Search Lake Oswego Cottages

    price find illustration

    Upfront pricing

    Our total price for your stay includes taxes and fees
    deals illustration

    Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Cottages in Lake Oswego

Our top choices for Lake Oswego cottages

Private, Cozy Retreat Convenient To Portland And The Gorge

9.4 out of 10, Exceptional, (163)
"Nice property for the price "
Private, Cozy Retreat Convenient To Portland And The Gorge

The Victorian Cottage with Mountain & River views!

9.8 out of 10, Exceptional, (20)
"Cute cottage home in the mountains enjoyed my 3 day stay. "
The Victorian Cottage with Mountain & River views!

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

8.8 out of 10, Excellent, (26)
"Property was very neat and had lots of things to do! Location was amazing."
$239 nightly
The price is $264
Aug 27 - Aug 28
Total with taxes and fees
The "Old Barn" in the woods. Peace, Romance, Ahhh

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

10.0 out of 10, Exceptional, (29)
"A second wonderful stay in the casita at White Walnut Estate. Be sure to arrange a tasting at WWE when you stay. Can’t recommend highly enough!!"
Brand new lodging, perched high atop the Dundee Hills @ White Walnut Estate!

Yeti's Tree House: Where Dreams Come True

8.4 out of 10, Very Good, (20)
"Really great spot to get away"
$262 nightly
The price is $290
Aug 27 - Aug 28
Total with taxes and fees
Yeti's Tree House: Where Dreams Come True

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

10.0 out of 10, Exceptional, (98)
"Great environment, clean, plenty of space and close to the wineries. It was an awesome place!"
$389 nightly
The price is $395
Aug 25 - Aug 26
Total with taxes and fees
Cottage by the Woods - Quiet getaway - In Oregon wine country.

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

10.0 out of 10, Exceptional, (130)
"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!!

Oregon Wine Country Retreat: Sip & Dine Outside

10.0 out of 10, Exceptional, (1)
"Ideal setting and beautiful apartment with thoughtful details. I will definitely stay again."
Oregon Wine Country Retreat: Sip & Dine Outside

Blue Heron Sanctuary & Serene, River-Front Cottage

9.8 out of 10, Exceptional, (14)
"Super easy check in. Cool unique place. Beautiful area"
$244 nightly
The price is $260
Sep 4 - Sep 5
Total with taxes and fees
Blue Heron Sanctuary & Serene, River-Front Cottage

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 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

The Cottage at River Run!

10.0 out of 10, Exceptional, (32)
"We enjoyed staying in this cottage, and the views of the grounds from the home are fantastic. I would stay here again. "
The Cottage at River Run!

Peaceful + Elegant Cottage w/ Riverside View

9.8 out of 10, Exceptional, (33)
"Loved our time here! Renters were extremely helpful and accommodating. "
Peaceful + Elegant Cottage w/ Riverside View

8 Mi to Columbia River Gorge: Cottage w/ Deck!

3.0 star property
8 Mi to Columbia River Gorge: Cottage w/ Deck!

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

10.0 out of 10, Exceptional, (31)
"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!

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

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

Cottagecore vibes, and everything you need

10.0 out of 10, Exceptional, (3)
"This property was perfect for my wife and I as we visited family nearby. Courtney has done a fabulous job of creating a cozy retreat that has everything we needed including a kitchenette, washer/dryer, and a comfortable bed. Courtney was very attentive and wanted to make our stay was everything we wanted it to be. She even provided some fresh eggs from her chicken coup. We will be back for sure. Thanks!"
Cottagecore vibes, and everything you need

Adorable cottage among trees close to everything

9.2 out of 10, Wonderful, (15)
"Great location in a cute, well looked after cabin that’s close to the Portland area."
Adorable cottage among trees close to everything

Great Deals on Summer Stays!

2.0 star property
9.8 out of 10, Exceptional, (9)
"This is the 4th time we have stayed at this wonderful cottage and it continues to be the perfect spot for us to be when visiting our son and his family. Quiet location, easy walk to Mississippi, well stocked, clean and comfortable. Highly recommend."
$303 nightly
The price is $356
Aug 27 - Aug 28
Total with taxes and fees
Great Deals on Summer Stays!
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

Top Lake Oswego Hotel Reviews