Hillside Holiday Rentals

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Holiday Rentals in Hillside

Pond And Pine
2.0 star property
10.0 out of 10, Exceptional, (3)
"definitely will return place beautiful and peaceful "
United States
Lynda
The price is AU$575
includes taxes & fees
23 Oct - 24 Oct
Pond And Pine
Spring into Summer at Turtle Lane Cottage
10.0 out of 10, Exceptional, (3)
"Accurately advertised! Very clean and super easy check in. Was the perfect stay for our overnight getaway! Would stay again for sure! Views were beautiful too!"
United States
Samantha M.
The price is AU$497
includes taxes & fees
26 Oct - 27 Oct
Spring into Summer at Turtle Lane Cottage
Waterfront Access with Kayaks, Private Deck and a Firepit
2.0 star property
10.0 out of 10, Exceptional, (3)
" The place was wonderful!! Very peaceful and beautiful!! "
United States
Anonymous traveller
The price is AU$974
includes taxes & fees
22 Oct - 23 Oct
Waterfront Access with Kayaks, Private Deck and a Firepit
THE LILLIPAD.Off-grid A frame. Sebago lake region!
9.6 out of 10, Exceptional, (5)
The price is AU$280
includes taxes & fees
10 Nov - 11 Nov
THE LILLIPAD.Off-grid A frame. Sebago lake region!
Manor Suite,cozy newly renovated,downtown & beach
10.0 out of 10, Exceptional, (1)
"Property was very clean! it had everything you needed right there! "
United States
Lisa
The price is AU$248
includes taxes & fees
5 Nov - 6 Nov
Manor Suite,cozy newly renovated,downtown & beach
Rufus III Yurt on the river
9.8 out of 10, Exceptional, (8)
"We enjoyed our stay very much!"
United States
Sandy D.
The price is AU$289
includes taxes & fees
22 Oct - 23 Oct
Rufus III Yurt on the river
A Cozy A-Frame Escape with Hot Tub
10.0 out of 10, Exceptional, (1)
"Do you want a modern way of being outdoors but hate camping? Then look no further than this excellent new cabin on a pond! As soon as you pull up to your cabin you will say things like omg, wow, holy crap and best decision ever! Not only does the outside of the cabin looks the inside is even better! Bonus there is a hot tub on the deck! It is also in a perfect location to explore the surrounding towns and lakes. Highly recommend booking here. Thank you, Pine & Pond!!"
United States
Jessica R.
The price is AU$582
includes taxes & fees
31 Oct - 1 Nov
A Cozy A-Frame Escape with Hot Tub
Relaxing A-Frame with Hot Tub and Lake Access
10.0 out of 10, Exceptional, (2)
"Great house, we had a wonderful time!"
United States
Alex F.
The price is AU$720
includes taxes & fees
22 Oct - 23 Oct
Relaxing A-Frame with Hot Tub and Lake Access
Ava Jade yurt nestled in the woods of Brownfield, Maine
10.0 out of 10, Exceptional, (14)
"The ava jade yurt was a great spot to unwind. It had everything we needed, was clean, and very comfy in the winter weather. Communication was good and the check-in and check-out processes were easy. "
United States
Sean M.
The price is AU$254
includes taxes & fees
23 Oct - 24 Oct
Ava Jade yurt nestled in the woods of Brownfield, Maine
Clean+Modern Cozy A-frame
10.0 out of 10, Exceptional, (10)
"Easy check in, great hosts. Highly recommend!"
United States
Thomas S.
The price is AU$569
includes taxes & fees
23 Oct - 24 Oct
Clean+Modern Cozy A-frame
Dream Lakefront Modern Cabin
10.0 out of 10, Exceptional, (11)
"This was a beautiful property! Very clean and relaxing! "
United States
Mary G.
The price is AU$689
includes taxes & fees
22 Oct - 23 Oct
Dream Lakefront Modern Cabin
Allie Mae Yurt nestled in the woods
10.0 out of 10, Exceptional, (21)
"we stayed for 2 nights here during july, the cabin was super cozy, easy to find, and the battery pack to the fan was our favorite part haha. hopefully get to visit again in the winter!"
United States
Jason C.
The price is AU$271
includes taxes & fees
22 Oct - 23 Oct
Allie Mae Yurt nestled in the woods
Lakefront haven near Pleasant Mt-central location-25 mi. to N.Conway
10.0 out of 10, Exceptional, (54)
"It was a quick weekend trip, but the house was very comfortable and close to the town of Bridgton. Check in/out was extremely easy and communication with the host was seamless. The house isn't right on the water, but there are still nice lake-views and a short walk down to the shared beach access."
United States
Eileen D.
The price is AU$536
includes taxes & fees
12 Nov - 13 Nov
Lakefront haven near Pleasant Mt-central location-25 mi. to N.Conway
Barn on Pleasant-<br>walk to town <br>NO EXTRA FEES
10.0 out of 10, Exceptional, (15)
"It was a cozy and comfortable spot for a quick trip to Bridgton - wish I could have stayed longer!"
United States
Karen Y.
The price is AU$304
includes taxes & fees
23 Oct - 24 Oct
Barn on Pleasant-<br>walk to town <br>NO EXTRA FEES
5 Bedroom Lake House + Guest House with Hot Tub & Sauna!
10.0 out of 10, Exceptional, (14)
"Great family and friends ice fishing getaway. Will definitely try and get there again for an ice fishing or summer vacation. Perfect size house and the hot tub a bonus. "
United States
Brian B.
The price is AU$1,167
includes taxes & fees
26 Oct - 27 Oct
5 Bedroom Lake House + Guest House with Hot Tub & Sauna!
Location⭐️⭐️Lake Access, Sebago Cove, Screen Porch, Fire Pit, Downtown 2.7miles!
10.0 out of 10, Exceptional, (6)
"Great stay, easy check-in, beautiful little home!"
United States
Heidi H.
The price is AU$596
includes taxes & fees
3 Nov - 4 Nov
Location⭐️⭐️Lake Access, Sebago Cove, Screen Porch, Fire Pit, Downtown 2.7miles!
A-Frame Hot tub Retreat - Firepit, Grill, EV & Dog Friendly, Close to N. Conway.
9.4 out of 10, Exceptional, (8)
"Cute A frame in a quiet setting. Very clean, easy check-in, excellent communication. Hot tub was clean and hot! I will be staying here again."
United States
A D.
A-Frame Hot tub Retreat - Firepit, Grill, EV & Dog Friendly, Close to N. Conway.
Artsy Woodland Group Hideaway Cabin!
8.4 out of 10, Very good, (6)
"It's not the most modern place but it is a good value, has what you need and is in a beautiful setting "
United States
Dan F.
The price is AU$816
includes taxes & fees
22 Oct - 23 Oct
Artsy Woodland Group Hideaway Cabin!
Couples Villa Retreat w/85” Sony HD 8K TV Pool table New Jacuzzi Spa & Game room
9.8 out of 10, Exceptional, (171)
"Great place, location."
United States
Jonathan N.
The price is AU$808
includes taxes & fees
22 Oct - 23 Oct
Couples Villa Retreat w/85” Sony HD 8K TV Pool table New Jacuzzi Spa & Game room
Camp Conway | Hot Tub | A-Frame | Foliage Cabin
The price is AU$665
includes taxes & fees
22 Oct - 23 Oct
Camp Conway | Hot Tub | A-Frame | Foliage Cabin
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$254 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?

Private Lakefront Estate with 180 Degree Views: This holiday home rental outside of Hillside offers a fireplace, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 6 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 Sebago Lake State Park.

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.