Hillside vacation rentals

We found 510 vacation rentals — enter your dates for availability

your current months are April, 2024 and May, 2024.
April 2024
May 2024
Discover a selection of vacation rentals in Hillside that are perfect for your trip. Vacation homes offer the best amenities for you and your friends, family, or even pets, like WiFi and a washer and dryer. At the end of the day, you'll be sure to find a rental for everyone's needs, including a place that is accessible or non-smoking.

Find spaces that suit your style

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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
    More space, more privacy, more amenities — more value

Book a vacation rental for your Hillside getaway

Learn about the unique charm of Hillside with a stay in a private vacation home. This city has something for everyone. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Activities and attractions in and around Hillside

Do you want to discover top things to see and do while you're in town? Venture out of your vacation home and check out everything that Hillside has to offer. Here are some of the major attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Point Sebago Golf Resort (8.5 mi / 13.6 km)
  • Shawnee Peak (9.2 mi / 14.9 km)
  • Seacoast Adventure (14.6 mi / 23.5 km)
  • Steamboat Landing Mini Golf (5.7 mi / 9.2 km)
  • Blacksmiths (10 mi / 16.2 km)

Exploring the natural landscape of Hillside

Whether you're an adventurous traveler or just want to take in the scenery, Hillside is a great place to spend some time outside. Here are some of the area’s noteworthy sights, all within 30 miles (48.2 km) of the city center:

  • Sebago Lake State Park (6.8 mi / 10.9 km)
  • Long Lake (7 mi / 11.2 km)
  • Highland Lake (10.2 mi / 16.3 km)
  • Sebago Lake (10.4 mi / 16.8 km)
  • Panther Pond (12.5 mi / 20.2 km)
  • Thompson Lake (14 mi / 22.5 km)

Traveling to and around Hillside

Fly into Fryeburg, ME (FRY-Eastern Slopes Regional), the closest airport, located 12 mi (19.3 km) from the city center. If you're unable to find a flight that fits your schedule, you might consider flying into Auburn, ME (LEW-Auburn - Lewiston Municipal), which is 22.4 mi (36.1 km) away.

Frequently asked questions

What is the most popular type of vacation rental accommodation in Hillside?

Cabins are the most popular type of vacation rental in Hillside, according to our data. Even if you have something different in mind, Vrbo has properties in all sizes and shapes. Browse our options to find your ideal fit.

How much does it cost to rent a vacation rental in Hillside?

The average price for a vacation rental in Hillside depends on a number of factors, like property type, length of stay and season. Whether you're thinking about a sprawling house with room for friends and family or a cozy cabin that's perfect for two, just add your dates of travel to view stays with unbeatable value.

How much does it cost to rent a beach house in Hillside?

When you travel and the size and style of the property will influence how much you'll pay for your beachside vacation rental. Put in your Hillside travel dates to view your options on Vrbo. Did someone just say "hot tub"? Use our filters to choose the features and amenities you need.

What are popular rental amenities in Hillside?

Mountain views and a lake view head the list of rental amenities that guests want in Hillside. When you stay in a Vrbo vacation home, you'll always have the place to yourself, which means you won't have to share your vacation with strangers.

What are the top attractions for families in Hillside?

There are tons of awesome things to do and see with the family in Hillside, including:

  • Steamboat Landing Mini Golf
  • Sebago Lake State Park
  • Long Lake

How old do you have to be to rent a vacation rental in Hillside?

You should check with the Hillside vacation home you're looking at on Vrbo as age restrictions vary. However, generally it's 16, 18 or 21.

How long can I rent a vacation rental in Hillside for?

The length of time you can rent a vacation rental in Hillside is up to the property. Simply enter your chosen dates to look at a list of options offering extended stays. With a range of creature comforts such as air conditioning and laundries, as well as some offering weekly or monthly discounts, you're sure to find somewhere perfect to call your home away from home in Hillside.