Family-friendly holiday rentals in Winchester Bay

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.

Sylvia's Sanctuary

Upscale recently renovated private loft in quiet wooded neighborhood. High ceilings, deep carpet, glass and ceramic tile, roomy shower. Luxury linens & comfortable Cal King bed Free WiFi, new 50" smart TV. Kitchenette with dishes, utensils, cookware. New 1800 watt cooktop Pantry has snacks and goodies. Private entrance and deck up stairs. Country feeling right in town. Minutes from shopping, Old Town, beach, dunes, trails. Respectful owners onsite. Raised Aerobed available for 3rd guest.

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.

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.

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!

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.

☆Sully's Sanctuary☆ Centrally located/North Bend

** Discount applied when you stay 2 nights or more! Also, ask about National Education Association or Oregon Education Association membership discounts.** Enjoy a stay on the Oregon coast in this spacious guest suite (508 sq. ft.), complete w/ private entrance, comfy queen-size bed, large private bathroom & eating area. A mini-fridge/freezer, microwave, wi-fi, smart TV/DVDs & dedicated parking are provided.

(U2)Great studio apartment in Florence by Old Town

This small upstairs studio apartment is in a safe double entrance building walking distance to downtown Old Town! Enjoy this 1950 era charming building that has been completely renovated. Enjoy the breeze from the skylight and welcoming ambience of the building. This simple clean unit is great for someone looking for a relaxing quiet place to stay after enjoying the beach or nearby shopping.

Siltcoos Floating Cabin

Unleash your inner adventurer with a night in our charming 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.