Hillside Holiday Rentals from AU$415: Search Short-Term Rentals

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Our top choices for Hillside holiday rentals

1 bedroom, iron/ironing board, travel cot, free WiFi

Peaceful Barn Loft near Sebago Lake and Conway, NH

Hiram

includes taxes & fees

28 July - 29 July

Iron/ironing board, travel cot, free WiFi, bed sheets

Barn on Pleasant-walk to Highland beach & town

Bridgton

Robyn N.

includes taxes & fees

27 July - 28 July

Cozy Library Tiny Home Private Hot Tub King Bed *Minutes to Lakes & Hiking

Bridgton

Jacob B.

includes taxes & fees

3 Aug - 4 Aug

1 bedroom, iron/ironing board, WiFi, bed sheets

Ell Suite walk to town beach

Bridgton

mark l.

includes taxes & fees

27 July - 28 July

Ava Jade yurt nestled in the woods of Brownfield, Maine

Brownfield

Judy S.

includes taxes & fees

31 July - 1 Aug

Allie Mae Yurt nestled in the woods

Brownfield

Ian M.

includes taxes & fees

26 July - 27 July

Rufus III Yurt on the river

Brownfield

Jennifer D.

includes taxes & fees

31 July - 1 Aug

Long Lake Cabin: Shared Beach, Grill, Porch

Naples

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Top Hillside Hotel Reviews

Highland Lake Resort

10/10 Excellent

"Great for a family to experience a Maine lake"

Luxury Lakefront Estate on 138 Acres - Pickleball, Reunions & Weddings

10/10 Excellent

"Absolutely beautiful property to host any event or bring people together for a Maine getaway. We had a small wedding out back by the lake and it couldn’t have been better. Thank you thank you couldn’t recommend it enough"

The Poland Spring Resort

8/10 Good

"The Poland Spring Resort is not your typical golfing resort. It feels more like an old fashioned resort with a camp kind of experience. It would be a good place for family and group gatherings providing golf for the adults while providing games and outdoor activities for the kids. The rooms are scattered among various historical buildings throughout the property with the Maine Inn being the main location. While the rooms were cleaned, the rooms looked old with aged windows and radiators. The aged doors require traditional keys which in my case didn’t always work the first time. Still I liked the historical vibe of the building (Presidential Inn) and room. The property was expansive with lots of roaming space for kids. I would return based on my limited experience."

Escape to Serenity: Your Private Maine Lakefront Awaits at Little Sebago Lookout

10/10 Excellent

"Very private location and the camp was stocked well. Located in a cove which was great for swimming. Enjoyed the kayaks and the loons. The stairs would be a challenge if alone and need to do several trips to unload and load. Host was very responsive!"

Find out more about Hillside

Everything you need to know about Hillside holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Hillside holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Hillside holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search.

Hillside holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Hillside. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Hillside holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Hillside holiday rentals we have selected for you start as low as AU$415 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Hillside rentals

At Expedia, we put the best Hillside holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Hillside rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Hillside holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Hillside. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find holiday rentals in Hillside?

Yes, there are holiday rentals close to the most popular sights in Hillside, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Hillside has to offer?

Luxury Lakefront Estate on 138 Acres - Pickleball, Reunions & Weddings: This holiday home rental outside of Hillside is located on a lake, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 8 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a library and 1 hot tub.

What’s there to see and do in Hillside?

Wards Cove and Peabody Pond are a couple of lovely local spots to get outside and enjoy nature. In the wider area, you’ll find Sebago Cove and Trickey Pond.

What’s a holiday rental in Hillside like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Hillside. Holiday rentals feature amenities such as laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about cleanliness, holiday rentals can provide a sense of seclusion away from public hotel lifts and busy front desks while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive choice for family trips.

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Check prices for these dates

Our top choices for Hillside holiday rentals

Peaceful Barn Loft near Sebago Lake and Conway, NH

Barn on Pleasant-walk to Highland beach & town