Lake Oswego Holiday Rentals

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Our top choices for Lake Oswego holiday rentals

#StayInMyDistrict Lake Oswego Honey Bee Cottage

#StayInMyDistrict Lake Oswego Honey Bee Cottage
First Addition
9.6 out of 10, Exceptional, (38 reviews)
"Very cute and clean, great location and neighborhood. Would definitely stay again "
United States
Alie P.
The price is HK$990
HK$2,178 total
includes taxes & fees
12 May - 13 May
#StayInMyDistrict Lake Oswego Honey Bee Cottage

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
9.6 out of 10, Exceptional, (10 reviews)
"House was clean and comfortable. Some good food nearby. Nice neighborhood with a big driveway to back our trailer in for the night. Thank you!"
United States
Eric
The price is HK$1,644
HK$1,995 total
includes taxes & fees
13 May - 14 May
The OMG House that will BLOW YOUR MIND with Unbelievable Cats n Mirrors

Cottage next to historical home in Lake Oswego

Cottage next to historical home in Lake Oswego
Lake Oswego
10.0 out of 10, Exceptional, (4 reviews)
"2nd time staying and I’m sure it won’t be our last. Great location and pretty setting. Just the right size for my husband and I when we visit our daughter and family. You won’t be disappointed if you book this cute cottage. "
United States
cathy k.
The price is HK$1,080
HK$2,256 total
includes taxes & fees
19 May - 20 May
Cottage next to historical home in Lake Oswego

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, (122 reviews)
"Loved the place the whole place is comfy and loved amenities would book again"
United States
Adolfo Q.
The price is HK$1,879
HK$2,861 total
includes taxes & fees
18 May - 19 May
La Casa with Luxury Amenities -hot tub and massage chair

Charming 1-Bedroom Entire Condo Loft in Scenic Mountain Park

Charming 1-Bedroom Entire Condo Loft in Scenic Mountain Park
Mount Park
9.6 out of 10, Exceptional, (15 reviews)
"Great location. "
United States
Carrie S.
The price is HK$1,174
HK$2,045 total
includes taxes & fees
23 May - 24 May
Charming 1-Bedroom Entire Condo Loft in Scenic Mountain Park

Margaux · 1967 Airstream · Garden Glamping · PDX

Margaux · 1967 Airstream · Garden Glamping · PDX
Southeast Portland
9.4 out of 10, Exceptional, (12 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$585
HK$1,209 total
includes taxes & fees
12 May - 13 May
Margaux · 1967 Airstream · Garden Glamping · PDX

Larkspur Landing Extended Stay Suites Hillsboro

Larkspur Landing Extended Stay Suites Hillsboro
3.0 star property
Hillsboro
8.2 out of 10, Very good, (2,110 reviews)
"Our room was clean, the staff was very helpful when asked about a particular venue nearby. This has become our go to place when staying in the area"
United States
Staci
The price is HK$800
HK$908 total
includes taxes & fees
31 May - 1 Jun
Larkspur Landing Extended Stay Suites Hillsboro

Peaceful + Elegant Cottage w/ Riverside View

Peaceful + Elegant Cottage w/ Riverside View
3.0 star property
Oregon City
The price is HK$1,840
HK$4,526 total
includes taxes & fees
17 May - 18 May
Peaceful + Elegant Cottage w/ Riverside View

Newberg Wine Country Suites: Noir Room

Newberg Wine Country Suites: Noir Room
Newberg
9.6 out of 10, Exceptional, (15 reviews)
"Such a cute clean house! It was a pleasant stay. "
United States
Anonymous traveller
The price is HK$1,078
HK$1,937 total
includes taxes & fees
17 May - 18 May
Newberg Wine Country Suites: Noir Room

Modern Sanctuary in the heart of Concordia

Modern Sanctuary in the heart of Concordia
Northeast Portland
10.0 out of 10, Exceptional, (152 reviews)
"Great location and home!"
United States
Reese
The price is HK$744
HK$2,238 total
includes taxes & fees
20 May - 21 May
Modern Sanctuary in the heart of Concordia

Modern Studio in Downtown Newberg - Suite #2

Modern Studio in Downtown Newberg - Suite #2
Newberg
9.8 out of 10, Exceptional, (54 reviews)
"I thoroughly enjoyed my stay!"
United States
Kristel O.
The price is HK$981
HK$1,777 total
includes taxes & fees
12 May - 13 May
Modern Studio in Downtown Newberg - Suite #2

Cozy Guest Suite Attached to the Back of a Residence in the heart of Portland

Cozy Guest Suite Attached to the Back of a Residence in the heart of Portland
Southwest Portland
9.2 out of 10, Wonderful, (12 reviews)
"Nice place for us to stay while visiting family in the area. "
United States
Chris W.
The price is HK$313
HK$1,687 total
includes taxes & fees
12 May - 13 May
Cozy Guest Suite Attached to the Back of a Residence in the heart of Portland

The Disco Den Prime location. Mins to amenities

The Disco Den Prime location. Mins to amenities
Vancouver Heights
9.6 out of 10, Exceptional, (16 reviews)
"Loved it and great location "
United States
Patricia
The price is HK$698
HK$1,640 total
includes taxes & fees
12 May - 13 May
The Disco Den Prime location. Mins to amenities

Cozy Wine Country Suite

Cozy Wine Country Suite
Sherwood - Tualatin South
9.2 out of 10, Wonderful, (20 reviews)
"The room was clean, well appointed,ina great location, and we enjoyed our short stay. Would definitely stay here again when in the area. "
United States
Brayden C.
The price is HK$493
HK$1,049 total
includes taxes & fees
12 May - 13 May
Cozy Wine Country Suite

Cozy Cottage at Dragonfly Horse Ranch

Cozy Cottage at Dragonfly Horse Ranch
Oregon City
9.0 out of 10, Wonderful, (9 reviews)
"A well equipped one bedroom cottage in a quiet rural neighborhood about 10 miles east of Oregon City, OR. Good air conditioning, comfortable bed and very handy for Hwy 205."
United States
Anonymous traveller
The price is HK$1,050
HK$1,622 total
includes taxes & fees
12 May - 13 May
Cozy Cottage at Dragonfly Horse Ranch

Cozy Willamette Valley Cabin With Modern Comforts

Cozy Willamette Valley Cabin With Modern Comforts
Sherwood - Tualatin South
10.0 out of 10, Exceptional, (15 reviews)
"Perfect getaway for our family visit,"
United States
Kayren V.
The price is HK$689
HK$1,360 total
includes taxes & fees
19 May - 20 May
Cozy Willamette Valley Cabin With Modern Comforts

2-Bedroom Bungalow nestled close to Urban Centers

2-Bedroom Bungalow nestled close to Urban Centers
Fourth Plain Village
8.0 out of 10, Very good, (26 reviews)
"The kitchen had everything I needed to cook simple dinners. There is great parking in the back. "
United States
Carol
The price is HK$846
HK$2,353 total
includes taxes & fees
12 May - 13 May
2-Bedroom Bungalow nestled close to Urban Centers

15-Acre Private Forest Retreat - 5BR - 10 Min to Nike & Intel - Ample Parking

15-Acre Private Forest Retreat - 5BR - 10 Min to Nike & Intel - Ample Parking
Beaverton
10.0 out of 10, Exceptional, (9 reviews)
"Wonderful home with plenty of room for large families or groups. Very quiet setting in the heart of town"
United States
James S.
The price is HK$2,688
HK$6,353 total
includes taxes & fees
12 May - 13 May
15-Acre Private Forest Retreat - 5BR - 10 Min to Nike & Intel - Ample Parking

Welcome to our Luxury Memory Lane Hideaway

Welcome to our Luxury Memory Lane Hideaway
Cedar Hills
9.8 out of 10, Exceptional, (101 reviews)
"Wonderful spot, highly recommended! "
United States
Jarrod L.
The price is HK$881
HK$1,824 total
includes taxes & fees
16 May - 17 May
Welcome to our Luxury Memory Lane Hideaway

Creekside Haven

Creekside Haven
Wilsonville
10.0 out of 10, Exceptional, (67 reviews)
"Great stay, close to Portland. Clean and easy to get too. Would stay again. "
United States
Kathleen M.
The price is HK$1,057
HK$1,661 total
includes taxes & fees
12 May - 13 May
Creekside Haven
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

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:

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Frequently asked questions

Can I find holiday rentals in Lake Oswego?

Yes, there are holiday rentals in Lake Oswego close to Lakeside Bicycles, 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?

La Casa with Luxury Amenities -hot tub and massage chair: This highly rated holiday home rental in Lake Oswego is located near skiing, and has a fireplace, a private balcony and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday. Other favourite homes for rent in Lake Oswego are Palais de Leon - Ultra-Luxury Riverfront Estate, Pool, Spa, Theater, Dock, Hot Tubs, Gym on 3 Acres and The OMG House that will BLOW YOUR MIND with Unbelievable Cats n Mirrors.

How many holiday rentals are there in Lake Oswego?

Choose from 32 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 Waluga Dog Park are a couple of picturesque spots to enjoy the outdoors. Lake Oswego Farmers' Market and Lakeside Bicycles are other places to visit while you're in town.

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.