Clackamas County Holiday Rentals

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Top Holiday Rentals Destinations in Clackamas County

Whispering Woods Resort

3.5 star property
9.4 out of 10, Exceptional, (423)
"The customer service from the reception team was exceptional. The condo was well appointed and very spacious for the price. We can’t wait to come back again!"
The price is AU$214
includes taxes & fees
23 Feb - 24 Feb
Whispering Woods Resort

Mt Hood’s historic Cedarwood Cabin

9.8 out of 10, Exceptional, (79)
"We loved staying here, it was rustic, simple and relaxing. I loved the rich history and the care and thought Ian put into making the cabin enjoyable. The selection of books, a beautiful wood stove and a little record player added to the old time vibe. Thanks to host Ian for preserving and sharing this gem with us all. "
The price is AU$353
includes taxes & fees
19 Feb - 20 Feb
Mt Hood’s historic Cedarwood Cabin

Cozy pet friendly cabin with WiFi, AC in gorgeous Mount Hood Village

2.0 star property
10.0 out of 10, Exceptional, (25)
"We were in the area for work and it was very nice coming back to this home after a long day of work."
The price is AU$359
includes taxes & fees
3 Mar - 4 Mar
Cozy pet friendly cabin with WiFi, AC in gorgeous Mount Hood Village

The Hide & Seek: vintage modern forest cabin with sauna

3.0 star property
10.0 out of 10, Exceptional, (42)
"My boyfriend and I had the best time staying in the cutest cabin. We loved the wood stove and heated floors. The sauna was an added bonus after a long day on the slopes. The Kitchen had just what we needed to make breakfast for 2. Wanting to book another stay for us soon. "
The price is AU$469
includes taxes & fees
23 Feb - 24 Feb
The Hide & Seek: vintage modern forest cabin with sauna

Magnificent Home on Banks of the Willamette River, Hot Tub, Fire-Pit, Cornhole, 9 Miles to Downtown

10.0 out of 10, Exceptional, (39)
"We enjoyed our stay at this lovely home. The view of the river greeted us as we walked through the doors and we watched the river flow throughout our rainy stay. There were plenty of bedrooms and sleeping options including the finished basement which felt comfy and cozy for the young adults in our group. An added bit of charm were the three gas fireplaces, including one in the dining/kitchen area. The travel into the city from this location was doable and we ran into minimal traffic.Thank you...
Magnificent Home on Banks of the Willamette River, Hot Tub, Fire-Pit, Cornhole, 9 Miles to Downtown

Large Cozy Home

9.8 out of 10, Exceptional, (18)
"The house was great, very roomy and comfortable, nice kitchen, loved the hot tub."
The price is AU$742
includes taxes & fees
25 Feb - 26 Feb
Large Cozy Home

Million Dollar Sandy River View On Beautiful Mt. Hood!

9.8 out of 10, Exceptional, (252)
"Great group home for 7 adults with amazing views of the Sandy River. Star gazing was first rate."
Million Dollar Sandy River View On Beautiful Mt. Hood!

Fabulous Cabin w/Hot Tub + Game Room

10.0 out of 10, Exceptional, (48)
"The house worked out great for our family to have access to xc skiing on Mt Hood over the MLK weekend. The boys loved the game room ping pong, darts, and foosball. We all enjoyed the hot tub. The kitchen is set up to cook and bake. The gas grill might need a tuneup or new cylinder as it wasn’t quite as hot as it could have been. Comfortable and clean, everyone had a good time. "
Fabulous Cabin w/Hot Tub + Game Room

Rustic lodge with private hot tub, fireplace & riverfront views - dog-friendly

8.8 out of 10, Excellent, (129)
"Perfect get away "
Rustic lodge with private hot tub, fireplace & riverfront views - dog-friendly

Cozy apartment in a lovely and quiet neighborhood

9.6 out of 10, Exceptional, (67)
"All good"
The price is AU$249
includes taxes & fees
24 Feb - 25 Feb
Cozy apartment in a lovely and quiet neighborhood

Luxury Smart System Enabled Home on the Hill with Beautiful View

9.0 out of 10, Wonderful, (35)
"Very spacious and comfortable. Great for large or multiple families. Host responds quickly to communication. House does have lots of stairs, a steep driveway and long entrance stairway. Not suitable for anyone with mobility issues. However, it has a substantial outdoor area and wonderful views.Many amenities nearby. Easy access to freeway, restaurants, airport and shopping."
Luxury Smart System Enabled Home on the Hill with Beautiful View

Estate Surrounded By Trees, Hills, and Farmland, w/ Fire-Pits, Air Hockey, Foosball, BBQ, Pet-Friend

10.0 out of 10, Exceptional, (27)
"We thoroughly enjoyed our stay here. We celebrated a friend's "
Estate Surrounded By Trees, Hills, and Farmland, w/ Fire-Pits, Air Hockey, Foosball, BBQ, Pet-Friend

Inviting Waterfront Cabin with Covered Porch & Cozy Interior - Dogs OK

9.2 out of 10, Wonderful, (174)
"Nice property, but some instructional materials about heating, the stove for people unfamiliar with gas cooking, more specifics about trash and recycling. At 75 I’ve stayed in many rentals and I can’t remember a rental that didn’t provide more information. kitchen is well equipped."
The price is AU$491
includes taxes & fees
20 Feb - 21 Feb
Inviting Waterfront Cabin with Covered Porch & Cozy Interior - Dogs OK

Charming, dog-friendly cabin with deck, firepit, grill, hot tub, fireplace & W/D

9.4 out of 10, Exceptional, (33)
"It was by far our most favorite cabin that we have stayed in! The vibes were great as we stayed in the cabin during some rainy days. The interior was immaculate and we loved every minute of it. The view through the giant windows was an incredible view. We would 100% stay here again. "
Charming, dog-friendly cabin with deck, firepit, grill, hot tub, fireplace & W/D

Mt Air Motel

2.5 star property
9.4 out of 10, Exceptional, (3)
"That if there is anything I can help with , I'm on MTN every week. Roof cleaning , windows , gutters everything cleaning. Noticed you had a few very plugged gutters during rain this week. Love to help. See you again . Ty. Mt. Hood Specialty Cleaning 503*504*1523. I have a LOT of refs on MTN. Appreciate ya guys. Judd"
The price is AU$462
includes taxes & fees
4 Mar - 5 Mar
Mt Air Motel

Dog-friendly cabin with deck, hot tub & firepit - walk to Sandy River

9.8 out of 10, Exceptional, (43)
"Very quiet area, backs up to the woods and the jacuzzi is awesome. Close to stores and restaurants as well as skiing and outdoor adventures. Would definitely recommend."
Dog-friendly cabin with deck, hot tub & firepit - walk to Sandy River

Private cabin with hot tub & wood stove, near Mt. Hood

9.4 out of 10, Exceptional, (116)
"It was so cozy and calm. There is no central heat, so it took a day of burning wood to get the house warm. We also couldn’t figure out how to operate the oven the stove part we got, but not the oven. I just love being in the woods and that cozy cabin. It was lovely."
Private cabin with hot tub & wood stove, near Mt. Hood

The Tree House 1 BR Attached In-law Apartment with Private Spa

The price is AU$352
includes taxes & fees
2 Mar - 3 Mar
The Tree House 1 BR Attached In-law Apartment with Private Spa

Experience Moonshadow - Fresh & fun chalet on Mt. Hood. 10 minutes to Ski Bowl!

2.0 star property
10.0 out of 10, Exceptional, (9)
"Enjoyed slowing down"
Experience Moonshadow - Fresh & fun chalet on Mt. Hood. 10 minutes to Ski Bowl!

Intimate dog-friendly retreat with free WiFi, wood stove, & gas grill

9.4 out of 10, Exceptional, (52)
"It was really nice "
The price is AU$381
includes taxes & fees
19 Feb - 20 Feb
Intimate dog-friendly retreat with free WiFi, wood stove, & gas grill
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.
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