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

Holiday Homes in Clackamas

  • 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

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Clackamas holiday homes

A modern kitchen with white cabinetry, a stainless steel refrigerator, and a large island with bar stools.

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 AU$833
includes taxes & fees
7 Oct - 8 Oct
Charming 3-bedroom house in nice Clackamas with WiFi, AC
A dining table set with white plates, glasses, and silverware, surrounded by beige chairs and a sofa in a neutral-toned room.

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 AU$334
includes taxes & fees
6 Oct - 7 Oct
Haven Guesthouse in Milwaukie - 2 Bedroom & 2 Bathroom with Fenced Backyard
A modern kitchen with a large island, grey cabinets, and wooden flooring.

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, (129 reviews)
"A great place to stay in the Portland,OR area!"
United States
Mary R.
The price is AU$483
includes taxes & fees
5 Oct - 6 Oct
Gem in Milwaukie 2 bedroom - 2 Bathroom - Huge yard
A wooden deck with a glass door leading to a forested area.

4. 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 AU$320
includes taxes & fees
5 Oct - 6 Oct
Oregon Jade- West Linn 2 rooms, EV charger, fire pit, forest view, deer glazing
A modern kitchen with white cabinets, a stainless steel refrigerator, and a dining area with a wooden table and chairs.

5. Large Cozy Home

Large Cozy Home
Southgate
9.8 out of 10, Exceptional, (57 reviews)
"Wonderful experience, will stay there again if I am ever in Portland! The hot tub was such a bonus!"
United States
Amanda M.
The price is AU$783
includes taxes & fees
6 Oct - 7 Oct
Large Cozy Home
A house with a patio area featuring two green chairs and a table, a fire pit, and a bicycle parked outside.

6. #StayInMyDistrict Lake Oswego Honey Bee Cottage

#StayInMyDistrict Lake Oswego Honey Bee Cottage
First Addition
9.6 out of 10, Exceptional, (42 reviews)
"Located in a quiet, enjoyable neighborhood of Lake Oswego. Walking to shops and restaurants, or hiking in Tryon Creek is easily accessible. Property was clean and necessary items provided. I very much enjoyed my stay."
United States
Carrie
The price is AU$439
includes taxes & fees
6 Oct - 7 Oct
#StayInMyDistrict Lake Oswego Honey Bee Cottage
A wooden deck with a table and chairs, a green umbrella, and potted plants.

7. Beautiful Art Filled Home 15 minutes to Downtown

Beautiful Art Filled Home 15 minutes to Downtown
Ardenwald
10.0 out of 10, Exceptional, (83 reviews)
"Close to shops and restaurants."
United States
Greenie D.
The price is AU$448
includes taxes & fees
5 Oct - 6 Oct
Beautiful Art Filled Home 15 minutes to Downtown
A living room with a brown leather sofa, a striped armchair, a white coffee table, a flat-screen TV mounted on the wall, and a window with an umbrella outside.

8. #StayinMyDistrict Sellwood Coco Rose Retreat

#StayinMyDistrict Sellwood Coco Rose Retreat
Southeast Portland
10.0 out of 10, Exceptional, (43 reviews)
"Very clean, well equipted , great location, comfortable bed, great spot for coffee outside"
United States
Sorek Y.
The price is AU$338
includes taxes & fees
4 Oct - 5 Oct
#StayinMyDistrict Sellwood Coco Rose Retreat
A white house with a dark blue front door, a wreath, and a mailbox with the number 15908.

9. Cozy Cottage at Dragonfly Horse Ranch

Cozy Cottage at Dragonfly Horse Ranch
Oregon City
8.8 out of 10, Excellent, (15 reviews)
"We had a excellent visit. Cara was a wonderful host and everything about the cottage was comfortable, well equipped and clean. We had a very enjoyable time there.Our cat loved it there and this cat does not travel much at all. Kudos to the crewat Cozy Cottage.Sheryl and Robert"
United States
Sheryl C.
The price is AU$308
includes taxes & fees
4 Oct - 5 Oct
Cozy Cottage at Dragonfly Horse Ranch
An outdoor patio with two black chairs and a table, a fire pit, string lights, and a wooden fence.

10. Sleek Urban Retreat in Happy Valley

Sleek Urban Retreat in Happy Valley
Happy Valley
10.0 out of 10, Exceptional, (9 reviews)
"Clean and spacious. Property as advertised. Would chose again if we come back this way!"
United States
Robert
The price is AU$927
includes taxes & fees
19 Oct - 20 Oct
Sleek Urban Retreat in Happy Valley
A rustic outdoor seating area with benches and picnic tables, surrounded by dense forest.

11. Creekside Haven

Creekside Haven
Wilsonville
10.0 out of 10, Exceptional, (75 reviews)
"Very comfortable ,had everything we needed. Wish we could have stayed longer."
United States
Eric S.
The price is AU$318
includes taxes & fees
3 Oct - 4 Oct
Creekside Haven
A playground with a slide, climbing structures, and a swing set.

12. Guest Suite with WiFi, AC, streaming

Guest Suite with WiFi, AC, streaming
Southwest Portland
9.0 out of 10, Wonderful, (22 reviews)
"Space was actually much larger than I thought it would be, very clean. I was worried when I saw street parking, but it was absolutely no issue at all- located in a quiet neighborhood with lots of restaurants/cafes in walkable distance."
United States
Madison
The price is AU$374
includes taxes & fees
5 Oct - 6 Oct
Guest Suite with WiFi, AC, streaming
A bedroom with a bed, a desk, a chair, a television, and a brick fireplace.

13. #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)
"Great spot a few blocks away from Foster Powell. "
United States
Jack
The price is AU$332
includes taxes & fees
5 Oct - 6 Oct
#StayinMyDistrict Pendelton Place Walk to Mt Tabor
A modern house with a covered patio, a stone fireplace, and a sign reading "Marv's Place".

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, (35 reviews)
"Lovely design, magnificent setting, plenty of coffee. Wonderful!"
United States
Jay L. F.
The price is AU$546
includes taxes & fees
4 Oct - 5 Oct
Exquisite Forested Retreat, Pet Friendly, Huge Patio w/ Fire-Table and TV, Steps From Dockside
A spa area with a hot tub, a wooden deck, and a white door with frosted glass.

15. Mount Tabor Loft With Hot Tub

Mount Tabor Loft With Hot Tub
Southeast Portland
9.2 out of 10, Wonderful, (15 reviews)
"Super easy stay, the space was clean, and the bed was comfortable. "
United States
Stephanie H.
The price is AU$335
includes taxes & fees
6 Oct - 7 Oct
Mount Tabor Loft With Hot Tub
A blue house with a white porch and a pathway leading to it.

16. Charming 2-bedroom in historic home

Charming 2-bedroom in historic home
Southeast Portland
9.6 out of 10, Exceptional, (47 reviews)
"Very walkable location. Love the private entrance and the space suited just perfectly. "
United States
Jamie A.
The price is AU$353
includes taxes & fees
8 Oct - 9 Oct
Charming 2-bedroom in historic home
A modern living room with a fireplace, white cabinetry, and a large potted plant.

17. OC Haus · Ranch Home · Fire Pit · Fireplace · 4BR · 25 Min to Portland

OC Haus · Ranch Home · Fire Pit · Fireplace · 4BR · 25 Min to Portland
Gaffney Lane
9.8 out of 10, Exceptional, (63 reviews)
"It was an excellent stay, some outlets did not work, but the host was very responsive to all communication and answered questions in a timely manner."
United States
Alan L.
The price is AU$736
includes taxes & fees
18 Oct - 19 Oct
OC Haus · Ranch Home · Fire Pit · Fireplace · 4BR · 25 Min to Portland
A modern living room with a grey sofa, a coffee table, and a dining area with a table and chairs.

18. Modern Home in Portland

Modern Home in Portland
North Gresham
10.0 out of 10, Exceptional, (15 reviews)
"Very nice house 🙌"
United States
Edgar
The price is AU$440
includes taxes & fees
4 Oct - 5 Oct
Modern Home in Portland
A modern kitchen with white cabinets, stainless steel appliances, and a central island with seating.

19. Charming 3-bedroom house in Portland

Charming 3-bedroom house in Portland
Portland
9.8 out of 10, Exceptional, (32 reviews)
"Clean, cozy, perfect for our needs!"
United States
Mildred P.
The price is AU$557
includes taxes & fees
11 Oct - 12 Oct
Charming 3-bedroom house in Portland
A modern kitchen with white cabinets, a black refrigerator, and a dining area with a wooden table and chairs.

20. Granny Flat in leafy SW Portland

Granny Flat in leafy SW Portland
Southwest Portland
9.4 out of 10, Exceptional, (30 reviews)
"Literally enjoyed the place, the host were extremely good at communicating and very understanding. Definitely a 9.5/10"
United States
Daquarious
The price is AU$209
includes taxes & fees
5 Oct - 6 Oct
Granny Flat in leafy SW Portland
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 Clackamas Hotel Reviews

Courtyard by Marriott Portland City Center

Courtyard by Marriott Portland City Center

10/10 Excellent
"Amazing"
Janelly 2-night trip
Posted less than an hour ago
Courtyard by Marriott Portland City Center

Find out more about Clackamas

Clackamas Holiday Homes information

Number of reviews
691
Accommodation
955 Holiday Homes
Lowest Price
AU$209
Highest Price
AU$927