Portland Holiday Rentals

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Holiday Rentals in Portland

!Country Home Get Away! !Private Backyard!
10.0 out of 10, Exceptional, (12)
"Great time "
!Country Home Get Away! !Private Backyard!
Inviting family retreat with a seasonal saltwater pool, gymnasium and privacy
10.0 out of 10, Exceptional, (176)
"This property was all we were hoping it would be. This Fall gave us dry, sunny weather all except the days we were here!! BUT that didn't matter because of the many activities offered here. We had an all family pickle ball tournament, a paper airplane contest, the boys played basketball. There was plenty of room for games, pool, puzzles and more. The kids used the pool (too cold for adults), but everyone used the hot tub! When it was nice out the kids hiked and played in the leaves. The...
Inviting family retreat with a seasonal saltwater pool, gymnasium and privacy
Updated condo in the heart of Historic District with patio, streaming, fast WiFi
10.0 out of 10, Exceptional, (9)
"Loved everything from the location to the decor! Perfect ladies spa/refresh weekend!"
The price is NZ$539
includes taxes & fees
3 Dec - 4 Dec
Updated condo in the heart of Historic District with patio, streaming, fast WiFi
5 min walk to BSU Campus - Quiet Neighborhood
10.0 out of 10, Exceptional, (53)
"A group of us were in town for Ball State Hoco. The house location was conveniently located near campus and tailgating. Plenty of room for us all. House was clean and comfy. It did have a musty odor to it when first entering. That would be the only draw back. "
5 min walk to BSU Campus - Quiet Neighborhood
Cardinal Cottage - 2 bedroom cozy home
9.2 out of 10, Wonderful, (7)
"My wife and I enjoyed staying at this house. It was just what we needed for the night! It was clean, cozy and comfortable. We’d stay here again."
The price is NZ$305
includes taxes & fees
23 Nov - 24 Nov
Cardinal Cottage - 2 bedroom cozy home
Lake Home Near State Park — Game Room + Fireplace + Seasonal Pool + Boat Dock
10.0 out of 10, Exceptional, (10)
"Communication with the owner - always a pleasant exchange. The owner was quick to respond with any questions we had. Property itself - large, clean and nicely kept - met our needs as a group of 6 adult girlfriends. We were just there in mid-September and the weather was in the high 80's with low humidity. The pool is not heated but the water warmed up enough that we were able to enjoy it all weekend. The family room area with the TV had comfortable furniture and there was plenty of room to...
Lake Home Near State Park — Game Room + Fireplace + Seasonal Pool + Boat Dock
Cozy Cottage with water access, Newly remodeled
9.0 out of 10, Wonderful, (9)
"Snacks being available at arrival. Washer and dryer on site was great. Having toiletries available too! We forgot a couple things. Towels plenty of towels! Clean! The cottage is in the smaller side but very nice! "
Cozy Cottage with water access, Newly remodeled
Central House in the heart of Bluffton
10.0 out of 10, Exceptional, (23)
"We had such a great weekend. We love it. Everything was excellent. Highly recommend."
Central House in the heart of Bluffton
The Franklin Green House in the heart of Berne, Indiana
10.0 out of 10, Exceptional, (14)
"Enjoyed our stay at the Franklin Green House very much. It was clean and very comfortable. The town is small and very friendly. We loved being right across the street from the clock tower."
The Franklin Green House in the heart of Berne, Indiana
lake front 2 br condo close to bsu
9.4 out of 10, Exceptional, (32)
"Perfect as usual stay here regularly "
lake front 2 br condo close to bsu
Beautiful 2 bedroom house -Close to IU Health Hospital & Ball State University
10.0 out of 10, Exceptional, (14)
"We traveled to Muncie for a family wedding and were so happy to have found Kyle and Shannah’s place. It was clean, in a quiet neighborhood, and close to Ball State. The hosts were quick and easy to communicate with! We would happily stay there again."
Beautiful 2 bedroom house -Close to IU Health Hospital & Ball State University
Private apartment above a craft brewery.
9.8 out of 10, Exceptional, (11)
"Came into town for my class reunion and it was great to be able to stay right in town."
The price is NZ$271
includes taxes & fees
30 Nov - 1 Dec
Private apartment above a craft brewery.
Peaceful cabin on 10 acres w/ pond - close to Prairie Creek Reservoir
9.6 out of 10, Exceptional, (13)
"Nice cabin... Had some water/well issues that were a challenge yet the owner took care of it. Would stay here again."
Peaceful cabin on 10 acres w/ pond - close to Prairie Creek Reservoir
Putt & Paddle - Golf Course Home with Fireplace, Putting Green & Seasonal Pool
2.5 star property
10.0 out of 10, Exceptional, (1)
"Clean, adorable vacation home! Everything was brand new and beautifully decorated. The owner Katie was very responsive. The house is in a lakeside neighborhood, we were able to see lovely sunrises from the living room and dining areas. You will need to drive to public access of lake to fish, etc. as the lake near the house is private property; there are several access areas nearby. Property is right on a golf course and we were able to play a few rounds. The town of Celina is a few miles away...
Putt & Paddle - Golf Course Home with Fireplace, Putting Green & Seasonal Pool
mi casa es TU casa (WEST)
2.0 star property
10.0 out of 10, Exceptional, (1)
"Loved staying at this property. The single room studio was great for a quick overnight stay. Loved the decor and the newness and cleanliness of the space. Nice and close to Taylor University"
The price is NZ$247
includes taxes & fees
23 Nov - 24 Nov
mi casa es TU casa (WEST)
Rustic Cabin Near Bike Path — Seasonal Heated Pool + Movie Theater + Fireplace
10.0 out of 10, Exceptional, (13)
"We had the best stay and Katie provided so much info! This is all First Class without question."
Rustic Cabin Near Bike Path — Seasonal Heated Pool + Movie Theater + Fireplace
The Loft at Grand Lake - In the Heart of Downtown Celina, Steps from the Lake
10.0 out of 10, Exceptional, (11)
"Great cozy spot close to all attractions in Celina, St. Mary's, and New Brenan. Had all the things we needed. Very walkable place with lake, restaurants and parks in less than five minutes of walking. "
The price is NZ$416
includes taxes & fees
23 Nov - 24 Nov
The Loft at Grand Lake - In the Heart of Downtown Celina, Steps from the Lake
Peaceful Lakehouse with Amazing Grand Lake Views
10.0 out of 10, Exceptional, (30)
"This house was perfect for an extended weekend with family. Nice, clean, and updated, this home was well stocked to meet our needs with plenty of kitchen utensils, towels, blankets, toilet paper. The home also had plenty of outdoor living space and seating for all of us to enjoy the weather. We will definitely be returning next year!"
Peaceful Lakehouse with Amazing Grand Lake Views
Pet-Friendly Ohio Escape w/ Deck & Community Dock!
8.0 out of 10, Very good, (12)
"It was good, would go back."
Pet-Friendly Ohio Escape w/ Deck & Community Dock!
Secluded Lake Front House with Pool -
10.0 out of 10, Exceptional, (12)
"Would recommend for large groups. Plenty of space, big yard, private. Overall a good stay. Thanks. "
Secluded Lake Front House with Pool -
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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Other types of properties in Portland you may be interested in

Holiday Inn Express & Suites Portland, an IHG Hotel
2.5 star property
9.2 out of 10, Wonderful, (300)
"Very nice hotel, but not great value, very expense for and out of the way hotel. Well kept hotel, comfortable, great breakfast and snacks"
The price is NZ$220
includes taxes & fees
24 Nov - 25 Nov
Holiday Inn Express & Suites Portland, an IHG Hotel
Motel 6 Portland, IN
2.0 star property
7.0 out of 10, Good, (54)
"Overall nice place with clean rooms and a great price. "
The price is NZ$124
includes taxes & fees
30 Nov - 1 Dec
Motel 6 Portland, IN
Hoosier Inn
2.5 star property
8.8 out of 10, Excellent, (104)
"Nice place, well maintained. Comfortable bed, friendly Genl Manager. "
The price is NZ$137
includes taxes & fees
24 Nov - 25 Nov
Hoosier Inn
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.
Beautiful view of the beach with palm trees

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Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

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 are some of the best holiday rentals that Portland has to offer?

!Country Home Get Away! !Private Backyard!: This highly rated holiday home rental in Portland is located in a rural location, and has a patio, a private garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

What’s there to see and do in Portland?

While you're exploring the area, Lehman Park and Saint Henry South Park are a couple of picturesque spots to get outside and enjoy nature. Limberlost State Historical Site and Berne Clock Tower 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.