House holiday rentals in Squirrel Hill

Find and book unique houses on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Squirrel Hill house rentals

House rentals with a pool

Top Guest favourite
Home in Sarver
4.99 out of 5 average rating, 107 reviews

Country Retreat: Indoor Pool/Pickle Ball/Sleeps 12

TedRating, 5 stars3 weeks ago
Our stay at Joe's listing exceeded our expectations. The house and surroundings were clean, beautiful and the pool, poker set and table, basketball, golf, etc. made for an ideal bachelor party location. Joe was extremely responsive and helpful with our questions. Highly recommend this spot and we would definitely stay here again.
Home in Beaver
4.81 out of 5 average rating, 37 reviews

A Special Retreat! 5 Bedrooms 8 Beds

EmilyRating, 5 stars1 week ago
Place was so nice for my Bachelorette party! Super spacious and beautiful and had a lot of fun rooms! The pool was also a great addition. Only complaint was that the main family room area was pretty warm, it seemed that the ac unit in there would not work. The host was extremely responsive and even checked in on us our second night! Thanks Brianne!
Top Guest favourite
Home in Slovan
5 out of 5 average rating, 40 reviews

Billy Boy Retreat - Cohosted by Stacy & Dave

MariaRating, 5 stars5 days ago
Billy Boy Retreat was perfect! Dave and Stacy made everything effortless—from the smooth check-in to thoughtful touches throughout the home. Every amenity we could possibly need was provided, and the space was both spotless and comfortably spacious. It felt just like staying at a beloved aunt and uncle’s home—warm, welcoming, and easy to settle into. The pool was pristine and perfectly heated for all-day enjoyment, and the rafts and pool toys kept the whole family entertained. In the evenings, the outdoor patio and hot tub were ideal for unwinding. We couldn’t have imagined a better place for our family vacation!
Home in Pittsburgh
4.76 out of 5 average rating, 71 reviews

Renovated Cozy Duplex w/pool, Close to downtown

IvyRating, 5 stars1 month ago
We went to a concert in Pittsburgh and it was not a far drive at all. Everything we wanted to do was super close to us. House was very nice and clean. Had all cooking tools for us to use which came in handy. Beds were clean and comfy. Check in was super easy. Pool water was a little green but no big deal. Overall was a great stay. Would stay again.
Guest favourite
Home in Wexford
4.96 out of 5 average rating, 27 reviews

Spacious House w/ Pool @Wexford

LisaRating, 5 stars1 week ago
The location of the house made attending the events we were in the Pittsburgh area for easy. The house was spacious and allowed plenty of room for my children and their families to be together. Though not needed there was easy access to restaurants and stores etc.
Top Guest favourite
Home in Coraopolis
5 out of 5 average rating, 30 reviews

PIT Staycation Retreat with Pool House!

JenniferRating, 5 stars1 week ago
If I could give my stay 10 stars, I totally would! I'm a little biased about the location because I grew up probably around 2 min from Larry & Mallory's beautiful home, so I know the area is wonderful, peaceful and quiet!! Super easy to check in! Very clean! They literally thought of everything!! The only steps are the ones to get down to the basement. Very accessible if you have bad knees, or can't do stairs. Bedrooms were clean, comfortable and very inviting. TV in one of three bedrooms, TV in the living room, and a HUGE TV in the basement. Great if you are movie-watchers or tv people. Kitchen has everything you need at hand. The coffee station was amazing! Keurig, French press, whole bean coffee with grinder, creamer, and tea for the tea drinkers! Bathrooms were immaculate, plenty of towels & washcloths. Pool and pool house were stunning! It was like I was staying at a resort! I absolutely would recommend "Robinson Retreats" to everyone & can't wait to go back!
Home in Pittsburgh
4.8 out of 5 average rating, 10 reviews

Cozy & Beautiful Pittsburgh Home

TamaraRating, 5 stars6 months ago
Enjoyable weekend and the house suited our needs nicely.
Home in Pittsburgh
4.73 out of 5 average rating, 90 reviews

Eastside Urban Rental

MariaRating, 5 stars7 months ago
Loved the place! It’s everything the described on the post. However, the area that the Airbnb is on, it’s rundown and unsafe. Although I loved the place itself, I probably wouldn’t stay here again based on location. But again, I should have known going into it.

Weekly house rentals

Guest favourite
Home in Pittsburgh
4.93 out of 5 average rating, 61 reviews

King Bed, Artist's Flat

StewartRating, 5 stars3 weeks ago
Always love staying here. Large, clean, updated space in Southside Flats. Joy is a great host
Guest favourite
Home in Pittsburgh
4.76 out of 5 average rating, 50 reviews

Squirrel Hill Elegant Bright House

AaronRating, 5 stars4 days ago
Carlos's place was great! There was plenty of room for myself and my family. We loved the decor and would recommend the house to anyone needing a place to stay in the area.
Guest favourite
Home in Pittsburgh
5 out of 5 average rating, 25 reviews

Squirrel Hill Gem! Private Garage! Sleeps 10!

ElizabethRating, 5 stars1 month ago
Beautifully decorated and large interior. Three full baths and a garage were quite nice bonuses. Booked at last minutes due to problem at other place we planned to stay. Host was extremely accommodating and responsive. Great location. Definitely recommend this place!!
Top Guest favourite
Home in Pittsburgh
5 out of 5 average rating, 6 reviews

HUGE Brand New Stylish Home ~ Parking~Theatre

MarkRating, 5 stars1 week ago
Paul's place was perfect for what we needed. Plenty of space, awesome basement entertainment area, and a kitchen and dining setup perfect for our group. Would stay again.
Superhost
Home in Pittsburgh
5 out of 5 average rating, 3 reviews

Carnegie Studio - Priv entrance & parking

ChenelleRating, 5 stars3 weeks ago
This place is exactly how it’s pictured. Very beautiful and spacious interior with everything you need to be comfortable. The open shower was refreshing. The open concept gave plenty of space and was very well designed. Loved this place and will definitely book again!
Top Guest favourite
Home in Pittsburgh
5 out of 5 average rating, 80 reviews

Cheerful 3-bedroom home with on-street parking

ParaskeviRating, 5 stars1 month ago
Margaret’s place was like a home away from home. Spotless, beautifully decorated, sunny bedrooms and quiet neighborhood. Had a lovely backyard where we could have our breakfast and chill. I am very demanding when it comes to lodging and could not find anything that was not absolutely great. Would definitely stay again. Thanks Margaret!
Top Guest favourite
Home in Pittsburgh
4.98 out of 5 average rating, 45 reviews

Upscale spacious kid-friendly home, amazing views!

ReneRating, 5 stars1 week ago
Shirly was a host that was communicating before, during and after our stay. I would book this location or any location that she has because of how easy it was to get in and the house had everything we needed
Guest favourite
Home in Pittsburgh
5 out of 5 average rating, 44 reviews

Stylish House near Frick Park

Zac And BeckyRating, 5 stars1 week ago
Great location and our son loved seeing air hockey for the first time! Nicole patiently helped me figure out how to turn it on. kitchen cabinets are well labeled and shower had nice hot water. We walked to blue slide playground. Make sure you are comfortable carrying your luggage up stairs to stay here, not a problem for us.

Private house rentals

Top Guest favourite
Home in Pittsburgh
5 out of 5 average rating, 85 reviews

Luxe 5B/2.5B | Off St. Parking | Family-Friendly

ColinRating, 5 stars1 week ago
Meredith’s house was an absolutely perfect spot for our family in our long weekend in Pittsburgh. Perfect location in an amazing location with all the amenities you could possibly imagine. Our 3 year old daughter loved the extra toys and books as needed. We come to Pittsburgh yearly, and we WILL be back.
Guest favourite
Home in Pittsburgh
4.94 out of 5 average rating, 17 reviews

4BD Modern Bauhaus Home | BBQ & Prime Location

JohnRating, 5 stars1 week ago
Overall, we enjoyed our stay at Daniel’s place. The first floor was larger than we expected, including the kitchen, dining and living room. The kitchen had most everything we needed. The master bath was nicely renovated and the shower was like a room within itself! It was very nice! The king sized mattress in the master bedroom was very comfortable. Upon arrival, there were a couple issues with regards to finding clean linens and a couple other things. However, we reported these issues to Daniel and he was quick to respond, extremely apologetic and making changes to assure a perfect stay for his next guests. We would definitely stay at Daniel’s place again!
Top Guest favourite
Home in Clairton
5 out of 5 average rating, 50 reviews

All new. Near all PGH activities

WilliamRating, 5 stars6 days ago
The finish on this updated house is very nice and it is a very comfortable space. Ken was a great host and I really enjoyed my stay. Great property
Top Guest favourite
Home in Munhall
4.99 out of 5 average rating, 69 reviews

Private House with Stone Patio and Sun Room

DebRating, 5 stars3 days ago
Patricia’s place was perfect for us! The location was easy to get to and in a great location! Many restaurants, grocery stores and entertainment near by. The house itself was wonderful. The sunporch was my favorite place. Nice table to sit at and enjoy the outside but being inside. The rest of the house was very quaint. The whole house was very clean. All the rooms were the perfect size for us. Nice bathroom with all the amenities we needed. Very clean and lots of towels. Nice bedroom and living room. Loved the laundry room/lots of room/hangers. Closet had great amount of hangers. Loved the 2 tvs. You can’t go wrong renting this house! Patricha was a great host!
Top Guest favourite
Home in Pittsburgh
5 out of 5 average rating, 26 reviews

4BR Walkable to UPMC & Pitt + Off-Street Parking

KaylaRating, 5 stars3 days ago
Had a great stay in Pittsburgh. Short Uber ride to downtown areas. We were in town for the US Open so we didn’t get to explore the area much but was perfect for our groups needs. House was very clean and creatively decorated. Would definitely recommend!
Guest favourite
Home in Pittsburgh
4.93 out of 5 average rating, 43 reviews

Prime 5-Bed: Hot Tub, PITT, CMU, Schenley Park

SteveRating, 5 stars3 weeks ago
good clean place and close to the convention center. we shared this place with a couple families and it worked out amazing for us! would definitely stay here again!
Superhost
Home in Pittsburgh
4.86 out of 5 average rating, 51 reviews

Charming, quiet house in Pittsburgh's East End

CarlaRating, 5 stars1 month ago
Cute house and neighborhood. Enjoyed our stay! A couple things would have been very helpful in the kitchen- napkins and small plastic bags. Maybe I missed them? Overall very happy with our stay!
Superhost
Home in Pittsburgh
4.75 out of 5 average rating, 20 reviews

A quiet place with a view

BrandonRating, 5 stars6 months ago
Great location if you're looking for something away from the hustle and bustle of the city. 15 minute drive from downtown, nice neighborhood, pictures look like the home, and amenities are as described.

Destinations to explore