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, (24)
"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$493
includes taxes & fees
12 Jan - 13 Jan 2025
#StayInMyDistrict Lake Oswego Honey Bee Cottage

Larkspur Landing Extended Stay Suites Hillsboro

3.0 star property
8.2 out of 10, Very good, (1713)
"Very pleasant surprise! Photo's do not go this place justice. It was very clean, quiet and well kept. Staff was awesome and easy parking. Workout room was nicely equipped but there was no water, no towels and TV would only play the Weather Channel. Limited equipment but all I really needed. All-in-All, a great place to stay and I will definitely stay here again. "
The price is NZ$191
includes taxes & fees
3 Jan - 4 Jan 2025
Larkspur Landing Extended Stay Suites Hillsboro

Inn at Northrup Station

3.0 star property
9.4 out of 10, Exceptional, (1973)
"We have stayed here many times it is clean , convenient and a great place to stay. "
The price is NZ$318
includes taxes & fees
24 Dec - 25 Dec
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, (39)
"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, (289)
"This was our third stay at this property. It is very well kept and convent to our family."
The price is NZ$467
includes taxes & fees
24 Dec - 25 Dec
A garden view hideaway in the Irvington neighborhood

MEDITERRANEAN URBAN VILLA

9.8 out of 10, Exceptional, (217)
"We arrived at 1 in the morning in a weeknight. The owner was very thorough with directions on where to park and the codes needed to get inside. The place was clean and looking just like the pictures. They provided descriptions of the area and to-do’s. We had a wonderful time; Was just the break we needed."
The price is NZ$615
includes taxes & fees
26 Dec - 27 Dec
MEDITERRANEAN URBAN VILLA

Portland Sanctuary

9.8 out of 10, Exceptional, (64)
"We loved staying here. It's a great neighborhood and they are such wonderful hosts. We had everything we needed. Highly recommend! "
The price is NZ$463
includes taxes & fees
5 Jan - 6 Jan 2025
Portland Sanctuary

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. "
The price is NZ$656
includes taxes & fees
5 Jan - 6 Jan 2025
Beautiful Space w/ Patio & Central Location - Walk to Absolutely Everything

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$648
includes taxes & fees
29 Dec - 30 Dec
Sleek Townhome w/ Patio - Walk to Amazing Restaurants, Breweries, Trails & Shops

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

9.8 out of 10, Exceptional, (246)
"Even though I didn't get to stay to long during the day because of work, it was so nice coming in at night to rest and waking up with the sun through the beautiful bedroom window. I really enjoyed my stay!"
The price is NZ$424
includes taxes & fees
6 Jan - 7 Jan 2025
1 block to Washington Park & short walk to shops, eateries on NW 23rd, Downtown

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

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."
The price is NZ$629
includes taxes & fees
5 Jan - 6 Jan 2025
Newly Finished Nob Hill Condo w/ Central Location Perfect for Exploring the City

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

10.0 out of 10, Exceptional, (278)
"Everything was exactly like it’s advertisements, clean and a fun location. I had a great time seeing Portland, and hiking my favorite city in a different light and in a new way. Plus our host Ashley was hospitable, courteous and attentive."
Location, style and space! - Midcentury Modern Home - Steps from Restaurant Row

Tiny A-Frame Farm Meadow Retreat minutes from downtown

10.0 out of 10, Exceptional, (4)
"Amazing place would highly recommend "
The price is NZ$325
includes taxes & fees
26 Dec - 27 Dec
Tiny A-Frame Farm Meadow Retreat minutes from downtown

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$422
includes taxes & fees
30 Dec - 31 Dec
Two Rivers Relaxing Retreat

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

The Riverfront Retreat-Woods Landing

9.4 out of 10, Exceptional, (17)
"Beautiful and quiet"
The Riverfront Retreat-Woods Landing

Exquisite Historic Suite Close to Downtown 14-21673

10.0 out of 10, Exceptional, (463)
"Perched on a steep slope, the rooms have a great view through the woods to the east. Easy street parking, nice fireplace, excellent shower, and the separate deck area would be outstanding in better weather."
The price is NZ$325
includes taxes & fees
3 Jan - 4 Jan 2025
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, (1005)
"Excellent Staff Customer Service "
The price is NZ$110
includes taxes & fees
27 Dec - 28 Dec
Motel 6 Tigard, OR - Portland South - Lake Oswego

Holiday Inn Airport - Portland, an IHG Hotel

3.0 star property
8.2 out of 10, Very good, (1898)
"Great motel and pool! Room is nice and clean, nice beds. Staff very friendly. "
The price is NZ$183
includes taxes & fees
26 Dec - 27 Dec
Holiday Inn Airport - Portland, an IHG Hotel

Courtyard by Marriott Portland City Center

3.5 star property
8.6 out of 10, Excellent, (1517)
"Loved my stay!"
The price is NZ$189
includes taxes & fees
24 Dec - 25 Dec
Courtyard by Marriott Portland City Center
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.

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?

Designer Owned House on Vibrant Williams Avenue near Mississippi: This holiday home rental outside of Lake Oswego is located in the city centre, and has a patio, a 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. Make the most of games in this rental home to help you unwind.

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 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. Portland Temple Visitors' Center and Bike Gallery 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.