Hillside Holiday Rentals

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Holiday Rentals in Hillside

Charming private 3-bedroom on 3 acres in Sebago, Pool, Hot Tub, Large Firepit

The price is AU$1,275
includes taxes & fees
19 Aug - 20 Aug
Charming private 3-bedroom on 3 acres in Sebago, Pool, Hot Tub, Large Firepit

Clean+Modern Cozy A-frame

10.0 out of 10, Exceptional, (9)
"Easy check in, great hosts. Highly recommend!"
The price is AU$583
includes taxes & fees
21 July - 22 July
Clean+Modern Cozy A-frame

THE LILLIPAD.Off-grid A frame. Sebago lake region!

The price is AU$450
includes taxes & fees
22 July - 23 July
THE LILLIPAD.Off-grid A frame. Sebago lake region!

Luxe Lodge in the Woods! With Sauna & Hot tub

10.0 out of 10, Exceptional, (2)
"Beautiful property with everything a family with young kids needs. Especially love the hottub and air hockey table!"
The price is AU$987
includes taxes & fees
27 July - 28 July
Luxe Lodge in the Woods! With Sauna & Hot tub

Manor Suite,cozy newly renovated,downtown & beach

The price is AU$374
includes taxes & fees
21 July - 22 July
Manor Suite,cozy newly renovated,downtown & beach

Lakefront cottage with Private Dock and Kayaks

10.0 out of 10, Exceptional, (2)
"We enjoyed our stay. It met our expectations fully, and the scenery was a bonus."
The price is AU$1,151
includes taxes & fees
28 July - 29 July
Lakefront cottage with Private Dock and Kayaks

Adventure Tower: Family Fun for All Ages!

2.0 star property
9.0 out of 10, Wonderful, (2)
"We arrives a few minutes before our 3pm ck in, the door does not unlock until exactly ck in time. The place was cozy and warm, all the rooms were clean. The only downfall would be if you want privacy it’s not going to happen. The 2nd and 3rd floor are loft style. Rental is better for the winter "
The price is AU$945
includes taxes & fees
28 July - 29 July
Adventure Tower: Family Fun for All Ages!

Entire Modern Chic Home in Windham

10.0 out of 10, Exceptional, (12)
"Everything was great for our family's vacation!"
The price is AU$727
includes taxes & fees
28 July - 29 July
Entire Modern Chic Home in Windham

Mitten Pines Cabin | Hot Tub | Fire Pit | Games

2.0 star property
The price is AU$1,239
includes taxes & fees
21 July - 22 July
Mitten Pines Cabin | Hot Tub | Fire Pit | Games

River Access, hot tub, dogs!

8.0 out of 10, Very good, (1)
"Process was easy. Location was quiet. The “river access” was across the street and fine for launching a boat, but unsuitable for much else. "
The price is AU$927
includes taxes & fees
3 Aug - 4 Aug
River Access, hot tub, dogs!

Couples Villa Retreat w/85” Sony HD 8K TV Pool table New Jacuzzi Spa & Game room

9.8 out of 10, Exceptional, (164)
"We were visiting NH for only a day and was lucky enough to stumble upon this place! The host was very communicative, and everything was top notch! Very close to many mountains. Food locally was AMAZING. The hot tub and game room were great. HIGHLY RECOMMEND!"
The price is AU$723
includes taxes & fees
20 July - 21 July
Couples Villa Retreat w/85” Sony HD 8K TV Pool table New Jacuzzi Spa & Game room

Perfect Maine Getaway - Waterfront w Sauna and Kayaks

2.0 star property
10.0 out of 10, Exceptional, (2)
"The fishing was fantastic. The house is cozy and inviting. The property owners were very nice and made sure our stay was pleasant. Loved the lake!"
The price is AU$1,721
includes taxes & fees
10 Aug - 11 Aug
Perfect Maine Getaway - Waterfront w Sauna and Kayaks

Relaxing A-Frame with Hot Tub and Lake Access

The price is AU$1,318
includes taxes & fees
17 Aug - 18 Aug
Relaxing A-Frame with Hot Tub and Lake Access

Camp Conway | Hot Tub | AC | New Kitchen | Deck

The price is AU$728
includes taxes & fees
29 July - 30 July
Camp Conway | Hot Tub | AC | New Kitchen | Deck

River’s Ranch

The price is AU$1,388
includes taxes & fees
22 July - 23 July
River’s Ranch

ANY BIG PARTY!!!!

6.0 out of 10, (1)
The price is AU$2,183
includes taxes & fees
28 July - 29 July
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

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?

Expansive Retreat - All-Season Contemporary Farmhouse [Lakes & Mountains]: This holiday home rental outside of Hillside is located in a rural location, and has a balcony, a selection of games 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. You and your friends and family can relax into your holiday with amenities such as 1 hot tub.

How many holiday rentals are there in Hillside?

Choose from 350 Expedia holiday rentals in Hillside for a memorable 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 Brandy Pond 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.