Vacation rentals with breakfast in Southern Oregon

Sparkling Clean & Private! Amazing Ocean Views [6]

This QUIET, SPARKLING CLEAN suite has ASTONISHING outside ocean views from 4 decks! It's in a guesthouse on a cliff above the ocean, sleeps 3 & can sleep 4. (For "2nd bedroom" see "Beds & Bedrooms" below.) 🐬 This gated property has the magical charm of an old world villa. And at night there's a MAGICAL FAIRYLAND of LIGHTS. Plus great restaurants, the redwood forests, wild rivers & ocean beaches are all close! ----------- 👍 Full refund if you CANCEL within 48 hours of booking. -----------

Private Apartment, Separate Entrance, Spacious

DCCA License #001537 Welcome to the Garden Sweet, a private apartment adjacent to a residential home. Tuscan style living nestled on a beautiful acre. Private and peaceful, yet just minutes to great local dining, shopping and outdoor recreation. The historic downtown and river are an easy 6 minute drive into the heart of old Bend. Spacious 3 room suite-living makes longer stays comfy! No shared interior spaces. Our extensive gardens, gazebos, grills, firepits are shared and open for guest use!

Hillside Cabin Retreat

Escape to our tranquil guesthouse nestled in the woods, offering a private retreat just minutes from Eugene's city center & the University of Oregon. This cozy cabin features a well-equipped kitchenette, luxurious outdoor shower & spacious deck perfect for enjoying meals while observing local wildlife & sunsets. Unwind in the hammock & fall asleep to the sounds of nature. Conveniently located near Hayward Field & downtown Eugene, our guesthouse provides a unique blend of serenity & convenience.

Orchard Home Cottage *Private• Cozy• Peaceful*

*NO PETS* Enjoy Southern Oregon by staying in our peaceful bright cottage. Perfect for those who want a quiet getaway close to all the Rogue Valley has to offer. It is situated toward the rear of our property w/private parking and its own fenced patio. We are located 4 miles from Jacksonville where you can hear the sounds of the Britt Festival. Ashland, home of Oregon's Shakespeare Festival is 20 minutes away. Lakes, hiking trails, and rivers are all around for those looking for adventure.

Lovely Private Cabin close to city and wineries

Our private cabin nestled in the countryside provides a quiet escape from city living. Resting in a private peaceful clearing, the cabin offers sweeping views of a private pond and lush forest. Despite the rustic scenery the cabin has been recently remodeled and comes fully equipped with all the modern amenities to make you feel right at home. The property is 15 minutes to the University of Oregon, and Wine Country. And a short 25 minute drive SW of the cabin are the Why-pass Mt Bike Trails.

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.

The Hippie Shack Yurt +Tiny House + Farm Breakfast

This elegant 24-ft cedar-lined yurt features hardwood floors, heat, A/C, queen bed & queen futon. Open and airy with a clear dome to stargaze from bed! A private attached tiny home includes a bathroom with hot shower and a full kitchen with propane stove, fridge, coffee maker (no microwave). Free continental breakfast: croissants, jelly, yogurt w/ fruit, oatmeal, juice, coffee & tea. Private farm setting near river, animals roam outside. 15 min to Canyonville, 40 min to Safari. Organic farm !

Modern Getaway on Sunflower Farm

Stunning modern getaway on a flower farm with spectacular views. Nestled in the heart of the valley. 15 minutes from Ashland and Jacksonville. Home of Shakespeare and Britt Festivals. Over 6 wineries and a distillery within a 3 mile radius. Bright design with beautiful features. The many windows and French doors offer light in all directions with views of sunflowers, pear orchards and Roxy Ann Peak. One mile from the Greenway, a bike and pedestrian pathway linking Central Point to Ashland.

The Bliss/winter warm/total privacy/2 blks 2 DT

Welcome to The Bliss, a charming studio-style guestsuite, designed for relaxation, comfort, and a little bit of magic. Tucked quietly behind our home, this private retreat offers the perfect blend of rustic character and chic style—just two blocks from downtown. Whether you’re here for a weekend escape, wine tasting, or a peaceful reset. The Bliss is a place where guests instantly feel spoiled, relaxed, and well cared for. Waterfalls, (1 hr)Crater lake (90 min)Wildlife safari (10 min)

Villa77: Renovated Stay Near Downtown & Old Mill

Newly renovated and thoughtfully designed, our airy apartment in Bend’s Midtown offers a 5-star experience. Enjoy crisp linens, plush towels, and fresh-ground local coffee brewed just the way you like it. Perfectly located near Downtown, the Old Mill District, and Bend’s best shops and eateries, our apartment is a cozy and stylish retreat. After a day of adventure, unwind in comfort at this charming home base! Owned by locals, this is the perfect launch pad for your Bend adventures!

Lilly Glen Tree House at Taylor Creek Lodge

Lilly Glen Treehouse is in the most magical and enchanting setting. Nestled in a very Jurassic looking gully and overlooking a 60foot waterfall, this is truly a one of a kind experience. Although you have exclusive use of the treehouse, you still have access to all of Taylor Creek Lodge's amenities . Enjoy a treehouse experience in luxury. You can add an all you can eat farm style breakfast for an additional fee. Sorry, no children under 12 years old.

Lavish Country Retreat studio

Escape to our peaceful 9-acre farm in the southern Willamette Valley, surrounded by fresh air, nature, and the sound of nearby rivers. This 590 sq ft attached private studio suite features a cozy queen bed, pellet stove, kitchenette, full bath, & a private fenced backyard with patio seating and pasture views. Pet- and kid-friendly with a private keyed entry and free front-door parking—your perfect countryside getaway awaits.