North Side, PA Vacation Homes from ￥24,503

North Side Vacation Homes
United States of America
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Our top choices for North Side vacation homes

A living room with a fireplace, a sofa, a coffee table, and two paintings on the wall.

A residential backyard with a lawn, a pathway, and a small garden bed.

A kitchen with white cabinets, a stove, a microwave, a dishwasher, and a sink.

A bedroom with a bed, two chairs, a wooden wardrobe, floral curtains, and a painting on the wall.

1. 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, (41 reviews)

9.6/10

Exceptional

(41 reviews)

"Awesome place to stay. Clean and comfortable. Lisa was great. Easy access to public transportation downtown. We will be back again. Highly recommend this place."

William G.

The price is ￥12,506

￥12,506

￥33,493 total

includes taxes & fees

Oct 14 - Oct 15

Eclectic Historic Sunny Vista Home with City Views, Northshore

A cozy living room with a brick fireplace, a wooden dining table, and a staircase.

A bedroom with a bed, a bedside table, a lamp, a mirror, and wall art.

A wooden table with a white vase containing yellow flowers, a brick wall with an arched window, and metal chairs.

A dining area with a brick fireplace, a spiral staircase, and a bookshelf with various items.

2. Park Free★Amazing Space★Professionally Cleaned!

Park Free★Amazing Space★Professionally Cleaned!

North Side

10.0 out of 10, Exceptional, (43 reviews)

10/10

Exceptional

(43 reviews)

"Amazing place to stay while in Pittsburgh - extremely clean and close to many cool neighborhoods and places to visit! "

Jennifer Y.

The price is ￥12,453

￥12,453

￥35,959 total

includes taxes & fees

Oct 21 - Oct 22

Park Free★Amazing Space★Professionally Cleaned!

A modern living room with a sectional sofa, a coffee table with a plant, a floor lamp, and a geometric rug. There are two chairs and a small table in the background.

A modern bathroom with a shower, a teal chair, and artwork on the walls.

A room with a wall-mounted sign that reads 'CHEERS' and a table with a bottle, a glass, and a metal container.

A bedroom with a large bed, two bedside tables with lamps, a wall-mounted artwork, and a window with blinds.

3. M&J - Emlin 513 St.

M&J - Emlin 513 St.

North Side

9.8 out of 10, Exceptional, (23 reviews)

9.8/10

Exceptional

(23 reviews)

"Great location / neighborhood and the host was very easy to work with and responsive "

Gerrit v.

The price is ￥14,438

￥14,438

￥38,561 total

includes taxes & fees

Oct 21 - Oct 22

M&J - Emlin 513 St.

A modern living room with a fireplace, a staircase, and a view of the outdoors.

A living room with a grey sofa, a television, and a fireplace.

A dining area with a wooden staircase, a black and white patterned rug, and a large decorative wall piece.

A spacious living room with a brick wall, a fireplace, a staircase, and a modern staircase.

4. 1207 Ocala - Boat House - North Side

1207 Ocala - Boat House - North Side

North Side

10.0 out of 10, Exceptional, (38 reviews)

10/10

Exceptional

(38 reviews)

"Great place. Parking a bit of a pain, but everything was perfect."

Edward C.

The price is ￥16,964

￥16,964

￥41,046 total

includes taxes & fees

Oct 19 - Oct 20

1207 Ocala - Boat House - North Side

A kitchen with a brick wall, stainless steel appliances, a yellow door, and a sliding barn door.

A modern living room with a large flat-screen TV, a fireplace, a yellow sofa, and a wooden ladder.

A modern kitchen with white cabinets, a stainless steel island, and a yellow door.

A bedroom with a bed, a nightstand, a window with curtains, and a shower area.

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

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

North Side

10.0 out of 10, Exceptional, (6 reviews)

10/10

Exceptional

(6 reviews)

"Great location, great property management. I would totally stay here again! "

Eva S.

The price is ￥13,475

￥13,475

￥33,346 total

includes taxes & fees

Nov 2 - Nov 3

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

A modern kitchen with white cabinetry, granite countertops, stainless steel appliances, and a unique spiral pendant light.

A modern living room with a grey sofa, a white coffee table, a floor lamp, and two abstract paintings on the wall.

A modern kitchen with a central island, bar stools, and a dining area with a sofa and coffee table.

A two-story blue house with a garage, a porch, and a streetlight.

6. Stylish & Central 3BD Home Pittsburgh/North Side with Free Street Parking

Stylish & Central 3BD Home Pittsburgh/North Side with Free Street Parking

North Side

9.4 out of 10, Exceptional, (38 reviews)

9.4/10

Exceptional

(38 reviews)

"Great stay"

Shawn H.

Stylish & Central 3BD Home Pittsburgh/North Side with Free Street Parking

A modern kitchen with white cabinets, a granite countertop, and a dining area with a wooden table and chairs.

A wooden deck with two wooden chairs and a small table, surrounded by a wooden fence.

A room with a white shelving unit, a brass floor lamp, and decorative items including a wooden bird sculpture and a potted plant.

A bedside table with a lamp, a QR code, and a potted plant.

7. Cozy Row House Quiet Designer Heaven Central

Cozy Row House Quiet Designer Heaven Central

North Side

9.2 out of 10, Wonderful, (7 reviews)

9.2/10

Wonderful

(7 reviews)

"Yes!!! it was a great stay "

Naraya G.

The price is ￥16,013

￥16,013

￥41,778 total

includes taxes & fees

Oct 13 - Oct 14

Cozy Row House Quiet Designer Heaven Central

A modern living room with a brick wall, a flat-screen TV, a wooden floor, a staircase, and a yellow sofa.

A modern living room with a brick wall, a flat-screen TV mounted above a shelf, and a cozy seating area with a patterned rug.

A cozy attic bedroom with a sloped ceiling, exposed brick walls, and a fireplace.

A cozy outdoor seating area with a fire pit, a ping pong table, and a wall with 'PGH' letters.

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

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

North Side

10.0 out of 10, Exceptional, (4 reviews)

10/10

Exceptional

(4 reviews)

"Great location, cool vibe, and just a great experience. "

Kendall S.

The price is ￥16,062

￥16,062

￥53,103 total

includes taxes & fees

Oct 21 - Oct 22

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

A modern kitchen with white cabinetry, a central island, and a dining area with a clear table.

A modern living room with a grey sofa, a round coffee table, and a staircase leading to an upper floor.

A bedroom with a large bed, a nightstand, a wall-mounted artwork, and a door leading to another room.

A modern living room with a grey sofa, pink chairs, a glass coffee table, and a patterned rug.

9. Free Parking★Walk Everywhere!★2 Private bathrooms!

Free Parking★Walk Everywhere!★2 Private bathrooms!

North Side

9.8 out of 10, Exceptional, (49 reviews)

9.8/10

Exceptional

(49 reviews)

"Great little place, close to museums and other sites."

Kelly D.

The price is ￥14,618

￥14,618

￥38,936 total

includes taxes & fees

Oct 21 - Oct 22

Free Parking★Walk Everywhere!★2 Private bathrooms!

A living room with a sofa, TV, fireplace, and bookshelves.

A cozy living room with a fireplace, a bookshelf, a dining table, and a patterned rug.

A compact kitchen with wooden cabinets, a stainless steel refrigerator, a microwave, a stove, and a dishwasher.

A dining area with a wooden table and chairs, a vase with dried plants, and a brick wall with a window with stained glass.

10. Modern Traveler`s Loft| Walkable, Pet-Friendly

Modern Traveler`s Loft| Walkable, Pet-Friendly

North Side

The price is ￥16,243

￥16,243

￥54,923 total

includes taxes & fees

Oct 14 - Oct 15

Modern Traveler`s Loft| Walkable, Pet-Friendly

An outdoor deck with a wooden table and chairs, a pergola with white curtains, and a view of the surrounding garden.

A loft-style living room with a high ceiling, exposed wooden beams, a brick wall, a blue sofa, a grey sofa, a wooden coffee table, and a view through a skylight.

A spacious living room with hardwood flooring, a fireplace, a dining area, and a staircase.

A kitchen with dark cabinets, a microwave, a coffee maker, and a dishwasher.

11. ★Farmhouse Style★Outdoor Patios★Parking!★Beautiful

★Farmhouse Style★Outdoor Patios★Parking!★Beautiful

North Side

9.6 out of 10, Exceptional, (8 reviews)

9.6/10

Exceptional

(8 reviews)

"Loved the property. Was a great stay. Highly recommend "

James D.

The price is ￥24,725

￥24,725

￥61,120 total

includes taxes & fees

Oct 18 - Oct 19

★Farmhouse Style★Outdoor Patios★Parking!★Beautiful

A residential building with a white door, brick walls, and a small outdoor area with steps leading to the door.

A street view with a row of brick buildings, a yellow door, and a city skyline in the background.

A kitchen with green cabinets, a stainless steel refrigerator, a microwave, and a dining table with chairs.

A bedroom with a bed, a mirror, and a chandelier.

12. Walkable Luxury 4 Br House

Walkable Luxury 4 Br House

North Side

9.4 out of 10, Exceptional, (28 reviews)

9.4/10

Exceptional

(28 reviews)

"We loved this property, it was so charming and host was great."

Misty F.

The price is ￥11,398

￥11,398

￥47,290 total

includes taxes & fees

Oct 13 - Oct 14

Walkable Luxury 4 Br House

A modern kitchen with dark wood cabinets, a central island, and pendant lighting.

A hotel room with a large bed, a desk with books, and a window with curtains.

A living room with a blue sofa, a brown leather chair, a coffee table, and a fireplace.

A dining area with a wooden table and benches, a window with curtains, and a wall-mounted map.

13. ★ HostWise Stays ★ Family Friendly, Great Area, Artist Abode!

★ HostWise Stays ★ Family Friendly, Great Area, Artist Abode!

North Side

10.0 out of 10, Exceptional, (1 review)

10/10

Exceptional

(1 review)

"Great place to stay and good location"

Danielle A.

The price is ￥17,786

￥17,786

￥58,171 total

includes taxes & fees

Oct 21 - Oct 22

★ HostWise Stays ★ Family Friendly, Great Area, Artist Abode!

A kitchen with white cabinets, a marble countertop, and a chalkboard wall with various writings and drawings.

A kitchen with a granite countertop, white cabinets, and a chalkboard wall with sports team names.

A modern living room with two armchairs, a coffee table, and a patterned rug.

A modern living room with a ceiling fan, a coffee table, and two sofas. There is a wall with chalkboard writing and a television.

14. M&J - 823 James St.

M&J - 823 James St.

North Side

10.0 out of 10, Exceptional, (11 reviews)

10/10

Exceptional

(11 reviews)

"A few coworkers and I stayed here to attend a work conference; it was the perfect home away from home. "

Ashley M.

The price is ￥14,077

￥14,077

￥38,319 total

includes taxes & fees

Oct 13 - Oct 14

M&J - 823 James St.

A modern living room with a sofa, two armchairs, a coffee table, and a fireplace.

A modern bathroom with a white vanity, a window with a view of autumn trees, and a shower area.

A modern living room with two beige armchairs, a small wooden table, and a potted plant.

A modern living room with a flat-screen TV, a sofa, a coffee table, and a brick accent wall.

15. Stylish 4Bdr Loft Home, North Shore, City Skyline with Free Street Parking

Stylish 4Bdr Loft Home, North Shore, City Skyline with Free Street Parking

North Side

9.2 out of 10, Wonderful, (86 reviews)

9.2/10

Wonderful

(86 reviews)

"Beautiful place to stay"

helena w.

The price is ￥18,047

￥18,047

￥24,503 total

includes taxes & fees

Oct 13 - Oct 14

Stylish 4Bdr Loft Home, North Shore, City Skyline with Free Street Parking

A modern living room with a gray sofa, a wooden coffee table, and a patterned rug. A kitchen with white cabinets and a brick accent wall is visible in the background.

A staircase with a handrail, leading to a landing with a door.

A modern kitchen with white cabinets, a black countertop, and a dining area with a wooden table and chairs.

16. 3-bedroom house in quiet neighborhood of Pittsburgh close to everything.

3-bedroom house in quiet neighborhood of Pittsburgh close to everything.

North Side

9.2 out of 10, Wonderful, (20 reviews)

9.2/10

Wonderful

(20 reviews)

"Very nice place and in super quiet neighborhood"

Alex D.

The price is ￥18,807

￥18,807

￥46,375 total

includes taxes & fees

Oct 26 - Oct 27

3-bedroom house in quiet neighborhood of Pittsburgh close to everything.

Fully stocked kitchen with stainless steel appliances for easy meal prep.

Grand entryway showcasing original staircase and historic charm

A modern bedroom with a large bed, a nightstand, a dresser, a mirror, and a built-in shelving unit.

Bright, open-concept living with designer finishes

17. ★ HostWise Stays ★ Historic Victorian Charm, Parking, & Luxury Bath

★ HostWise Stays ★ Historic Victorian Charm, Parking, & Luxury Bath

North Side

10.0 out of 10, Exceptional, (11 reviews)

10/10

Exceptional

(11 reviews)

"Great stay!"

Fabio M.

The price is ￥17,867

￥17,867

￥62,675 total

includes taxes & fees

Oct 13 - Oct 14

★ HostWise Stays ★ Historic Victorian Charm, Parking, & Luxury Bath

A modern living room with a sofa, ottomans, a coffee table, and a ceiling fan.

A modern kitchen with a central island, a dining area with a table and chairs, and a chandelier.

A modern kitchen with a central island, bar stools, stainless steel appliances, and wooden cabinetry.

A modern living room with a green sofa, beige armchairs, and a white coffee table. There is a painting on the wall and a window with blinds.

18. ★ HostWise Stays ★ Pet Friendly, Balcony & Patio, and an easy walk to bars & restaurants!

★ HostWise Stays ★ Pet Friendly, Balcony & Patio, and an easy walk to bars & restaurants!

North Side

10.0 out of 10, Exceptional, (59 reviews)

10/10

Exceptional

(59 reviews)

"The house was clean,in a great area, and the host was great to work with. I would 100% stay with them again and give this house a high recommendation."

Brian G.

The price is ￥16,062

￥16,062

￥53,103 total

includes taxes & fees

Oct 14 - Oct 15

★ HostWise Stays ★ Pet Friendly, Balcony & Patio, and an easy walk to bars & restaurants!

A modern bedroom with a large bed, a view of the city, and a bookshelf.

A modern bedroom with a large bed, a ceiling fan, a bookshelf, and a view of the city.

A dining area with a round table, chairs, a chandelier, and a fireplace.

A modern kitchen with a bar area, featuring a stainless steel refrigerator, oven, and a hanging light fixture above the bar.

19. Moody Skyline Views | Rooftop Firepit + 3 Ensuites

Moody Skyline Views | Rooftop Firepit + 3 Ensuites

North Side

The price is ￥28,334

￥28,334

￥70,063 total

includes taxes & fees

Nov 2 - Nov 3

Moody Skyline Views | Rooftop Firepit + 3 Ensuites

A covered outdoor area with a grill, large windows, and hanging baskets.

A dining area with a wooden table, grey and green upholstered chairs, a chandelier, and a fireplace with decorative items.

A kitchen with dark cabinets, a white door, a window with a view of trees, and a grill outside.

A wooden deck with a glass table and chairs, surrounded by trees.

20. 6BR · Game Room · Free Parking · Near Stadiums

6BR · Game Room · Free Parking · Near Stadiums

North Side

10.0 out of 10, Exceptional, (1 review)

10/10

Exceptional

(1 review)

"This is a fun and beautiful house."

Aaron B.

The price is ￥28,337

￥28,337

￥74,991 total

includes taxes & fees

Oct 15 - Oct 16

6BR · Game Room · Free Parking · Near Stadiums

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

Joinery Hotel Pittsburgh, Curio Collection by Hilton

10/10 Excellent

"It was nice hotel with a friendly staff."

Adam 1-night trip

Posted 1 hour ago

Joinery Hotel Pittsburgh, Curio Collection by Hilton

Hyatt Place Pittsburgh-North Shore

8/10 Good

"N?A"

Terry 1-night trip

Posted 1 hour ago

Hyatt Place Pittsburgh-North Shore

Omni William Penn Hotel

10/10 Excellent

"Front desk staff at check in were WONDERFUL! They made it easy to check in , made us feel welcome and answered our questions. Housekeeping did an excellent job cleaning up our room daily. Coffee shop and dining room workers were people pleasers!! Loved them!!"

Marilyn D 3-night trip

Posted 1 hour ago

Omni William Penn Hotel

TRYP by Wyndham Pittsburgh/Lawrenceville

10/10 Excellent

"M"

DEZLI 1-night trip

Posted 2 hours ago

TRYP by Wyndham Pittsburgh/Lawrenceville

Placemakr Downtown Pittsburgh at The Pennsylvanian

8/10 Good

"As advertised and no issues. I’d definitely book again."

Trisha 1-night trip

Posted 19 hours ago

Placemakr Downtown Pittsburgh at The Pennsylvanian

Wyndham Grand Pittsburgh Downtown

8/10 Good

"It's a nice spot centralized to downtown. The rooms are just kind of old. The wallpaper was peeling off the walls and there were some stains on them. The jets in the hot tub didn't work."

Bruce 2-night trip

Posted 1 day ago

Wyndham Grand Pittsburgh Downtown

Hilton Garden Inn Pittsburgh Downtown

8/10 Good

"We arrived at hotel to find there was no water due to a pipe rupture. The hotel did everything possible to make us comfortable while we waited for the water to cone back."

Ted 1-night trip

Posted 1 day ago

Hilton Garden Inn Pittsburgh Downtown

Find out more about North Side

North Side Vacation Homes information

Number of reviews	416
Accommodation	734 Vacation Homes
Lowest Price	￥24,503
Highest Price	￥74,991

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Book Vacation Homes in North Side on Expedia.com

Search Vacation Homes in North Side

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for North Side vacation homes

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

2. Park Free★Amazing Space★Professionally Cleaned!

3. M&J - Emlin 513 St.

4. 1207 Ocala - Boat House - North Side

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

6. Stylish & Central 3BD Home Pittsburgh/North Side with Free Street Parking

7. Cozy Row House Quiet Designer Heaven Central

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

9. Free Parking★Walk Everywhere!★2 Private bathrooms!

10. Modern Traveler`s Loft| Walkable, Pet-Friendly

11. ★Farmhouse Style★Outdoor Patios★Parking!★Beautiful

12. Walkable Luxury 4 Br House

13. ★ HostWise Stays ★ Family Friendly, Great Area, Artist Abode!

14. M&J - 823 James St.

15. Stylish 4Bdr Loft Home, North Shore, City Skyline with Free Street Parking

16. 3-bedroom house in quiet neighborhood of Pittsburgh close to everything.

17. ★ HostWise Stays ★ Historic Victorian Charm, Parking, & Luxury Bath

18. ★ HostWise Stays ★ Pet Friendly, Balcony & Patio, and an easy walk to bars & restaurants!

19. Moody Skyline Views | Rooftop Firepit + 3 Ensuites

20. 6BR · Game Room · Free Parking · Near Stadiums

Find vacation rentals that suit your style

Top North Side Hotel Reviews

Joinery Hotel Pittsburgh, Curio Collection by Hilton

Find out more about North Side

North Side Vacation Homes information

Explore a world of travel with Expedia