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
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Portland vacation rentals

A spacious living room with a high ceiling, a chandelier, a staircase, a dining area, and a cozy seating area.

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, (19 reviews)
"This is a beautiful house that is nicely furnished and very comfortable!"
United States
Josh B.
$421 nightly
The price is $483
Oct 11 - Oct 12
Total with taxes and fees
The Yellow House - Hidden Gem in heart of Portland
A backyard with a swimming pool, a covered patio area, and a fenced enclosure.

2. Hot Tub, Pool, Game Rooms, & Star Wars Theater!

Hot Tub, Pool, Game Rooms, & Star Wars Theater!
Portland
$470 nightly
The price is $530
Oct 12 - Oct 13
Total with taxes and fees
Hot Tub, Pool, Game Rooms, & Star Wars Theater!
A living room with a fireplace, leather sofa, wooden coffee table, and a patterned rug.

3. The Lucky Chance House - Franklin, KY

The Lucky Chance House - Franklin, KY
Franklin
10.0 out of 10, Exceptional, (6 reviews)
"This is a very nice place to stay. Easy to find and close to everything we needed."
United States
Diana M.
$307 nightly
The price is $339
Oct 19 - Oct 20
Total with taxes and fees
The Lucky Chance House - Franklin, KY
A modern kitchen with white cabinets, stainless steel appliances, a granite countertop, and a pendant light fixture.

4. Cute Boho Country Bungalow in Central Franklin KY

Cute Boho Country Bungalow in Central Franklin KY
Franklin
9.8 out of 10, Exceptional, (9 reviews)
"We had a great stay and felt very welcomed. The house was thoughtfully decorated and very cute. "
United States
sherie g.
$205 nightly
The price is $226
Oct 11 - Oct 12
Total with taxes and fees
Cute Boho Country Bungalow in Central Franklin KY
A conference room with a long wooden table, white chairs, and a modern chandelier.

5. Kentucky Comfort Central Retreat, 2 Bedroom Home

Kentucky Comfort Central Retreat, 2 Bedroom Home
Franklin
9.2 out of 10, Wonderful, (9 reviews)
"Great location for a wedding we attended Beautifully decorated and had EVERYTHING we needed-fully stocked "
United States
Lisa G.
$215 nightly
The price is $237
Oct 22 - Oct 23
Total with taxes and fees
Kentucky Comfort Central Retreat, 2 Bedroom Home
A bedroom with a wooden bed, a ceiling fan, a bookshelf, and a window with a view of the outdoors.

6. The Creekside Cottage at Honey Run White House, Tennessee est 1918

The Creekside Cottage at Honey Run White House, Tennessee est 1918
White House
$287 nightly
The price is $329
Oct 31 - Nov 1
Total with taxes and fees
The Creekside Cottage at Honey Run White House, Tennessee est 1918
A hotel room with a large bed, two bedside tables with lamps, a wooden door, and two wall-mounted paintings.

7. Vintage modern / boho Gallatin townhome!

Vintage modern / boho Gallatin townhome!
Gallatin
10.0 out of 10, Exceptional, (25 reviews)
"Extremely clean, quiet, well decorated and comfortable. "
United States
Shawn M.
$212 nightly
The price is $245
Oct 18 - Oct 19
Total with taxes and fees
Vintage modern / boho Gallatin townhome!
A modern living room with a sectional sofa, a wooden coffee table, and a kitchen area with grey cabinets and a stainless steel refrigerator.

8. Lakeshore Living- studio apartment

Lakeshore Living- studio apartment
Gallatin
10.0 out of 10, Exceptional, (15 reviews)
"Room clean and as advertised. Plenty of room for 1-2 people; very comfortable. I stayed here for multiple weeks and would stay here again."
United States
Gary C.
$197 nightly
The price is $227
Nov 1 - Nov 2
Total with taxes and fees
Lakeshore Living- studio apartment
A bedroom with a bed, a dark green wall, and string lights.

9. 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, (4 reviews)
"Everything was excellent"
United States
Kandice P.
$97 nightly
The price is $113
Oct 13 - Oct 14
Total with taxes and fees
The Whispering Oak is a private and cozy getaway with its own private entrance!
A door with a window, a metal exterior, and a wooden door frame.

10. Charming Tiny House in Country

Charming Tiny House in Country
Adairville
$193 nightly
The price is $212
Oct 18 - Oct 19
Total with taxes and fees
Charming Tiny House in Country
A modern living room with a grey sofa, fluffy cushions, a small white side table, and a blue bed.

11. Cozy 1-bedroom country bungalow in quiet Westmoreland with AC

Cozy 1-bedroom country bungalow in quiet Westmoreland with AC
Westmoreland
$99 nightly
The price is $111
Oct 21 - Oct 22
Total with taxes and fees
Cozy 1-bedroom country bungalow in quiet Westmoreland with AC
Living area

12. Relax Here! Nashville's Northern Retreat

Relax Here! Nashville's Northern Retreat
Gallatin
$249 nightly
The price is $279
Oct 19 - Oct 20
Total with taxes and fees
Relax Here! Nashville's Northern Retreat
A cozy log cabin interior with a stone fireplace, wooden furniture, and a rustic ambiance.

13. 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, (117 reviews)
"Great property and host, very comfortable and the host really cares about their guests, I would rate it higher but 5 is the most it will let me"
United States
George N.
$307 nightly
The price is $345
Oct 13 - Oct 14
Total with taxes and fees
JuneBug Log Cabin, Nashville Music History, Dreamy Loft Suite, Stone Frpl.
A cozy cabin interior with two dark blue armchairs, a wooden dining table, and a kitchen area.

14. Relax & Recharge at Firefly Cabin

Relax & Recharge at Firefly Cabin
Russellville
10.0 out of 10, Exceptional, (9 reviews)
"Very helpfull host! Very nice place to stay!"
United States
Jay E.
$205 nightly
The price is $226
Oct 19 - Oct 20
Total with taxes and fees
Relax & Recharge at Firefly Cabin
A hallway with light blue walls, a wooden floor, and a dark blue accent wall with a cityscape mural.

15. Country Retreat Near Gallatin

Country Retreat Near Gallatin
Bethpage
10.0 out of 10, Exceptional, (5 reviews)
"Extremely clean and homey space. Kristen is a great host. We would certainly stay here again"
United States
Jared W.
$263 nightly
The price is $296
Oct 11 - Oct 12
Total with taxes and fees
Country Retreat Near Gallatin
A rustic log cabin with a wooden porch, large windows, and a stone foundation.

16. Woodsy Cabin Guest House with Spa.

Woodsy Cabin Guest House with Spa.
Greenbrier
9.8 out of 10, Exceptional, (103 reviews)
"We had a wonderful stay, the cabin was even cuter in person. This way the perfect place for a couples getaway and we especially loved the back deck area. "
United States
Anna P.
$264 nightly
The price is $303
Oct 18 - Oct 19
Total with taxes and fees
Woodsy Cabin Guest House with Spa.
A wooden cabin with a porch and a staircase leading to the entrance.

17. 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, (175 reviews)
"Amazing property"
United States
Justin M.
$181 nightly
The price is $194
Oct 11 - Oct 12
Total with taxes and fees
Peace And Quiet Of Country Living Yet Close To Modern Convenience.
A wooden hallway with large windows, a bed in the background, and hanging pendant lights.

18. 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, (89 reviews)
"Beautiful place to stay and enjoy the quiet outside of the Nashville lights! Cozy and updated to today’s standards. Beautifully appointed with a variety of the new and the old! Great story behind this home! Highly recommend!"
United States
Toni
$377 nightly
The price is $425
Oct 11 - Oct 12
Total with taxes and fees
Log Cabin Once Owned by Johnny Cash, short drive to Nashville Sleeps 6
A rustic log cabin interior with a wooden staircase, a patterned rug, and a wooden dresser.

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

Spacious Large Cabin at Harding near I-65/Downtown Franklin
Franklin
9.0 out of 10, Wonderful, (7 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.
$429 nightly
The price is $473
Oct 11 - Oct 12
Total with taxes and fees
Spacious Large Cabin at Harding near I-65/Downtown Franklin
A covered outdoor patio with a wooden table and benches, a view of a backyard, and a house in the background.

20. 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, (19 reviews)
"Yes the place is very nice and welcoming "
United States
Eli H.
$168 nightly
The price is $193
Oct 11 - Oct 12
Total with taxes and fees
Stylish Guest Suite in Gallatin: Close to Nashville, Screened Porch & Firepit
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

Country Inn & Suites by Radisson, Goodlettsville, TN

Country Inn & Suites by Radisson, Goodlettsville, TN

10/10 Excellent
"Room was clean and spacious. Breakfast was good. Staff was friendly. Only drawback was the pool was cold. Great hotel"
Jason 1-night trip
Posted 7 hours ago
Country Inn & Suites by Radisson, Goodlettsville, TN

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 $173 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 6 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 Portland City Hall and Sumner Crest WInery.

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.