Holiday rentals with outdoor seating in Penn Cove

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.

Coupeville Suite Retreat at Penn Cove

Perched above beautiful Penn Cove and just a short stroll to downtown Coupeville, your Suite Retreat awaits! Located on four private acres, this is your base camp for Whidbey adventures. This private and airy 865sf upstairs studio features living, kitchen, dining, work station, and sleeping areas. French doors lead to a balcony overlooking the grounds and Penn Cove. Perfect for 2-4 guests, with a queen bed and comfortable queen sleeper sofa. WiFi, Bluetooth speaker, and smart TV for streaming.

Lighthouse with Hot Tub view of San Juan Islands

Unique fun space! if you are adventurous and want to crash at a very unique spot this is it. First floor has a mini fridge, smart TV, instant hot water kettle, coffee maker, bottled water, day bed with plenty of bedding in storage. Then you climb the ladder and go up to the tower. There is another single bed. Out the door is a private deck overlooking the San Juan Islands with a table and chairs. Take your coffee or wine out and enjoy the day. head back down take a dip in one of the hot tubs

Seascape Stay

Enjoy the amazing seaside views from this centrally-located stay in quaint ‘old town’ Oak Harbor! This historical duplex home stay has two bedrooms, a full bathroom, and a well equipped kitchen. A spacious living/dinning space features windows with endless views of the bay and surrounding mountains. A few steps to old town’s many treasures and a short drive to multiple state parks with wonderful hiking trails…, makes this is the perfect spot to start exploring all Whidbey Island has to offer!

Private and Cozy Island Hide-Away

Peaceful and charming custom built cabin retreat w/ lovely garden in Ebey's Landing Historic Reserve. Perfect for two, in an area brimming w/ wild beauty and recreational opportunities. Here you will find your private island getaway with a delightful garden, easy access to historic Coupeville, stunning coastal hikes, and Port Townsend a short ferry ride away. A world away from city and work. Chance of Navy jet noise Monday through Thursday. Bathroom is separate from cabin & across patio.

Whidbey Island Modern Cottage

Recently constructed modern cottage nestled in the stunning beauty of Greenbank on Whidbey Island. Come enjoy a slice of sanctuary and get away from the hustle and bustle of the daily grind. Centrally located between charming beach towns, breathtaking hikes, and delicious dining. Cottage offers a 3/4 bath, a kitchenette, and an open space with a king size bed. Equipped tastefully and thoughtfully with custom built features. Come enjoy the spirit and vibes quaint island living has to offer.

The Bit & Bridle Cabin bids you welcome!

The Bit & Bridle Cabin has that out-in-the-country feel, yet it is only minutes from Oak Harbor's town center. This small 17 acres farm provides Donna's horses room to play and live and Stan's Autobody & Paint Shop a place to thrive. Other buildings besides the Cabin and the owners' house are a covered riding arena, Stan Wingate's shop, a "Fowl Manor" and run, and a small family residence. Ten beautiful old apple trees are scattered around. The Cabin is next to one of the apple orchards.

Halsey Haven! 3 BR Home w/ Stunning Views + Sauna!

Come and relax at this new & modern 3 bedroom 2.5 bath home in Coupeville with private beach access and breathtaking views of the ocean & Olympic Mountains! Lounge on the front deck taking in the incredible views or enjoy your time in the outdoor sauna. Fully equipped kitchen and open concept living with great wifi! Only 5 minutes from the Coupeville-Port Townsend ferry terminal, 10 minutes from the charming town of Coupeville, and easy access for everything Whidbey Island has to offer!

Serenity on the Salish Sea

This 500 sq. ft. apartment is completely private with 2 entries, a full kitchen with gas range, and a full sized refrigerator. The bathroom with whirlpool tub and shower (I clean the jets after every visit!) is large and the living and dining are combined. Your views from the property are gorgeous!! and the deck shows off a bit of heaven on earth. You are welcome to use our washer and dryer. We live in the main house which your apartment is connected to. We are available any time.

Hilltop Hideaway on 8 acres ~ no cleaning fee

Private (scent free) apartment that sleeps up to 3 includes: bedroom with comfy queen bed and cot with mattress for children (available upon request), living room, bathroom, dining room and fully equipped kitchen, private patio with lovely pasture view on 8 acres near bike trail and 15 min drive from downtown Port Townsend. Please read our entire listing including house rules to be certain we are a good fit for your stay. We do not accept guests that do not have previous reviews.

Suite-Spot for a Sweet Stay

Views of Puget sound and Mt. Baker make Suite Spot a sweet place to stay on Whidbey Island. A quiet location minutes from downtown Oak Harbor, the cottage makes a great base for work or play. There's a large desk and 200MbS+ WIFI for your office  needs and parks, beaches, restaurants and shopping minutes away for a short or long getaway. Enjoy the eat-in kitchen, heated-floor bath & HDTV, games, plus There's a tennis/pickleball court! Hosts live on property (separate house).

Aerie House

Light and roomy 949 sq. foot home on seven acres at the end of a private lane eight miles from Port Townsend. Our home is a few feet away but we respect your privacy. Miles of trails out back, west facing view of Discovery Bay. The bath has a shower only, no tub. It seldom gets too hot here, but there is no air conditioning. There is no cleaning charge if the place is left reasonably clean. Please notice that we request no smoking or pets, and a maximum of two guests.