
Family-friendly holiday 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.

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.

Waterfront Cottage with Eagles & Highland Cows
Escape to our WATERFRONT farm just outside of Langley on beautiful Whidbey Island with Eagles & Highland Cows. Our family has lived here since 1890, and we have a wonderful guest cottage sitting on the high bank with 180-degree views of Saratoga Passage, Mount Baker, and the North Cascades. With 900 square feet of open living area, a fireplace, full kitchen, washer/dryer, king size bed, high speed internet, 2 TV's, beautiful furnishings and easy access to the beach it's the perfect get-away!

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

Coupeville Coveland Suite #3
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!

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.

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.

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.

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!

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.

Waterfront Beach Home with Amazing Bay Views
If you were any closer to the water, you would be on a boat. This is the perfect place to escape the hustle and bustle of everyday life. Sit in the sun porch and enjoy the stunning expansive view of Utsalady Bay, where you will likely see seals or otters swimming just off-shore, bald eagles soaring overhead, or large blue herons fishing. It is a wonderful place to sit back, take it all in and relax with your friends or family.

House on Penn Cove: Charming Low Bank Waterfront
The House on Penn Cove is located on a private road going down a cliff to no bank water front, so this a very private location. There is unobstructed Penn Cove views and the historic town of Coupeville can be seen across the cove. On clear days, you have a spectacular view of the Olympic Mountain range. The house has a Mid Century Modern design with particularly the Pink Kitchen being something that has to be seen.
Popular amenities for Penn Cove family-friendly rentals
Family-friendly home rentals with a hot tub

Chickadee Cottage · Sauna, Soaking Tub & Garden

Cabin * Hot tub * Fire pit * View * Getaway!

Couples Cottage - Hot Tub- view San Juan Islands!

Port Townsend waterfront new sauna!

Waterfront w/ Beach, Hot Tub, Kayak, Paddle board

The Woodpecker On Guemes Island w/Hot Tub!

Anacortes Waterfront Complete Remodel/Hot Tub

Orient Express at Olympic Railway Inn
Family- and pet-friendly home rentals

Waterfront Beach Cabin on Whidbey Island

Waterfront, Sunsets and Mountains

The Bit & Bridle Cabin bids you welcome!

The Nature Refuge

The Field House Farm Stay on Midnight's Farm

Entire Bluff House plus Cottage on the Salish Sea

Sea Star ~ a cozy yurt minutes from Port Townsend

Forest Tiny House | Fire Pit | Olympic Peninsula
Family-friendly home rentals with a pool

Seaside Suite by Mukilteo Beach

Waterfront Gamble Bay House +Seasonal Heated Pool

Captain Berg's Getaway

Sunset ocean view home, close to town

Colorful Container Home on 13 acre estate

Sauna + Cold Plunge + Hot Tub & Red-light therapy

Unique Open Concept Log Home

Calm, serene ocean view chalet
Destinations to explore
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- House rentals Penn Cove
- Rentals with a fireplace Penn Cove
- Rentals with a patio Penn Cove
- Rentals with outdoor seating Penn Cove
- Waterfront rentals Penn Cove
- Rentals with beach access Penn Cove
- Rentals with a washing machine and dryer Penn Cove
- Family-friendly rentals Island County
- Family-friendly rentals Washington
- Family-friendly rentals United States
- University of Washington
- Space Needle
- Seattle Aquarium
- Lumen Field
- Seattle Center
- Woodland Park Zoo
- T-Mobile Park
- Bear Mountain Golf Club
- Marymoor Park
- Climate Pledge Arena
- Chateau Ste. Michelle Winery
- Salt Creek Recreation Area
- Discovery Park
- Amazon Spheres
- Port Angeles Harbor
- Birch Bay State Park
- 5th Avenue Theatre
- Craigdarroch Castle
- Deception Pass State Park
- Willows Beach
- Olympic Game Farm
- Golden Gardens Park
- Kerry Park
- Waterfront Park




