Short-Term Rentals in Hillside, ME: Compare 10+ Sites & Save

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158 Best Short-Term Rentals in Hillside (Starting from $124)

MOOSEY ON INN LIMIT 8 cottage
MOOSEY ON INN LIMIT 8 cottage
House
Hillside, ME, USA
2.1k from Hillside center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

2 Bedrooms8 Guests
New to Booking
$310
Average price / night
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Secluded Waterfront Cottage on Peabody Pond – Perfect Maine Escape
Secluded Waterfront Cottage on Peabody Pond – Perfect Maine Escape
Cottage
Sebago, ME, 04029, United States
1.9k from Hillside center

Barbecue, Fireplace, Free Parking, Internet, Kitchen, Living Area, Microwave, No Smoking, Outdoor Grill

1 Bedroom4 Guests
9.2

Superb

10 reviews

$323
Average price / night
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Waterfront Denmark Complex with Dock on 12 Acres!
Waterfront Denmark Complex with Dock on 12 Acres!
House
Denmark, ME, USA
3.7k from Hillside center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

4 Bedrooms8 Guests
New to Booking
$285
Average price / night
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Shorefront Peabody Pond
Shorefront Peabody Pond
Cottage
Sebago, ME, 04029, United States
2.1k from Hillside center

Free Parking, Internet, Kitchen, Living Area, Microwave, No Smoking, Outdoor Space, Patio, TV

2 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$384
Average price / night
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MAINE PINES LMIT 8 home
MAINE PINES LMIT 8 home
House
Denmark, ME, USA
3.7k from Hillside center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay, Lake houses

4 Bedrooms8 Guests
New to Booking
$322
Average price / night
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Enjoy fabulous four season fun on Hancock Pond
Enjoy fabulous four season fun on Hancock Pond
House
Denmark, ME, 04022, United States
2.5k from Hillside center

AC, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

3 Bedrooms8 Guests
10.0

Exceptional

53 reviews

$457
Average price / night
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4 Mi to Long Lake! Secluded Haven with Fenced Yard
4 Mi to Long Lake! Secluded Haven with Fenced Yard
House
Naples, ME, USA
4.7k from Hillside center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

1 Bedroom6 Guests
New to Booking
$292
Average price / night
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Cozy Mountain Home / close to ski mountain + lakes
Cozy Mountain Home / close to ski mountain + lakes
House
Bridgton, ME, 04009, United States
2.7k from Hillside center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms8 Guests
New to Booking
$456
Average price / night
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WATER'S EDGE LIMIT 8 cottage
WATER'S EDGE LIMIT 8 cottage
House
Naples, ME, USA
7.8k from Hillside center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Beach, Places to stay

4 Bedrooms8 Guests
New to Booking
$433
Average price / night
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Ski Shawnee Peak & Sunday River, beautifully newly renovated vacation home.
Ski Shawnee Peak & Sunday River, beautifully newly renovated vacation home.
House
Sebago, ME, 04029, United States
2.7k from Hillside center

Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

3 Bedrooms8 Guests
9.4

Superb

27 reviews

$285
Average price / night
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Denmark Waterfront Cabin with Dock and Charcoal Grill!
Denmark Waterfront Cabin with Dock and Charcoal Grill!
House
Denmark, ME, USA
7.9k from Hillside center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

3 Bedrooms6 Guests
New to Booking
$124
Average price / night
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Bear Trap - A Magical Place in all Seasons
Bear Trap - A Magical Place in all Seasons
House
Bridgton, ME, 04009, United States
2.8k from Hillside center

Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

3 Bedrooms2 Guests
9.8

Exceptional

12 reviews

$144
Average price / night
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Lakefront Moose Pond Retreat
Lakefront Moose Pond Retreat
House
Denmark, ME, USA
8.0k from Hillside center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Family

1 Bedroom16 Guests
10.0

Exceptional

1 reviews

$429
Average price / night
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WATERFRONT ON PERLEY POND
WATERFRONT ON PERLEY POND
House
Denmark, ME, 04022, United States
3.2k from Hillside center

Arcade, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry

4 Bedrooms14 Guests
New to Booking
$1291
Average price / night
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Cozy Cabin
Cozy Cabin
House
Naples, ME, USA
8.0k from Hillside center

Accommodations, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

1 Bedroom2 Guests
5.3

Review score

3 reviews

$146
Average price / night
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Secluded lakefront cottage with private beach LAKES REGION, DENMARK MAINE
Secluded lakefront cottage with private beach LAKES REGION, DENMARK MAINE
Cottage
Denmark, ME, 04022, United States
3.2k from Hillside center

Fireplace, Internet, Kitchen, Living Area, Microwave, No Smoking, Patio, Toys

2 Bedrooms6 Guests
9.8

Exceptional

18 reviews

$236
Average price / night
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Quaint Naples Cottage Walk to Trickey Pond and Cove
Quaint Naples Cottage Walk to Trickey Pond and Cove
House
Naples, ME, USA
8.2k from Hillside center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

1 Bedroom4 Guests
5.8

Review score

5 reviews

$235
Average price / night
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Holiday Cove
Holiday Cove
House
Naples, ME, USA
8.2k from Hillside center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals, Places to stay

3 Bedrooms8 Guests
7.5

Good

2 reviews

$170
Average price / night
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Vacationland Retreat Lake House w/private dock near Pleasant Mnt Cranmore Sebago
Vacationland Retreat Lake House w/private dock near Pleasant Mnt Cranmore Sebago
House
Denmark, ME, 02044, United States
3.5k from Hillside center

AC, Arcade, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Internet

3 Bedrooms9 Guests
10.0

Exceptional

28 reviews

$310
Average price / night
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Serenity on Trickey Cove
Serenity on Trickey Cove
House
Naples, ME, USA
8.4k from Hillside center

Accommodations, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

2 Bedrooms4 Guests
New to Booking
$640
Average price / night
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Knotty pine log cabin - boating, fishing, ATV trails and hiking!
Knotty pine log cabin - boating, fishing, ATV trails and hiking!
Cabin
Denmark, ME, 04022, United States
3.6k from Hillside center

AC, Barbecue, Fireplace, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave

3 Bedrooms6 Guests
9.8

Exceptional

19 reviews

$225
Average price / night
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Waterfront Denmark Complex w/ Dock on 12 Acres!
Waterfront Denmark Complex w/ Dock on 12 Acres!
Cottage
Denmark, ME, 04022, United States
3.7k from Hillside center

Barbecue, Dryer, Extra Bed, Free Parking, Kitchen, Laundry, Microwave, No Smoking, Outdoor Grill

4 Bedrooms8 Guests
10.0

Exceptional

16 reviews

$429
Average price / night
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Remodeled Home just steps away from Handcock Pond
Remodeled Home just steps away from Handcock Pond
House
Denmark, ME, 04084, United States
3.7k from Hillside center

Free Parking, Internet, Kitchen, Living Area, Microwave, No Smoking, Outdoor Space, Patio, TV

4 Bedrooms8 Guests
9.8

Exceptional

13 reviews

$376
Average price / night
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Modern Renovated Farmhouse • Peaceful Winter Stay
Modern Renovated Farmhouse • Peaceful Winter Stay
House
Bridgton, ME, 04009, United States
4.3k from Hillside center

AC, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

2 Bedrooms4 Guests
10.0

Exceptional

6 reviews

$214
Average price / night
Check Availability
Dock + Fire Pit: Secluded Cottage in Denmark
Dock + Fire Pit: Secluded Cottage in Denmark
Cottage
Denmark, ME, 04022, United States
4.4k from Hillside center

AC, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Kitchen, Laundry

3 Bedrooms8 Guests
8.8

Fabulous

3 reviews

$479
Average price / night
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Beautiful Lakefront near Pleasant Mountain -sleeps 9+
Beautiful Lakefront near Pleasant Mountain -sleeps 9+
House
Denmark, ME, 04022, United States
4.6k from Hillside center

Arcade, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

3 Bedrooms12 Guests
9.8

Exceptional

41 reviews

$386
Average price / night
Check Availability
4 Mi to Long Lake! Secluded Haven w/ Fenced Yard
4 Mi to Long Lake! Secluded Haven w/ Fenced Yard
House
Naples, ME, 04055, United States
4.7k from Hillside center

Barbecue, Dryer, Free Parking, Heater, Kitchen, Microwave, No Smoking, Outdoor Space, Patio

3 Bedrooms6 Guests
New to Booking
$257
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Short-Term Rentals in Hillside.

Hillside Short-Term Rentals on the Map

Frequently Asked Questions

You can explore 158 verified short-term rentals in Hillside, including apartments, houses, and furnished stays suitable for both travel and temporary living.

Short-term rental prices in Hillside vary depending on location, property size, and travel dates. Rates typically start from around $124 per night, with higher prices for premium properties or peak seasons.

Many short-term rentals in Hillside include Wi-Fi, making them suitable for remote work. Some listings also provide dedicated workspaces, but it is recommended to check property details for specific features.

Booking 30 to 45 days in advance is generally recommended for the best availability. For peak travel periods or major events in Hillside, booking earlier can help secure better options.

In many cases, utilities such as electricity, water, and internet are included in the rental price. However, this can vary by property, so it is important to review the listing details before booking.

Short-term rentals in Hillside often include amenities such as Internet, Barbecue/Outdoor Cooking, and Balcony/Terrace, providing a comfortable and convenient stay.

Short-term rentals in Hillside are often used for flexible stays, including work trips or temporary housing, while vacation rentals are typically geared toward leisure stays in tourist areas. Both offer furnished, home-like accommodations.