Search Holiday Rentals in Portland

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Check prices for these dates

In two weeks
16 Jan - 18 Jan
In two months
27 Feb - 1 Mar
In three months
27 Mar - 29 Mar
In four months
24 Apr - 26 Apr

Our top choices for Portland holiday rentals

Apartment (2 Bedrooms) | Interior
2BR Updated Dtwn Condo: Streaming, Patio, W & D

Apartment in Muncie

2BR Updated Dtwn Condo: Streaming, Patio, W & D
2.5 star property
The price is 3.206.770 ₫
8.816.515 ₫ total
includes taxes & fees
31 Dec - 1 Jan 2026
2BR Updated Dtwn Condo: Streaming, Patio, W & D
Exterior
Bluffton KOA RV Resort

Cabin in Bluffton

Bluffton KOA RV Resort
3.0 star property
The price is 2.917.635 ₫
3.530.601 ₫ total
includes taxes & fees
27 Jan - 28 Jan 2026
Bluffton KOA RV Resort
House (2 Bedrooms) | Interior
Fish, Hike & Golf: Countryside Retreat in Bluffton

Cottage in Bluffton

Fish, Hike & Golf: Countryside Retreat in Bluffton
3.0 star property
The price is 3.206.770 ₫
7.916.253 ₫ total
includes taxes & fees
2 Jan - 3 Jan 2026
Fish, Hike & Golf: Countryside Retreat in Bluffton
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 Portland Hotel Reviews

Days Inn by Wyndham Muncie -Ball State University

Days Inn by Wyndham Muncie -Ball State University

10/10 Excellent
"The rooms were nice, clean and the check in staff ladybwas very friendly "
Rochelle 1-night trip
Posted 7 days ago
Days Inn by Wyndham Muncie -Ball State University

Frequently asked questions

Are there holiday rentals in Portland?

Yes, there are holiday rentals close to the most popular sights in Portland, or you can select a more secluded option if you're looking for a relaxing stay. Portland is known for its shopping and churches.

What’s there to see and do in Portland?

While you're exploring the area, Saint Henry North Park and Lehman Park are a couple of picturesque spots to get outside and enjoy nature. Berne Clock Tower and Winchester Speedway are a couple of places you'll find in the wider area.

What’s a holiday rental in Portland like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Portland. Holiday rentals offer amenities such as hot tubs, fire pits and patios so you'll feel right at home. If you're concerned about cleanliness, holiday rentals can offer a sense of privacy away from shared hotel lifts and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great choice for a family trip or a small group gathering.