Holiday rentals with a kayak in Douglas County

Lakefront Octagon • Hot Tub • Wine Bar • Game Room

Stay in a 1-of-a-kind glass-walled octagon w/panoramic lake views just ¼ mile from the Oregon Dunes. This unique retreat offers endless ways to relax and play, kayak or boat on your private lake, unwind in the hot tub, or gather for games around the pool table and arcades. Every bedroom features a plush king bed and 60” Smart TV, while the living room boasts a 75” screen for movie nights. With a kids’ arcade room and huge pull-through driveway for trailers, it’s the perfect Oregon Coast getaway.

Tide's Reach of the Umpqua

All it's own type thing, in it's own type place, a RIVERSIDE LUXERY GLAMP! Nooked in Oregon Coastal Mountains at edge of inland tidal waters. Set to the background of a small historic rural township, tucked just out of sight of the beaten route to/from the Pacific Ocean and Oregon Dunes a short 16mi away at Reedsport.  Year round floating dock and river access all to yourself, different experience with each tide change, and kayaks provided. Otter, eagle, seal, fish, etc : a nature theme park!

Valley's End Tiny House

Exquisite hideaway overlooking the Umpqua River! Private tiny house retreat set under old shade trees. Sunbathe on a private river beach; kayak in the morning with osprey; swing in a hammock chair under the stars. Includes propane fire pit, patio, WIFI, AC, TV, kitchen, comfortable queen mattress, work desk and shower. Perfect for a solo retreat, couples' getaway or cozy glamping for a small family. Close to wineries in the beautiful Umpqua Valley! Additional airbnb spaces available for groups.

Cozy Cottage Close to Crater Lake

The cottage is a cozy suite for two for a romantic getaway or a quiet night in the country. The property has a large lawn area with picnic tables and firepit for watching the stars and cooking s'mores. Our Cottage is the perfect size for two. It features a king size bed and two swivel chairs for relaxing as well a table for eating or working. The kitchenette has a microwave, sink, and mini-refrigerator, as well as a Keurig Coffee maker, toaster and dishes for two. There is also a bbq supplied.

The Osprey Nest: Mountain Retreat w Private River

The Osprey Nest is so much more than a cabin nestled in the wooded mountains. It is a private, peaceful getaway on the Umpqua river; perfect for multiple families wanting to gather together. The newly remodeled home has large windows and multiple decks offering fantastic views of the river and surrounding mountains. The Boathouse: an outdoor pavilion with grills, sink & outdoor shower. 300 ft private waterfront. This area is known for its fishing, vineyards, waterfalls and hot springs

The Red Door Retreat at Our Shangra la

The Red Door Retreat is part of Our Shangra la LLC. We overlook the Circle Bar Golf course. Quiet, water features on four sides. 6 month creek flows into the North Fork of the Willamette. Tree frog pond and waterfall in the Grape arbor. We put up our own grape juice. Heated Exercise Pool with a current also enclosed to keep the pool area pleasant. A HOT SPRINGS hot tub. Multi car parking. Koi and frog pond. A Treehouse with stairs and adult swing set.

Quaint Hilltop Rental Home

Relax in this clean, quiet, modern and fun guesthouse on the hill. Recently remodeled to make your stay a cozy and memorable one. We have plenty of fun things to do such as watch movies, play board games or video games. Rock and roll in a friendly game of rock band or enjoy some time outside. We are minutes away from the Hundred Acre Woods walking and biking trails. You can visit the Riverwalk or drive to the beach. Plenty of activities to occupy your time with. Come join us.

Riverfront Hideaway - Hot Tub - Private Entrance

Kick back and relax in this calm, stylish retreat tucked along the river in the heart of wine country. With peaceful river views and private river access just steps away, you’ll feel immersed in nature—yet still enjoy the convenience of being only a quick 10-minute drive into town. Fishing, agriculture, local activities, and abundant wildlife surround our tranquil hideaway, and it’s easy to see why we fell in love with this special place. Come unwind and soak in the serenity.

Upper Rogue Cool Creek Cottage

Relax with the whole family at this peaceful place to stay. COOL CREEK COTTAGE Welcoming Cool Creek Cottage is situated in the mountains of the Rogue River Siskiyou National Forest, along Oregon Highway 62 on the Rogue River, in the heart of Prospect Oregon, population 500. Located 45 miles from Medford, Oregon, and just 32 miles from, Crater Lake National Park South entrance, Prospect is the gateway to year-round natural beauty and recreational opportunities.

Stay In Lakeside - Lake Front Oasis

Take it easy **Enchanting Lakeside Retreat with Private Dock and Spectacular Views** Discover the magic of Tenmile Lake at our exquisite lakeside home, nestled in the serene community of Lakeside, Oregon. This luxurious 4-bedroom, 4.5-bathroom haven, including a charming detached bunkhouse with its own full bath, promises an unforgettable escape filled with relaxation, adventure, and breathtaking natural beauty. at this unique and tranquil getaway. CD-24-141

Hot Tub Ocean access river Dock- Read reviews!

Time to enjoy life! soak in the hot tub. Fish for salmon right from your own private dock on the siltcoos river! Dock your boat or have fun with sup, kayak and canoes. 100 yard paddle east to the second largest lake on the oregon coast. Or paddle west 2 miles on the Relaxed river to the ocean where you can then get out and play on the beach! Bird watch as you catch your fish. Take it easy at this unique and tranquil place.

Amazing Mid-Century Modern Home-Incredible Views!

Enjoy these luxurious resort-like accommodations! You'll have views of downtown Roseburg, famous Mt. Nebo, with beautiful sunsets over the Callahans. This 2 story home is fully furnished, has 2 indoor fireplaces, a designer inspired living room and separate formal dining room, spectacularly appointed 3 bedrooms and baths. Outdoor fire places & hot tub. Can accommodate up to 10. Come enjoy all that the Umqua Valley has to offer!