Family-friendly vacation rentals in Penn Cove

Find and book unique family-friendly homes on Airbnb

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 favorite

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

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.

FamilyIndoor spacesPool

4.97 out of 5 average rating, 119 reviews

Top guest favorite

A charming two-story house is nestled among tall trees, featuring a mix of windows that invite natural light. A spacious porch runs along the front, with a seating area visible. The exterior is adorned with wood siding, enhancing the connection to nature.

Home in Port Townsend

Entire Bluff House plus Cottage on the Salish Sea

This home on 4 acres is minutes to Port Townsend yet in a world of it's own! Be in the heart of Nature to allow your senses to be nourished. Watch the ships and sailboats pass by while eagles soar the bluff. Both are fully equipped! Cottage comes with booking of 5-6; main home only with 4 or less. Main house has 2 bdrm & a library with a futon all facing the sea. Cottage has 1 bdrm & bonus room, 3 Q beds. Cottage comes with a booking of 5-6 guest. Pets $50 each max 2. The land is an experience!

KitchenFamilyComfort

4.97 out of 5 average rating, 238 reviews

Top guest favorite

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

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.

Indoor spacesFamilyOutdoor spaces

5.0 out of 5 average rating, 121 reviews

Top guest favorite

The cabin is set against a tranquil water view at sunset, framed by towering trees. Soft hues of orange and purple paint the sky, while the serene landscape reflects a peaceful atmosphere. A wooden deck is visible, suggesting a space for relaxation and enjoyment of the scenery.

Cabin in Port Townsend

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.

KitchenIndoor spacesBeach

4.97 out of 5 average rating, 476 reviews

Top guest favorite

A wooden walkway connects the treehouse to a spacious deck, surrounded by trees. The bridge features a sturdy netting along the sides for safety, allowing for easy access from the forest floor to the inviting entrance of the cabin.

Treehouse in Camano

The Nut House

Glamping in the trees. Come experience the beauty and serenity of being in the forest in a unique craftsman treehouse on beautiful Camano Island just an hour and ten minutes north of Seattle. Your private parking and short trail leads to a short cable bridge into a cozy 150 sq. ft. cabin 13 ft above the forest floor. You’ll be surrounded by mahogany walls with a cozy full size futon up in the loft. If the futon is too cozy a campsite is available. The treehouse is warm even on chilly nights.

KitchenIndoor spacesBathroom

5.0 out of 5 average rating, 369 reviews

Top guest favorite

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

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.

FamilyKitchenAccuracy

4.97 out of 5 average rating, 157 reviews

Superhost

The exterior of a modern home is showcased against a stunning sunset, with ocean views in the background. A well-maintained garden area features blooming plants near the entrance, with a gravel driveway leading to the garage. The structure has a metal roof and large windows.

Home in Oak Harbor

Breathtaking Oceanfront Home

This incredible high-bank property combines striking panoramic views of the mountains, ocean & islands with a modern and newly remodeled interior. Experience some of the best sunsets of your life from the large outside deck that includes a grill (May-September) and an outdoor dining area (fire pit currently unavailable). Enjoy the large 4-person sauna, in home gym, open floor concept, cozy living room and TV area, white brick gas fireplace, and 3 dedicated workspaces with high-speed Wifi.

Indoor spacesKitchenWifi

4.91 out of 5 average rating, 229 reviews

Top guest favorite

A circular stone fire pit is set on a grassy area, overlooking a tranquil waterfront view. Driftwood and natural debris line the shore, with the water reflecting a clear blue sky. Distant hills and boats can be seen on the horizon.

Home in Coupeville

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.

Indoor spacesFamilyCondition

4.98 out of 5 average rating, 164 reviews

Top guest favorite

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

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!

FamilyKitchenParking

4.93 out of 5 average rating, 915 reviews

Top guest favorite

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.

Guesthouse in Oak Harbor

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.

KitchenFamilyHospitality

4.99 out of 5 average rating, 159 reviews

Top guest favorite

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.

Guesthouse in Coupeville

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.

KitchenIndoor spacesAccess

4.98 out of 5 average rating, 284 reviews

Top guest favorite

The exterior of a historic home is captured, showcasing its distinct pink facade and elegant architectural details. Lush greenery and flower beds frame the property, while large windows illuminate the interior. A flagpole stands in front of the house, marking a welcoming entrance.

Home in Coupeville

Historic Coupeville 6BR/5BA near Waterfront/Wharf

20% off 7+ nights! Perfect for family reunions, girls retreats, PNW Art School (0.4 mi), or weddings at Crockett & Jenne Farm (8 min) or Capt Whidbey (6 min). Spacious 6BR/5BA (4 en-suite!) with large kitchen, dining room, Smart TVs, WiFi, pool table, fire pit, BBQ, and fenced yard for kids. Walk to waterfront, wharf, shops & dining. Built by John Kineth (b.1828, Bavaria) & Jane Carter, a Mayflower descendant. Historic charm meets modern comfort!

FamilyKitchenShared spaces

5.0 out of 5 average rating, 105 reviews