Kid-friendly holiday rentals in Happy Valley

Find and book unique family-friendly rentals on Airbnb

Top-rated family-friendly rentals in Happy Valley

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

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Guest favourite

Guest house in West Linn

4.95 out of 5 average rating, 115 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.

Guest favourite

Home in Happy Valley

4.95 out of 5 average rating, 123 reviews

1000+ sq private 2b1.5b unit in gated area

A private unit in gated resort like homesite centrally located. Kaiser hospital , Clackmas TC and Happy Valley TC are mins drive away. 25 mins to PDX, NW 23rd ave, Portland downtown and 50 mins to Mt Hood. Very quite and you can wake up to bird chirping in am. Evergreens provide nice soothing color year round. Patio and deck with dinning table give you chance to enjoy outdoor and sunset if weather permits. Full kitchen. Up to 1gb super fastinternet. Spacious for 4 no extra charges. Central a/c.

Guest favourite

Rental unit in Happy Valley

4.98 out of 5 average rating, 387 reviews

All the Views: Private AirBnB outside Portland

Guests tell us they love this view! They also mention this downstairs apartment is super clean, spacious, comfortable and relaxing (though the high speed WiFi is also great for work). • 750 square feet of privacy with a guest garage entrance • Full kitchen, queen size bed and blazing fast wifi • Leather furniture, large screen TV with HDMI capability (streaming only) • Private staircase leads to your garage entrance. No shared spaces. Level 2 EV charger (let us know ahead)

Guest favourite

Rental unit in Milwaukie

4.94 out of 5 average rating, 283 reviews

Peaceful Oasis in Portland Neighboring Milwaukie

Our names are Danusia and Ron. Welcome to our world. We have done the best with our resources to create a welcoming oasis . Portland is a great place to live and we're glad to invite you. We are offering a light, sunny second story apartment. Portland is known for its eclectic food carts, brew pubs, music venues, theatres,restaurants and its special brand of quirkiness. Upon your arrival,you will not have to travel far, we are 20 minutes from the airport,15 from downtown.

Guest favourite

Guest suite in Damascus

4.92 out of 5 average rating, 566 reviews

Oasis Between City, River & Mountain. Damascus OR

A large & private guest house on lower level of home only 30 min. Portland. Mt. Hood, Gorge Waterfalls & Scenic hikes within 60 min drive. Super comfortable bed, quiet nights & relaxing atmosphere make this an ideal place to hang out and rest. We welcome ALL colors, LGBTQ. Must Read all info, house rules & details prior to booking please. Informed guests are happy guests! Leave a message when booking please and a 2 hour notice of check in time prior to checking in.

Guest favourite

Guest suite in Happy Valley

4.97 out of 5 average rating, 137 reviews

Super clean! Happy Valley Private Guest suite. (4)

Super clean, amazing suite located on Mt Scott in Happy Valley. Located in the lower level of our home, with 1700 sq ft., two bedrooms, new queen beds and full private bath. Separate entrance and patio backing on to a wooded green space. Patio is equipped with chairs and a Traeger grill. Huge great room with big screen TV and fireplace. Dining area and fully stocked kitchen. Combo washer dryer, ironing board and iron are available in your suite for your convenience.

Guest favourite

Guest house in Portland

4.97 out of 5 average rating, 435 reviews

Moss Rock Retreat - Near Leach Botanical Garden!

Moss Rock Retreat is a peaceful tiny home surrounded by an acre of hillside gardens. Tucked behind the magical Leach Botanical Garden in a forested neighborhood, Moss Rock has the serenity of a mountain retreat - but is only 20 minutes from downtown and PDX. Come for respite from the busy world, a quiet workspace, a creative getaway, a romantic weekend, or to explore the natural beauty of Oregon - all are possible in the comfortable intimacy of Moss Rock Retreat.

Guest favourite

Guest suite in Milwaukie

4.99 out of 5 average rating, 338 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.

Guest favourite

Guest suite in Happy Valley

5 out of 5 average rating, 105 reviews

Happy Valley - Serenity in the Suburbs

We offer you a spacious daylight apartment which includes, 2 large bedrooms (one queen, two twins), full kitchen with basic supplies, full laundry, bathroom with shower, dining and living areas, office nook, covered outdoor patio for sitting, a secluded and quiet backyard great for birding, private parking spot and separate entry. Our property backs up to a protected nature area with a beautiful walking trail. Perfect for couples or a small family.

Guest favourite

Tiny home in Damascus

4.92 out of 5 average rating, 701 reviews

Quaint Tiny House In The Trees. Damascus, Oregon.

Tiny House In The Trees. A 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. Located in Damascus Oregon. Pool open in the summer season only - June 1 through September 5th.

Guest favourite

Home in Damascus

4.92 out of 5 average rating, 135 reviews

Foxglove Farm Private Guest Suite

Enjoy a stay in a ground level suite in our two acre country home. Experience the privacy and quiet of the countryside, yet shopping and restaurants are just moments away. We are 30 minutes from PDX and downtown Portland, less than an hour from Mt. Hood and the beautiful Columbia River Gorge, and 90 minutes from the Oregon Coast. You will have your own private entrance, and have access to a porch and deck with scenic views.

Guest favourite

Rental unit in Milwaukie

4.98 out of 5 average rating, 173 reviews

Milwaukie Retreat in the Woods

Your private apartment is located on a wood filled lot with a private outdoor area, shade and even deer on occasion. We are 12 miles from the airport, near freeways with easy access to downtown, and to make your way to the coast or the Columbia Gorge, Mt Hood and the Willamette Valley for wine tasting. We have added extra cleaning procedures to help fight against Covid 19.