Family-friendly holiday rentals in Penn Cove

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Top-rated family-friendly rentals in Penn Cove

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Top guest favourite
A charming single-story home is set against a serene waterfront backdrop, featuring a rustic facade and a welcoming entrance. A tranquil deck area includes a table and chairs, with a distant view of a pier extending into the calm waters.
Cottage in Oak Harbor
4.97 out of 5 average rating, 110 reviews

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.

Top guest favourite
A scenic view showcases a winding driveway leading through manicured lawns and vibrant landscaping, with colorful trees and blooming flowers. In the distance, the tranquil waters of Penn Cove are visible under a clear blue sky.
Guest suite in Coupeville
5 out of 5 average rating, 107 reviews

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.

Guest favourite
A charming mixed-use building features four separate suites with distinct colored façades, set against a clear sky. The ground level includes retail spaces with large windows, and a pathway leads up to the main entrance, bordered by well-maintained landscaping.
Flat in Coupeville
4.88 out of 5 average rating, 356 reviews

Coupeville Coveland Suite #2

Welcome to Coveland Suites your perfect vacation destination! Whether you're here for a weekend getaway, festival, wedding @ Crockett & Jenne Farms (8 min) or Capt Whidbey (6 min), Art Class (1/2 mile), our location is perfect! Easy access to local dining, shopping, & outdoor activities like kayaking, sailing & biking, all within walking distance. Experience breathtaking views of Puget Sound & Cascade Mountain Range while creating unforgettable memories with your loved ones at Coveland Suites!

Guest favourite
A modern A-frame house is set amid a lush forest, featuring large windows that invite natural light. A wooden balcony with a small table overlooks the surrounding greenery, accentuating the connection to nature.
Cottage in Coupeville
4.92 out of 5 average rating, 263 reviews

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.

Top guest favourite
An aerial view captures a secluded lagoon surrounded by lush green trees. Clear waters reflect the vibrant sky, and a sandy shoreline curves along the edge. A path leads to the nearby land, highlighting the private nature of the location.
Cottage in Coupeville
4.98 out of 5 average rating, 138 reviews

Private 2 bedroom Cottage on a Lagoon.

Rare two bedroom Cottage on a Private Lagoon. Centrally located for you to explore the island, or very private for a relaxing get-away. Inside Ebey’s Preserve (A division of the National Parks), this unique location Is full of history. Minutes from Ebey’s State Park, and a short drive to Deception Pass State Park. Eagles, deer, otters, and wildlife out all the windows. Lovely deck overlooking the water, a fire pit patio with waters view. Fantastic get away for a wonderful time on Whidbey.

Top guest favourite
A charming cottage is surrounded by vibrant landscaping, featuring colorful flower beds and lush greenery. Solar panels adorn the roof, and large windows allow natural light to fill the interior. The property is situated near the waterfront, providing scenic views and direct access to nature.
Cottage in Coupeville
4.93 out of 5 average rating, 871 reviews

Downtown Coupeville - FrontHaven Cottage

This beautiful cottage is located in the heart of Coupeville. Beautifully landscaped and on the waterfront. Just walking distance from downtown restaurants, shops, festivals, art schools, county buildings and WhidbeyHealth Hospital Campus. This private cottage features a full kitchen, master bedroom with queen bed, loft with queen bed, south-facing sun deck, off street parking and free wifi. Beautifully landscaped, fall asleep to the sounds of our stream just outside your window!

Top guest favourite
A gravel pathway extends from the building, bordered by vibrant green grass and tall trees reaching towards a clear blue sky. Sunlight filters through the branches, casting shadows on the ground and creating a serene outdoor ambiance.
Guest house in Oak Harbor
4.99 out of 5 average rating, 152 reviews

Secluded forest studio with water view

Escape from everyday life in a one-bedroom water-view studio on the 2nd floor of a solar powered guest house on Whidbey Island. Situated in the midst of a 6 acre forest, enjoy a calming experience with views of Penn Cove and the iconic town of Coupeville. Listen to the songbirds and great horned owls. Absorb nature by walking the trails without leaving the property. Share the yoga studio on the second floor. Visit a public beach 1/4 mile away, kayak or paddleboard on Penn Cove.

Top guest favourite
A Mid-century Modern home is set against a vibrant sunset sky, showcasing blooming flowers in hues of pink surrounding the entrance. A view of the water and distant mountains is visible, complemented by a driveway leading to a garage with a parked vehicle.
Home in Freeland
4.97 out of 5 average rating, 238 reviews

Whidbey & Chill - Mid-Century Modern Waterfront

A lovingly restored classic Mid-century Modern Waterfront home with JAW DROPPING VIEWS. The nearly 270 degree westside view spans Mt. Rainier, downtown Seattle, the Olympics, Port Townsend, and the San Juan islands. Sitting on nearly an acre with privacy so difficult to find, this home features a circular driveway, full length deck, master suite with its own private deck, a chef's kitchen with high end appliances, and close proximity to all that Whidbey Island has to offer.

Top guest favourite
A small cabin with a distinct shingled exterior features a front door framed by four square windows. Steps lead to the entrance, surrounded by greenery and gravel. A wooden deck is visible beside the cabin, with outdoor seating positioned against a backdrop of trees and a picket fence.
Guest house in Coupeville
4.98 out of 5 average rating, 249 reviews

Cute Little Cabin near Longpoint Beach

Our Little Cabin is a bright comfortable space with a 1/2 bath, including a sink and toilet. You will have access to a private full bath with roomy shower and laundry facilities accessible through our garage any time. There is a small refrigerator and microwave as well as Keurig coffee. There is a large window facing the garden with a view of the water through the trees. Longpoint Beach at the opening to Penn Cove is a 10 minute walk through our quiet neighborhood.

Guest favourite
An outdoor area features a spacious wooden deck adjoining a modern house. A hot tub with steaming water is positioned nearby, alongside steps leading up to the deck. Multiple seating options are available on the deck, promoting relaxation in a serene setting.
Home in Oak Harbor
4.94 out of 5 average rating, 141 reviews

Lux Coastal Retreat & Hot Tub

Welcome to Moran Shores, a stunning short-term rental nestled in a charming coastal area on the west side of Whidbey Island. Boasting a prime location that embraces proximity to Whidbey Island Naval Base, this exquisite private property offers an irresistible blend of tranquility and excitement. With its unparalleled beauty, modern amenities and exclusive access to the beach, our rental provides an ideal retreat for those seeking a memorable getaway.

Guest favourite
A cozy yurt is surrounded by tall trees, enhanced by soft string lights that illuminate the wooden deck and staircase. A barbecue grill is visible on the porch, providing an inviting outdoor space.
Yurt in Mount Vernon
4.95 out of 5 average rating, 562 reviews

Devils Mountain Yurt

A warm and cozy winter getaway. Our yurt features a heated bed, fully insulated and with electric heat. Come enjoy a quiet country living with beautiful views, lakes, hiking, mountain biking, skiing, fishing, golfing and restaurants and shopping within 10 mins. Our Yurt is good for couples, solo adventurers, business travelers and families. Come experience living in a round structure surrounded by trees & nature.

Top guest favourite
Guest suite in Oak Harbor
4.96 out of 5 average rating, 194 reviews

Sunshine Studio: escape from the busyness of life

Nestled between Coupeville and Oak Harbor on a wooded corner of beautiful Whidbey Island, Sunshine Studio offers a quiet escape from the busyness of life while within easy reach of island gems, like Deception Pass and the Keystone ferry. Has a sunken tub: no shower Self-check in No tv No A/C: has air cooler msg me if you need a 1-night stay (or longer than my set max) and I may be able to approve it.

Popular amenities for Penn Cove family-friendly rentals