Search Lake Oswego Cottage Rentals from CA $130

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24
In one month
Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

Browse Select Lake Oswego Cottages

Private, Cozy Retreat Convenient To Portland And The Gorge
Welcome to this charming home with a cozy porch and garden, featuring a red door and a bench.

Private, Cozy Retreat Convenient To Portland And The Gorge

9.4 out of 10, Exceptional, (162)
"Thanks for your hospitality. Enjoyed the stay."
Private, Cozy Retreat Convenient To Portland And The Gorge
Brand new lodging, perched high atop the Dundee Hills @ White Walnut Estate!
Enjoy a serene view of the outdoors from this room's large window, featuring a cozy bed and a round table with two chairs.

Brand new lodging, perched high atop the Dundee Hills @ White Walnut Estate!

10.0 out of 10, Exceptional, (28)
"The location is absolutely stunning—waking up to views of sunlit vineyards while sipping your morning coffee is an unforgettable experience. It’s the perfect spot for a romantic getaway. Don’t forget to schedule a wine tasting during your stay—it’s a must!"
Brand new lodging, perched high atop the Dundee Hills @ White Walnut Estate!
Yeti's Tree House: Where Dreams Come True
Relax on the deck surrounded by lush greenery, with Adirondack chairs and a small table for a peaceful retreat.

Yeti's Tree House: Where Dreams Come True

8.4 out of 10, Very good, (19)
"Really great spot to get away"
The price is CA $227
CA $392 total
includes taxes & fees
Aug 13 - Aug 14
Yeti's Tree House: Where Dreams Come True
Zen Cottage in Close In NE Alberta Arts Area, Sleeps 2 Private and Sanitized!!
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (128)
"We add reserved a different VRBO for our stay, but that one cancelled us due to a water leak. Fortunately, we were able to book this one on short notice. We had stayed there before. It is a very nice place for a couple. Very clean and well stocked. The host is very responsive and accommodating."
Zen Cottage in Close In NE Alberta Arts Area, Sleeps 2 Private and Sanitized!!
The "Old Barn" in the woods. Peace, Romance, Ahhh
Relax in a serene outdoor oasis with a hot tub surrounded by lush greenery and comfortable seating.

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

8.8 out of 10, Excellent, (25)
"Property was very neat and had lots of things to do! Location was amazing."
The price is CA $200
CA $355 total
includes taxes & fees
Aug 14 - Aug 15
The "Old Barn" in the woods. Peace, Romance, Ahhh
Crossroads Country Cottage
Stunning garden setting with a variety of potted plants and a lamp post.

Crossroads Country Cottage

10.0 out of 10, Exceptional, (24)
"We enjoyed staying in this sweet little cottage to visit grandchildren. Great location with everything you might need for a short visit. Super friendly hosts!"
Crossroads Country Cottage
Blue Heron Sanctuary & Serene, River-Front Cottage
Dogs enjoy the serene surroundings by the calm water's edge, surrounded by a lush forest.

Blue Heron Sanctuary & Serene, River-Front Cottage

9.8 out of 10, Exceptional, (13)
"Super easy check in. Cool unique place. Beautiful area"
The price is CA $258
CA $343 total
includes taxes & fees
Sep 7 - Sep 8
Blue Heron Sanctuary & Serene, River-Front Cottage
Peaceful Garden Cottage, Close to Mt. Tabor Park & Downtown Bus
Stroll through the serene garden, surrounded by vibrant blooms and lush greenery.

Peaceful Garden Cottage, Close to Mt. Tabor Park & Downtown Bus

10.0 out of 10, Exceptional, (233)
"I have stayed in this lovely cottage several times and have always enjoyed the charm and comfort. It feels like my home away from home! I’m looking forward to my next visit."
Peaceful Garden Cottage, Close to Mt. Tabor Park & Downtown Bus
Cottage by the Woods - Quiet getaway - In Oregon wine country.
Enjoy a serene meal amidst lush greenery and trees in this tranquil outdoor dining setting.

Cottage by the Woods - Quiet getaway - In Oregon wine country.

10.0 out of 10, Exceptional, (97)
"Great environment, clean, plenty of space and close to the wineries. It was an awesome place!"
The price is CA $344
CA $451 total
includes taxes & fees
Sep 7 - Sep 8
Cottage by the Woods - Quiet getaway - In Oregon wine country.
All the amenities of home with no cleaning fees and first breakfast included!
Relax in a serene outdoor space surrounded by lush greenery and plants, with a small table and two chairs.

All the amenities of home with no cleaning fees and first breakfast included!

10.0 out of 10, Exceptional, (30)
"What an amazing little cottage! So grateful to have stumbled upon this little gem! The hosts were extremely gracious with extra amenities! A great little spot in a quiet neighborhood close to all Portland has to offer."
All the amenities of home with no cleaning fees and first breakfast included!
Charming cottage in walkable/ bikable ‘hood to shops and restaurants w/ WiFi, AC
Exterior

Charming cottage in walkable/ bikable ‘hood to shops and restaurants w/ WiFi, AC

The price is CA $191
CA $402 total
includes taxes & fees
Aug 13 - Aug 14
Charming cottage in walkable/ bikable ‘hood to shops and restaurants w/ WiFi, AC
Adorable cottage among trees close to everything
Escape to a secluded cabin nestled in a forest, with a natural entrance and steps leading up to the door.

Adorable cottage among trees close to everything

9.2 out of 10, Wonderful, (14)
"Great little cottage in a bra spot, close to everything!"
The price is CA $130
CA $426 total
includes taxes & fees
Sep 3 - Sep 4
Adorable cottage among trees close to everything
Charming cottage with a private hot tub, gas grill, & furnished patio
Relax in a hot tub surrounded by a serene natural setting.

Charming cottage with a private hot tub, gas grill, & furnished patio

2.0 out of 10, (1)
Charming cottage with a private hot tub, gas grill, & furnished patio
Peaceful + Elegant Cottage w/ Riverside View
Enjoy a view of the lush outdoor area from the large door with multiple glass panes.

Peaceful + Elegant Cottage w/ Riverside View

9.8 out of 10, Exceptional, (31)
"Loved our time here! Renters were extremely helpful and accommodating. "
Peaceful + Elegant Cottage w/ Riverside View
The Victorian Cottage with Mountain & River views!
Stroll through the serene garden, surrounded by lush greenery and a tranquil atmosphere.

The Victorian Cottage with Mountain & River views!

9.8 out of 10, Exceptional, (19)
"The host was incredibly responsive and the home and view are incredible! "
The Victorian Cottage with Mountain & River views!
Bike‘N’Roll Cottage: Adventure & Relaxation
Enjoy dining and entertaining in this spacious kitchen with a central island, sink, and mirror.

Bike‘N’Roll Cottage: Adventure & Relaxation

2.0 star property
10.0 out of 10, Exceptional, (9)
"I had a great stay at Dawn’s— wry clean and comfortable. Would definitely stay here again!"
The price is CA $207
CA $653 total
includes taxes & fees
Sep 7 - Sep 8
Bike‘N’Roll Cottage: Adventure & Relaxation
The Valley Wine Cottage -- Walk to tasting rooms and cute downtown Newberg
Stunning home with a charming front porch and picket fence, surrounded by lush trees.

The Valley Wine Cottage -- Walk to tasting rooms and cute downtown Newberg

10.0 out of 10, Exceptional, (30)
"We really enjoyed our stay!! Loved the home and enjoyed all the features of the house!!"
The Valley Wine Cottage -- Walk to tasting rooms and cute downtown Newberg
Modern guest house in the vibrant Sabin neighborhood
Stunning single-story house with a glass door and a small window above, set amidst lush vegetation and a paved driveway.

Modern guest house in the vibrant Sabin neighborhood

10.0 out of 10, Exceptional, (1)
"The guest house was spotless— and well-equipped. We enjoyed the outdoor patio in the sun. We couldn’t have asked for a better location— walkable— and convenient. Highly recommend!! "
Modern guest house in the vibrant Sabin neighborhood
Vancouver Vacation Rental 16 Mi to Portland!
Enjoy cooking and relaxing in this kitchen with an oven, gas range, and cozy seating area.

Vancouver Vacation Rental 16 Mi to Portland!

3.0 star property
8.0 out of 10, Very good, (1)
"We had a great stay here. Home was nice and had alot of fun with the ping pong table and hot tub. There was a throw blanket on the top bunk that had pee on it, but was easy to wash. Clean over all, nice size yard and shower."
Vancouver Vacation Rental 16 Mi to Portland!
Sage Guest House in Historic Ladd's Addition
Welcome to this charming home, featuring a cozy front porch with a double door entrance and a small outdoor seating area.

Sage Guest House in Historic Ladd's Addition

10.0 out of 10, Exceptional, (5)
"This was an excellent stay. The host is wonderful. Communicative and responsive. The flat itself was very comfortable and convenient. Great location within walking distance of pubs, restaurants and shopping, and quick driving distance to most of the city. The host has thought of everything to make for a comfortable stay - the bed and sofa are comfortable, the side outdoor area sweet and pretty, the kitchen well stocked (tho admittedly we didn't do any cooking), super handy to have the dedicated...
Sage Guest House in Historic Ladd's Addition
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
Sign in
Sign up, it's free

Top Lake Oswego Hotel Reviews

Courtyard by Marriott Portland City Center

Courtyard by Marriott Portland City Center

10/10 Excellent
"Staff was OK. Could be better. Place was clean. I rate my overall experience 7.5. "
Victor 2-night trip
Posted 22 hours ago
Courtyard by Marriott Portland City Center