Hammondsport, NY, 14840, United States
2.0k from Pleasant Valley Wine Company center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms4 Guests
9.8

Exceptional

45 reviews

$198
Average price / night
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The Champagne Suite 2
The Champagne Suite 2
House
Hammondsport, NY, USA
2.5k from Pleasant Valley Wine Company center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

1 Bedroom5 Guests
8.0

Good

7 reviews

$316
Average price / night
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Renovated Victorian in 'Americas Coolest Small Town'
Renovated Victorian in 'Americas Coolest Small Town'
House
Hammondsport, NY, 14840, United States
2.0k from Pleasant Valley Wine Company center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

4 Bedrooms6 Guests
10.0

Exceptional

43 reviews

$297
Average price / night
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The Keuka Suite 3
The Keuka Suite 3
Apartment
Hammondsport, NY, USA
2.5k from Pleasant Valley Wine Company center

Apartments, Cheap, Accommodations, Parking, Lodgings, Places to stay, Family

1 Bedroom2 Guests
9.7

Exceptional

4 reviews

$382
Average price / night
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Charming 2nd floor studio apartment w/ kitchenette near Keuka Lake
Charming 2nd floor studio apartment w/ kitchenette near Keuka Lake
Apartment
Hammondsport, NY, 14840, United States
2.1k from Pleasant Valley Wine Company center

AC, Heater, Internet, No Smoking

1 Bedroom2 Guests
New to Booking
$166
Average price / night
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Walk to Keuka Lake! Spacious Finger Lake Home
Walk to Keuka Lake! Spacious Finger Lake Home
House
Hammondsport, NY, 14840, United States
2.1k from Pleasant Valley Wine Company center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Kitchen, Laundry, Living Area

7 Bedrooms14 Guests
9.6

Exceptional

7 reviews

$1215
Average price / night
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Hammondsport Hideaway
Hammondsport Hideaway
Apartment
Hammondsport, NY, 14840, United States
2.1k from Pleasant Valley Wine Company center

AC, Fireplace, Heater, Internet, Microwave, No Smoking, TV

1 Bedroom2 Guests
9.8

Exceptional

65 reviews

$154
Average price / night
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Hammy on a Rye 2 Hammondsport NY
Hammy on a Rye 2 Hammondsport NY
Apartment
Hammondsport, NY, 14840, United States
2.2k from Pleasant Valley Wine Company center

AC, Balcony, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Internet

2 Bedrooms5 Guests
New to Booking
$235
Average price / night
Check Availability
The Carriage House in Hammondsport NY
The Carriage House in Hammondsport NY
House
Hammondsport, NY, 14840, United States
2.2k from Pleasant Valley Wine Company center

AC, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, No Smoking, TV

2 Bedrooms4 Guests
New to Booking
$347
Average price / night
Check Availability
Hammy on a Rye I Hammondsport Village
Hammy on a Rye I Hammondsport Village
House
Hammondsport, NY, 14840, United States
2.3k from Pleasant Valley Wine Company center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Microwave

2 Bedrooms5 Guests
New to Booking
$214
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Vacation Rentals in Pleasant Valley Wine Company.

Pleasant Valley Wine Company Vacation Rentals on the Map

Frequently Asked Questions

You can explore 139 verified vacation rentals in Pleasant Valley Wine Company. Our listings are sourced from a range of trusted providers, giving you access to a wide selection of private homes, apartments, and unique stays—all in one place.

Vacation rental prices in Pleasant Valley Wine Company vary depending on the season, property size, and location. Rates typically start from around $142 per night, with higher prices for larger homes or peak travel periods. Comparing available options can help you find a stay that matches both your budget and travel plans.

Most vacation rentals in Pleasant Valley Wine Company include fully equipped kitchens, making it easy to prepare meals and enjoy a more flexible stay. This is especially useful for families, longer stays, or travelers who prefer a home-like experience.

Yes, many vacation rentals in Pleasant Valley Wine Company welcome pets. Currently, 33 listings allow pets, although specific policies may vary by property. You can filter for pet-friendly options to quickly find suitable accommodations.

For popular travel periods such as holidays or peak seasons, it’s recommended to book your vacation rental 60 to 90 days in advance to secure the best options. During quieter times, you may still find good availability closer to your travel dates.

Vacation rentals in Pleasant Valley Wine Company often include amenities such as Fireplace/Heating, Guest Services, and Internet. These features provide added comfort and convenience, making them a popular choice for travelers seeking more space and privacy.

You can use filters to narrow down your search by criteria such as number of bedrooms, guest ratings, or specific amenities like private pools or beachfront access. This makes it easier to find a property that fits your exact needs and preferences.