
Family-friendly holiday rentals in Winchester Bay
Find and book unique family-friendly homes on Airbnb
Quick stats about holiday rentals that are family-friendly in Winchester Bay

Total holiday rentals
Explore 20 holiday rentals in Winchester Bay

Nightly prices starting at
Winchester Bay holiday rentals start at $167 AUD per night before taxes and fees

Verified guest reviews
Over 690 verified reviews to help you choose

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Winchester Bay holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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!
FamilyKitchenLong stay

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 spacesFamilyBathroom

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.
KitchenIndoor spacesBiking

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.
KitchenIndoor spacesCheck-in

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.
Indoor spacesKitchenGetting around

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 spacesKitchenWi-Fi

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!
Indoor spacesFamilyPets

'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.
KitchenIndoor spacesHospitality

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 spacesFamilyNearby

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.
KitchenFamilyHiking

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.
FamilyIndoor spacesLaundry

Siltcoos Floating Cabin
Floating Cabin on Siltcoos Lake. This intimate 9' x 12' space is perfect for a romantic getaway or a solo retreat into nature. Picture waking up to the gentle lapping of waves and panoramic lake views. Arrive before sunset to witness the lake's breathtaking beauty unfold and embark on your unforgettable lakeside adventure.
FamilyKitchenBarbecue
Popular amenities for Winchester Bay family-friendly rentals
Family-friendly home rentals with a hot tub

Hot Tub + Cold Plunge | Bay Views | The Tower
KitchenFamilyPool

Nature Retreat- in Old Town!
KitchenFamilyComfort

Hot Tub Ocean access river Dock Coast Cottage
FamilyIndoor spacesHot tub

Woahink Lake Studio Retreat - Pirate’s Cove
KitchenFamilyCheck-in

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

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

Cozy River Cabin
FamilyIndoor spacesHiking

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

Secluded Lakefront Mini-Cabin W/ Paddleboards
Indoor spacesKitchenParking

Tide's Reach of the Umpqua
KitchenFamilyGetting around

Ocean View Retreat, Florence/Yachats, OR
Indoor spacesKitchenView

Extended Stay Deals! Home Near Ocean & Dunes
KitchenIndoor spacesCheck-in

Ms. Ellie’s Estate
Indoor spacesKitchenAccuracy

Charming Vintage Apartment with Bay Views Downtown
Indoor spacesFamilyBeach

3- Bedroom home close to beach,dunes,shops
FamilyKitchenCheckout

Downtown Warm House Apartment
Indoor spacesKitchenDecor
Family-friendly home rentals with Wi-Fi

The Casita on Duck Pond: Dune Access
FamilyKitchenValue

Bayview House - Beautiful Family Friendly Home With a View
Indoor spacesKitchenBeach

BayView Villa On Sunset. Dune access, Ocean views
FamilyIndoor spacesCheck-in

Winchester bay Dungeness & dunes
KitchenFamilyWalkability

Ranch Road Retreat 3 bd 2.5 bath Sleeps 6
Indoor spacesKitchenQuiet

Little House w/ Creek in Backyard near Ocean
KitchenFamilyAccess

Cozy Coastal Getaway
KitchenIndoor spacesSleep quality

Coastal Forest Rendezvous Suite for Two!
KitchenIndoor spacesAccuracy




