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Hillside Holiday Rentals

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Check prices for these dates

In two weeks
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sept - 20 Sept
In four months
16 Oct - 18 Oct

Our top choices for Hillside holiday rentals

TV

Spacious Family Home w/ Long Lake Access

Spacious Family Home w/ Long Lake Access
Naples
The price is HK$5,088
HK$9,606 total
includes taxes & fees
25 Jul - 26 Jul
Spacious Family Home w/ Long Lake Access
TV, books, stereo

Artsy Woodland Group Hideaway Cabin!

Artsy Woodland Group Hideaway Cabin!
Parsonsfield
8.4 out of 10, Very good, (6 reviews)
"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 HK$2,999
HK$4,106 total
includes taxes & fees
9 Jul - 10 Jul
Artsy Woodland Group Hideaway Cabin!
Property grounds

Secluded A-Frame Cabin Near Ponds Oxford

Secluded A-Frame Cabin Near Ponds Oxford
Oxford
The price is HK$1,952
HK$3,401 total
includes taxes & fees
1 Jul - 2 Jul
Secluded A-Frame Cabin Near Ponds Oxford
Interior

Dock & Beach Access! Waterfront Home on Kezar Lake

Dock & Beach Access! Waterfront Home on Kezar Lake
3.0 star property
Lovell
Dock & Beach Access! Waterfront Home on Kezar Lake
Property grounds

Glamping A-Frame Cabin with Cold Plunge + Hot Tub

Glamping A-Frame Cabin with Cold Plunge + Hot Tub
Oxford
The price is HK$1,952
HK$3,401 total
includes taxes & fees
12 Jul - 13 Jul
Glamping A-Frame Cabin with Cold Plunge + Hot Tub
Property grounds

Newly renovated Long Lake Cottage in Bridgton w dock 4 boat. Kayaks/PaddleBoard

Newly renovated Long Lake Cottage in Bridgton w dock 4 boat. Kayaks/PaddleBoard
Bridgton
10.0 out of 10, Exceptional, (45 reviews)
"We had a wonderful weekend stay at Cosmo’s Cottage. Julia and Tony went above and beyond to make sure we were comfortable and had everything needed to enjoy our stay. The location on the lake is perfect and accommodations were even better than expected. We will definitely be coming back! "
United States
Tyler S.
The price is HK$3,332
HK$6,050 total
includes taxes & fees
24 Jul - 25 Jul
Newly renovated Long Lake Cottage in Bridgton w dock 4 boat. Kayaks/PaddleBoard
Property grounds

Modern Glamping Cabin with Hot tub

Modern Glamping Cabin with Hot tub
Oxford
The price is HK$1,913
HK$3,350 total
includes taxes & fees
7 Jul - 8 Jul
Modern Glamping Cabin with Hot tub
1 bedroom, desk, free WiFi, bed sheets

Ultra Private, Crooked Reflections, Riverside Retreat, Hot Tub, Waterfront Glass

Ultra Private, Crooked Reflections, Riverside Retreat, Hot Tub, Waterfront Glass
Norway
10.0 out of 10, Exceptional, (8 reviews)
"Such a great and cozy few days away from reality, highly recommend this warm, home away from home kind of place!"
United States
Elizabeth S.
The price is HK$3,763
HK$6,153 total
includes taxes & fees
30 Jun - 1 Jul
Ultra Private, Crooked Reflections, Riverside Retreat, Hot Tub, Waterfront Glass
Exterior detail

1 bedroom cottage with queen bed and 2 person whirlpool tub.

1 bedroom cottage with queen bed and 2 person whirlpool tub.
Norway
The price is HK$1,200
HK$1,496 total
includes taxes & fees
28 Jun - 29 Jun
1 bedroom cottage with queen bed and 2 person whirlpool tub.
Property grounds

Lakefront cabin on Brandy Pond with dock, deck, firepit, kayaks & paddleboard

Lakefront cabin on Brandy Pond with dock, deck, firepit, kayaks & paddleboard
Naples
9.2 out of 10, Wonderful, (55 reviews)
"Amazing location! Cabin was perfect! Had such a wonderful time. "
United States
Jillene F.
The price is HK$3,367
HK$7,268 total
includes taxes & fees
16 Jul - 17 Jul
Lakefront cabin on Brandy Pond with dock, deck, firepit, kayaks & paddleboard
Exterior

Lakefront Log Home 12 feet Away from Lake

Lakefront Log Home 12 feet Away from Lake
Bridgton
10.0 out of 10, Exceptional, (64 reviews)
"great commication and amazing cabin "
United States
Matthew A.
The price is HK$4,089
HK$5,756 total
includes taxes & fees
29 Jun - 30 Jun
Lakefront Log Home 12 feet Away from Lake
Exterior

Waterfront 4 Bedroom 2 Bath on Barker Pond in Sebago

Waterfront 4 Bedroom 2 Bath on Barker Pond in Sebago
Sebago
Waterfront 4 Bedroom 2 Bath on Barker Pond in Sebago
Outdoor spa tub

Cedar🏡 Waterfront💦 Hot tub🔥 Pool🎱 Privacy 🕵️

Cedar🏡 Waterfront💦 Hot tub🔥 Pool🎱 Privacy 🕵️
Norway
9.6 out of 10, Exceptional, (18 reviews)
"Wonderful spot!!! The host was so helpful "
United States
Sue W.
The price is HK$5,880
HK$8,785 total
includes taxes & fees
16 Jul - 17 Jul
Cedar🏡 Waterfront💦 Hot tub🔥 Pool🎱 Privacy 🕵️
Interior

Stay on Historic Estate! Quiet Limerick Escape

Stay on Historic Estate! Quiet Limerick Escape
3.0 star property
Limerick
The price is HK$1,247
HK$2,326 total
includes taxes & fees
9 Jul - 10 Jul
Stay on Historic Estate! Quiet Limerick Escape
Outdoor dining

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

THE LILLIPAD.Off-grid A frame. Sebago lake region!
Standish
9.8 out of 10, Exceptional, (9 reviews)
"Great view of the pond and nice accommodations for a single guest."
United States
Brian M.
The price is HK$1,835
HK$2,265 total
includes taxes & fees
12 Jul - 13 Jul
THE LILLIPAD.Off-grid A frame. Sebago lake region!
TV, fireplace

Little Acorn Landing

Little Acorn Landing
Norway
The price is HK$1,333
HK$1,666 total
includes taxes & fees
28 Jun - 29 Jun
Little Acorn Landing
Dining

ANY BIG PARTY!!!!

ANY BIG PARTY!!!!
Standish
8.0 out of 10, Very good, (2 reviews)
"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 HK$5,645
HK$12,809 total
includes taxes & fees
2 Jul - 3 Jul
ANY BIG PARTY!!!!
Terrace/patio

LUX Designer Private Waterfront Crooked River SEBAGO - GLASS WALLS - Huge Yard

LUX Designer Private Waterfront Crooked River SEBAGO - GLASS WALLS - Huge Yard
Naples
10.0 out of 10, Exceptional, (5 reviews)
"Fantastic home! We had a great time here and look forward to booking again."
United States
Gina P.
The price is HK$3,920
HK$6,350 total
includes taxes & fees
29 Jun - 30 Jun
LUX Designer Private Waterfront Crooked River SEBAGO - GLASS WALLS - Huge Yard
Fridge, microwave, oven, stovetop

Waterfront Access with Kayaks, Private Deck and a Firepit

Waterfront Access with Kayaks, Private Deck and a Firepit
Gray
9.6 out of 10, Exceptional, (5 reviews)
" The place was wonderful!! Very peaceful and beautiful!! "
United States
Anonymous traveller
The price is HK$2,940
HK$7,864 total
includes taxes & fees
30 Jun - 1 Jul
Waterfront Access with Kayaks, Private Deck and a Firepit
Outdoor dining

Peaceful 2-bedroom apartment In updated farmhouse!

Peaceful 2-bedroom apartment In updated farmhouse!
Lovell
10.0 out of 10, Exceptional, (1 review)
"Great spot for a short stay right down the road from Kezar Lake. If you’re taller than 6’4”, just watch your head"
United States
Seth
The price is HK$1,277
HK$1,828 total
includes taxes & fees
28 Jun - 29 Jun
Peaceful 2-bedroom apartment In updated farmhouse!
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

Hampton Inn Oxford

Hampton Inn Oxford

10/10 Excellent
"Everything was clean, and breakfast and pool were excellent"
Angela 3-night trip
Posted 18 hours ago
Hampton Inn Oxford

Find out more about Hillside

Search for holiday rentals in Hillside on Expedia! You can easily find your home rentals, villas, holiday apartments in Hillside using one of the methods below:

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Look no further and take a look at our great range of rental properties in Hillside!

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 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.