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.

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Guest favorite

Dome in Scottsburg

4.96 out of 5 average rating, 153 reviews

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!

Top guest favorite

Guest suite in Reedsport

4.99 out of 5 average rating, 802 reviews

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.

Top guest favorite

Home in Lakeside

4.98 out of 5 average rating, 113 reviews

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.

Guest favorite

Home in Florence

4.92 out of 5 average rating, 193 reviews

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!

Guest favorite

Guest suite in Florence

4.95 out of 5 average rating, 498 reviews

Quiet, serene retreat near stream, lakes, & ocean

Come relax and renew on the coast in our private guest suite with its own entrance. The stars don't get brighter or the days more peaceful than at this quiet, secluded spot. This retreat with tons of natural light, includes a large bedroom, bathroom spacious shower and double vanity and a sitting room with desk/drawing table and outdoor patio. Enjoy the deer that meander past your large windows to eat blackberries. Just a few minutes away are the beach, dunes, lakes and Florence.

Top guest favorite

Apartment in Reedsport

4.96 out of 5 average rating, 105 reviews

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.

Guest favorite

Barn in Lakeside

4.97 out of 5 average rating, 446 reviews

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 11 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.

Guest favorite

Cabin in Lakeside

4.94 out of 5 average rating, 116 reviews

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.

Superhost

Apartment in Coos Bay

4.81 out of 5 average rating, 172 reviews

#StayinMyDistrict Historic Heritage in Coos Bay

#StayinMyDistrict Downtown Coos Bay! Beautiful and quiet residential neighborhood close to downtown Coos Bay Shopping, Dining & Entertainment. (6-8 blocks walking distance). This 1 bedroom 1 bath Suite sleeps up to (4). Comfortable & Cozy with vintage charm and modern updates create a pleasant place to stay in Coos Bay. Fully furnished, Cable & WIFI, full kitchen, WD and FREE parking. Outdoor space & dog Friendly with pre-approval.

Top guest favorite

Home in Winchester Bay

4.98 out of 5 average rating, 124 reviews

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.

Guest favorite

Home in North Bend

4.93 out of 5 average rating, 137 reviews

Forested Retreat Close to Dunes/Beach/Town

Enjoy unmatched privacy with over an acre of land all to yourself and close proximity to town, the dunes and beach! Located 5 minutes from Hwy 101, 10 minutes from downtown North Bend and 15 minutes from Horsefall Beach! Relax on the expansive deck by the fire-pit with your coffee/wine or BBQ a feast while soaking in the country like setting. If your lucky a momma deer with her fawns may make an appearance!

Top guest favorite

Cottage in Mapleton

4.96 out of 5 average rating, 244 reviews

A River Cottage for Every Season

The Riverview Cottage is a little slice of heaven. Unbelievable views from every window; even on a rainy day, you'll catch yourself frittering away the time staring up river, or at the surrounding coast range mountains. Truly heaven on earth. This is the place to get away from technology and reconnect with nature. The Cottage is one of three houses on the property, and can sleep up to four people.