Vacation rentals in Osceola, NY

168 available vacation rental offers

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Best Vacation rentals and Airbnb offers in Osceola, NY

Perfect camping spot 8 min drive to Salmon River access. - Osceola, NY

Perfect camping spot 8 min drive to Salmon River access.

Cabin, Osceola

Perfect camping spot 8 min drive to Salmon River access. is a cabin in Osceola, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About Perfect camping spot 8 min drive to Salmon River access.

Perfect camping spot 8 min drive to Salmon River access. is a cabin in Osceola, 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, parking, free parking, heating, and bbq facilities.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $679.

From$75/night
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1-bedroom cabin in Redfield - Osceola, NY

1-bedroom cabin in Redfield

Cabin, Osceola

1-bedroom cabin in Redfield is a cabin in Osceola, with pet-friendly space, parking, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About 1-bedroom cabin in Redfield

1-bedroom cabin in Redfield is a cabin in Osceola, with pet-friendly space, parking, 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, pet friendly, pets friendly, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $824.

From$89/night
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Cozy Camp Retreat! Enjoy four wheeling, hunting, 3 miles to Redfield Reservoir. - Osceola, NY

Cozy Camp Retreat! Enjoy four wheeling, hunting, 3 miles to Redfield Reservoir.

Cabin, Osceola

Cozy Camp Retreat! Enjoy four wheeling, hunting, 3 miles to Redfield Reservoir. is a cabin in Osceola, with kitchen access and a quieter setting. This stay gives travelers a comfortable…

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About Cozy Camp Retreat! Enjoy four wheeling, hunting, 3 miles to Redfield Reservoir.

Cozy Camp Retreat! Enjoy four wheeling, hunting, 3 miles to Redfield Reservoir. is a cabin in Osceola, with kitchen 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: free cancellation, kitchen, with kitchen, tv, and heating.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $905.

From$95/night
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Cozy cabin away from Hustle and Bustle - Woodsy, Peaceful, Tranquil! - Osceola, NY

Cozy cabin away from Hustle and Bustle - Woodsy, Peaceful, Tranquil!

Cabin, Osceola

Cozy cabin away from Hustle and Bustle - Woodsy, Peaceful, Tranquil! is a cabin in Osceola, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Cozy cabin away from Hustle and Bustle - Woodsy, Peaceful, Tranquil!

Cozy cabin away from Hustle and Bustle - Woodsy, Peaceful, Tranquil! is a cabin in Osceola, 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 $997.

From$108/night
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Best Osceola, NY vacation rentals with parking

Find vacation rentals that make arriving by car easier.

The School House Inn - Osceola, NY

The School House Inn

Guest House, Osceola

The School House Inn is a guest house in Osceola, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family…

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About The School House Inn

The School House Inn is a guest house in Osceola, 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, free parking, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,019.

From$130/night
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Altmar's Premier Luxury Cabin with Mini Golf - Osceola, NY

Altmar's Premier Luxury Cabin with Mini Golf

Holiday Home, Osceola

Altmar's Premier Luxury Cabin with Mini Golf is a holiday home in Osceola, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Altmar's Premier Luxury Cabin with Mini Golf

Altmar's Premier Luxury Cabin with Mini Golf is a holiday home in Osceola, 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 $1,478.

From$161/night
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All seasons sportsman’s house, ATV and snowmobile from our driveway. - Osceola, NY

All seasons sportsman’s house, ATV and snowmobile from our driveway.

Holiday Home, Osceola

All seasons sportsman’s house, ATV and snowmobile from our driveway. is a holiday home in Osceola, with parking. This stay gives travelers a comfortable base for exploring the area,…

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About All seasons sportsman’s house, ATV and snowmobile from our driveway.

All seasons sportsman’s house, ATV and snowmobile from our driveway. is a holiday home in Osceola, 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, parking, free parking, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,585.

From$180/night
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Ride from your door Atv Trails & Swim,Fish in Tug Hill Plenty of Trailer Parking - Osceola, NY

Ride from your door Atv Trails & Swim,Fish in Tug Hill Plenty of Trailer Parking

Holiday Home, Osceola

Ride from your door Atv Trails & Swim,Fish in Tug Hill Plenty of Trailer Parking is a holiday home in Osceola, with parking. This stay gives travelers a comfortable base for exploring the…

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About Ride from your door Atv Trails & Swim,Fish in Tug Hill Plenty of Trailer Parking

Ride from your door Atv Trails & Swim,Fish in Tug Hill Plenty of Trailer Parking is a holiday home in Osceola, 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, washer, dryer, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,507.

From$275/night
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Best Pet-Friendly Vacation Rentals in Osceola, NY

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

Cozy 2-Person cabin in charming Parish with AC for relaxing stays - Osceola, NY

Cozy 2-Person cabin in charming Parish with AC for relaxing stays

Cabin, Osceola

Cozy 2-Person cabin in charming Parish with AC for relaxing stays is a cabin in Osceola, with pet-friendly space and a quieter setting. This stay gives travelers a comfortable base for…

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About Cozy 2-Person cabin in charming Parish with AC for relaxing stays

Cozy 2-Person cabin in charming Parish with AC for relaxing stays is a cabin in Osceola, with pet-friendly space 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: free cancellation, pet friendly, pets friendly, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $711.

From$81/night
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#4 Cozy private for couples, Tug Hill C5a trail .Only 11 miles off 81 exit 131 - Osceola, NY

#4 Cozy private for couples, Tug Hill C5a trail .Only 11 miles off 81 exit 131

Holiday Home, Osceola

#4 Cozy private for couples, Tug Hill C5a trail .Only 11 miles off 81 exit 131 is a holiday home in Osceola, with pet-friendly space, parking, and kitchen access. This stay gives travelers…

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About #4 Cozy private for couples, Tug Hill C5a trail .Only 11 miles off 81 exit 131

#4 Cozy private for couples, Tug Hill C5a trail .Only 11 miles off 81 exit 131 is a holiday home in Osceola, 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 $957.

From$113/night
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#5 - New built for 2 in 2025, Tug Hill C5a trail is 200 yards north of driveway - Osceola, NY

#5 - New built for 2 in 2025, Tug Hill C5a trail is 200 yards north of driveway

Holiday Home, Osceola

#5 - New built for 2 in 2025, Tug Hill C5a trail is 200 yards north of driveway is a holiday home in Osceola, with pet-friendly space, parking, and kitchen access. This stay gives travelers…

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About #5 - New built for 2 in 2025, Tug Hill C5a trail is 200 yards north of driveway

#5 - New built for 2 in 2025, Tug Hill C5a trail is 200 yards north of driveway is a holiday home in Osceola, 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 $957.

From$113/night
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Lake Effect Lodge | Tug Hill | Hot Tub | Pets OK! - Osceola, NY

Lake Effect Lodge | Tug Hill | Hot Tub | Pets OK!

Holiday Home, Osceola

Lake Effect Lodge · Tug Hill · Hot Tub · Pets OK! is a holiday home in Osceola, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Lake Effect Lodge | Tug Hill | Hot Tub | Pets OK!

Lake Effect Lodge · Tug Hill · Hot Tub · Pets OK! is a holiday home in Osceola, 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: hot tub, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,936.

From$208/night
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Best Osceola, NY vacation rentals with a kitchen

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

Pet-Friendly Boonville Apt w/ Deck on Main Street! - Osceola, NY

Pet-Friendly Boonville Apt w/ Deck on Main Street!

Apartment, Osceola

Pet-Friendly Boonville Apt w/ Deck on Main Street! is a apartment in Osceola, with pet-friendly space, outdoor space, and parking. This stay gives travelers a comfortable base for exploring…

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About Pet-Friendly Boonville Apt w/ Deck on Main Street!

Pet-Friendly Boonville Apt w/ Deck on Main Street! is a apartment in Osceola, with pet-friendly space, outdoor 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, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,082.

From$92/night
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Boonville Jewel - Osceola, NY

Boonville Jewel

Apartment, Osceola

Boonville Jewel is a apartment in Osceola, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time…

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About Boonville Jewel

Boonville Jewel is a apartment in Osceola, 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 $1,061.

From$107/night
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Light and Airey new apartment on Apple Orchard minutes from Sylvan Beach - Osceola, NY

Light and Airey new apartment on Apple Orchard minutes from Sylvan Beach

Apartment, Osceola

Light and Airey new apartment on Apple Orchard minutes from Sylvan Beach is a apartment in Osceola, with easy beach access, parking, and kitchen access. This stay gives travelers a…

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About Light and Airey new apartment on Apple Orchard minutes from Sylvan Beach

Light and Airey new apartment on Apple Orchard minutes from Sylvan Beach is a apartment in Osceola, with easy beach 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, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,135.

From$116/night
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Enjoyable 4-bedroom house in the country with WiFi in West Leyden,NY tug hill - Osceola, NY

Enjoyable 4-bedroom house in the country with WiFi in West Leyden,NY tug hill

Holiday Home, Osceola

Enjoyable 4-bedroom house in the country with WiFi in West Leyden,NY tug hill is a holiday home in Osceola, with parking, kitchen access, and room for a group. This stay gives travelers a…

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About Enjoyable 4-bedroom house in the country with WiFi in West Leyden,NY tug hill

Enjoyable 4-bedroom house in the country with WiFi in West Leyden,NY tug hill is a holiday home in Osceola, with parking, 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 $2,149.

From$250/night
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Our Favorite Family-Friendly Vacation Rentals in Osceola, NY

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

Relax & Recharge!Swim/fish/swim/boat in Autumn Lk, SalmonRiverMinsAway-Cottage3 - Osceola, NY

Relax & Recharge!Swim/fish/swim/boat in Autumn Lk, SalmonRiverMinsAway-Cottage3

Cottage, Osceola

Relax & Recharge!Swim/fish/swim/boat in Autumn Lk, SalmonRiverMinsAway-Cottage3 is a cottage in Osceola, with pet-friendly space, kitchen access, and a quieter setting. This stay gives…

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About Relax & Recharge!Swim/fish/swim/boat in Autumn Lk, SalmonRiverMinsAway-Cottage3

Relax & Recharge!Swim/fish/swim/boat in Autumn Lk, SalmonRiverMinsAway-Cottage3 is a cottage in Osceola, with pet-friendly space, kitchen 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: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,332.

From$142/night
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Let's Get Cozy!NestledinWoodsonBellaVista campus, 2Mins.ToSalmon Rvr/FishAutmnLk - Osceola, NY

Let's Get Cozy!NestledinWoodsonBellaVista campus, 2Mins.ToSalmon Rvr/FishAutmnLk

Cottage, Osceola

Let's Get Cozy!NestledinWoodsonBellaVista campus, 2Mins.ToSalmon Rvr/FishAutmnLk is a cottage in Osceola, with pet-friendly space. This stay gives travelers a comfortable base for exploring…

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About Let's Get Cozy!NestledinWoodsonBellaVista campus, 2Mins.ToSalmon Rvr/FishAutmnLk

Let's Get Cozy!NestledinWoodsonBellaVista campus, 2Mins.ToSalmon Rvr/FishAutmnLk is a cottage in Osceola, 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: free cancellation, hot tub, free wifi, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,443.

From$157/night
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Cozy Family Cabin, hot tub, fishing, hiking, ATV, snowmobiling, read a book - Osceola, NY

Cozy Family Cabin, hot tub, fishing, hiking, ATV, snowmobiling, read a book

Cabin, Osceola

Cozy Family Cabin, hot tub, fishing, hiking, ATV, snowmobiling, read a book is a cabin in Osceola, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a…

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About Cozy Family Cabin, hot tub, fishing, hiking, ATV, snowmobiling, read a book

Cozy Family Cabin, hot tub, fishing, hiking, ATV, snowmobiling, read a book is a cabin in Osceola, with pet-friendly space, 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, hot tub, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,888.

From$203/night
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Woof Pack Shack #3 - Osceola, NY

Woof Pack Shack #3

Holiday Home, Osceola

Woof Pack Shack #3 is a holiday home in Osceola, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with…

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About Woof Pack Shack #3

Woof Pack Shack #3 is a holiday home in Osceola, with 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 kids friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,965.

From$225/night
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