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

Portland Vacation Rentals

Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

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, (15 reviews)
"Our family had a great stay! "
United States
todd b.
$432 nightly
The price is $432
Oct 18 - Oct 19
Total with taxes and fees
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, (47 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.
$227 nightly
The price is $227
Oct 21 - Oct 22
Total with taxes and fees
The Loft at Grand Lake - In the Heart of Downtown Celina, Steps from the Lake
A white door with a window, a mailbox, and a welcome mat.

3. mi casa es TU casa (WEST)

mi casa es TU casa (WEST)
Upland
10.0 out of 10, Exceptional, (19 reviews)
"Wonderful accommodations!! Enjoyed our stay! "
United States
Nathan R.
$136 nightly
The price is $149
Oct 19 - Oct 20
Total with taxes and fees
mi casa es TU casa (WEST)
A living room with a sofa, coffee table, TV, and a ceiling fan.

4. Trojan Hideaway on First Street

Trojan Hideaway on First Street
Upland
10.0 out of 10, Exceptional, (13 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.
$212 nightly
The price is $226
Oct 17 - Oct 18
Total with taxes and fees
Trojan Hideaway on First Street
A beach with calm waters reflecting the sky, trees, and a distant shoreline.

5. 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.
$257 nightly
The price is $264
Nov 1 - Nov 2
Total with taxes and fees
Excellent Lake View 2Bdrm Cottage in Small Neighborhood Near Shopping & Dining
A modern kitchen with black cabinets, a white refrigerator, and a marble countertop.

6. 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
$279 nightly
The price is $279
Oct 17 - Oct 18
Total with taxes and fees
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.

7. 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.
$153 nightly
The price is $169
Oct 18 - Oct 19
Total with taxes and fees
mi casa es TU casa (EAST)
A living room with hardwood flooring, a leather sofa, a mounted TV, and a door leading to a kitchen.

8. Cardinal Cottage - 2 bedroom cozy home

Cardinal Cottage - 2 bedroom cozy home
Muncie
9.6 out of 10, Exceptional, (47 reviews)
"Really enjoyed my stay "
United States
Deb H.
$150 nightly
The price is $168
Oct 18 - Oct 19
Total with taxes and fees
Cardinal Cottage - 2 bedroom cozy home
A log cabin interior with a wooden door, a bench with shoes, and a view of the outside.

9. 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.
$693 nightly
The price is $711
Oct 19 - Oct 20
Total with taxes and fees
Heated Seasonal Pool, Hot Tub & Theater • Rustic Cabin by Bike Path
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!

10. 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.
$203 nightly
The price is $227
Oct 20 - Oct 21
Total with taxes and fees
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.

11. '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)
"It was an amazing place to stay and we had a wonderful weekend!! "
United States
Stace Y.
$310 nightly
The price is $347
Oct 18 - Oct 19
Total with taxes and fees
'Downtown Delight' w/ Patio! 1 Mi to Ball State
A dining area with a table set for four, chairs, and a patterned wallpaper.

12. Retro Home Close to Campus

Retro Home Close to Campus
Muncie
9.8 out of 10, Exceptional, (18 reviews)
"Nice property no hassel stay!"
United States
Donald D.
$267 nightly
The price is $299
Oct 16 - Oct 17
Total with taxes and fees
Retro Home Close to Campus
A kitchen with a dining area, white cabinets, a refrigerator, and a view of the outdoors.

13. 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.
$184 nightly
The price is $206
Nov 2 - Nov 3
Total with taxes and fees
Cozy 2-bedroom next to Cardinal Greenway Trail
A compact kitchen with a built-in dishwasher, a microwave, and a sink.

14. 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
$165 nightly
The price is $185
Oct 26 - Oct 27
Total with taxes and fees
Cozy Country Escape with all the Amenities, Close to Taylor U, IWU, BSU
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
$303 nightly
The price is $321
Oct 18 - Oct 19
Total with taxes and fees
'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)
"Had an amazing excellent stay. The home is spacious, well-appointed and the immaculate. Easy check-in and good communication with host. Would definitely stay again. "
United States
Marsha Q.
$645 nightly
The price is $662
Oct 19 - Oct 20
Total with taxes and fees
Private Seasonal Pool, Dock & Hot Tub • Spacious Dog-Friendly Near Lake
Poolside covered seating with a smart TV and beautiful lake views.

17. 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, (6 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.
$974 nightly
The price is $1,000
Oct 19 - Oct 20
Total with taxes and fees
Heated Seasonal Pool + Hot Tub Grand Lake Getaway With Boat Dock Near Bike Path
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, (17 reviews)
"Great location and very communicative host! Thank you!"
United States
Lori T.
$654 nightly
The price is $671
Oct 19 - Oct 20
Total with taxes and fees
Heated Seasonal Pool, Hot Tub, Golf Course Home with Putting Green, Dogs Welcome
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
$221 nightly
The price is $248
Oct 17 - Oct 18
Total with taxes and fees
Cardi B-Up Cozy 1-bedroom house in the Ball State University Village in Muncie
A modern living room with a grey sectional sofa, a small white chair, and a fireplace.

20. mi casa es TU casa (Center)

mi casa es TU casa (Center)
Upland
10.0 out of 10, Exceptional, (12 reviews)
"Great stay"
United States
Kelley G.
$210 nightly
The price is $230
Oct 19 - Oct 20
Total with taxes and fees
mi casa es TU casa (Center)
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

Randolph Inn and Suites

Randolph Inn and Suites

10/10 Excellent
"Loved the food"
Sheri 1-night trip
Posted 7 hours ago
Randolph Inn and Suites

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, condos, resorts, cabins, villas, motels. 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 low season months. For more hustle and bustle, you may prefer to visit Portland in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $168 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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.

Explore a world of travel with Expedia

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?

Lake Access, Seasonal Heated Pool,Hot Tub. Sleeps up to 22.: You might want to consider this vacation home rental near Portland, which is located on a lake and has an outdoor pool, a balcony, and a barbecue grill 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 you can cook with friends or family. Kick off your shoes and enjoy yourself with an arcade game room and a 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 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.