Portland Vacation Rentals

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Portland vacation rentals

Property amenity

1. Turn On Inn

Turn On Inn
3.0 star property
Lake Village
9.4 out of 10, Exceptional, (98 reviews)
"Excellent place to stay I stay every time if available"
United States
Christi
$116 nightly
The price is $128
Nov 11 - Nov 12
Total with taxes and fees
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
$120 nightly
The price is $132
Nov 12 - Nov 13
Total with taxes and fees
Red Leaf Cottages
A patio with a wooden fire pit, wooden benches, and a covered seating area.

3. 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.
$122 nightly
The price is $135
Nov 14 - Nov 15
Total with taxes and fees
Serene cabin, relax and recharge! Great Internet!
A room with wooden walls, a kitchen area, a dining table with chairs, and a ceiling fan.

4. 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.
$140 nightly
The price is $155
Nov 15 - Nov 16
Total with taxes and fees
Peaceful cabin tucked in back of orchard with lake access
A bedroom with a bed, bedside tables, a heater, and a window with curtains.

5. 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.
$122 nightly
The price is $135
Nov 11 - Nov 12
Total with taxes and fees
Peaceful cabin in orchard! Great Internet!
A patio with a wooden fire pit, wooden benches, and a covered seating area.

6. 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.
$122 nightly
The price is $135
Dec 1 - Dec 2
Total with taxes and fees
Peaceful Orchard Getaway! High-Speed Internet!
A patio with a wooden fire pit, wooden benches, and a covered seating area.

7. 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
$151 nightly
The price is $166
Nov 11 - Nov 12
Total with taxes and fees
Cabin with sleeping loft in peaceful pecan orchard across from Lake Chicot
A patio with a wooden fire pit, wooden benches, and a covered seating area.

8. 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.
$151 nightly
The price is $166
Nov 11 - Nov 12
Total with taxes and fees
Peaceful cabin in orchard with Lake Chicot views!
A bedroom with a bed, a nightstand, a ceiling fan, and wooden walls.

9. 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.
$151 nightly
The price is $166
Nov 12 - Nov 13
Total with taxes and fees
Cottage tucked in back of orchard with full kitchen and lake access!
A patio with a wooden fire pit, wooden benches, and a covered seating area.

10. 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.
$151 nightly
The price is $166
Nov 30 - Dec 1
Total with taxes and fees
Fishing cabin with views on Lake Chicot!
A living room with a brown sofa, a dining area with a table and chairs, and a kitchen in the background.

11. Lakefront Living at Your Door!

Lakefront Living at Your Door!
Lake Village
10.0 out of 10, Exceptional, (2 reviews)
"great place. right on the lake"
United States
Francis M.
$140 nightly
The price is $155
Nov 14 - Nov 15
Total with taxes and fees
Lakefront Living at Your Door!
A wooden deck with a view of a lake and distant trees.

12. 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.
$133 nightly
The price is $147
Nov 11 - Nov 12
Total with taxes and fees
Lake front retreat on Lake Chicot!
A patio with a wooden fire pit, wooden benches, and a covered seating area.

13. 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.
$181 nightly
The price is $200
Nov 13 - Nov 14
Total with taxes and fees
Lake views in family sized cabin for up to 9!
A wooden boardwalk leading to a lake with a blue building and a tree in the background.

14. 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
$140 nightly
The price is $155
Nov 19 - Nov 20
Total with taxes and fees
ADA-Accessible Cabin: Breathtaking Lake Views
A patio with a wooden fire pit, wooden benches, and a covered seating area.

15. 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.
$181 nightly
The price is $200
Nov 11 - Nov 12
Total with taxes and fees
Watch the sunrise with your family on Lake Chicot!
A kitchen with wooden cabinets, a microwave, a stove, and a refrigerator.

16. 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.
$151 nightly
The price is $166
Nov 12 - Nov 13
Total with taxes and fees
Lake Chicot Sunrise: Your Front Yard View!
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.

17. 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.
$151 nightly
The price is $166
Nov 11 - Nov 12
Total with taxes and fees
Nature's Playground: Your Front Yard is Lake Chicot!
A patio with a wooden fire pit, wooden benches, and a covered seating area.

18. 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
$122 nightly
The price is $135
Nov 11 - Nov 12
Total with taxes and fees
Orchard Oasis with High-Speed Internet/Smart TV!
A patio with a wooden fire pit, wooden benches, and a covered seating area.

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

Gorgeous view of Lake Chicot from 2nd Story Balcony!
Lake Village
$241 nightly
The price is $266
Nov 11 - Nov 12
Total with taxes and fees
Gorgeous view of Lake Chicot from 2nd Story Balcony!
A wooden cabin with a deck leading to it, surrounded by trees and a small stream.

20. 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.
$317 nightly
The price is $349
Nov 11 - Nov 12
Total with taxes and fees
New Cabin on Lake Enterprise in Wilmot Arkansas
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

Property amenity
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

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 $128 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.

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.