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Our top choices for Clackamas holiday homes

1. Charming 3-bedroom house in nice Clackamas with WiFi, AC

Charming 3-bedroom house in nice Clackamas with WiFi, AC
Clackamas
9.0 out of 10, Wonderful, (4 reviews)
"So many places to go near by, and a lovely farmers market was right down the road."
United States
RayLeigh O.
The price is HK$2,470
HK$3,987 total
includes taxes & fees
10 Nov - 11 Nov
Charming 3-bedroom house in nice Clackamas with WiFi, AC

2. Haven Guesthouse in Milwaukie - 2 Bedroom & 2 Bathroom with Fenced Backyard

Haven Guesthouse in Milwaukie - 2 Bedroom & 2 Bathroom with Fenced Backyard
Oatfield
9.8 out of 10, Exceptional, (19 reviews)
"The house was clean and really cute. The set up was great for our stay and host was super helpful. Really enjoyed our stay!"
United States
Dana F.
The price is HK$1,294
HK$2,061 total
includes taxes & fees
23 Nov - 24 Nov
Haven Guesthouse in Milwaukie - 2 Bedroom & 2 Bathroom with Fenced Backyard

3. Gem in Milwaukie 2 bedroom - 2 Bathroom - Huge yard

Gem in Milwaukie 2 bedroom - 2 Bathroom - Huge yard
Milwaukie
9.4 out of 10, Exceptional, (130 reviews)
"Great location quiet neighborhood clean home with a nice yard and surroundings. Note that is it a shared property with main home but in separate quarters which was no issue to us as it was a very enjoyable stay."
United States
Karin S.
The price is HK$956
HK$2,411 total
includes taxes & fees
29 Nov - 30 Nov
Gem in Milwaukie 2 bedroom - 2 Bathroom - Huge yard

4. Large Cozy Home

Large Cozy Home
Southgate
9.8 out of 10, Exceptional, (58 reviews)
"Very nice place, comfortable beds, and very clean! We enjoyed our stay very much!"
United States
Breanna D.
The price is HK$878
HK$3,963 total
includes taxes & fees
12 Nov - 13 Nov
Large Cozy Home

5. Beautiful Art Filled Home 15 minutes to Downtown

Beautiful Art Filled Home 15 minutes to Downtown
Ardenwald
10.0 out of 10, Exceptional, (85 reviews)
"Close to shops and restaurants."
United States
Greenie D.
The price is HK$1,529
HK$2,339 total
includes taxes & fees
29 Nov - 30 Nov
Beautiful Art Filled Home 15 minutes to Downtown

6. Oregon Jade- West Linn 2 rooms, EV charger, fire pit, forest view, deer glazing

Oregon Jade- West Linn 2 rooms, EV charger, fire pit, forest view, deer glazing
Rosemont Summit
8.4 out of 10, Very good, (26 reviews)
"Nice, clean place in a good neighborhood."
United States
Andrew M.
The price is HK$1,403
HK$2,220 total
includes taxes & fees
10 Nov - 11 Nov
Oregon Jade- West Linn 2 rooms, EV charger, fire pit, forest view, deer glazing

7. #StayInMyDistrict Lake Oswego Honey Bee Cottage

#StayInMyDistrict Lake Oswego Honey Bee Cottage
First Addition
9.2 out of 10, Wonderful, (47 reviews)
"Very nice stay. I would just recommend a making the address numbers more visible."
United States
Marlene P.
The price is HK$909
HK$2,129 total
includes taxes & fees
15 Nov - 16 Nov
#StayInMyDistrict Lake Oswego Honey Bee Cottage

8. #StayinMyDistrict Sellwood Coco Rose Retreat

#StayinMyDistrict Sellwood Coco Rose Retreat
Southeast Portland
10.0 out of 10, Exceptional, (43 reviews)
"Great location near Sellwood shops & tea, bakery & restaurants."
United States
dan v.
The price is HK$564
HK$1,767 total
includes taxes & fees
15 Nov - 16 Nov
#StayinMyDistrict Sellwood Coco Rose Retreat

9. Cowboy Cabana! Hot Tub and Ping Pong! Cozy 3 bedroom home.

Cowboy Cabana! Hot Tub and Ping Pong! Cozy 3 bedroom home.
Oak Grove
9.0 out of 10, Wonderful, (20 reviews)
"This was a very comfortable stay, Some quirky features, which give it character. Nice neighbors and neighborhood. We enjoyed our stay very much! Nothing over extravagant, just basic furniture."
United States
Vivian K.
The price is HK$739
HK$2,094 total
includes taxes & fees
10 Nov - 11 Nov
Cowboy Cabana! Hot Tub and Ping Pong! Cozy 3 bedroom home.

10. Creekside Haven

Creekside Haven
Wilsonville
10.0 out of 10, Exceptional, (77 reviews)
"We loved it!!! Met all our needs!! Relaxing atmosphere, close to many activities in the willamette valley. Definitely will stay there again!! Thanks to the host"
United States
Karol C.
The price is HK$1,147
HK$1,707 total
includes taxes & fees
10 Nov - 11 Nov
Creekside Haven

11. Cozy small home one bedroom

Cozy small home one bedroom
Portland
9.4 out of 10, Exceptional, (6 reviews)
"Good location and had everything we required."
United States
David B.
The price is HK$494
HK$2,561 total
includes taxes & fees
14 Nov - 15 Nov
Cozy small home one bedroom

12. #StayinMyDistrict Pendelton Place Walk to Mt Tabor

#StayinMyDistrict Pendelton Place Walk to Mt Tabor
Southeast Portland
8.4 out of 10, Very good, (21 reviews)
"Cozy"
United States
Brian K.
The price is HK$486
HK$1,658 total
includes taxes & fees
10 Nov - 11 Nov
#StayinMyDistrict Pendelton Place Walk to Mt Tabor

13. Charming 2-bedroom in historic home

Charming 2-bedroom in historic home
Southeast Portland
9.6 out of 10, Exceptional, (49 reviews)
"Convenient and close to eateries."
United States
Dan O.
The price is HK$445
HK$1,529 total
includes taxes & fees
23 Nov - 24 Nov
Charming 2-bedroom in historic home

14. Exquisite Forested Retreat, Pet Friendly, Huge Patio w/ Fire-Table and TV, Steps From Dockside

Exquisite Forested Retreat, Pet Friendly, Huge Patio w/ Fire-Table and TV, Steps From Dockside
West Linn
10.0 out of 10, Exceptional, (36 reviews)
"Pretty area"
United States
Jennifer
The price is HK$1,269
HK$3,238 total
includes taxes & fees
10 Nov - 11 Nov
Exquisite Forested Retreat, Pet Friendly, Huge Patio w/ Fire-Table and TV, Steps From Dockside

15. Artful, Rustic Studio w/ 5-star shower---Sustainable Ethic, 20 min to Downtown

Artful, Rustic Studio w/ 5-star shower---Sustainable Ethic, 20 min to Downtown
Northeast Portland
9.6 out of 10, Exceptional, (60 reviews)
"Very cozy, clearly a well-loved space. Quiet, walking distance to delicious food. Truly as advertised and a place I would love to visit again. Jean is a great host, and the place was super comfortable."
United States
Scott Z.
The price is HK$423
HK$1,841 total
includes taxes & fees
10 Nov - 11 Nov
Artful, Rustic Studio w/ 5-star shower---Sustainable Ethic, 20 min to Downtown

16. Guest Suite with WiFi, AC, streaming

Guest Suite with WiFi, AC, streaming
Southwest Portland
9.0 out of 10, Wonderful, (22 reviews)
"This was a very handy place for my Portland visit with nearby services and a trail along the River you could run or walk on for many miles."
United States
Jim M.
The price is HK$527
HK$2,000 total
includes taxes & fees
10 Nov - 11 Nov
Guest Suite with WiFi, AC, streaming

17. #StayInMyDistrict Buckman Bright Spacious Townhome

#StayInMyDistrict Buckman Bright Spacious Townhome
Southeast Portland
9.4 out of 10, Exceptional, (23 reviews)
"Cool location - lots of fun places to walk to. Very clean and well stocked. Will stay here again! "
United States
Julie G.
The price is HK$713
HK$2,081 total
includes taxes & fees
15 Nov - 16 Nov
#StayInMyDistrict Buckman Bright Spacious Townhome

18. Charming 3-bedroom house in Portland

Charming 3-bedroom house in Portland
Portland
9.8 out of 10, Exceptional, (34 reviews)
"The home was very nicely updated, clean and comfortable. Would definitely stay here again"
United States
Serena W.
The price is HK$823
HK$3,453 total
includes taxes & fees
10 Nov - 11 Nov
Charming 3-bedroom house in Portland

19. #StayinMyDistrict Gorge-Mt Hood

#StayinMyDistrict Gorge-Mt Hood
Gresham
9.6 out of 10, Exceptional, (28 reviews)
"Location was perfect. Everything was exactly what we needed. Thank you!"
United States
Dawn S.
The price is HK$784
HK$2,518 total
includes taxes & fees
12 Nov - 13 Nov
#StayinMyDistrict Gorge-Mt Hood

20. Tiny Farmhouse - Walk to Local Shops & Restaurants

Tiny Farmhouse - Walk to Local Shops & Restaurants
Southeast Portland
10.0 out of 10, Exceptional, (5 reviews)
"First (and not last) tiny home stay! Perfectly appointed and comfortable space. Conveniently located with ample street parking. Great experience - would definitely book again."
United States
Darleen S.
The price is HK$1,101
HK$1,849 total
includes taxes & fees
22 Nov - 23 Nov
Tiny Farmhouse - Walk to Local Shops & Restaurants
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.

Learn more about Clackamas

Outdoor enthusiasts flock to the Clackamas River for world-class kayaking, fishing, and hiking trails that locals know best. The nearby Mt. Hood National Forest offers year-round adventures, while Clackamas Town Centre provides retail therapy after exploring farmers' markets and craft breweries.

A city skyline with a river in the foreground, a bridge, and a colorful sky.