Vacation Rentals By Owner In Olean, NY

➤ Old Library Inn - Beautifully restored Historic 1895 Victorian Inn, near St Bonaventure Univ & Basilica of St. Mary Olean!br★ Our Signature Suite offers a Romantic Retreat for couples, celebrating 1st night or 50th anniversary. br★ Short drive to Rock City Parkbrbr★ Our Favorite 2nd floor Suite features High ceilings, Elegant furnishings & Hardwood floors.br• The Parlor & King bedroom are separated by pocket doors, each with a TV. brbrAdd-On Fee: Deluxe inflatable Queen mattress for 2 extra guestsbrbrbrTHE SPACE:brbr➤ Breakfast is available on the weekends (Saturday and Sunday only) from 7-9:30am.brbr➤ Nestled in the heart of Olean’s historic district, The Old Library Inn is a beautifully restored Victorian mansion built in 1895. br• Once home to a local oil producer and later a community physician, the residence was transformed into Olean’s first bed and breakfast in 1988. br• Today, the inn offers 7 uniquely Themed guest suites, each reflecting the charm of a bygone era with rich woodwork, stained glass windows, and antique furnishings. br• Guests can enjoy modern comforts alongside timeless elegance, all within walking distance of downtown shops, restaurants, and cultural attractions. brbr➤ Whether you're here for a romantic getaway, a special celebration, or a relaxing retreat, The Old Library Inn provides an unforgettable stay in one of Western New York’s most enchanting settings.brbrbrGUEST ACCESS:brbr➤ Historic 1895 Victorian mansion — original woodwork & period charm!brbr• Author-themed, individually decorated rooms - Tolkien, Mark Twain, Austen, Angelo etc!br• Weekend made-to-order breakfast br• Walkable downtown location — restaurants, shops, farmers market br• Quiet, comfortable rooms with premium beddingbr• Ideal for romantic getaways, families visiting relatives, event guests (weddings)br• Close to regional attractions: Rock City Park, Enchanted Mountains, St Bonaventure University

Signature Suite, 1895 Victorian Old Library Inn!

Olean, New York, United States

Bed

Bath

Sleeps

$231.66

➤ Old Library Inn Olean - Beautifully restored Historic Victorian Inn, near SBU!brbr★ Jane Austen Room offers a charming Victorian-style retreat inspired by the beloved romantic authorbrbr• This beautifully appointed queen guestroom features high ceilings, hardwood floors, & an antiqued queen-size bed.br• A pedestal sink is conveniently located within the room, & a private bathroom with a shower is just outside. brbr➤ Perfect for guests seeking a cozy stay, reminiscent of Austen's timeless elegance.brbrbrTHE SPACE:brbr➤ Breakfast is available on the weekends (Saturday and Sunday only) from 7-9:30am.brbr➤ Nestled in the heart of Olean’s historic district, The Old Library Inn is a beautifully restored Victorian mansion built in 1895. br• Once home to a local oil producer and later a community physician, the residence was transformed into Olean’s first bed and breakfast in 1988. br• Today, the inn offers 7 uniquely Themed guest suites, each reflecting the charm of a bygone era with rich woodwork, stained glass windows, and antique furnishings. br• Guests can enjoy modern comforts alongside timeless elegance, all within walking distance of downtown shops, restaurants, and cultural attractions. brbr➤ Whether you're here for a romantic getaway, a special celebration, or a relaxing retreat, The Old Library Inn provides an unforgettable stay in one of Western New York’s most enchanting settings.brbrbrGUEST ACCESS:brbr➤ Historic 1895 Victorian mansion — original woodwork & period charmbrbr• Author-themed, individually decorated rooms - Tolkien, Mark Twain, Austen, Angelo etc!br• Weekend made-to-order breakfast br• Walkable downtown location — restaurants, shops, farmers market br• Quiet, comfortable rooms with premium beddingbr• Ideal for romantic getaways, families visiting relatives, event guests (weddings)br• Close to regional attractions: Rock City Park, Enchanted Mountains, St Bonaventure University

Romantic Victorian Retreat - Jane Austen Room!

Olean, New York, United States

Bed

Bath

Sleeps

$145.77

➤ Old Library Inn Olean - Beautifully restored Historic Victorian Inn, near SBU!brbr★ A.A. Milne Room at The Old Library Inn offers a warm & inviting retreat inspired by the beloved author of Winnie the Poohbr• Styled with Eeyore in mind, this cozy queen guestroom features hardwood floors, high ceilings & overlooks Olean's Lincoln Parkbr• Located on the 2nd floor, it includes a private bathroom with a pedestal sink & shower just outside the room.brbr➤A Guest Favorite for those seeking comfort & charm.brbrbrTHE SPACE:brbr➤ Breakfast is available on the weekends (Saturday and Sunday only) from 7-9:30am.brbr➤ Nestled in the heart of Olean’s historic district, The Old Library Inn is a beautifully restored Victorian mansion built in 1895. br• Once home to a local oil producer and later a community physician, the residence was transformed into Olean’s first bed and breakfast in 1988. br• Today, the inn offers 7 uniquely Themed guest suites, each reflecting the charm of a bygone era with rich woodwork, stained glass windows, and antique furnishings. br• Guests can enjoy modern comforts alongside timeless elegance, all within walking distance of downtown shops, restaurants, and cultural attractions. brbr➤ Whether you're here for a romantic getaway, a special celebration, or a relaxing retreat, The Old Library Inn provides an unforgettable stay in one of Western New York’s most enchanting settings.brbrbrGUEST ACESS:brbr➤ Historic 1895 Victorian mansion — original woodwork & period charmbrbr• Author-themed, individually decorated rooms - Tolkien, Mark Twain, Austen, Angelo etc!br• Weekend made-to-order breakfast br• Walkable downtown location — restaurants, shops, farmers market br• Quiet, comfortable rooms with premium beddingbr• Ideal for romantic getaways, families visiting relatives, event guests (weddings)br• Close to regional attractions: Rock City Park, Enchanted Mountains, St Bonaventure University

Victoria Mansion 1895, Near SBU - AA Milne Room!

Olean, New York, United States

Bed

Bath

Sleeps

$149.73

The Mark Twain Room at The Old Library Inn in Olean, NY, offers a bright and private third-floor retreat, perfect for literary enthusiasts. This cozy space features a comfortable queen bed and is adorned with charming décor that invites relaxation and reading. Guests enjoy the convenience of a spacious private bathroom with a shower, located just outside the room. Modern amenities include Wi-Fi, air conditioning, heating, a hairdryer, and an iron, ensuring a comfortable stay. It's an ideal setting for unwinding with a classic novel.

Old Library Inn - Mark Twain Room

Olean, New York, United States

Bed

Bath

Sleeps

$168.6

➤ Welcome to Old Library Inn Olean - Beautifully restored Historic 1895 Victorian Inn, near St Bonaventure Univ & Basilica of St. Mary!brbr★ The Maya Angelou Room is a serene, south-facing queen guestroom honoring the inspirational poet and activistbr• With high ceilings, a cozy queen bed, and elegant ebony furnishings, this 480 sq. ft. space blends contrasting black and white with natural tones for a tranquil retreatbrbr➤ A Guest Favorite, it offers comfort and character in equal measure.brbrbrTHE SPACE:brbr➤ Breakfast is available on the weekends (Saturday and Sunday only) from 7-9:30am.brbr➤ Nestled in the heart of Olean’s historic district, The Old Library Inn is a beautifully restored Victorian mansion built in 1895. br• Once home to a local oil producer and later a community physician, the residence was transformed into Olean’s first bed and breakfast in 1988. br• Today, the inn offers 7 uniquely Themed guest suites, each reflecting the charm of a bygone era with rich woodwork, stained glass windows, and antique furnishings. br• Guests can enjoy modern comforts alongside timeless elegance, all within walking distance of downtown shops, restaurants, and cultural attractions. brbr➤ Whether you're here for a romantic getaway, a special celebration, or a relaxing retreat, The Old Library Inn provides an unforgettable stay in one of Western New York’s most enchanting settings.brbrGUEST ACCESS:brbr➤ Historic 1895 Victorian mansion — original woodwork & period charmbrbr• Author-themed, individually decorated rooms - Tolkien, Mark Twain, Austen, Angelo etc!br• Weekend made-to-order breakfast br• Walkable downtown location — restaurants, shops, farmers market br• Quiet, comfortable rooms with premium beddingbr• Ideal for romantic getaways, families visiting relatives, event guests (weddings)br• Close to regional attractions: Rock City Park, Enchanted Mountains, St Bonaventure University

Elegant Decor, Plush Bedding! Maya Angelou Room

Olean, New York, United States

Bed

Bath

Sleeps

$148.03

The J.R.R. Tolkien Guestroom at The Old Library Inn in Olean, NY, offers a serene and imaginative retreat inspired by the legendary author. This bright and cozy queen room features pale blue walls adorned with golden crane motifs, an antiqued mahogany Bishop’s bed, and marble-topped antique furnishings. Guests can enjoy modern amenities such as Wi-Fi, air conditioning, and a full private bathroom. A guest favorite, it provides a tranquil atmosphere reminiscent of Tolkien's timeless tales.

Old Library Inn - J.R.R. Tolkien Room

Olean, New York, United States

Bed

Bath

Sleeps

$118.38

Quaint, yet Sizable 2-Bedroom Apartment in Olean's Historical District. This apartment is walking distance to the park and city center shopping/dinning/night life district. Free Wi-Fi and Washer/Dryer use.

Apartment

Historical District Getaway [Lower]

Olean, New York, United States

Bed

Bath

Sleeps

$123.17

Nestled at the bottom of a gentle hill, this cozy cottage feels like a hidden retreat where peace and nature take center stage. Wake up to quiet mornings, watch deer wander nearby, and soak in the calm of the countryside.brbrA short stroll or drive up the hill brings you to the heart of the campground, where you’ll find amenities and scenic hiking trails waiting to be explored. Spend your days wandering through nature and your evenings unwinding under star-filled skies.brbrIt’s the perfect balance of seclusion and connection—your own little escape with adventure just up the hill.

Cottage

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

Olean, New York, United States

Bed

Bath

Sleeps

$286.74

➤ Welcome to Old Library Inn - Beautifully restored Historic 1895 Victorian Inn, near St Bonaventure Univ, Old Library Restaurant & Basilica of St. Mary Olean!brbr★ Short drive to Rock City Parkbrbr★ The Dickens Suite at The Old Library Inn is a spacious 2‑bedroom escape with Elegant period charm and Modern comfortbr• Enjoy private living and sleeping areas, plush queen and king beds, WiFi, AC, and a stylish bathbrbr➤ Perfect for families or friends seeking a memorable stay in historic Olean.brbrbrTHE SPACE:brbr➤ Breakfast is available on the weekends (Saturday and Sunday only) from 7-9:30am.brbr➤ Nestled in the heart of Olean’s historic district, The Old Library Inn is a beautifully restored Victorian mansion built in 1895. br• Once home to a local oil producer and later a community physician, the residence was transformed into Olean’s first bed and breakfast in 1988. br• Today, the inn offers 7 uniquely Themed guest suites, each reflecting the charm of a bygone era with rich woodwork, stained glass windows, and antique furnishings. br• Guests can enjoy modern comforts alongside timeless elegance, all within walking distance of downtown shops, restaurants, and cultural attractions. brbr➤ Whether you're here for a romantic getaway, a special celebration, or a relaxing retreat, The Old Library Inn provides an unforgettable stay in one of Western New York’s most enchanting settings.brbrGUEST ACCESSbrbr➤ Breakfast is available on the weekends (Saturday and Sunday only) from 7-9:30am.brbr➤ Nestled in the heart of Olean’s historic district, The Old Library Inn is a beautifully restored Victorian mansion built in 1895. br• Once home to a local oil producer and later a community physician, the residence was transformed into Olean’s first bed and breakfast in 1988. br• Today, the inn offers 7 uniquely Themed guest suites, each reflecting the charm of a bygone era with rich woodwork, stained glass windows, and antique furnishings. br• Guests can enjoy modern comforts alongside timeless elegance, all within walking distance of downtown shops, restaurants, and cultural attractions. brbr➤ Whether you're here for a romantic getaway, a special celebration, or a relaxing retreat, The Old Library Inn provides an unforgettable stay in one of Western New York’s most enchanting settings.

Elegant Old Library Dickens Suite! Family, Near SBU

Olean, New York, United States

Bed

Bath

Sleeps

$212.32

Steps to Restaurants, Shops & Events | Washer & Dryer | Ample Closet SpacebrbrExperience city living with a tranquil touch at this lovely 2-bedroom, 1-bathroom vacation rental apartment in the heart of Olean, New York. This delightful property boasts a splendid blend of comfort and convenience, providing easy access to attractions. After sharing a meal in the open kitchen, enjoy music in the park and end the night with libations at Four Mile Brewing.brbr-- THE PROPERTY --brbrSLEEPING ARRANGEMENTSbr- Bedroom 1: 1 queen bedbr- Bedroom 2: 1 queen bedbrbrINDOOR LIVINGbr- Flat-screen TVbr- Walk-in showerbrbrKITCHENbr- Stove/oven, refrigerator, microwave, dishwasherbr- Keurig coffee maker, toaster, knife setbr- Dining table, contemporary lightingbrbrGENERALbr- Free WiFibr- Keyless entrybr- Central heating, window A/C unit, ceiling fansbr- Linens & towels, iron & boardbrbrFAQbr- Pet fee (paid pre-trip)br- 1 exterior security camera (building entry staircase, facing out)brbrACCESSIBILITYbr- Single-story apartmentbr- 2nd-floor unit, interior staircase to accessbrbrPARKINGbr- Metered street parking (first-come, first-served, free after 4:00 PM on weekends)brbr-- THE LOCATION --brbr- Located in the Union & State Streets Historic Districtbr- 6 miles to Rock City Park: massive rock formations, scenic hiking trails, panoramic viewsbr- 17 miles to Allegany State Park: hiking, biking, fishing, boatingbr- 0.2 miles to Lincoln Parkbr- 1 mile to Good Times of Oleanbr- 12 miles to Cattaraugus County Olean Airportbrbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- Pet friendly w/ $50 fee (+ fees & taxes, 1 pet max)br- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbrbrADDITIONAL INFORMATIONbr- This single-story apartment on the 2nd floor requires an interior staircase to enterbr- Your safety matters. This property features 1 exterior security camera on the building's entrance stairway, facing outward toward the building's main entrance. It does not look into any interior apartment spaces. The camera records video when activated by motion

Apartment

Bring a Pet: Historic Downtown Olean Apartment

Olean, New York, United States

Bed

Bath

Sleeps

$192.1

Entire house. We have smart tvs the family room has a 58 inch tv with cable ,Netflix Roku all bedrooms have tv's with Netflix and Hulu. Location is perfect! 2 miles from St.Bonaventure.Rock City is close.Niagra Falls 1.5hr 30 mins. To Ellicottville You can walk everywhere. Tasta Pizza place across the street.Grocery store is 3 blocks away and the movies &Walmart only a mile.Great restaurants are also a stones throw away.We have a fire pit which is also a grill. Dont forget to watch the video on this house. Ask about monthlybr discount . 15.00 per person per night over 5 quests. Dog fee 35.00 per dog per night.

WOW! OleanGrt PriceEntire house! 4 bedrooms 2.5 baths 30 mins to Ellicotville

Olean, New York, United States

Bed

Bath

10

Sleeps

$95.78

Quaint, yet Sizable 2-Bedroom Apartment in Olean's Historical District. This apartment is walking distance to the park and city center shopping/dinning/night life district. Free Wi-Fi and Washer/Dryer use.

Apartment

Historical District Getaway [Upper]

Olean, New York, United States

Bed

Bath

Sleeps

$275.67

Bring your loved ones along for a memorable getaway at this elegant vacation rental! Nestled near downtown Olean, this 4-bedroom, 2.5-bathroom home offers easy access to all the essentials and ample living space that's perfect for spending quality time together. Experience the area's scenic natural beauty as you venture to Allegany State Park or ski at Holiday Valley Resort in the winter months. After active days, enjoy a home-cooked meal and gather around the fire pit for a cozy evening.brbr-- THE PROPERTY --brbr5,000 Sq Ft | Free WiFi | Game RoombrbrBedroom 1: King Bed | Bedroom 2: King Bed | Bedroom 3: Queen Bed | Bedroom 4: Queen BedbrbrOUTDOOR LIVING: Private yard w/ garden, deck w/ outdoor seating & fire pitbrINDOOR LIVING: 2 living rooms, 5 Smart TVs w/ cable, foosball table, books & board games, dining tablesbrKITCHEN: Fully equipped, coffee maker & grinder, cooking basics, dishware/flatware, Crockpot, toaster, blenderbrGENERAL: Window A/C units, central heating, linens/towels, complimentary toiletries, in-unit washer/dryer, hair dryer, iron/ironing boardbrFAQ: 1 exterior security camera (facing out), 3rd floor not for guest usebrACCESSIBILITY: 2-story home, 2 external steps required for entry, internal steps required for bedroom accessbrPARKING: Driveway (3 vehicles), free street parking (first-come, first-served)brbr-- THE LOCATION --brbrOUTDOOR FUN: Rock City Park (5.3 miles), Allegany State Park (15.6 miles), Allegheny National Forest (22.7 miles), Holiday Valley Resort (24.1 miles)brLOCAL DINING & ACTIVITIES: Four Mile Brewing (0.6 miles), Beef-N-Barrel (0.9 miles), St. Bonaventure University (3.1 miles), Portville Drive-In (5.7 miles), Sprague’s Maple Farms (8.2 miles)brDAY TRIPS: Jamestown (54.0 miles), Lake Erie (61.5 miles), Buffalo (74.9 miles), Niagara Falls (93.8 miles)brAIRPORT: Buffalo Niagara International Airport (76.1 miles)brbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- Pet friendly w/ $75 fee (+ fees & taxes, max 2 pets)br- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- NOTE: This 2-story property requires 2 external steps for entry and internal steps for access to all bedroomsbr- NOTE: Your safety matters. This property features 1 exterior security camera located on the side of the home, facing outward toward the carport/driveway. It does not look into any interior spaces. The camera records video and sound when activated by motionbr- NOTE: The property is currently going through renovations and may be different from the picturesbr- NOTE: The 3rd floor is not for guest usebr- NOTE: The shower in the pink bathroom needs to run a little before it gets heated up

Charming Historic Home ~ 1 Mi to Dtwn Olean!

Olean, New York, United States

Bed

Bath

8

Sleeps

$168.99

A guesthouse loft behind a Pre-war Tudor in the Oak Hill Park Historic District in the heart of Olean with a private entrance & address. More spacious than a hotel room with a full kitchen, washer/dryer, A/C, heat, Wi‑Fi and driveway parking. Walkable to downtown shops & restaurants, short drive to St Bonaventure & the hospital. Ideal for solo visits, work trips or couples seeking comfort and value. Note: One flight of stairs, sleeps 3 max - One queen bed and rollaway cot.

The Oak Hill Historic District Hideaway

Olean, New York, United States

Bed

Bath

Sleeps

$242.72

Beautiful home in the upscale Seneca Heights district with an incredible amount of entertainment features. Open floor plan includes kitchen with breakfast bar, living room, and sunroom/dining room. The Master Bedroom features a huge walk-in closet area. The multilevel back deck includes a hot tub and is perfect for grilling out in the summer months. With two gas fireplaces, you will stay cozy in the two living rooms. Spacious basement area is complete with a bar, wine cellar and putting mat. Note that use of garage is not permitted. There is also a utility room in the basement that is locked off.brUse of garage is not permitted. There is also a utility room in the basement that is locked off.

Seneca Heights Oasis with Hot Tub

Olean, New York, United States

3

Bed