Cottage holiday rentals in Southern Oregon

Cottage in Brookings

Magical! Oceanfront Views! Private Two Room Suite!

A quiet & sparkling clean set of rooms in a guesthouse with a private entry, on a wall-enclosed acre overlooking the ocean. This gated & beautifully kept property has the magical charm of an old world courtyard-enclosed villa. It has two outside decks and two private cliffside observation platforms - all of them have PANORAMIC VIEWS of ocean & miles of rugged coastline. Book these rooms now - and create a memory for a lifetime! Note: Pets/service animals not allowed due to host allergies :(

6–13 Nov

Cottage in Ashland

Charming very well appointed cottage !

The Farm Cottage is a renovated former horse hotel. It retains the charm of its former use yet is well appointed and updated for comfort & convenience. The cottage overlooks a pasture with 2 barns with the Siskiyous beyond to the south & the Ashland, Grizzly Peak Hills to the east. We are only 2 easy miles from downtown Ashland with multiple wineries close by. There is hiking, swimming at Emigrant Lake nearby as well. If quiet is what you are looking for, the cottage will meet all your needs.

23–30 Nov

Cottage in Coos Bay

"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.

Cottage in Port Orford

Wee Bird Coastal Cottage

This artistically-crafted, coastal cottage provides an uplifting and peaceful space to relax and explore. Located walking distance to beautiful beaches, the local co-op, and several restaurants and bars, this unique cottage offers the perfect getaway for those who want to slow down the pace and lose themselves in stunning coastal beauty. We heartily welcome folks from all backgrounds and walks of life, to come enjoy a slice of artistic heaven along the southern Oregon coast. PETS STAY FREE!

13–20 Oct

Cottage in Central Point

Country Garden Cottage

Newly remodeled Garden Cottage with living area/kitchenette, bedroom, and bathroom. Cottage has high ceilings, ceramic tile floors, quartz countertop, cherry wood cabinets and new mini-split heater/air conditioner. It is bordered on two sides by a garden common area with seating, fountain, and a grape vine covered pergola. New Roku TV installed. Conveniently located: * 5 min to I-5 * 10 min to airport * 3 min to Central Point * 10 min to Medford * 5 min to Jacksonville * 25 min to Ashland

26 Aug – 2 Sept

Cottage in Myrtle Creek

Rae of Sunshine Sanctuary

Come and enjoy a quiet and relaxing stay where you can put your feet up and unwind inside of our beautiful 100 year old quaint cottage, or enjoy the gorgeous private scenery and wildlife surrounding it. Many which include a variety of birds, deer, our residential goats, pig, horses, bunnies, and our seasonal pond with mallards and frogs. (All of our animals are located on the property but are separate from the cottage. Please see host about scheduling any interactions).

2–9 Apr

Cottage in Grants Pass

Applegate Wine Country cottage!

Our "Lil Wanderer" cottage is located right in the middle of Southern Oregon wine country. You will be staying in a cottage on a vineyard with our own winery and tasting room on site opening in summer 2024! Also, with 7 wineries under 5 minutes away from the cottage, you’ll have plenty to explore right out your front door. Wooldridge, Walport,Troon, Schmidt, Blossom Barn, Rosellas & Solaro just to name a few. Downtown Grants Pass & Jacksonville are 30 minutes away.

14–21 Aug

Cottage in North Bend

Cottage on the Bay

Monthly rates available! 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.

25 Oct – 1 Nov

Cottage in Gold Beach

Windsong Garden Cottage

An affordable garden-view cottage, close to beaches and Rogue River. Charming, peaceful, ideal for a couple seeking a quiet coastal getaway. A woodland backdrop and garden views surround. The outdoor clawfoot soaking tub is a Guest Favorite! The hosts' chickens provide fresh eggs and friendly morning wake-up call. Hosts provide special 'extras' for a truly memorable visit.

15–22 Oct