Sometimes funky, always with personality, your special place awaits.  Look through our selection of cottages and find the perfect place to spend your vacation.

    Oak Town Cottages

    If you are in Oak Harbor on business or visiting a loved one stationed at NAS Whidbey Island, our cozy 2 bedroom vacation rental cottages are perfect. Rate: $325 5 rooms – Kids and pets are welcome.

    Penn Cove Cottage

    Sleeps 4 No pets allowed. Rates: Nightly: $100 – $125 Weekly: $600 – $800 UNIT # 244 Cozy cottage in Ebey historic area, with water and Mt Baker views, overlooking enchanting Penn Cove, minutes from downtown Coupeville. 1950’s cute 2 bedroom with one full bath accessed through one of the bedrooms. Sleeps 4 in two queen beds or a pull ... Read More

    Pine Cottage & Chalet

    Located on the south end of Whidbey Island in the Puget Sound, the Pine Cottage and Chalet is perched above Saratoga Passage and embraced by tall cedars. The property offers inspiring vistas of water and the Cascade Mountains, Pilchuck, Glacier Peak, Mount Baker and the Three Fingers are all visible on clear days. Rates: $129 – $250 2 rooms – ... Read More

    Primrose Path Properties

    From bucolic to waterfront, we have the cottage or studio to suit your vacation getaway. Each of our 4 get-aways is a private and self-contained accommodation with its own special amenities. Rates: $159 – $199 5 rooms – Kids and pets are welcome.

  • Quintessa, The

    Whidbey Island’s Premier Lodging Estate & Events Wedding Venue is exceptionally well-suited for your Family Reunion, Wedding, Company & Church Retreat, and special occasion of any kind! The Quintessa Estate features 11 bedrooms 6 baths ~ sleeps 2-36! House, Cottage, Studio, multiple kitchens for cooking and bonding, spacious living rooms for laughing and connecting, year-round creek, ponds, trails, breathtaking views ... Read More

    RavensWood Retreat

    RavensWood retreat gives you a break from more than just the hustle and bustle of city living. Free from synthetic fragrances, harsh chemicals that are so pervasive throughout city life. Over 2 acres of property in a quiet area located on North Whidbey island. Outlooks to the San Juan Islands, and a huge field of daffodils in bloom in the ... Read More

    Sandpiper Haven

    Sandpiper Haven is a charming two-bedroom, two-bath, single story, waterfront house located on Penn Cove. With tasteful furnishings, we provide an intimate beach house experience, a beautiful location, and modern conveniences. Sea kayaks, rowboat and outdoor pool access also available. Sleeps 6. Rates: $185 – $275 2 rooms – Kids are welcome.

    Seaview Cottage

    Adorable, cottage with a view, centrally located, two bedrooms, private neighborhood beach, weekly rates available. Rates: $145 – $195 2 rooms – Kids are welcome.

    Smugglers Lagoon Beach Cottage

    Sleeps 5 No pets allowed Rates: Nightly: $130 – $165 Weekly: $780 – $1100 UNIT #132 This homey cottage, high on the west facing bank between Freeland and Greenbank is situated on one of the most exceptional spots on Whidbey Island. With panoramic 180 degree Sound and Olympic views and a private stairway to 4+ miles of sandy walking beach, ... Read More

    Sunset Cottage

    Spectacular sunset views of Admiralty Inlet, the Olympic Mountain Range and the shipping lanes of Puget Sound. Rates: $125 – $275 4 rooms – Kids and pets are welcome.

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