A forest stream with moss-covered trees and dense undergrowth.

Lake Oswego Holiday Rentals

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Lake Oswego holiday rentals

A house with a patio area featuring two green chairs and a table, a fire pit, and a bicycle parked outside.

1. #StayInMyDistrict Lake Oswego Honey Bee Cottage

#StayInMyDistrict Lake Oswego Honey Bee Cottage
First Addition
9.2 out of 10, Wonderful, (46 reviews)
"Located in a quiet, enjoyable neighborhood of Lake Oswego. Walking to shops and restaurants, or hiking in Tryon Creek is easily accessible. Property was clean and necessary items provided. I very much enjoyed my stay."
United States
Carrie
The price is HK$910
HK$2,248 total
includes taxes & fees
1 Nov - 2 Nov
#StayInMyDistrict Lake Oswego Honey Bee Cottage
A kitchen with white cabinets, a marble backsplash, and a bar area with stools.

2. Woodland Haven: Tranquil 2BR ADU w/ Private Entry

Woodland Haven: Tranquil 2BR ADU w/ Private Entry
Blue Heron
The price is HK$1,372
HK$2,158 total
includes taxes & fees
24 Nov - 25 Nov
Woodland Haven: Tranquil 2BR ADU w/ Private Entry
A spacious kitchen with a large island, sliding glass doors leading to a balcony, and a view of greenery outside.

3. Charming 1-Bedroom Entire Condo Loft in Scenic Mountain Park

Charming 1-Bedroom Entire Condo Loft in Scenic Mountain Park
Mount Park
9.8 out of 10, Exceptional, (18 reviews)
"Great location. "
United States
Carrie S.
The price is HK$980
HK$1,964 total
includes taxes & fees
10 Nov - 11 Nov
Charming 1-Bedroom Entire Condo Loft in Scenic Mountain Park
A riverside patio with lounge chairs, a small table, and a flagpole.

4. Delightful 2BR Lakefront - Patio

Delightful 2BR Lakefront - Patio
Blue Heron
The price is HK$3,131
HK$5,629 total
includes taxes & fees
27 Oct - 28 Oct
Delightful 2BR Lakefront - Patio
A hotel room with mirrored walls, multiple beds, and a modern design.

5. The OMG House that will BLOW YOUR MIND with Unbelievable Cats n Mirrors

The OMG House that will BLOW YOUR MIND with Unbelievable Cats n Mirrors
Lake Oswego
9.8 out of 10, Exceptional, (26 reviews)
"We really enjoyed our stay. So fun for the kids!"
United States
Stephanie W.
The price is HK$1,953
HK$2,318 total
includes taxes & fees
29 Oct - 30 Oct
The OMG House that will BLOW YOUR MIND with Unbelievable Cats n Mirrors
A modern building with a large glass facade, a prominent neon sign, and outdoor seating area with plants.

6. Inn at Northrup Station

Inn at Northrup Station
3.0 star property
Northwest Portland
9.4 out of 10, Exceptional, (2,275 reviews)
"The large rooms and Breakfast"
United States
Ryan
The price is HK$993
HK$1,152 total
includes taxes & fees
15 Nov - 16 Nov
Inn at Northrup Station
A stone facade with a sign for Larkspur Landing Home Suite Hotel, a lantern, and a flower bed.

7. Larkspur Landing Extended Stay Suites Hillsboro

Larkspur Landing Extended Stay Suites Hillsboro
3.0 star property
Hillsboro
8.2 out of 10, Very good, (2,310 reviews)
"Nice comfortable stay"
United States
Dennis
The price is HK$709
HK$804 total
includes taxes & fees
1 Nov - 2 Nov
Larkspur Landing Extended Stay Suites Hillsboro
A modern kitchen with white cabinets, a black refrigerator, and a dining area with a wooden table and chairs.

8. Granny Flat in leafy SW Portland

Granny Flat in leafy SW Portland
Southwest Portland
9.6 out of 10, Exceptional, (31 reviews)
"Literally enjoyed the place, the host were extremely good at communicating and very understanding. Definitely a 9.5/10"
United States
Daquarious
The price is HK$627
HK$1,078 total
includes taxes & fees
27 Oct - 28 Oct
Granny Flat in leafy SW Portland
A living room with a brown leather sofa, a striped armchair, a white coffee table, a flat-screen TV mounted on the wall, and a window with an umbrella outside.

9. #StayinMyDistrict Sellwood Coco Rose Retreat

#StayinMyDistrict Sellwood Coco Rose Retreat
Southeast Portland
10.0 out of 10, Exceptional, (43 reviews)
"Great location near Sellwood shops & tea, bakery & restaurants."
United States
dan v.
The price is HK$518
HK$1,790 total
includes taxes & fees
27 Oct - 28 Oct
#StayinMyDistrict Sellwood Coco Rose Retreat
A hotel room with two beds, a desk, a TV, and a bathroom visible through an open door.

10. Premium 2 Queen Bed with Kitchenette

Premium 2 Queen Bed with Kitchenette
Portland OR
10.0 out of 10, Exceptional, (51 reviews)
"Nice little budget friendly motel. Loved having snacks available from the vending machine on site while relaxing in our room."
United States
Anonymous traveller
The price is HK$655
HK$861 total
includes taxes & fees
2 Nov - 3 Nov
Premium 2 Queen Bed with Kitchenette
A modern kitchen with granite countertops, stainless steel appliances, and white cabinetry.

11. Modern Portland Condo, Near Zupan’s, OHSU, River Trails, Dining & Skyline Views

Modern Portland Condo, Near Zupan’s, OHSU, River Trails, Dining & Skyline Views
Southwest Portland
10.0 out of 10, Exceptional, (136 reviews)
"The place was very comfortable. Highly recommended."
United States
Raymond C.
The price is HK$972
HK$2,847 total
includes taxes & fees
27 Oct - 28 Oct
Modern Portland Condo, Near Zupan’s, OHSU, River Trails, Dining & Skyline Views
A wooden deck with a table and chairs, a green umbrella, and potted plants.

12. Beautiful Art Filled Home 15 minutes to Downtown

Beautiful Art Filled Home 15 minutes to Downtown
Ardenwald
10.0 out of 10, Exceptional, (83 reviews)
"Close to shops and restaurants."
United States
Greenie D.
The price is HK$1,529
HK$2,555 total
includes taxes & fees
27 Oct - 28 Oct
Beautiful Art Filled Home 15 minutes to Downtown
A modern house with a covered patio, a stone fireplace, and a sign reading "Marv's Place".

13. Exquisite Forested Retreat, Pet Friendly, Huge Patio w/ Fire-Table and TV, Steps From Dockside

Exquisite Forested Retreat, Pet Friendly, Huge Patio w/ Fire-Table and TV, Steps From Dockside
West Linn
10.0 out of 10, Exceptional, (36 reviews)
"Pretty area"
United States
Jennifer
The price is HK$1,104
HK$2,940 total
includes taxes & fees
27 Oct - 28 Oct
Exquisite Forested Retreat, Pet Friendly, Huge Patio w/ Fire-Table and TV, Steps From Dockside
A modern kitchen with a large island, grey cabinets, and wooden flooring.

14. Gem in Milwaukie 2 bedroom - 2 Bathroom - Huge yard

Gem in Milwaukie 2 bedroom - 2 Bathroom - Huge yard
Milwaukie
9.4 out of 10, Exceptional, (130 reviews)
"Very cute, great office to work in."
United States
anthony o.
The price is HK$957
HK$2,659 total
includes taxes & fees
15 Nov - 16 Nov
Gem in Milwaukie 2 bedroom - 2 Bathroom - Huge yard
A modern kitchen with white cabinetry, a wooden island with bar stools, stainless steel appliances, and pendant lighting.

15. Equipped 3bd/2ba Home with Private Backyard Oasis, Comfort & Convenience Await!

Equipped 3bd/2ba Home with Private Backyard Oasis, Comfort & Convenience Await!
Portland
10.0 out of 10, Exceptional, (25 reviews)
"Nice clean house. Great location!"
United States
Billy W.
The price is HK$1,242
HK$3,262 total
includes taxes & fees
28 Oct - 29 Oct
Equipped 3bd/2ba Home with Private Backyard Oasis, Comfort & Convenience Await!
A backyard with a wooden deck, a stone fountain, and a view of a lake.

16. Riverfront Cottage on the Willamette · Blue Heron Sanctuary near Portland

Riverfront Cottage on the Willamette · Blue Heron Sanctuary near Portland
Bolton
10.0 out of 10, Exceptional, (26 reviews)
"Just loved the music vibe. Well appointed it’s all those little things I always seem to forget. Loved watching the eagles too"
United States
Robert
The price is HK$1,430
HK$1,736 total
includes taxes & fees
4 Nov - 5 Nov
Riverfront Cottage on the Willamette · Blue Heron Sanctuary near Portland
A dining table set with white plates, glasses, and silverware, surrounded by beige chairs and a sofa in a neutral-toned room.

17. Haven Guesthouse in Milwaukie - 2 Bedroom & 2 Bathroom with Fenced Backyard

Haven Guesthouse in Milwaukie - 2 Bedroom & 2 Bathroom with Fenced Backyard
Oatfield
9.8 out of 10, Exceptional, (19 reviews)
"The house was clean and really cute. The set up was great for our stay and host was super helpful. Really enjoyed our stay!"
United States
Dana F.
The price is HK$1,294
HK$2,173 total
includes taxes & fees
4 Nov - 5 Nov
Haven Guesthouse in Milwaukie - 2 Bedroom & 2 Bathroom with Fenced Backyard
A rustic outdoor seating area with benches and picnic tables, surrounded by dense forest.

18. Creekside Haven

Creekside Haven
Wilsonville
10.0 out of 10, Exceptional, (76 reviews)
"Very comfortable ,had everything we needed. Wish we could have stayed longer."
United States
Eric S.
The price is HK$1,147
HK$1,787 total
includes taxes & fees
27 Oct - 28 Oct
Creekside Haven
A modern kitchen with stainless steel appliances, wooden cabinets, and a view to the backyard.

19. Most Family Friendly Listing in Portland - Keep the Conveniences of Home!

Most Family Friendly Listing in Portland - Keep the Conveniences of Home!
Southwest Portland
9.8 out of 10, Exceptional, (60 reviews)
"The rental was exactly what we needed. It had plenty of space, the beds were comfortable, the kitchen was well stocked, it was clean. It was in a great area. Would definitely stay again."
United States
Tracy M.
The price is HK$1,052
HK$2,211 total
includes taxes & fees
2 Nov - 3 Nov
Most Family Friendly Listing in Portland - Keep the Conveniences of Home!
A modern kitchen with white cabinets, a stainless steel refrigerator, and a dining area with a wooden table and chairs.

20. Large Cozy Home

Large Cozy Home
Southgate
9.8 out of 10, Exceptional, (58 reviews)
"The house was nice and large enough for our crowd of 6."
United States
Heather G.
The price is HK$730
HK$4,013 total
includes taxes & fees
27 Oct - 28 Oct
Large Cozy Home
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

Hyatt House Portland/Downtown

Hyatt House Portland/Downtown

10/10 Excellent
"Great location! On the waterfront and away from the busy streets/roads. Valet was worth it. Hotel was clean and spacious. I’ll definitely stay here again"
keolani 1-night trip
Posted 1 hour ago
Hyatt House Portland/Downtown

Find out more about Lake Oswego

Search for holiday rentals in Lake Oswego on Expedia! You can easily find your home rentals, villas, holiday apartments in Lake Oswego using one of the methods below:

  • View our selection of featured holiday rentals in Lake Oswego
  • Use the map to find apartments and other holiday homes in the Lake Oswego neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Lake Oswego while they last

Look no further and take a look at our great range of rental properties in Lake Oswego!

Frequently asked questions

Can I find holiday rentals in Lake Oswego?

Yes, there are holiday rentals in Lake Oswego close to Arts Council of Lake Oswego, 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?

The OMG House that will BLOW YOUR MIND with Unbelievable Cats n Mirrors: This highly rated holiday home rental in Lake Oswego is equipped with a BBQ, air conditioning and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a stovetop and a microwave. Other favourite homes for rent in Lake Oswego are Stylish Family Retreat w/ Patio, & Game Console in Heart of Lake Oswego’s Westlake Neighborhood and Palais de Leon - Ultra-Luxury Riverfront Estate, Pool, Spa, Theater, Dock, Hot Tubs, Gym on 3 Acres.

How many holiday rentals are there in Lake Oswego?

Choose from 28 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 Oswego Lake 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.