Holiday rentals in Guemes Island

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.

WaterView,Impeccable Studio Cottage, Walk to Town

With stunning views of East Sound on Orcas Island, our charming studio cottage was fully updated in 2019! Just a short walk to restaurants, shopping, and Eastsound Waterfront Park, you can enjoy the sunrise from the deck, cozy sofa, or comfortable queen-size bed in this lovely 300 sq. ft. space. Perfect for a solo retreat or a couple's getaway, our cottage features all-new appliances, quartz countertops, a tiled bathroom, comfy bedding, and new flooring. Your island escape is ready for you 🏝️✨

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!

The Windward Studio at SeaStar Lofts

Enjoy gorgeous views from this beautifully appointed condo perched right on the shore! Every convenience for your stay: fine linens, eco-friendly amenities, compact kitchen, locally roasted coffee, tasteful furnishings, and more. SeaStar Lofts are in the heart of charming Eastsound Village, with shops and restaurants just steps away. MARCH 2020 UPDATE: due to Corona Virus concerns we're offering a full refund should you need to cancel. And rest assured, we THOROUGHLY disinfect between guests.

Oasis By The Sea

Unwind and breathe in the fresh ocean air as you enjoy scenic views of the Puget Sound. This quiet oceanfront getaway is the perfect retreat for rest and relaxation. Beautifully situated only steps from the waterfront or a quick 20 minute drive to Port Townsend; The stunning views of the gorgeous sunrises and majestic mountains are magical; come and indulge in everything the Olympic Peninsula has to offer, from tourist activities to soothing sunset strolls on the beach. Your oasis awaits.

Waterview Rabbit Hill Cottage

Escape to this charming cottage with stunning water views from almost every room & a cozy atmosphere. You’ll feel instantly at peace as you settle in to enjoy your vacation. Cozy up by the fireplace or cook a delicious meal in the fully equipped kitchen. The plush beds & soft linens in the beautiful bedrooms offer ultimate comfort. As the sun sets, immerse yourself in the warm bubbles of the hot tub & let your worries melt away or gather around the flickering flames of the fire pit.

The Perch in Birch Bay

Welcome to the epitome of Birch Bay beach living! Get ready to soak up some serious Vitamin Sea. Just a hop, skip, and a sandy jump away from public beach access, it's perfect for those looking to enjoy the Northwest way of life. Picture yourself unwinding on the spacious covered deck w/180 degree views & indulging in the fine art of outdoor living. The primary bedroom offers living quarters spacious enough to host a two-person dance party (or just some uninterrupted relaxation).

Friday Harbor Delight - Spacious Home w/Ocean View

Enjoy the stunning Ocean View from his 3 BR home that has it all. In Town location, Master Suite w/King bed and en suite bath. Second BR w/ Queen Bed and adjacent full bath. 3rd BR with bunk beds and a trundle for the kids. Large Deck for lounging with Dining Table, BBQ, and Hot Tub. Fully stocked Kitchen, Highest WI-FI speed on the island, Office with printer/scanner. The Kids will love the huge yard. Oh, and the view...did I mention the view?

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.