
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$25,106 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!
FamilyKitchenSleep 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!
Indoor spacesFamilySleep quality

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.
FamilyKitchenView

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.
FamilyKitchenQuiet

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.
FamilyIndoor spacesAmenities

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.
FamilyIndoor spacesAccuracy

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 spacesKitchenAccess

'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.
Indoor spacesKitchenCleanliness

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.
FamilyKitchenLocation

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.
Indoor spacesKitchenParks

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.
FamilyKitchenAccess

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

Hot Tub + Cold Plunge | Bay Views | The Tower
Indoor spacesFamilyView

Nature Retreat- in Old Town!
Indoor spacesKitchenQuiet

Hot Tub Ocean access river Dock Coast Cottage
Indoor spacesKitchenBathroom

Woahink Lake Studio Retreat - Pirate’s Cove
KitchenFamilyGetting around

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

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

Cozy River Cabin
FamilyIndoor spacesCleanliness

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

Tide's Reach of the Umpqua
KitchenFamilyQuiet

Siltcoos Floating Cabin
Indoor spacesKitchenHeating

Extended Stay Deals! Home Near Ocean & Dunes
FamilyKitchenAccuracy

Ocean View Retreat, Florence/Yachats, OR
KitchenIndoor spacesAccess

Ms. Ellie’s Estate
KitchenFamilyWalkability

3- Bedroom home close to beach,dunes,shops
FamilyIndoor spacesOutdoor spaces

Bay & Dune Haven | Oregon Coast
KitchenFamilyHospitality

Cozy Coastal Cottage
KitchenFamilyRiver
Family-friendly home rentals with Wifi

The Winsor Studio
Indoor spacesFamilyComfort

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

Winchester bay Dungeness & dunes
KitchenIndoor spacesWalkability

Little House w/ Creek in Backyard near Ocean
Indoor spacesFamilyAmenities

Ranch Road Retreat 3 bd 2.5 bath Sleeps 6
Indoor spacesKitchenComfort

Coastal Forest Rendezvous Suite for Two!
Indoor spacesFamilyCleanliness

Cozy Coastal Getaway
Indoor spacesFamilyBeach

Wish You have a pleasant stay & wonderful trip.
Indoor spacesFamilyHot tub
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