Hillside Holiday Rentals

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Holiday Rentals in Hillside

Romantic getaway for 2 couple date's in July just opened up

10.0 out of 10, Exceptional, (309)
"Place is beautiful and well crafted with a perfect nature setting"
Romantic getaway for 2 couple date's in July just opened up

Spacious Sebago Lake waterfront house with game room, hot tub, and covered deck.

9.8 out of 10, Exceptional, (87)
"Family reunion "
Spacious Sebago Lake waterfront house with game room, hot tub, and covered deck.

Lakefront Log Home 12 feet Away from Lake

10.0 out of 10, Exceptional, (58)
"Incredible night away on a quiet Maine pond. Highly recommended, Todd was great and the place was perfect! We will be back for sure."
The price is AU$864
includes taxes & fees
8 Sept - 9 Sept
Lakefront Log Home 12 feet Away from Lake

Serenity - Stunning Sebago Lake scenery

10.0 out of 10, Exceptional, (46)
"Nice house , nice host , everything was great!"
Serenity - Stunning Sebago Lake scenery

Beautiful 6 bedroom cabin on 1100 acre lake in Fryeburg Maine

9.8 out of 10, Exceptional, (12)
"House and lake were beautiful, and there was a floating dock that was a wonderful unexpected surprise."
Beautiful 6 bedroom cabin on 1100 acre lake in Fryeburg Maine

Professionally styled waterfront cottage on Sebago. Cozy and Serene.

10.0 out of 10, Exceptional, (15)
"Good location, good fishing"
Professionally styled waterfront cottage on Sebago. Cozy and Serene.

Lakefront Cottage - private dock, large decks, large fire pit

9.4 out of 10, Exceptional, (24)
"Good location "
Lakefront Cottage - private dock, large decks, large fire pit

Grand Blanc Mountain Home

9.6 out of 10, Exceptional, (96)
"What a treat to stay in such a magnificent home. Great fun to just look around and appreciate the scale and attention to detail that is everywhere. Great comforts and utility made our stay so enjoyable. Thank you!"
Grand Blanc Mountain Home

Refurbished waterfront 1950s cabin with sauna, firepit, grill & kayaks - dogs ok

7.8 out of 10, Good, (14)
"We had a very nice stay cabin met all our needs"
Refurbished waterfront 1950s cabin with sauna, firepit, grill & kayaks - dogs ok

Great Place for a Family Retreat! Sleeps 10

9.6 out of 10, Exceptional, (13)
"Nice clean property close to everything."
Great Place for a Family Retreat! Sleeps 10

Welcome to The Bear's Den! Dog friendly and 5 minutes to Pleasant Mountain!

10.0 out of 10, Exceptional, (33)
"Sindi and Doug were excellent hosts! The property was extremely clean, welcoming and full stocked with everything needed for a ski weekend!"
Welcome to The Bear's Den! Dog friendly and 5 minutes to Pleasant Mountain!

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

9.4 out of 10, Exceptional, (88)
"The setting was absolutely beautiful. Shawn was extremely responsive and went out of his away to be accommodating. Would highly recommend!"
Escape to Serenity: Your Private Maine Lakefront Awaits at Little Sebago Lookout

Condo at Pleasant Mountain

9.8 out of 10, Exceptional, (20)
"Loved this property, will book again."
Condo at Pleasant Mountain

4 Bedroom Lake House with Sandy Entrance & Boat Dock

9.6 out of 10, Exceptional, (14)
"Nice property with ammenities provided. We enjoyed our stay."
The price is AU$1,293
includes taxes & fees
17 Sept - 18 Sept
4 Bedroom Lake House with Sandy Entrance & Boat Dock

Sunny Waterfront Family Friendly Little Sebago Home

10.0 out of 10, Exceptional, (72)
"Great property and great hosts for a vacation stay. "
Sunny Waterfront Family Friendly Little Sebago Home

The Lookout on Pettingill Pond - waterfront house, 5 min from Sebago Lake!

9.4 out of 10, Exceptional, (6)
"The house was beautiful and the lake is gorgeous. The morning views of the sun on the lake were stunning. The house was very clean and well stocked. We were a bit disappointed that the hot tub was a little run down, and there were swarms of insects under the cover so we couldn’t go in. But the pool table and game machine made up for it. Glenn was very communicative. A storm knocked out our power for a bit and caused some water pooling in the basement. Glenn was reachable immediately and...
The Lookout on Pettingill Pond - waterfront house, 5 min from Sebago Lake!

COZY,Newly renovated,West Shores ,short walk to Nasons Beach 🏖🏠

9.6 out of 10, Exceptional, (83)
"Overall we had a great stay! The water is super close, the cottage is clean, comfy and cozy and has everything you need. We enjoyed fires at night and morning coffee on the hammock. Great communication as well. "
COZY,Newly renovated,West Shores ,short walk to Nasons Beach 🏖🏠

GREAT Newly Renovated Sebago Lake- short walk to Nason`s beach🏠🏖🚗

9.8 out of 10, Exceptional, (79)
"Clean and well equipped property with a convenient location to Nassan Beach. Comfortable stay and my family had a great time. Would recommend to others."
GREAT Newly Renovated Sebago Lake- short walk to Nason`s beach🏠🏖🚗

Stand alone waterfront rustic cabin!

10.0 out of 10, Exceptional, (50)
"Beautiful property, nice and quiet"
Stand alone waterfront rustic cabin!

Waterfront Maine cottage! Next to Sebago Lake State Park!

9.4 out of 10, Exceptional, (28)
"We had a great stay! Thank you very much for a great vacation!"
Waterfront Maine cottage! Next to Sebago Lake State Park!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Hillside Hotel Reviews

Find out more about Hillside

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$864 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?

Serenity - Stunning Sebago Lake scenery: 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 5 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 garden and a selection of games.

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 Brandy 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.