An aerial view of a rural landscape with green fields, a few scattered trees, and two red barns.

Portland Vacation Rentals

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Check prices for these dates

In two weeks
Aug 21 - Aug 23
In two months
Oct 2 - Oct 4
In three months
Oct 30 - Nov 1
In four months
Nov 27 - Nov 29

Our top choices for Portland vacation rentals

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1. The Yellow House - Hidden Gem in heart of Portland

The Yellow House - Hidden Gem in heart of Portland
Portland
10.0 out of 10, Exceptional, (18 reviews)
"The home is clean, beautiful, and conveniently located to stores and restaurants. The beds were very comfortable. The rooms were spacious. We recommend staying here for your next trip to Portland/Nashville area. I will book again if I’m back in town. "
United States
Angela D.
$398 nightly
The price is $426
Sep 1 - Sep 2
Total with taxes and fees
The Yellow House - Hidden Gem in heart of Portland
Private kitchen

2. Cute Boho Country Bungalow in Central Franklin KY

Cute Boho Country Bungalow in Central Franklin KY
Franklin
9.8 out of 10, Exceptional, (8 reviews)
"We had a great stay and felt very welcomed. The house was thoughtfully decorated and very cute. "
United States
sherie g.
$195 nightly
The price is $215
Aug 12 - Aug 13
Total with taxes and fees
Cute Boho Country Bungalow in Central Franklin KY
Dining

3. Kentucky Comfort Central Retreat, 2 Bedroom Home

Kentucky Comfort Central Retreat, 2 Bedroom Home
Franklin
9.0 out of 10, Wonderful, (7 reviews)
"Great location for a wedding we attended Beautifully decorated and had EVERYTHING we needed-fully stocked "
United States
Lisa G.
$204 nightly
The price is $225
Aug 10 - Aug 11
Total with taxes and fees
Kentucky Comfort Central Retreat, 2 Bedroom Home
Interior

4. Spacious Large Cabin at Harding near I-65/Downtown Franklin

Spacious Large Cabin at Harding near I-65/Downtown Franklin
Franklin
8.8 out of 10, Excellent, (6 reviews)
"Perfect place to stay in the middle of lots of town. Out of town but close to everything. We enjoyed our stay"
United States
Kami B.
$406 nightly
The price is $448
Aug 6 - Aug 7
Total with taxes and fees
Spacious Large Cabin at Harding near I-65/Downtown Franklin
2 bedrooms, desk, iron/ironing board, WiFi (free)

5. Vintage modern / boho Gallatin townhome!

Vintage modern / boho Gallatin townhome!
Gallatin
10.0 out of 10, Exceptional, (22 reviews)
"Extremely clean, quiet, well decorated and comfortable. "
United States
Shawn M.
$208 nightly
The price is $223
Aug 11 - Aug 12
Total with taxes and fees
Vintage modern / boho Gallatin townhome!
Interior

6. Country Retreat Near Gallatin

Country Retreat Near Gallatin
Bethpage
10.0 out of 10, Exceptional, (3 reviews)
"Extremely clean and homey space. Kristen is a great host. We would certainly stay here again"
United States
Jared W.
$235 nightly
The price is $245
Aug 6 - Aug 7
Total with taxes and fees
Country Retreat Near Gallatin
Interior

7. Log Cabin Once Owned by Johnny Cash, short drive to Nashville Sleeps 6

Log Cabin Once Owned by Johnny Cash, short drive to Nashville Sleeps 6
Hendersonville
10.0 out of 10, Exceptional, (82 reviews)
"The property was great. It had everything we needed, was clean, and very relaxing."
United States
Kristen C.
$370 nightly
The price is $386
Aug 6 - Aug 7
Total with taxes and fees
Log Cabin Once Owned by Johnny Cash, short drive to Nashville Sleeps 6
Coffee/tea maker, fridge, microwave, oven

8. Historic Stonewall Stays • Room for 12 w/ New Bunk Room

Historic Stonewall Stays • Room for 12 w/ New Bunk Room
Gallatin
9.8 out of 10, Exceptional, (24 reviews)
"This was a lovely space for our ladies' getaway."
United States
Debrina D.
$306 nightly
The price is $328
Aug 11 - Aug 12
Total with taxes and fees
Historic Stonewall Stays • Room for 12 w/ New Bunk Room
Smart TV, fireplace, books

9. JuneBug Log Cabin, Nashville Music History, Dreamy Loft Suite, Stone Frpl.

JuneBug Log Cabin, Nashville Music History, Dreamy Loft Suite, Stone Frpl.
Hendersonville
10.0 out of 10, Exceptional, (112 reviews)
"We enjoyed our stay will defenatly tell others about the cabin"
United States
Terry R.
$305 nightly
The price is $319
Aug 9 - Aug 10
Total with taxes and fees
JuneBug Log Cabin, Nashville Music History, Dreamy Loft Suite, Stone Frpl.
Outdoor dining

10. Stylish Guest Suite in Gallatin: Close to Nashville, Screened Porch & Firepit

Stylish Guest Suite in Gallatin: Close to Nashville, Screened Porch & Firepit
Gallatin
9.6 out of 10, Exceptional, (17 reviews)
"Clean, comfortable and convenient. Very thankful to have been here."
United States
Karen W.
$143 nightly
The price is $153
Aug 6 - Aug 7
Total with taxes and fees
Stylish Guest Suite in Gallatin: Close to Nashville, Screened Porch & Firepit
TV, offices

11. Relax Here! Nashville's Northern Retreat

Relax Here! Nashville's Northern Retreat
Gallatin
$263 nightly
The price is $295
Sep 1 - Sep 2
Total with taxes and fees
Relax Here! Nashville's Northern Retreat
Exterior

12. Peace And Quiet Of Country Living Yet Close To Modern Convenience.

Peace And Quiet Of Country Living Yet Close To Modern Convenience.
Scottsville
9.8 out of 10, Exceptional, (172 reviews)
"All around great place. It was clean and peaceful. The hosts were excellent. My family wishes we had longer than a weekend to explore the area. "
United States
Andrea B.
$181 nightly
The price is $194
Aug 9 - Aug 10
Total with taxes and fees
Peace And Quiet Of Country Living Yet Close To Modern Convenience.
Exterior detail

13. Woodsy Cabin Guest House with Spa and Pickleball Court.

Woodsy Cabin Guest House with Spa and Pickleball Court.
Greenbrier
10.0 out of 10, Exceptional, (94 reviews)
" Good little cabin with a nice dog that stops by."
United States
Jacob H.
$261 nightly
The price is $277
Aug 6 - Aug 7
Total with taxes and fees
Woodsy Cabin Guest House with Spa and Pickleball Court.
Beach nearby

14. The Backstage Tiny House by Impossible Forrest!

The Backstage Tiny House by Impossible Forrest!
Lebanon
9.4 out of 10, Exceptional, (6 reviews)
"Cute place for the night. Very small with two dogs and us but was comfortable and nice surroundings."
United States
Shannon R.
$100 nightly
The price is $113
Aug 6 - Aug 7
Total with taxes and fees
The Backstage Tiny House by Impossible Forrest!
4 bedrooms, memory foam beds, iron/ironing board, travel crib

15. Creekside Getaway - Close to DT & Lake

Creekside Getaway - Close to DT & Lake
Gallatin
9.8 out of 10, Exceptional, (9 reviews)
"Property was clean and in a good location for our short stay. Would not hesitate to choose this location again."
United States
Tara M.
$394 nightly
The price is $422
Aug 6 - Aug 7
Total with taxes and fees
Creekside Getaway - Close to DT & Lake
1 bedroom, WiFi (free), bed sheets

16. The Whispering Oak is a private and cozy getaway with its own private entrance!

The Whispering Oak is a private and cozy getaway with its own private entrance!
Springfield
10.0 out of 10, Exceptional, (3 reviews)
"Everything was excellent"
United States
Kandice P.
$88 nightly
The price is $95
Aug 10 - Aug 11
Total with taxes and fees
The Whispering Oak is a private and cozy getaway with its own private entrance!
Property grounds

17. Newly remodeled, Hot Tub, 70n inch tv Private Entrance, Convenient location

Newly remodeled, Hot Tub, 70n inch tv Private Entrance, Convenient location
Lebanon
10.0 out of 10, Exceptional, (106 reviews)
"Beautiful property! We had a peaceful and relaxing stay with a beautiful view. The hot tub was perfect and the towel warmer was a nice addition. The hosts were quick to respond and checked in before and during the trip. WORTH IT!"
United States
Tif G.
$183 nightly
The price is $192
Aug 10 - Aug 11
Total with taxes and fees
Newly remodeled, Hot Tub, 70n inch tv Private Entrance, Convenient location
Property grounds

18. The Watertree Tiny House at Twig City Farm!

The Watertree Tiny House at Twig City Farm!
Lebanon
10.0 out of 10, Exceptional, (3 reviews)
"Peaceful and beautiful setting!!"
United States
Nancy V.
$112 nightly
The price is $128
Aug 6 - Aug 7
Total with taxes and fees
The Watertree Tiny House at Twig City Farm!
Interior

19. Cozy 2-bedroom Milking Parlor in peaceful Logan County near Russellville with AC

Cozy 2-bedroom Milking Parlor in peaceful Logan County near Russellville with AC
Russellville
10.0 out of 10, Exceptional, (5 reviews)
"Couldn’t ask for better!"
United States
Karen
$243 nightly
The price is $268
Aug 6 - Aug 7
Total with taxes and fees
Cozy 2-bedroom Milking Parlor in peaceful Logan County near Russellville with AC
Interior

20. Modern and Charming Cottage

Modern and Charming Cottage
Heron Walk
9.8 out of 10, Exceptional, (43 reviews)
"We enjoyed the stay. The place was neat, clean and convenient. The host was very responsive and communicative."
United States
Debbie R.
$196 nightly
The price is $209
Aug 17 - Aug 18
Total with taxes and fees
Modern and Charming Cottage
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

Wingate by Wyndham Goodlettsville

Wingate by Wyndham Goodlettsville

10/10 Excellent
"Great staff. Clean room. Nice location"
Mariann 4-night trip
Posted 1 hour ago
Wingate by Wyndham Goodlettsville

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 $141 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

Can I find vacation rentals in Portland?

Yes, there are vacation rentals close to popular points of interest in Portland, or you can select a more remote option if you're looking for relaxation. Portland is known for its festivals and university setting.

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

Lakefront property with 7 bedrooms: This vacation home rental near Portland is located on a lake and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 7 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like an arcade game room.

How many vacation rentals are there in Portland?

With 5 Expedia vacation rentals, you're sure to find just the right place for your Portland stay.

What can I see and do in Portland?

Portland City Park and Richland Park are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Sumner Crest WInery and Cold Springs Museum.

What are vacation rentals like in Portland?

Vacation rentals are privately owned accommodations you can reserve for a few days or a quick weekend in Portland. Vacation rentals offer extras such as hot tubs, fire pits, and patios so you'll feel just like you're staying in your own home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of privacy away from public hotel elevators and busy concierge desks while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive option for families.