Lake Oswego Holiday Rentals

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Check prices for these dates

In two weeks
13 Mar - 15 Mar
In two months
24 Apr - 26 Apr
In three months
22 May - 24 May
In four months
19 Jun - 21 Jun

Our top choices for Lake Oswego holiday rentals

Terrace/patio

#StayInMyDistrict Lake Oswego Honey Bee Cottage

#StayInMyDistrict Lake Oswego Honey Bee Cottage
First Addition
9.6 out of 10, Exceptional, (35 reviews)
"The place is great, it has everything you need and was very clean, good WiFi too. "
United States
Steven P.
The price is HK$596
HK$1,745 total
includes taxes & fees
26 Feb - 27 Feb
#StayInMyDistrict Lake Oswego Honey Bee Cottage
Interior

Cottage next to historical home in Lake Oswego

Cottage next to historical home in Lake Oswego
Lake Oswego
10.0 out of 10, Exceptional, (2 reviews)
"The host was outgoing, friendly and helpful. Yet, they were not intrusive. Their cottage was charming and was in an excellent location to Lake Oswego."
United States
Suzanne M.
The price is HK$1,250
HK$2,461 total
includes taxes & fees
25 Feb - 26 Feb
Cottage next to historical home in Lake Oswego
Terrace/patio

Delightful Retreat with Water Views, Fast WiFi, Gas Grill, & Furnished Patio

Delightful Retreat with Water Views, Fast WiFi, Gas Grill, & Furnished Patio
Blue Heron
7.8 out of 10, Good, (17 reviews)
"Great location"
United States
Maria E.
The price is HK$2,338
HK$5,101 total
includes taxes & fees
27 Feb - 28 Feb
Delightful Retreat with Water Views, Fast WiFi, Gas Grill, & Furnished Patio
Spa

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
9.2 out of 10, Wonderful, (5 reviews)
"Good location, quite neighborhood, the house is clean and nice backyard patio to enjoy & relax"
United States
Khanhh L.
The price is HK$2,142
HK$2,513 total
includes taxes & fees
9 Mar - 10 Mar
The OMG House that will BLOW YOUR MIND with Unbelievable Cats n Mirrors
Terrace/patio

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, (117 reviews)
"Really nice house with neat amenities. Ran into a snag but host was quick to help. Would definitely stay again when in this part of Portland. "
United States
Becky P.
The price is HK$1,758
HK$2,721 total
includes taxes & fees
26 Feb - 27 Feb
La Casa with Luxury Amenities -hot tub and massage chair
Interior

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, (14 reviews)
"perfect perfect perfect I’m def gonna b staying here again "
United States
Fernando R.
The price is HK$821
HK$1,597 total
includes taxes & fees
6 Mar - 7 Mar
Charming 1-Bedroom Entire Condo Loft in Scenic Mountain Park
Terrace/patio

Margaux - 1967 Airstream Bambi

Margaux - 1967 Airstream Bambi
Southeast Portland
9.6 out of 10, Exceptional, (8 reviews)
"The host was helpful and friendly. It was fun to stay in the Airstream and comfortable. Walking distance to restaurants and a pleasant, quiet neighborhood. "
United States
Aimee T.
The price is HK$506
HK$1,117 total
includes taxes & fees
26 Feb - 27 Feb
Margaux - 1967 Airstream Bambi
Interior

Walk to Dtwn Camas! Updated Home w/ Game Room

Walk to Dtwn Camas! Updated Home w/ Game Room
3.0 star property
Camas
10.0 out of 10, Exceptional, (1 review)
"Nice place, had a slight issue but was handled great, DO NOT PARK ACROSS THE STREET IN THE SIDE, they left a fake parking ticket on our car window. Only park on the side of the house. Kinda busy street but overall comfy and clean. Great hot tub"
United States
Christina
The price is HK$1,375
HK$3,874 total
includes taxes & fees
25 Feb - 26 Feb
Walk to Dtwn Camas! Updated Home w/ Game Room
Dining

#StayinMyDistrict Gorge-Mt Hood

#StayinMyDistrict Gorge-Mt Hood
Gresham
9.6 out of 10, Exceptional, (21 reviews)
"The location is great. Very clean and quiet right on the beautiful beach. rooms are on the small side but comfortable. Would definitely recommend. "
United States
Shawn P.
The price is HK$586
HK$2,254 total
includes taxes & fees
25 Feb - 26 Feb
#StayinMyDistrict Gorge-Mt Hood
Exterior

Yeti's Tree House: Where Dreams Come True

Yeti's Tree House: Where Dreams Come True
Cedar Hills
9.2 out of 10, Wonderful, (39 reviews)
"Was a cute/fun stay! "
United States
Randilyn F.
The price is HK$1,161
HK$2,087 total
includes taxes & fees
3 Mar - 4 Mar
Yeti's Tree House: Where Dreams Come True
Fridge, microwave, oven, stovetop

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, (108 reviews)
"It was a nice peaceful getaway spot very quiet. "
United States
Reuben F.
The price is HK$858
HK$2,537 total
includes taxes & fees
26 Feb - 27 Feb
Gem in Milwaukie 2 bedroom - 2 Bathroom - Huge yard
Interior

Close to downtown Oregon City, King Bed, Fire Pit, fireplace and a huge backyard

Close to downtown Oregon City, King Bed, Fire Pit, fireplace and a huge backyard
Gaffney Lane
9.8 out of 10, Exceptional, (54 reviews)
"Wonderful space which matches the pictures exactly. Very comfortable and clean. The location was a quiet neighborhood but easy to get everywhere. "
United States
Debbie H.
The price is HK$1,260
HK$3,506 total
includes taxes & fees
25 Feb - 26 Feb
Close to downtown Oregon City, King Bed, Fire Pit, fireplace and a huge backyard
Exterior

Hip and cozy dog-friendly Mississippi Victorian

Hip and cozy dog-friendly Mississippi Victorian
North Portland
10.0 out of 10, Exceptional, (10 reviews)
"We loved our stay at this house! It's in a very cute walkable area near so many shops and restaurants! We met the owner and he was very friendly and even gave us great recommendations for things to do in the area. "
United States
Karlina O.
The price is HK$915
HK$2,154 total
includes taxes & fees
3 Mar - 4 Mar
Hip and cozy dog-friendly Mississippi Victorian
Fridge, microwave, oven, stovetop

Equipped 3bd/2ba Home with Private Backyard Oasis, Comfort & Convenience Await!

Equipped 3bd/2ba Home with Private Backyard Oasis, Comfort & Convenience Await!
Portland
10.0 out of 10, Exceptional, (16 reviews)
"The house was great- nice location- very comfortable. Loved having the garage access- would recommend!"
United States
Sheryl G.
Equipped 3bd/2ba Home with Private Backyard Oasis, Comfort & Convenience Await!
Dining

Charming 3-bedroom house in Portland

Charming 3-bedroom house in Portland
Portland
9.8 out of 10, Exceptional, (14 reviews)
"Great location, roomy, clean, close to everything!"
United States
John M.
The price is HK$821
HK$2,588 total
includes taxes & fees
26 Feb - 27 Feb
Charming 3-bedroom house in Portland
Outdoor dining

Blue Heron Sanctuary · Private Riverfront Cottage Retreat

Blue Heron Sanctuary · Private Riverfront Cottage Retreat
Bolton
9.8 out of 10, Exceptional, (16 reviews)
"Super easy check in. Cool unique place. Beautiful area"
United States
Cameron
The price is HK$1,222
HK$1,472 total
includes taxes & fees
26 Feb - 27 Feb
Blue Heron Sanctuary · Private Riverfront Cottage Retreat
Exterior

Artistic Craftsman Style Home Downstairs Apartment

Artistic Craftsman Style Home Downstairs Apartment
Southeast Portland
10.0 out of 10, Exceptional, (65 reviews)
"Great location"
United States
Gerald L.
The price is HK$1,063
HK$2,657 total
includes taxes & fees
9 Mar - 10 Mar
Artistic Craftsman Style Home Downstairs Apartment
Outdoor dining

Beautiful Art Filled Home 15 minutes to Downtown

Beautiful Art Filled Home 15 minutes to Downtown
Ardenwald
10.0 out of 10, Exceptional, (75 reviews)
"Cute clean house. Very much enjoyed the stay."
United States
John C.
The price is HK$1,162
HK$2,092 total
includes taxes & fees
26 Feb - 27 Feb
Beautiful Art Filled Home 15 minutes to Downtown
Terrace/patio

Springdale Farm & Views - the Gorge, Downtown, Mt. Hood

Springdale Farm & Views - the Gorge, Downtown, Mt. Hood
Troutdale
10.0 out of 10, Exceptional, (101 reviews)
"Wonderful stay at quaint location"
United States
Yvonne M.
The price is HK$844
HK$1,484 total
includes taxes & fees
26 Feb - 27 Feb
Springdale Farm & Views - the Gorge, Downtown, Mt. Hood
Exterior

Peaceful & Beautiful - Walkable Location in Alberta Arts, Pets welcome!

Peaceful & Beautiful - Walkable Location in Alberta Arts, Pets welcome!
Northeast Portland
9.8 out of 10, Exceptional, (116 reviews)
"Everything was as described.Great location!We stayed in LowGear, would love to try High Gear next time. It looked amazing.Thank you Jill"
United States
Jill L.
The price is HK$1,094
HK$2,951 total
includes taxes & fees
26 Feb - 27 Feb
Peaceful & Beautiful - Walkable Location in Alberta Arts, Pets welcome!
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

The Paramount Hotel

The Paramount Hotel

10/10 Excellent
"Very clean room and friendly staff. "
Lisa 2-night trip
Posted 16 hours ago
The Paramount Hotel

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
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  • 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 Willamette Shore Trolley, 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.

How many holiday rentals are there in Lake Oswego?

Choose from 31 Expedia holiday rentals in Lake Oswego for a memorable holiday.

What can I see and do in Lake Oswego?

Cultural attractions include Lakewood Center for the Arts and Arts Council of Lake Oswego, whereas Willamette River and Millenium Plaza City Park are a couple of picturesque spots to enjoy the outdoors. Lake Oswego Farmers' Market and Willamette Shore Trolley 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.