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

Search Guest Houses in Lake Oswego from CA $139

  • 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

Next weekend
Oct 23 - Oct 25
In two weeks
Oct 30 - Nov 1
In one month
Nov 13 - Nov 15
In two months
Dec 11 - Dec 13

Our top choices for Lake Oswego guest houses

Two metal chairs facing a fire pit on a stone patio by a lake, with a view of a forested area and buildings in the background.

1. Remodeled Guesthouse with separate Riverfront Patio and dock+river access

Remodeled Guesthouse with separate Riverfront Patio and dock+river access
Oak Grove
10.0 out of 10, Exceptional, (180 reviews)
"Pet friendly, parking, clean room , attentive host, beautiful location near the lake!!!!"
United States
Jenny O.
The price is CA $277
CA $477 total
includes taxes & fees
Nov 2 - Nov 3
Remodeled Guesthouse with separate Riverfront Patio and dock+river access
A white house with a porch supported by columns, a wooden door, and a small window.

2. Evermore Guesthouse

Evermore Guesthouse
3.5 star property
Southeast Portland
9.6 out of 10, Exceptional, (234 reviews)
"X"
United States
John
The price is CA $236
CA $280 total
includes taxes & fees
Nov 1 - Nov 2
Evermore Guesthouse
A modern interior with a wooden staircase, a kitchen, a dining area, and a living room with a sofa and coffee table.

3. Coda | Walkable Woodstock Guesthouse | Portland

Coda | Walkable Woodstock Guesthouse | Portland
Southeast Portland
10.0 out of 10, Exceptional, (18 reviews)
"Chad 's a great host and place is better than pic's. Very clean & quiet."
United States
Amy C.
The price is CA $143
CA $416 total
includes taxes & fees
Oct 21 - Oct 22
Coda | Walkable Woodstock Guesthouse | Portland
A modern building with a fire pit, outdoor seating, and a glass door entrance.

4. Woodstock•Net Zero•Chef Kitchen•Firepit•Pet-OK

Woodstock•Net Zero•Chef Kitchen•Firepit•Pet-OK
Southeast Portland
10.0 out of 10, Exceptional, (21 reviews)
"Nice place"
United States
Heather G.
The price is CA $163
CA $428 total
includes taxes & fees
Nov 16 - Nov 17
Woodstock•Net Zero•Chef Kitchen•Firepit•Pet-OK
A two-story house with a snow-covered front yard and driveway.

5. Portland International Guesthouse

Portland International Guesthouse
2.5 star property
Northwest Portland
9.4 out of 10, Exceptional, (223 reviews)
"Great location. Take advantage of the virtual parking pass. Short walk to many restaurants and shops"
United States
Kim
The price is CA $115
CA $139 total
includes taxes & fees
Oct 19 - Oct 20
Portland International Guesthouse
A modern kitchen with a central island, pendant lighting, and a large window.

6. Walkable Modern Retreat

Walkable Modern Retreat
Southeast Portland
10.0 out of 10, Exceptional, (13 reviews)
"Excellent accommodation, great location, responsive and helpful host."
United States
Scott T.
The price is CA $152
CA $580 total
includes taxes & fees
Oct 19 - Oct 20
Walkable Modern Retreat
A red building with a door, a small porch, and a garden with flowers.

7. Two Rivers Tiny Red Gem

Two Rivers Tiny Red Gem
Northeast Portland
9.6 out of 10, Exceptional, (133 reviews)
"Quiet and peaceful with easy parking."
United States
Kathleen M.
The price is CA $170
CA $337 total
includes taxes & fees
Oct 19 - Oct 20
Two Rivers Tiny Red Gem
A green house with a front porch, steps, and a mailbox.

8. Alberta Nest: Home Base for Adventure in the City

Alberta Nest: Home Base for Adventure in the City
Northeast Portland
10.0 out of 10, Exceptional, (38 reviews)
"Great location and beautiful set up "
United States
j m.
The price is CA $177
CA $328 total
includes taxes & fees
Oct 22 - Oct 23
Alberta Nest: Home Base for Adventure in the City
A cozy living room with a wooden table, leather sofa, and a window with natural light.

9. Red Hills Retreat — Upper Carriage House

Red Hills Retreat — Upper Carriage House
Newberg
9.2 out of 10, Wonderful, (10 reviews)
"Such a beautiful and cozy stay.The suite was very comfortable and well appointed. The grounds outside were beautiful and peaceful-so many flowers!Location of this property was also great-within a 5-10 minute drive of cute town of Newberg and easy to get to surrounding wineries."
United States
Lori B.
The price is CA $170
CA $249 total
includes taxes & fees
Oct 21 - Oct 22
Red Hills Retreat — Upper Carriage House
Two wooden Adirondack chairs outside a house with a dark door and large windows reflecting trees.

10. Urban-chic Studio Guesthouse in a quiet neighborhood - near Intel and Nike

Urban-chic Studio Guesthouse in a quiet neighborhood - near Intel and Nike
Hillsboro
10.0 out of 10, Exceptional, (12 reviews)
"Super cute guest house in quiet neighborhood. Well stocked, super clean and comfy."
United States
Stephanie F.
The price is CA $163
CA $300 total
includes taxes & fees
Oct 19 - Oct 20
Urban-chic Studio Guesthouse in a quiet neighborhood - near Intel and Nike
A two-story house with a balcony, a wooden deck, and a garden with flowers and plants.

11. Seventh Haven: A king suite in the heart of Dundee

Seventh Haven: A king suite in the heart of Dundee
Dundee
9.8 out of 10, Exceptional, (57 reviews)
"Stayed here multiple times thru the years and always received the same good hospitality! A very quaint spot!"
United States
Wayne S.
The price is CA $203
CA $370 total
includes taxes & fees
Nov 16 - Nov 17
Seventh Haven: A king suite in the heart of Dundee
A large, well-lit building with a formal entrance, a paved driveway, and well-maintained landscaping.

12. The Ike & Mamie Room @ Portland's White House Bed & Breakfast

The Ike & Mamie Room @ Portland's White House Bed & Breakfast
Northeast Portland
The price is CA $354
CA $563 total
includes taxes & fees
Oct 19 - Oct 20
The Ike & Mamie Room @ Portland's White House Bed & Breakfast
A living room with a sofa, a TV, a fireplace, and a dining area with a table set for two.

13. #StayInMyDistrict St Johns Backyard Guesthouse

#StayInMyDistrict St Johns Backyard Guesthouse
North Portland
10.0 out of 10, Exceptional, (2 reviews)
"Our stay was absolutely perfect. The host communicated very quickly (though no issues to report). The unit had everything you could possibly need down to dog bowls and earplugs (though it was not noisy at all). The fenced in area was perfect to enjoy coffee and let our dog off leash. The walkability was fantastic - close to wonderful restaurants and coffee shops (be sure to try Slims and get curry or ahi tuna bowl). Thank you for such an enjoyable time visiting our daughter in Portland"
United States
Jessica L.
The price is CA $127
CA $359 total
includes taxes & fees
Oct 21 - Oct 22
#StayInMyDistrict St Johns Backyard Guesthouse
A small, single-story building with a sloped roof, a door leading inside, and string lights along the exterior.

14. Villa Brut- Built in 1902 to hold ice. Now it holds guests.

Villa Brut- Built in 1902 to hold ice. Now it holds guests.
Dundee
The price is CA $319
CA $619 total
includes taxes & fees
Oct 19 - Oct 20
Villa Brut- Built in 1902 to hold ice. Now it holds guests.
A bedroom with a large bed, a chair, a small table, and a painting on the wall.

15. Dundee Hills Haven | King Suite, Sauna & Views

Dundee Hills Haven | King Suite, Sauna & Views
Dundee
8.0 out of 10, Very good, (4 reviews)
"We had a great stay! Beautiful place! Thank you so much!"
United States
Anonymous traveller
The price is CA $305
CA $509 total
includes taxes & fees
Oct 19 - Oct 20
Dundee Hills Haven | King Suite, Sauna & Views
A dining table with four chairs, set for a meal, positioned in front of a window with a view of trees and a distant landscape.

16. Red Hills Vacation | 3BR Hot Tub, Sauna & Views

Red Hills Vacation | 3BR Hot Tub, Sauna & Views
Dundee
10.0 out of 10, Exceptional, (1 review)
The price is CA $745
CA $1,302 total
includes taxes & fees
Oct 19 - Oct 20
Red Hills Vacation | 3BR Hot Tub, Sauna & Views
A stately building with a symmetrical facade, large windows, and a central entrance.

17. The James & Dolly Room @ Portland's White House Bed & Breakfast

The James & Dolly Room @ Portland's White House Bed & Breakfast
Northeast Portland
The price is CA $354
CA $563 total
includes taxes & fees
Oct 19 - Oct 20
The James & Dolly Room @ Portland's White House Bed & Breakfast
A large, well-lit building with a formal entrance, a paved driveway, and well-maintained landscaping.

18. The Jack & Jackie Room @ Portland's White House Bed & Breakfast

The Jack & Jackie Room @ Portland's White House Bed & Breakfast
Northeast Portland
The price is CA $424
CA $655 total
includes taxes & fees
Oct 19 - Oct 20
The Jack & Jackie Room @ Portland's White House Bed & Breakfast
A stately building with a symmetrical facade, large windows, and a central entrance.

19. The George & Martha Room @ Portland's White House Bed & Breakfast

The George & Martha Room @ Portland's White House Bed & Breakfast
Northeast Portland
The price is CA $424
CA $655 total
includes taxes & fees
Oct 19 - Oct 20
The George & Martha Room @ Portland's White House Bed & Breakfast
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

The Paramount Hotel

The Paramount Hotel

8/10 Good
"We stayed here for three nights and overall it was good. It’s in a good location to catch the MAX, nice selection of restaurants, and other things to check out. What I did not like was that the fan & shower plug in the bathroom of our room was broken. It makes me wonder how well their rooms are checked because it was not hard to miss the plug being crooked off the side of the drain. I also didn’t like that when I asked the valet if we had to use them or if there was somewhere else to park they pointed towards the garage north of them but then said “but I wouldn’t, it’s not great reviews.” So being out of town we trusted that, well when we went to pick up our car we noticed the next valet coming out of that garage. The garage we were told we shouldn’t use because of the bad reviews… we could have parked there ourselves and paid 1/2 the price. I wish we would have looked into parking around the area before arriving. It just kind of rubbed me the wrong way that they basically said we shouldn’t park there and then they valet park our vehicles there anyways. Kind of sketch. In all though, good experience. Would stay here again, just probably find parking that’s not $60 a night."
Carly 3-night trip
Posted 12 hours ago
The Paramount Hotel

Find out more about Lake Oswego

Lake Oswego Guest Houses information

Number of reviews
924
Accommodation
40 Guest Houses
Lowest Price
CA $139
Highest Price
CA $1,302

Explore a world of travel with Expedia