
Family-friendly vacation rentals in Winchester Bay
Find and book unique family-friendly homes on Airbnb
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$25,103 GYD per night before taxes and fees

Verified guest reviews
Over 690 verified reviews to help you choose

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

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!
Top-rated family-friendly rentals in Winchester Bay
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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!
Indoor spacesFamilySleep quality

Home + Guesthouse ~Dunes Nearby, Gated ATV parking
Whispering Pines is a main house PLUS guesthouse and game room! Blocks from town, yet privacy among trees. Ride to the dunes from this property on the PAVED ATV Route! Enjoy the lake. Gated parking for boats, ATVs. Chill by the fire. Cozy fireplace. Soak in the deep clawfoot bathtub. Book the tiny home next door too (Tiny Pines is a separate listing). Whether you are looking for adventure getaway, romantic weekend, or peaceful vacation, Whispering Pines is a special Oregon Coast Oasis getaway!
KitchenIndoor spacesComfort

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.
Indoor spacesKitchenGetting around

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. Dog friendly-NO cats.
FamilyIndoor spacesBeach

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.
KitchenIndoor spacesHeating

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.
KitchenIndoor spacesWalkability

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.
Indoor spacesFamilyBathroom

'DOLLHOUSE 2' (4 br) R&S Vacation Homes
Located in Reedsport Oregon. 20 miles south of Florence and 20 miles north of Coos Bay/North Bend. The central hub of the Southern Oregon Coast. Only minutes away from all your coastal enjoyments. The town of Reedsport is a quaint little town full of its own entertainment. The Dollhouse is located only two blocks off Hwy.101 and minutes from the beach. Reedsport is complete with it's own Restaurants, Shopping Centers, and Old Town for all your other needs.
FamilyKitchenBeach

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
FamilyIndoor spacesSleep quality

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.
FamilyIndoor spacesParks

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.
FamilyIndoor spacesTV

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

Hot Tub + Cold Plunge | Bay Views | The Tower
FamilyIndoor spacesAccuracy

Nature Retreat- in Old Town!
KitchenFamilyLaundry

Hot Tub Ocean access river Dock Coast Cottage
Indoor spacesKitchenWalkability

Spacious, Secluded 1BR Apt w/HotTub near Mingus Pk
Indoor spacesKitchenBeach

Woahink Lake Studio Retreat - Pirate’s Cove
FamilyIndoor spacesAccess

Welcome to The Seal Cove. Relax and rejuvenate.
KitchenIndoor spacesLocation

Cozy River Cabin
FamilyKitchenBathroom

Sea Star Spa – Hot Tub, Walk to Beach
KitchenIndoor spacesParking
Family- and pet-friendly home rentals

Extended Stay Deals! Home Near Ocean & Dunes
Indoor spacesKitchenParking

Tide's Reach of the Umpqua
FamilyIndoor spacesLocation

Siltcoos Floating Cabin
Indoor spacesFamilyBeach

Ocean View Retreat, Florence/Yachats, OR
FamilyIndoor spacesLocation

Ms. Ellie’s Estate
FamilyIndoor spacesHospitality

Sunset Dunes Getaway
FamilyKitchenBeach

Coastal Cozy Stopover
FamilyKitchenValue

Serene Lake View Retreat
KitchenIndoor spacesSleep quality
Family-friendly home rentals with Wifi

Coastal Charm & Views - Near Oregon Dunes & Golf
FamilyIndoor spacesAmenities

#StayinMyDistrict Cape Arago Sanctuary at the Sea
Indoor spacesKitchenParks

The Cliff House on the Bay w/Stunning Water Views
Indoor spacesFamilyValue

The Winsor Studio
FamilyIndoor spacesSolo travel

BayView Villa On Sunset. Dune access, Ocean views
KitchenIndoor spacesPool

Winchester bay Dungeness & dunes
Indoor spacesFamilyCondition

Ranch Road Retreat 3 bd 2.5 bath Sleeps 6
Indoor spacesFamilyHiking

Little House w/ Creek in Backyard near Ocean
Indoor spacesKitchenHospitality
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