Portland Holiday Rentals

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Holiday Rentals in Portland

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!

Waterfront 2-bedroom Cabin in Celina with WiFi, AC & Seasonal Fishing Pier

9.6 out of 10, Exceptional, (194)
"Everything was clean and well supplied for our weekend stay the lake view was awsome "
Waterfront 2-bedroom Cabin in Celina with WiFi, AC & Seasonal Fishing Pier

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

10.0 out of 10, Exceptional, (7)
Lake Access, Seasonal Heated Pool,Hot Tub. Sleeps up to 22.

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

10.0 out of 10, Exceptional, (198)
"This property has plenty for everyone. Twenty-somethings had a blast!! Pool was great and indoor basketball court provided hours of activities for the entire crew."
Inviting family retreat with a seasonal saltwater pool, gymnasium and privacy

mi casa es TU casa (WEST)

2.0 star property
10.0 out of 10, Exceptional, (11)
"Beautiful, clean and super comfortable! "
The price is AU$227
includes taxes & fees
5 Oct - 6 Oct
mi casa es TU casa (WEST)

Huge Indiana Family Reunion Villa with Indoor Pool, Hot Tub, Game Rm 8 BR, 7 BA

9.8 out of 10, Exceptional, (194)
"This was our 2nd Extended Family Weekend at the Winchester Property. Plenty of activities for everyone plus some positive property improvements. Would stay again and recommend. Host is very responsive and communicates well. "
Huge Indiana Family Reunion Villa with Indoor Pool, Hot Tub, Game Rm 8 BR, 7 BA

Lake View 2Bdrm Cottage in Celina, Ohio Neighborhood Near Shopping & Dining

10.0 out of 10, Exceptional, (13)
"Charlies Place is a super clean, lovely little home across the street from a private little beach. We kayak, so to be able to walk across the street to put in was a bonus. Bren is very communicative host and provides plenty of towels and kitchen supplies. There is a washer and dryer available as well. The neighborhood is quiet and neighbors are friendly as well! Will for sure book Charlies Place in the future."
Lake View 2Bdrm Cottage in Celina, Ohio Neighborhood Near Shopping & Dining

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

10.0 out of 10, Exceptional, (18)
"Had a wonderful time getting together with old friends.Great location by the lake."
The price is AU$868
includes taxes & fees
7 Oct - 8 Oct
Lake Retreat Near State Park — Seasonal Pool, Hot Tub, Boat Dock, Dogs Welcome

3 br country home close to town with hot tub

9.4 out of 10, Exceptional, (30)
"Great place, great location, awesome hosts."
3 br country home close to town with hot tub

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 -

The Loft at Grand Lake - In the Heart of Downtown Celina, Steps from the Lake

9.2 out of 10, Wonderful, (29)
"The property was exactly as advertised. Comfortable bed, nice kitchen, and cozy living room with windows overlooking main street. "
The price is AU$316
includes taxes & fees
7 Oct - 8 Oct
The Loft at Grand Lake - In the Heart of Downtown Celina, Steps from the Lake

Boat Dock: Couple's Grand Lake Getaway!

10.0 out of 10, Exceptional, (1)
"Enjoyed a peaceful escape. Thanks much."
Boat Dock: Couple's Grand Lake Getaway!

lake front 2 br condo close to bsu

9.4 out of 10, Exceptional, (50)
"10/10"
lake front 2 br condo close to bsu

Cardinal Cottage - 2 bedroom cozy home

9.8 out of 10, Exceptional, (26)
"Great stay "
The price is AU$257
includes taxes & fees
13 Oct - 14 Oct
Cardinal Cottage - 2 bedroom cozy home

The Cardinal. Newly built 1-bedroom cottage w/ WiFi and AC in delightful Muncie

10.0 out of 10, Exceptional, (2)
"Excellent hospitality and accommodations!It was so nice to have snacks available waiting for us upon arrival. The ice and water options were so nice. We felt so at home in this safe, quiet neighborhood with discreet parking right at the door. Hope to book again when we come to visit our family. Easy access with personalized code provided from owner. Clean, great communication, had everything we needed.Thank you so much."
The Cardinal. Newly built 1-bedroom cottage w/ WiFi and AC in delightful Muncie

Top-Rated Guest Favorite- Near Ball State & IU Hospital • October Specials

10.0 out of 10, Exceptional, (25)
"The house was clean, nicely remodeled and had everything we needed. It was also a great location and near everything we wanted to be. They had fun games, an awesome back yard and covered parking. Highly recommend!"
Top-Rated Guest Favorite- Near Ball State & IU Hospital • October Specials

Rustic Cabin Near Bike Path - Seasonal Heated Pool, Movie Theater & Dog Friendly

10.0 out of 10, Exceptional, (18)
"The cabin is so beautiful!!! The entire resort is amazing and comfortable! The property and pool were wonderful!!"
The price is AU$922
includes taxes & fees
6 Oct - 7 Oct
Rustic Cabin Near Bike Path - Seasonal Heated Pool, Movie Theater & Dog Friendly

Grand Lake Cabin w/ Private Dock in St Marys!

Grand Lake Cabin w/ Private Dock in St Marys!

Underground Speakeasy Experience in Historic Fort Recovery - Sleeps 14

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 AU$662
includes taxes & fees
6 Oct - 7 Oct
Underground Speakeasy Experience in Historic Fort Recovery - Sleeps 14

Grand Lake Getaway w/ Boat Dock in St Marys!

Grand Lake Getaway w/ Boat Dock in St Marys!
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

Find out more about Portland

Find out more about Portland

Everything you need to know about Portland holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Portland holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Portland holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Portland holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Portland. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Portland holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Portland holiday rentals we have selected for you start as low as AU$227 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Portland rentals

At Expedia, we put the best Portland holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Portland rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Portland holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Portland. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Godstow House, Come and stay awhile!: This highly rated holiday home rental in Portland offers a fireplace, a balcony and air conditioning to help you feel perfectly comfortable in your new surroundings. You and your friends and family can relax into your holiday with amenities such as a pool table.

What’s there to see and do in Portland?

While you're exploring the area, Lehman Park and Coldwater Nature Preserve 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.