Squirrel Hill South vacation rentals

We found 56 vacation rentals — enter your dates for availability

Discover a selection of 9 homes and other vacation rentals in Squirrel Hill South that are perfect for your trip. Vacation rentals offer the amenities you expect for your family, friends, or furry companion, like WiFi and a washer and dryer. You'll be sure to find a rental that has what everyone needs, including places that are non-smoking or accessible.

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, yards and more

  • More for less

    More space, more privacy, more amenities — more value

  • A place for everyone

    We stand for diversity, inclusion and families everywhere.
    Learn more

Find out more about Squirrel Hill South

Why visit Squirrel Hill South

  • Family-Friendly Activities: Squirrel Hill South offers a variety of outdoor activities and attractions perfect for families, including parks and nearby theme parks.
  • Rich Cultural Experiences: The neighborhood is home to unique local businesses and cultural venues, allowing visitors to immerse themselves in the local vibe.
  • Charming Accommodations: Choose from a range of comfortable lodging options, including private vacation homes and charming cottages.
  • Proximity to Downtown: Just a short trip away, Downtown Pittsburgh features stunning scenery and additional cultural attractions.
  • Welcoming Atmosphere: Enjoy the warm and inviting charm of the Squirrel Hill neighborhood, perfect for relaxation and exploration.

Popular types of accommodation around Squirrel Hill South

If you're exploring Squirrel Hill South for your next getaway, you'll find a variety of comfortable accommodations to suit your needs. The most popular options include houses, charming cottages, and spacious apartments. Whether you're searching for Squirrel Hill apartments or specific listings in Pittsburgh, you can expect transparency and reassurance in your booking process. Enjoy the perfect stay in one of our top-rated Squirrel Hill South vacation rentals.

  • Houses: The top choice for visitors in Squirrel Hill South, offering spacious and comfortable settings for families or groups.
  • Apartments: A popular option for those seeking convenience and a home-like atmosphere during their stay.
  • Cottages: Charming and cozy, these rentals provide a quaint experience for a relaxing getaway.
  • Condos: Ideal for travelers wanting modern amenities and easy access to local attractions.
  • Cabins: Perfect for nature lovers, these rentals offer a rustic retreat surrounded by the beauty of the outdoors.**

Top attractions near Squirrel Hill South

Squirrel Hill South is perfect for a city-themed family vacation, offering a blend of outdoor activities and cultural experiences. Visitors can explore local attractions such as medical centers, a natural history museum, and nearby theme parks. This vibrant neighborhood caters to families and business travelers alike, making it an ideal destination. Don't forget to check out the charming Squirrel Hill apartments while you’re there.

  • Kennywood: A classic amusement park renowned for its thrilling rides and family-friendly atmosphere, Kennywood offers a blend of nostalgia and modern entertainment. Enjoy roller coasters, games, and seasonal events, making it perfect for visitors of all ages.
  • University of Pittsburgh Medical Center: This prominent medical facility is known for its cutting-edge healthcare services and research. It’s a hub of innovation, providing a unique glimpse into the intersection of medicine and community.
  • Carnegie Museum of Natural History: A treasure trove of cultural exhibits and scientific wonders, this museum features captivating displays, including dinosaur fossils and ancient artifacts, fostering a deep appreciation for our planet's history.

Things to do recommended for couples

For a romantic getaway in Squirrel Hill South, consider visiting the luxurious Oakmont Country Club, just 8 miles away. Enjoy a leisurely day filled with scenic views and exquisite dining, creating an unforgettable experience for you and your partner.

Things to do recommended for families

Families visiting Squirrel Hill South can explore the Pittsburgh Zoo & PPG Aquarium, where kids can see exotic animals and interactive exhibits. Enjoy a day at Frick Park with playgrounds and trails, and visit the nearby Phipps Conservatory for beautiful gardens and family-friendly events.

Things to do recommended for groups

Explore the vibrant local culture at the Squirrel Hill Night Market, enjoy a group hike at Frick Park, or savor delicious bites at local eateries like The Bagel Factory. Don’t miss a visit to the nearby Carnegie Museum of Natural History for an enriching experience.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation around Squirrel Hill South

When traveling with a group, family, pets, or seeking extended stays, it's important to prioritize your filters accordingly. Here are some helpful tips for booking on Vrbo.

  • Traveling to Squirrel Hill South with a group: Think about how many bedrooms you require, along with any amenities like a full kitchen or outdoor area for group gatherings. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to Squirrel Hill South with young kids: Traveling with young children can be a bit tough. It's important to prioritize their comfort and safety, along with finding suitable amenities like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Squirrel Hill South: For many families, a vacation isn't truly fulfilled without their furry companions. If this resonates with you, explore Vrbo listings that welcome pets. Most of these pet-friendly properties offer amenities like feeding bowls and beds, ensuring that every member of the family feels comfortable and at home.
  • Planning for a long term stay visiting Squirrel Hill South: If you're in search of vacation rentals that offer discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include options like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay near Squirrel Hill South

Exploring Squirrel Hill South offers a delightful blend of urban charm and family-friendly activities. Stroll through the vibrant Squirrel Hill neighborhood, known for its warm atmosphere and unique businesses. Just a short trip away, Downtown Pittsburgh boasts stunning scenery and cultural attractions. Whether you're enjoying the local parks or dining in the bustling business district, Squirrel Hill South provides a perfect base for your vacation adventures in this welcoming area.

  • Pittsburgh: Pittsburgh is a vibrant city known for its rich history and diverse culture. Nestled among three rivers, it offers a perfect blend of urban and outdoor experiences. Visitors are drawn to its family-friendly attractions, including the renowned PPG Aquarium and the interactive Children's Museum. The city's sports spirit shines in venues like Heinz Field and PNC Park, where you can catch a game. Alongside shopping opportunities at local malls and exploring urban parks, Pittsburgh serves as an educational hub with prestigious universities scattered throughout the area.
  • Downtown Pittsburgh: Just 4 miles from Squirrel Hill South, Downtown Pittsburgh is the city's bustling core, filled with skyscrapers, shops, and restaurants. This neighborhood is perfect for families and city explorers seeking a dynamic urban atmosphere. Highlights include the Cultural District, where you can enjoy performances at the Benedum Center, and Market Square, a vibrant hub for dining and shopping. Outdoor enthusiasts will appreciate the scenic Point State Park, which offers stunning views of the confluence of rivers and a chance to unwind amid nature.
  • Summerset: Located a mere 0.6 miles from Squirrel Hill South, Summerset is an adventurous neighborhood that beckons outdoor lovers and thrill-seekers. With ski resorts nearby, it’s an ideal spot for winter sports enthusiasts looking to hit the slopes. The area also features convenient access to shopping centers, allowing visitors to relax after a day of adventure. Parks and modern universities are within reach, ensuring a blend of recreation and culture during your stay in this charming neighborhood.

Best time to go to Squirrel Hill South

If you're planning a trip to Squirrel Hill South, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in June to July and October, while off-peak times, like January to March tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January28.6°F (-1.9°C)Light RainMostly CloudySlightly LowSlightly Low
February31.3°F (-0.4°C)Light RainMostly CloudySlightly LowSlightly Low
March40.5°F (4.7°C)Light RainMostly CloudySlightly LowSlightly Low
April51.1°F (10.6°C)Light RainMostly CloudyAverageAverage
May61.7°F (16.5°C)Light RainMostly SunnyAverageSlightly High
June69.4°F (20.8°C)Light RainMostly SunnySlightly HighSlightly High
July73.9°F (23.3°C)Light RainMostly SunnySlightly HighAverage
August72.1°F (22.3°C)Light RainMostly SunnyAverageAverage
September66.2°F (19.0°C)Light RainMostly SunnyAverageAverage
October54.7°F (12.6°C)Light RainMostly SunnySlightly HighSlightly High
November42.6°F (5.9°C)Light RainMostly SunnyAverageAverage
December35.2°F (1.8°C)Light RainMostly CloudyAverageAverage

Booking with Vrbo is a breeze

Are you hoping to get the most value out of your next trip? Being flexible with your travel dates can make a difference, as prices often fluctuate. Additionally, consider booking a longer stay to take advantage of substantial savings. To discover a Vrbo property that aligns with your budget, utilize our filters to sort by price, location, and type of vacation rental. We're here to help you find the perfect fit for your getaway.

Vrbo Trips: Effortless planning

Vrbo's Trip Board provides a convenient platform for you to plan new trips, refine your existing plans, or manage your bookings effectively. Your saved or reserved properties are neatly categorized into Potential, Upcoming, or Current Trips, making it easier for you to stay organized. To discover the features of Trip Boards, please visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of vacation rental in Squirrel Hill South?
In Squirrel Hill South, vacation houses and apartments are both popular accommodation options, with several of each type available in the neighborhood. These properties offer comfortable living spaces, with most apartments featuring fully equipped kitchens, cozy living areas, and access to communal amenities. Vacation houses typically provide more space, often including multiple bedrooms, private yards, and outdoor seating areas, making them ideal for families or groups.
How much does it cost to rent a vacation home in Squirrel Hill South?
Prices for vacation rentals in Squirrel Hill South vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Squirrel Hill South to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Squirrel Hill South vacation house rentals?
You can find great discounts on house rentals in Squirrel Hill South on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
What are popular rental amenities in Squirrel Hill South?
In Squirrel Hill South, popular rental amenities include fully equipped kitchens, which allow travelers to prepare their own meals and enjoy a home-cooked experience. Many properties also offer onsite parking, making it convenient for those traveling with their own vehicles. Coffee and tea makers are commonly found in rentals, providing a warm beverage at any time. For families traveling with young children, many rentals feature travel cribs to accommodate little ones.
Can I find family house rentals in Squirrel Hill South?
In Squirrel Hill South, Pennsylvania, there are several family-friendly house rentals available, making it a great choice for families visiting the area. This neighborhood is known for its charming tree-lined streets and close-knit community feel. Many of the homes offer spacious living areas that are great for family gatherings, along with fully equipped kitchens where you can prepare meals together.

Visitors will appreciate the nearby parks, such as Frick Park, which features playgrounds, walking trails, and picnic areas, ideal for outdoor fun with kids. Additionally, the proximity to local attractions like the Carnegie Museum of Natural History and the Phipps Conservatory offers educational experiences for the whole family.
Are there any Squirrel Hill South vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Squirrel Hill South with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Can I book pet-friendly vacation rentals in Squirrel Hill South?
Yes, travelers can find several pet-friendly vacation rentals in Squirrel Hill South, Pennsylvania. This charming neighborhood offers a variety of accommodations that cater to pet owners, ensuring a comfortable stay. Many of these rentals come equipped with amenities such as spacious living areas, fully stocked kitchens, and outdoor spaces where pets can enjoy some fresh air.

Squirrel Hill South is known for its welcoming community and proximity to parks, providing great opportunities for walks and outdoor activities with pets. Nearby parks like Frick Park feature trails and open spaces that are superb for enjoying nature and spending quality time with furry companions.
Can I find long-stay vacation rentals in Squirrel Hill South?
A long-stay vacation rental in Squirrel Hill South is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
When is the best time to visit Squirrel Hill South for a vacation rental?
The best time to visit Squirrel Hill South for a vacation rental is during the vibrant month of September, which falls at the tail end of the peak travel season that spans from July to September. This period is particularly appealing as the summer crowds begin to thin out while the weather remains pleasantly warm, with temperatures typically ranging from the mid-50s to mid-70s Fahrenheit.

In September, visitors can enjoy a variety of outdoor activities, including leisurely strolls through the picturesque parks and vibrant neighborhoods. The area comes alive with the lush colors of early autumn, providing a stunning backdrop for sightseeing and exploration. You'll find local cafes and shops bustling with activity, offering a chance to engage with the community and discover unique local flavors.

For those looking for a more budget-friendly option, December presents an opportunity to experience the charm of Squirrel Hill South in a quieter atmosphere. Although it's the low season, the area is transformed by holiday decorations and winter festivities, creating a cozy ambiance that many travelers find delightful.

Ultimately, choosing September allows you to enjoy the best of both worlds—good weather for outdoor excursions and a more relaxed pace.
Are there any remote work vacation rentals in Squirrel Hill South?
In Squirrel Hill South, Pennsylvania, there are several remote work vacation rentals available, making it a great choice for those looking to blend work and leisure. Many of these properties are equipped with essential amenities such as high-speed internet and free Wi-Fi, ensuring that you can stay connected while enjoying your stay. Some rentals even feature dedicated office spaces, providing a comfortable environment for productivity.

The neighborhood itself is known for its tranquil residential atmosphere, with nearby parks and local cafes that can serve as great spots for breaks or informal meetings. With a mix of charming homes and modern apartments, travelers can expect comfortable living spaces that allow for both relaxation and work efficiency. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Squirrel Hill South vacation rental?
Book your Squirrel Hill South vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Squirrel Hill South, Pennsylvania, United States of America?
In Squirrel Hill South, visitors can enjoy a variety of attractions that showcase the neighborhood's charm and community spirit. The area is known for its vibrant dining scene, with numerous cafes and restaurants offering diverse cuisine options. Frick Park, one of the largest parks in Pittsburgh, is nearby and provides ample opportunities for outdoor activities such as hiking, biking, and picnicking, making it a favorite among locals and visitors alike.

Additionally, the neighborhood is close to the Frick Art and Historical Center, which includes a museum, art gallery, and beautiful gardens, great for those interested in culture and history. The local shops along Murray Avenue add to the appeal, offering a mix of boutiques, specialty stores, and markets that reflect the neighborhood's unique character.
Can I change or cancel my Squirrel Hill South home rental booking on Vrbo?
To find Squirrel Hill South vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Squirrel Hill South vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

More Vacation Ideas