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Portland Holiday Rentals

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Our top choices for Portland holiday rentals

1. Turn On Inn

Turn On Inn
3.0 star property
Lake Village
9.6 out of 10, Exceptional, (91 reviews)
"Great accomodstion great price!"
United States
martha
The price is NZ$194
includes taxes & fees
19 Sept - 20 Sept
Turn On Inn

2. Red Leaf Cottages

Red Leaf Cottages
3.0 star property
Lake Village
9.0 out of 10, Wonderful, (26 reviews)
"The cabin was absolutely beautiful an very roomy we were traveling from san antonio an it was well worth it the river was in the backyard 10/10 will be returning for future trips with my family !"
United States
Miguel
The price is NZ$229
includes taxes & fees
21 Aug - 22 Aug
Red Leaf Cottages

3. Walk to Lake Chicot: Cottage w/ Yard & Views!

Walk to Lake Chicot: Cottage w/ Yard & Views!
Lake Village
9.6 out of 10, Exceptional, (9 reviews)
"The host was very nice! "
United States
Robin T.
The price is NZ$358
includes taxes & fees
23 Aug - 24 Aug
Walk to Lake Chicot: Cottage w/ Yard & Views!

4. 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 NZ$236
includes taxes & fees
20 Sept - 21 Sept
Serene cabin, relax and recharge! Great Internet!

5. 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, (3 reviews)
"As always clean and comfortable place to stay "
United States
Josh C.
The price is NZ$268
includes taxes & fees
20 Sept - 21 Sept
Peaceful cabin tucked in back of orchard with lake access

6. 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 NZ$289
includes taxes & fees
27 Aug - 28 Aug
Cabin with sleeping loft in peaceful pecan orchard across from Lake Chicot

7. 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 NZ$236
includes taxes & fees
30 Aug - 31 Aug
Peaceful Orchard Getaway! High-Speed Internet!

8. Lake front retreat on Lake Chicot!

Lake front retreat on Lake Chicot!
Lake Village
9.2 out of 10, Wonderful, (7 reviews)
"Cozy and comfortable with great views."
United States
Cynthia B.
The price is NZ$268
includes taxes & fees
25 Aug - 26 Aug
Lake front retreat on Lake Chicot!

9. Peaceful cabin in orchard! Great Internet!

Peaceful cabin in orchard! Great Internet!
Lake Village
8.0 out of 10, Very good, (1 review)
"Everything was as I expected or better. "
United States
Kris D.
The price is NZ$239
includes taxes & fees
25 Aug - 26 Aug
Peaceful cabin in orchard! Great Internet!

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.
The price is NZ$289
includes taxes & fees
20 Sept - 21 Sept
Fishing cabin with views on Lake Chicot!

11. 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 NZ$289
includes taxes & fees
27 Aug - 28 Aug
Peaceful cabin in orchard with Lake Chicot views!

12. 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.
The price is NZ$271
includes taxes & fees
21 Aug - 22 Aug
Lakefront Living at Your Door!

13. 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 NZ$289
includes taxes & fees
28 Aug - 29 Aug
Cottage tucked in back of orchard with full kitchen and lake access!

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 traveller
The price is NZ$268
includes taxes & fees
20 Sept - 21 Sept
ADA-Accessible Cabin: Breathtaking Lake Views

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

Nature's Playground: Your Front Yard is Lake Chicot!
Lake Village
10.0 out of 10, Exceptional, (3 reviews)
"Good communication, very nice and tidy. Great location we enjoyed our stay"
United States
Evan B.
The price is NZ$289
includes taxes & fees
20 Sept - 21 Sept
Nature's Playground: Your Front Yard is Lake Chicot!

16. Wake up to sunrise over Lake Chicot!

Wake up to sunrise over Lake Chicot!
Lake Village
4.0 out of 10, (1 review)
"Location was great for the lake. Housekeeper needs to sweep and mop floors! Very dirty. It's just a fish camp, but this needed addressing! Within 5 minutes at the property, my feet were so black. Bed was very nice, shower was great, not much to cook with if someone wanted to cook. But for a fish camp it was of...for men!!!"
United States
Janie S.
The price is NZ$271
includes taxes & fees
11 Sept - 12 Sept
Wake up to sunrise over Lake Chicot!

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

Watch the sunrise with your family on Lake Chicot!
Lake Village
10.0 out of 10, Exceptional, (2 reviews)
"Great location on Lake Chicot, close to the welcome center overlook and Chicot Cafe."
United States
Elizabeth F.
The price is NZ$339
includes taxes & fees
20 Sept - 21 Sept
Watch the sunrise with your family on Lake Chicot!

18. 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 NZ$342
includes taxes & fees
17 Sept - 18 Sept
Lake views in family sized cabin for up to 9!

19. Lake Chicot Sunrise: Your Front Yard View!

Lake Chicot Sunrise: Your Front Yard View!
Lake Village
The price is NZ$289
includes taxes & fees
15 Sept - 16 Sept
Lake Chicot Sunrise: Your Front Yard View!

20. Walk to Lake Chicot: Cottage w/ Yard & Views!

Walk to Lake Chicot: Cottage w/ Yard & Views!
3.0 star property
Lake Village
6.0 out of 10, (1 review)
The price is NZ$354
includes taxes & fees
28 Aug - 29 Aug
Walk to Lake Chicot: Cottage w/ Yard & Views!
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

Find out more about Portland

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Portland holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Portland. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Portland. Seeing all the best attractions is bound to make you fall in love with Portland. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Portland short-term rentals, that won’t be hard to do.

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.

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

Watch the sunrise with your family on Lake Chicot!: This holiday home rental outside of Portland is located on a lake, and offers a garden, air conditioning and a Smart TV to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family.

What can I see and do in Portland?

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

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 provide amenities such as laundry facilities and kitchens to help you enjoy your stay. If you're concerned about a clean environment, a holiday rental can offer a sense of seclusion away from public hotel lifts and lobbies bustling with people while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular option for a family trip.