Search Vacation Homes in Osborne

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Check prices for these dates

In two weeks
Dec 26 - Dec 28
In two months
Feb 6 - Feb 8
In three months
Mar 6 - Mar 8
In four months
Apr 3 - Apr 5

Our top choices for Osborne vacation homes

Microwave, dishwasher, coffee/tea maker, toaster
★ HostWise Stays ★ Le Petit Riad: A Moroccan Oasis Tiny Home

★ HostWise Stays ★ Le Petit Riad: A Moroccan Oasis Tiny Home

★ HostWise Stays ★ Le Petit Riad: A Moroccan Oasis Tiny Home
Lawrenceville
10.0 out of 10, Exceptional, (4)
"Great location! Very clean, street is super quiet"
United States
Daryll J.
$146 nightly
The price is $165
Dec 17 - Dec 18
Total with taxes and fees
★ HostWise Stays ★ Le Petit Riad: A Moroccan Oasis Tiny Home
Interior
★ HostWise Stays ★ 4 Blocks From UPMC Children's

★ HostWise Stays ★ 4 Blocks From UPMC Children's

★ HostWise Stays ★ 4 Blocks From UPMC Children's
Lawrenceville
10.0 out of 10, Exceptional, (14)
"Great location and communication from host! The home was clean, comfortable, and exactly as described. We loved and appreciated the kitchen amenities! We very much enjoyed our stay. We would absolutely stay here again and highly recommend this rental. "
United States
Heather S.
$175 nightly
The price is $199
Dec 22 - Dec 23
Total with taxes and fees
★ HostWise Stays ★ 4 Blocks From UPMC Children's
Interior
1 BEDROOM APT IN PITTSBURGH (F) -Friendship Area

1 BEDROOM APT IN PITTSBURGH (F) -Friendship Area

1 BEDROOM APT IN PITTSBURGH (F) -Friendship Area
Bloomfield
10.0 out of 10, Exceptional, (27)
"Nice place. Came exactly as advertised. Nice diverse neighborhood with a lot available within walking distance."
United States
Gary L.
$159 nightly
The price is $179
Dec 16 - Dec 17
Total with taxes and fees
1 BEDROOM APT IN PITTSBURGH (F) -Friendship Area
Smart TV, stereo
★ HostWise Stays ★ Off-Street Parking, 2 Full Baths, Great Patio!

★ HostWise Stays ★ Off-Street Parking, 2 Full Baths, Great Patio!

★ HostWise Stays ★ Off-Street Parking, 2 Full Baths, Great Patio!
Bloomfield
10.0 out of 10, Exceptional, (7)
"We had a great weekend at this property. Highly recommended!"
Canada
John F.
$230 nightly
The price is $261
Dec 17 - Dec 18
Total with taxes and fees
★ HostWise Stays ★ Off-Street Parking, 2 Full Baths, Great Patio!
Smart TV
Walkable to two of Pittsburgh's hottest neighborhoods. Free Off-Street Parking.

Walkable to two of Pittsburgh's hottest neighborhoods. Free Off-Street Parking.

Walkable to two of Pittsburgh's hottest neighborhoods. Free Off-Street Parking.
Strip District
9.8 out of 10, Exceptional, (24)
"Nice place and met all our needs. Highly recommend "
United States
Dorothy L.
$198 nightly
The price is $224
Dec 16 - Dec 17
Total with taxes and fees
Walkable to two of Pittsburgh's hottest neighborhoods. Free Off-Street Parking.
Interior
307 37th St · Lawrenceville Row House - Walk to Everything!

307 37th St · Lawrenceville Row House - Walk to Everything!

307 37th St · Lawrenceville Row House - Walk to Everything!
Lawrenceville
9.4 out of 10, Exceptional, (38)
"We loved staying here! The unit was in a quiet and safe location, it was clean and spacious, and had everything we needed. I would highly recommend it. "
United States
Melissa S.
$188 nightly
The price is $189
Dec 16 - Dec 17
Total with taxes and fees
307 37th St · Lawrenceville Row House - Walk to Everything!
TV, foosball, books
Modern and Spacious House

Modern and Spacious House

Modern and Spacious House
2.0 star property
North Side
9.4 out of 10, Exceptional, (3)
"Very clean, spacious, and easy parking"
United States
Jessica and Jeff S.
$330 nightly
The price is $373
Dec 21 - Dec 22
Total with taxes and fees
Modern and Spacious House
Interior
Spaciuos House in Wexford

Spaciuos House in Wexford

Spaciuos House in Wexford
2.0 star property
Wexford
9.8 out of 10, Exceptional, (14)
"Wonderful stay. Great location--peaceful, but close to everything. Comfortable beds. Hockey room downstairs was so much fun for the kids when they came to visit my mom. "
United States
tiffany p.
$290 nightly
The price is $328
Dec 16 - Dec 17
Total with taxes and fees
Spaciuos House in Wexford
Fridge, microwave, oven, stovetop
Restful Nest near downtown

Restful Nest near downtown

Restful Nest near downtown
Brookline
9.0 out of 10, Wonderful, (7)
"This house was perfect for our weekend stay for the Steelers game. It is just a few miles drive to the stadium. There is a large variety of restaurants close by. The house was clean and comfortable and well stocked with whatever you may need for your stay."
United States
Mark D.
$258 nightly
The price is $292
Dec 16 - Dec 17
Total with taxes and fees
Restful Nest near downtown
Fridge, microwave, oven, stovetop
Urban Retreat with Garage on Mt. Washington

Urban Retreat with Garage on Mt. Washington

Urban Retreat with Garage on Mt. Washington
Mount Washington
10.0 out of 10, Exceptional, (66)
"Perfect location, cozy and comfortable, well stocked. "
United States
Mary D.
$154 nightly
The price is $174
Jan 6 - Jan 7, 2026
Total with taxes and fees
Urban Retreat with Garage on Mt. Washington
Terrace/patio
Modern 3 Bedroom Townhome Close to Downtown

Modern 3 Bedroom Townhome Close to Downtown

Modern 3 Bedroom Townhome Close to Downtown
Pittsburgh
9.6 out of 10, Exceptional, (4)
"This was a very tidy, updated duplex. Clean, everything you could want or need in the kitchen. The deck was really nice with lots of space to visit and we had great weather to enjoy it. We had a group of 5 adults and the space worked great but you must go upstairs for bedrooms and bath so keep that in mind."
United States
Kerri D.
$164 nightly
The price is $186
Dec 16 - Dec 17
Total with taxes and fees
Modern 3 Bedroom Townhome Close to Downtown
TV, offices
Relax & Feel At Home During Your Pittsburgh Stay

Relax & Feel At Home During Your Pittsburgh Stay

Relax & Feel At Home During Your Pittsburgh Stay
Carrick
9.4 out of 10, Exceptional, (32)
"We were very happy with everything. This property was advertised accurately. Everything is great. "
United States
Todd A.
$177 nightly
The price is $190
Dec 19 - Dec 20
Total with taxes and fees
Relax & Feel At Home During Your Pittsburgh Stay
Property grounds
★ HostWise Stays ★ Ohio River Valley Views in the City!

★ HostWise Stays ★ Ohio River Valley Views in the City!

★ HostWise Stays ★ Ohio River Valley Views in the City!
Duquesne Heights
10.0 out of 10, Exceptional, (8)
"Spacious but comfy house with great amenities. Definitely would stay here again. "
United States
Jeff S.
$288 nightly
The price is $326
Dec 17 - Dec 18
Total with taxes and fees
★ HostWise Stays ★ Ohio River Valley Views in the City!
Interior
1209 Ocala St Pittsburgh

1209 Ocala St Pittsburgh

1209 Ocala St Pittsburgh
North Side
10.0 out of 10, Exceptional, (41)
"Amazing place to stay while in Pittsburgh - extremely clean and close to many cool neighborhoods and places to visit! "
United States
Jennifer Y.
$201 nightly
The price is $227
Dec 17 - Dec 18
Total with taxes and fees
1209 Ocala St Pittsburgh
Property grounds
Explore Pittsburgh from a Modern, Hip Bungalow

Explore Pittsburgh from a Modern, Hip Bungalow

Explore Pittsburgh from a Modern, Hip Bungalow
North Side
9.6 out of 10, Exceptional, (54)
"Great location. Close to downtown. Host very accommodating and communicative "
United States
Andrew R.
$156 nightly
The price is $177
Dec 28 - Dec 29
Total with taxes and fees
Explore Pittsburgh from a Modern, Hip Bungalow
TV
M&J - Emlin 513 St.

M&J - Emlin 513 St.

M&J - Emlin 513 St.
North Side
9.8 out of 10, Exceptional, (20)
"Nice place. No issues."
United States
Patrick R.
$211 nightly
The price is $239
Dec 17 - Dec 18
Total with taxes and fees
M&J - Emlin 513 St.
Interior
Private Parking

Private Parking

Private Parking
North Side
9.6 out of 10, Exceptional, (9)
"Clean house and easy to communicate "
United States
Matt H.
$135 nightly
The price is $153
Dec 18 - Dec 19
Total with taxes and fees
Private Parking
Property grounds
Walkable Luxury 4 Br House

Walkable Luxury 4 Br House

Walkable Luxury 4 Br House
North Side
9.6 out of 10, Exceptional, (15)
"As listed great place to stay"
United States
Richard S.
$249 nightly
The price is $282
Dec 16 - Dec 17
Total with taxes and fees
Walkable Luxury 4 Br House
TV, offices
Craftsman Charmer | Easy Access to City & Airport

Craftsman Charmer | Easy Access to City & Airport

Craftsman Charmer | Easy Access to City & Airport
Crafton Heights
9.6 out of 10, Exceptional, (16)
"We enjoyed our visit to Pittsburgh, we would definitely stay here again. "
United States
Jamie B.
$169 nightly
The price is $180
Dec 19 - Dec 20
Total with taxes and fees
Craftsman Charmer | Easy Access to City & Airport
Smart TV, DVD player, video library
Eclectic Historic Sunny Vista Home with City Views, Northshore

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, (37)
"Clean cozy little house on the hill!"
United States
Randolph
$169 nightly
The price is $191
Dec 17 - Dec 18
Total with taxes and fees
Eclectic Historic Sunny Vista Home with City Views, Northshore
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

Wyndham Grand Pittsburgh Downtown

Wyndham Grand Pittsburgh Downtown

10/10 Excellent
"Excellent "
Julie 2-night trip
Posted 15 hours ago
Wyndham Grand Pittsburgh Downtown

Find out more about Osborne

Osborne Vacation Homes information

Number of reviews
428
Accommodation
610 Vacation Homes
Lowest Price
$153
Highest Price
$373

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