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Squirrel Hill vacation rentals

We found 98 vacation rentals — enter your dates for availability

Discover a selection of 6 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.
  • Peace of mind
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  • More quality time
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  • All the privacy of home
    Enjoy full kitchens, laundry, pools, yards and more
  • More for less
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Find out more about Squirrel Hill

Find out more about Squirrel Hill

Why visit Squirrel Hill

  1. Cultural richness: Experience a vibrant blend of family-friendly and cultural attractions in Squirrel Hill, showcasing local arts and community spirit.
  2. Charming neighbourhoods: Explore the picturesque streets of Squirrel Hill South and North, filled with unique shops and diverse eateries.
  3. Friendly locals: Enjoy a welcoming atmosphere crafted by the friendly residents, enhancing your vacation experience.
  4. Convenient base: Use Squirrel Hill as a strategic starting point to explore nearby Pittsburgh neighbourhoods bursting with energy.
  5. Diverse accommodation: Choose from a variety of vacation rentals, including cozy apartments and charming houses, tailored to your needs.

Popular types of accommodation around Squirrel Hill

Discover the charm of Squirrel Hill with our diverse selection of vacation rentals. Whether you're seeking a private vacation home, a cozy apartment, or a quaint cottage, we have options that cater to your needs. From Squirrel Hill apartments to house rentals, you’ll find the perfect spot for your getaway. Embrace the local culture and enjoy the reassurance of transparent pricing with our curated options for your stay in this vibrant neighbourhood.

  • Houses: A top choice for visitors to Squirrel Hill, these homes offer spacious and comfortable settings ideal for families and groups.
  • Apartments: A popular option for travellers seeking convenience, these rentals provide a homey feel in the heart of the neighbourhood.
  • Cottages: Perfect for a quaint getaway, these charming spaces create a warm and inviting atmosphere.
  • Condos: Offering modern amenities and often great views, condos are a stylish choice for your stay.
  • Cabins: For those wanting a serene escape, cabins provide a delightful retreat surrounded by nature.**

Top attractions around Squirrel Hill

Squirrel Hill offers a delightful blend of city-themed, family-friendly, and cultural experiences, making it an ideal vacation spot. Visitors can explore a variety of attractions, including modern colleges and universities, entertainment arenas, and charming churches. This vibrant neighbourhood caters to those seeking enriching cultural experiences while enjoying the urban environment, ensuring a memorable trip for all travellers.

  1. Carnegie Mellon University: A prestigious institution with a vibrant campus atmosphere. Explore its modern architecture and engage with students and faculty in a dynamic educational environment.
  2. PPG Paints Arena: A hub of family entertainment, this arena hosts thrilling sports events and concerts. Experience the excitement of live performances in a state-of-the-art facility.
  3. David L Lawrence Convention Center: A premier venue for conferences and events, showcasing impressive design and functionality. Ideal for business gatherings, it reflects Pittsburgh's commitment to innovation.

Things to do recommended for couples

For a romantic getaway in Squirrel Hill, take a scenic ride on the Monongahela Incline for stunning views, enjoy a luxurious day at Oakmont Country Club, or catch a concert at the Rex Theater for an entertaining night out. Perfect experiences for couples!

Things to do recommended for families

During your family vacation in Squirrel Hill, explore the excitement at Acrisure Stadium, enjoy wellness at nearby Schenley Park, and have a splashing good time at Sandcastle Water Park. These activities offer a perfect blend of adventure and relaxation for all ages!

Things to do recommended for groups

Explore The Waterfront for shopping and entertainment, catch a show at the nearby Kelly Strayhorn Theater for a cultural experience, and enjoy an adventure along the Three Rivers Heritage Trail, perfect for hiking and taking in beautiful outdoor scenery.

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

When planning your trip—whether you're heading out with a group, traveling as a family, bringing along your pets, or seeking extended stays—it's important to refine your search based on your key priorities. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Squirrel Hill with a group: Think about how many bedrooms you require, along with features like a full kitchen or outdoor space for group get-togethers. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to Squirrel Hill with young kids: Travelling with young children can present its 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 families, a trip wouldn’t feel complete without their furry companions. If this resonates with you, explore Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and cozy beds, ensuring that every member of your family feels at home.
  • Planning for a long term stay visiting Squirrel Hill: If you're in search of vacation rentals with 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 consider adding amenities like a parking space, a well-equipped kitchen, or even a private pool to your search criteria.

Where to stay around Squirrel Hill

Exploring Squirrel Hill, Pittsburgh offers a delightful blend of family-friendly and cultural experiences. This vibrant neighbourhood showcases the charm of Squirrel Hill South and North, where friendly locals and urban vibes create a welcoming atmosphere. Stroll through picturesque streets, discover unique shops, and enjoy diverse eateries. Nearby Pittsburgh neighbourhoods further enrich your visit with art and business energy, making Squirrel Hill an ideal base for a memorable vacation.

  • Downtown Pittsburgh: Located approximately 6.4km from Squirrel Hill, Downtown Pittsburgh is the bustling core of the city, known for its vibrant atmosphere and diverse attractions. Visitors can immerse themselves in the family-friendly vibe while enjoying various sporting events at the local stadiums and sports facilities. The area also boasts an array of shopping options, including a major shopping mall, and is home to educational institutions. Don't miss the chance to stroll through the scenic urban parks, perfect for relaxing or picnicking amidst the cityscape.
  • Shadyside: Just 1.1km from Squirrel Hill, Shadyside is a charming neighbourhood that combines urban sophistication with a welcoming community feel. Known for its boutique shopping and delightful eateries, Shadyside is ideal for families and business travellers alike. The neighbourhood features modern college campuses and is located near various educational facilities. Whether you’re looking to explore unique shops or enjoy a meal at one of the trendy restaurants, Shadyside offers a delightful blend of activities and attractions, all within a walkable distance.
  • Squirrel Hill South: Situated 1.6km away from Squirrel Hill, Squirrel Hill South is a picturesque neighbourhood that offers a great mix of outdoor experiences and urban living. Perfect for families and outdoor enthusiasts, this area features beautiful urban parks and is home to modern educational institutions. Visitors can find a variety of entertainment options, including an arena and shopping centre, making it an ideal spot for a leisurely day out. Enjoy the relaxed atmosphere while taking in the local sights and sounds that this inviting neighbourhood has to offer.

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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
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 simple

Are you hoping to save on your upcoming journey? Being flexible with your travel dates can often lead to better deals, as prices fluctuate. Additionally, you can enjoy substantial savings by opting for a longer stay. To discover a Vrbo property that suits your budget, feel free to use our filters to refine your search by price, location, and type of vacation rental.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board provides a convenient space for you to plan new adventures, manage your ongoing travel arrangements, and keep track of your bookings. The properties you’ve saved or reserved are neatly categorized into Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of vacation rental accommodation in Squirrel Hill?
According to our data, houses are the most desirable type of property in Squirrel Hill. But of course, everyone’s idea of an epic trip differs. Vrbo has vacation rentals of all shapes, sizes and budgets, and we’ll help you to find the best fit for your needs.
How much does it cost to rent a vacation rental in Squirrel Hill?
Length of stay, property type and season are some factors that can influence the price of a vacation home. Simply click on your dates of travel to find the ultimate escape. From cozy country cottages to plush villas, all Vrbo vacation rentals offer amazing value.
How much does it cost to rent a beach house in Squirrel Hill?
Prices for beach houses in Squirrel Hill vary depending on the style and size of the property and when you’re traveling. All you need to do is enter your travel dates into Vrbo and how many guests to view your rental options and prices. From there you can use the filters to refine your search by nearby activities, ratings, amenities and more.
Are there pet-friendly vacation rentals in Squirrel Hill?
You’re in luck. There are. Choose from five stays that welcome pets in Squirrel Hill on Vrbo. Our furry companions also deserve a getaway, so simply use our search function for pet-friendly vacation rentals to book a place where Fido can lap up the good times.
What are popular rental amenities in Squirrel Hill?
The most popular rental amenities people prefer in Squirrel Hill are a nearby river, a garden and a fireplace. Whether you’re going on vacation with your besties, family or even pets, Vrbo vacation rentals come with the best amenities for chilling out with the people closest to you.
Are there large group vacation rentals in Squirrel Hill?
You’ll find two vacation properties in Squirrel Hill that can accommodate a group of 10 or more guests. Whether you’re planning a family trip or a special event like a birthday party, there’s ample room to get your loved ones together under the same roof.
Are there vacation rentals in Squirrel Hill that welcome kids?
With five family-friendly vacation rentals available in Squirrel Hill, now is a superb time to introduce your little ones to the wonders of travel. Just click on our “Properties good for families” filter box to look for stays that come with conveniences ideal for families on the move, such as dining rooms, pools, entertainment areas and bunk beds.
What are the top attractions for families in Squirrel Hill?
There are tons of amazing things to do and see with the family in Squirrel Hill, including:

  • Pittsburgh Zoo and PPG Aquarium
  • Carnegie Science Center
  • Carnegie Museum of Natural History

Are there vacation rentals with WiFi in Squirrel Hill?
You’ll have a choice of two vacation rentals with WiFi in Squirrel Hill. If you’d like to disconnect from the world on your vacation, but still want to be connected to the web, these properties are just what you need. Narrow your search by applying the WiFi filter on Vrbo.
How can I find vacation rentals with air conditioning in Squirrel Hill?
Pick your travel dates and then make use of the filters to find vacation rentals with air conditioning in Squirrel Hill on Vrbo. With four air-conditioned properties on offer here, you can look forward to a cool and comfortable trip.
How old do you have to be to rent a vacation rental in Squirrel Hill?
The minimum age is usually 16, 18 or 21. It can differ from property to property on Vrbo, so check the rules of your chosen Squirrel Hill vacation home before booking your escape.
How long can I rent a vacation rental in Squirrel Hill for?
The length of time you can rent a vacation rental in Squirrel Hill depends on the property. Simply enter your chosen travel dates to view a list of options offering extended stays. With many amenities like full kitchens and air conditioning, as well as some offering weekly or monthly discounts, you’re sure to discover the perfect place to call your home away from home in Squirrel Hill.

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