Kid-friendly holiday rentals in Washington County

Sherwood Inn - in Charming old town Sherwood

LOCATION! We have it!! Charming 4 bed/1.5 bath house in Old Town Sherwood, the Gateway to Oregon's Wine Country and all that the Dundee Hills/and Yamhill Carlton has to offer. Our remodeled house is walking distance to local restaurants, bars, wine bars, bakeries,antiques and a super cute coffee/whiskey house with a fire pit next door. The Library as well as several parks are close by. Plan your vacation or business trip with us in Sherwood and the enjoy what surrounding areas have to offer!

Guest suit near down town-Free Parking

Relax with the whole family at this peaceful place to stay. You will enter the guest suit walking up stairs and passing several hundred years old redwood tree where you will have your own personal kitchenette (microwave, coffeemaker, mini-fridge and electric kettle). You can get refresh by taking hot shower in an upgraded high end laminate flooring bathroom. This place is 10-min drive to Portland downtown, nice cafe and gorgeous hiking trail which is located in a quiet and peaceful neighborhood.

Walkable 4BR Stunner - Close to wine country!

Breathe in the PNW air at this walkable 4bdr 2.5ba Portland retreat! Stroll out the front door & past a babbling brook to enjoy eateries, coffee shops, trails & entertainment. Cozy up fireside in the thoughtfully-curated interior, or dine under the stars in the fenced-in backyard w/ gazebo & patio dining table. Nestled in a picturesque neighborhood just 20 mins from downtown Portland, this homey-boho haven is idyllic for groups & families in search of both lively adventures & relaxing escapes.

Gorgeous 3-bedroom, close to Nike/Intel/Downtown

Gorgeous 3-bedroom home in quiet NW Portland neighborhood. Brand new kitchen appliances. Extremely clean, exquisitely furnished and decorated, wonderfully cozy beds and a gas fireplace. Oregon artwork throughout, including stunning pictures of Mt. Hood, Crater Lake, the Oregon coast, waterfalls and forests. Keyless entry. Queen air matress, pack-n-play and high chair all available upon request. Close to Nike, Intel and Downtown Portland! Garage parking. Lots of little extras included!

💎Quintessential Home w/King Bed & Spacious Yard💎

Discover a family paradise or business productivity perfect for creating memories, featuring a library with books/games, dedicated home office with FiOs, 4 bedrooms, and chef kitchen. Enjoy outdoor activities from perfect summer dining/entertainment, patio lounging, to fall apple picking and fire pit gatherings. With 3 bathrooms (soaking tub, 2 showers) for smooth mornings, streaming, and 2 cozy fireplaces, our retreat welcomes both family vacations and business travel—long stays welcome.

Island + Alpaca Farm Retreat, Near D'town Portland

FEATURED IN DWELL and SCHOOLHOUSE ELECTRIC. A gorgeous farm-setting just 15-minutes from downtown Portland; located on stunning Sauvie Island - a large river island and wildlife refuge - we are an organically-minded small farm and creative space. We love all the flora and fauna, and take great joy in wild spaces. A biking, birding, and aesthetic retreat from everyday life, we hope that each guest leaves feeling relaxed and inspired. The guest suite is modern, bright, and comfortable.

Old Town Retreat - Best place in Old Town Sherwood

At the gateway to wine country, our peaceful Old Town 1916 craftsman home brings historical charm with many amenities right in the heart of Old Town Sherwood. Sleeps 9 with 6 new beds, 2.5 remodeled baths and an open kitchen with gas range, everything you need for a few or many. Owner occupies the basement and rear separated dwelling on property. However, both the basement and rear dwelling are completely locked off and have entirely separate entrances. The best place in town.

Cozy Cooper Mtn Cottage

Uniquely cozy with all the amenities of home but in a cottage up on Cooper Mt. Where you are surrounded by trees , feel the breezes, sunrise and sunset in the same day, and sometimes the wonderful wildlife around us. Birds in the sky , rabbits and sometimes deer, and yes our two friendly goats. Oh yes and the expansive midnight sky with the bright stars twinkling above or the big round moon shining down on you as you sit on the patio in the evening enjoying the night air.

Richmond Cottage in St Johns, Portland

This light, bright cottage is located in the heart of the St Johns neighborhood in Portland. Full of charm it features loads of reclaimed wood with an industrial farmhouse vibe. Complete with a private deck, keyless entry, full kitchen with eat-in island and a sleeping loft with a queen sized bed. It is a close walk to restaurants, coffee shops, bars and shopping. Easy access to downtown Portland, University of Portland, the airport and the rest that Portland has to offer.