Vacation rentals in Olean, NY

37 available vacation rental offers

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Best vacation rentals and Airbnb offers in Olean, NY

Private country home-250 acres in Enchanted Mountains family-pet friendly, pond - Olean, NY

Private country home-250 acres in Enchanted Mountains family-pet friendly, pond

Holiday Home, Olean

Private country home-250 acres in Enchanted Mountains family-pet friendly, pond is a holiday home in Olean, with pet-friendly space, kitchen access, and room for a group. This stay gives…

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About Private country home-250 acres in Enchanted Mountains family-pet friendly, pond

Private country home-250 acres in Enchanted Mountains family-pet friendly, pond is a holiday home in Olean, 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, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $788.

From$113/night
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Gallets House B&B - Olean, NY

Gallets House B&B

B & B, Olean

Gallets House B&B is a b & b in Olean, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

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About Gallets House B&B

Gallets House B&B is a b & b in Olean, 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 breakfast, free wifi, parking, free parking, and fireplace.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,020.

From$129/night
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Cozy Country Get Away Suite with a view of the Enchanted Mountains - Olean, NY

Cozy Country Get Away Suite with a view of the Enchanted Mountains

Cottage, Olean

Cozy Country Get Away Suite with a view of the Enchanted Mountains is a cottage in Olean, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Cozy Country Get Away Suite with a view of the Enchanted Mountains

Cozy Country Get Away Suite with a view of the Enchanted Mountains is a cottage in Olean, 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 $905.

From$129/night
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The Oak Hill Historic District Hideaway - Olean, NY

The Oak Hill Historic District Hideaway

Holiday Home, Olean

The Oak Hill Historic District Hideaway is a holiday home in Olean, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About The Oak Hill Historic District Hideaway

The Oak Hill Historic District Hideaway is a holiday home in Olean, 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 $1,079.

From$154/night
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Vacation rentals with parking in Olean, NY

Find vacation rentals that make arriving by car easier.

12 mechanic, 2nd Floor, close , rest. , grocery shops. Above Players Nightclub. - Olean, NY

12 mechanic, 2nd Floor, close , rest. , grocery shops. Above Players Nightclub.

Apartment, Olean

12 mechanic, 2nd Floor, close , rest. , grocery shops. Above Players Nightclub. is a apartment in Olean, with parking. This stay gives travelers a comfortable base for exploring the area,…

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About 12 mechanic, 2nd Floor, close , rest. , grocery shops. Above Players Nightclub.

12 mechanic, 2nd Floor, close , rest. , grocery shops. Above Players Nightclub. is a apartment in Olean, 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, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $591.

From$84/night
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2-bedroom guest house in charming Cuba with WiFi - Olean, NY

2-bedroom guest house in charming Cuba with WiFi

Apartment, Olean

2-bedroom guest house in charming Cuba with WiFi is a apartment in Olean, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the…

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About 2-bedroom guest house in charming Cuba with WiFi

2-bedroom guest house in charming Cuba with WiFi is a apartment in Olean, 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, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $781.

From$112/night
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Peaceful Allegany Home, Walk to SBU! - Olean, NY

Peaceful Allegany Home, Walk to SBU!

Holiday Home, Olean

Peaceful Allegany Home, Walk to SBU! is a holiday home in Olean, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Peaceful Allegany Home, Walk to SBU!

Peaceful Allegany Home, Walk to SBU! is a holiday home in Olean, 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 $1,515.

From$216/night
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Quaint Village home in Allegany.1 mile from St. Bonaventure. - Olean, NY

Quaint Village home in Allegany.1 mile from St. Bonaventure.

B & B, Olean

Quaint Village home in Allegany.1 mile from St. Bonaventure. is a b & b in Olean, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Quaint Village home in Allegany.1 mile from St. Bonaventure.

Quaint Village home in Allegany.1 mile from St. Bonaventure. is a b & b in Olean, 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 $1,618.

From$231/night
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Pet-friendly vacation rentals in Olean, NY

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

Creekside Cabins - Comet - Olean, NY

Creekside Cabins - Comet

Cabin, Olean

Creekside Cabins - Comet is a cabin in Olean, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Creekside Cabins - Comet

Creekside Cabins - Comet is a cabin in Olean, 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, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $958.

From$137/night
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Your Own Home- Pet Friendly - Olean, NY

Your Own Home- Pet Friendly

Holiday Home, Olean

Your Own Home- Pet Friendly is a holiday home in Olean, 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 Your Own Home- Pet Friendly

Your Own Home- Pet Friendly is a holiday home in Olean, 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: pet friendly, pets friendly, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,036.

From$148/night
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Moose cabin at mystic water resort - Olean, NY

Moose cabin at mystic water resort

Cabin, Olean

Moose cabin at mystic water resort is a cabin in Olean, 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 Moose cabin at mystic water resort

Moose cabin at mystic water resort is a cabin in Olean, 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 $1,075.

From$154/night
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Working farmette at converted warehouse in the Allegany Mountains. - Olean, NY

Working farmette at converted warehouse in the Allegany Mountains.

Apartment, Olean

Working farmette at converted warehouse in the Allegany Mountains. is a apartment in Olean, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for…

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About Working farmette at converted warehouse in the Allegany Mountains.

Working farmette at converted warehouse in the Allegany Mountains. is a apartment in Olean, 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, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,189.

From$170/night
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Vacation rentals with a kitchen in Olean, NY

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

5 Minutes to Holiday Valley Luxe King Beds + Bunk - Olean, NY

5 Minutes to Holiday Valley Luxe King Beds + Bunk

Apartment, Olean

5 Minutes to Holiday Valley Luxe King Beds + Bunk is a apartment in Olean, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About 5 Minutes to Holiday Valley Luxe King Beds + Bunk

5 Minutes to Holiday Valley Luxe King Beds + Bunk is a apartment in Olean, 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 $1,336.

From$191/night
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Mountain-View Home in Great Valley w/ Large Yard! - Olean, NY

Mountain-View Home in Great Valley w/ Large Yard!

Holiday Home, Olean

Mountain-View Home in Great Valley w/ Large Yard! is a holiday home in Olean, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Mountain-View Home in Great Valley w/ Large Yard!

Mountain-View Home in Great Valley w/ Large Yard! is a holiday home in Olean, 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 $1,494.

From$213/night
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Home on a Hill - Olean, NY

Home on a Hill

Holiday Home, Olean

Home on a Hill is a holiday home in Olean, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Home on a Hill

Home on a Hill is a holiday home in Olean, 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, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,612.

From$230/night
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Lovely Cottage That Is Completely New With All The Luxuries You Would Want! - Olean, NY

Lovely Cottage That Is Completely New With All The Luxuries You Would Want!

Cottage, Olean

Lovely Cottage That Is Completely New With All The Luxuries You Would Want! is a cottage in Olean, with pet-friendly space, parking, and kitchen access. This stay gives travelers a…

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About Lovely Cottage That Is Completely New With All The Luxuries You Would Want!

Lovely Cottage That Is Completely New With All The Luxuries You Would Want! is a cottage in Olean, 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 $1,634.

From$233/night
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Family-friendly vacation rentals in Olean, NY

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

Cozy, upgraded, pet friendly cabin, formerly Cuba Lake Vintage Duck House. - Olean, NY

Cozy, upgraded, pet friendly cabin, formerly Cuba Lake Vintage Duck House.

Cottage, Olean

Cozy, upgraded, pet friendly cabin, formerly Cuba Lake Vintage Duck House. is a cottage in Olean, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base…

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About Cozy, upgraded, pet friendly cabin, formerly Cuba Lake Vintage Duck House.

Cozy, upgraded, pet friendly cabin, formerly Cuba Lake Vintage Duck House. is a cottage in Olean, 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, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $836.

From$119/night
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Cozy Cabin in the woods 2 br + 1 loft br, 1 bath. Large deck, beautiful views - Olean, NY

Cozy Cabin in the woods 2 br + 1 loft br, 1 bath. Large deck, beautiful views

Cabin, Olean

Cozy Cabin in the woods 2 br + 1 loft br, 1 bath. Large deck, beautiful views is a cabin in Olean, with outdoor space, kitchen access, and room for a group. This stay gives travelers a…

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About Cozy Cabin in the woods 2 br + 1 loft br, 1 bath. Large deck, beautiful views

Cozy Cabin in the woods 2 br + 1 loft br, 1 bath. Large deck, beautiful views is a cabin in Olean, with outdoor 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, free wifi, kitchen, with kitchen, and kids friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,086.

From$155/night
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Mountain-view Home in Great Valley w/ Large Yard! - Olean, NY

Mountain-view Home in Great Valley w/ Large Yard!

Cottage, Olean

Mountain-view Home in Great Valley w/ Large Yard! is a cottage in Olean, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

Read more

About Mountain-view Home in Great Valley w/ Large Yard!

Mountain-view Home in Great Valley w/ Large Yard! is a cottage in Olean, 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 $1,843.

From$212/night
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Peaceful Allegany Home, Walk to Sbu! - Olean, NY

Peaceful Allegany Home, Walk to Sbu!

Cottage, Olean

Peaceful Allegany Home, Walk to Sbu! is a cottage in Olean, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

Read more

About Peaceful Allegany Home, Walk to Sbu!

Peaceful Allegany Home, Walk to Sbu! is a cottage in Olean, 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 $1,871.

From$214/night
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