
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.

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.

Vintage Airstream in Florence's Heceta Beach!
Enjoy a camp setting just a block-long stroll to Heceta Beach in this vintage 1964 Airstream Land Yacht. Cheerfully renovated with comfy full bed in the front and two twins mid cabin. Microwave, fridge and coffee maker, work desk. There are two other Airstreams at camp too, if you are traveling with others and wish to have additional space. Each with separate outdoor sitting areas. (see Exploding Whale Beach Camp's listing for 2nd Airstream info and there is a tiny Airstream next to yours.)

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.

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.

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.

The Salty Duplex (Right Side)
We are located uptown, only 4 minutes from Winchester Bay! The neighborhood is very quiet and comfy. There is a fully stocked kitchen with lots of gadgets, a Keurig coffee pot with a random assortment of kcups, and gas BBQ, and a bar for good conversation. In the Livingroom we have Spectrum cable TV and high speed WiFi. There are 2 bedrooms with one king and one queen bed both upstairs. There is plenty of room for an air mattress in the Livingroom, which is in the closet downstairs!

Coastal Charm & Views - Near Oregon Dunes & Golf
Bayview House is located in a quiet historic neighborhood with amazing views . A place to relax and unwind. Enjoy beautiful sunrises, storm watch, barbecues on the deck or hang out by the fire with friends and family. Enjoy all the coast has to offer: fishing, crabbing, clamming, beach combing, hiking, kayaking, ATV-ing and golf. Bayview House has easy access to Bandon Dunes golf resort and several state parks including Shore Acres and Oregon Dunes National Recreational Area!

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.

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.

Cozy A-Frame w/Spa+14 acres+EV+Trails+Lake Access
Looking to create a “Lifetime Memory?” Welcome to Treetop Lodge—a renovated two-level A-frame on 14 private acres. Nestled in the hills of Lakeside, it feels secluded but is just minutes from town. Hike private forest trails that end at at the lake, soak in the Jacuzzi under the stars, toast marshmallows by the firepit, or curl up in the cozy loft for the ultimate movie night. Whether you're chasing adventure or seeking calm, the experience is yours to create.

Secluded Lakefront Mini-Cabin W/ Paddleboards
Remote lakefront retreat—boat access only. We provide all arrival details after booking. Tucked away on North Tenmile Lake, this peaceful mini-cabin is perfect for a romantic escape or quiet writer’s retreat. Features a full kitchen, full bathroom with shower/tub combo, loft with king bed and lake views. Enjoy a private dock, paddleboards, high-speed WiFi, fishing, stargazing, and morning coffee by the water. The perfect mix of peace, privacy, and nature.

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.
Popular amenities for Winchester Bay family-friendly rentals
Family-friendly home rentals with a hot tub

Hot Tub Ocean access river Dock Coast Cottage

Welcome to The Seal Cove. Relax and rejuvenate.

Woahink Lake Studio Retreat - Pirate’s Cove

The Cozy Crab Cottage

New listing! Beautiful lake front home hot tub

GEM ON THE OREGON COAST

Luxurious Hilltop Home w/ Direct Dune Access

Walton cabin near hiking, beaches, wineries,
Family- and pet-friendly home rentals

Coastal Cozy Stopover

Cozy Coastal Cottage Minutes to Beach free WiFi!

Cozy Ground Floor Efficiency Apt 4 Blks to Ocean

Coos Bay Getaway, Crabbing, Fishing, Golf, Dunes!

Lost in Lakeside

Petite Suite Near Bay Street

Extended Stay Deals! Home Near Ocean & Dunes

Charming Vintage Apartment with Bay Views Downtown
Family-friendly home rentals with wifi

Dunehaven STUDIO DUNE ACCESS LAKEFRONT Retreat

Dreamy Lakeside Hideaway-Boat-access only

Tidewater Haven

Little House w/ Creek in Backyard near Ocean

Wish You have a pleasant stay & wonderful trip.

The Harbor House, Florence OR

Coastal retreat with dune access

The Well Beach Cottage
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 $102 SGD 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!
Destinations to explore
- Seattle Holiday rentals
- Puget Sound Holiday rentals
- Eastern Oregon Holiday rentals
- Portland Holiday rentals
- Willamette Valley Holiday rentals
- Willamette River Holiday rentals
- Sacramento River Holiday rentals
- Southern Oregon Holiday rentals
- Deschutes River Holiday rentals
- Bend Holiday rentals
- Eugene Holiday rentals
- Forks Holiday rentals
- Apartment rentals Winchester Bay
- Rentals with a washing machine and dryer Winchester Bay
- Cabin rentals Winchester Bay
- Rentals with a patio Winchester Bay
- Beachfront rentals Winchester Bay
- Rentals with outdoor seating Winchester Bay
- Family-friendly rentals Douglas County
- Family-friendly rentals Oregon
- Family-friendly rentals United States




