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

Lake Oswego Vacation Rentals

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Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Lake Oswego vacation 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 ￥21,159
￥48,946 total
includes taxes & fees
Nov 1 - Nov 2
#StayInMyDistrict Lake Oswego Honey Bee Cottage
A spacious kitchen with a large island, sliding glass doors leading to a balcony, and a view of greenery outside.

2. 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 ￥19,591
￥39,090 total
includes taxes & fees
Nov 18 - Nov 19
Charming 1-Bedroom Entire Condo Loft in Scenic Mountain Park
A modern kitchen with white cabinetry, a built-in dishwasher, a marble countertop, and a pendant light fixture.

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

Woodland Haven: Tranquil 2BR ADU w/ Private Entry
Blue Heron
Woodland Haven: Tranquil 2BR ADU w/ Private Entry
A modern hotel interior with mirrored walls, multiple beds with pillows, and a glass floor.

4. 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)
"Great location and super fun house. We really enjoyed it"
United States
Lauren B.
The price is ￥39,026
￥47,682 total
includes taxes & fees
Oct 26 - Oct 27
The OMG House that will BLOW YOUR MIND with Unbelievable Cats n Mirrors
A modern kitchen with white cabinets, a black refrigerator, and a dining area with a wooden table and chairs.

5. 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 ￥13,322
￥22,444 total
includes taxes & fees
Oct 27 - Oct 28
Granny Flat in leafy SW Portland
A modern living room with a fireplace, a potted plant, a patterned rug, and a tall floor lamp.

6. Cozy apartment in a lovely and quiet neighborhood

Cozy apartment in a lovely and quiet neighborhood
Milwaukie
9.6 out of 10, Exceptional, (118 reviews)
"Very nice accommodation and will try again next time we visit the area."
United States
William O.
Cozy apartment in a lovely and quiet neighborhood
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.

7. #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 ￥10,658
￥35,801 total
includes taxes & fees
Oct 25 - Oct 26
#StayinMyDistrict Sellwood Coco Rose Retreat
A hotel room with two beds, a desk, a TV, and a bathroom visible through an open door.

8. 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 traveler
The price is ￥14,196
￥18,451 total
includes taxes & fees
Oct 26 - Oct 27
Premium 2 Queen Bed with Kitchenette
A modern house with a covered patio, a stone fireplace, and a sign reading "Marv's Place".

9. 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 ￥22,061
￥59,548 total
includes taxes & fees
Oct 27 - Oct 28
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.

10. 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 ￥19,121
￥53,133 total
includes taxes & fees
Nov 15 - Nov 16
Gem in Milwaukie 2 bedroom - 2 Bathroom - Huge yard
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, (135 reviews)
"The place was very comfortable. Highly recommended."
United States
Raymond C.
The price is ￥19,419
￥57,453 total
includes taxes & fees
Oct 26 - Oct 27
Modern Portland Condo, Near Zupan’s, OHSU, River Trails, Dining & Skyline Views
A wooden deck with a glass door leading to a forested area.

12. Oregon Jade- West Linn 2 rooms, EV charger, fire pit, forest view, deer glazing

Oregon Jade- West Linn 2 rooms, EV charger, fire pit, forest view, deer glazing
Rosemont Summit
8.4 out of 10, Very good, (26 reviews)
"Nice, clean place in a good neighborhood."
United States
Andrew M.
The price is ￥25,249
￥43,287 total
includes taxes & fees
Oct 26 - Oct 27
Oregon Jade- West Linn 2 rooms, EV charger, fire pit, forest view, deer glazing
A backyard with a wooden deck, a stone fountain, and a view of a lake.

13. 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 ￥28,573
￥34,533 total
includes taxes & fees
Oct 25 - Oct 26
Riverfront Cottage on the Willamette · Blue Heron Sanctuary near Portland
A wooden deck with a table and chairs, a green umbrella, and potted plants.

14. 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 ￥30,562
￥51,384 total
includes taxes & fees
Oct 26 - Oct 27
Beautiful Art Filled Home 15 minutes to Downtown
A modern building with a large glass facade, a prominent neon sign, and outdoor seating area with plants.

15. 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 ￥19,850
￥23,026 total
includes taxes & fees
Nov 15 - Nov 16
Inn at Northrup Station
A dining table set with white plates, glasses, and silverware, surrounded by beige chairs and a sofa in a neutral-toned room.

16. 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 ￥25,860
￥43,429 total
includes taxes & fees
Oct 26 - Oct 27
Haven Guesthouse in Milwaukie - 2 Bedroom & 2 Bathroom with Fenced Backyard
A porch with a wooden bench, a cushioned chair, and a small table. There is a white railing and greenery in the background.

17. Margaux · 1967 Airstream · Garden Glamping · PDX

Margaux · 1967 Airstream · Garden Glamping · PDX
Southeast Portland
9.8 out of 10, Exceptional, (21 reviews)
"Great stay at Kayla's Airstream, Margaux. Perfect location and wonderful host. Highly recommend!"
United States
marcus c.
The price is ￥12,413
￥25,025 total
includes taxes & fees
Oct 26 - Oct 27
Margaux · 1967 Airstream · Garden Glamping · PDX
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 ￥22,930
￥35,882 total
includes taxes & fees
Oct 26 - Oct 27
Creekside Haven
A modern kitchen with white cabinetry, a wooden island with bar stools, stainless steel appliances, and pendant lighting.

19. 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 ￥24,826
￥65,707 total
includes taxes & fees
Oct 26 - Oct 27
Equipped 3bd/2ba Home with Private Backyard Oasis, Comfort & Convenience Await!
A wooden deck with a metal chair and a potted plant with red flowers.

20. Cozy Wine Country Suite

Cozy Wine Country Suite
Sherwood - Tualatin South
9.0 out of 10, Wonderful, (29 reviews)
"Great location with shopping and park nearby."
United States
Abigail T.
The price is ￥9,874
￥20,991 total
includes taxes & fees
Oct 26 - Oct 27
Cozy Wine Country Suite
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

Oxford Suites Portland - Jantzen Beach

Oxford Suites Portland - Jantzen Beach

10/10 Excellent
"Great stay"
Kevin 4-night trip
Posted 1 hour ago
Oxford Suites Portland - Jantzen Beach

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 vacation rentals in Lake Oswego?

Yes, you can find vacation rentals in Lake Oswego near Arts Council of Lake Oswego, or you can choose a more secluded option if you'd like a relaxing place to 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's the top vacation rental that Lake Oswego has to offer?

The OMG House that will BLOW YOUR MIND with Unbelievable Cats n Mirrors: This Lake Oswego vacation home rental is equipped with a barbecue grill, air-conditioning, and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a stovetop, and a microwave. Other favorite 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 vacation rentals are there in Lake Oswego?

Choose from 28 Expedia vacation rentals in Lake Oswego for a memorable vacation.

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 vacation rentals like in Lake Oswego?

Vacation rentals are privately owned properties you can book for a short or long stay in Lake Oswego. Vacation rentals feature amenities such as patios, hot tubs, and fire pits so you'll have everything you need. If you're concerned about a sanitized environment, vacation rentals can offer a sense of seclusion away from public hotel elevators and busy reception areas while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive option for families.