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.

4.97 out of 5 average rating, 119 reviews

Top guest favorite

A spacious living area features large windows providing panoramic views of the water. A sectional couch, adorned with plush pillows and throws, offers ample seating. A wooden coffee table sits on a decorative rug, while a telescope is positioned nearby to enjoy the scenery.

Vacation home in Coupeville

Beach Dreams on Whidbey! Beachfront! 2 King Beds

Stunning Beachfront Paradise! This architectural mid-century modern home sleeps 8+ with vaulted ceilings offering panoramic views of the ocean, Olympics, Coupeville Ferry, marine traffic and all the wildlife you can imagine! Beachcomb, watch dolphins, whales, seals, porpoises, eagles and all types of native birds. Adventure out kayaking, ride bikes to jump on ferry to Port Townsend or explore Fort Casey. Bring the whole family or enjoy the seclusion yourself in the hot tub or at the firepit!

4.97 out of 5 average rating, 104 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.

5.0 out of 5 average rating, 119 reviews

Guest favorite

A classic 1938 cruiser is illuminated under a starry night sky, surrounded by tall trees. The boat is positioned on a wooden platform, highlighting its unique design and warm colors, while softly glowing lights create a welcoming ambiance amidst the natural setting.

Guesthouse in Port Townsend

Cruise the Meadow in a Classic, Private Warm Cozy

Secluded! Meadowlark is a 1938 curvaceous 40' classic PNW cruiser. Authentic bathroom, kitchen, sleeping quarters and period memorabilia. Roomy salon for meals/games. She sits high and dry in her own meadow far away from the maddening crowd. We are taking special measures between guests to sanitizing surfaces. Clean, Cozy & Private. " the most interesting Airbnb we've stayed in yet.The Meadowlark is comfortable and charming...night sky is amazing"-another satisfied guest. Easy self check in

4.93 out of 5 average rating, 1446 reviews

Top guest favorite

The Log Castle features a rustic exterior crafted from logs, set against a serene waterfront backdrop. Lush greenery surrounds the property, while the unique eight-sided tower adds architectural interest. Multiple chimneys can be seen, highlighting the inviting warmth of the home's interior.

Home in Langley

Log Castle - on the beach

Built with logs harvested from family property, the Log Castle is warm, welcoming for your family and friends. Its eclectic design, stunning water views, and beachfront location make it an ideal home base for your vacation. Enjoy the wide sandbar, 2 small kids kayaks and 2 adult kayaks for paddling, a swimming raft, low-populated beach, and hiking trails across the road. The newly-renovated kitchen has a 180 degree water view. The large fireplace makes for a comfortable and cozy retreat.

4.98 out of 5 average rating, 194 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.

4.97 out of 5 average rating, 156 reviews

Guest favorite

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.

4.92 out of 5 average rating, 224 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!

4.93 out of 5 average rating, 906 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.

4.99 out of 5 average rating, 158 reviews

Guest favorite

A tranquil pond reflects lush greenery, with purple flowers blooming along its edge. A rustic cabin is visible in the background, framed by trees. A fire pit in the foreground contains logs and glowing flames, creating a cozy outdoor ambiance.

Cabin in Coupeville

Cozy Coop Tiny House

A 136 sq. ft. tiny house (cabin) on 6 acres along with the main house 1000 ft. to the north. Very private. Very yesteryear. You may encounter a spot of dust on a rough cut post or notice the patina (chipped paint) on one of the 100 year old windows, (it's a cabin) however all food and personal hygiene areas are professionally cleaned. About the ladder to the loft, I'm 6'4", and pushing 70, I have no problem, if you have physical limitations, it may be something to think about.

4.89 out of 5 average rating, 357 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!

5.0 out of 5 average rating, 102 reviews

Guest favorite

A log cabin lodge is nestled among greenery, featuring a welcoming front porch with rocking chairs. The structure reflects a rustic charm with a wooden exterior, while panoramic mountain views create a picturesque backdrop, inviting guests to relax in a serene environment.

Cabin in Sequim

Private 2.5 Acres, 98 inch TV, 8-Person Hot Tub

Welcome to Olympic View Haven! A private log cabin lodge on 2.5 wooded acres with panoramic mountain views, just 30 minutes to Olympic National Park Visitor Center and 10 minutes to Costco! Thoughtfully designed with dining for 16, a fully-stocked kitchen, child safety, entertainment for all, 6 bedrooms, 3 bathrooms, a playroom/office, a luxury 8-person salt water hot tub, 98” 4K TV, and more!

4.94 out of 5 average rating, 108 reviews