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, (548)
"Had a great experience staying here. Close by stores, mountain, and hikes. The property was great and was pleasantly surprised that the outdoor heated pool, hot tub, and sauna were open even in November. Great place Paul "
United States
Pavel
The price is NZ$222
includes taxes & fees
10 Nov - 11 Nov
Whispering Woods Resort
Creekside Haven
10.0 out of 10, Exceptional, (61)
"Loved the quiet, country location. Host communication was excellent and they left us alone to enjoy our time. Great stay!"
United States
Pamela P.
The price is NZ$342
includes taxes & fees
9 Nov - 10 Nov
Creekside Haven
Lolo Bungalow - Private hot tub, riverfront access
2.0 star property
8.8 out of 10, Excellent, (13)
"Cute little bungalow in an amazing riverside location! It had everything that we were looking for for a weekend getaway. And the property manager was very responsive and helpful."
United States
Slayde D.
The price is NZ$667
includes taxes & fees
2 Dec - 3 Dec
Lolo Bungalow - Private hot tub, riverfront access
Mt. Hood cabin with cozy sounds of Zig Zag River
10.0 out of 10, Exceptional, (40)
"Cute and cozy little get away! We really enjoyed our stay "
United States
Lindsey P.
Mt. Hood cabin with cozy sounds of Zig Zag River
Quail Hollow, private studio
10.0 out of 10, Exceptional, (11)
"we only stayed one night. it was a very peaceful and cute place to spend the night."
United States
nathan c.
The price is NZ$343
includes taxes & fees
6 Nov - 7 Nov
Quail Hollow, private studio
Riverbend Cabin Hot Tub, River Front Dog Friendly
9.4 out of 10, Exceptional, (8)
"Very beautiful location and cabin, some difficulty with access to the cabin but great communication with the owner resolved the issue. Would highly recommend this as an excellent retreat 😊"
United States
Keri C.
The price is NZ$610
includes taxes & fees
1 Dec - 2 Dec
Riverbend Cabin Hot Tub, River Front Dog Friendly
The Hide & Seek: vintage modern forest cabin with sauna
3.0 star property
10.0 out of 10, Exceptional, (81)
"Rustic luxury!! Absolutely recommend! "
United States
Thea P.
The price is NZ$480
includes taxes & fees
12 Nov - 13 Nov
The Hide & Seek: vintage modern forest cabin with sauna
Mid-Century Cabin Hideaway - Hot Tub & Fire Pit
10.0 out of 10, Exceptional, (4)
"Had a wonderful stay. The listing is just as advertised and the host was extremely responsive. We would happily stay again."
United States
Shelby P.
The price is NZ$670
includes taxes & fees
18 Nov - 19 Nov
Mid-Century Cabin Hideaway - Hot Tub & Fire Pit
Beautiful Art Filled Home 15 minutes to Downtown
10.0 out of 10, Exceptional, (71)
"Loved all the art, house is adorable, very clean, very enjoable stay. Close to everything."
United States
Karyn E.
The price is NZ$533
includes taxes & fees
18 Nov - 19 Nov
Beautiful Art Filled Home 15 minutes to Downtown
Sleek Urban Retreat in Happy Valley
10.0 out of 10, Exceptional, (8)
"We were able to relax at the house and enjoy our grandson’s wedding celebrations in Portland! The house was clean and well set up with all the essentials to allow us to concentrate on other priorities. Thank you 😊 "
United States
Dianne M.
The price is NZ$983
includes taxes & fees
18 Nov - 19 Nov
Sleek Urban Retreat in Happy Valley
A-Frame of Mind - Secluded Escape Hot tub
10.0 out of 10, Exceptional, (1)
"The location was good, we enjoyed our stay and its amenities. "
United States
Sakshi S.
The price is NZ$657
includes taxes & fees
2 Dec - 3 Dec
A-Frame of Mind - Secluded Escape Hot tub
Adorable A-frame cabin w/nearby river access, game room, wood stove, firepit
10.0 out of 10, Exceptional, (23)
"We loved our stay! Very clean, beautiful and cozy. Communication with the service team was easy and they responded quickly. We highly recommend it and hope to stay in the near future."
United States
Frances Y.
The price is NZ$739
includes taxes & fees
6 Nov - 7 Nov
Adorable A-frame cabin w/nearby river access, game room, wood stove, firepit
Creek-side mountain cabin with fireplace, balcony & full kitchen - near hiking
10.0 out of 10, Exceptional, (12)
"Cabin was well maintained and comfortable. It was nice to be away from phones and tv.. "
United States
Chad V.
The price is NZ$622
includes taxes & fees
11 Nov - 12 Nov
Creek-side mountain cabin with fireplace, balcony & full kitchen - near hiking
Mt Hood’s historic Cedarwood Cabin
9.6 out of 10, Exceptional, (106)
"My BFF and I stayed here a night during our Oregon road trip. It was the perfect place for a cozy evening after a day hiking."
United States
Misty S.
The price is NZ$366
includes taxes & fees
6 Nov - 7 Nov
Mt Hood’s historic Cedarwood Cabin
MT HOOD CABIN! Remodeled, 2500 sq ft, Sleeps 12!
9.8 out of 10, Exceptional, (7)
"Great place for a gathering! Close to Mt. Hood and so many other trails for adventuring. "
United States
Shari K.
The price is NZ$660
includes taxes & fees
7 Nov - 8 Nov
MT HOOD CABIN! Remodeled, 2500 sq ft, Sleeps 12!
Oregon Jade Lodging: Specious two bedroom, EV charger, green space
8.8 out of 10, Excellent, (21)
"Owner was extremely accommodating to a last minute change and the place was all set up and looked beautiful! "
United States
Tristan R.
The price is NZ$482
includes taxes & fees
6 Nov - 7 Nov
Oregon Jade Lodging: Specious two bedroom, EV charger, green space
Tranquil landscape with riverside firepit, gas grill, gas fireplace, and deck
9.4 out of 10, Exceptional, (106)
"Owners are super nice. They keep a path to the river mowed and it's truly a beautiful spot. Thank you for hosting us."
United States
Harry W.
The price is NZ$533
includes taxes & fees
6 Nov - 7 Nov
Tranquil landscape with riverside firepit, gas grill, gas fireplace, and deck
Close to downtown Oregon City, King Bed, Fire Pit, fireplace and a huge backyard
9.8 out of 10, Exceptional, (50)
"Good location. I would recommend staying at the property. Lots of room."
United States
Sherry S.
The price is NZ$758
includes taxes & fees
9 Nov - 10 Nov
Close to downtown Oregon City, King Bed, Fire Pit, fireplace and a huge backyard
Hear the River from Cozy Mt Hood Cabin W/ Woodstove & Dogs Ok!
9.8 out of 10, Exceptional, (63)
"What a fantastic and relaxing place! Everything was amazing"
United States
Teri H.
The price is NZ$441
includes taxes & fees
11 Nov - 12 Nov
Hear the River from Cozy Mt Hood Cabin W/ Woodstove & Dogs Ok!
Cozy retreat, newly renovated with loft, hot tub, creek access, pet friendly
9.2 out of 10, Wonderful, (10)
"Great little house for my partner and me to relax in with our pets for a few days. awesome hot tub, close to the grocery and hikes. "
United States
Aiyesha C.
The price is NZ$653
includes taxes & fees
11 Nov - 12 Nov
Cozy retreat, newly renovated with loft, hot tub, creek access, pet friendly
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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Top Clackamas County Hotel Reviews

Find out more about Clackamas County

Everything you need to know about Clackamas County holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Clackamas County holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Clackamas County holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Clackamas County holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Clackamas County. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Clackamas County holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Clackamas County holiday rentals we have selected for you start as low as NZ$222 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Clackamas County rentals

At Expedia, we put the best Clackamas County holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Clackamas County rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Clackamas County holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Clackamas County. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.