
Family-friendly vacation rentals in Winchester Bay
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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.

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.

Sylvia's Sanctuary
Upscale recently renovated private loft in quiet wooded neighborhood. High ceilings, deep carpet, glass and ceramic tile, roomy shower. Luxury linens & comfortable Cal King bed Free WiFi, new 50" smart TV. Kitchenette with dishes, utensils, cookware. New 1800 watt cooktop Pantry has snacks and goodies. Private entrance and deck up stairs. Country feeling right in town. Minutes from shopping, Old Town, beach, dunes, trails. Respectful owners onsite. Raised Aerobed available for 3rd guest.

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.

Evergreen Oasis
Welcome to Evergreen Oasis, a labor of love meticulously crafted from the ground up by my wife and me. As you step into this charming retreat, you'll be embraced by the warmth of wood walls, the elegant contrast of a chic black ceiling, and a peaceful ambiance. Our cozy oasis invites you to unwind, recharge, and immerse yourself in its charm, a haven created just for you to enjoy and cherish. We're happy to share our special place with you and hope your stay brings wonderful memories!

ALL NEW!-Barnhaus-Spa+11 Acres+EV+Gym+Lake Access
The Barnhaus at Treetop Lodge—formerly The Studio—was completely and meticulously renovated for 2025. This handcrafted retreat sleeps 7 (2 kings, 1 bunkbed and a sofabed) with luxe TVs, a high-speed gaming PC, hot tub, firepit, EV Charging and gym. Set on 14 private acres with hiking trails through the forest that lead to a secluded lakefront. The private hot tub with string lighting is where rustic charm meets high-tech comfort—surrounded by nature and built for relaxation or play.

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!

Sunny Peaceful Ocean Cottage
At the end of the road, this comfortable home offers solitude and a charming hobbit path to beautiful Heceta Beach. It's a great place for family fun or a romantic get-away. Well stocked for cooking and kicking back. The 2 upstairs bedrooms are in an open loft (with an enclosed bathroom dividing the two spaces. NOTE: We still allow pets, but have had numerous problems with irresponsible dog owners. Well-behaved dogs and owners who take responsibility for their pets are welcome.

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.

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.

Hot Tub Ocean access river Dock- Read reviews!
Time to enjoy life! soak in the hot tub. Fish for salmon right from your own private dock on the siltcoos river! Dock your boat or have fun with sup, kayak and canoes. 100 yard paddle east to the second largest lake on the oregon coast. Or paddle west 2 miles on the Relaxed river to the ocean where you can then get out and play on the beach! Bird watch as you catch your fish. Take it easy at this unique and tranquil place.

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

Welcome to The Seal Cove. Relax and rejuvenate.

Woahink Lake Studio Retreat - Pirate’s Cove

The Cozy Crab Cottage

Architectural Marvel with cold plunge

GEM ON THE OREGON COAST

Luxurious Hilltop Home w/ Direct Dune Access

Cozy Cabin in The Woods

Adorable Mercer Lake Area Cottage with Hot Tub!
Family- and pet-friendly home rentals

Cozy Coastal Cottage Minutes to Beach free WiFi!

Tropical Paradise in Coastal Reedsport!

"The Coos Bay Get-Away" Dog friendly, 2 BR/1BA

Cozy Bastendorff Beach House

Charming private cabin on seasonal stream

Charming Vintage Apartment with Bay Views Downtown

Harbor view Cozy Cottage

Coastal Botanical Suite
Family-friendly home rentals with Wifi

Little House w/ Creek in Backyard near Ocean

Winchester bay Dungeness & dunes

Tidewater Haven

Wish You have a pleasant stay & wonderful trip.

Little Home in Lakeside+2 RV hookups

Maud Lake Lodge - Dune Access Lakefront Home

Laguna East

Coastal Get Away, Salmon Harbor View's
When is the best time to visit Winchester Bay?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$74,477 GYD | G$74,477 GYD | G$83,682 GYD | G$88,912 GYD | G$89,540 GYD | G$64,854 GYD | G$77,406 GYD | G$77,406 GYD | G$88,912 GYD | G$83,682 GYD | G$74,477 GYD | G$74,477 GYD |
| Avg. temp | 7°C | 7°C | 8°C | 9°C | 11°C | 13°C | 14°C | 14°C | 14°C | 11°C | 9°C | 7°C |
Quick stats about vacation rentals that are family-friendly in Winchester Bay

Total vacation rentals
Explore 20 vacation rentals in Winchester Bay

Nightly prices starting at
Winchester Bay vacation rentals start at G$16,736 GYD per night before taxes and fees

Verified guest reviews
Over 580 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Winchester Bay vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Winchester Bay rentals

4.8 Average rating
Winchester Bay stays are highly rated by guests—averaging 4.8 out of 5!
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