Photo by Jon Ross

Portland Holiday Rentals

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Check prices for these dates

Tonight
19 Dec - 20 Dec
Tomorrow
20 Dec - 21 Dec
This weekend
19 Dec - 21 Dec
Next weekend
26 Dec - 28 Dec

Our top choices for Portland holiday rentals

Smart TV
The Yellow House - Hidden Gem in heart of Portland

Holiday 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 HK$1,470
HK$3,672 total
includes taxes & fees
4 Jan - 5 Jan 2026
The Yellow House - Hidden Gem in heart of Portland
Exterior detail
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 HK$1,517
HK$2,537 total
includes taxes & fees
13 Jan - 14 Jan 2026
Fantastic Ark minutes away from Nashville
2 bedrooms, desk, iron/ironing board, free WiFi
Vintage modern / boho Gallatin townhome!

Holiday 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 HK$693
HK$1,903 total
includes taxes & fees
21 Dec - 22 Dec
Vintage modern / boho Gallatin townhome!
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, (162)
"beautiful area on 200 acres to explore, would definitely do it again"
United States
jalen r.
The price is HK$661
HK$1,374 total
includes taxes & fees
29 Dec - 30 Dec
Peace And Quiet Of Country Living Yet Close To Modern Convenience.
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 HK$822
HK$2,157 total
includes taxes & fees
4 Jan - 5 Jan 2026
1 King 2 Queens Garage Yard Washer Dryer
Terrace/patio
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 HK$826
HK$1,585 total
includes taxes & fees
20 Dec - 21 Dec
Honky Tonk Haven Cozy Nashville Apartment Country Feel in The Middle of The City
Smart TV
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 HK$389
HK$1,530 total
includes taxes & fees
22 Dec - 23 Dec
Lakeshore Living- studio apartment
Marina
Old Hickory Retreat 2-Sleeps 8

Holiday 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 HK$787
HK$4,973 total
includes taxes & fees
4 Jan - 5 Jan 2026
Old Hickory Retreat 2-Sleeps 8
Beach nearby
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 HK$676
HK$1,132 total
includes taxes & fees
21 Dec - 22 Dec
The Backstage Tiny House by Impossible Forrest!
Outdoor dining
Stylish Guest Suite in Gallatin: Close to Nashville, Screened Porch & Firepit

Holiday 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 traveller
The price is HK$875
HK$1,186 total
includes taxes & fees
30 Dec - 31 Dec
Stylish Guest Suite in Gallatin: Close to Nashville, Screened Porch & Firepit
Interior
Country Retreat Near Gallatin

Apartment in Bethpage

Country Retreat Near Gallatin
10.0 out of 10, Exceptional, (3)
"Extremely clean and homey space. Kristen is a great host. We would certainly stay here again"
United States
Jared W.
The price is HK$1,225
HK$2,070 total
includes taxes & fees
20 Dec - 21 Dec
Country Retreat Near Gallatin
Fridge, microwave, oven, stovetop
Welcome to #BestStayEver Nashville/Old Hickory TN

Holiday Home in Nashville

Welcome to #BestStayEver Nashville/Old Hickory TN
9.8 out of 10, Exceptional, (65)
"This Vrbo was perfect for our stay! It was very clean and comfortable and it was in a good location for us. The host was great with communicating as well. We would definitely stay here again!"
United States
Shayna M.
The price is HK$763
HK$2,621 total
includes taxes & fees
21 Dec - 22 Dec
Welcome to #BestStayEver Nashville/Old Hickory TN
Exterior
Mammoth Cave-Game Room-Buc-ee’s-Mint Casino-6 Beds-Stocked- wifi-StockedFirepit!

Holiday Home in Bowling Green

Mammoth Cave-Game Room-Buc-ee’s-Mint Casino-6 Beds-Stocked- wifi-StockedFirepit!
10.0 out of 10, Exceptional, (66)
"We loved staying at this house! So much history! Everything was perfect "
United States
Stacey W.
The price is HK$895
HK$1,937 total
includes taxes & fees
8 Jan - 9 Jan 2026
Mammoth Cave-Game Room-Buc-ee’s-Mint Casino-6 Beds-Stocked- wifi-StockedFirepit!
Property grounds
Newly remodeled, Hot Tub, 70n inch tv Private Entrance, Convenient location

Holiday Home in Lebanon

Newly remodeled, Hot Tub, 70n inch tv Private Entrance, Convenient location
10.0 out of 10, Exceptional, (90)
"Very nice place and hosts were great! We really enjoyed our stay. Bed was very comfortable! Higly recommend this quiet and beautiful property dor your get away."
United States
Mary C.
The price is HK$646
HK$1,566 total
includes taxes & fees
4 Jan - 5 Jan 2026
Newly remodeled, Hot Tub, 70n inch tv Private Entrance, Convenient location
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 HK$822
HK$2,157 total
includes taxes & fees
4 Jan - 5 Jan 2026
1 King 1 Queen 2 Double Garage Washer Dryer
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 HK$467
HK$719 total
includes taxes & fees
19 Jan - 20 Jan 2026
The Whispering Oak is a private and cozy getaway with its own private entrance!
Terrace/patio
Rooftop Creative Oasis – Close to Broadway

Condo in Nashville

Rooftop Creative Oasis – Close to Broadway
9.6 out of 10, Exceptional, (19)
"Very close to everything. The rooftop was nice to have dinner on. "
United States
Anonymous traveller
The price is HK$537
HK$3,380 total
includes taxes & fees
22 Dec - 23 Dec
Rooftop Creative Oasis – Close to Broadway
Interior
Noteworthy by Opryland. No Stairs Fast Wifi.

Apartment in Donelson

Noteworthy by Opryland. No Stairs Fast Wifi.
10.0 out of 10, Exceptional, (133)
"Extremely clean and cozy facility. also it is a great location. It’s less than a mile from Grand Ol’ Opry and the Gaylordx"
United States
George
Noteworthy by Opryland. No Stairs Fast Wifi.
Property grounds
Lake House w/ Rooftop Views! 20 to Downtown Nash!

Holiday Home in Nashville

Lake House w/ Rooftop Views! 20 to Downtown Nash!
2.0 star property
10.0 out of 10, Exceptional, (7)
"We fully enjoyed your beautiful home!"
United States
K P.
The price is HK$1,342
HK$4,806 total
includes taxes & fees
21 Dec - 22 Dec
Lake House w/ Rooftop Views! 20 to Downtown Nash!
4 bedrooms, travel cot, WiFi, bed sheets
Charming 4-bedroom in Russellville Kentucky with Hot Tub

Holiday Home in Russellville

Charming 4-bedroom in Russellville Kentucky with Hot Tub
10.0 out of 10, Exceptional, (14)
"Rented this for two of my technicians who were doing a job down there. Very convenient location, very clean, and the host was very responsive. Will be renting this location again when they have to go back."
United States
Shelly
The price is HK$1,113
HK$2,248 total
includes taxes & fees
21 Dec - 22 Dec
Charming 4-bedroom in Russellville Kentucky with Hot Tub
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, Nashville, TN

Country Inn & Suites by Radisson, Nashville, TN

10/10 Excellent
"Tammera was fantastic "
Tammy 1-night trip
Posted 2 days ago
Country Inn & Suites by Radisson, Nashville, TN

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!

Frequently asked questions

Can I find holiday rentals in Portland?

Yes, there are holiday rentals close to the most popular sights in Portland, or you can select a more secluded option if you're looking for a relaxing stay. Portland is known for its festivals and university setting.

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

‼️3BR Lakefront in Nashville w/ BBQ & Hot Tub: This holiday home rental outside of Portland is located on the waterfront, and has a fireplace, a patio and a BBQ 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 that you can cook with friends or family. You can relax into your holiday with a garden and 1 hot tub.

How many holiday rentals are there in Portland?

With 5 Expedia holiday rentals, you're guaranteed 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 Portland City Hall.

What are holiday rentals like in Portland?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Portland. Holiday rentals feature extras like WiFi and washers and dryers so you'll have everything you want. If you're concerned about a clean environment, holiday rentals can offer a sense of seclusion away from public hotel lifts and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive option for a family trip.