Family-friendly holiday rentals in Anacortes

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

Mt. Baker Twin Tree House 1 Glacier 4 beds hot tub

A rustic, very clean, comfortable, cozy, classic cabin/cottage with a large hot tub, an unique rustic-modern updated kitchen and main bathroom. Very close to Mt. Baker Ski Resort Area of Mt. Baker, Whatcom County, WA, United States and minutes from Glacier, WA. Convenient located in a gated community of Snowline. This unique Snowline cabin is a great home base for year-round activities in the Mount Baker area (aka Koma Kulshan) in the Mt. Baker-Snoqualmie National Forest, North Cascades.

Benton Street Retreat

LA CONNER - ENJOY THE BEST OF BOTH WORLDS. Sunrise and panoramic views of valley farmlands looking east off the bluff and then walk 3 blocks west through the historic residential district to the shops and restaurants in the middle of town. Off-season rate is $350/night except for Thanksgiving, Christmas and New Year's Holidays which is $400/night. High Season and Holiday Rate is $400/night. Minimum stay during the High season is 5 nights. Weekly and monthly rates also available.

NW Modern w/ Hot Tub and Billiards Table | Rosario

Orcas Island Getaway @ Rosario is a NW Modern design, completed in Nov. 2017 boasting 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.

The Baker Chalet - 3 levels, AC, EV, Pool table

The Baker Chalet is a spacious three level mountain retreat. Family-oriented with 4 bedrooms, 3 bathrooms, 2 fully-equipped kitchens and a view of Church mountain from the living room windows. After skiing Mt. Baker, hiking or biking outdoors, sprawl out on our supersized sectional, plug into the Starlink WIFI, watch TV or shoot pool. Linens and towels are all provided so when you arrive you can soak in our 7 seat jetted hot tub and relax.

The Cottages at Twin Coves, Orcas Island (#1 of 2)

NEW in 2024 - COVERED OUTDOOR cooking perfect for preparing your own meals! Twin Coves offers serene seclusion with 400 feet of private shell beaches on West Sound. Two seaside firepits. Catch and release crabbing for kids, beachcombing, boating, swimming, hiking, and ample acreage for sports and games. Free use for registered guests: five kayaks seating six + toddler, two stand up paddleboards, and life vests in every size.

Cottage by the Sea

Lovely cottage by the sea with private beach access. Amazing views with the whales coming by often. You will also get daily eagle sightings and sunsets like no other. (We also have FAST fiber optic WiFi for those looking to take meetings remotely.) This spot is one of the best you'll find on the island. Come enjoy this nestled gem on Sunset Point!

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