Lake Oswego holiday rentals

We found 1,687 holiday rentals — enter your dates for availability
Discover a selection of 28 homes, 11 apartments and other holiday rentals in Lake Oswego that are perfect for your trip. Whether you’re staying in a holiday home with friends, family or even just your pets, you'll find the best amenities for hanging out with the people that matter most, which might include a fireplace and a washer and dryer. No matter what you're looking for, you'll find a property to rent for everyone's needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts – Lake Oswego

Showing deals for:6 Nov - 13 Nov

Welcome to the Irvington Guesthouse!
Living area
nice details, fun lighting.
clean and fully stocked professional kitchen
Exceptional
(46 reviews)

Cottage in Historic Irvington neighborhood near Convention Center and shops!

Portland

7% off
AU$1,615
for 7 nights, 1 room
AU$231 per night
includes taxes & fees
Cottage in Historic Irvington neighborhood near Convention Center and shops!
Upstairs hallway outside second floor king bedroom.
1944 sister house on same property, built by same builder.
Looking out to upstairs deck.
View from living room towards breakfast bar and kitchen.
Exceptional
(205 reviews)

Carefully Restored Wilsonville Farmhouse next to Parks & Trails, 1 Mile to I-5

Wilsonville

24% off
AU$2,227
for 7 nights, 1 cottage
AU$318 per night
includes taxes & fees
Carefully Restored Wilsonville Farmhouse next to Parks & Trails, 1 Mile to I-5
Walk score: 97 Step out our front door and experience NE PDXs best neighborhood!
Foyer and stairs leading up to the second level.
Our Kitchen on the second level.
Double oven is handy for delicious meals!
Dining room and adjoining living room w/ 3 ceiling fans - on the second level
Exceptional
(180 reviews)

THE PORTLAND VILLA - In the heart of NE Portland, Alberta Arts District

Portland

6% off
AU$6,103
for 7 nights, 1 villa
AU$872 per night
includes taxes & fees
THE PORTLAND VILLA - In the heart of NE Portland, Alberta Arts District
Exterior
Interior
Interior
Outdoor dining
Exceptional
(58 reviews)

Cozy Modern Farmhouse, King bed, great yard, pets!

Milwaukie

17% off
AU$2,891
for 7 nights, 1 home
AU$413 per night
includes taxes & fees
Cozy Modern Farmhouse, King bed, great yard, pets!
Living area
Newly renovated kitchen with all the essentials, a coffee bar and stylish design
Dining
Outdoor dining
Exceptional
(18 reviews)

Oregon-Themed Retreat, Walkable, AC, Serene Yard with Deck

Portland

7% off
AU$7,177
for 7 nights, 1 home
AU$1,025 per night
includes taxes & fees
Oregon-Themed Retreat, Walkable, AC, Serene Yard with Deck
Private kitchen
Exterior
Outdoor spa tub
Interior
Exceptional
(27 reviews)

Huge Luxury Home with huge Deck near Powell Butte Park

Portland

7% off
AU$9,279
for 7 nights, 1 home
AU$1,326 per night
includes taxes & fees
Huge Luxury Home with huge Deck near Powell Butte Park
Room
Interior
Open-concept main floor is perfect for spending time with family and friends
Use the fully outfitted kitchen to cook a meal, make a snack, or serve take-out.
Exceptional
(26 reviews)

Stunning Remodeled 5-BR Craftsman. 4x King Beds + 2x Twin XL! With AC & Laundry

Portland

7% off
AU$6,287
for 7 nights, 1 home
AU$898 per night
includes taxes & fees
Stunning Remodeled 5-BR Craftsman. 4x King Beds + 2x Twin XL! With AC & Laundry
Expansive open-concept main floor has room to spare.
Private kitchen
Enjoy a sunset cocktail or morning coffee on the roof deck with a stunning view.
Log in with your streaming apps to get content on the huge 70" 4k Smart TV.
Exceptional
(21 reviews)

King Beds, Roofdeck, AC, Best Area with 95 WalkScore

Portland

7% off
AU$7,514
for 7 nights, 1 home
AU$1,073 per night
includes taxes & fees
King Beds, Roofdeck, AC, Best Area with 95 WalkScore
Living area
Private kitchen
Outdoor dining
Interior
Exceptional
(10 reviews)

Luxury 4BR Retreat with Hot Tub & Sauna, Walkable

West Linn

8% off
AU$5,198
for 7 nights, 1 home
AU$743 per night
includes taxes & fees
Luxury 4BR Retreat with Hot Tub & Sauna, Walkable
Interior
Private kitchen
Private kitchen
Property grounds
Exceptional
(12 reviews)

Renovated Victorian : King Beds, AC, 95 Walk Score in Best Area.

Portland

7% off
AU$7,560
for 7 nights, 1 home
AU$1,080 per night
includes taxes & fees
Renovated Victorian : King Beds, AC, 95 Walk Score in Best Area.
Living area
Private kitchen
Terrace/patio
Interior
Exceptional
(21 reviews)

Spacious 5BR Beaverton Home, Game Room, Near Portland

Aloha

8% off
AU$4,129
for 7 nights, 1 home
AU$590 per night
includes taxes & fees
Spacious 5BR Beaverton Home, Game Room, Near Portland
Living area
Terrace/patio
Interior
Property grounds
Wonderful
(63 reviews)

Stafford River House

West Linn

8% off
AU$3,500
for 7 nights, 1 home
AU$500 per night
includes taxes & fees
Stafford River House
Tiled entry with original wood trim.
Exterior detail
Living room to entry access
36" Kitchen Aid french door fridge H20 & ice, windows to hot tub.
Very good
(7 reviews)

Gorgeous private home! Central Air 4 beds, hot tub, patio, designer furnishings

Portland

7% off
AU$5,026
for 7 nights, 1 home
AU$718 per night
includes taxes & fees
Gorgeous private home! Central Air 4 beds, hot tub, patio, designer furnishings
Private kitchen
Interior
Room
Living area
Exceptional
(140 reviews)

Zen Cottage in Close In NE Alberta Arts Area, Sleeps 2 Private and Sanitized!!

Portland

7% off
AU$2,219
for 7 nights, 1 cottage
AU$317 per night
includes taxes & fees
Zen Cottage in Close In NE Alberta Arts Area, Sleeps 2 Private and Sanitized!!
Living area
Living area
Private kitchen
Terrace/patio
Exceptional
(7 reviews)

Tranquil 3-bedroom house with AC in charming Tigard

Tigard

8% off
AU$3,229
for 7 nights, 1 home
AU$461 per night
includes taxes & fees
Tranquil 3-bedroom house with AC in charming Tigard
Private kitchen
Terrace/patio
Living area
Guest Front Entrance and Parking. Outlet provided for level-1 EV charger.
Exceptional
(7 reviews)

Milwaukie Guest Apartment – Quiet Retreat Near Portland w/ Infrared Sauna

Milwaukie

8% off
AU$945
for 7 nights, 1 apartment
AU$135 per night
includes taxes & fees
Milwaukie Guest Apartment – Quiet Retreat Near Portland w/ Infrared Sauna
Living Room from entry way looking to French doors to deck.
Our home on a snowy day in winter
Living room looking at front door
Stairways to path to enter house/ Six steps, inclined path and another two step
Exceptional
(175 reviews)

Sunny 1400 SQFT Dutch Colonial in Portland Heights - 5 min to downtown, NW 23rd

Portland

7% off
AU$2,454
for 7 nights, 1 home
AU$351 per night
includes taxes & fees
Sunny 1400 SQFT Dutch Colonial in Portland Heights - 5 min to downtown, NW 23rd
Private kitchen
Living area
Living area
Interior
Exceptional
(53 reviews)

Spectacular Choice: Sleeps 6, Your Dog Welcome Too

Tigard

7% off
AU$2,106
for 7 nights, 1 home
AU$301 per night
includes taxes & fees
Spectacular Choice: Sleeps 6, Your Dog Welcome Too
Exterior detail
Interior
Interior
Exceptional
(66 reviews)

The Suite will give you the comfort of home with detailed warm touches.

Tigard

11% off
AU$1,177
for 7 nights, 1 room
AU$168 per night
includes taxes & fees
The Suite will give you the comfort of home with detailed warm touches.
Exterior detail
Living area
Private kitchen
Room
Exceptional
(17 reviews)

Private, comfy and cozy apartment in family neighborhood

Oregon City

8% off
AU$1,143
for 7 nights, 1 apartment
AU$163 per night
includes taxes & fees
Private, comfy and cozy apartment in family neighborhood
Property grounds
Property grounds
Private kitchen
The Cottage at Riverrun
Exceptional
(53 reviews)

The Cottage at River Run!

Tigard

8% off
AU$2,202
for 7 nights, 1 cottage
AU$315 per night
includes taxes & fees
The Cottage at River Run!
Property grounds
Dining
Room
Living area
Exceptional
(122 reviews)

Portland Sanctuary

Portland

7% off
AU$2,081
for 7 nights, 1 apartment
AU$297 per night
includes taxes & fees
Portland Sanctuary
Property grounds
Interior
Exterior detail
Dining
Exceptional
(12 reviews)

Charming 1-bedroom apt; cleaned with non-toxic, plant based cleaning products

Milwaukie

9% off
AU$1,477
for 7 nights, 1 apartment
AU$211 per night
includes taxes & fees
Charming 1-bedroom apt; cleaned with non-toxic, plant based cleaning products
Exterior
Terrace/patio
Property grounds
Private kitchen
Exceptional
(149 reviews)

Lovely "Wine Country Casita" - Private Guesthouse, Beautiful Views

Sherwood

8% off
AU$1,739
for 7 nights, 1 room
AU$248 per night
includes taxes & fees
Lovely "Wine Country Casita" - Private Guesthouse, Beautiful Views
  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Friendly Lake Oswego will entice you

Enjoy the temples and other features of Lake Oswego. Revered for its lake, shopping and restaurants, this city is both welcoming and walkable. Oregon Zoo and Oregon Convention Center are just a couple of the must-see attractions in the area. With a holiday rental, you get a home away from home – many rentals offer full kitchens and outdoor grills for some home cooking.

Activities and attractions in and around Lake Oswego

Are you searching for attractions to visit while you're in town? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Lake Oswego a fun place to get away to. These are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Oregon Zoo (6.5 mi / 10.4 km)
  • Oswego Hills Vineyard and Winery (2.3 mi / 3.7 km)
  • Oaks Amusement Park (3.6 mi / 5.8 km)
  • Eastmoreland Golf Course (4 mi / 6.5 km)
  • North Clackamas Aquatic Park (4.3 mi / 7 km)
  • Oregon Golf Club (6.2 mi / 10.1 km)

Exploring the natural landscape of Lake Oswego

Whether you're an outdoor enthusiast or just want to take in the scenery, you'll be sure to find the perfect setting for your holiday in Lake Oswego. These are some of the area's most eye-catching sights, all within 30 miles (48.2 km) of the city centre:

  • Sellwood Riverfront Park (3.3 mi / 5.3 km)
  • Westmoreland Park (3.5 mi / 5.7 km)
  • Crystal Springs Rhododendron Garden (4.4 mi / 7 km)
  • Terwilliger Boulevard Parkway (4.8 mi / 7.7 km)
  • Pendleton Park (5.1 mi / 8.2 km)
  • Willamette Falls (5.4 mi / 8.7 km)

Travelling to and around Lake Oswego

The nearest airport is in Portland International Airport (PDX), located 12.2 mi (19.7 km) from the city centre.

Frequently asked questions

What is the best area to stay in Lake Oswego when booking a holiday home?
First Addition is one of the most sought-after neighbourhoods where you can book a holiday property in Lake Oswego. While in the area, check out big-hitting attractions like Bike Gallery and Lakeside Bicycles.
What is the most popular type of holiday home accommodation in Lake Oswego?
The most sought-after types of holiday homes in Lake Oswego are houses. Hoping for something different? Stayz has numerous options to match our guests' needs, so you'll see holiday properties in all shapes and sizes, and for all budgets. The ideal fit is ready and waiting for you — discover yours today.
How much does it cost to rent a holiday home in Lake Oswego?
A number of things can affect what you'll pay for a holiday home in Lake Oswego, including the time of year, property type and length of stay. Still, all of our holiday homes have something in common — incredible value. Just add your travel dates to find your perfect fit.
How much does it cost to rent a beach house in Lake Oswego?
Prices for beach houses in Lake Oswego may differ depending on the type and size of the property and when you plan to travel. Just enter your travel dates into Stayz and the number of guests to view your home options and prices. From there you can use our filter tool to refine your search by ratings, nearby activities, amenities and more.
Are there pet-friendly holiday homes in Lake Oswego?
Pack a squeezy toy and a bone for your pup because Lake Oswego has 29 holiday homes that roll out the welcome mat to doggie guests. Let your happy hound join in on the family trip at one of our pet-friendly holiday homes on Stayz. Simply enter your travel dates and destination, then check our "Pets allowed" filter box.
Can I rent a house with a pool in Lake Oswego?
Add another level of fun to your trip by booking your crew into one of the three houses with a private pool in Lake Oswego. Use our handy search filter to find the kind of property you want on Stayz, and then spend carefree days frolicking in a swimming pool that's just for you.
What are popular home amenities in Lake Oswego?
A barbecue grill, a fireplace and a nearby waterfront top the list of most popular home amenities in Lake Oswego. Whether you plan to travel on your own, with your better half or a group of dear friends, Stayz will help you find a holiday home that matches your tastes with all the features you'll enjoy.
Are there large group holiday homes in Lake Oswego?
With 15 Lake Oswego holiday homes that can accommodate a group of five or more people, you can bring a few extra family members or buddies along. Whether you're planning an informal gathering or a special celebration, we'll help you find a comfy space to fit the occasion.
Are there holiday homes in Lake Oswego that welcome kids?
Gather your whole crew for the adventure of a lifetime in Lake Oswego at one of our 29 family-friendly properties. A lot of these stays provide conveniences that are just perfect for getaways with children, like laundry facilities, living rooms and swimming pools. Just click on the "Properties good for families" filter and choose your favourite.
What are the top attractions for families in Lake Oswego?
Keep your kids occupied at these leading family-friendly attractions in Lake Oswego:
  • Oregon Zoo
  • Oregon Museum of Science and Industry
  • Wilsonville Family Fun Centre and Bullwinkles Restaurant
Are there one-bedroom holiday homes in Lake Oswego?
Yes, you can choose from nine one-bedroom homes in Lake Oswego. Whether you're looking for a cosy cottage or a cabin, Stayz's one-bedroom homes are just right if you don't need lots of room. One of the best things about having your own digs? You'll never need to share your holiday with strangers.
Can I find two-bedroom holiday homes in Lake Oswego?
Gather your besties and enjoy total privacy and comfort in one of the four two-bedroom holiday homes Lake Oswego has to offer.
Are there holiday homes with WiFi in Lake Oswego?
Lake Oswego has eight holiday homes with WiFi, so you'll be able to stay connected while you're travelling. Simply check the "WiFi" box in our handy search filter to find the perfect property. From streaming TV shows with the family to posting pics on social media, these Stayz homes make it a cinch to get online.
How can I find holiday homes with air conditioning in Lake Oswego?
You can pick from 26 holiday homes with air conditioning in Lake Oswego giving you that gentle, cool breeze and extra element of comfort. Just enter your chosen travel dates and then take advantage of our filters to help you book properties with air conditioning.
How old do you have to be to rent a holiday home in Lake Oswego?
We recommend checking with the Lake Oswego holiday home you're looking at on Stayz as the minimum age varies. However, it's generally 16, 18 or 21.
How long can I rent a holiday home in Lake Oswego for?
It's really down to the Lake Oswego property. To see all available options offering extended stays, just enter your dates and number of guests into the Stayz search page. You can look forward to having the whole property to yourself, along with home comforts like air conditioning, a fully-equipped kitchen and a yard where the kids can burn off energy. Keep your eyes peeled for long-term stays that offer discounted weekly or monthly prices.

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