A forest stream with moss-covered trees and dense undergrowth.

Lake Oswego Holiday Rentals

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Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Lake Oswego holiday rentals

Terrace/patio

1. #StayInMyDistrict Lake Oswego Honey Bee Cottage

#StayInMyDistrict Lake Oswego Honey Bee Cottage
First Addition
9.6 out of 10, Exceptional, (41 reviews)
"Located in a quiet, enjoyable neighborhood of Lake Oswego. Walking to shops and restaurants, or hiking in Tryon Creek is easily accessible. Property was clean and necessary items provided. I very much enjoyed my stay."
United States
Carrie
The price is HK$1,365
HK$2,878 total
includes taxes & fees
16 Aug - 17 Aug
#StayInMyDistrict Lake Oswego Honey Bee Cottage
Interior

2. Cottage next to historical home in Lake Oswego

Cottage next to historical home in Lake Oswego
Hallinan
9.8 out of 10, Exceptional, (8 reviews)
"Great little cottage. Clean and well appointed. Hosts were friendly and caring. "
United States
Meg M.
The price is HK$1,239
HK$2,488 total
includes taxes & fees
17 Aug - 18 Aug
Cottage next to historical home in Lake Oswego
Interior

3. Charming 1-Bedroom Entire Condo Loft in Scenic Mountain Park

Charming 1-Bedroom Entire Condo Loft in Scenic Mountain Park
Mount Park
9.8 out of 10, Exceptional, (17 reviews)
"Great location. "
United States
Carrie S.
Charming 1-Bedroom Entire Condo Loft in Scenic Mountain Park
Coffee/tea maker, fridge, microwave, oven

4. High End New Estate Home in Lake Oswego. Private suite on 1st level w/o stairs.

High End New Estate Home in Lake Oswego. Private suite on 1st level w/o stairs.
Uplands
9.8 out of 10, Exceptional, (19 reviews)
"Great relaxing stay"
United States
Jessika D.
High End New Estate Home in Lake Oswego. Private suite on 1st level w/o stairs.
Terrace/patio

5. La Casa with Luxury Amenities -hot tub and massage chair

La Casa with Luxury Amenities -hot tub and massage chair
Oak Creek
9.8 out of 10, Exceptional, (131 reviews)
"Great place to stay!"
United States
Jesse S.
The price is HK$1,903
HK$2,926 total
includes taxes & fees
10 Sept - 11 Sept
La Casa with Luxury Amenities -hot tub and massage chair
Spa

6. The OMG House that will BLOW YOUR MIND with Unbelievable Cats n Mirrors

The OMG House that will BLOW YOUR MIND with Unbelievable Cats n Mirrors
Lake Oswego
9.8 out of 10, Exceptional, (18 reviews)
"Great location and super fun house. We really enjoyed it"
United States
Lauren B.
The price is HK$1,935
HK$2,375 total
includes taxes & fees
10 Sept - 11 Sept
The OMG House that will BLOW YOUR MIND with Unbelievable Cats n Mirrors
Coffee/tea maker, fridge, microwave, oven

7. Gem in Milwaukie 2 bedroom - 2 Bathroom - Huge yard

Gem in Milwaukie 2 bedroom - 2 Bathroom - Huge yard
Milwaukie
9.6 out of 10, Exceptional, (122 reviews)
"A great place to stay in the Portland,OR area!"
United States
Mary R.
The price is HK$1,114
HK$2,843 total
includes taxes & fees
13 Aug - 14 Aug
Gem in Milwaukie 2 bedroom - 2 Bathroom - Huge yard
TV, offices

8. #StayinMyDistrict Sellwood Coco Rose Retreat

#StayinMyDistrict Sellwood Coco Rose Retreat
Southeast Portland
10.0 out of 10, Exceptional, (39 reviews)
"Perfect location in the heart of Sellwood."
United States
Karen V.
The price is HK$808
HK$2,205 total
includes taxes & fees
13 Aug - 14 Aug
#StayinMyDistrict Sellwood Coco Rose Retreat
Smart TV, books

9. Granny Flat in leafy SW Portland

Granny Flat in leafy SW Portland
Southwest Portland
9.4 out of 10, Exceptional, (26 reviews)
"Literally enjoyed the place, the host were extremely good at communicating and very understanding. Definitely a 9.5/10"
United States
Daquarious
The price is HK$784
HK$1,260 total
includes taxes & fees
25 Aug - 26 Aug
Granny Flat in leafy SW Portland
Interior

10. 2 Queen Beds Non-Smoking

2 Queen Beds Non-Smoking
Portland OR
10.0 out of 10, Exceptional, (58 reviews)
"Weekend getaway turned out great thanks to this budget friendly choice. Had everything we needed for comfort in one spot."
United States
Anonymous traveller
The price is HK$571
HK$752 total
includes taxes & fees
12 Aug - 13 Aug
2 Queen Beds Non-Smoking
Outdoor dining

11. Beautiful Art Filled Home 15 minutes to Downtown

Beautiful Art Filled Home 15 minutes to Downtown
Ardenwald
10.0 out of 10, Exceptional, (83 reviews)
"Close to shops and restaurants."
United States
Greenie D.
The price is HK$1,451
HK$2,460 total
includes taxes & fees
8 Sept - 9 Sept
Beautiful Art Filled Home 15 minutes to Downtown
Outdoor dining

12. West Linn modern 2 rooms, EV charger, patio, fire pit, forest view, deer glazing

West Linn modern 2 rooms, EV charger, patio, fire pit, forest view, deer glazing
Rosemont Summit
8.6 out of 10, Excellent, (23 reviews)
"Nice, clean place in a good neighborhood."
United States
Andrew M.
The price is HK$1,059
HK$1,720 total
includes taxes & fees
8 Sept - 9 Sept
West Linn modern 2 rooms, EV charger, patio, fire pit, forest view, deer glazing
Coffee/tea maker, fridge, microwave, oven

13. Modern Portland Condo, Near Zupan’s, OHSU, River Trails, Dining & Skyline Views

Modern Portland Condo, Near Zupan’s, OHSU, River Trails, Dining & Skyline Views
Southwest Portland
10.0 out of 10, Exceptional, (132 reviews)
"Great property in a nice location with parking. Kitchen supplies were limited but worked well. "
United States
Eric M.
The price is HK$1,533
HK$3,624 total
includes taxes & fees
8 Sept - 9 Sept
Modern Portland Condo, Near Zupan’s, OHSU, River Trails, Dining & Skyline Views
Terrace/patio

14. Exquisite Forested Retreat, Pet Friendly, Huge Patio w/ Fire-Table and TV, Steps From Dockside

Exquisite Forested Retreat, Pet Friendly, Huge Patio w/ Fire-Table and TV, Steps From Dockside
West Linn
10.0 out of 10, Exceptional, (32 reviews)
"Lovely design, magnificent setting, plenty of coffee. Wonderful!"
United States
Jay L. F.
The price is HK$1,456
HK$3,499 total
includes taxes & fees
3 Sept - 4 Sept
Exquisite Forested Retreat, Pet Friendly, Huge Patio w/ Fire-Table and TV, Steps From Dockside
Iron/ironing board, free WiFi, bed sheets

15. Pomeroy

Pomeroy
2.0 star property
Northwest Portland
6.0 out of 10, (2 reviews)
"The location of this VRBO was wonderful. Lots of great food options and shopping within easy, safe walking distance. There’s a grocery store 2 blocks away. For those who want to use public transport, the #15 stops at the corner."
United States
Richard
The price is HK$847
HK$1,529 total
includes taxes & fees
9 Sept - 10 Sept
Pomeroy
Terrace/patio

16. Riverfront Cottage on the Willamette · Blue Heron Sanctuary near Portland

Riverfront Cottage on the Willamette · Blue Heron Sanctuary near Portland
Bolton
9.6 out of 10, Exceptional, (24 reviews)
"Excellent spot; excellent host!"
United States
William W.
The price is HK$1,764
HK$2,127 total
includes taxes & fees
25 Aug - 26 Aug
Riverfront Cottage on the Willamette · Blue Heron Sanctuary near Portland
Property grounds

17. Creekside Haven

Creekside Haven
Wilsonville
10.0 out of 10, Exceptional, (72 reviews)
"Very comfortable ,had everything we needed. Wish we could have stayed longer."
United States
Eric S.
The price is HK$1,098
HK$1,720 total
includes taxes & fees
8 Sept - 9 Sept
Creekside Haven
Terrace/patio

18. Margaux · 1967 Airstream · Garden Glamping · PDX

Margaux · 1967 Airstream · Garden Glamping · PDX
Southeast Portland
9.6 out of 10, Exceptional, (17 reviews)
"Was such a cute little getaway for my and my boyfriend was very clean and the aesthetic was very pretty. The owner was very nice and very helpful was a perfect stay ☺️"
United States
Jerikah
The price is HK$586
HK$1,212 total
includes taxes & fees
1 Sept - 2 Sept
Margaux · 1967 Airstream · Garden Glamping · PDX
Smart TV

19. Spectacular Choice: Sleeps 6, Your Dog Welcome Too

Spectacular Choice: Sleeps 6, Your Dog Welcome Too
Bull Mountain
9.8 out of 10, Exceptional, (53 reviews)
"Comfortable, fully equipped kitchen, and such a great place to stay!"
United States
Julie S.
The price is HK$1,169
HK$2,491 total
includes taxes & fees
8 Sept - 9 Sept
Spectacular Choice: Sleeps 6, Your Dog Welcome Too
Dining

20. Large Cozy Home

Large Cozy Home
Southgate
9.6 out of 10, Exceptional, (52 reviews)
"This lovely home was perfect for our needs. Great location and a very quiet neighborhood. Very comfortable beds, perfect large hot tub, very clean and great huge t.v! "
United States
Kathleen M.
The price is HK$1,483
HK$3,997 total
includes taxes & fees
12 Aug - 13 Aug
Large Cozy Home
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 Lake Oswego Hotel Reviews

Oxford Suites Portland - Jantzen Beach

Oxford Suites Portland - Jantzen Beach

8/10 Good
"Clean rooms and nice staff"
La Rae 1-night trip
Posted less than an hour ago
Oxford Suites Portland - Jantzen Beach

Find out more about Lake Oswego

Search for holiday rentals in Lake Oswego on Expedia! You can easily find your home rentals, villas, holiday apartments in Lake Oswego using one of the methods below:

  • View our selection of featured holiday rentals in Lake Oswego
  • Use the map to find apartments and other holiday homes in the Lake Oswego neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Lake Oswego while they last

Look no further and take a look at our great range of rental properties in Lake Oswego!

Frequently asked questions

Can I find holiday rentals in Lake Oswego?

Yes, there are holiday rentals in Lake Oswego close to Arts Council of Lake Oswego, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the array of shops and scenic lakeside in Lake Oswego. While you're here, grab a bite or have a drink at the top-notch restaurants.

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

Palais de Leon - Ultra-Luxury Riverfront Estate, Pool, Spa, Theater, Dock, Hot Tubs, Gym on 3 Acres: This highly rated holiday home rental in Lake Oswego is located on a lake, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 10 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of an arcade/games room in this rental home to help you unwind. Our travellers also rate La Casa with Luxury Amenities -hot tub and massage chair as a favourite home for rent in Lake Oswego.

How many holiday rentals are there in Lake Oswego?

Choose from 30 Expedia holiday rentals in Lake Oswego for a memorable holiday.

What can I see and do in Lake Oswego?

Cultural attractions include Arts Council of Lake Oswego and Lakewood Center for the Arts, whereas Willamette River and Millenium Plaza City Park are a couple of picturesque spots to enjoy the outdoors. While in the area, you can also visit popular places such as Oregon Zoo and Moda Center.

What are holiday rentals like in Lake Oswego?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Lake Oswego. Holiday rentals offer amenities like WiFi and washers and dryers so you'll have a home away from home. If you're concerned about cleanliness, holiday rentals can offer a sense of seclusion away from shared hotel lifts and busy lobbies while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular option for a family trip or a small group gathering.