Vacation rentals with a pool in Orcas Island

Sandpiper Haven: Whidbey Waterfront Beach House

Welcome to Sandpiper Haven! A sister property to Sunset Beach Haven, this beloved retreat on Whidbey Island is the perfect getaway. Nestled on famous Penn Cove, this charming single-story home offers direct beach access, stunning 180° views of the Olympic and Cascade Mountains and all the comforts of home including Air Conditioning. Unwind on our spacious deck, gather around the fire pit, stroll the beach, or cozy up inside to enjoy the scenery. Plus, enjoy seasonal use of kayaks and a rowboat.

Gramma's House, Lake, HotTub, Swim, View, Gorgeous

IDEAL FOR FAMILIES & REUNIONS! 20 acre gated estate in the woods. Hot Tub, private filtered Lake, King beds, memory foam, and SHEEX (softest sheets ever!) 65" FLAT SCREEN and 7 more in 4 BR's. 3 baths, Large LR, dining for 10+, piano, game room, pool table, ping pong, 2 wood stoves, washer/dryer, breakfast table, gourmet kitchen & kitchenette. Huge 2 story home, 30 ft soaring beamed ceilings. Elevated deck, gas BBQ and dining looks out at Mountains and water! Child's giant swingset (2022)

Poolside Cabana at the Sunburnt Mermaid

Poolside Cabana is a uniquely modified 26' traveler, 1 BR 2 BA w/private deck, sparkling water views of Westsound from our pool and hot tub. Guests can also take float plane or personal boat direct to Westsound marina within walking distance, We provide transportation to and from marina or Eastsound Airport. Kayak rentals available from our beach and tidelands. Organic vegetable gardens and fruit orchard. Microwave, instapot, toaster, fridge, tea kettle, hot plate, internet and ROKU TV Max 2

Cottage at Sundara West-Heated Pool open all year

View of Mt Baker in quiet, beautiful countryside. 3 bdrms, kitchen, dining & living areas, covered porch with gas grill. Foldable floor mat for a child & Pack&Play for an infant. Country sounds —coyotes, cows and roosters (right next door). The pool is about 150' away & ALSO AVAILABLE TO OTHER GUESTS ON THE PROPERTY. Reserve the times you want. $50 per pet fee. NO ADULT PARTIES AND NO MORE THAN 7 GUESTS at any time during the stay. Charge per adult after 4 is $15 per person.

Private Hot Tub, Sauna & secluded beach access

Looking for a private retreat in nature? Our lakefront home is the perfect place. Designed with the intention of bringing the outdoors in, so that the experience indoors is in harmony with the experience outdoors. With 3 bedrooms, 4 beds, 3 full baths, and decks with sauna, hot tub, hammock and lounging places, our home is the perfect getaway. Nestled in a community that values the quiet of lake living and peaceful evenings; it's ideal for guests looking for the same.

Sudden Valley Retreat

Escape the city and enjoy our spacious 3200 sqft home in picturesque Sudden Valley. Create memories in our light-filled, open-concept living room and kitchen with/ french doors leading to outdoor seating and views of the forest. Watch a movie in our "theater room" with 85" TV and reclining sectional or have a game night in the garage complete with ping-pong, darts, and board games. Spread out over three floors, this is a great home to share with friends and family.

Arbutus Lodge at the Tides

This 3-bedroom, 3-bathroom heritage house is the perfect place to escape with family and friends. Enjoy your own private home with ample room to play games in the recreation room, sip wine by the wood burning fireplace, cook meals in your large kitchen, and enjoy each other’s company on your private deck with ocean views. Come create memories in the beautiful Arbutus. Pool, Hot-tub and games area are shared on this beautiful ocean-side resort property.

Rosario Condo - Views/Two Queen Beds

Recently renovated upscale Rosario condo with stunning views of Cascade Bay & the Rosario Mansion. Features two NEW queen beds, private deck, parking, and trail access to Moran State Park next door. Enjoy luxury bedding, 50" 4K Roku TV, Blu-ray, Nespresso, ice maker, fridge, microwave, electric fireplace, and private bath. Stay at The Residences— former Rosario Resort & Spa rooms reimagined for comfort, with infinity bay views!

Whidbey Island Vacation with a View

Bird’s Eye is a peaceful, thoughtfully curated hilltop retreat on Whidbey Island with sweeping views of Puget Sound and Mt. Baker. Near Coupeville and Ebey’s Landing yet blissfully private, it’s perfect for a romantic escape or quiet solo stay. Relax on the patio, watch wildlife, stargaze by the fire pit, and enjoy cozy, artful interiors stocked with every thoughtful touch. Your serene island sanctuary awaits.