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Compare 37 Cottages in South Side with updated reviews, rates, and availability.

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

9.6 out of 10, Exceptional, (137)
"Very cute house on a dead end street, tucked away on the ridge in the woods, just a few minutes from downtown Carnegie. The house is very quirky but a lovely stay that feels private and easy to access all the things you’ll want from your stay in Pittsburgh!"
Cottage near Pittsburgh - Pet Friendly, No Pet/Cleaning Fees, Secluded & Quiet

Take it easy at this unique and tranquil getaway.

6.0 out of 10, (2)
"The home was exactly as I was expecting.. it’s an older home with older home issues. The bathroom floor was uneven in paces. The beds were comfortable and the kitchen adequate. There was a smoke detector that was NOT installed, it was lying in a drawer. My BIGGEST complaint was the fact that the dryer was broken. In correspondence with Chris he stated that he had told me that it would not be fixed until after our stay and when I corrected him that he did not tell me that his message became a bit...
The price is SAR 357
SAR 927 total
includes taxes & fees
31 Dec - 1 January 2025
Take it easy at this unique and tranquil getaway.

Romantic Cottage In The Village Of Sewickley

Romantic Cottage In The Village Of Sewickley

Pittsburgh Home w/ Private Yard 3 Mi to Dtwn!

3.0 star property
Pittsburgh Home w/ Private Yard 3 Mi to Dtwn!

Pittsburgh Home Near Frick Park, 7 Mi to Dtwn

3.0 star property
Pittsburgh Home Near Frick Park, 7 Mi to Dtwn

Well-appointed Pittsburgh Home: 1 Mi to Dtwn!

3.0 star property
Well-appointed Pittsburgh Home: 1 Mi to Dtwn!

Pittsburgh Home w/ Pool, Fire Pit + Game Room

3.0 star property
Pittsburgh Home w/ Pool, Fire Pit + Game Room

Pet-friendly Home - 100 Feet to Walnut Street

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...
Pet-friendly Home - 100 Feet to Walnut Street

Shadyside House - 100 Feet to Walnut Street!

3.0 star property
10.0 out of 10, Exceptional, (1)
"The property was extremely well located, comfortable, and well appointed. I cooked meals, but there are many restaurants in the neighborhood too. I would stay here again without hesitation. "
Shadyside House - 100 Feet to Walnut Street!

Charming Vacation Rental: 15 Mi to Pittsburgh

3.0 star property
Charming Vacation Rental: 15 Mi to Pittsburgh

This private residence is perfect for an extended stay or executive relocation..

This private residence is perfect for an extended stay or executive relocation..

Spacious Pittsburgh Rental: Walk to Frick Park!

3.0 star property
Spacious Pittsburgh Rental: Walk to Frick Park!

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

Pet-friendly Apollo Home w/ Furnished Deck!

3.0 star property
4.0 out of 10, (1)
"Freezer and water/ice maker didn't work, kitchen sink backedup Poor cleanliness found inappropriate item in drawers. Hot tub in master bathroom dirty. "
Pet-friendly Apollo Home w/ Furnished Deck!

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

3.0 star property
Family-friendly Shadyside Gem Near Dtwn Pittsburgh

Charming West Mifflin House - 3 Mi to Kennywood!

3.0 star property
Charming West Mifflin House - 3 Mi to Kennywood!

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!

LAKE FRONT @ EDENTON RUSTIC RETREAT! Enjoy this quiet lake stay. Fish & Swim.

The price is SAR 698
SAR 1,323 total
includes taxes & fees
29 Dec - 30 Dec
LAKE FRONT @ EDENTON RUSTIC RETREAT! Enjoy this quiet lake stay. Fish & Swim.

Modern Pittsburgh Home w/ Rooftop Deck & Backyard

3.0 star property
Modern Pittsburgh Home w/ Rooftop Deck & Backyard
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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Other property types in South Side

Kasa South Side Pittsburgh

4.0 star property
8.6 out of 10, Excellent, (70)
"An excellent hotel for an excellent price! The hotel consists of units in an apartment building which have been purchased by the hotel company. Overall the units are very nice and spacious, with a full kitchen in unit. I stay here whenever I visit Pittsburgh!"
Kasa South Side Pittsburgh

Breathtaking Spacious PGH Skyline Loft On Carson Street

8.6 out of 10, Excellent, (25)
"This place was perfect for our weekend getaway. Perfect size for a group of guy just there to enjoy the game & even better with a nice rooftop with perfect weather. "
Breathtaking Spacious PGH Skyline Loft On Carson Street

❤️Cozy Townhome on Carey with Private Deck Space ❤️

8.6 out of 10, Excellent, (22)
"Property was as advertised. Clean, Great location. Had the kitchen items we needed. Plenty of room for all. Worked well for 4 of us. Beds could have been a little more comfortable on the main level. Upper level beds comfortable. Lots of stairs. But most South side flat properties will have lots of stairs. Location made up for all of that and we were satisfied. The host communicated perfectly, timely and met our needs.Clean property. Definitely worth what we paid for it. Mike"
The price is SAR 192
SAR 944 total
includes taxes & fees
1 Jan - 2 January 2025
❤️Cozy Townhome on Carey with Private Deck Space ❤️
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.