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Holiday rentals in Charleston

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Top-rated holiday rentals in Charleston

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
Bright living area features large picture windows offering views of the bay. A comfortable seating area is complemented by a work desk positioned beside a round entryway. The wooden wall adds warmth to the space, while natural light enhances the inviting atmosphere.
Cottage in North Bend
4.95 out of 5 average rating, 513 reviews

Bayview Cottage - Charming Family Friendly Home With a View

Enjoy beautiful views of the bay and wildlife including deer and a variety of birds from the large picture windows that welcome you to Bayview Cottage. Gather around the waterfront fire pit after a day of adventures to enjoy s’mores and stunning sunsets. Everything you’ll need to prepare a gourmet meal or a quick snack is provided in the fully equipped kitchen including spices, bakeware, a variety of kitchen appliances, and other cooking essentials. All three beds feature memory foam and cozy bedding to provide a wonderful night’s sleep. The house is fully stocked with Smart televisions including cable, high speed wifi, a washer and dryer, toiletries, and plenty of books, puzzles, toys and games. Bayview Cottage is an ideal home for families or a group of friends enjoying the beautiful Southern Oregon Coast! Bayview Cottage may also be rented in conjunction with Bayview House, a larger home that sleeps 4 guests and is located right next door. Consider renting both homes together for larger parties or a gathering where families may want their own space. Together both homes can accommodate parties of 8 and each home has a full kitchen and a washer/dryer! This waterfront property is great for cozy evenings around the firepit. During low tide clam from the property or take a nature hike around the bay. Large picture windows provide views of the incredible sunsets while staying warm and cozy indoors. Along with the cottage, enjoy the deck with lawn chairs as well as the waterfront fire pit in the private backyard. I am available by phone, text or email at anytime during your stay. I live nearby if you need anything while you are at the cottage. The cottage is located just a few blocks from Downtown North Bend, a small coastal town with shops, restaurants, antique stores and pubs. Located at the end of a quiet road next to a nature park providing ample opportunity to observe wildlife including deer and many birds. A short drive to several beaches and sand dunes for a day full of outdoor adventures. Plenty of parking for your toys including boats and trailers is available. World famous Bandon Dunes Golf Course is less than a 30 minute drive away! Conveniently located just a few blocks off of the Scenic Coastal Highway and a quick 5 minute drive to the North Bend airport.

Top guest favourite
A vibrant sunset casts warm hues of orange, pink, and purple across the sky, framed by silhouetted trees. The view reveals a calm waterway below, enveloped by misty hills in the distance, creating a serene atmosphere.
Guest suite in Coos Bay
4.96 out of 5 average rating, 242 reviews

Smile At The Rain Guest Suite

This fully furnished ground-level guest suite with expansive views is designed for comfort and ease, whether for short or extended stays. At 800 square feet, it features a clean, open-concept layout, thoughtful furnishings, and in-suite laundry facilities, which make settling in effortless. Two oversized sliding glass doors open to a deck with outdoor seating and Bay views that guests rave about. The living area features cozy seating, a smart TV on wheels for flexibility, and a workspace setup.

Top guest favourite
A cozy blue cottage is presented with a welcoming front porch and a light pathway leading to the entrance. Large windows allow natural light to brighten the interior. The lush green lawn contrasts with the vibrant exterior, while the water and trees create a serene backdrop.
Cottage in Coos Bay
4.98 out of 5 average rating, 568 reviews

"Uncle Joe's Place" Cozy Cottage with Water View

Uncle Joe's Place is a cozy cottage that sits close to the water with views of Charleston bridge and South Slough Estuary. Cottage is 490 square feet, perfect for singles or a couple visiting the area. Located just off Cape Arago Hwy and the town of Charleston. It's a short walk to convenience stores, restaurants and the Charleston Marina. Neighborhood is made up of small homes and mobile homes. Check yourself in with a lockbox. I'm very close by if you need any assistant or have questions.

Guest favourite
A light-filled seating area is showcased with a spacious gray sectional and a wooden coffee table. Large glass panels offer expansive views of the lush surrounding trees and the serene estuary below. A small arrangement of greenery is displayed on the table.
Home in Coos Bay
4.96 out of 5 average rating, 516 reviews

Water Views Bliss w/ Water Access

A peaceful and private retreat just minutes from charming Charleston Harbor. Tucked away on two serene acres, offers stunning water view and your own private water access. Relax sip coffee in the glass sunroom, soak in the scenic views rain or shine, day or night, gather around the cozy fire pits. Plenty of parking space for RV or trailer, come explore, feel at home surrounded by nature. Bring home fresh crab and seafood to grill, or simply cuddle up with a movie and disconnect from the world.

Guest favourite
A view of Bear Cabin and the adjacent bunkhouse set against a backdrop of lush greenery. The cabin features a wooden deck with access steps, while both buildings are topped with vibrant red roofs. Sunlight highlights the natural surroundings and the peaceful atmosphere.
Cabin in Coquille
4.97 out of 5 average rating, 115 reviews

River views, hiking trails, near Bandon/beach/golf

Coffee in an Adirondack chair Birds singing. Mist drifting down the river. When the kids wake up, you'll make them pancakes on the outdoor griddle. Breakfast tastes better outside, on a big farm table. Bear Cabin offers peace, privacy, beautiful views, hiking trails, fire pit, outdoor dining, fast internet, and occasional visits from a sweet little buck named Apples. Old-fashioned camping -- but comfortable! Close (5 mi) to Bandon/beach/golf, but far enough inland to escape coastal fog.

Top guest favourite
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
4.99 out of 5 average rating, 835 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.

Superhost
Flat in Coos Bay
4.8 out of 5 average rating, 306 reviews

#StayinMyDistrict Historic Heritage Walk to 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 apartment sleeps up to (4). This private residence with updates and amenities throughout offers a comfortable place to stay in Coos Bay. Fully furnished, Cable & WIFI, full kitchen, WD and FREE parking. Comfortable outdoor space & great desk area to sit and work with a view.

Top guest favourite
Large windows allow natural light to fill the space, framed by dark curtains. A view of the courtyard is visible, featuring greenery and outdoor seating. The cozy ambiance of the room is complemented by a plush bed in the foreground.
Guest suite in Coos Bay
4.93 out of 5 average rating, 419 reviews

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

NO VISITORS NO PETS NO SMOKING Quiet and secluded, this one bedroom apartment(810 sq. ft.) is the perfect hideaway for those who want a peaceful place to relax. Spacious and comfortable, it comes complete with a kitchen, essential amenities, Ziply fiber optic WiFi, 55” Roku TV, backyard fire pit, and hot tub. You’re only a mile or two away from Mingus Park, Coos Bay Waterfront, and the Mill Casino. And only 8-12 miles from the ocean beaches!

Top guest favourite
A bright kitchen and dining area is shown with a red accent wall. A wooden dining table with six chairs is positioned alongside a breakfast bar with three stools. Natural light enters through windows, illuminating the dark cabinets and tiled flooring.
Home in Coos Bay
4.94 out of 5 average rating, 419 reviews

Cozy Bastendorff Beach House

Welcome to your updated farmhouse getaway, ideally located near Bastendorff Beach and some of the most scenic spots on the Oregon Coast. Just minutes from multiple beaches, hiking trails, golf courses, the Charleston marina and boat dock, and beautiful coastal waterways, this home is the perfect base for adventure and relaxation. Whether you're looking for outdoor adventure or a quiet coastal escape, this home offers the best of both worlds.

Guest favourite
Two hot tubs are showcased under soft, ambient lighting, surrounded by rustic wooden walls. The water reflects a calming blue hue, adding to the serene atmosphere. A fire pit glows warmly in the background, enhancing the relaxing environment.
Tower in North Bend
4.93 out of 5 average rating, 124 reviews

Architectural Marvel with cold plunge

✨ February at The North Bend Tower ✨ Top 10% of stays in the area. For a reason. Four stories. Intentional design. Absolute calm. Steam curls from the hot tub into crisp coastal air. The cold plunge resets what January couldn’t. Fog drifts across the bay. Silence finishes the work. February isn’t about starting over. It’s about choosing better. 🔥 Limited February availability. Book now—January already did.

Superhost
A cozy living area features a dark leather sofa set against light walls, illuminated by a modern ceiling fixture. A large window, covered by sheer curtains, offers natural light. A small ottoman rests on a textured area rug, with a door leading to a private bedroom in the background.
Place to stay in Coos Bay
4.87 out of 5 average rating, 230 reviews

Coastal Botanical Suite

This unique coastal suite has a style all its own. Overlooks the botanical garden. Brand new renovations, complete overhaul. One bedroom separate/private space with bathroom, kitchen, living room, large windows. Fresh, clean, and cozy! Please see House Manual and House Rules prior to booking. The space has a shared back yard and laundry is available *on request* with priority given to cleaners and residents.

Top guest favourite
The exterior of a charming A-frame house is showcased, featuring a green wood facade and a large front deck. Several wooden chairs are arranged on the deck, while tall grass surrounds the entrance. A tall tree can be seen to the left, contributing to the coastal ambiance.
Cabin in Bandon
4.94 out of 5 average rating, 910 reviews

Bandon Beach Shack - modern, clean & cozy A-frame

Charming, modernly styled A-frame cabin across from the beach, walkable to local shops and restaurants. This is a no-shoe home. If this isn't your jam, please book a different listing. There are so many! We are right across the street from the beach, but beach access is at either end of our street, about a 2-minute walk. Directly across from our house are protected dunes that cannot be traversed.

Popular amenities for Charleston holiday rentals

  1. Airbnb
  2. United States
  3. Oregon
  4. Coos County
  5. Charleston