Vacation rentals in Penn Yan, NY

Best Vacation rentals and Airbnb offers in Penn Yan, NY

Happy Lake Trails

Holiday Home, Penn Yan

Happy Lake Trails is a holiday home in Penn Yan, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time…

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About Happy Lake Trails

Happy Lake Trails is a holiday home in Penn Yan, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pet friendly, pets friendly, heating, and accessible.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,692.

From$188/night

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Dog-friendly home with fenced backyard & W/D - lake trails across the street

Holiday Home, Penn Yan

Dog-friendly home with fenced backyard & W/D - lake trails across the street is a holiday home in Penn Yan, with pet-friendly space, parking, and kitchen access. This stay gives travelers a…

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About Dog-friendly home with fenced backyard & W/D - lake trails across the street

Dog-friendly home with fenced backyard & W/D - lake trails across the street is a holiday home in Penn Yan, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,427.

From$204/night

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Newly Renovated Penn Yan Apartment < 1 Mi to Lake!

Apartment, Penn Yan

Newly Renovated Penn Yan Apartment < 1 Mi to Lake! is a apartment in Penn Yan, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About Newly Renovated Penn Yan Apartment < 1 Mi to Lake!

Newly Renovated Penn Yan Apartment < 1 Mi to Lake! is a apartment in Penn Yan, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, parking, paid parking, and non smoking::room.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,831.

From$211/night

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Sampson House: historic town home, close to shops

Holiday Home, Penn Yan

Sampson House: historic town home, close to shops is a holiday home in Penn Yan, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Sampson House: historic town home, close to shops

Sampson House: historic town home, close to shops is a holiday home in Penn Yan, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,609.

From$230/night

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Browse Vacation Rentals with a Pool in Penn Yan, NY

Add a pool to the search when you want an easy place to cool off between outings.

Castello at Castle Point, 3 bedroom cabin with hot tub, pool table, lake view!

Cabin, Penn Yan

Castello at Castle Point, 3 bedroom cabin with hot tub, pool table, lake view! is a cabin in Penn Yan, with pool access, kitchen access, and room for a group. This stay gives travelers a…

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About Castello at Castle Point, 3 bedroom cabin with hot tub, pool table, lake view!

Castello at Castle Point, 3 bedroom cabin with hot tub, pool table, lake view! is a cabin in Penn Yan, with pool access, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: hot tub, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $4,459.

From$637/night

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Chateau: 3 bedroom cabin with hot tub, pool table, lake view

Cabin, Penn Yan

Chateau: 3 bedroom cabin with hot tub, pool table, lake view is a cabin in Penn Yan, with pool access, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

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About Chateau: 3 bedroom cabin with hot tub, pool table, lake view

Chateau: 3 bedroom cabin with hot tub, pool table, lake view is a cabin in Penn Yan, with pool access, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: hot tub, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $4,816.

From$688/night

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Quad Squad Glamping Tent & Breakfast for 2-4+ in Finger Lakes Wine Country

B & B, Penn Yan

Quad Squad Glamping Tent & Breakfast for 2-4+ in Finger Lakes Wine Country is a b & b in Penn Yan, with pool access, parking, and kitchen access. This stay gives travelers a comfortable…

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About Quad Squad Glamping Tent & Breakfast for 2-4+ in Finger Lakes Wine Country

Quad Squad Glamping Tent & Breakfast for 2-4+ in Finger Lakes Wine Country is a b & b in Penn Yan, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,590.

From$227/night

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Waters Edge B&B Resort

B & B, Penn Yan

Waters Edge B&B Resort is a b & b in Penn Yan, with pool access and easy beach access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Waters Edge B&B Resort

Waters Edge B&B Resort is a b & b in Penn Yan, with pool access and easy beach access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, beachfront, and beach front.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,425.

From$443/night

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Best Penn Yan, NY vacation rentals with parking

Find vacation rentals that make arriving by car easier.

Barn Loft Living at My Little Farm

Holiday Home, Penn Yan

Barn Loft Living at My Little Farm is a holiday home in Penn Yan, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Barn Loft Living at My Little Farm

Barn Loft Living at My Little Farm is a holiday home in Penn Yan, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,153.

From$165/night

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Cozy tiny home with Sunrise Views in the Heart of Finger Lakes

Holiday Home, Penn Yan

Cozy tiny home with Sunrise Views in the Heart of Finger Lakes is a holiday home in Penn Yan, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Cozy tiny home with Sunrise Views in the Heart of Finger Lakes

Cozy tiny home with Sunrise Views in the Heart of Finger Lakes is a holiday home in Penn Yan, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: kitchen, with kitchen, parking, free parking, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,821.

From$260/night

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Sheridan House-The Suite-gorgeous downtown apt

Apartment, Penn Yan

Sheridan House-The Suite-gorgeous downtown apt is a apartment in Penn Yan, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Sheridan House-The Suite-gorgeous downtown apt

Sheridan House-The Suite-gorgeous downtown apt is a apartment in Penn Yan, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,110.

From$301/night

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Fun in the Sun - Walk Into Town on Keuka's East Side

Holiday Home, Penn Yan

Fun in the Sun - Walk Into Town on Keuka's East Side is a holiday home in Penn Yan, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Fun in the Sun - Walk Into Town on Keuka's East Side

Fun in the Sun - Walk Into Town on Keuka's East Side is a holiday home in Penn Yan, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: kitchen, with kitchen, parking, free parking, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,658.

From$380/night

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Best Pet-Friendly Vacation Rentals in Penn Yan, NY

Bring your pet along with stays that welcome four-legged travelers.

Rustic Ridge

Holiday Home, Penn Yan

Rustic Ridge is a holiday home in Penn Yan, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending…

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About Rustic Ridge

Rustic Ridge is a holiday home in Penn Yan, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pet friendly, pets friendly, parking, paid parking, and fireplace.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,527.

From$181/night

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Pet Friendly Log Cabin

Holiday Home, Penn Yan

Pet Friendly Log Cabin is a holiday home in Penn Yan, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Pet Friendly Log Cabin

Pet Friendly Log Cabin is a holiday home in Penn Yan, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,348.

From$193/night

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Little Red Ranch House

Holiday Home, Penn Yan

Little Red Ranch House is a holiday home in Penn Yan, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Little Red Ranch House

Little Red Ranch House is a holiday home in Penn Yan, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,189.

From$313/night

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House of Vines: Walkable Penn Yan Retreat. Kayaks and Indoor Pool Access

Apartment, Penn Yan

House of Vines: Walkable Penn Yan Retreat. Kayaks and Indoor Pool Access is a apartment in Penn Yan, with pet-friendly space, pool access, and a quieter setting. This stay gives travelers a…

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About House of Vines: Walkable Penn Yan Retreat. Kayaks and Indoor Pool Access

House of Vines: Walkable Penn Yan Retreat. Kayaks and Indoor Pool Access is a apartment in Penn Yan, with pet-friendly space, pool access, and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, free wifi, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,688.

From$384/night

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Best Penn Yan, NY vacation rentals with a kitchen

Compare stays with kitchen access for longer trips and easier meals.

Cozy, rustic cabin with beautiful views, privacy, and 1 mile from Keuka Lake

Cabin, Penn Yan

Cozy, rustic cabin with beautiful views, privacy, and 1 mile from Keuka Lake is a cabin in Penn Yan, with parking and kitchen access. This stay gives travelers a comfortable base for…

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About Cozy, rustic cabin with beautiful views, privacy, and 1 mile from Keuka Lake

Cozy, rustic cabin with beautiful views, privacy, and 1 mile from Keuka Lake is a cabin in Penn Yan, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,575.

From$225/night

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DIAMOND INN THE BLUFF with hot tub

Holiday Home, Penn Yan

DIAMOND INN THE BLUFF with hot tub is a holiday home in Penn Yan, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About DIAMOND INN THE BLUFF with hot tub

DIAMOND INN THE BLUFF with hot tub is a holiday home in Penn Yan, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, hot tub, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,695.

From$242/night

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Beautiful home in wine country w/ deck, peaceful views & close to town

Holiday Home, Penn Yan

Beautiful home in wine country w/ deck, peaceful views & close to town is a holiday home in Penn Yan, with outdoor space, parking, and kitchen access. This stay gives travelers a…

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About Beautiful home in wine country w/ deck, peaceful views & close to town

Beautiful home in wine country w/ deck, peaceful views & close to town is a holiday home in Penn Yan, with outdoor space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,801.

From$257/night

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The Farmhouse-Seneca/Keuka-HotTub-WineTrail-1850’s Farmhouse, Classic Red Barn-Big Rooms-Pets OK

Holiday Home, Penn Yan

The Farmhouse-Seneca/Keuka-HotTub-WineTrail-1850’s Farmhouse, Classic Red Barn-Big Rooms-Pets OK is a holiday home in Penn Yan, with pet-friendly space and kitchen access. This stay gives…

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About The Farmhouse-Seneca/Keuka-HotTub-WineTrail-1850’s Farmhouse, Classic Red Barn-Big Rooms-Pets OK

The Farmhouse-Seneca/Keuka-HotTub-WineTrail-1850’s Farmhouse, Classic Red Barn-Big Rooms-Pets OK is a holiday home in Penn Yan, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, hot tub, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,304.

From$329/night

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Our Favorite Family-Friendly Vacation Rentals in Penn Yan, NY

Plan a trip with stays that give families more room to spread out.

Finger Lakes Country Corner Cottage

Cottage, Penn Yan

Finger Lakes Country Corner Cottage is a cottage in Penn Yan, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About Finger Lakes Country Corner Cottage

Finger Lakes Country Corner Cottage is a cottage in Penn Yan, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,479.

From$211/night

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Fully furnished yr round home near Seneca Lake, on Wine trail, Family Friendly

Holiday Home, Penn Yan

Fully furnished yr round home near Seneca Lake, on Wine trail, Family Friendly is a holiday home in Penn Yan, with kitchen access and room for a group. This stay gives travelers a…

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About Fully furnished yr round home near Seneca Lake, on Wine trail, Family Friendly

Fully furnished yr round home near Seneca Lake, on Wine trail, Family Friendly is a holiday home in Penn Yan, with kitchen access and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, kids friendly, and kids friendly videos or books.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,031.

From$290/night

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New 2024 Firefly Cottage in the heart of the FingerLakes. Amazing Vineyard views

Cottage, Penn Yan

New 2024 Firefly Cottage in the heart of the FingerLakes. Amazing Vineyard views is a cottage in Penn Yan, with parking and kitchen access. This stay gives travelers a comfortable base for…

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About New 2024 Firefly Cottage in the heart of the FingerLakes. Amazing Vineyard views

New 2024 Firefly Cottage in the heart of the FingerLakes. Amazing Vineyard views is a cottage in Penn Yan, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,086.

From$298/night

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Restored Farmhouse with Hot-Tub in Penn Yan, New York

Cottage, Penn Yan

Restored Farmhouse with Hot-Tub in Penn Yan, New York is a cottage in Penn Yan, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Restored Farmhouse with Hot-Tub in Penn Yan, New York

Restored Farmhouse with Hot-Tub in Penn Yan, New York is a cottage in Penn Yan, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, hot tub, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,453.

From$350/night

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