A tangle of trees and understory vegetation thrive in Tryon State Park, Lake Oswego, Oregon. This part of the country is home to temperate rainforests which serve as habitats for many species.

Lake Oswego Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sept - 20 Sept
In four months
16 Oct - 18 Oct

Our top choices for Lake Oswego holiday rentals

Interior

Cottage next to historical home in Lake Oswego

Cottage next to historical home in Lake Oswego
Lake Oswego
10.0 out of 10, Exceptional, (5 reviews)
"2nd time staying and I’m sure it won’t be our last. Great location and pretty setting. Just the right size for my husband and I when we visit our daughter and family. You won’t be disappointed if you book this cute cottage. "
United States
cathy k.
The price is HK$1,176
HK$2,402 total
includes taxes & fees
30 Jun - 1 Jul
Cottage next to historical home in Lake Oswego
Terrace/patio

#StayInMyDistrict Lake Oswego Honey Bee Cottage

#StayInMyDistrict Lake Oswego Honey Bee Cottage
First Addition
9.6 out of 10, Exceptional, (39 reviews)
"Cute stay in a great neighborhood. Host was very responsive and helpful! If you’re looking for a quiet get away in a beautiful neighborhood near some great dining, this is your place!"
United States
Layne S.
The price is HK$1,599
HK$3,076 total
includes taxes & fees
9 Jul - 10 Jul
#StayInMyDistrict Lake Oswego Honey Bee Cottage
Interior

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, (17 reviews)
"Great location. "
United States
Carrie S.
The price is HK$980
HK$1,955 total
includes taxes & fees
8 Jul - 9 Jul
Charming 1-Bedroom Entire Condo Loft in Scenic Mountain Park
Terrace/patio

La Casa with Luxury Amenities -hot tub and massage chair

La Casa with Luxury Amenities -hot tub and massage chair
Oak Creek
9.8 out of 10, Exceptional, (126 reviews)
"Great place to stay!"
United States
Jesse S.
The price is HK$1,960
HK$2,976 total
includes taxes & fees
6 Jul - 7 Jul
La Casa with Luxury Amenities -hot tub and massage chair
Terrace/patio

Upscale and quiet new home in Lake Oswego with amazing Patio

Upscale and quiet new home in Lake Oswego with amazing Patio
Lake Oswego
10.0 out of 10, Exceptional, (47 reviews)
"Once again a great stay here. Wonderful home in a great location "
United States
Greg D.
The price is HK$3,168
HK$5,580 total
includes taxes & fees
9 Jul - 10 Jul
Upscale and quiet new home in Lake Oswego with amazing Patio
Terrace/patio

Beautiful Italian-style Villa in Lake Oswego

Beautiful Italian-style Villa in Lake Oswego
Lake Oswego
The price is HK$2,940
HK$4,551 total
includes taxes & fees
6 Jul - 7 Jul
Beautiful Italian-style Villa in Lake Oswego
Spa

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, (15 reviews)
"Very Fun place to stay. Something interesting everywhere you look, and the back porch was a great hangout spot. "
United States
Jeanie M.
The price is HK$2,344
HK$2,857 total
includes taxes & fees
12 Jul - 13 Jul
The OMG House that will BLOW YOUR MIND with Unbelievable Cats n Mirrors
Terrace/patio

Margaux · 1967 Airstream · Garden Glamping · PDX

Margaux · 1967 Airstream · Garden Glamping · PDX
Southeast Portland
9.6 out of 10, Exceptional, (14 reviews)
"Was such a cute little getaway for my and my boyfriend was very clean and the aesthetic was very pretty. The owner was very nice and very helpful was a perfect stay ☺️"
United States
Jerikah
The price is HK$607
HK$1,235 total
includes taxes & fees
30 Jun - 1 Jul
Margaux · 1967 Airstream · Garden Glamping · PDX
Fridge, microwave, oven, stovetop

The Loft · Modern ADU · Private Deck · Dual Showers · 2BR · Oregon City

The Loft · Modern ADU · Private Deck · Dual Showers · 2BR · Oregon City
Gaffney Lane
9.8 out of 10, Exceptional, (70 reviews)
"Great as always Very clean and convenient location Host is always very responsive "
United States
shawn j.
The price is HK$933
HK$1,795 total
includes taxes & fees
29 Jun - 30 Jun
The Loft · Modern ADU · Private Deck · Dual Showers · 2BR · Oregon City
Smart TV, fireplace, printers

A Grand House

A Grand House
Harney Heights
9.8 out of 10, Exceptional, (60 reviews)
"The house fit our needs perfectly for our visit to Vancouver. Very pet friendly, convenient location, excellent parking, and all the amenities for a comfortable stay. Will definitely stay here again. "
United States
Wendy H.
The price is HK$1,058
HK$2,286 total
includes taxes & fees
1 Jul - 2 Jul
A Grand House
Interior

OC Haus · Ranch Home · Fire Pit · Fireplace · 4BR · 25 Min to Portland

OC Haus · Ranch Home · Fire Pit · Fireplace · 4BR · 25 Min to Portland
Gaffney Lane
9.8 out of 10, Exceptional, (58 reviews)
"This was the perfect space for our family. Our kids are grown with spouses and this property had room for all. At first we couldn't find the wi-fi but when we checked the Vrbo site, the owner had put all instructions on there. It has a big back yard with a tire swing that the grand kids enjoyed. It was perfectly located for us with eating places nearby, although we did cook a little also. We would definitely consider staying here again!"
United States
Ted G.
The price is HK$1,882
HK$4,509 total
includes taxes & fees
29 Jun - 30 Jun
OC Haus · Ranch Home · Fire Pit · Fireplace · 4BR · 25 Min to Portland
Exterior detail

Newberg Wine Country Suites: Gris Room

Newberg Wine Country Suites: Gris Room
Newberg
9.6 out of 10, Exceptional, (25 reviews)
"Property was super clean and in a great location. The property had great amenities. It was perfect for a few day getaway."
United States
Kelly W.
The price is HK$1,126
HK$1,952 total
includes taxes & fees
30 Jun - 1 Jul
Newberg Wine Country Suites: Gris Room
Fridge, microwave, oven, stovetop

BOOK 7 NITES AND GET A DISCOUNT 2 BEDROOM PRIVATE UNIT

BOOK 7 NITES AND GET A DISCOUNT 2 BEDROOM PRIVATE UNIT
Northeast Portland
9.8 out of 10, Exceptional, (21 reviews)
"Our stay was excellent. The spaceas spacious, clean and in great location for our needs "
United States
Trevor M.
The price is HK$1,354
HK$3,339 total
includes taxes & fees
2 Jul - 3 Jul
BOOK 7 NITES AND GET A DISCOUNT 2 BEDROOM PRIVATE UNIT
Dining

#StayinMyDistrict Gorge-Mt Hood

#StayinMyDistrict Gorge-Mt Hood
Gresham
9.6 out of 10, Exceptional, (25 reviews)
"Clean, well appointed, good for the dog, good neghborhood for walking him."
United States
Doug A.
The price is HK$1,034
HK$2,912 total
includes taxes & fees
29 Jun - 30 Jun
#StayinMyDistrict Gorge-Mt Hood
Dining

Charming 3-bedroom house in Portland

Charming 3-bedroom house in Portland
Portland
9.8 out of 10, Exceptional, (19 reviews)
"Great location, roomy, clean, close to everything!"
United States
John M.
The price is HK$834
HK$3,114 total
includes taxes & fees
1 Jul - 2 Jul
Charming 3-bedroom house in Portland
Dining

Large Cozy Home

Large Cozy Home
Southgate
9.8 out of 10, Exceptional, (48 reviews)
"the host was very welcoming and everything was perfect."
United States
Lee B.
The price is HK$895
HK$3,271 total
includes taxes & fees
29 Jun - 30 Jun
Large Cozy Home
Outdoor dining

Picturesque Retreat On 80 Acres of Organic Farmland, Farm Animals Galore In Middle of Wine Country

Picturesque Retreat On 80 Acres of Organic Farmland, Farm Animals Galore In Middle of Wine Country
Yamhill
10.0 out of 10, Exceptional, (81 reviews)
"This was our 2nd year here to spend our anniversary. This place is perfect in every way-quiet, great views from every window, congenial hosts, close to many wineries, towns and shops. We hope to return next year for our 43rd anniversary."
United States
Marshall M.
The price is HK$944
HK$2,675 total
includes taxes & fees
26 Jun - 27 Jun
Picturesque Retreat On 80 Acres of Organic Farmland, Farm Animals Galore In Middle of Wine Country
Smart TV

Spectacular Choice: Sleeps 6, Your Dog Welcome Too

Spectacular Choice: Sleeps 6, Your Dog Welcome Too
Bull Mountain
9.8 out of 10, Exceptional, (50 reviews)
"Great host in a well maintained house. "
United States
Doug R.
The price is HK$1,573
HK$2,983 total
includes taxes & fees
28 Jun - 29 Jun
Spectacular Choice: Sleeps 6, Your Dog Welcome Too
Outdoor dining

Blue Heron Sanctuary · Private Riverfront Cottage Retreat

Blue Heron Sanctuary · Private Riverfront Cottage Retreat
Bolton
9.8 out of 10, Exceptional, (20 reviews)
"Excellent spot; excellent host!"
United States
William W.
The price is HK$1,534
HK$1,856 total
includes taxes & fees
28 Jun - 29 Jun
Blue Heron Sanctuary · Private Riverfront Cottage Retreat
Exterior

Yeti's Tree House: Where Dreams Come True

Yeti's Tree House: Where Dreams Come True
Cedar Hills
9.2 out of 10, Wonderful, (51 reviews)
"Amazing fun stay"
United States
Gift D.
The price is HK$1,164
HK$2,092 total
includes taxes & fees
9 Jul - 10 Jul
Yeti's Tree House: Where Dreams Come True
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Lake Oswego Hotel Reviews

Hotel Lucia

Hotel Lucia

10/10 Excellent
"The room was clean, the staff was kind and welcoming and though no complimentary breakfast is provided, there are refreshments (coffee and tea in the morning, tea and water in the evening) provided at all times. A $75.00 incidentals fee is charged additionally, which is not shown in the original hotels.com price, so make sure to take that into consideration. Parking is a bit steep ($60 overnight) but there are plenty of parking garages nearby as alternatives. Location is ideal and overall we had a pleasant experience."
Caroline 1-night trip
Posted less than an hour ago
Hotel Lucia

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?

Palais de Leon - Ultra-Luxury Riverfront Estate, Pool, Spa, Theater, Dock, Hot Tubs, Gym on 3 Acres: This highly rated holiday home rental in Lake Oswego is located on a lake, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 10 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 an arcade/games room 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 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.