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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, 515 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, 243 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, 571 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
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
4.87 out of 5 average rating, 368 reviews

#StayinMyDistrict Cape Arago Sanctuary at the Sea

#StayInMyDistrict Cape Arago Sanctuary on the Sea! Oceanfront home features sweeping views of the ocean & direct access to Lighthouse Beach. Located on a pointe overlooking the sea, w/ floor to ceiling windows & views for miles. This mid century beauty was designed for both style & comfort. Outdoor space with large grassed yard w/ gas fire pit, & comfortable seating. Enjoy local hiking, convenient to Charleston & Coos Bay. 2 bed/2 bath, cozy fireplace, W/D,Sleeps up to 8, BBQ Grill, Oceanfront.

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, 519 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, 117 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.

Superhost
A spacious sleeping area features a queen bed with a neutral-colored bedding set and burgundy accent pillows. A comfortable reclining chair is positioned nearby on a textured area rug. Natural light enters through a window with raised blinds, creating a calming environment.
Flat in Coos Bay
4.88 out of 5 average rating, 298 reviews

Ocean Bay Studio II

Whether you're traveling down the Pacific Coastline, coming to visit a child at Southwestern Oregon Community College, or here on business, this is a great place for 1-2 people. The studio is located in a residential area close to Cape Arago Highway and stores. Private, newly remodeled, super clean, comfortable queen bed, fully-equipped kitchen, 55" Flat Screen Smart TV, full bath. This Studio is on a second floor and guests would be required to climb stairs to get to it.

Guest favourite
Cabin in Lakeside
4.94 out of 5 average rating, 127 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.

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, 422 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.

Top guest favourite
A tranquil garden pathway is lined with vibrant flower beds, including daisies and wildflowers. A white bench is positioned near a decorative window frame, providing a serene view of the water in the background. The space is surrounded by lush greenery and soft stone pathways.
Cottage in Eastside
4.97 out of 5 average rating, 173 reviews

Cottage on the Bay

Cottage style decor with shabby chic and slip-covered furniture. We are 3-1/2 miles from the North Bend (McCullough) Bridge and only about 5 miles from the nearest beach, Horsfall Beach, and the famous sand dunes. This is our guest house, but you will enjoy plenty of privacy in this quiet little cottage. You may also enjoy your large private deck and flower garden that we've created for your enjoyment. Monthly rates available.

Superhost
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.

Popular amenities for Charleston holiday rentals

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