Lake Oswego Holiday Rentals

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Holiday Rentals in Lake Oswego

Larkspur Landing Extended Stay Suites Hillsboro

3.0 star property
8.2 out of 10, Very good, (1978)
"Great location for what I needed. "
The price is AU$160
includes taxes & fees
4 Nov - 5 Nov
Larkspur Landing Extended Stay Suites Hillsboro

Inn at Northrup Station

3.0 star property
9.4 out of 10, Exceptional, (2099)
"Best area for families, the property itself is a little outdated but well managed. Free parking, it's better to have breakfast outside with many good options."
The price is AU$326
includes taxes & fees
7 Nov - 8 Nov
Inn at Northrup Station

Deluxe Room | Portland Hub + Pulitzer Display

10.0 out of 10, Exceptional, (1)
"Very nice for me and my daughter to stay for the Zach Bryan concert.."
The price is AU$301
includes taxes & fees
3 Nov - 4 Nov
Deluxe Room | Portland Hub + Pulitzer Display

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

10.0 out of 10, Exceptional, (32)
"We had a wonderful time, lots of room for us to spread out."
World Renowned Roloff Farms, Billiards, Game Room, On Acres of Farmland

Peace House

2.0 star property
6.4 out of 10, (6)
"We spent the holiday weekend at this property. The house is in a great neighborhood that is local to lots of activities and restaurants in the area. The host was very communicative and willing to help."
The price is AU$936
includes taxes & fees
10 Oct - 11 Oct
Peace House

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

10.0 out of 10, Exceptional, (318)
"Great place to stay and close to restaurants and shops."
Location, style and space! - Midcentury Modern Home - Steps from Restaurant Row

Portland Sanctuary

9.8 out of 10, Exceptional, (92)
"It is in a great neighborhood & convenient to our family. Beautiful gardens and lovely host. Loved it & will definitely stay there again if we are lucky enough to return!"
The price is AU$449
includes taxes & fees
2 Nov - 3 Nov
Portland Sanctuary

Pet friendly apartment with covered patio and fenced-in yard.

10.0 out of 10, Exceptional, (313)
"great get away and location. "
The price is AU$280
includes taxes & fees
22 Oct - 23 Oct
Pet friendly apartment with covered patio and fenced-in yard.

Hillsdale Spacious, comfortable home

9.6 out of 10, Exceptional, (138)
"Great house at a great location, close to downtown. The hosts are some of the best hosts we have stayed with, they were very responsive to questions and requests."
Hillsdale Spacious, comfortable home

Oregon Trail Covered Wagon by the Creek

10.0 out of 10, Exceptional, (2)
"Very nice wagon! Accommodating hosts and so very helpful! Only regret is not staying long enough. "
Oregon Trail Covered Wagon by the Creek

Private, Cozy Retreat Convenient To Portland And The Gorge

9.4 out of 10, Exceptional, (170)
"We came for a few days to hike in the area. The place was very cozy and nice, clean, and had everything we needed. The hosts are very nice, friendly people who really wanted us to feel welcome and comfortable - and we did."
Private, Cozy Retreat Convenient To Portland And The Gorge

Tiny Farmhouse - Walk to Local Shops & Restaurants

10.0 out of 10, Exceptional, (2)
"First (and not last) tiny home stay! Perfectly appointed and comfortable space. Conveniently located with ample street parking. Great experience - would definitely book again."
The price is AU$283
includes taxes & fees
14 Oct - 15 Oct
Tiny Farmhouse - Walk to Local Shops & Restaurants

2,100 SqFt Contemporary Home W/ Jacuzzi & Fire Pit

10.0 out of 10, Exceptional, (17)
"We had a group of 6 attending the Craft Wine event and it was a great location with a great space! "
The price is AU$649
includes taxes & fees
20 Oct - 21 Oct
2,100 SqFt Contemporary Home W/ Jacuzzi & Fire Pit

Bungalow Guest House

8.8 out of 10, Excellent, (32)
"Had an amazing stay!"
The price is AU$315
includes taxes & fees
12 Oct - 13 Oct
Bungalow Guest House

Hot Tub + Huge Yard | Near Alberta & Miss. Ave

2.0 star property
10.0 out of 10, Exceptional, (1)
"A very comfortable space to relax in after you return from exploring Portland. This three bedroom home had everything we needed to meet our expectations. The beds were super comfortable top quality mattresses and bedding. We were provided with plenty of supplies and linens. Trevor was very responsive to messaging and checked in with us to make sure everything was as expected. Thank you Trevor we really enjoyed our time in Portland!"
The price is AU$736
includes taxes & fees
15 Oct - 16 Oct
Hot Tub + Huge Yard | Near Alberta & Miss. Ave

Luxury Home • Great Location • 4BR • Sleeps 12

2.0 star property
10.0 out of 10, Exceptional, (2)
"We enjoyed our stay in Portland, the house was a great location for us and was exactly what we needed!"
The price is AU$1,169
includes taxes & fees
20 Oct - 21 Oct
Luxury Home • Great Location • 4BR • Sleeps 12

Oregon Jade Lodging: Specious two bedroom, EV charger, green space

8.8 out of 10, Excellent, (19)
"Owner was extremely accommodating to a last minute change and the place was all set up and looked beautiful! "
The price is AU$418
includes taxes & fees
10 Oct - 11 Oct
Oregon Jade Lodging: Specious two bedroom, EV charger, green space

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

10.0 out of 10, Exceptional, (96)
"This is such a beautiful, idyllic place. Comfortable, clean & nicely decorated quarters with excellent views and cutie patootie alpacas out front. Will hopefully have an excuse to stay here again! "
The price is AU$291
includes taxes & fees
12 Oct - 13 Oct
Springdale Farm & Views - the Gorge, Downtown, Mt. Hood

Superior King | Global Fusion + Tailored Luxury

10.0 out of 10, Exceptional, (1)
The price is AU$316
includes taxes & fees
3 Nov - 4 Nov
Superior King | Global Fusion + Tailored Luxury

Eco-friendly Tiny Home in Alberta Arts District

10.0 out of 10, Exceptional, (17)
"Miles was awesome, neighborhood was really nice and walkable, 10/10 experience!"
Eco-friendly Tiny Home in Alberta Arts District
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

Find out more about Lake Oswego

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, 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 favourite 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 depend 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 AU$160 per night. Entering your travel dates in the search wizard might find you 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 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?

Pet friendly apartment with covered patio and fenced-in yard.: This holiday home rental outside of Lake Oswego is located in the city centre, and has a patio, a private garden and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a microwave and a coffee maker.

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 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 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.