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Portland Vacation Rentals

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Check prices for these dates

In two weeks
Jan 16 - Jan 18
In two months
Feb 27 - Mar 1
In three months
Mar 27 - Mar 29
In four months
Apr 24 - Apr 26

Our top choices for Portland vacation rentals

Dining
The Yellow House - Hidden Gem in heart of Portland

Vacation Home in Portland

The Yellow House - Hidden Gem in heart of Portland
10.0 out of 10, Exceptional, (13)
"This is a beautiful house that is nicely furnished and very comfortable!"
United States
Josh B.
The price is ￥29,478
￥73,613 total
includes taxes & fees
Jan 3 - Jan 4, 2026
The Yellow House - Hidden Gem in heart of Portland
Exterior
Fantastic Ark minutes away from Nashville

Houseboat in Springfield

Fantastic Ark minutes away from Nashville
10.0 out of 10, Exceptional, (18)
"We truly enjoyed our stay in this unique place and will plan another trip. "
United States
TIna B.
The price is ￥30,414
￥51,643 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Fantastic Ark minutes away from Nashville
Fridge, microwave, oven, stovetop
Vintage modern / boho Gallatin townhome!

Vacation Home in Gallatin

Vintage modern / boho Gallatin townhome!
2.0 star property
10.0 out of 10, Exceptional, (16)
"We had a great stay - it’s well decorated, comfortable, and clean. Would stay again!"
United States
Erin S.
The price is ￥13,897
￥38,161 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Vintage modern / boho Gallatin townhome!
Exterior detail
The Backstage Tiny House by Impossible Forrest!

Apartment in Lebanon

The Backstage Tiny House by Impossible Forrest!
10.0 out of 10, Exceptional, (1)
"It was a great place to stop and relax on a long drive! A tiny gem just outside Nashville."
United States
Kathryn H.
The price is ￥8,407
￥15,923 total
includes taxes & fees
Jan 1 - Jan 2, 2026
The Backstage Tiny House by Impossible Forrest!
Exterior
Peace And Quiet Of Country Living Yet Close To Modern Convenience.

Cabin in Scottsville

Peace And Quiet Of Country Living Yet Close To Modern Convenience.
9.8 out of 10, Exceptional, (163)
"beautiful area on 200 acres to explore, would definitely do it again"
United States
jalen r.
The price is ￥13,257
￥27,552 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Peace And Quiet Of Country Living Yet Close To Modern Convenience.
Fridge, microwave, oven, stovetop
Welcome to #BestStayEver Nashville/Old Hickory TN

Vacation Home in Nashville

Welcome to #BestStayEver Nashville/Old Hickory TN
9.8 out of 10, Exceptional, (65)
"Beautiful home and accommodations. Host was responsive to requests. "
United States
Lydia Y.
The price is ￥14,458
￥51,552 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Welcome to #BestStayEver Nashville/Old Hickory TN
Fridge, microwave, oven, stovetop
Lakeshore Living- studio apartment

Apartment in Gallatin

Lakeshore Living- studio apartment
10.0 out of 10, Exceptional, (9)
"Wouldn’t hesitate to stay and not a bad drive to Nashville. Everything depicted in the pictures is the exact same as what was there. Overall a great experience. "
United States
Justin S.
The price is ￥7,799
￥30,669 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Lakeshore Living- studio apartment
Property grounds
Horse Stall Suite 3 Trotter Range Adventure Spot!

Apartment in Lebanon

Horse Stall Suite 3 Trotter Range Adventure Spot!
10.0 out of 10, Exceptional, (1)
"Thank you for a great “unique” stay experience! Room was clean, cool and quiet! Breakfast delicious! "
United States
Evonne W.
The price is ￥8,712
￥16,428 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Horse Stall Suite 3 Trotter Range Adventure Spot!
Fridge, microwave, oven, stovetop
The Destination at Night Horse

Vacation Home in Bowling Green

The Destination at Night Horse
9.8 out of 10, Exceptional, (17)
"Good stay"
United States
Patricia K.
The Destination at Night Horse
Apartment | Private kitchen
1 King 2 Queens Garage Yard Washer Dryer

Apartment in Lakewood

1 King 2 Queens Garage Yard Washer Dryer
2.0 star property
The price is ￥16,484
￥43,235 total
includes taxes & fees
Jan 11 - Jan 12, 2026
1 King 2 Queens Garage Yard Washer Dryer
Outdoor dining
The Sedona Tiny House at Twig City Farm!

Apartment in Lebanon

The Sedona Tiny House at Twig City Farm!
7.4 out of 10, Good, (3)
"Very peaceful surroundings. Quiet. The place was very unique inside "
United States
PAMELA S.
The price is ￥8,407
￥15,923 total
includes taxes & fees
Jan 4 - Jan 5, 2026
The Sedona Tiny House at Twig City Farm!
Smart TV
Stylish Guest Suite in Gallatin: Close to Nashville, Screened Porch & Firepit

Vacation Home in Gallatin

Stylish Guest Suite in Gallatin: Close to Nashville, Screened Porch & Firepit
2.0 star property
9.0 out of 10, Wonderful, (7)
"Was a beautiful stay would recommend to any couple that wants to stay close to Nashville I’d for sure stay again loved the place super cute !!!!"
United States
Anonymous traveler
The price is ￥17,547
￥23,783 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Stylish Guest Suite in Gallatin: Close to Nashville, Screened Porch & Firepit
Property grounds
Newly remodeled, Hot Tub, 70n inch tv Private Entrance, Convenient location

Vacation Home in Lebanon

Newly remodeled, Hot Tub, 70n inch tv Private Entrance, Convenient location
10.0 out of 10, Exceptional, (91)
"Great stay! "
United States
Melony G.
The price is ￥12,298
￥30,654 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Newly remodeled, Hot Tub, 70n inch tv Private Entrance, Convenient location
Fridge, coffee/tea maker, cookware/dishes/utensils
Rooftop Creative Oasis – Close to Broadway

Condo in Nashville

Rooftop Creative Oasis – Close to Broadway
9.6 out of 10, Exceptional, (20)
"Very close to everything. The rooftop was nice to have dinner on. "
United States
Anonymous traveler
The price is ￥10,762
￥67,757 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Rooftop Creative Oasis – Close to Broadway
Exterior
Old Hickory Retreat 2-Sleeps 8

Vacation Home in Old Hickory

Old Hickory Retreat 2-Sleeps 8
2.0 star property
9.6 out of 10, Exceptional, (4)
"We had a great stay at the home in Old Hickory. Right near the water and close to downtown Nashville. Plenty of space for the 6 of us and the place is true to the photos in the listing. "
United States
Derek C.
The price is ￥15,770
￥99,234 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Old Hickory Retreat 2-Sleeps 8
Free WiFi, bed sheets
The Whispering Oak is a private and cozy getaway with its own private entrance!

Apartment in Springfield

The Whispering Oak is a private and cozy getaway with its own private entrance!
2.0 star property
The price is ￥9,358
￥14,419 total
includes taxes & fees
Jan 26 - Jan 27, 2026
The Whispering Oak is a private and cozy getaway with its own private entrance!
Interior
Honky Tonk Haven Cozy Nashville Apartment Country Feel in The Middle of The City

Apartment in Dickerson Road

Honky Tonk Haven Cozy Nashville Apartment Country Feel in The Middle of The City
2.0 star property
8.0 out of 10, Very Good, (1)
"This is perfect if you’re in to your country music, Great place, great feel to it , we even did some song writing too, super hosts very easy to get on with. It was great to jam on their back porch. We look forward to seeing them another time "
United Kingdom
Paul W.
The price is ￥16,564
￥31,770 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Honky Tonk Haven Cozy Nashville Apartment Country Feel in The Middle of The City
Outdoor dining
Wood Shed Tiny House at Twig City Farm!

Apartment in Lebanon

Wood Shed Tiny House at Twig City Farm!
The price is ￥8,407
￥15,923 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Wood Shed Tiny House at Twig City Farm!
Exterior detail
The Watertree Tiny House at Twig City Farm!

Apartment in Lebanon

The Watertree Tiny House at Twig City Farm!
The price is ￥8,407
￥15,923 total
includes taxes & fees
Jan 1 - Jan 2, 2026
The Watertree Tiny House at Twig City Farm!
Apartment | 3 bedrooms
1 King 1 Queen 2 Double Garage Washer Dryer

Apartment in Lakewood

1 King 1 Queen 2 Double Garage Washer Dryer
2.0 star property
The price is ￥16,484
￥43,235 total
includes taxes & fees
Jan 4 - Jan 5, 2026
1 King 1 Queen 2 Double Garage Washer Dryer
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

Hyatt Place Nashville/Hendersonville

Hyatt Place Nashville/Hendersonville

10/10 Excellent
"Room was very clean and roomy. Only one thing. There was an area in the carpet in front of the sink that looks like a stain that was not completely gotten out. It is a per friendly hotel,we were wondering if it as dog pooh?"
Teresa 2-night trip
Posted 21 hours ago
Hyatt Place Nashville/Hendersonville

Find out more about Portland

Search for holiday rentals in Portland on Expedia! You can easily find your home rentals, villas, holiday apartments in Portland using one of the methods below:

  • View our selection of featured holiday rentals in Portland
  • Use the map to find apartments and other holiday homes in the Portland neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Portland while they last

Look no further and take a look at our great range of rental properties in Portland!

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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?

‼️3BR Lakefront in Nashville w/ BBQ & Hot Tub: This vacation home rental near Portland is located on the waterfront and has a fireplace, a patio, 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. You can relax into your vacation with a garden and a hot tub.

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 Cold Springs Museum 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.