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.

Park Cottage

This charming guesthouse is tucked away in a park-like setting near the entrance to the Willamette Valley Wine Country. This very spacious studio offers a warm and cozy space with king size bed and a comfy day bed with a pull out trundle. Also a very roomy living room area with tv for streaming ( Roku/Netflix installed ) and fire place. Enjoy light meals or snacks in the kitchenette with a full fridge , microwave,toaster, coffee maker and all kitchen utensils. Beautiful outside surroundings.

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.

Sherwood Bella Retreat / close to GFU - Newberg

Nestled on a quiet mountaintop, offers a welcoming spot for relaxation. Located in country setting surrounded by vineyards between Sherwood and Newberg, while still being close to Portland and Beaverton. 3 miles from Devonwood Equestrian Center. Enjoy the entire 4BR/2BA downstairs apartment with a private entrance, parking area and your own patio and BBQ. This property also features a salt water pool/June-Sept pool available depending on weather. Firepit for relaxing in the evening

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.

Charming Urban Farm House - 24 hour self check in

This charming 2 story house that is a full time Airbnb home and has 4 bedrooms and was recently remodeled and resembles the charm of the tv show fixer upper. Huge yard, new hardwoods, remodeled kitchen, comfortable furniture and close to everything. 20 min to downtown. This house is a full time Airbnb listing, has super fast internet/wifi, has a Samsung SmartTV and is close to everything. 24hour self check in and check out. Tons of parking.