Vacation 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.

Value · Outdoor spaces · Walkability

Valley's End Guesthouse

Newly refurbished, charming 3-bedroom, 2-bath house in the exquisite Umpqua Valley wine country. 6 adults, 2 children. Private hot tub, AC, woodstove, EV charger, decks with gorgeous rural views. Stocked kitchen with granite countertops, big screen TV, W/D, high speed wi-fi, games and hammock. Private river beach a quick walk away on a calm section of the Umpqua River, with guest kayaks. Perfect for small family reunions or romantic getaways! Additional Airbnb rental available on property.

Outdoor spaces · Location · Grill

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.

Outdoor spaces · Value · Heating

The Osprey Nest: Private Umpqua Riverfront

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

Location · Outdoor spaces · Kitchen

Tide's Reach of the Umpqua

All it's own type thing, in it's own type place, a unique RIVERSIDE GLAMP! Nooked in Oregon Coastal Mountains at edge of inland tidal waters. Set to the background of a small historic rural town, 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!

Location · Outdoor spaces · Amenities

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.

Outdoor spaces · Value · Hospitality

Lakeshore Manor

A beautiful country-French estate on the pristine Woahink Lake in Florence - perfect for family gatherings. Inside, enjoy large living and dining rooms, a cozy library, a sunny breakfast room, and a well-equipped kitchen. Outside, relax on the dock, paddle the lake, or soak in sunsets. Secluded yet minutes from beaches, dunes, trails, and Old Town. A rare blend of charm, space, and coastal adventure. Sleeps 14 comfortably and also has a smaller bunk in a bedroom for two children.

Outdoor spaces · Check-in · Family

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.

Outdoor spaces · Location · Checkout

Deer Acres Apartment

Take it easy at this unique and tranquil getaway. Dedicated parking, motion lit walkway, step free entrance, keypad locking door. 800 sq ft private living space with additional storage for bulky items, laundry available. Good assortment of cookware and appliances. High speed internet, work desk, electric fireplace, a/c, excellent lighting. Easy access to the coastal dunes; Crater and Diamond Lakes, wineries, hiking, fishing and other attractions. Enjoyable wildlife to watch.

Hospitality · Getting around · River

Lake Front - incredible views of Dexter Lake and o

Dexter lake is a great get away only 22 minutes from Eugene. Fish, Kayak, or just enjoy the view! Soak up some sun on the deck, bbq some steaks and listen to your favorite music on the outside bluetooth speakers. At the right time of year you can watch bald eagles nesting right above in the trees! At night, as the weather cools in the later months, cozy up inside next to the wood burning fireplace. However you choose to enjoy your stay you will not be disappointed!

Location · Outdoor spaces · Kitchen

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

Location · Outdoor spaces · Hot tub

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.

Location · Value · Hospitality