Hillside Holiday Rentals

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Holiday Rentals in Hillside

Cabin in Bridgton

10.0 out of 10, Exceptional, (63)
"great commication and amazing cabin "
United States
Matthew A.
The price is AU$848
includes taxes & fees
9 Dec - 10 Dec
Lakefront Log Home 12 feet Away from Lake

Holiday Home in Eaton

9.6 out of 10, Exceptional, (99)
"Overall fantastic property! the view from the porch was incredible and the house was beautiful. Sadly Wi-Fi was out all weekend but didn't mind being unplugged. "
United States
Charles W.
Grand Blanc Mountain Home

Holiday Home in Raymond

10.0 out of 10, Exceptional, (7)
"This was a fabulous property in perfect location. The house and grounds were amazing. It was a sensational week."
United States
Brian C.
Private Lakefront Estate with 180 Degree Views

Cabin in Raymond

10.0 out of 10, Exceptional, (48)
"We loved this cabin! A stone throw from the lake. Private and quiet. "
United States
Kathy K.
Sebago Lake Cottage on Raymond Cape

Cabin in Standish

9.8 out of 10, Exceptional, (7)
"Great view of the pond and nice accommodations for a single guest."
United States
Brian M.
THE LILLIPAD.Off-grid A frame. Sebago lake region!

Cabin in Naples

10.0 out of 10, Exceptional, (313)
"Perfect waterfront property. Not far from all the action in town. Has all the needed amenities to make this a memorable vacation we won't forget. "
United States
Owen E.
Romantic getaway for 2 PEAK fall foliage!!!

Holiday Home in Poland

9.8 out of 10, Exceptional, (15)
"Great location on Thompson lake! Nice dock and swim platform plus sandy beach area. "
United States
Julie W.
Waterfront, dog-friendly home on 12+ acres with dock, hot tub & sunset views

Cottage in North Sebago

9.8 out of 10, Exceptional, (84)
"Wonderful stay at the camp. Very clean and looked exactly like the pictures. Super close to Nason’s beach. Highly recommend this property. "
United States
Kerry M.
GREAT Newly Renovated Sebago Lake- short walk to Nason`s beach🏠🏖🚗

Holiday Home in West Bridgton

2.0 star property
10.0 out of 10, Exceptional, (5)
"This beautiful property was clean, comfortable, and well accommodated. The kitchen was very well equipped. Check in/out was easy. A couple of suggestions:Beach towels for summer time guests Hangers in the closets "
United States
Meg K.
Unwind at Our Beautiful Sanctuary | Scenic Views by RedAwning

Holiday Home in Fryeburg

9.8 out of 10, Exceptional, (64)
"Great stay"
United States
pam l.
Three-story Canadian Lighthouse

Holiday Home in Casco

10.0 out of 10, Exceptional, (50)
"Beautiful and clean, all the amenities!!! "
United States
tina b.
Serenity - Stunning Sebago Lake scenery

Holiday Home in West Bridgton

10.0 out of 10, Exceptional, (38)
"This was a great place to stay. Clean, well stocked and comfortable. We will stay here again "
United States
Suzi G.
Welcome to The Bear's Den! Dog friendly and 5 minutes to Pleasant Mountain!

Holiday Home in Conway

10.0 out of 10, Exceptional, (26)
"Top notch!The location and access to the river was thr intial draw, but the home itself is gorgeous and comfortable."
United States
Brooke C.
Saco River Farmhouse, Riverfront Getaway in Conway! 10 Mins to Downtown!

Holiday Home in Conway

9.8 out of 10, Exceptional, (172)
"Great place, location."
United States
Jonathan N.
The price is AU$786
includes taxes & fees
19 Dec - 20 Dec
Couples Villa Retreat w/85” Sony HD 8K TV Pool table New Jacuzzi Spa & Game room

Cottage in Standish

8.6 out of 10, Excellent, (21)
"Beautiful cabin in a super scenic location, clean and cozy and the air conditioning was a huge plus for the hot days"
United States
Amelia E.
Dog-Friendly Lakefront Cottage w/Lake Access, Deck, Gas Grill, A/C

Cottage in Gray

9.4 out of 10, Exceptional, (92)
"Wonderful place to getaway "
United States
David A.
Escape to Serenity: Your Private Maine Lakefront Awaits at Little Sebago Lookout

Condo in Bridgton

9.8 out of 10, Exceptional, (21)
"Great place to stay! Quiet and comfortable, very clean. The host was very helpful."
United States
Christiane S.
Condo at Pleasant Mountain

Holiday Home in Bridgton

9.6 out of 10, Exceptional, (18)
"Wonderful house for an extended family gathering. Gourmet kitchen allowed us the make delectable meals together. Outdoor patio is lovely. Beds are very comfortable. Air conditioning works well. Would definitely return."
United States
Sally D.
Njoy Luxury - MUST experience this exclusive and stunning lakeview home

Holiday Home in Raymond

10.0 out of 10, Exceptional, (12)
"Nice place right near the marina "
United States
zachary p.
Beautiful home with 150ft sandy beach and private boat launch on Big Sebago!!!!!

Holiday Home in Standish

8.0 out of 10, Very good, (2)
"Beautiful property, spacious, plenty of beds and super easy to get to the lake. Owner was very responsive throughout the process."
United States
Logan R.
The price is AU$2,433
includes taxes & fees
11 Dec - 12 Dec
ANY BIG PARTY!!!!
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

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$786 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?

Couples Villa Retreat w/85” Sony HD 8K TV Pool table New Jacuzzi Spa & Game room: This holiday home rental outside of Hillside is located in the city centre, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

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 Lake State Park and Long Lake.

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.