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.

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.

Romantic Cabin w/ Panoramic View

Book the Vanilla Villa @ The Florentine Waterfront Hotel — a unique experience less than 10 mins from Old Town Florence where you can wake up to the best sunrise on the Oregon Coast! This newly renovated Cabin features 1 private bedroom, a Murphy bed in the spacious living room, full kitchen, and curated accents w/ custom built furniture for a truly one of a kind experience! This historic property features a private boat launch & dock with some of the best kayaking, birdwatching, & fishing!

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

Dunehaven A-FRAME DUNE ACCESS LAKEFRONT Retreat

We have propane grills, kayaks, canoes, 2 large boats and lake floaties. The Beach and toys are shared between our three homes. This house, the 3 bedroom (two queen beds, one twin bed ), one bath A-frame features a large deck right on the lake with unending gorgeous unobstructed views! The living room has a electric fireplace, huge screen TV, and giant reclining couch. Ladder-like stairs to second-floor. Master has TV & balcony. There is also a "bike barn" to securely park your quads.

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.

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.

Glamping! Luxury Family Size Tent - Homesteader

Welcome to Glamping! This luxury family retreat is a camping dream. This heated handcrafted wood and canvas tent is themed in honor of the Oregon prospectors who came here 150 years ago. Our resort is in the Umpqua National Forest. This area of the Oregon Cascades is referred to as "the Emerald-Jewel Gateway" to Crater Lake National Pk. We are centrally located to the North Umpqua Trail, with easy drives to many trailheads, waterfalls & Umpqua Hot Springs. NOT pet friendly

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