Vacation rentals in Winchester Bay

4.81 out of 5 average rating, 150 reviews

An older mobile home is shown, surrounded by gravel parking. The structure features a wooden ramp leading to the entrance, with large windows allowing natural light. Tall trees provide shade, creating a serene outdoor environment.

Home in North Bend

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.

ValueLocationQuiet

4.99 out of 5 average rating, 106 reviews

A cozy fire pit encircled by log seating is visible in the foreground, surrounded by lush greenery. The two-story guest house and main house are positioned nearby, each featuring large windows and warm lighting, creating an inviting outdoor space as evening sets in.

Home in Lakeside

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!

LocationFamilyOutdoor spaces

Vacation home in Reedsport

The exterior of a single-story home is featured, characterized by brown siding and a peaked roof. A wooden fence surrounds the front yard, and an American flag is displayed near the entrance. Soft evening light casts a warm glow over the inviting porch area.

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.

LocationFamilyLaundry

4.91 out of 5 average rating, 139 reviews

4.99 out of 5 average rating, 885 reviews

A sweeping view of the Umpqua River surrounded by lush greenery and rolling hills under a clear blue sky. The vibrant landscape features a mix of water and grasslands, with wooded areas lining the riverbanks, creating a serene natural setting.

Guest suite in Reedsport

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.

LocationFamilyBathroom

4.99 out of 5 average rating, 139 reviews

Two glasses of red wine sit on a wooden railing beside a bottle, overlooking a tranquil duck pond. Lush greenery surrounds the water, with ducks visible in the background, providing a serene setting for relaxation.

Home in Lakeside

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.

LocationValueGrill

4.96 out of 5 average rating, 155 reviews

A bright and airy living room is furnished with a comfortable beige sofa and a recliner. A white coffee table is centered on a blue area rug. The space features two side tables with lamps and a television mounted above a modern electric fireplace.

Apartment in Reedsport

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.

ValueFamilyHospitality

The exterior of a two-story duplex is seen, featuring a light-colored siding and multiple large windows. A small garage is located to the right, and a fenced yard provides privacy. The sky displays soft hues during sunset, enhancing the calm ambiance.

4.94 out of 5 average rating, 287 reviews

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!

ValueFamilyWalkability

A well-appointed living area is featured, showcasing a dark blue couch and a matching armchair. A wooden entertainment unit holds a flat-screen TV, while a decorative clock adorns the wall. Natural light enters through a window with closed blinds, and a small tree adds a touch of decor.

4.94 out of 5 average rating, 51 reviews

Winchester bay Dungeness & dunes

Your family will be close to everything when you stay at this centrally-located place. Located in an amazing spot with fishing, dungeness crabbing, beaches, great food and entertainment, plus the dunes right out the front door. The home is within walking distance to several restaurants, tackle shops, and even a rock shop. Plenty of room to park a toy hauler, or other outdoor recreation vehicles like a boat. Experience amazing sunsets and sand between your toes.

LocationFamilyBeach

4.83 out of 5 average rating, 103 reviews

'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.

FamilyValueOutdoor spaces

4.93 out of 5 average rating, 148 reviews

Cabin in Lakeside

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.

LocationValueAmenities

4.97 out of 5 average rating, 520 reviews

A covered outdoor seating area is presented with bright orange chairs and a white table, offering views of Tenmile Lake and the surrounding greenery. The clear blue sky enhances the serene atmosphere. Lush trees frame the picturesque backdrop while sunlight creates a warm ambiance.

Home in Lakeside

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.

FamilyLocationAccuracy

4.96 out of 5 average rating, 577 reviews

A spacious bedroom is depicted, featuring a large bed dressed in white and navy linens. A dresser and mirror are positioned near windows that allow natural light to fill the room. A cozy chair and decorative plants add a touch of warmth.

Guest suite in Florence

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.

LocationFamilyCheckout

Popular amenities for Winchester Bay vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Winchester Bay oceanfront vacation rentals

4.86 out of 5 average rating, 407 reviews

The spacious living area features floor-to-ceiling windows that afford sweeping ocean views. A comfortable sectional sofa and several accent chairs are arranged around a central coffee table on a patterned rug. The warm wooden ceiling adds an inviting touch to the room.

Home in Coos Bay

#StayinMyDistrict Cape Arago Sanctuary at the Sea

ValueFamilyParking

4.97 out of 5 average rating, 181 reviews

An insulated dome interior showcases a cozy space with a plush brown blanket draped over a spacious bed. A stone hearth is centrally positioned, with wood-fired heating. Two tall tables with chairs and a sectional sofa are located near expansive windows that provide views of the outdoors.

Dome in Scottsburg

Tide's Reach of the Umpqua

ValueLocationCleanliness

Vacation home in Coos Bay

Two wooden chairs are positioned on a grassy area, facing a serene ocean view. In the distance, a lighthouse stands atop a rocky outcrop, surrounded by calm waters and a clear sky, providing a scenic backdrop.

Oceanfront Home, Lighthouse, Beach Access, Sunsets

FamilyValueBathroom

4.99 out of 5 average rating, 102 reviews

4.95 out of 5 average rating, 116 reviews

A spacious living area is shown, featuring large windows that offer expansive views of the beach and ocean. Comfortable couches are arranged around a coffee table on a patterned area rug. A large flat-screen television is mounted on the wall, enhancing the inviting ambiance.

Home in Florence

5BR w/3 Kings + Heceta’s Best Ocean Views!

ValueFamilyParks

4.91 out of 5 average rating, 142 reviews

Home in Bandon

The Triton Vacation Home

FamilyLocationBackyard

4.92 out of 5 average rating, 213 reviews

A rustic duplex is shown, surrounded by a spacious gravel yard. Large trees provide shade, and a swing hangs from one. Nearby, a play structure adds a playful element, while the clear blue sky brightens the scene.

Cottage in Coos Bay

Bay Cove Cottage A

LocationValueWifi

4.83 out of 5 average rating, 23 reviews

Home in Florence

Ocean Song Retreat

FamilyValueCheck-in

4.97 out of 5 average rating, 36 reviews

Home in Florence

Sandcastle Cottage at Heceta Beach

ValueLocationSleep quality

Other great vacation rentals in Winchester Bay

The exterior of a charming green cottage is illuminated at dusk, showcasing a crab emblem above the front door. Warm lighting enhances the welcoming atmosphere, while vibrant blue windows contrast with the wooden accents. A pathway is lined with decorative features, creating an inviting entrance.

4.84 out of 5 average rating, 61 reviews

The Cozy Crab Cottage

FamilyValueHospitality

A wide view captures the serene Harbor, featuring boats in the water and buildings lining the shore. The clear sky and distant trees frame this tranquil scene, offering insight into the coastal surroundings.

4.91 out of 5 average rating, 78 reviews

Coastal Get Away, Salmon Harbor View's

LocationFamilyBathroom

An aerial view of a modern, two-story home with a dark exterior. The property features a spacious driveway and landscaped yard. Large windows allow natural light to brighten the interior. A vibrant sunset casts a colorful backdrop, enhancing the peaceful setting.

4.94 out of 5 average rating, 65 reviews

BayView Villa On Sunset. Dune access, Ocean views

LocationValueKitchen

5.0 out of 5 average rating, 16 reviews

Coastal Forest Rendezvous Suite for Two!

FamilyLocationComfort

A single-story home is enclosed by a white picket fence, with manicured greenery and shrubs visible in the front yard. Two tall conifer trees stand prominently on either side of the house, complemented by a clear blue sky overhead.

4.88 out of 5 average rating, 60 reviews

Wish You have a pleasant stay & wonderful trip.

LocationValueBathroom

The exterior of a large two-story home is positioned amid lush greenery, showcasing a navy blue façade and multiple windows. A spacious driveway leads to the entrance, with surrounding gardens featuring shrubs and trees, creating a sense of privacy and tranquility.

5.0 out of 5 average rating, 21 reviews

Ranch Road Retreat 3 bd 2.5 bath Sleeps 6

FamilyLocationView

5.0 out of 5 average rating, 27 reviews

Cozy Coastal Getaway

LocationFamilyOutdoor spaces

A covered porch extends from the home's exterior, featuring wooden railings and ample seating. A black grill is positioned on the side, with outdoor furniture nearby. The lawn is spacious and well-maintained, surrounded by trees in a peaceful setting.