Lake Oswego Holiday Rentals

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Holiday Rentals in Lake Oswego

#StayInMyDistrict Lake Oswego Honey Bee Cottage

9.8 out of 10, Exceptional, (23)
"The property was nice, but the front lawn area was covered with stones and not usable. The interior was fine, with coffee and little nicities provided. The place was only 650 square feet which should have been listed. Seemed larger since the listing indicated that it slept 6 people. The check in the day before was cumbersome, unlike any other VRBO check ins. You also had to upload your driver's license or other "government identification". I didn't know how to do that and an email indicated that...
The price is NZ$473
includes taxes & fees
3 Dec - 4 Dec
#StayInMyDistrict Lake Oswego Honey Bee Cottage

Larkspur Landing Extended Stay Suites Hillsboro

3.0 star property
8.2 out of 10, Very good, (1689)
"Nice continental breakfast"
The price is NZ$199
includes taxes & fees
23 Nov - 24 Nov
Larkspur Landing Extended Stay Suites Hillsboro

Inn at Northrup Station

3.0 star property
9.4 out of 10, Exceptional, (1964)
"My wife and I have stayed at The Inn at Northrup Station a number of times. The decor is fun and funky. The rooms are spacious having both a sitting area and a full kitchen. We love the location being close to 23rd (and 21st) with numerous stores and restaurants. With the cable car stop right outside the hotel, transportation (free) to downtown is easy and convenient. One area that could use an upgrade is the breakfast. It is very carb heavy with nothing cooked fresh. Even the waffle maker,...
The price is NZ$274
includes taxes & fees
24 Nov - 25 Nov
Inn at Northrup Station

Modern Chateau on private hillside with breathtaking views of the Columbia River

10.0 out of 10, Exceptional, (11)
"Enjoyed the stay very much. Would have been perfect if it had more window coverings. "
Modern Chateau on private hillside with breathtaking views of the Columbia River

World Renowned Roloff Farms, Billiards, Game Room, On Acres of Farmland

10.0 out of 10, Exceptional, (22)
"Beautiful home, perfect for adult getaway or family getaway. Location is picturesque and so relaxing. An A+ experience"
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

10.0 out of 10, Exceptional, (38)
"Beautiful property and views. Quiet and serene. Home was clean and comfortable with fully stocked kitchen and great amenities. We had a great stay!"
Panoramic Riverside and Lush Forests Views, Pet Friendly, New Décor, Steps Away From Dockside

A garden view hideaway in the Irvington neighborhood

9.6 out of 10, Exceptional, (286)
"Great location and very clean and comfortable!"
The price is NZ$403
includes taxes & fees
18 Dec - 19 Dec
A garden view hideaway in the Irvington neighborhood

MEDITERRANEAN URBAN VILLA

9.8 out of 10, Exceptional, (216)
"Getting into the property was a little hard and only had 2 beds and a sleeper that hard to find, but was a very nice place"
The price is NZ$589
includes taxes & fees
18 Dec - 19 Dec
MEDITERRANEAN URBAN VILLA

Portland Sanctuary

10.0 out of 10, Exceptional, (61)
"A great property with a very helpful/communicative host! Very convenient (3 mile walk/ bus ride) to convention center"
The price is NZ$464
includes taxes & fees
11 Dec - 12 Dec
Portland Sanctuary

1 block to Washington Park & short walk to shops, eateries on NW 23rd, Downtown

9.8 out of 10, Exceptional, (243)
"Love the location. Easy to get to 23rd and downtown. Nice to have Zupans grocery store and coffee shops nearby. The apartment was very easy to function in. Very clean with comfortable bed and big bathroom. Hosts are very responsive and friendly. Will most likely end up staying again. "
The price is NZ$407
includes taxes & fees
25 Nov - 26 Nov
1 block to Washington Park & short walk to shops, eateries on NW 23rd, Downtown

Sleek Townhome w/ Patio - Walk to Amazing Restaurants, Breweries, Trails & Shops

9.2 out of 10, Wonderful, (135)
"Place was very nice but there were a couple of things that could have been better. First, the lighting is not as bright as shown. All the lights are yellow & not very bright at all. The ceiling fan light in one of the rooms didn’t even work. There were some crumbs left in the couch and there was a nasty stain on one of the bed blankets. One of the bedrooms also didn’t lock. The walls are super thin so we could hear the neighbors when they were really loud at night. Other than that, it was a cool...
The price is NZ$652
includes taxes & fees
3 Dec - 4 Dec
Sleek Townhome w/ Patio - Walk to Amazing Restaurants, Breweries, Trails & Shops

Quaint private cottage apt. in highly desireable area, close to everything

10.0 out of 10, Exceptional, (153)
"The apartment was nicely appointed and perfectly located very near Laurelhurst park"
Quaint private cottage apt. in highly desireable area, close to everything

Location, style and space! - Midcentury Modern Home - Steps from Restaurant Row

10.0 out of 10, Exceptional, (276)
"My stay here was delightful. The home has everything you need for a weekend away or to make this your home base for a bit. The kitchen has everything, and the spaces are well thought out. The owner has made many special touches to ensure your stay is comfortable and easy. I look forward to staying again when I am back in PDX. "
Location, style and space! - Midcentury Modern Home - Steps from Restaurant Row

Newly Finished Nob Hill Condo w/ Central Location Perfect for Exploring the City

9.2 out of 10, Wonderful, (100)
"We had a great stay. This place is conveniently located near restaurants, grocery store, and shopping. Lots of amenities to make for a pleasant stay."
Newly Finished Nob Hill Condo w/ Central Location Perfect for Exploring the City

Beautiful Space w/ Patio & Central Location - Walk to Absolutely Everything

9.2 out of 10, Wonderful, (109)
"Clean, comfortable, and has everything you need. Good amenities. "
Beautiful Space w/ Patio & Central Location - Walk to Absolutely Everything

Tiny A-Frame Farm Meadow Retreat minutes from downtown

10.0 out of 10, Exceptional, (3)
"The A-Frame looked just like the photos, yet the photos still don’t fully capture the beauty and tranquility of the property. My partner and I had so much fun exploring the farm and feeding the goats and pigs in the morning. We loved that we felt like we were staying deep in the forest while knowing we had Jesse (who was amazing and super supportive btw!) close by if we needed anything and the city right at our fingertips."
The price is NZ$313
includes taxes & fees
25 Nov - 26 Nov
Tiny A-Frame Farm Meadow Retreat minutes from downtown

Live the Dream on the Beautiful Willamette River

9.4 out of 10, Exceptional, (196)
"The property has an amazing outdoor area to enjoy! The house is well stocked. The only thing a little odd is the third bed is in the living area, but there is a door that closes off. would stay here again Sara is very accommodating"
Live the Dream on the Beautiful Willamette River

Two Rivers Relaxing Retreat

9.8 out of 10, Exceptional, (40)
"This place is amazing! What a great place to stay. Super close within walking distance to many food options which was a huge plus for us! The unit we stayed in was very clean, and a cool little outdoor sitting area. The backyard is a very cool tranquil area to sit and relax while feeling secluded! I highly recommend staying here! The hosts were equally as amazing and helpful with information. We will for sure stay there again."
The price is NZ$411
includes taxes & fees
25 Nov - 26 Nov
Two Rivers Relaxing Retreat

New Condo Offers Great Location, Plenty of Services, Walk Everywhere

9.2 out of 10, Wonderful, (69)
"Fabulous neighborhood. Clean and well stocked. Would definitely recommend. "
New Condo Offers Great Location, Plenty of Services, Walk Everywhere

Exquisite Historic Suite Close to Downtown 14-21673

10.0 out of 10, Exceptional, (461)
"Beautiful location and really nice host"
The price is NZ$313
includes taxes & fees
7 Dec - 8 Dec
Exquisite Historic Suite Close to Downtown 14-21673
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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Other types of properties in Lake Oswego you may be interested in

Motel 6 Tigard, OR - Portland South - Lake Oswego

2.0 star property
7.2 out of 10, Good, (1003)
"Front desk gave good customer service. The room was hot, water pressure on shower sucked & toilet made a loud noise when you Flush it every time "
The price is NZ$106
includes taxes & fees
24 Nov - 25 Nov
Motel 6 Tigard, OR - Portland South - Lake Oswego

Courtyard by Marriott Portland City Center

3.5 star property
8.6 out of 10, Excellent, (1479)
"Staff friendly "
The price is NZ$189
includes taxes & fees
28 Nov - 29 Nov
Courtyard by Marriott Portland City Center

Red Lion Hotel Portland Airport

3.0 star property
7.4 out of 10, Good, (2218)
"Front desk was very helpful and quick."
The price is NZ$161
includes taxes & fees
7 Dec - 8 Dec
Red Lion Hotel Portland Airport
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.
Beautiful view of the beach with palm trees

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Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

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?

Cedar Mill Getaway: This holiday home rental outside of Lake Oswego is located in the city centre, and has a patio, a private garden 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. You and your friends and family can relax into your holiday with amenities such as a selection of games.

How many holiday rentals are there in Lake Oswego?

Choose from 34 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.