Holiday rentals with a kayak in Douglas County

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.

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

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!

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.

Secluded Hidden Gem Mazama House near Crater Lake

The Mazama house is a beautiful two story home perfect for a family. The home features hard wood floors with area rugs throughout. The living room has nice corner windows with a beautiful view for star gazing, bird watching, or taking in the view of the property and the mountains. The kitchen is stocked with all the kitchenwares and utensils you would need to prepare a meal, as well as a Keurig coffee maker. The porch has many windows and is a bright and sunny spot for morning coffee.

Lakefront Studio with kayaking near Florence

Spend the night in a renovated historic train station! Escape to this peaceful, lakeside studio cabin in the "Ticketmaster Chamber," a unique vacation rental nestled on scenic Siltcoos Lake at charming Siltcoos Station Retreats. Inspired by the property’s railroad heritage, this thoughtfully restored studio blends vintage character with modern comfort for a cozy and memorable getaway, just 12 miles from Florence. Rental includes: Free kayaking Propane Firepit Outdoor seating Lake view

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.

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.

The Old FarmHouse

The Old Farmhouse is just 5 minutes away from the Crater Lake National Park boundary. This is about as close as you can get to Crater Lake short of staying in the park at the lodge. (Note it is another 20-25 minutes of driving through the park to get to the top of the rim.) The Farmhouse is situated by open pastures and with an unobstructed view to the Cascade Mountain Range. Enjoy cooking in the full kitchen, or unwind with a game pool. Enjoy your Crater Lake Country stay.

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!

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.

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.