Holiday Rentals in Lake Oswego

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Holiday Rentals in Lake Oswego

#StayInMyDistrict Lake Oswego Honey Bee Cottage
Property grounds
#StayInMyDistrict Lake Oswego Honey Bee Cottage
10.0 out of 10, Exceptional, (13)
"Great location. Perfect yard fenced for dogs"
The price is €298
includes taxes & fees
12 May - 13 May
#StayInMyDistrict Lake Oswego Honey Bee Cottage
World Renowned Roloff Farms, Billiards, Game Room, On Acres of Farmland
Interior
World Renowned Roloff Farms, Billiards, Game Room, On Acres of Farmland
10.0 out of 10, Exceptional, (13)
"As we work hard and play harder, this place was great. We used this house for offsite retreat for a few executives. They were able to hunker down, get work done and play some games. Lots of space to spread out."
World Renowned Roloff Farms, Billiards, Game Room, On Acres of Farmland
Panoramic Riverside and Lush Forests Views, Pet Friendly, New Décor, Steps Away From Dockside
Property grounds
Panoramic Riverside and Lush Forests Views, Pet Friendly, New Décor, Steps Away From Dockside
10.0 out of 10, Exceptional, (30)
"We had a wonderful stay, relaxing in the woods at the Rivers Edge. Our hosts were amazing! Thank you for sharing your beautiful place with us.The Zen Den the best! We would like to come back again!"
Panoramic Riverside and Lush Forests Views, Pet Friendly, New Décor, Steps Away From Dockside
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Portland Sanctuary
Fridge, microwave, oven, stovetop
Portland Sanctuary
10.0 out of 10, Exceptional, (39)
"Comfortable, well-furnished apartment. Excellent host who facilitated our stay, and we loved meeting and greeting the chickens every morning. Nice neighborhood and close to our Portland family — would be happy to stay there again."
The price is €247
includes taxes & fees
6 May - 7 May
Portland Sanctuary
Location, style and space! - Midcentury Modern Home - Steps from Restaurant Row
Exterior
Location, style and space! - Midcentury Modern Home - Steps from Restaurant Row
10.0 out of 10, Exceptional, (253)
"Clean apartment and close to everything. Free parking on the street."
Location, style and space! - Midcentury Modern Home - Steps from Restaurant Row
Quaint private cottage apt. in highly desireable area, close to everything
Outdoor dining
Quaint private cottage apt. in highly desireable area, close to everything
10.0 out of 10, Exceptional, (141)
"My fiancé and I absolutely loved staying here. The house is so charming and we were shown wonderful hospitality. We look forward to returning in the future!"
Quaint private cottage apt. in highly desireable area, close to everything
Tiny A-Frame Farm Meadow Retreat minutes from downtown
Exterior
Tiny A-Frame Farm Meadow Retreat minutes from downtown
10.0 out of 10, Exceptional, (1)
"We had a wonderful time. The A frame is super cozy and great for a couples night out. You're in the privacy of the woods and even when it’s raining it’s beautiful. Loved the animals on the property too. They’re adorable."
The price is €154
includes taxes & fees
10 May - 11 May
Tiny A-Frame Farm Meadow Retreat minutes from downtown
Exquisite Historic Suite Close to Downtown 14-21673
Exterior
Exquisite Historic Suite Close to Downtown 14-21673
10.0 out of 10, Exceptional, (433)
"I was so excited to stay at Vicki's place as it looks amazing. But I made a huge mistake when I booked it, as I was going to Portland, Maine and Vicki was in Portland, Oregon. I did not realize my error until I arrived in Portland, Maine. Vicki was so sweet and offered to refund the amount paid minus the fees and taxes that VRBO keeps. I hope to someone get to Portland and stay at her beautiful home."
The price is €176
includes taxes & fees
6 May - 7 May
Exquisite Historic Suite Close to Downtown 14-21673
Craftsman ADU in Central Alberta Arts District
Exterior
Craftsman ADU in Central Alberta Arts District
10.0 out of 10, Exceptional, (24)
"A beauutiful and fully equipped place, located in a great neighborhood. The hosts went well out of their way to meet my needs as a last minute guest. Every detail of decor was exceptional. Clean as could be, and very comfortable. Luxerious bedding and linens were the cherry on top."
Craftsman ADU in Central Alberta Arts District
Historical Portland Home < 2 Mi to Downtown!
Interior
Historical Portland Home < 2 Mi to Downtown!
10.0 out of 10, Exceptional, (3)
"Great place to stay close to good restaurants, the Moda center, and down town. Lots of room for gestures to spread out and visit. Judy was very ready to work with and had many, great suggestions for the area."
Historical Portland Home < 2 Mi to Downtown!
Designer Owned House on Vibrant Williams Avenue near Mississippi
Property grounds
Designer Owned House on Vibrant Williams Avenue near Mississippi
10.0 out of 10, Exceptional, (154)
"The house is very cute and in a great neighborhood. Beds & pillows were very comfortable. Check in and check out easy. I think a house manual would have been helpful. We are tech savvy but the tv was difficult for all of us to figured out. We couldn’t find dish towels. We ate out but still had a few dishes to wash up after coffee or snacks. I didn’t want to run the dishwasher for a few cups or glasses, so ended up using paper towels. Definitely would stay here again."
Designer Owned House on Vibrant Williams Avenue near Mississippi
Magnificent Home on Banks of the Willamette River, Hot Tub, Fire-Pit, Cornhole, 9 Miles to Downtown
TV, fireplace
Magnificent Home on Banks of the Willamette River, Hot Tub, Fire-Pit, Cornhole, 9 Miles to Downtown
10.0 out of 10, Exceptional, (21)
"Quiet neighborhood right on the river. Very peaceful surroundings and cozy interior. Will stay again."
Magnificent Home on Banks of the Willamette River, Hot Tub, Fire-Pit, Cornhole, 9 Miles to Downtown
MEDITERRANEAN URBAN VILLA
2 bedrooms, iron/ironing board, WiFi, bed sheets
MEDITERRANEAN URBAN VILLA
9.8 out of 10, Exceptional, (203)
"We loved walking around the gorgeous neighborhood. We also noticed everyone else in the area enjoyed doing the same thing as there were several people walking around, mostly with dogs. The house was clean and had everything we needed. We would definitely stay here again."
The price is €332
includes taxes & fees
6 May - 7 May
MEDITERRANEAN URBAN VILLA
1 block to Washington Park & short walk to shops, eateries on NW 23rd, Downtown
Interior
1 block to Washington Park & short walk to shops, eateries on NW 23rd, Downtown
9.8 out of 10, Exceptional, (226)
"This is a cozy efficiency in very quiet and beautiful neighborhood near the park. Easy walk to park and shops and restaurants on 23rd. Hostess is lovely and all communications with her were prompt and helpful! Would definitely stay here again!"
The price is €228
includes taxes & fees
6 May - 7 May
1 block to Washington Park & short walk to shops, eateries on NW 23rd, Downtown
Two Rivers Relaxing Retreat
Property grounds
Two Rivers Relaxing Retreat
9.8 out of 10, Exceptional, (33)
"The apartment was in the basement of the home. It was clean and well appointed. My only issue is my wife and I are tall...6'3 and 5'10. A shorter person would not have to dodge the support beams...LOL! Other than that and not seeing the cats it was a very comfortable stay."
The price is €211
includes taxes & fees
7 May - 8 May
Two Rivers Relaxing Retreat
Cedar Mill Getaway
Fridge, microwave, oven, stovetop
Cedar Mill Getaway
9.8 out of 10, Exceptional, (88)
"It was perfect for a family, clean and spacious"
The price is €190
includes taxes & fees
7 May - 8 May
Cedar Mill Getaway
NEW! - Bright Modern Entire Unit KING BED!
Dining
NEW! - Bright Modern Entire Unit KING BED!
9.8 out of 10, Exceptional, (7)
"Two senior citizens plus adult daughter. Wi-Fi was sufficient for virtual work, kuerig coffee maker and ice water dispenser in the fridge, lovely walk-in shower. Host and his BIL cheerfully helped us when we locked our key in the car along with my road service info. Heads up that the entry is onto a stairway, but stairs are wide and railing is good. Huge TV that allowed us to log into our streaming services. Stone floors, coffee table, etc. maybe not the best for toddlers, but it all was perfect...
NEW! - Bright Modern Entire Unit KING BED!
Contemporary dog-friendly studio w/ cable, WiFi, and private balcony
Property grounds
Contemporary dog-friendly studio w/ cable, WiFi, and private balcony
9.8 out of 10, Exceptional, (43)
"This property is small but highly functional. Offers a lot of bang for its buck."
The price is €266
includes taxes & fees
14 May - 15 May
Contemporary dog-friendly studio w/ cable, WiFi, and private balcony
A garden view hideaway in the Irvington neighborhood
Terrace/patio
A garden view hideaway in the Irvington neighborhood
9.6 out of 10, Exceptional, (272)
"Nice spot in historic Irvington neighborhood with bus stop, coffee shops, restaurants, and brew pubs all within walking distance. Mark was incredibly responsive to all my questions. Apartment was clean and comfortable with more than enough natural light. Washer/dryer was nice to have, too. Would not hesitate to stay here again."
The price is €234
includes taxes & fees
28 May - 29 May
A garden view hideaway in the Irvington neighborhood
Newly Finished Nob Hill Condo w/ Central Location Perfect for Exploring the City
TV, books, video library
Newly Finished Nob Hill Condo w/ Central Location Perfect for Exploring the City
9.6 out of 10, Exceptional, (84)
"Excellent stay at a comfortable apartment in really nice building. Great place to explore from."
The price is €379
includes taxes & fees
7 May - 8 May
Newly Finished Nob Hill Condo w/ Central Location Perfect for Exploring the City
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See all available properties in Lake Oswego
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.

Other types of properties in Lake Oswego you may be interested in

The Paramount Hotel
Lobby
The Paramount Hotel
3.5 star property
9.2 out of 10, Wonderful, (1835)
"It was a lovely stay."
The price is €121
includes taxes & fees
2 Jun - 3 Jun
The Paramount Hotel
Moxy Portland Downtown
Property amenity
Moxy Portland Downtown
3.0 star property
8.8 out of 10, Excellent, (640)
"Is definitely a great place to go if you are looking for a fun night at the lobby but a good rest in your hotel room"
The price is €108
includes taxes & fees
2 Jun - 3 Jun
Moxy Portland Downtown
Motel 6 Tigard, OR - Portland South - Lake Oswego
Reception
Motel 6 Tigard, OR - Portland South - Lake Oswego
2.0 star property
7.2 out of 10, Good, (1003)
"I like the staff"
The price is €53
includes taxes & fees
19 May - 20 May
Motel 6 Tigard, OR - Portland South - Lake Oswego
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.

Everything you need to know about Lake Oswego holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Lake Oswego holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 Lake Oswego holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Lake Oswego holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Lake Oswego. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Lake Oswego holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Lake Oswego holiday rentals we have selected for you start as low as €154 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Lake Oswego rentals

At Expedia, we put the best Lake Oswego holiday 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 Lake Oswego 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 Lake Oswego holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Lake Oswego. 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 holiday rentals in Lake Oswego?

Yes, there are holiday rentals in Lake Oswego close to Bike Gallery, 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?

Location, style and space! - Midcentury Modern Home - Steps from Restaurant Row: This holiday home rental outside of Lake Oswego is located on a river, and has a patio, a selection of games and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

How many holiday rentals are there in Lake Oswego?

Choose from 35 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. Lake Oswego Farmers' Market and Portland Temple Visitors' Center 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.

Recent reviews of Lake Oswego properties
Expedia verified reviews

The Porter Portland, Curio Collection by Hilton

The Porter Portland, Curio Collection by Hilton

5/5 Excellent
Excellent For Jury Duty
"I turned my jury duty service into a mini vacation by staying at the wonderful Porter hotel, just a block and a half from the courthouse!"
A verified traveller stayed at The Porter Portland, Curio Collection by Hilton
Posted 19 hours ago
The Porter Portland, Curio Collection by Hilton