Squirrel Hill vacation rentals

We found 136 vacation rentals — enter your dates for availability

Discover a selection of 7 homes and other vacation rentals in Squirrel Hill that are perfect for your trip. Whether you're staying in a vacation rental with your kids or with friends, you'll have the amenities you expect and more, which might include a hot tub and garden. You'll be able to choose a rental that has what everyone needs, including options that are accessible or non-smoking.

Find spaces that suit your style

Find out more about Squirrel Hill

Why visit Squirrel Hill

  • Family-friendly activities: Squirrel Hill offers a variety of attractions suitable for families, ensuring a fun experience for all ages.
  • Cultural experiences: The neighbourhood is rich in cultural venues, perfect for those seeking artistic and educational enrichment.
  • Charming accommodations: Choose from cozy cottages and private vacation homes that provide a comfortable stay.
  • Scenic parks: Enjoy the local parks and their beautiful surroundings, ideal for relaxation and outdoor activities.
  • Welcoming atmosphere: Experience friendly locals and a vibrant community that enhances your visit to this delightful neighbourhood.

Popular types of accommodation around Squirrel Hill

Planning your getaway to Squirrel Hill? You're in for a treat. This charming neighbourhood offers a variety of accommodation options, including houses, cozy cottages, and convenient apartment rentals. Whether you're searching for Squirrel Hill apartments or detailed rental info on Squirrel Hill South apartments, you'll find the perfect spot to unwind. Explore our selection of vacation rentals that promise comfort, transparency, and savings for your Canadian adventure.

  • Houses: A top choice for visitors, these spacious homes provide a comfortable and private setting, ideal for families or groups.
  • Apartments: A popular option, apartments offer the convenience of home with essential amenities, perfect for solo travellers or couples.
  • Cottages: These charming retreats provide a cozy atmosphere, perfect for those seeking a quaint getaway.
  • Cabins: A rustic option for nature enthusiasts, cabins offer a peaceful escape surrounded by the beauty of the outdoors.
  • Condos: These modern living spaces are a great choice for a stylish and convenient stay in Squirrel Hill.**

Top attractions in and around Squirrel Hill

Squirrel Hill offers a delightful blend of city-themed, family-friendly, and cultural experiences for visitors. Key attractions include modern colleges and universities, entertainment arenas, and event conference venues, providing plenty to explore. Whether you're seeking cultural enrichment or family activities, Squirrel Hill caters to diverse interests. Don't miss the chance to explore the charming apartments in the area, adding to your experience of this vibrant neighbourhood.

  • Carnegie Mellon University: A prestigious institution with a vibrant atmosphere, offering stunning architecture and beautiful green spaces. It's a hub of innovation and creativity, perfect for a leisurely stroll.
  • PPG Paints Arena: A lively venue hosting family-friendly events, sports games, and concerts. Experience the excitement of live entertainment just 4.8km away, making it a must-visit for sports fans.
  • David L Lawrence Convention Center: An impressive conference venue that showcases cutting-edge design and hosts various business events. Explore its modern spaces and enjoy the dynamic energy just 6.4km away.

Things to do recommended for couples

Searching for a romantic getaway in Squirrel Hill? Enjoy a scenic ride on the Monongahela Incline, experience luxury at Oakmont Country Club, or catch a live show at the Rex Theater. Each offers a unique vibe perfect for couples looking to create unforgettable memories together.

Things to do recommended for families

Your family will have a fantastic time at Acrisure Stadium, just 8.0km away, soaking in the sports atmosphere. For splashes of fun, visit Sandcastle Water Park, 4.8km away, or unwind at Schenley Park, 1.6km away, enjoying its serene and peaceful vibes.

Things to do recommended for groups

Explore the vibrant Waterfront shopping mall, just 4.8km from Squirrel Hill, for a mix of entertainment and local flavours. Enjoy a scenic hike on the Three Rivers Heritage Trail, also 4.8km away, or catch a family-friendly film at the Manor Theatre, only half a mile from your location.

*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

When planning your trip, whether you're traveling with friends, family, bringing along pets, or seeking longer accommodations, it's important to prioritize your preferences. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Squirrel Hill with a group: Think about how many bedrooms you require, as well as features like a complete kitchen or outdoor areas for group gatherings. Luckily, you can easily refine your search for all of these options and more on Vrbo.
  • Traveling to Squirrel Hill with young kids: Traveling with little ones can present its own set of challenges. It's important to prioritize their comfort and safety, along with ensuring access to 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: For many, a family getaway isn't truly complete without their furry companion. If that resonates with you, explore Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Squirrel Hill: If you're in search of vacation rentals that offer discounts for stays of a month or more, you've come to the right place. By using the appropriate filters, you can effortlessly discover and save on monthly rental options. Don't forget to consider adding features like parking, a well-equipped kitchen, or a private pool to your search criteria as well.

Where to stay near Squirrel Hill

Squirrel Hill in Pittsburgh offers a delightful blend of family-friendly activities and vibrant cultural experiences. This charming neighborhood invites visitors to explore its welcoming atmosphere, complete with scenic views and friendly locals. Nearby attractions provide an urban vibe, perfect for both leisure and business travellers. Whether you’re enjoying local parks or discovering unique rentals, Squirrel Hill is an ideal base for an unforgettable vacation in the heart of Pennsylvania.

  • Pittsburgh: Pittsburgh is a vibrant metropolis where Squirrel Hill resides. Known for its rich history and diverse culture, visitors come to Pittsburgh for family-friendly activities, city-themed adventures, and outdoor experiences. Popular venues include educational institutions, a renowned arena entertainment facility, and various shopping mall centres. Don't miss attractions like the iconic stadiums and modern universities that dot the landscape, making it a perfect blend of sports, education, and urban excitement.
  • Downtown Pittsburgh: Located a mere 6.4km from Squirrel Hill, Downtown Pittsburgh is the bustling urban core of the city. Visitors flock here for family outings, sports experiences, and the vibrant city atmosphere. With access to a premier arena entertainment facility and a variety of shopping options, Downtown offers something for everyone. Explore local landmarks such as the stadiums and urban parks that provide both recreational and cultural experiences, making it an essential stop on your trip.
  • Shadyside: Just 1.1km from Squirrel Hill, Shadyside is a charming neighbourhood that attracts visitors with its unique blend of city-themed activities, family-friendly attractions, and business opportunities. This area is known for its educational institutions and trendy shopping districts. Key landmarks include modern universities and stadiums, offering a lively atmosphere filled with shops, cafes, and parks that invite exploration and relaxation.

Best time to go to Squirrel Hill

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

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January28.6°F (-1.9°C)Light RainMostly CloudyAverageSlightly Low
February31.3°F (-0.4°C)Light RainMostly CloudyLowSlightly Low
March40.5°F (4.7°C)Light RainMostly CloudyAverageSlightly Low
April51.1°F (10.6°C)Light RainMostly CloudyHighAverage
May61.7°F (16.5°C)Light RainMostly SunnyLowAverage
June69.4°F (20.8°C)Light RainMostly SunnyAverageSlightly High
July73.9°F (23.3°C)Light RainMostly SunnyHighAverage
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 SunnyHighSlightly High
November42.6°F (5.9°C)Light RainMostly SunnyAverageSlightly High
December35.2°F (1.8°C)Light RainMostly CloudyLowAverage

Booking with Vrbo is a breeze

Are you aiming to save on your next adventure? Being flexible with your travel dates can really help, as prices tend to vary. Additionally, opting for an extended stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, make use of our filters to sort by price, location, and type of vacation rental. We're here to help you find the best options for your trip.

Vrbo Trips: Effortless planning

Vrbo’s Trip Board offers you a user-friendly area to plan new adventures, continue from where you last stopped, or review and arrange your existing travel plans. You’ll discover your saved or booked properties neatly organized under categories like Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, simply visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

How much does it cost to rent a vacation home in Squirrel Hill?
Prices for vacation rentals in Squirrel Hill 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 travelling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Squirrel Hill to more spacious homes.
Are there any discounts for Squirrel Hill vacation house rentals?
You can find great discounts on house rentals in Squirrel Hill 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.
Are there any Squirrel Hill vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Squirrel Hill with parking available—perfect for families or travellers 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 find long-stay vacation rentals in Squirrel Hill?
A long-stay vacation rental in Squirrel Hill is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
When is the best time to visit Squirrel Hill for a vacation rental?
The best time to visit Squirrel Hill for a vacation rental is during the vibrant autumn months of September to November, with October being particularly popular. This season draws visitors keen to experience the stunning fall foliage that transforms the landscape into a tapestry of warm hues, making it ideal for leisurely strolls through the neighbourhood's parks and picturesque streets.

During October, temperatures typically range from 5 to 15 degrees Celsius, providing a comfortable climate for outdoor activities such as exploring local shops, enjoying outdoor cafés, or visiting nearby attractions like Frick Park. The atmosphere is lively, with many community events and festivals celebrating the harvest season.

For those looking for a more budget-friendly option, February offers a quieter time to visit Squirrel Hill. While the winter months can be chilly, with temperatures often dipping below freezing, this period allows for a great experience of the area's winter charm, with fewer crowds and opportunities for cosy indoor activities.
How early should I book a Squirrel Hill vacation rental?
Book your Squirrel Hill 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, Pennsylvania, United States of America?
Squirrel Hill is a charming neighbourhood in Pittsburgh that offers a variety of attractions for visitors. One of the highlights is the beautiful Frick Park, which provides ample opportunities for outdoor activities such as hiking and picnicking, with its scenic trails and wooded areas. The park is also home to the Frick Environmental Centre, where guests can learn about local ecology and sustainability.

Another popular feature of Squirrel Hill is its vibrant cultural scene, particularly along Murray Avenue, which is lined with lively shops, cafes, and restaurants. Visitors can enjoy a diverse selection of dining options, reflecting the neighbourhood's rich culinary landscape.

Additionally, the neighbourhood is close to the Carnegie Museums of Art and Natural History, located just a short drive away, making it an excellent base for exploring Pittsburgh's cultural offerings.
Can I change or cancel my Squirrel Hill home rental booking on Vrbo?
To find Squirrel Hill 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 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 travellers 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 cosy cabin or a beach house, 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 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.

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, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo also offers support via live chat through our Help Centre, 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 organising 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