A white structure with a sign reading "Portland Mills Bridge" and a warning to "Cross this bridge at a walk."

Portland Vacation Rentals

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Check prices for these dates

In two weeks
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

Our top choices for Portland vacation 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, (14 reviews)
"Our family had a great stay! "
United States
todd b.
The price is CA $521
CA $593 total
includes taxes & fees
Sep 14 - Sep 15
Underground Speakeasy Experience in Historic Fort Recovery - Sleeps 14
A living room with a fireplace, a sofa, a coffee table, and a television mounted on the wall.

2. 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, (46 reviews)
"It really was a great place in a great location. We really enjoyed the entire trip. It was clean and the bed was comfortable. We loved walking around Celina. The bikes were a great addition. We rode them all over the place. Just a really fun little trip. "
United States
Bryan D.
The price is CA $112
CA $314 total
includes taxes & fees
Sep 13 - Sep 14
The Loft at Grand Lake - In the Heart of Downtown Celina, Steps from the Lake
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, (42 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 CA $174
CA $341 total
includes taxes & fees
Sep 21 - Sep 22
Excellent Lake View 2Bdrm Cottage in Small Neighborhood Near Shopping & Dining
A white door with a window, a mailbox, and a welcome mat.

4. mi casa es TU casa (WEST)

mi casa es TU casa (WEST)
Upland
10.0 out of 10, Exceptional, (18 reviews)
"Wonderful accommodations!! Enjoyed our stay! "
United States
Nathan R.
The price is CA $119
CA $206 total
includes taxes & fees
Sep 13 - Sep 14
mi casa es TU casa (WEST)
A living room with hardwood flooring, a leather sofa, a mounted TV, and a door leading to a kitchen.

5. Cardinal Cottage - 2 bedroom cozy home

Cardinal Cottage - 2 bedroom cozy home
Muncie
9.6 out of 10, Exceptional, (45 reviews)
"Really enjoyed my stay "
United States
Deb H.
The price is CA $124
CA $232 total
includes taxes & fees
Sep 20 - Sep 21
Cardinal Cottage - 2 bedroom cozy home
A kitchen with white cabinets, a double sink, a stove, and a dishwasher.

6. mi casa es TU casa (EAST)

mi casa es TU casa (EAST)
Upland
10.0 out of 10, Exceptional, (5 reviews)
"Wonderful Experience Everything Up to Par Thank You for the Pleasure"
United States
Paul D.
The price is CA $141
CA $234 total
includes taxes & fees
Sep 13 - Sep 14
mi casa es TU casa (EAST)
A living room with a sofa, coffee table, TV, and a ceiling fan.

7. Trojan Hideaway on First Street

Trojan Hideaway on First Street
Upland
10.0 out of 10, Exceptional, (11 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 CA $136
CA $329 total
includes taxes & fees
Sep 28 - Sep 29
Trojan Hideaway on First Street

8. 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, (8 reviews)
"The property was absolutely beautiful, just as pictured!!! it’s a must stay."
United States
Simonne S.
The price is CA $194
CA $369 total
includes taxes & fees
Sep 30 - Oct 1
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.

9. '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, (27 reviews)
"It was an amazing place to stay and we had a wonderful weekend!! "
United States
Stace Y.
The price is CA $152
CA $475 total
includes taxes & fees
Sep 13 - Sep 14
'Downtown Delight' w/ Patio! 1 Mi to Ball State
A modern kitchen with black cabinets, a white refrigerator, and a marble countertop.

10. 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, (6 reviews)
"This was the perfect spot for our weekend together. Very clean and well furnished."
United States
Cheryl
The price is CA $203
CA $386 total
includes taxes & fees
Sep 13 - Sep 14
Grand Lake Getaway Cozy 2 - Bedroom Lake Retreat Near Grand Lake St. Marys
A dining area with a table set for four, chairs, and a patterned wallpaper.

11. Retro Home Close to Campus

Retro Home Close to Campus
Muncie
9.8 out of 10, Exceptional, (16 reviews)
"Nice property no hassel stay!"
United States
Donald D.
The price is CA $186
CA $411 total
includes taxes & fees
Sep 13 - Sep 14
Retro Home Close to Campus
A beige leather sofa with multiple cushions, a patterned rug, and a wooden floor.

12. Cozy 2-bedroom next to Cardinal Greenway Trail

Cozy 2-bedroom next to Cardinal Greenway Trail
Muncie
The price is CA $172
CA $306 total
includes taxes & fees
Sep 14 - Sep 15
Cozy 2-bedroom next to Cardinal Greenway Trail
A log cabin interior with a wooden door, a bench with shoes, and a view of the outside.

13. 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 CA $583
CA $1,142 total
includes taxes & fees
Sep 29 - Sep 30
Heated Seasonal Pool, Hot Tub & Theater • Rustic Cabin by Bike Path
A bedroom with a bed, bedside lamps, a ceiling fan, and a window with a view.

14. 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 CA $219
CA $340 total
includes taxes & fees
Sep 13 - Sep 14
Cardi B-Up Cozy 1-bedroom house in the Ball State University Village in Muncie
A living room with a brick wall, wooden flooring, a sofa, a coffee table, a TV, and a staircase leading to another room.

15. '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 CA $207
CA $442 total
includes taxes & fees
Sep 13 - Sep 14
'downtown Delight' w/ Patio! 1 Mi to Ball State
A residential property with a swimming pool, patio furniture, and a well-maintained garden.

16. 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, (31 reviews)
"The house and property were perfect for us. The house was clean when we got there and everything in it’s place the pool and hot tub and yard were perfect. Our dog loved the space and it was a great vacation. Would come back again and bring friends."
United States
Amy P.
The price is CA $480
CA $1,062 total
includes taxes & fees
Sep 30 - Oct 1
Private Seasonal Pool, Dock & Hot Tub • Spacious Dog-Friendly Near Lake
A modern living room with a grey sectional sofa, a small white chair, and a fireplace.

17. mi casa es TU casa (Center)

mi casa es TU casa (Center)
Upland
10.0 out of 10, Exceptional, (11 reviews)
"Great stay"
United States
Kelley G.
The price is CA $201
CA $313 total
includes taxes & fees
Sep 13 - Sep 14
mi casa es TU casa (Center)
A covered porch with Adirondack chairs and a small table, stone pillars, and a view of a lake.

18. 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, (15 reviews)
"Great location and very communicative host! Thank you!"
United States
Lori T.
The price is CA $461
CA $997 total
includes taxes & fees
Sep 15 - Sep 16
Heated Seasonal Pool, Hot Tub, Golf Course Home with Putting Green, Dogs Welcome

19. 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, (5 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 CA $576
CA $1,287 total
includes taxes & fees
Sep 21 - Sep 22
Heated Seasonal Pool + Hot Tub Grand Lake Getaway With Boat Dock Near Bike Path
A bedroom with a bed, a TV, a window with curtains, and a view of the outside.

20. Serene 3-bedroom house Cartier with AC in the Village at Ball State University

Serene 3-bedroom house Cartier with AC in the Village at Ball State University
Muncie
The price is CA $434
CA $568 total
includes taxes & fees
Sep 14 - Sep 15
Serene 3-bedroom house Cartier with AC in the Village at Ball State University
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

8/10 Good
"I take a black light every where I go! I check for bed bugs, dirty bedding cleanliness of the remote remote, bathroom cleanliness and to my surprise, the bedding was spotless! The bathroom needed attention especially around the toilet and the remote was the dirtiest item in the room."
Annitta 2-night trip
Posted 3 hours ago
Days Inn by Wyndham Muncie -Ball State University

Find out more about Portland

Everything you need to know about Portland vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Portland vacation rental for you. At Expedia, you can take your pick from private vacation 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Portland vacation 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Portland vacation rentals we have selected for you start as low as CA $232 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 vacation 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 vacation.

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 vacation rentals in Portland?

Yes, we give you a choice of vacation rentals close to top attractions in Portland, or you can go with a more remote option if you'd like a relaxing place to stay. Portland is known for its shopping and churches.

What are some of the best vacation home rentals that Portland has to offer?

Huge Indiana Family Reunion Villa with Indoor Pool, Hot Tub, Game Rm 8 BR, 7 BA: You might want to consider this vacation rental near Portland, which is located in a rural location and has an indoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 10 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a patio, a garden, and a selection of games so you can immerse yourself in your vacation.

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 larger area.

What’s a vacation rental in Portland like?

Vacation rentals are privately owned properties you can book for a few weeks or just a few days in Portland. Vacation rentals offer amenities such as hot tubs, fire pits, and patios so you'll feel just like you're at home. If you're concerned about a clean environment, a vacation rental can offer a sense of safety away from shared hotel elevators and busy reception areas while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular choice for a family trip or a small group gathering.