Osborne Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Osborne vacation rentals

A grassy outdoor area with a wooden bench, a stone statue, and a wooden fence.

1. Explore Pittsburgh from a Modern, Hip Bungalow

Explore Pittsburgh from a Modern, Hip Bungalow
North Side
9.6 out of 10, Exceptional, (76 reviews)
"Great location. Would stay again. "
United States
Yukiko M.
The price is CA $98
CA $249 total
includes taxes & fees
Nov 11 - Nov 12
Explore Pittsburgh from a Modern, Hip Bungalow
A compact kitchen with a white door, grey cabinets, a sink, and a wooden countertop.

2. Cozy escape close to downtown, stadiums & parks

Cozy escape close to downtown, stadiums & parks
North Side
9.8 out of 10, Exceptional, (73 reviews)
"Cute and cozy little house! Very clean and bed was comfortable, Lisa is an excellent host! We enjoyed our stay! "
United States
Jennifer B.
The price is CA $98
CA $257 total
includes taxes & fees
Nov 8 - Nov 9
Cozy escape close to downtown, stadiums & parks
A backyard with a hot tub, a wooden deck, and a swimming pool surrounded by a white fence.

3. Comfortable private unit with hot tub, swimming pool and free parking

Comfortable private unit with hot tub, swimming pool and free parking
Gibsonia
9.8 out of 10, Exceptional, (79 reviews)
"Very clean and cozy. Close to downtown."
United States
Yolanda
The price is CA $108
CA $258 total
includes taxes & fees
Nov 8 - Nov 9
Comfortable private unit with hot tub, swimming pool and free parking
A bedroom with a bed, a nightstand, a shelf with decorative items, and two abstract paintings on the wall.

4. Butler's heart!

Butler's heart!
Lawrenceville
8.6 out of 10, Excellent, (49 reviews)
"Nice property pretty close to a lot of good restaurants, bars and buses downtown."
United States
George
The price is CA $75
CA $207 total
includes taxes & fees
Nov 7 - Nov 8
Butler's heart!
A modern kitchen with a cityscape view, a brick accent wall, and a small island with seating.

5. Charming 1-Bedroom Apartment in Lovely Pittsburgh With AC

Charming 1-Bedroom Apartment in Lovely Pittsburgh With AC
Bluff
10.0 out of 10, Exceptional, (21 reviews)
"Great stay! Nice and clean, good location to walk downtown, quick communication from host. Definitely recommend!"
Canada
kasey
The price is CA $80
CA $213 total
includes taxes & fees
Nov 10 - Nov 11
Charming 1-Bedroom Apartment in Lovely Pittsburgh With AC
A living room with a fireplace, a sofa, a coffee table, and two paintings on the wall.

6. Eclectic Historic Sunny Vista Home with City Views, Northshore

Eclectic Historic Sunny Vista Home with City Views, Northshore
North Side
9.6 out of 10, Exceptional, (43 reviews)
"Great location! Close proximity to the city, but secluded in the mountain. Great place to stay for a series at PNC park."
United States
Alli S.
The price is CA $110
CA $282 total
includes taxes & fees
Nov 15 - Nov 16
Eclectic Historic Sunny Vista Home with City Views, Northshore
A modern living room with a sofa, coffee table, TV, and a plant.

7. Urban Oasis, Easy City Access, Brand New!

Urban Oasis, Easy City Access, Brand New!
Mount Washington
8.6 out of 10, Excellent, (8 reviews)
"We loved the place- slept like a baby. "
United States
karl k.
The price is CA $117
CA $236 total
includes taxes & fees
Nov 8 - Nov 9
Urban Oasis, Easy City Access, Brand New!
A historic building with a large arched entrance, multiple windows, and a clock tower.

8. Placemakr Downtown Pittsburgh at The Pennsylvanian

Placemakr Downtown Pittsburgh at The Pennsylvanian
4.0 star property
Downtown Pittsburgh
8.8 out of 10, Excellent, (331 reviews)
"Great stay"
United States
Brandon
The price is CA $174
CA $198 total
includes taxes & fees
Nov 23 - Nov 24
Placemakr Downtown Pittsburgh at The Pennsylvanian
Exterior

9. Unmatched City View! King Bed, 2BR Apt. Free Parking!

Unmatched City View! King Bed, 2BR Apt. Free Parking!
North Side
9.6 out of 10, Exceptional, (29 reviews)
"Great view of the city."
United States
Glen and Katie
The price is CA $95
CA $234 total
includes taxes & fees
Nov 9 - Nov 10
Unmatched City View! King Bed, 2BR Apt. Free Parking!
A cozy living room with a brick fireplace, a wooden dining table, and a staircase.

10. Park Free★Amazing Space★Professionally Cleaned!

Park Free★Amazing Space★Professionally Cleaned!
North Side
10.0 out of 10, Exceptional, (43 reviews)
"Amazing place to stay while in Pittsburgh - extremely clean and close to many cool neighborhoods and places to visit! "
United States
Jennifer Y.
The price is CA $118
CA $311 total
includes taxes & fees
Nov 30 - Dec 1
Park Free★Amazing Space★Professionally Cleaned!
A residential backyard with a patio area, outdoor seating, and a covered outdoor space.

11. Dog-friendly Pittsburgh Home, 3 Mi to Downtown!

Dog-friendly Pittsburgh Home, 3 Mi to Downtown!
3.0 star property
Mount Washington
9.0 out of 10, Wonderful, (4 reviews)
"Perfect for our needs"
United States
Barbara
The price is CA $101
CA $495 total
includes taxes & fees
Nov 11 - Nov 12
Dog-friendly Pittsburgh Home, 3 Mi to Downtown!
A brick building with a black door and a window.

12. Lawrenceville, Central @4 Quiet Stylish 1BD with Free Street Parking

Lawrenceville, Central @4 Quiet Stylish 1BD with Free Street Parking
Lawrenceville
9.4 out of 10, Exceptional, (12 reviews)
"Property is setup for easy check-in and check-out. It was clean and quiet."
United States
Brittany
The price is CA $102
CA $137 total
includes taxes & fees
Nov 8 - Nov 9
Lawrenceville, Central @4 Quiet Stylish 1BD with Free Street Parking
A cityscape with a river, a bridge, and a pedestrian walkway.

13. Urban Retreat with Garage on Mt. Washington

Urban Retreat with Garage on Mt. Washington
Mount Washington
9.8 out of 10, Exceptional, (100 reviews)
"it was perfect for our trip thank you for sharing"
United States
James S.
The price is CA $133
CA $273 total
includes taxes & fees
Nov 10 - Nov 11
Urban Retreat with Garage on Mt. Washington
A modern bathroom with a white sink, black faucet, and a mirror above it. There is a towel hanging on a rack and a small potted plant on the sink.

14. Bloomfield/Pittsburgh Bright & Spacious 2BD w/Prkg

Bloomfield/Pittsburgh Bright & Spacious 2BD w/Prkg
Lawrenceville
9.6 out of 10, Exceptional, (19 reviews)
"Excellent property! Very clean and comfortable. The parking space was perfect. Kitchen had everything we needed."
United States
Beckie
The price is CA $105
CA $141 total
includes taxes & fees
Nov 11 - Nov 12
Bloomfield/Pittsburgh Bright & Spacious 2BD w/Prkg
A grand banquet hall with high ceilings, ornate columns, and a central stage. Tables are set for a formal event, with floral centerpieces and elegant table settings.

15. Abode Pittsburgh - Downtown Convention Center

Abode Pittsburgh - Downtown Convention Center
3.5 star property
Downtown Pittsburgh
7.4 out of 10, Good, (102 reviews)
"Great location and room was clean! Bed was comfortable and kids slept just fine on the sleeper sofa. Very cool place too."
United States
Tiffany
The price is CA $108
CA $282 total
includes taxes & fees
Nov 17 - Nov 18
Abode Pittsburgh - Downtown Convention Center
A brick building with a large arched entrance labeled "STAYPGH".

16. Stay Pittsburgh

Stay Pittsburgh
2.0 star property
Downtown Pittsburgh
8.0 out of 10, Very good, (345 reviews)
"The building and unit were very clean and the unit we stayed seemed newly renovated with new furniture. Very spacious and had everything we needed."
Canada
Christopher
The price is CA $117
CA $216 total
includes taxes & fees
Nov 9 - Nov 10
Stay Pittsburgh
A fireplace with a tiled surround and a mantel, set in a hallway with white columns and a tiled floor.

17. 1 BEDROOM APT IN PITTSBURGH (F) -Friendship Area

1 BEDROOM APT IN PITTSBURGH (F) -Friendship Area
Bloomfield
9.8 out of 10, Exceptional, (35 reviews)
"Had a great stay. Host was very accommodating and very responsive. We are very happy. Price was great."
United States
Lisa K.
The price is CA $82
CA $239 total
includes taxes & fees
Nov 8 - Nov 9
1 BEDROOM APT IN PITTSBURGH (F) -Friendship Area
A modern living room with a blue sofa, a white coffee table, and a patterned rug.

18. ★ HostWise Stays ★ King Bed! Free Street Parking! Walkable Location

★ HostWise Stays ★ King Bed! Free Street Parking! Walkable Location
North Side
9.8 out of 10, Exceptional, (13 reviews)
"Excellent in every aspect for our overnight stay! Also, quite affordable for the accomodations. Great place to stay--highly recommend!"
United States
Richard
The price is CA $101
CA $243 total
includes taxes & fees
Nov 18 - Nov 19
★ HostWise Stays ★ King Bed! Free Street Parking! Walkable Location
A modern living room with a sofa, a coffee table, and a dining table with chairs. There is a plant on the coffee table and a lamp on the dining table.

19. Private Balcony and Downtown City View

Private Balcony and Downtown City View
Crawford-Roberts
8.6 out of 10, Excellent, (28 reviews)
"Place was as advertised basically. "
United States
Mike K.
The price is CA $73
CA $204 total
includes taxes & fees
Nov 18 - Nov 19
Private Balcony and Downtown City View
A small outdoor seating area with two wooden chairs and a blue mat, a black barrel structure, and potted plants.

20. Sauna, Walkable Location | Lawrenceville Row House

Sauna, Walkable Location | Lawrenceville Row House
Lawrenceville
9.2 out of 10, Wonderful, (21 reviews)
"Very walkable, many local businesses, bars and restaurants nearby…"
United States
Joseph W.
The price is CA $86
CA $223 total
includes taxes & fees
Nov 30 - Dec 1
Sauna, Walkable Location | Lawrenceville Row House
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Osborne Hotel Reviews

A modern bar area with a stone wall, flat-screen TV, and bar stools.
Drury Inn & Suites Pittsburgh Airport Settlers Ridge

Drury Inn & Suites Pittsburgh Airport Settlers Ridge

Drury Inn & Suites Pittsburgh Airport Settlers Ridge
Pittsburgh

10/10 Excellent

Great
Canada
David
Reviewed September 28, 2026
Drury Inn & Suites Pittsburgh Airport Settlers Ridge

Find out more about Osborne

Everything you need to know about Osborne vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Osborne vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Osborne vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Osborne vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Osborne. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Osborne vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Osborne vacation rentals we have selected for you start as low as CA $79 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Osborne rentals

At Expedia, we put the best Osborne vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Osborne rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Osborne vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Osborne. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently Asked Questions

Can I find a vacation rental in Osborne?

Yes, there are vacation rentals close to well known sights in Osborne, or you can go with a more secluded option if you'd like a relaxing place to stay.

What are some of the best vacation rentals that Osborne has to offer?

Stylish 4Bdr Loft Home, North Shore, City Skyline with Free Street Parking: Visitors like this Osborne vacation home rental. It offers a fireplace, a balcony, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

What’s there to see and do in Osborne?

Explore the area and family-friendly sights such as Kamin Science Center, or get out into nature at a spot like Ohio River. In the larger area, you’ll find popular places like Acrisure Stadium and PNC Park.

What are vacation rentals like in Osborne?

Vacation rentals are private properties you can stay in for several days or more in Osborne. Vacation rentals provide amenities like laundry facilities and kitchens so you'll feel right at home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of safety away from public hotel elevators and busy concierge desks while still allowing you to travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great choice for family trips or small group gatherings.