Portland Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Portland vacation rentals

A wooden-paneled bedroom with a bed, bedside lamps, a ceiling fan, a toilet, and a small shelf with toiletries.

1. Turn On Inn

Turn On Inn
3.0 star property
Lake Village
9.4 out of 10, Exceptional, (97 reviews)
"Excellent place to stay I stay every time if available"
United States
Christi
The price is ￥16,166
￥17,863 total
includes taxes & fees
Nov 10 - Nov 11
Turn On Inn
View from room

2. Red Leaf Cottages

Red Leaf Cottages
3.0 star property
Lake Village
9.0 out of 10, Wonderful, (28 reviews)
"Beautiful lake view from front porch and homey-feel."
United States
Ashleigh
The price is ￥19,030
￥21,029 total
includes taxes & fees
Nov 13 - Nov 14
Red Leaf Cottages
A room with wooden walls, a kitchen area, a dining table with chairs, and a ceiling fan.

3. Peaceful cabin tucked in back of orchard with lake access

Peaceful cabin tucked in back of orchard with lake access
Lake Village
10.0 out of 10, Exceptional, (4 reviews)
"As always clean and comfortable place to stay "
United States
Josh C.
The price is ￥20,699
￥24,965 total
includes taxes & fees
Nov 14 - Nov 15
Peaceful cabin tucked in back of orchard with lake access
A living room with a brown sofa, a beige sofa, and a brown armchair. There are framed pictures on the wall, a television, and a small table with a lamp.

4. Lake views in family sized cabin for up to 9!

Lake views in family sized cabin for up to 9!
Lake Village
10.0 out of 10, Exceptional, (8 reviews)
"Accommodations were great and perfect for what we needed. Everything was clean and comfortable. "
United States
Jason S.
The price is ￥26,999
￥32,453 total
includes taxes & fees
Nov 14 - Nov 15
Lake views in family sized cabin for up to 9!
A bedroom with a bed, a dresser, a painting, and a door leading to another room.

5. Watch the sunrise with your family on Lake Chicot!

Watch the sunrise with your family on Lake Chicot!
Lake Village
8.8 out of 10, Excellent, (3 reviews)
"Great location on Lake Chicot, close to the welcome center overlook and Chicot Cafe."
United States
Elizabeth F.
The price is ￥26,999
￥32,453 total
includes taxes & fees
Nov 11 - Nov 12
Watch the sunrise with your family on Lake Chicot!
A bedroom with a wooden ceiling, a bed with white bedding and patterned pillows, a bedside table with a lamp, and a bathroom with a toilet and shower curtain.

6. Serene cabin, relax and recharge! Great Internet!

Serene cabin, relax and recharge! Great Internet!
Lake Village
10.0 out of 10, Exceptional, (2 reviews)
"We had an amazing stay here! Room was cozy and the internet was outstanding. Checking in and out was a snap. We wouldn't hesitate to stay here again!"
United States
James G.
The price is ￥17,819
￥21,784 total
includes taxes & fees
Nov 10 - Nov 11
Serene cabin, relax and recharge! Great Internet!
A bedroom with a bed, bedside table, chair, and a ceiling fan.

7. Orchard Oasis with High-Speed Internet/Smart TV!

Orchard Oasis with High-Speed Internet/Smart TV!
Lake Village
10.0 out of 10, Exceptional, (2 reviews)
"Very nice and would stay there again. I would recommend it highly. "
United States
Beki
The price is ￥17,819
￥21,784 total
includes taxes & fees
Nov 6 - Nov 7
Orchard Oasis with High-Speed Internet/Smart TV!
A bedroom with a bed, a nightstand, a ceiling fan, and wooden walls.

8. Cottage tucked in back of orchard with full kitchen and lake access!

Cottage tucked in back of orchard with full kitchen and lake access!
Lake Village
9.0 out of 10, Wonderful, (2 reviews)
"Clean and comfortable cabin. Plenty of room for our dogs. Well supplied cabinets."
United States
Herbert K.
The price is ￥22,499
￥27,130 total
includes taxes & fees
Nov 10 - Nov 11
Cottage tucked in back of orchard with full kitchen and lake access!
A bedroom with a large bed, bedside tables, a mirror, and a toilet.

9. Peaceful cabin in orchard! Great Internet!

Peaceful cabin in orchard! Great Internet!
Lake Village
9.0 out of 10, Wonderful, (2 reviews)
"This was the perfect spot for us to stay overnight on our way to Gulfport, MS. The property was clean, easy to get to and fit our needs! The owners were extremely helpful and communicated with us flawlessly. Would stay here again!"
United States
KimandPatrick D.
The price is ￥17,819
￥21,784 total
includes taxes & fees
Nov 7 - Nov 8
Peaceful cabin in orchard! Great Internet!
A metal staircase leading up to a house with a white exterior and a balcony.

10. Gorgeous view of Lake Chicot from 2nd Story Balcony!

Gorgeous view of Lake Chicot from 2nd Story Balcony!
Lake Village
The price is ￥35,999
￥43,268 total
includes taxes & fees
Nov 5 - Nov 6
Gorgeous view of Lake Chicot from 2nd Story Balcony!
A compact living space with a kitchen, a dining area with a table and chairs, and two leather armchairs.

11. Fishing cabin with views on Lake Chicot!

Fishing cabin with views on Lake Chicot!
Lake Village
9.0 out of 10, Wonderful, (4 reviews)
"Very nice and had a great time with my family!!"
United States
Michael W.
The price is ￥22,499
￥27,130 total
includes taxes & fees
Nov 30 - Dec 1
Fishing cabin with views on Lake Chicot!
A room with wooden paneling, a bed with white bedding, a chair, and a ceiling fan.

12. Peaceful cabin in orchard with Lake Chicot views!

Peaceful cabin in orchard with Lake Chicot views!
Lake Village
10.0 out of 10, Exceptional, (2 reviews)
"cleanliness, efficient and quaint"
United States
Leroy D.
The price is ￥22,499
￥27,130 total
includes taxes & fees
Nov 11 - Nov 12
Peaceful cabin in orchard with Lake Chicot views!
A rustic cabin interior with a wooden floor, a black leather chair, a kitchen area with a refrigerator and stove, and a window with curtains.

13. Cabin with sleeping loft in peaceful pecan orchard across from Lake Chicot

Cabin with sleeping loft in peaceful pecan orchard across from Lake Chicot
Lake Village
10.0 out of 10, Exceptional, (4 reviews)
"Very peaceful area. We enjoyed our stay"
United States
Kara
The price is ￥22,499
￥27,130 total
includes taxes & fees
Nov 29 - Nov 30
Cabin with sleeping loft in peaceful pecan orchard across from Lake Chicot
Living room with kitchen and flat screen smart TV.

14. Family Fun by the Lake!

Family Fun by the Lake!
Lake Village
10.0 out of 10, Exceptional, (4 reviews)
"Great staying We loved it"
Netherlands
Yvonne B.
The price is ￥26,999
￥32,453 total
includes taxes & fees
Nov 5 - Nov 6
Family Fun by the Lake!
A wooden boardwalk leading to a lake with a blue building and a tree in the background.

15. ADA-Accessible Cabin: Breathtaking Lake Views

ADA-Accessible Cabin: Breathtaking Lake Views
Lake Village
8.0 out of 10, Very good, (4 reviews)
"Everything went well only had to stay one day because the job I was doing was complete so hopefully I’ll get my refund for the second day"
United States
Anonymous traveler
The price is ￥20,699
￥24,965 total
includes taxes & fees
Nov 5 - Nov 6
ADA-Accessible Cabin: Breathtaking Lake Views
A living room with a brown leather sofa, a wooden coffee table, and a black armchair. The room has wooden flooring and a kitchen area with wooden cabinets and a white refrigerator.

16. Nature's Playground: Your Front Yard is Lake Chicot!

Nature's Playground: Your Front Yard is Lake Chicot!
Lake Village
9.6 out of 10, Exceptional, (4 reviews)
"Good communication, very nice and tidy. Great location we enjoyed our stay"
United States
Evan B.
The price is ￥22,585
￥27,234 total
includes taxes & fees
Nov 5 - Nov 6
Nature's Playground: Your Front Yard is Lake Chicot!
A wooden deck with a view of a lake and distant trees.

17. Lake front retreat on Lake Chicot!

Lake front retreat on Lake Chicot!
Lake Village
9.2 out of 10, Wonderful, (7 reviews)
"The host was wonderful and receptive. I would definitely stay again. Great location"
United States
Caroline P.
The price is ￥19,610
￥23,763 total
includes taxes & fees
Nov 10 - Nov 11
Lake front retreat on Lake Chicot!
A kitchen with wooden cabinets, a microwave, a stove, and a refrigerator.

18. Lake Chicot Sunrise: Your Front Yard View!

Lake Chicot Sunrise: Your Front Yard View!
Lake Village
8.0 out of 10, Very good, (1 review)
"Internet went out Sunday morning and no phone service at all inside. Other than that we had a nice time"
United States
Chad F.
The price is ￥22,499
￥27,130 total
includes taxes & fees
Nov 5 - Nov 6
Lake Chicot Sunrise: Your Front Yard View!
A wooden cabin with a deck leading to it, surrounded by trees and a small stream.

19. New Cabin on Lake Enterprise in Wilmot Arkansas

New Cabin on Lake Enterprise in Wilmot Arkansas
Wilmot
9.8 out of 10, Exceptional, (7 reviews)
"Great cabin in a beautiful and unique location. We really enjoyed the serene peace and quiet there. My husband, who is a hunter, especially appreciated the decor. :)"
United States
Bettina M.
The price is ￥47,547
￥56,835 total
includes taxes & fees
Dec 3 - Dec 4
New Cabin on Lake Enterprise in Wilmot Arkansas
A bedroom with a wooden floor, a bed with a white bedspread, a nightstand, a chair, and a wooden wall with artwork.

20. Peaceful Orchard Getaway! High-Speed Internet!

Peaceful Orchard Getaway! High-Speed Internet!
Lake Village
10.0 out of 10, Exceptional, (2 reviews)
"I was just what was looking for. Private, beautiful, peaceful, and clean "
United States
Rex B.
The price is ￥17,887
￥21,867 total
includes taxes & fees
Dec 1 - Dec 2
Peaceful Orchard Getaway! High-Speed Internet!
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.
View all properties

Find vacation rentals that suit your style

Apartment image
Apartments
Apartments
Condo image
Condos
Condos

Top Portland Hotel Reviews

A wooden-paneled bedroom with a bed, bedside lamps, a ceiling fan, a toilet, and a small shelf with toiletries.
Turn On Inn

Turn On Inn

Turn On Inn
Lake Village

10/10 Excellent

Beautiful experience. Very clean, quiet, and cozy. I highly recommend staying here.
United States
John
Reviewed February 24, 2025
Turn On Inn

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 vacation rentals in Portland?

Yes, we offer vacation rentals near top sights in Portland, or you can go with a secluded option if you want a relaxing place to stay.

What's the top vacation rental in Portland?

The 'Serene' Retreat has everything you need. You will feel like this is HOME!: This vacation home rental outside of Portland has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms in addition to a kitchen with a stovetop and a microwave.

What can I see and do in Portland?

Visit the sights such as Stuart Island while you're exploring the area.

What are vacation rentals like in Portland?

Vacation rentals are private properties you can reserve for several days or more in Portland. Vacation rentals feature extras such as WiFi and washers and dryers so you'll feel just like you're staying in your own home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of seclusion away from public hotel elevators and busy front desks while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great choice for family trips or small group gatherings.