Portland Holiday Rentals

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Portland holiday rentals

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 NZ$710
includes taxes & fees
16 Nov - 17 Nov
Underground Speakeasy Experience in Historic Fort Recovery - Sleeps 14
A log cabin interior with a wooden door, a bench with shoes, and a view of the outside.

2. Heated Seasonal Pool, Hot Tub & Theater • Rustic Cabin by Bike Path

Heated Seasonal Pool, Hot Tub & Theater • Rustic Cabin by Bike Path
Celina
10.0 out of 10, Exceptional, (24 reviews)
"A perfect location for our retreat."
United States
Jason H.
The price is NZ$1,312
includes taxes & fees
16 Nov - 17 Nov
Heated Seasonal Pool, Hot Tub & Theater • Rustic Cabin by Bike Path
A beach with calm waters reflecting the sky, trees, and a distant shoreline.

3. Excellent Lake View 2Bdrm Cottage in Small Neighborhood Near Shopping & Dining

Excellent Lake View 2Bdrm Cottage in Small Neighborhood Near Shopping & Dining
Celina
10.0 out of 10, Exceptional, (50 reviews)
"The house was clean and so adorable, we enjoyed the location and comfort! Our second time in this area and do enjoy it! The host is great! "
United States
Jennifer P.
The price is NZ$412
includes taxes & fees
22 Nov - 23 Nov
Excellent Lake View 2Bdrm Cottage in Small Neighborhood Near Shopping & Dining
A wooden deck with a view of a calm body of water at dusk, a dock extending into the water, and outdoor seating.

4. 10 out of 10 for Waterfront 2-bdrm Cottage on Grand Lake w/Seasonal Fishing Pier

10 out of 10 for Waterfront 2-bdrm Cottage on Grand Lake w/Seasonal Fishing Pier
Celina
9.8 out of 10, Exceptional, (247 reviews)
"Absolutely wonderful place to stay. Will definitely be going back."
United States
Shelly S.
The price is NZ$464
includes taxes & fees
15 Nov - 16 Nov
10 out of 10 for Waterfront 2-bdrm Cottage on Grand Lake w/Seasonal Fishing Pier
A living room with a sofa, coffee table, TV, and a ceiling fan.

5. 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 NZ$379
includes taxes & fees
12 Nov - 13 Nov
Trojan Hideaway on First Street
A residential property with a swimming pool, patio furniture, and a well-maintained garden.

6. 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 NZ$1,175
includes taxes & fees
16 Nov - 17 Nov
Private Seasonal Pool, Dock & Hot Tub • Spacious Dog-Friendly Near Lake
A white door with a window, a mailbox, and a welcome mat.

7. 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 NZ$249
includes taxes & fees
22 Nov - 23 Nov
mi casa es TU casa (WEST)
A modern kitchen with black cabinets, a white refrigerator, and a marble countertop.

8. 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 NZ$457
includes taxes & fees
12 Nov - 13 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.

9. 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 NZ$271
includes taxes & fees
16 Nov - 17 Nov
mi casa es TU casa (EAST)
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 NZ$1,232
includes taxes & fees
16 Nov - 17 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 NZ$1,714
includes taxes & fees
15 Nov - 16 Nov
Heated Seasonal Pool + Hot Tub Grand Lake Getaway With Boat Dock Near Bike Path
A living room with a fireplace, a sofa, a coffee table, and a television mounted on the wall.

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

The Loft at Grand Lake - In the Heart of Downtown Celina, Steps from the Lake
Celina
8.6 out of 10, Excellent, (48 reviews)
"Nice property within walking distance to a lot that Celina has to offer. We will stay again next year!"
United States
Patty C.
The price is NZ$376
includes taxes & fees
13 Nov - 14 Nov
The Loft at Grand Lake - In the Heart of Downtown Celina, Steps from the Lake
A dining area with a table set for four, chairs, and a patterned wallpaper.

13. Retro Home Close to Campus

Retro Home Close to Campus
Muncie
10.0 out of 10, Exceptional, (21 reviews)
"Nice property no hassel stay!"
United States
Donald D.
The price is NZ$497
includes taxes & fees
24 Nov - 25 Nov
Retro Home Close to Campus
A living room with a brick wall, wooden flooring, a sofa, a coffee table, a TV, and a staircase leading to another room.

14. 'downtown Delight' w/ Patio! 1 Mi to Ball State

'downtown Delight' w/ Patio! 1 Mi to Ball State
2.5 star property
Muncie
The price is NZ$522
includes taxes & fees
24 Nov - 25 Nov
'downtown Delight' w/ Patio! 1 Mi to Ball State
A living room with hardwood flooring, a leather sofa, a mounted TV, and a door leading to a kitchen.

15. 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 NZ$284
includes taxes & fees
16 Nov - 17 Nov
Cardinal Cottage - 2 bedroom cozy home
Start your day at the coffee station — Keurig, drip, or French press featuring local coffee (regular and decaf), tea, creamer, sugar and sweetener. We take coffee very seriously!

16. Downtown Muncie | Luxe Loft, Spa Bath, 1 Bed, BSU

Downtown Muncie | Luxe Loft, Spa Bath, 1 Bed, BSU
Muncie
10.0 out of 10, Exceptional, (9 reviews)
"The property was absolutely beautiful, just as pictured!!! it’s a must stay."
United States
Simonne S.
The price is NZ$414
includes taxes & fees
1 Dec - 2 Dec
Downtown Muncie | Luxe Loft, Spa Bath, 1 Bed, BSU
A living room with a brick wall, wooden flooring, a sofa, a coffee table, a TV, and a staircase leading to another room.

17. 'Downtown Delight' w/ Patio! 1 Mi to Ball State

'Downtown Delight' w/ Patio! 1 Mi to Ball State
Muncie
10.0 out of 10, Exceptional, (28 reviews)
"This place is Awesome! Clean, comfortable, a home away from home. Robert, our host was fantastic and helpful! Would stay here again and again!"
United States
D D.
The price is NZ$535
includes taxes & fees
12 Nov - 13 Nov
'Downtown Delight' w/ Patio! 1 Mi to Ball State
A bed with a fluffy white blanket, a white basket with toiletries, and a window with curtains.

18. Cozy Country Escape with all the Amenities, Close to Taylor U, IWU, BSU

Cozy Country Escape with all the Amenities, Close to Taylor U, IWU, BSU
Upland
The price is NZ$335
includes taxes & fees
16 Nov - 17 Nov
Cozy Country Escape with all the Amenities, Close to Taylor U, IWU, BSU
A bedroom with a bed, bedside lamps, a ceiling fan, and a window with a view.

19. 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 NZ$412
includes taxes & fees
24 Nov - 25 Nov
Cardi B-Up Cozy 1-bedroom house in the Ball State University Village in Muncie
A coffee station with a wooden sign, a coffee maker, a kettle, and a basket of coins.

20. Cozy 2-bedroom next to Cardinal Greenway Trail

Cozy 2-bedroom next to Cardinal Greenway Trail
Muncie
10.0 out of 10, Exceptional, (2 reviews)
"Stay was awesome. House was so clean and host was awesome."
United States
Sharon C.
The price is NZ$380
includes taxes & fees
24 Nov - 25 Nov
Cozy 2-bedroom next to Cardinal Greenway Trail
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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Find holiday rentals that suit your style

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Top Portland Hotel Reviews

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

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 favorite 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 depends 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 NZ$248 per night. Entering your travel dates in the search wizard you might find 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?

Lake Access, Seasonal Heated Pool,Hot Tub. Sleeps up to 22.: This holiday home rental outside of Portland is located on a lake, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with an arcade/games room and 1 hot tub.

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. Winchester Speedway and Eldora 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.