
House vacation rentals in Squirrel Hill
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Top-rated house rentals in Squirrel Hill
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Popular amenities for Squirrel Hill house rentals
House rentals with a pool

Country Retreat: Indoor Pool/Pickle Ball/Sleeps 12
This place is perfect for families! We had a great spring break here with another family. Our kids, who range from 4.5 to 8.5, loved all the amenities, including those not in the listing. Between the dozens of kids books, coloring supplies, and games, I barely touched my usual bag of tricks. Joe and team thoughtfully provided a snack basket with enough variety for any age. The other thing that made this so well-suited to families is the lack of clutter and breakables--the only thing I proactively moved out of the kids' room was the TV remote! The kids loved the pool (loaded with pool toys, life jackets in a variety of sizes, and a bathroom in the same space to provide maximum splash time!) and the outdoor wonderland (pickleball court, basketball, (plastic) axe throwing, tree swing, the bikes, and the wildlife! Grownups loved the comfortable beds, the poker table, the well-stocked showers, and the most responsive AirBnB host we've ever had. We look forward to returning!

Billy Boy Retreat - Cohosted by Stacy & Dave
This place is immaculate! They have everything and anything you could think of! It’s secluded enough to have privacy, but close enough to everything to order in takeout, or any thing you forgot to pack. We brought our toddler, and two dogs and it was perfect for everyone. This is probably the nicest air bnb I have ever stayed in, and I have frequented this app for years!

Cozy 3 Bed/3 Bath Condo at Seven Springs
Super great spot! Loved it and plan to be back! Ski in/out for sure when snow permits. We didn’t get that luxury but it was still just a short drive. Loved this spot!

7BR Glass House: HotTub, GameRoom, Pool, SteamRoom
Alla is a great host. It was the perfect house to celebrate a milestone birthday with 4 families, including kids ages 14, 11, 4 and infant. The weather was cold, wet and dreary but the house was comfortable and kept us occupied. We especially loved the game table in the loft and the VR set in the basement. Alla was extremely responsive with one minor inconvenient discovery. The kitchen set up was perfect and we had our family Passover sedar during our stay. Overall, it was great for intergenerational gathering. The only thing to note is that there are a lot of stairs. As long as that’s no problem, this will be a good rental.

Cozy condo in Swiss Mountain!
Everything was fine & place was as described. We were disappointed because fireplace didn’t work & when we inquired we didn’t receive a response. There was a lock on it so we didn’t try.

Spacious House w/ Pool @Wexford
Booked this place last minute and she made sure to accommodate us and give us clear instructions from the moment I booked. She was very clear and the house itself was beautiful! Not to mention the area and the pool! Will definitely like to stay longer next time. Thank you.

PIT Staycation Retreat with Pool House!
Larry is absolutely a 5 star host and this location has been lovingly renovated with the guests in mind. They truly went above and beyond to make our stay comfortable. Extremely proactive, willing to go the extra mile to help us by getting a crib for our baby, and plenty of flexibility with our multiple young children in tow. They also had kids toys and books for our kids. Things completely out of their control that others should be aware of: This home appears to be directly in the flight path of planes taking off or landing at the Pittsburgh airport. Recommend a sound machine to help block out the planes' excess noise. This home is maybe 75 years old (so think creaky floors and doors) but has plenty of updates, charm and modern conveniences. Would definitely recommend coming in the summer when the pool is opened!!

Ski in Ski out, fun for kids and Adults!
We absolutely recommend Ken and Kerri's home for your next Hidden Valley ski trip. The house came with all the amenities you would need. The location is amazing. Just walk across the street and you are skiing down Rambler. Our children loved their very own kids hang out floor with a massive TV for all their viewing needs. The main floor was great for adults with a cozy fireplace and beautiful views of the slope. We hope to visit Hidden Valley again and would not hesitate to rent this home next time.
Weekly house rentals

Beautifully Restored and huge townhouse, sleeps 14
House was perfect for our group. Very clean and easy to access. Henry was quick to respond to any questions.

House in Little Italy for couple who want privacy
Can’t say enough about what a great stay I had—Rita’s house is in a super walkable part of the city, close to shops, cafes, restaurants and other amenities on Liberty and Penn. The deck is perfect for sitting out and stargazing. Rita is a wonderful host, super communicative and accommodating. Highly recommend!

HotTub/Firepit/Parking! Less than 1mi PNC Park
Nicolette was an excellent host! This was our first time booking with AirB&B and she was amazing. Plenty of room for all our guest, clean and comfortable!

Upscale Modern 2 BR Apartment
Convenient location to Squirrel Hill neighborhood restaurants and bars and close to Carnegie-Mellon University. We appreciated the cream for coffee and sparkling water in the fridge. Very comfortable beds.

Charming 5 bed Rowhouse | Downtown,Stadiums,Strip
Great townhome in a nice quiet neighborhood. Went with a group of 9 people for a wedding and had plenty of space, we really enjoyed our stay. Location is ideal, ~20 minute walk to the strip district, and a short drive to downtown area. I would definitely stay here again.

LINK to Pittsburgh 2.0
Delanie was very flexible and helped us get in early so we could check in before a Pirates game. Very fast with communication and a very good host.

Our cozy contemporary home near PA turnpike
My “home away from home!” Everything you might need! Great hosts as well! Would love to stay there again…

👑2 King Beds🛌Sleeps 16! 🎨Vibrant🍿Parking💛
No complaints! This was a fantastic stay. We had to last minute extend our check out by several days and Michael worked with us immediately. We really appreciate everything and had a great time. Highly Recommend!
Private house rentals

Stylish♥Baby Friendly♥15mins to DT PGH♥Great Yard!
Christine was very helpful with providing information about the stay, and went above and beyond in regards to communication. More AirBnB's (and their hosts) should be like this. Very clean. Very comfy. Perfect accommodations.

The Happy Hideaway
This place is becoming our new home away from home to visit our adult children in Pittsburgh. Always clean and very convenient location. This is always the first place we check for availability now when we are going to Pittsburgh. Very responsive hosts before, during and after our stays if we have any needs or questions!

Large house to relax with friends and family
Jill’s place is one of the best Airbnbs I’ve stayed at — very spacious, very clean, and not far from anything you could want to do in Pittsburgh. Highly recommend.

Entire home near Kennywood without extra fees.
Paul's place was clean, cute, and cozy. It was easy to find, and his instructions to get inside were great. The bed was very comfortable, and we slept well. I'd definitely book with Paul again!

Private House with Stone Patio and Sun Room
What a beautiful place to stay ! If you need somewhere in the Pittsburgh area this is your place to be . Wife and I were on our honeymoon to see a Steelers game . When we got there we were greeted by a very sweet note along with candy and even a terrible towel from Patricia . It was a very nice gesture after a long day of travel . We were also blown away by how spotless this place was . I’ve stayed in a few airbnbs and I usually prefer hotels because they usually don’t live up to the photos and leave me disappointed. This was not the case here , I actually thought the photos didn’t do this place justice on how nice it was ! Super clean and truly felt like home which made our trip relaxing . Location is nice and quiet and only a 20 min drive to downtown which was perfect . I highly recommend this place , worth every penny !

Private Home -Hot Tub -Sleeps 18
We had a great experience with our recent stay at Jamie’s house in Gibsonia. There were very detailed instructions for check in, and all the rooms were super clean when we arrived. The house was very spacious, and the rooms were even bigger than they looked in photos. Both the inside and outside were updated, and everything was really nice and modern. Overall had a great experience, and would rent again.

❤SouthSide House: Parking, Patio, Grill & Fire Pit
We had a great stay for the weekend and the off street parking was very nice. The walk down to Carson Street wasn't too bad but it is located higher up in the hills. Host does request photos of IDs prior to check-in and no guests over past midnight, which did feel a little weird for us since we haven't experienced that before with a stay. Totally understand the many possible reasons behind that, though we hoped it was a bit more disclosed in the title/description for the property (outside of the house rules which is a bit further down from the main listing info). Otherwise really great quiet location, easy walk to a lot of local spots and had a great stay.

Family home,Pgh E suburb,safe,clean,roomy,2ba,pkg
The home was extremely clean and well kept. The pictures offer a good representation of the property. The owner is extremely responsive and helpful. Will definitely stay here again.
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- PNC Park
- Seven Springs Mountain Resort
- Strip District
- Carnegie Mellon University
- Fallingwater
- Hidden Valley Resort
- Pittsburgh Zoo & PPG Aquarium
- Ohiopyle State Park
- Point State Park
- Oakmont Country Club
- Phipps Conservatory and Botanical Gardens
- Yellow Creek State Park
- Oglebay Resort
- Schenley Park
- Carnegie Museum of Art
- Idlewild & SoakZone
- Raccoon Creek State Park
- National Aviary
- Kennywood
- Boyce Park Ski Resort
- Bella Terra Vineyards
- Fox Chapel Golf Club
- Senator John Heinz History Center
- Children's Museum of Pittsburgh
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