Family-friendly vacation rentals in Oregon City

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Top-rated family-friendly rentals in Oregon City

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Top guest favorite

A modern apartment is situated above a garage, featuring a welcoming entry and a pathway leading to the front door. The landscaped area includes various plants and stones, creating a serene outdoor environment. A patio with seating is visible, ideal for relaxation.

Guesthouse in West Linn

4.96 out of 5 average rating, 148 reviews

Charming one bedroom apartment in the forest.

This unique apartment above a garage/shop , detached from the main house. Tucked away into a urban forest. I call it Our Robin's Nest because you look out on to branches of large fir trees. It is very private , yet Starbucks is right next door. Private entry and off street parking. This space has everything you need full kitchen, washer&dryer, queen size bed and fold out couch , plus a Play and Pack for the Littles. Walkable neighborhood , parks market and restaurants within walking distance.

Top guest favorite

A comfortable living area features a gray sofa complemented by decorative pillows. A small black side table is positioned beside the sofa. Natural light floods in through large windows, illuminating a neutral-toned interior. The kitchen area is visible in the background, showcasing light wood cabinetry and a white refrigerator.

Apartment in Oregon City

4.99 out of 5 average rating, 118 reviews

Private, comfy & cozy apartment in OC neighborhood

Enjoy a comfortable stay in our private (above garage) apartment. Safe, quiet and family friendly neighborhood with walkable distance to 2 parks. 10 minutes to the I-205 freeway and 25 min to PDX airport. Within 2 hours of the coast or Mt. Hood. Oregon City has several fun things to offer near by :: Food trucks, restaurants, brew pubs, shopping, coffee shops, free OC elevator with amazing views, End of the Oregon Trail museum, walking trails, Clackamas and Willamette rivers and so much more!

Superhost

A cozy living area is presented with a large gray sofa and a reclining chair. A flat-screen TV is positioned atop a black metal stand, accompanied by a decorative coffee table. Green accents are added through the throw pillows and a circular area rug.

Apartment in McLoughlin

4.75 out of 5 average rating, 287 reviews

Homey Historic Apartment in the Heart of OC

You'll love my place because of it's unbeatable location (and walkable distance) to everything Oregon City has to offer: food carts, brew pubs, restaurants, library, public elevator, shopping, cafes, parks, walking trails, family friendly activities, Willamette River, Oregon City TriMet Transit Center, Amtrak Train station, etc. Only 5 minutes drive to I-205, 25 minutes to downtown Portland, and 30 minutes to PDX airport! Inside has everything you need including a full kitchen and washer/dryer!

Guest favorite

A tranquil guest house is nestled alongside a serene river, framed by tall trees with autumn foliage. Sunlight filters through the leaves, illuminating the exterior of the house while reflecting off the calm water, creating a peaceful ambiance.

Guesthouse in Clackamas

4.97 out of 5 average rating, 193 reviews

Luxurious Riverfront GuestHouse, Sauna & HotTub.

Welcome to our Clackamas Riverfront Guest House—a peaceful riverside retreat blending rustic charm and modern comfort. Relax in your private hot tub and sauna, unwind by the fireplace, and enjoy stunning river views. Fish, kayak, or raft right from the backyard. Bedrooms include white noise machines and earplugs to help with normal traffic during commute hours on our scenic road. The guesthouse is attached but its own private unit with its own separate entrance and parking. Enjoy your stay!!

Top guest favorite

A unique building with a wooden shingle exterior is complemented by a vibrant mural featuring a flower and a bird. Multiple windows allow natural light into the structure, while a small outdoor seating area is visible near the entrance.

Farm stay in Oregon City

4.93 out of 5 average rating, 429 reviews

Artistic Boho Romantic Woodshed

This warm and cozy close-in country sanctuary is like nothing you've EVER seen! If you like affordable ultimate glamping, then look no further! The fire pit, creative décor, heat pump, table/chairs, weekly serviced private portapotty (equals most of cleaning fee), sink, HD TV, WiFi, Alexa, outdoor covered heated shower w/view, AND 2 friendly Scottish Highland cows you can feed and interact with! We welcome ALL colors, religions, LGBTQ , Cannabis friendly! Cigs OK by fire pit only.

Top guest favorite

A spacious yurt sits on an island, surrounded by lush greenery and tall trees. String lights are adorned around the tent, adding subtle illumination. A wooden walkway leads to the yurt, with a small stream visible nearby. Colorful bunting adds a festive touch.

Yurt in Estacada

4.95 out of 5 average rating, 450 reviews

Forest island

Glamping at its finest !!!!!! Come enjoy our Private forest island retreat on our 22 acre working farm . Relax and take in the fresh air without the hassle of having to pack up all your camping equipment. The spacious yurt can accommodate up to 4 people with a queen size bed and a 2 person pull out cot. This private yurt is on a island on our land surrounded by the water and trees. We also have kayak for rental upon request to use at the surrounding lakes and river.

Top guest favorite

The exterior of a garden studio is illuminated by string lights, creating a warm ambiance at night. An inviting patio features two wooden chairs and floral greenery, while blooming white flowers add a touch of natural beauty to the space.

Guest suite in Milwaukie

4.99 out of 5 average rating, 428 reviews

Light Filled Garden Studio

Our wonderfully bright garden studio is perfect for a short stay or for visitors looking to explore Portland for an extended visit. It has a full, well-stocked kitchen, ideal for those looking to stay in and cook, but it’s also just a 20 minute drive from downtown, for those looking to explore the wonderful restaurant scene Portland offers. Keyless entry and private entrance through the side yard gate provide renters with complete autonomy during their visit.

Top guest favorite

The entrance to the tiny house features a vibrant green door framed by natural wood, leading to a small porch area. A chair sits to the side, with lush greenery surrounding the property, enhancing the connection with nature.

Tiny home in Damascus

4.92 out of 5 average rating, 770 reviews

Quaint Tiny House In The Trees. Damascus, Oregon.

150 ft. walk down a steep driveway takes you to a unique private little studio with everything an adventurous spirit needs. You must be in physically good shape to handle this location. We have friendly dogs you may see outside. 30 min. to SE Portland, 45 to PDX, One hour to Mt. Hood, 40 min to waterfalls in the Columbia Gorge. Pool open June 15 through September 5th. Can accommodate a 3pm check-in all days except Tuesdays.

Top guest favorite

A Lotus Belle Tent is illuminated warmly against the evening backdrop, set upon a wooden deck with two Adirondack chairs. A winding path of wood chips leads towards the tent, surrounded by lush greenery and trees.

Tent in Oregon City

4.92 out of 5 average rating, 128 reviews

Stargazing Glamping | Swim | Oasis

Sip a cup of coffee on your private deck overlooking the forest. Swim in our natural spring-fed little lake, canoe, or read a book in a hammock. Make memories in nature at The Hideout. With a Lotus Belle Tent surrounded by wildlife and stars galore, our magical oasis will be your unforgettable getaway. *we do not have a zipline for public use - this is not included in your rental and not available for use*

Top guest favorite

A spacious living area features a large sectional sofa with soft cushions and decorative throw pillows. A round coffee table sits nearby, surrounded by colorful area rugs. Large windows provide natural light, and a pool table is visible in the background, enhancing the recreational atmosphere.

Farm stay in Oregon City

4.96 out of 5 average rating, 315 reviews

Farm Charm: 1000sq ft private studio in rural area

With unique vintage decor, this comfortable studio offers modern amenities in a peaceful country setting. The space has a private keypad entrance & 16 stairs (sorry, no elevator) to the guest studio attached to our home. Our friendly golden retriever Ollie will gladly greet you. Groceries & highway access are a mere 3 miles away. Portland is a short easy drive from our quiet country home.

Top guest favorite

A cozy living area features a green sofa with decorative pillows and a wooden coffee table. A dining table with high chairs is visible in the background, alongside a kitchen area equipped with modern appliances and light-colored cabinetry.

Guest suite in West Linn

4.95 out of 5 average rating, 432 reviews

Evergreen Escape - Relaxing South Metro Studio

Recently updated pricing and NOW NO CLEANING FEES! Quiet basement studio with efficiency kitchen and full bath with rain shower. Located a short distance south of downtown Portland, West Linn is a quiet suburb on the Willamette River. Our home is walkable to a great pub, groceries and other restaurants. This listing includes a lofted queen bed with charming barn door for privacy.

Top guest favorite

A bright bedroom is highlighted by large windows allowing natural light to fill the space. A spacious bed is centered against a wall, with simple nightstands on each side. A colorful artwork adorns the wall above the bed, and a cozy rug covers the floor.

Guest suite in Willamette

4.99 out of 5 average rating, 276 reviews

Private Casita in Historic Willamette

Located in the highly desired Historic Willamette district of West Linn, this newly-built casita provides a private bedroom and bathroom with its own entrance. Enjoy walking to restaurants, coffee shops, beer pubs, wine bars, and retail shopping all within several blocks, or take a stroll to the Willamette Park just six blocks south.