Family-friendly holiday rentals in Winchester Bay

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Winchester Bay

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

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Top guest favourite
Home in North Bend
4.98 out of 5 average rating, 521 reviews

Bayview House - Beautiful Family Friendly Home With a View

Enjoy beautiful views of the bay and stunning sunsets through the large picture windows that welcome you to Bayview House. Observe the local wildlife including deer and a variety of birds while you sip your morning coffee. The waterfront outdoor fire pit is a perfect place to roast s’mores and relax after a day of adventures to nearby beaches, lakes, dunes and endless hiking trails. Everything you’ll need to prepare a quick snack or gourmet meal is provided in the bright and fully equipped kitchen. Memory foam topped beds, 100% cotton linens, and fluffy towels help to ensure a comfortable stay. You will find everything you need to feel right at home including SMART televisions with cable, high speed wifi, a washer and dryer, toiletries, a game room with foosball table, and plenty of board games, puzzles, books and children’s toys. Bayview Home is an ideal place for a family or group of friends to enjoy the beautiful Southern Oregon Coast! Bayview House may also be rented in conjunction with Bayview Cottage, a smaller home that sleeps 4 guests and is located right next door. Consider renting both homes together for larger parties or a gathering where families may want their own space. Together both homes can accommodate parties of 8 and each home has a full kitchen and a washer/dryer! Bayview home has a beautiful outdoor area that includes a fire-pit, bench, and table. During high-tide you can Stand Up Paddle or kayak right from the back yard. There are trails that head around the bay. Wildlife including egrets, deer, and geese often visit right out back! I am available by phone, text or email at anytime during your stay. I live nearby if you need anything while you are at the house. The house is located just a few blocks from Downtown North Bend, a small coastal town with shops, restaurants, antique stores and pubs. Located at the end of a quiet road next to a nature park providing ample opportunity to observe wildlife including deer and many birds. A short drive to several beaches and sand dunes for a day full of outdoor adventures. Plenty of parking for your toys including boats and trailers is available. World famous Bandon Dunes Golf Course is less than a 30 minute drive away! Conveniently located just a few blocks off of the Scenic Coastal Highway and a quick 5 minute drive to the North Bend airport. The house is fully handicap accessible with a ramp up to the front door and extra wide doors throughout the house. Please also note there is no barrier between the yard and the water (at high tide). Children will need to be supervised to ensure safety.

Guest favourite
A geodesic dome house is nestled among tall trees, featuring a dark exterior and a multi-faceted roof. A spacious deck extends from the house, furnished with a light blue table and chairs. Sunlight filters through the surrounding greenery, creating a serene environment.
Dome in Coos Bay
4.97 out of 5 average rating, 225 reviews

Hidden Dome Retreat in the Trees

Hidden in the trees at the end of a long private driveway, our Geodesic Dome House offers a unique adventure. Nestled on just over an acre provides the ultimate getaway for those seeking a one-of-a-kind vacation experience. Fully renovated, beautifully blends industrial modern design with natural surroundings, creating a tranquil escape you’ll cherish forever. Enjoy the outdoor kitchen and dining area, gather by the fire pit, soak in the peaceful surroundings for an unforgettable coastal retreat

Top guest favourite
A sweeping view of the Umpqua River surrounded by lush greenery and rolling hills under a clear blue sky. The vibrant landscape features a mix of water and grasslands, with wooded areas lining the riverbanks, creating a serene natural setting.
Guest suite in Reedsport
4.99 out of 5 average rating, 851 reviews

The Elk View Suite- 5 min to town, 15 min to Beach

The views of the Umpqua River and Elk Reserve are breathtaking from this spacious, cozy studio! The location is a perfect launching pad for adventures, but is also a relaxing place to stay & unwind. We provide quality amenities, a high level of cleanliness and personal touches to ensure a fabulous experience. Enjoy a cup of coffee or glass of wine on custom made furniture stationed right outside your door! Located 15 minutes from local beaches & only 30 min from either Coos Bay or Florence.

Top guest favourite
Two glasses of red wine sit on a wooden railing beside a bottle, overlooking a tranquil duck pond. Lush greenery surrounds the water, with ducks visible in the background, providing a serene setting for relaxation.
Home in Lakeside
4.98 out of 5 average rating, 125 reviews

The Casita on Duck Pond: Dune Access

Direct dune access!! Coastal adventure meets quiet retreat! This hidden gem of a home sleeps 4 and offers direct dune access, a short walk to Tenmile Lake, and quick drives to beaches and trails. Ride your ATVs, fish for bass, hike the coast, or simply relax by the pond with the ducks and a good book. Bring your ATVs, fishing boat, hiking boots, or stack of books and enjoy this peaceful spot to unwind after the day’s fun. Perfect for couples or small families seeking the best of both worlds.

Guest favourite
A bright and airy living room is furnished with a comfortable beige sofa and a recliner. A white coffee table is centered on a blue area rug. The space features two side tables with lamps and a television mounted above a modern electric fireplace.
Flat in Reedsport
4.96 out of 5 average rating, 135 reviews

Ridgeway Hideaway

This stylish place to stay is in the middle of everything. You are a short walk away from the disc golf course, Reedsport golf course and the hospital. A short drive (2-miles) from Winchester Bay where crabbing, fishing, the beach, and dunes are located. Minutes from downtown restaurants, shopping and boat launches. If you're a fisherman or ATV'r there is room to park your trailer in the spacious driveway. You will be able to keep a watchful eye on your trailer just outside your door.

Guest favourite
The exterior of a single-story home is featured, characterized by brown siding and a peaked roof. A wooden fence surrounds the front yard, and an American flag is displayed near the entrance. Soft evening light casts a warm glow over the inviting porch area.
Holiday home in Reedsport
4.94 out of 5 average rating, 116 reviews

Coastal Shenanigans!

This home is right in the middle of everything to do on the coast. Whether it's fishing the Umpqua river or the ocean, riding the dunes or shopping old town Florence. It's all 10- 30 minutes away. Go for a sunset walk on the beach! There is a nice little coffee shop close and some very good restaurants close by. There is free parking on the premises and on the street. Our driveway is 38' L x 20' W. If you are a boater, we have towels in the garage to wipe your boat off.

Guest favourite
Two hot tubs are showcased under soft, ambient lighting, surrounded by rustic wooden walls. The water reflects a calming blue hue, adding to the serene atmosphere. A fire pit glows warmly in the background, enhancing the relaxing environment.
Tower in North Bend
4.94 out of 5 average rating, 173 reviews

Stunning Views • Hot Tub • Cold Plunge

A few precious summer nights remain available at the Tower. Morning coffee above the bay. Hot tub under the stars. Cold plunge if you’re brave enough. Four stories of views, deep sleep, records, tons of curated books & magazines, games, and quiet that resets your whole nervous system. Not a basic Airbnb. Not a touristy beige hotel room with tiny lotion bottles. The kind of place you leave already planning to come back to. There’s a reason we have such RAVE reviews.

Guest favourite
A wooden dock extends over a calm lake, featuring two folding chairs positioned for serene views of the water and surrounding trees. The bright sky enhances the peaceful atmosphere, inviting moments of solitude and relaxation.
Cabin in Lakeside
4.88 out of 5 average rating, 263 reviews

Nestled in the Pines Lakefront Retreat W/Kayak

Perfect for writers, creatives, or those seeking peaceful solitude to recharge. - Private Dock & Kayak for 2 - Fishing, boating, and kayaking right at your doorstep. - Cozy Indoor Amenities - King bed - Wood stove . - Hot shower - With High-speed WiFi - With Smart TV - Outdoor Cooking - Propane grill to cook your catch of the day or enjoy a meal under the stars. - Stargaze from the dock or enjoy the serene, quiet atmosphere. Ideal for Solo Retreats

Top guest favourite
A spacious bedroom is depicted, featuring a large bed dressed in white and navy linens. A dresser and mirror are positioned near windows that allow natural light to fill the room. A cozy chair and decorative plants add a touch of warmth.
Guest suite in Florence
4.96 out of 5 average rating, 541 reviews

Quiet, serene retreat near stream, lakes, & ocean

Relax and renew in our private coastal guest suite with its own entrance. Enjoy a large sunlit bedroom, spacious bathroom with double vanity, sitting room with desk, and outdoor patio. Watch deer nibble blackberries outside your picture windows. Just minutes from beaches, dunes, lakes, and the charming town of Florence— The stars don't get brighter or the days more peaceful than at this quiet, secluded spot. Your peaceful retreat awaits.

Top guest favourite
A compact kitchenette is equipped with a refrigerator, sink, and various cooking utensils. Natural light filters in through a window adorned with flower graphics. Decorative elements, including sunflowers, enhance the warm wood paneling. A small dining table and comfortable seating complete the cozy atmosphere.
Guest suite in Florence
4.95 out of 5 average rating, 187 reviews

Cozy Ground Floor Efficiency Apt 4 Blks to Ocean

Heading to the coast for work or play? Book a stay in our ground floor getaway: Sunflower Seas! Queen bed, cast iron claw foot tub/shower, kitchenette, drop down desk/dining, wifi. On site parking. Kayaks available. Easy 4 block walk to Heceta Beach. Just two miles off Hwy 101, 5 miles to Old Town/Bay Street along the beautiful Siuslaw River. Lakes, hiking, light houses, covered bridges, waterfalls within an easy drive.

Top guest favourite
A serene harbor scene at dusk features docked boats reflecting in calm water. Soft lights illuminate the marina, creating a peaceful ambiance. Wooden pylons stand in the water, contributing to the tranquil setting surrounded by forested hills.
Home in Winchester Bay
4.99 out of 5 average rating, 149 reviews

Beautiful home with spectacular harbor view

Make some unforgettable beach memories at this unique and family-friendly place. Mid-century meets the 21st in this lovingly renovated home with spectacular harbor view. Within walking distance of the beach, dunes, lighthouse, harbor, and restaurants. Beautiful enclosed garden room provides sheltered space for dining and relaxing. Young children will love the one-of-a-kind alcove beds. Well-behaved dogs are welcome.

Guest favourite
A cabin surrounded by lush green forest is set amidst a spacious yard. Sunlight filters through the trees, casting a soft glow on the gravel driveway leading to the entrance. Nearby foliage and colorful blooms add natural beauty to the serene environment.
Cabin in Coos Bay
4.89 out of 5 average rating, 651 reviews

Glenn Creek Cabin

Glenn Creek Cabin is set on Glenn Creek in a beautiful Pacific Northwest forest. Only 3 miles from Golden & Silver Falls, you will find it's a great place to unwind from the pressures of life. The cabin offers modern accommodations for up to 4 guests with a fully-equipped kitcen, and everything you need to relax.

Popular amenities for Winchester Bay family-friendly rentals

Quick stats about holiday rentals that are family-friendly in Winchester Bay

  • Total holiday rentals

    Explore 10 holiday rentals in Winchester Bay

  • Nightly prices starting at

    Winchester Bay holiday rentals start at £60 per night before taxes and fees

  • Verified guest reviews

    Over 510 verified reviews to help you choose

  • Wifi availability

    10 of Winchester Bay holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Winchester Bay rentals

  • 4.9 Average rating

    Winchester Bay stays are highly rated by guests – averaging 4.9 out of 5!