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Check prices for these dates

In two weeks
5 Sept - 7 Sept
In one month
19 Sept - 21 Sept
In two months
17 Oct - 19 Oct
In three months
14 Nov - 16 Nov

Featured Cottages in North Side and around

Our top choices for North Side cottages

Cottage near Pittsburgh - Pet Friendly, No Pet/Cleaning Fees, Secluded & Quiet
Outdoor dining

Cottage near Pittsburgh - Pet Friendly, No Pet/Cleaning Fees, Secluded & Quiet

9.6 out of 10, Exceptional, (149)
"Title says it all :)"
Cottage near Pittsburgh - Pet Friendly, No Pet/Cleaning Fees, Secluded & Quiet
Pittsburgh Home Near Frick Park, 7 Mi to Dtwn
House (3 Bedrooms) | Interior

Pittsburgh Home Near Frick Park, 7 Mi to Dtwn

3.0 star property
Pittsburgh Home Near Frick Park, 7 Mi to Dtwn
3 Mi to Frick Park: Artsy, Urban Retreat w/ Deck
House (2 Bedrooms) | Interior

3 Mi to Frick Park: Artsy, Urban Retreat w/ Deck

3.0 star property
3 Mi to Frick Park: Artsy, Urban Retreat w/ Deck
Dog-friendly Pittsburgh Home, 3 Mi to Downtown!
House (3 Bedrooms) | Interior

Dog-friendly Pittsburgh Home, 3 Mi to Downtown!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Nice, well kept and easy to communicate with host/ owners. Would recommend! "
Dog-friendly Pittsburgh Home, 3 Mi to Downtown!
Spacious Pittsburgh Rental: Walk to Frick Park!
House (3 Bedrooms) | Interior

Spacious Pittsburgh Rental: Walk to Frick Park!

3.0 star property
Spacious Pittsburgh Rental: Walk to Frick Park!
Rustic Chic Retreat: 4 Mi to Kennywood!
House (2 Bedrooms) | Interior

Rustic Chic Retreat: 4 Mi to Kennywood!

3.0 star property
Rustic Chic Retreat: 4 Mi to Kennywood!
Walk to Walnut St: Shadyside House w/ Deck
Apartment (2 Bedrooms) | Front of property

Walk to Walnut St: Shadyside House w/ Deck

3.0 star property
10.0 out of 10, Exceptional, (2)
"Great location. Very clean. Worked perfectly for our group of 5 and dog. will definitely be returning,"
Walk to Walnut St: Shadyside House w/ Deck
Modern Pittsburgh Home w/ Rooftop Deck & Backyard
Interior

Modern Pittsburgh Home w/ Rooftop Deck & Backyard

3.0 star property
Modern Pittsburgh Home w/ Rooftop Deck & Backyard
Walk to Walnut St: Pet-friendly Pittsburgh Home!
House (2 Bedrooms) | Interior

Walk to Walnut St: Pet-friendly Pittsburgh Home!

3.0 star property
9.0 out of 10, Wonderful, (2)
"I wasn’t thrilled the rental was on a second floor when I had my dogs. Pets, unfortunately, tend to move freely and I thought the guests on the first floor below us may have been annoyed with that. I also didn’t like having to haul our luggage up many stairs, including heavy video equipment I brought with me for this scheduled trip to attend an event. I also received many emails and text messages reminding me about the trip; and overlooked that the instructions said our entrance was in the...
Walk to Walnut St: Pet-friendly Pittsburgh Home!
Pittsburgh Home w/ Private Yard 3 Mi to Dtwn!
House (3 Bedrooms) | Interior

Pittsburgh Home w/ Private Yard 3 Mi to Dtwn!

3.0 star property
Pittsburgh Home w/ Private Yard 3 Mi to Dtwn!
Charming Pittsburgh Home - Walk to Riverfront!
House (3 Bedrooms) | Interior

Charming Pittsburgh Home - Walk to Riverfront!

3.0 star property
Charming Pittsburgh Home - Walk to Riverfront!
12 Mi to Dtwn: Pittsburgh Home w/ In-unit Laundry!
Living area

12 Mi to Dtwn: Pittsburgh Home w/ In-unit Laundry!

3.0 star property
2.0 out of 10, (1)
12 Mi to Dtwn: Pittsburgh Home w/ In-unit Laundry!
Game Room & Fire Pit: West Mifflin Home!
Interior

Game Room & Fire Pit: West Mifflin Home!

3.0 star property
10.0 out of 10, Exceptional, (3)
"We had a really good time staying here- we enjoyed the game room and the firepit and the rooms were quite comfortable "
Game Room & Fire Pit: West Mifflin Home!
Charming West Mifflin House - 3 Mi to Kennywood!
House (2 Bedrooms) | Interior

Charming West Mifflin House - 3 Mi to Kennywood!

3.0 star property
Charming West Mifflin House - 3 Mi to Kennywood!
Deck & Patio: Inviting Abode in Natrona Heights!
House (2 Bedrooms) | Interior

Deck & Patio: Inviting Abode in Natrona Heights!

3.0 star property
8.0 out of 10, Very good, (1)
"Pleasantly surprised. It’s a nice, quiet and clean homey spot but there is nothing to do in the surrounding area."
Deck & Patio: Inviting Abode in Natrona Heights!
Romantic Cottage In The Village Of Sewickley
TV, printers

Romantic Cottage In The Village Of Sewickley

Romantic Cottage In The Village Of Sewickley
Charming Vacation Rental: 15 Mi to Pittsburgh
Interior

Charming Vacation Rental: 15 Mi to Pittsburgh

3.0 star property
Charming Vacation Rental: 15 Mi to Pittsburgh
Cute Home w/ Patio ~ 7 Mi to Dtwn Pittsburgh
House (3 Bedrooms) | Interior

Cute Home w/ Patio ~ 7 Mi to Dtwn Pittsburgh

3.0 star property
4.0 out of 10, (1)
"Motion detector lights were very bright and non sense Hard mattress House older and dated"
Cute Home w/ Patio ~ 7 Mi to Dtwn Pittsburgh
Monroeville Vacation Rental - 2 Mi to Downtown!
Interior

Monroeville Vacation Rental - 2 Mi to Downtown!

3.0 star property
Monroeville Vacation Rental - 2 Mi to Downtown!
Family-friendly Shadyside Gem Near Dtwn Pittsburgh
House (4 Bedrooms) | Interior

Family-friendly Shadyside Gem Near Dtwn Pittsburgh

3.0 star property
Family-friendly Shadyside Gem Near Dtwn Pittsburgh
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

Omni William Penn Hotel

Omni William Penn Hotel

10/10 Excellent
"Mark the bellman was super friendly and the front desk staf was exceptional."
Robert 4-night trip
Posted 18 hours ago
Omni William Penn Hotel

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