
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.

Tide's Reach of the Umpqua
All it's own type thing, in it's own type place, a RIVERSIDE LUXERY GLAMP! Nooked in Oregon Coastal Mountains at edge of inland tidal waters. Set to the background of a small historic rural township, tucked just out of sight of the beaten route to/from the Pacific Ocean and Oregon Dunes a short 16mi away at Reedsport. Year round floating dock and river access all to yourself, different experience with each tide change, and kayaks provided. Otter, eagle, seal, fish, etc : a nature theme park!

GEM ON THE OREGON COAST
Looking over the river, sand dunes and the ocean, this 2 story - 3 bd Cape Cod home captures views from every room!! The open floor plan and interior decor makes it easy to entertain with a chef’s kitchen. The patio is exposed to the elements of the Oregon Coast and captivates it’s wildlife and natural beauty. This home is equipped for entering inside and out with a jacuzzi situated off the master bedroom. Don’t forget to enjoy the river rock fireplace for those cooler evenings. We welcome you!

Saunders Lakefront Retreat 600ft from Dunes
Lakefront home on Saunder’s Lake. Located 600ft from the dune entrance and a five minute ATV ride to the beach. Purchased property to build new home in a few years. We enjoy staying there so much that we decided to rent out the current older mobile as an opportunity to stay lakefront 600ft from the sand until construction begins for a fraction of what the price will be after we build. Please keep in mind that this is an older mobile as the price reflects so don’t expect a newly remodeled home.

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.

Lakeside Landing
Enjoy Stunning 180 degree Lake Views from the upstairs (separate unit) of a 2 story home on one of Oregon's Most Beautiful Lakes! You'll have your own Private 40' Deck & Private entrance, Full Kitchen, Full Bath, Dining Room, Living Room & Laundry Room. Wake up to magnificent sunrises out your bedroom window, lovely grass Lawn down to the lake, 2 docks, Jet Ski ramp, Sandy Beach & BBQ. After a fun day on the Lake or Exploring ALL the Oregon Coast has to offer, Come Home to Paradise!

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 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.

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.

Tenmile Lakeview Retreat
Escape to the Oregon Coast and soak up stunning views of Tenmile Lake from this modern, cozy getaway. Sip your morning coffee on the full deck, gather around the backyard fire pit, or relax indoors while enjoying the lake view and streaming your favorite shows on the Smart TV with high-speed WiFi. Here, you’ll find the perfect balance of relaxation and convenience. Come unwind, recharge, and create unforgettable memories at this lakeside retreat.

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.

Bandon Beach Shack - modern, clean & cozy A-frame
Charming, modernly styled A-frame cabin across from the beach, walkable to local shops and restaurants. This is a no-shoe home. If this isn't your jam, please book a different listing. There are so many! We are right across the street from the beach, but beach access is at either end of our street, about a 2-minute walk. Directly across from our house are protected dunes that cannot be traversed.
Popular amenities for Winchester Bay family-friendly rentals
Family-friendly home rentals with a hot tub

Hot Tub Ocean access river Dock

Welcome to The Seal Cove. Relax and rejuvenate.

Woahink Lake Studio Retreat - Pirate’s Cove

New listing! Beautiful lake front home hot tub

Four Levels. One Unforgettable Stay.

Cozy Cabin in The Woods

Bandon Journey Home

Spacious, Secluded 1BR Apt w/HotTub near Mingus Pk
Family- and pet-friendly home rentals

Coastal Cozy Stopover

Cozy Coastal Cottage Minutes to Beach free WiFi!

Octopus’ Garden, a retro oceanfront cottage

Petite Suite Near Bay Street

Cozy Bastendorff Beach House

Coastal Cottage Solitude: 2-bdrm on horse property

Serene Lake View Retreat

#StayInMyDistrict Bluebird Cottage Coos Bay
Family-friendly home rentals with wifi

Lakeside Retreat

Nautical Adventure in Coastal Reedsport!

Dreamy Lakeside Hideaway-Boat-access only

Tidewater Haven

Direct Dune Access! Sleeps 5!

Coastal retreat with dune access

Maud Lake Lodge - Dune Access Lakefront Home

'DOLLHOUSE 2' (4 br) R&S Vacation Homes
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!
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