Holiday rentals with a kayak in Whidbey 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.

Location · Outdoor spaces · Quiet

Waterfront + Kayaks + Theater + Sauna + Hot Tub

Wake up to the beach just steps away. Launch kayaks, explore the shoreline, and spend your days outdoors before settling in for movie nights in your private theater and game room. This waterfront cabin is designed for unforgettable family getaways, with space to play, relax, and reconnect. Enjoy private beach access, wildlife watching, roasting s'mores around the fire, and curated spaces that invite you to slow down and recenter. Close to hiking, wineries, and Port Townsend shopping and dining.

Outdoor spaces · Location · Beach

ELF House on Race Lagoon

For decades, ELF House has been a musical sanctuary by the edge of Race Lagoon - we welcome you to this magical home of good vibes. Looking out to the east, Mt. Baker and the Cascades are visible on clear days, and there's an endless fiesta of bird activity on the protected lagoon. Sunrises dazzle, as does the occasional east-facing sunset. Kayaks, sauna, deck, fully equipped kitchen, a loft and two firestoves on three levels. We enthusiastically welcome people of all backgrounds in our home.

Value · Location · Beach

Log Castle - on the beach

Built with logs harvested from family property, the Log Castle is warm, welcoming for your family and friends. Its eclectic design, stunning water views, and beachfront location make it an ideal home base for your vacation. Enjoy the wide sandbar, 2 small kids kayaks and 2 adult kayaks for paddling, a swimming raft, low-populated beach, and hiking trails across the road. The newly-renovated kitchen has a 180 degree water view. The large fireplace makes for a comfortable and cozy retreat.

Outdoor spaces · Location · TV

Historic Discovery Bay Beach Cabin Stunning Views

Experience healing and peace with the sound of gentle waves on Discovery Bay. Our cabin was built in 1939 by our grandfather who was an early businessman in Port Townsend. He wisely recognized for decades to come this would be a prized place of rest, enjoyed by 5 generations. Our two kayaks for beginners and new paddle board are available for rent. Explore the unbelievable beauty of the Olympic National Park just a few miles away featuring hiking to rainforests, glaciers, and mountain lakes.

Value · Outdoor spaces · Biking

Sunset Beach Cottage Beachside SO WHIDBEY ISLAND

Stay at Sunset Beach Cottage and taste the pervasive charm, the freshness of beautiful summer nights, breath the salty ebb and flow of the tide, and the sky dusted with stars is radiant Beachside vacation Rental on South Whidbey Island at Maxwelton Beach, Useless Bay in Admiralty Inlet. Relax to the lapping tide on Useless Bay and view the sunsets over Admiralty Inlet and the Olympic Mountain Range. Watch as the ships pass through the shipping lanes of Puget Sound... All sales are final.

Value · Outdoor spaces · Amenities

Whidbey Island No-Bank Waterfront Beach House

Relax in this 2,850 sf waterfront beach house. Plenty of room for extended family or two families traveling together. Luxurious king sized sleep-number bed in main. Second main with king bed downstairs. Two bunk rooms with 2 full beds each as well as one twin trundle. Rec room with pool table, 65 inch TV, and wet bar. Fully equipped kitchen, granite counters, and SS appliances. Gas fireplace. Large deck with table for al fresco dining and lounge furniture. Fire pit steps from the beach.

Outdoor spaces · Location · Comfort

Anchors Away, Whidbey Island Beachfront Getaway

A short and scenic Mukilteo-to-Clinton ferry ride and a short drive south on Whidbey Island and you're a world away. One of the best locations on the island, this private beach location on South Whidbey's Possession Point is perfect for experiencing or observing nature. Whether you're fishing, clamming, crabbing, or watching the bald eagles, whales, sea lions and seals, or just enjoying a glass of wine by the fire, Anchors Away is likely to be your next favorite getaway.

Value · Location · Indoor spaces

Forest Cabin + Beach

Our Swedish inspired forest cabin is the perfect peaceful getaway for nature lovers! This rustic cabin is nestled in a fairy-tale like forest setting, and is just a short way to an amazing private community beach. Come visit the island you can drive to! Our cabin is a perfect getaway for nature lovers, beach walkers, and those seeking to unplug. Set on 3.5 acres, our guests enjoy privacy, and community-owned access to a beautiful beach, which is a short drive or walk away.

Location · Value · Decor

Sunset Beachfront Getaway w/Kayaks & Paddle Boards

Whidbey Shores coastal getaway that has both Sunrises & Sunsets on low bank beachfront, and stunning 180 degrees views of Mt. Baker and Camano Island. Kick back and relax spotting seals, eagles and grey whales passing through the Saratoga Passage. Spend your days playing in the water with kayaks and paddle boards. Enjoy private beach access right in the backyard and at low tide you have miles of sandy beach to explore between your toes. Come and create wonderful memories!

Value · Outdoor spaces · Nearby

Beachfront 3 Bedroom Home With a Spectacular View

Relax and unwind in this waterfront house. Welcome to Eastpoint on Whidbey Island just 15 minutes from Langley, WA. This three bedroom home is only steps away from sand and surf. Enjoy beautiful sunsets from the spacious deck or take a walk on the beach. Catch eagles soaring, occasional whales and seals playing in Saratoga Passage. It's the perfect Northwest retreat.

Outdoor spaces · Value · Cleanliness

Beachfront|Water & Mountain Views|Epic Deck

This airy beachfront home at the water's edge will transport you. Expansive picture windows showcase panoramic views of Mt Baker and Camano Island across a sweeping and ever-changing vista of Saratoga Passage. Spend your days playing in the water, spotting seals and eagles, whale watching, or doing absolutely nothing!

Outdoor spaces · Value · Check-in