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

4.97 out of 5 average rating, 119 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.

Indoor spacesFamilyHospitality

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

4.97 out of 5 average rating, 104 reviews

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!

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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

5.0 out of 5 average rating, 121 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.

Indoor spacesKitchenBathroom

Guest favorite

A mixed-use commercial building is depicted, featuring four distinct vacation rental suites with varying architectural styles. The exterior showcases a combination of blue, brown, gray, and white colors. Pathways are lined with greenery, leading to the entrance, which is marked by a dark wooden door.

Apartment in Coupeville

4.91 out of 5 average rating, 303 reviews

Coupeville Coveland Suite #4

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!

Indoor spacesFamilyHospitality

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

4.93 out of 5 average rating, 1454 reviews

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

KitchenFamilyBathroom

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

4.97 out of 5 average rating, 156 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.

Indoor spacesFamilyView

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

4.93 out of 5 average rating, 912 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!

FamilyIndoor spacesLocation

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

4.99 out of 5 average rating, 159 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.

KitchenIndoor spacesBeach

Guest favorite

A serene waterfront view features a rocky shoreline leading to calm waters. The distant mountains create a peaceful backdrop under a clear sky, while gentle waves lap at the shore. The area is quiet, inviting leisurely walks along the beach.

Home in Coupeville

4.87 out of 5 average rating, 166 reviews

San Juan View

This spectacular water view home with nearby public beach access is a cozy peaceful house that is perfect to relax, unwind and beach walk. This 2 bedroom 1 bath house has 2 queen size beds, a well appointed kitchen, in house washer/ dryer, picnic table in yard, No Pets allowed at this property. WIFI and Smart TV. Located in the beautiful Sierra County Club community and is just 1/4 mile walk from Libbey beach park with steps to beach. Located very near to Ebey State Park.

FamilyKitchenOutdoor spaces

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

4.98 out of 5 average rating, 282 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.

Indoor spacesFamilyBiking

Superhost

A spacious living area is highlighted by large windows offering views of the water. A comfortable sofa is paired with an armchair, and a coffee table sits atop a soft area rug. Decor elements include a painting of ocean waves and a small table with fresh flowers.

Home in Coupeville

4.92 out of 5 average rating, 203 reviews

Ebey Landing Ocean View Retreat on Whidbey Island

Relax & enjoy your Whidbey Island Getaway. Spacious, Open design and newly renovated. Unforgettable sunsets and relaxing views of the Olympic Mountains and the Juan de Fuca Strait. Melt into the couch while watching eagles soaring throughout the sky, ships quietly passing by, and the waves break against the bluff. Highspeed internet for remote work and entertaining. Modern kitchen, formal dining, spacious living are await for you to enjoy a great vocation stay.

KitchenIndoor spacesCheck-in

Top guest favorite

The beachfront cottage features a charming exterior with a combination of wood and shingle siding. A wide pathway leads to the entrance, framed by lush landscaping. The structure includes a chimney and multiple windows, allowing natural light to enhance the inviting facade.

Cottage in Coupeville

4.95 out of 5 average rating, 357 reviews

Charming Keystone Beach Cottage

This beachfront cottage is located on the beautiful and serene Keystone Spit just a short walk to the Port Townsend ferry and Fort Casey state park. Bright and cozy with a long yard leading to the water, the cottage has room for six people to enjoy beachfront bonfires, badminton, bluff-side walks or relaxing puzzles and books.

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