Holiday Homes in Portland

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Check prices for these dates

In two weeks
5 Sept - 7 Sept
In one month
19 Sept - 21 Sept
In two months
17 Oct - 19 Oct
In three months
14 Nov - 16 Nov

Featured Holiday Homes in Portland and around

Inviting family retreat with a seasonal saltwater pool, gymnasium and privacy
Sports court

Inviting family retreat with a seasonal saltwater pool, gymnasium and privacy

10.0 out of 10, Exceptional, (195)
"An awesome place to stay with a large group. The indoor pickleball was a huge hit!!"
Inviting family retreat with a seasonal saltwater pool, gymnasium and privacy
Lake Access, Seasonal Heated Pool,Hot Tub. Sleeps up to 22.
Outdoor pool, a heated pool

Lake Access, Seasonal Heated Pool,Hot Tub. Sleeps up to 22.

10.0 out of 10, Exceptional, (3)
"We had a wonderful stay at this location. It was very clean and well set up for a family or a group. "
Lake Access, Seasonal Heated Pool,Hot Tub. Sleeps up to 22.
3 br country home close to town with hot tub
Fridge, microwave, oven, stovetop

3 br country home close to town with hot tub

9.4 out of 10, Exceptional, (29)
"Very nice home and I appreciated the small fence yard for my dog."
3 br country home close to town with hot tub
Secluded Lake Front House with Pool -
Interior

Secluded Lake Front House with Pool -

10.0 out of 10, Exceptional, (16)
"What a great place for some Family time!"
Secluded Lake Front House with Pool -
Indoor Pool, Hot Tub, Fireplaces, Golf, Park-like setting. Family Reunion Place!
Outdoor dining

Indoor Pool, Hot Tub, Fireplaces, Golf, Park-like setting. Family Reunion Place!

9.8 out of 10, Exceptional, (191)
"We had a great stay! Ted was very communicative and thoughtful of our needs. The house fit our group perfectly and was so much fun. We enjoyed the games onsite and the indoor pool. We were able to visit and relax. A perfect weekend getaway! "
Indoor Pool, Hot Tub, Fireplaces, Golf, Park-like setting. Family Reunion Place!
5 min walk to BSU Campus - Quiet Neighborhood
Dining

5 min walk to BSU Campus - Quiet Neighborhood

10.0 out of 10, Exceptional, (69)
"We're in town for a sporting event and stayed in this property. Excellent on all accounts and would definitely stay here again. "
5 min walk to BSU Campus - Quiet Neighborhood
Ft Recovery’s Historic Chapel with Speakeasy Hideaway - Host 40 guests/Sleeps 10
Interior

Ft Recovery’s Historic Chapel with Speakeasy Hideaway - Host 40 guests/Sleeps 10

10.0 out of 10, Exceptional, (2)
"We had an AMAZING time at Elm & Ivy!! What a beautiful venue for a chill bachelorette party!! There were so many perfect little touches that added to our stay. Highly recommend- we already talked about coming back again!!"
The price is €353
includes taxes & fees
25 Aug - 26 Aug
Ft Recovery’s Historic Chapel with Speakeasy Hideaway - Host 40 guests/Sleeps 10
Retro Home Close to Campus
Dining

Retro Home Close to Campus

9.8 out of 10, Exceptional, (6)
"Cute home, a lot of unique features. Great location. Owner was very easy to work with and accommodating to our group. Would totally rent this again ."
The price is €264
includes taxes & fees
22 Aug - 23 Aug
Retro Home Close to Campus
Cardinal Cottage - 2 bedroom cozy home
Exterior

Cardinal Cottage - 2 bedroom cozy home

9.6 out of 10, Exceptional, (20)
"Great stay "
The price is €148
includes taxes & fees
3 Sept - 4 Sept
Cardinal Cottage - 2 bedroom cozy home
The Franklin Green House in the heart of Berne, Indiana
Exterior

The Franklin Green House in the heart of Berne, Indiana

10.0 out of 10, Exceptional, (22)
"Perfect little farm house for the weekend! Very clean and comfortable! We have family in Decatur and Bluffton, so this home worked out very nicely!"
The Franklin Green House in the heart of Berne, Indiana
Central House Home Away From Home!
Fridge, microwave, oven, stovetop

Central House Home Away From Home!

9.8 out of 10, Exceptional, (27)
"This is a beautiful, well-maintained property. We hope to stay here again on our next visit to the area."
Central House Home Away From Home!
Trojan Hideaway on First Street
Fridge, microwave, oven, stovetop

Trojan Hideaway on First Street

10.0 out of 10, Exceptional, (11)
"Loved this cute home in a quiet neighborhood. Great for our family and had everything we needed for our stay. "
Trojan Hideaway on First Street
mi casa es TU casa (WEST)
Property grounds

mi casa es TU casa (WEST)

2.0 star property
9.8 out of 10, Exceptional, (8)
"Impeccable property, perfect for a visit to Taylor University. This unit is small but has everything you need for an overnight stay. Hope to visit again! "
The price is €131
includes taxes & fees
25 Aug - 26 Aug
mi casa es TU casa (WEST)
Summer Specials-Guest favorite! Near IU Hospital & Ball State University
Dining

Summer Specials-Guest favorite! Near IU Hospital & Ball State University

10.0 out of 10, Exceptional, (21)
"Stayed for 6 nights. Every thing was super clean. Communication with host was wonderful. I will totally be disappointed at my next stay in Muncie if I’m unable to book this listing. A great place to stay*****"
Summer Specials-Guest favorite! Near IU Hospital & Ball State University
mi casa es TU casa (EAST)
Property grounds

mi casa es TU casa (EAST)

2.0 star property
10.0 out of 10, Exceptional, (1)
"Had a pleasant overnight stay while helping my daughter move into TU. Unit was as described. Clean and comfortable. As mentioned, the units are separated by a wall and I did occasionally hear the visitors next door, but it wasn’t problematic. Bath had provided shampoo and conditioner, as well as a hairdryer. Would consider staying here again."
The price is €161
includes taxes & fees
24 Aug - 25 Aug
mi casa es TU casa (EAST)
Peaceful Lakehouse with Amazing Grand Lake Views
Interior

Peaceful Lakehouse with Amazing Grand Lake Views

10.0 out of 10, Exceptional, (37)
"The property was beautiful. We had everything need to enjoy our stay. The lake is wonderful. Can’t say enough good things about this place."
Peaceful Lakehouse with Amazing Grand Lake Views
Pet-Friendly Ohio Escape w/ Deck & Community Dock!
Property grounds

Pet-Friendly Ohio Escape w/ Deck & Community Dock!

7.6 out of 10, Good, (14)
"It was good, would go back."
Pet-Friendly Ohio Escape w/ Deck & Community Dock!
Lake Retreat Near State Park — Seasonal Pool, Hot Tub, Boat Dock, Dogs Welcome
Exterior

Lake Retreat Near State Park — Seasonal Pool, Hot Tub, Boat Dock, Dogs Welcome

10.0 out of 10, Exceptional, (15)
"The house was beautiful with lots of open space for a crowd to gather and enjoy time spent together! The outdoor space, game room and garage area was also great to use. And plenty of space for everyone to sleep. While we didn’t have children with us for this visit the bunk and treasure hunt would be a lasting memory for your little ones!!"
The price is €587
includes taxes & fees
9 Sept - 10 Sept
Lake Retreat Near State Park — Seasonal Pool, Hot Tub, Boat Dock, Dogs Welcome
Godstow House, Come and stay awhile!
TV, fireplace

Godstow House, Come and stay awhile!

10.0 out of 10, Exceptional, (3)
"Enjoyed the family time and plenty space to do it all in. Will definitly recommend to others."
Godstow House, Come and stay awhile!
Golf Course Home - Hot Tub, Seasonal Heated Pool, Putting Green, Dogs Welcome
5 bedrooms, desk, iron/ironing board, travel cot

Golf Course Home - Hot Tub, Seasonal Heated Pool, Putting Green, Dogs Welcome

2.5 star property
10.0 out of 10, Exceptional, (7)
"We had a great stay. The house was amazing! Very clean, very modern. "
The price is €715
includes taxes & fees
14 Sept - 15 Sept
Golf Course Home - Hot Tub, Seasonal Heated Pool, Putting Green, Dogs Welcome
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

Holiday Inn Express & Suites Portland by IHG

Holiday Inn Express & Suites Portland by IHG

10/10 Excellent
"It was close to Haynes park where we were attending a family reunion and Walmart where we shopped and got gas for the trip home."
Deborah 1-night trip
Posted 4 days ago
Holiday Inn Express & Suites Portland by IHG