Hillside Vacation Rentals

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Nov 2 - Nov 3
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Nov 3 - Nov 4
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Nov 7 - Nov 9
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Nov 14 - Nov 16

Vacation Rentals in Hillside

Smart TV, fireplace
Spring into Summer at Turtle Lane Cottage
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 ￥27,564
￥49,012 total
includes taxes & fees
Nov 3 - Nov 4
Spring into Summer at Turtle Lane Cottage
Exterior
Relaxing A-Frame with Hot Tub and Lake Access
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 ￥21,174
￥64,707 total
includes taxes & fees
Nov 3 - Nov 4
Relaxing A-Frame with Hot Tub and Lake Access
Outdoor dining
Waterfront Access with Kayaks, Private Deck and a Firepit
Waterfront Access with Kayaks, Private Deck and a Firepit
2.0 star property
10.0 out of 10, Exceptional, (3)
"Comfortably fit the eight of us who stayed for a family wedding."
United States
Jason G.
The price is ￥27,564
￥95,460 total
includes taxes & fees
Nov 24 - Nov 25
Waterfront Access with Kayaks, Private Deck and a Firepit
Property grounds
THE LILLIPAD.Off-grid A frame. Sebago lake region!
THE LILLIPAD.Off-grid A frame. Sebago lake region!
9.6 out of 10, Exceptional, (5)
The price is ￥22,329
￥27,696 total
includes taxes & fees
Nov 27 - Nov 28
THE LILLIPAD.Off-grid A frame. Sebago lake region!
Fridge, microwave, oven, stovetop
Dream Lakefront Modern Cabin
Dream Lakefront Modern Cabin
10.0 out of 10, Exceptional, (11)
"We had an excellent week, check in process was easy, had a couple issues and Peter was right there to answer. The family had a great time on the water and made friends with some ducklings. Would recommend this home.."
United States
Tina S.
The price is ￥23,099
￥64,958 total
includes taxes & fees
Dec 1 - Dec 2
Dream Lakefront Modern Cabin
Exterior
Clean+Modern Cozy A-frame
Clean+Modern Cozy A-frame
10.0 out of 10, Exceptional, (11)
"Cute property. Quiet neighborhood. Beautiful location."
United States
Angel H.
The price is ￥23,727
￥56,411 total
includes taxes & fees
Nov 3 - Nov 4
Clean+Modern Cozy A-frame
Property grounds
Rufus III Yurt on the river
Rufus III Yurt on the river
9.8 out of 10, Exceptional, (8)
"We really enjoyed our stay. The location and amenities were ideal. "
United States
richard s.
The price is ￥21,559
￥28,870 total
includes taxes & fees
Nov 3 - Nov 4
Rufus III Yurt on the river
Property grounds
Manor Suite,cozy newly renovated,downtown & beach
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 ￥9,794
￥21,585 total
includes taxes & fees
Nov 3 - Nov 4
Manor Suite,cozy newly renovated,downtown & beach
Dining
Ava Jade yurt nestled in the woods of Brownfield, Maine
Ava Jade yurt nestled in the woods of Brownfield, Maine
10.0 out of 10, Exceptional, (15)
"Very relaxing "
United States
G F.
The price is ￥16,939
￥25,177 total
includes taxes & fees
Nov 3 - Nov 4
Ava Jade yurt nestled in the woods of Brownfield, Maine
Exterior
5 Bedroom Lake House + Guest House with Hot Tub & Sauna!
5 Bedroom Lake House + Guest House with Hot Tub & Sauna!
10.0 out of 10, Exceptional, (14)
"Great property, loved having 2 houses and extra fridge for Thanksgiving. Enough room for everyone to be together or find space. It was cold and snowed once, but we would love to try it in the summer."
United States
Lori H.
The price is ￥34,648
￥111,183 total
includes taxes & fees
Nov 3 - Nov 4
5 Bedroom Lake House + Guest House with Hot Tub & Sauna!
Property grounds
Barn on Pleasant-<br>walk to town <br>NO EXTRA FEES
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 ￥21,020
￥26,270 total
includes taxes & fees
Nov 3 - Nov 4
Barn on Pleasant-<br>walk to town <br>NO EXTRA FEES
Sun loungers, beach towels
Lakefront haven near Pleasant Mt-central location-25 mi. to N.Conway
Lakefront haven near Pleasant Mt-central location-25 mi. to N.Conway
10.0 out of 10, Exceptional, (56)
"The property was even better than the pictures. Comfortable, reasonably spacious with excellent bedroom sizes and furnishings. Very nice lake view from the deck and a very short walk to the shore. We enjoyed swimming, kayaking and fishing during several amazingly nice days. Highly recommend as a great place for lakeside relaxing. Bridgton is small but has some nice restaurants."
United States
Chris H.
The price is ￥20,789
￥54,048 total
includes taxes & fees
Nov 18 - Nov 19
Lakefront haven near Pleasant Mt-central location-25 mi. to N.Conway
Terrace/patio
Allie Mae Yurt nestled in the woods
Allie Mae Yurt nestled in the woods
10.0 out of 10, Exceptional, (21)
"An absolute amazing time .. the peace and serenity we needed "
United States
Jacalyn
The price is ￥18,479
￥26,856 total
includes taxes & fees
Nov 3 - Nov 4
Allie Mae Yurt nestled in the woods
Exterior
Location⭐️⭐️Lake Access, Sebago Cove, Screen Porch, Fire Pit, Downtown 2.7miles!
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 ￥33,108
￥59,587 total
includes taxes & fees
Nov 3 - Nov 4
Location⭐️⭐️Lake Access, Sebago Cove, Screen Porch, Fire Pit, Downtown 2.7miles!
3 bedrooms, desk, iron/ironing board, travel crib
Adventure Tower: Family Fun for All Ages!
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 "
United States
Jeana D.
The price is ￥26,688
￥76,305 total
includes taxes & fees
Nov 6 - Nov 7
Adventure Tower: Family Fun for All Ages!
Property grounds
Luxe Lodge in the Woods! With Sauna & Hot tub
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!"
United States
Anonymous traveler
The price is ￥33,570
￥85,050 total
includes taxes & fees
Nov 6 - Nov 7
Luxe Lodge in the Woods! With Sauna & Hot tub
1 bedroom, desk, free WiFi, bed sheets
Spacious Studio Near Sebago Lake
Spacious Studio Near Sebago Lake
2.0 star property
The price is ￥14,167
￥18,799 total
includes taxes & fees
Nov 3 - Nov 4
Spacious Studio Near Sebago Lake
TV, books, stereo
Artsy Woodland Group Hideaway Cabin!
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 ￥58,901
￥80,988 total
includes taxes & fees
Nov 3 - Nov 4
Artsy Woodland Group Hideaway Cabin!
Outdoor spa tub
Couples Villa Retreat w/85” Sony HD 8K TV Pool table New Jacuzzi Spa & Game room
Couples Villa Retreat w/85” Sony HD 8K TV Pool table New Jacuzzi Spa & Game room
9.8 out of 10, Exceptional, (171)
"We had an amazing stay at this beautiful house in North Conway! The home was spotless, cozy, and perfectly located—close to everything but still peaceful and private. Every detail was thoughtfully taken care of, making it feel like a true home away from home. Paul was a wonderful host—so kind, responsive, and genuinely welcoming. He went above and beyond to make sure our stay was perfect. You can really tell he takes pride in making guests feel comfortable. We can’t wait to come back. Highly...
United States
Justin
The price is ￥41,577
￥80,198 total
includes taxes & fees
Nov 3 - Nov 4
Couples Villa Retreat w/85” Sony HD 8K TV Pool table New Jacuzzi Spa & Game room
Interior
River Access, hot tub, dogs!
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. "
United States
Daniel M.
The price is ￥25,177
￥66,921 total
includes taxes & fees
Dec 2 - Dec 3
River Access, hot tub, dogs!
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
"Was very nice visit for our anniversary "
Deborah 2-night trip
Posted 6 days 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 vacation rentals in Hillside?

Yes, we give you a choice of vacation rentals close to top sights in Hillside, or you can go with a more secluded option if you're looking for relaxation.

What are some of the best vacation rentals that Hillside has to offer?

Spacious Sebago Lake waterfront house with game room, hot tub, and covered deck.: Located near Hillside, this vacation home rental is located on a lake and has a patio, a private yard, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a selection of games and a hot tub.

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 larger area, you’ll find Sebago Cove and Sebago Lake State Park.

What’s a vacation rental in Hillside like?

Vacation rentals are private properties you can stay in for a long or short time in Hillside. Vacation rentals provide amenities such as patios, hot tubs, and fire pits so you'll be comfy for your stay. If you're concerned about a sanitized environment, a vacation rental can provide a sense of security away from shared hotel elevators and bustling concierge desks while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental a great option for a family getaway.