Search Vacation Homes in Portland

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Portland vacation homes

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, (93 reviews)
"Great stay! "
United States
Melony G.
The price is AED 331
AED 770 total
includes taxes & fees
15 Feb - 16 Feb
Newly remodeled, Hot Tub, 70n inch tv Private Entrance, Convenient location

Kentucky Comfort Central Retreat, 2 Bedroom Home

Kentucky Comfort Central Retreat, 2 Bedroom Home
Franklin
8.8 out of 10, Excellent, (6 reviews)
"Tom was communicative and willing to help anytime. He gave us local recommendations and was extremely kind! Location was great, very close to downtown and had everything we needed for a weekend in Franklin! "
United States
Bentley F.
The price is AED 559
AED 1,073 total
includes taxes & fees
16 Feb - 17 Feb
Kentucky Comfort Central Retreat, 2 Bedroom Home

Modern and Charming Cottage

Modern and Charming Cottage
Heron Walk
9.8 out of 10, Exceptional, (39 reviews)
"Very clean nice place to stay while visiting Nashville."
United States
Ricky L.
The price is AED 405
AED 984 total
includes taxes & fees
17 Mar - 18 Mar
Modern and Charming Cottage

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, (22 reviews)
"Everyone was so easy to work with. We hosted a wedding rehearsal dinner at the house which turned out beautiful. Everyone enjoyed learning about the home and the history which was so cool! "
United States
Danielle B.
The price is AED 621
AED 1,293 total
includes taxes & fees
16 Feb - 17 Feb
Historic Stonewall Stays • Room for 12 w/ New Bunk Room

This house is a 3 bedroom(s), 2 bathrooms, located in Nashville, TN.

This house is a 3 bedroom(s), 2 bathrooms, located in Nashville, TN.
Nashville
10.0 out of 10, Exceptional, (7 reviews)
"Very impressed with this property and it's location. We will be saving this one for future stays for sure. "
United States
Breah S.
The price is AED 382
AED 1,339 total
includes taxes & fees
15 Feb - 16 Feb
This house is a 3 bedroom(s), 2 bathrooms, located in Nashville, TN.

New listing! Historic 4 bedroom home in Russellville!

New listing! Historic 4 bedroom home in Russellville!
Russellville
10.0 out of 10, Exceptional, (2 reviews)
"House was absolutely amazing! Host was very helpful with any questions or needs! House was very clean and well kept! Overall a wonderful experience!!! "
United States
Mackenzie W.
The price is AED 497
AED 831 total
includes taxes & fees
17 Feb - 18 Feb
New listing! Historic 4 bedroom home in Russellville!

Welcome to #BestStayEver Nashville/Old Hickory TN

Welcome to #BestStayEver Nashville/Old Hickory TN
Nashville
9.8 out of 10, Exceptional, (68 reviews)
"Everything was great! I would stay here again"
United States
Jackson K.
The price is AED 264
AED 1,111 total
includes taxes & fees
16 Feb - 17 Feb
Welcome to #BestStayEver Nashville/Old Hickory TN

Hickory Ridge Retreat 2-Sleeps 8

Hickory Ridge Retreat 2-Sleeps 8
Old Hickory
9.6 out of 10, Exceptional, (5 reviews)
"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 AED 630
AED 2,168 total
includes taxes & fees
16 Feb - 17 Feb
Hickory Ridge Retreat 2-Sleeps 8

Lake House w/ Rooftop Views! 20 to Downtown Nash!

Lake House w/ Rooftop Views! 20 to Downtown Nash!
Nashville
10.0 out of 10, Exceptional, (7 reviews)
"We fully enjoyed your beautiful home!"
United States
K P.
The price is AED 634
AED 2,269 total
includes taxes & fees
15 Feb - 16 Feb
Lake House w/ Rooftop Views! 20 to Downtown Nash!

The Whiskey River Lodge

The Whiskey River Lodge
Nashville
The price is AED 345
AED 1,670 total
includes taxes & fees
15 Feb - 16 Feb
The Whiskey River Lodge

Family Game Night II - 3BD/2.5BA

Family Game Night II - 3BD/2.5BA
Bowling Green
9.2 out of 10, Wonderful, (14 reviews)
"Place was wonderful and we will definitely stay here on our next visit. Only critique would be the entry keypad needs lighting. Great stay."
United States
Robert F.
The price is AED 551
AED 1,767 total
includes taxes & fees
6 Mar - 7 Mar
Family Game Night II - 3BD/2.5BA

Music City Medley is ready for your next adventure!

Music City Medley is ready for your next adventure!
Old Hickory
9.8 out of 10, Exceptional, (66 reviews)
"Wonderful pet-friendly stay in Nashville!"
United States
Amanda L.
The price is AED 533
AED 1,150 total
includes taxes & fees
15 Feb - 16 Feb
Music City Medley is ready for your next adventure!

"Hanks Hangout"-Modern 2/2.5 Bath/Rooftop Deck

"Hanks Hangout"-Modern 2/2.5 Bath/Rooftop Deck
Madison
9.8 out of 10, Exceptional, (23 reviews)
"This place rocked and will be back soon, place was nice and organized to the T! Loved it and its convenient location and you are next to EVERYTHING and the host was super nice and informative"
United States
Brandon G.
The price is AED 475
AED 1,992 total
includes taxes & fees
16 Feb - 17 Feb
"Hanks Hangout"-Modern 2/2.5 Bath/Rooftop Deck

Upper Unit Retreat|2BR Near Downtown| Pet-Friendly

Upper Unit Retreat|2BR Near Downtown| Pet-Friendly
Lakewood
The price is AED 191
AED 1,362 total
includes taxes & fees
16 Feb - 17 Feb
Upper Unit Retreat|2BR Near Downtown| Pet-Friendly

‼️3BR Lakefront in Nashville w/ BBQ & Hot Tub

‼️3BR Lakefront in Nashville w/ BBQ & Hot Tub
Nashville
8.8 out of 10, Excellent, (6 reviews)
"Clean, lots of activities! Great fishing out back! "
United States
Kyler B.
The price is AED 463
AED 1,229 total
includes taxes & fees
15 Feb - 16 Feb
‼️3BR Lakefront in Nashville w/ BBQ & Hot Tub

Cute Two Bedroom House at a Budget Price Country and City Life Combined

Cute Two Bedroom House at a Budget Price Country and City Life Combined
Nashville
9.6 out of 10, Exceptional, (9 reviews)
"I had a great stay! Easy to get to and easy check in/out. It was veryyy cute and very accommodating to my needs. I would (and plan to) stay here again!!"
United States
Madeline P.
The price is AED 397
AED 893 total
includes taxes & fees
16 Feb - 17 Feb
Cute Two Bedroom House at a Budget Price Country and City Life Combined

Cozy Lakefront Getaway Near Nashville-Pet Friendly, Dock, Amazing Views

Cozy Lakefront Getaway Near Nashville-Pet Friendly, Dock, Amazing Views
Mt Juliet
9.6 out of 10, Exceptional, (262 reviews)
"Exactly as advertised! Clean! Lovely view!"
United States
Sam G.
The price is AED 639
AED 1,460 total
includes taxes & fees
28 Feb - 1 Mar
Cozy Lakefront Getaway Near Nashville-Pet Friendly, Dock, Amazing Views

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

Stylish Guest Suite in Gallatin: Close to Nashville, Screened Porch & Firepit
Gallatin
9.0 out of 10, Wonderful, (7 reviews)
"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 AED 413
AED 560 total
includes taxes & fees
15 Feb - 16 Feb
Stylish Guest Suite in Gallatin: Close to Nashville, Screened Porch & Firepit

Blueberry On Cherry - Scottsville, KY

Blueberry On Cherry - Scottsville, KY
Scottsville
10.0 out of 10, Exceptional, (1 review)
"Beautiful house! And Avery was so kind and helpful with the booking. Would definitely stay again!"
United States
Brooke D.
The price is AED 760
AED 867 total
includes taxes & fees
16 Feb - 17 Feb
Blueberry On Cherry - Scottsville, KY

Springfield Haven - Modern Comfort Near Nashville

Springfield Haven - Modern Comfort Near Nashville
Springfield
The price is AED 345
AED 1,862 total
includes taxes & fees
15 Feb - 16 Feb
Springfield Haven - Modern Comfort Near Nashville
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.

Eid al-Fitr Sale

Members save up to 40% on hotels. Plan this year’s big trip and save.
Save an average of 15% on thousands of hotels when you're signed in

Top Portland Hotel Reviews

Explore a world of travel with Expedia