Holiday Homes in Portland

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Find holiday rentals that suit your style

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Cabins
Cabins
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Apartments
Apartments

Check prices for these dates

Next weekend
13 Nov - 15 Nov
In two weeks
20 Nov - 22 Nov
In one month
4 Dec - 6 Dec
In two months
1 Jan - 3 Jan

Our top choices for Portland holiday homes

A modern lounge area with leather seating, a wooden bar, and a large flat-screen TV.

1. Underground Speakeasy Experience in Historic Fort Recovery - Sleeps 14

Underground Speakeasy Experience in Historic Fort Recovery - Sleeps 14
Fort Recovery
10.0 out of 10, Exceptional, (15 reviews)
"Our family had a great stay! "
United States
todd b.
The price is AU$580
includes taxes & fees
12 Nov - 13 Nov
Underground Speakeasy Experience in Historic Fort Recovery - Sleeps 14
A house with a dark gray exterior, a black front door, and the number 319 on the wall.

2. The Guest House: Charming Local Comfort

The Guest House: Charming Local Comfort
Coldwater
The price is AU$472
includes taxes & fees
18 Nov - 19 Nov
The Guest House: Charming Local Comfort
A living room with a sofa, coffee table, TV, and a ceiling fan.

3. Trojan Hideaway on First Street

Trojan Hideaway on First Street
Upland
9.6 out of 10, Exceptional, (15 reviews)
"Loved this cute home in a quiet neighborhood. Great for our family and had everything we needed for our stay. "
United States
Matthew B.
The price is AU$317
includes taxes & fees
8 Nov - 9 Nov
Trojan Hideaway on First Street
A white door with a window, a mailbox, and a welcome mat.

4. mi casa es TU casa (WEST)

mi casa es TU casa (WEST)
Upland
10.0 out of 10, Exceptional, (20 reviews)
"Wonderful accommodations!! Enjoyed our stay! "
United States
Nathan R.
The price is AU$204
includes taxes & fees
10 Nov - 11 Nov
mi casa es TU casa (WEST)
A modern kitchen with black cabinets, a white refrigerator, and a marble countertop.

5. Grand Lake Getaway Cozy 2 - Bedroom Lake Retreat Near Grand Lake St. Marys

Grand Lake Getaway Cozy 2 - Bedroom Lake Retreat Near Grand Lake St. Marys
Celina
9.8 out of 10, Exceptional, (8 reviews)
"This was the perfect spot for our weekend together. Very clean and well furnished."
United States
Cheryl
The price is AU$371
includes taxes & fees
11 Nov - 12 Nov
Grand Lake Getaway Cozy 2 - Bedroom Lake Retreat Near Grand Lake St. Marys
A kitchen with white cabinets, a double sink, a stove, and a dishwasher.

6. mi casa es TU casa (EAST)

mi casa es TU casa (EAST)
Upland
10.0 out of 10, Exceptional, (6 reviews)
"Wonderful Experience Everything Up to Par Thank You for the Pleasure"
United States
Paul D.
The price is AU$233
includes taxes & fees
17 Nov - 18 Nov
mi casa es TU casa (EAST)
A living room with hardwood flooring, a leather sofa, a mounted TV, and a door leading to a kitchen.

7. Cardinal Cottage - 2 bedroom cozy home

Cardinal Cottage - 2 bedroom cozy home
Muncie
9.6 out of 10, Exceptional, (47 reviews)
"Everything was perfect!Thank you"
United States
Jeannine F.
The price is AU$231
includes taxes & fees
10 Nov - 11 Nov
Cardinal Cottage - 2 bedroom cozy home
A dining area with a table set for four, chairs, and a patterned wallpaper.

8. Retro Home Close to Campus

Retro Home Close to Campus
Muncie
9.8 out of 10, Exceptional, (19 reviews)
"Nice property no hassel stay!"
United States
Donald D.
The price is AU$406
includes taxes & fees
8 Nov - 9 Nov
Retro Home Close to Campus
A residential property with a swimming pool, patio furniture, and a well-maintained garden.

9. Private Seasonal Pool, Dock & Hot Tub • Spacious Dog-Friendly Near Lake

Private Seasonal Pool, Dock & Hot Tub • Spacious Dog-Friendly Near Lake
Celina
10.0 out of 10, Exceptional, (33 reviews)
"The house is perfect and the host was great. Effective communication and super helpful. No complaints!"
United States
Amanda R.
The price is AU$960
includes taxes & fees
9 Nov - 10 Nov
Private Seasonal Pool, Dock & Hot Tub • Spacious Dog-Friendly Near Lake
A covered porch with Adirondack chairs and a small table, stone pillars, and a view of a lake.

10. Heated Seasonal Pool, Hot Tub, Golf Course Home with Putting Green, Dogs Welcome

Heated Seasonal Pool, Hot Tub, Golf Course Home with Putting Green, Dogs Welcome
Celina
10.0 out of 10, Exceptional, (18 reviews)
"Great location and very communicative host! Thank you!"
United States
Lori T.
The price is AU$992
includes taxes & fees
18 Nov - 19 Nov
Heated Seasonal Pool, Hot Tub, Golf Course Home with Putting Green, Dogs Welcome
A spacious living area with a high ceiling, a dining area, and a view of a swimming pool.

11. Heated Seasonal Pool + Hot Tub Grand Lake Getaway With Boat Dock Near Bike Path

Heated Seasonal Pool + Hot Tub Grand Lake Getaway With Boat Dock Near Bike Path
Celina
10.0 out of 10, Exceptional, (7 reviews)
"This was one of the best properties we’ve ever stayed at! Katie, the Host, was exceptionally responsive with the few questions we had! I would recommend staying here to anyone who values an as advertised property!"
United States
Matt V.
The price is AU$1,425
includes taxes & fees
18 Nov - 19 Nov
Heated Seasonal Pool + Hot Tub Grand Lake Getaway With Boat Dock Near Bike Path
A bedroom with a bed, bedside lamps, a ceiling fan, and a window with a view.

12. Cardi B-Up Cozy 1-bedroom house in the Ball State University Village in Muncie

Cardi B-Up Cozy 1-bedroom house in the Ball State University Village in Muncie
Muncie
The price is AU$326
includes taxes & fees
19 Nov - 20 Nov
Cardi B-Up Cozy 1-bedroom house in the Ball State University Village in Muncie
A modern living room with a grey sectional sofa, a small white chair, and a fireplace.

13. mi casa es TU casa (Center)

mi casa es TU casa (Center)
Upland
10.0 out of 10, Exceptional, (12 reviews)
"Great stay"
United States
Kelley G.
The price is AU$320
includes taxes & fees
8 Dec - 9 Dec
mi casa es TU casa (Center)
A bedroom with a bed, a TV, a window with curtains, and a view of the outside.

14. Serene 3-bedroom house Cartier with AC in the Village at Ball State University

Serene 3-bedroom house Cartier with AC in the Village at Ball State University
Muncie
The price is AU$856
includes taxes & fees
19 Nov - 20 Nov
Serene 3-bedroom house Cartier with AC in the Village at Ball State University
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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Learn more about Portland

Vintage tractors and agricultural history come alive at the Jay County Historical Museum, where local farming heritage takes centre stage. Enjoy small-town charm at the annual Jay County Fair with its midway rides, local food vendors, and live entertainment.

See all hotels in Portland
A white structure with a sign reading "Portland Mills Bridge" and a warning to "Cross this bridge at a walk."

Top reviews in Portland

A view from a covered outdoor area with a railing, overlooking a body of water and distant shoreline.
West Bank Inn

West Bank Inn

West Bank Inn
Celina

8/10 Good

Room was clean and affordable. The location is fanastic and I will definitely make a return visit.
Australia
EmJae
Reviewed January 20, 2013
West Bank Inn

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