Family-friendly holiday rentals in Oak Harbor

Park Place

1,000 sq. ft. custom cottage 4 miles from town. Hosts Chris & Tom take pride in sharing their oasis with you. Nicely decorated, spacious, open living area with vaulted ceiling, a full kitchen with granite counter tops. Two bedrooms separated by a bathroom & laundry room ensure privacy & restful sleep. Ideal for 2 couples. Located halfway between the town & American Camp with easy access to miles of hiking trails & bicycle routes. Although only minutes from town you experience the country side.

Sunset Beach Haven- Whidbey "Seriously Waterfront"

5-Star: Highest rated! In the words of our Guests: "It's Like Living on a Boat", "Seriously Waterfront", "Magical Place", "Sunrise & Sunset Heaven"! Sunset Beach Haven is a classic 2 bedroom, one bath beach cabin, updated with modern comforts and new state of the art kitchen! NEW! Seasonal AC bedroom window units. Enjoy phenomenal views of the Olympic Mountains, the Straight of Juan de Fuca, the San Juan Islands, and Swantown Lake (yes, 360 water views). Enjoy the wild side of Whidbey!

Country peace, city pleasures

This Victorian style house was built in 1920. It features high ceilings, tall windows, and beautiful wood floors. The decor is eclectic, old-world European, with a billiard parlor, antique light fixtures, carved furniture, and unique artwork. The solarium doubles as a dance floor. The lawn is perfect for volleyball or badminton, while the backyard offers a wonderful place for picnics, sunbathing, or basking in the shade. It is walking and biking distance from all the PT amenities. Lic # 012680

Cottage-in-the-Barn on Dragonfly Farm

Pure tranquility is yours on Dragonfly Farm! Centrally located, yet extremely private, with garden, greenhouse, chickens, orchard and pond to paddle around in our kayaks or canoe. Charming decor with leather sofa, high ceilings, fine linens, cozy propane heating stove, tasteful furnishings, barbecue and more. SJC Permit #00PR0V77. MARCH 2020 UPDATE: due to Corona Virus concerns we're offering a full refund in the event you need to cancel. We thoroughly disinfect between guests.

NW Modern w/ Hot Tub and Billiards Table | Rosario

Orcas Island Getaway @ Rosario is a NW Modern design with over 2,200 sq ft of open living space. Quality finishes and luxury details set this home apart. We've curated the furnishings and decor with care, choosing quality products and furnishings that anyone would enjoy living with full-time, and equipped with amenities such as hot tub, espresso machine and billiards table in the recreation room. All 3 bedrooms feature king-sized beds and quality linens.

Sandy Hook Vista

By car, by ferry or by private boat, this beautiful property is home base for a splendid getaway! You will be amazed at the splendor our beautiful home has to offer. From the spectacular views across Cultus Bay and its bird-filled estuary to the Olympic mountains, to the indoor dry sauna and 8-person indoor Jacuzzi, to the community park and tennis/pickleball courts--there is something for everyone during your action-packed stay.

Tranquil Refuge on South Whidbey

Welcome to your tranquil country refuge on South Whidbey Island. This quiet, end of the lane, lovely private cottage is full of amenities and acreage for your comfort and entertainment. We recently connected the apartment to our local fiber optic network so there is excellent connectivity for work or play. We also added a level 2 EV charging station for EV car owners

The Loft

The Loft is close to the beach and family-friendly activities. You’ll love the space because of the natural light shining through the surrounding nature, vaulted ceilings, comfy bed, fully equipped kitchen, full bath with standing shower including local natural products. The Loft is good for couples, solo adventurers, business travelers, and families (with kids).

3 blocks to downtown apartment with a view!

October - May Special! Book 2 nights get the 3rd half price or book 6 Nights get the 7th FREE! Send an inquiry for details Self check in! Your own private, bright & airy 1 bedroom, 1 bath apartment with sweeping views and awesome location. Just three blocks from downtown, and two blocks from the historic uptown district! Business License 010921