Holiday Homes in North Side

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Featured Holiday Homes in North Side and around

Our top choices for North Side holiday homes

Yinz Retreat, Above the City Home

3.0 star property
10.0 out of 10, Exceptional, (1)
"Great place to stay at, loved the ambiance, the view of the city was amazing. It is spacious, and the top floor is great for adults and kids to just hang out in. Would definitely book again when we come back out here. "
The price is €450
includes taxes & fees
21 Aug - 22 Aug
Yinz Retreat, Above the City Home

Chic Studio • City Views • Steps to Hospital

2.0 star property
10.0 out of 10, Exceptional, (7)
"Very close walk/drive to downtown. Plenty of places to eat and visit in the area. "
The price is €205
includes taxes & fees
25 Aug - 26 Aug
Chic Studio • City Views • Steps to Hospital

Eclectic Historic Sunny Vista Home with City Views, Northshore

9.8 out of 10, Exceptional, (29)
"A charming house, carefully curated by the owner. Lisa was wonderful to work with."
The price is €158
includes taxes & fees
26 Aug - 27 Aug
Eclectic Historic Sunny Vista Home with City Views, Northshore

★King Bed★Free Off Street Parking!★Pro Cleaning!★

9.0 out of 10, Wonderful, (2)
"Walkable neighborhood with access to downtown, restaurants, and sports. Space is well equipped and comfortable. Great communication."
The price is €162
includes taxes & fees
25 Aug - 26 Aug
★King Bed★Free Off Street Parking!★Pro Cleaning!★

Park Free★Amazing Space★Professionally Cleaned!

10.0 out of 10, Exceptional, (40)
"This is our second time staying in one of the HostWise Stays properties and once again it did not disappoint. The house is adorable and Chad and his team are a dream to work with. We’ll be back!"
The price is €209
includes taxes & fees
27 Aug - 28 Aug
Park Free★Amazing Space★Professionally Cleaned!

Private Parking

10.0 out of 10, Exceptional, (2)
"Clean house and easy to communicate "
The price is €162
includes taxes & fees
21 Aug - 22 Aug
Private Parking

Prime Location, Free Parking, Fast WiFi, Walkable

9.8 out of 10, Exceptional, (17)
"Home was perfectly located for our brief visit with family and friends and exceeded our expectations!"
Prime Location, Free Parking, Fast WiFi, Walkable

North Shore 3 Bedroom Home w/Back Yard

9.6 out of 10, Exceptional, (4)
"It was perfect!"
North Shore 3 Bedroom Home w/Back Yard

Cozy Row House Quiet Designer Heaven Central

9.6 out of 10, Exceptional, (5)
"1st time experience in a big city...great overall...vrbo was nice, beds and bedding were great. We did have to purchase extra towels and wash clothes...it waa 3 of us and 1 wash cloth! Communication with owner was easy and quick response."
Cozy Row House Quiet Designer Heaven Central

Two King Beds ★ Rowing / Crew-Themed ★ Walkable!

10.0 out of 10, Exceptional, (31)
"Super cute place in a great location. Chad was really accommodating and incredibly responsive. Really enjoyed our stay!"
Two King Beds ★ Rowing / Crew-Themed ★ Walkable!

Modern & Spacious 4BD House in Pittsburgh w/Prkg

Modern & Spacious 4BD House in Pittsburgh w/Prkg

Charming 3-bedroom house with WiFi and AC in Pittsburgh

9.8 out of 10, Exceptional, (7)
"Nice stay!!!!"
The price is €354
includes taxes & fees
25 Aug - 26 Aug
Charming 3-bedroom house with WiFi and AC in Pittsburgh

Stylish & Central 3BD Home Pittsburgh/North Side

10.0 out of 10, Exceptional, (10)
"Super clean and comfortable. Centrally located. Great for family. Everyone enjoyed their stay."
The price is €133
includes taxes & fees
21 Aug - 22 Aug
Stylish & Central 3BD Home Pittsburgh/North Side

Cozy Pittsburgh House: Fire Pit, Free WiFi!

8.0 out of 10, Very good, (1)
"Clean space, comfy beds, everything we needed was provided. Did have some difficulty checking in and had to call host, but was taken care of within a reasonable timeframe. The basement was locked so we didnt have access to the washer/ dryer area. Walls are thin so we heard the neighbors every night. Only 1 mirror in the house, which was in the bathroom- no full size mirror. Location was fantastic, very good coffee shop in walking distance. Overall it was great!"
The price is €425
includes taxes & fees
21 Aug - 22 Aug
Cozy Pittsburgh House: Fire Pit, Free WiFi!

Private Parking & Patio • Stylish Urban Getaway

10.0 out of 10, Exceptional, (1)
The price is €213
includes taxes & fees
24 Aug - 25 Aug
Private Parking & Patio • Stylish Urban Getaway

Luxury 3 KING bedrooms Oasis - Free parking - City View

Luxury 3 KING bedrooms Oasis - Free parking - City View

3 KING Bedrooms•The Sapphire Hideaway

10.0 out of 10, Exceptional, (1)
"Needed to be close to Allegheny Cemetery and this apartment fit the build nicely. Very comfortable and well appointed.Neighborhood is up and coming. A couple of neat cafes in place already."
3 KING Bedrooms•The Sapphire Hideaway

Modern 3BR 2BA w 2 King Beds & Free Parking – Near Downtown, Stadiums + Strip

10.0 out of 10, Exceptional, (3)
"The place was great and the stay was everything we were hoping for. Easy check in and out, secure place, and fun vibe."
Modern 3BR 2BA w 2 King Beds & Free Parking – Near Downtown, Stadiums + Strip

★HostWise Stays★ Game Lounge | Fire Pit | "Cool Vibes" | Great Location

10.0 out of 10, Exceptional, (1)
"The property was awesome! Exactly as it looked online and perfect for a friends weekend!"
★HostWise Stays★ Game Lounge | Fire Pit | "Cool Vibes" | Great Location

★ HostWise Stays ★ King Bed Carriage House in Mexican War Streets

10.0 out of 10, Exceptional, (4)
"Great location, great property management. I would totally stay here again! "
★ HostWise Stays ★ King Bed Carriage House in Mexican War Streets
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 North Side Hotel Reviews