A park with autumn trees, a bridge, and a building labeled UPMC in the background.

Search South Side Cottage Rentals from CA $298

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for South Side cottages

A row of modern two-story houses with a front porch, a small garden area, and a clear blue sky.

1. 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 $124
CA $627 total
includes taxes & fees
Nov 3 - Nov 4
Dog-friendly Pittsburgh Home, 3 Mi to Downtown!
A single-story house with a covered porch and a small deck.

2. Highland Hideaway

Highland Hideaway
McDonald
10.0 out of 10, Exceptional, (2 reviews)
"The quietest vacation rental we've ever stayed at. Wonderful location on a generational family farm that is absolutely beautiful. Will stay here when returning to the Pittsburgh area."
United States
Lynne H.
The price is CA $236
CA $298 total
includes taxes & fees
Oct 29 - Oct 30
Highland Hideaway
A residential property with a brick house, a covered porch, and a fenced yard.

3. Home 6 Mi to Dtwn & Steelers Game! Bring Your Pets

Home 6 Mi to Dtwn & Steelers Game! Bring Your Pets
3.0 star property
North Side
The price is CA $179
CA $532 total
includes taxes & fees
Oct 23 - Oct 24
Home 6 Mi to Dtwn & Steelers Game! Bring Your Pets
A two-story brick house with a front porch and a gravel driveway.

4. Penn Hills Home ~ 11 Mi to Pittsburgh

Penn Hills Home ~ 11 Mi to Pittsburgh
3.0 star property
Penn Hills
The price is CA $213
CA $540 total
includes taxes & fees
Oct 29 - Oct 30
Penn Hills Home ~ 11 Mi to 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 South Side Hotel Reviews

TRYP by Wyndham Pittsburgh/Lawrenceville

TRYP by Wyndham Pittsburgh/Lawrenceville

10/10 Excellent
"Great"
Ming 3-night trip
Posted 2 hours ago
TRYP by Wyndham Pittsburgh/Lawrenceville

Find out more about South Side

South Side Cottages information

Number of reviews
6
Accommodation
49 Cottages
Lowest Price
CA $298
Highest Price
CA $627

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