Holiday Rentals in Lake Oswego

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Holiday Rentals in Lake Oswego

Quarry Commons

3.0 star property
Walluga
Quarry Commons

Larkspur Landing Extended Stay Suites Hillsboro

3.0 star property
Hillsboro
8.2 out of 10, Very good, (2009)
"Very nice staff and a clean quiet place to stay along with safe. "
United States
Laura
The price is €95
includes taxes & fees
20 Nov - 21 Nov
Larkspur Landing Extended Stay Suites Hillsboro

Inn at Northrup Station

3.0 star property
Northwest Portland
9.4 out of 10, Exceptional, (2122)
"Nice hotel"
United States
Nancy
The price is €179
includes taxes & fees
6 Dec - 7 Dec
Inn at Northrup Station

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

Hillsboro
10.0 out of 10, Exceptional, (33)
"This was a fantastic house for our family reunion. It comfortably accomodated our group of 16. The kitchen was well appointed, beds clean and the game room, pool, extensive outdoor space and beautiful surroundings made this a truly memorable stay! The location is very convenient to Portland. Hosts were very responsive. Highly recommend!"
United States
Zainab K.
World Renowned Roloff Farms, Billiards, Game Room, On Acres of Farmland

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

North Portland
10.0 out of 10, Exceptional, (324)
"Great place to stay and close to restaurants and shops."
United States
Dan G.
Location, style and space! - Midcentury Modern Home - Steps from Restaurant Row

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

Southeast Portland
10.0 out of 10, Exceptional, (316)
"great get away and location. "
United States
Mark G.
The price is €162
includes taxes & fees
20 Nov - 21 Nov
Pet friendly apartment with covered patio and fenced-in yard.

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

Pleasant Valley
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! "
United States
Athena B.
The price is €368
includes taxes & fees
24 Nov - 25 Nov
2,100 SqFt Contemporary Home W/ Jacuzzi & Fire Pit

Tiny Farmhouse - Walk to Local Shops & Restaurants

Southeast Portland
10.0 out of 10, Exceptional, (3)
"First (and not last) tiny home stay! Perfectly appointed and comfortable space. Conveniently located with ample street parking. Great experience - would definitely book again."
United States
Darleen S.
The price is €163
includes taxes & fees
1 Dec - 2 Dec
Tiny Farmhouse - Walk to Local Shops & Restaurants

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

Troutdale
10.0 out of 10, Exceptional, (97)
"Everything was as advertised and a great locations close to a lot of tourist activities."
United States
Jessenia A.
The price is €168
includes taxes & fees
14 Dec - 15 Dec
Springdale Farm & Views - the Gorge, Downtown, Mt. Hood

Portland Sanctuary

Northeast Portland
9.8 out of 10, Exceptional, (98)
"Great stay, lovely place, excellent communication. "
United States
Jen S.
The price is €235
includes taxes & fees
20 Nov - 21 Nov
Portland Sanctuary

Bungalow Guest House

Ellsworth
8.8 out of 10, Excellent, (33)
"Had an amazing stay!"
United States
Gabriel S.
The price is €171
includes taxes & fees
20 Nov - 21 Nov
Bungalow Guest House

The "Old Barn" in the woods. Peace, Romance, Ahhh

Cedar Hills
9.0 out of 10, Wonderful, (34)
"It's unique. Very nice and quiet and private. The bed is ectremely comfortable. And the hot tub on the deck was really fun. I loved the open barn doors at the entry but especially by the bed. "
United States
Tracy T.
The price is €231
includes taxes & fees
20 Nov - 21 Nov
The "Old Barn" in the woods. Peace, Romance, Ahhh

Large Cozy Home

Southgate
9.8 out of 10, Exceptional, (39)
"The house was really nice and spacious and accommodated my group perfectly. The renter could have been more responsive and actually answered our questions about things during our stay like how to use the hot tub.Overall a great stay but there were multiple spiders in the basement and outside on the balcony that were big and looked like they were tenants there as well."
United States
Vincent H.
The price is €394
includes taxes & fees
24 Nov - 25 Nov
Large Cozy Home

Deluxe Room | Portland Hub + Pulitzer Display

Downtown Portland
10.0 out of 10, Exceptional, (1)
"Very nice for me and my daughter to stay for the Zach Bryan concert.."
United States
Tonya V.
The price is €196
includes taxes & fees
27 Nov - 28 Nov
Deluxe Room | Portland Hub + Pulitzer Display

Peace House

2.0 star property
Walnut Grove
6.4 out of 10, (6)
"We enjoyed our stay. The house was lovely and clean. Our host was very easy to get a hold of and our check in was easy. The kitchen had everything we needed for our two day stay We would stay here again. "
United States
Anonymous traveller
The price is €539
includes taxes & fees
20 Nov - 21 Nov
Peace House

Hillsdale Spacious, comfortable home

Southwest Portland
9.6 out of 10, Exceptional, (142)
"Very nice spot… would use it again in a second… "
United States
Paul H.
Hillsdale Spacious, comfortable home

A Grand House

Harney Heights
9.8 out of 10, Exceptional, (38)
"Lovely little guest house north of Portland. Great parking, comfy beds, and very commincative host."
United States
Mary V.
The price is €289
includes taxes & fees
20 Nov - 21 Nov
A Grand House

Modern Sanctuary in the heart of Concordia

Northeast Portland
10.0 out of 10, Exceptional, (137)
"We enjoyed our stay! It was very clean and convenient to walking to restaurants in the area."
United States
Karen K.
The price is €192
includes taxes & fees
20 Nov - 21 Nov
Modern Sanctuary in the heart of Concordia

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

Southwest Portland
9.8 out of 10, Exceptional, (265)
"The house has a great location and very walkable to many restaurants and stores for shopping. Miyoko is a great host, highly recommend the place! "
United States
James
The price is €224
includes taxes & fees
20 Nov - 21 Nov
1 block to Washington Park & short walk to shops, eateries on NW 23rd, Downtown

Designer Owned House on Vibrant Williams Avenue near Mississippi

Northeast Portland
10.0 out of 10, Exceptional, (199)
"Great location. Hosts were very responsive. Great selection of restaurants in area. "
United States
Craig R.
The price is €348
includes taxes & fees
20 Nov - 21 Nov
Designer Owned House on Vibrant Williams Avenue near Mississippi
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Lake Oswego Hotel Reviews

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, 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 €95 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 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?

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 33 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.