Holiday rentals in Lake of the Woods

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Top-rated holiday rentals in Lake of the Woods

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Guest favourite
The image displays a riverside area featuring a wooden deck with a covered seating area beneath a protective canopy. A bench overlooks the water, while a private dock is visible nearby, inviting relaxation by the riverbank surrounded by trees and greenery.
Home in Chiloquin
4.8 out of 5 average rating, 108 reviews

Right on the River House (Now with EV charging)

Relax with the whole family. This rustic but updated and cozy cabin has an old west atmosphere. Come enjoy fishing in one of the deepest pools on the Williamson River. Known as a fishing spot worth traveling to. You'll sit right on the banks with a private dock, with kayaks/paddle boards/dart board to enjoy. Spend a summer day in/on the river and relax, or drive to Crater Lake (about 35 min. away) - our neighborhood national park !!! Or Kla-Mo-Ya Casino within a few miles to try your luck !!

Guest favourite
A large log home is nestled among lush greenery, surrounded by trees. The structure features multiple large windows that allow natural light to fill the interior. The expansive deck is supported by sturdy columns, while a gentle slope leads to the landscape below.
Home in Trail
4.95 out of 5 average rating, 262 reviews

Log Cabin w/Treehouse & Zip Line on Rogue River

Serene, large log home in the woods w/matching tree house fort. Located in Trail, Oregon on 120 acres of forest views and has a 1/2 mile of river frontage on the wild and scenic Rogue River. The property is near to several lakes, waterfalls and scenic hiking trails and is located directly on the way to Crater Lake National Park. Home is located at the end of the road and provides lots of privacy, peace and quiet. The nearby river can be heard from the cabin providing a peaceful environment.

Top guest favourite
Home in Ashland
5.0 out of 5 average rating, 20 reviews

Gorgeous Lakeside HOUSE + SAUNA!

🌲 Luxuriate. Treat yourself to this elegant barnhome + *indoor sauna.* 🧖🏽‍♀️ Guest Favorite Top 5% across years (see pics)! Group friendly, pet friendly, 420 friendly. ✨Ask about having your special occasion here.✨ Weddings welcome! You get the whole house + parking (FREE boat parking), across from a lovely lake 19mi from downtown Ashland. 🛁 Relax. Walk the woods. Hike, bike, fish, cross-country ski. Go downtown, shop, socialize, see a play, or just rest & restore. The choice is yours…

Superhost
A wooden railing balcony offers a view of a lake with mountains in the background. Two glasses of red wine and a bottle are placed on the railing, capturing a serene moment during sunset with soft light reflecting on the water.
Flat in Chiloquin
4.87 out of 5 average rating, 840 reviews

Agency Lake Front Apartment

Lakefront with beautiful view across Agency Lake to the mountains surrounding Crater Lake! This upstairs apartment has one good sized bedroom, with skylights, a desk area and a flat screen TV. A full kitchen is stocked with dishes, pots and pans, glasses and silverware, plus extras. A hide-a bed sofa is in the living room, with a comfortable reading area. The bathroom has a stand up shower. Loaner kayaks in summer months, sled in winter. 30 minutes to beautiful Crater Lake park boundary.

Top guest favourite
A spacious outdoor area features a crystal-clear swimming pool adjacent to a stone hot tub. Surrounding greenery and colorful flowers enhance the serene setting. Seating options are available nearby, with steps leading elegantly from the house to the poolside.
Home in Ashland
4.96 out of 5 average rating, 162 reviews

The Aloha House - Hot Tub - Pool

The Aloha House is located just above the University and only 1.5 miles from downtown Ashland. Nestled up a hill in the forest, you'll be transported to your own little private resort-like getaway with stunning views, architectural design that brings the outdoors in, and ample space for dining and entertaining poolside. The property consists of two separate studios (both included) connected by a unique outdoor living space with a seasonal pool, spa, outdoor shower, bar & BBQ, and more!

Top guest favourite
Home in Prospect
4.97 out of 5 average rating, 146 reviews

Ripple Rock Lodge- Gateway to Crater Lake

The Ripple Rock Lodge offers amazing views of The Rogue River Gorge and Lost Creek Lake. The lodge has a large patio with ambient lighting, and both gas and charcoal grills! It is located on a 10 acres parcel of woodlands to explore with access to the Rogue River and numerous hiking trails. Medford International Airport is approximately 40 miles from the Lodge and Crater Lake National Park is approximately 35 miles. Now offering as a wedding venue, please message with any inquiries!

Guest favourite
Home in Trail
4.95 out of 5 average rating, 233 reviews

Eagle’s Nest Cottage | 40 mins to Crater Lake

Rogue River Retreat enjoy a cozy weekend of unplugging and quality time with loved ones! - 60 minutes to Crater Lake National Park - Riverfront retreat on the tranquil Rogue River - Wake up to breathtaking river views - Lounge in the hammock while watching rafters, ducks, and fish drift by - Play Ping-pong - BBQing on the patio - Fishing off the dock is allowed—please bring your own line and tackle. - Cook family meals together - Play board games - Stream movies on the Roku TV

Top guest favourite
A rustic cabin nestled among tall trees in a peaceful wooded setting. A driveway leads up to the cabin, which features a metal roof and multiple windows. A parked vehicle is visible in front, surrounded by natural pine needle coverage on the ground.
Cabin in Klamath Falls
4.9 out of 5 average rating, 163 reviews

Crater Lake/Rocky point Vacation cabin

This cabin is remote and is tucked in the woods. There are 3 lodges close by with great restaurants. Harriman' s is the closest. The cabin sleeps six comfortably. King bed, queen bed and two twin beds. Walking distance or short drive to crater lake zip line, lots of beautiful hiking trails, miles of lake to canoe or kayak. Only 45 miles to crater lake. Fully stocked kitchen. Quiet and peaceful. Fire pit outside for campfire (no campfires allowed at this time) BBQ grill

Top guest favourite
A modern cabin exterior features large glass doors opening onto a wooden deck. A spacious living area with a sofa is visible, while surrounding trees provide a natural backdrop. Two outdoor chairs are positioned on the deck amidst a serene forest setting.
Home in Chiloquin
4.98 out of 5 average rating, 207 reviews

Modern Cabin Near Crater Lake

Modern home in the woods just 25 minutes from the entrance of south entrance of Crater Lake National Park. Located in a quiet community near the shore of Agency Lake. Watch the sunset or soak in the oversized tub while a fire crackles downstairs. This cabin is surrounded by song birds year round, with resident bald eagles and great horned owls all in this last grove of old growth Ponderosa Pines on Agency Lake.

Top guest favourite
Cabin in Chiloquin
4.98 out of 5 average rating, 169 reviews

Creekside Beaver Cabin

Creekside comfort meets Crater Lake adventure! This modern 3-bedroom, 3-bath retreat offers a peaceful setting with wildlife at your doorstep and easy access to Crater Lake, Diamond Lake, and the Klamath Basin. Enjoy a fully stocked kitchen, BBQ, high-speed internet, washer/dryer, plus guest access to a shared dock and kayaks. Perfect for relaxing, exploring, and making memories in Southern Oregon!

Top guest favourite
The cabin's exterior features a combination of dark wood and deep green siding. Large windows are framed by wooden beams, allowing natural light to fill the interior. A spacious porch with a railing extends from the front, surrounded by snow-covered ground and pine trees.
Cabin in Klamath Falls
4.94 out of 5 average rating, 172 reviews

Cabin by Lake of The Woods, Crater Lake, & Ashland

Comfy cabin nestled in the mountains about 28 miles (approx 30 min) out of Ashland. Our cabin is close to 5 of the mountain lakes and just a few miles from Lake of the Woods, Howard Prairie Lake, Fish Lake, & Klamath Lake. A great spot to stay for people wanting to visit Crater Lake National Park and the surrounding lakes. Crater Lake National Park is about 1 hour drive away.

Guest favourite
A spacious sleeping area with an angled wooden ceiling features a large bed covered with a textured blue blanket. Two nightstands with lamps flank the bed, and a window with light curtains provides a view of the surrounding trees.
Cabin in Klamath Falls
4.84 out of 5 average rating, 354 reviews

The Easy A Cabin in Rocky Point, Oregon

Escape to The Easy A Cabin, a stylishly updated 1960s A-frame retreat in the Southern Cascades. Perfect for a cozy getaway, this pet-friendly cabin features a unique king bed loft, modern kitchen, and a spacious deck. Relax by the pellet stove or explore nearby Crater Lake National Park. Comfortably fits a small family or couple seeking mountain adventure and rustic charm.

Popular amenities for Lake of the Woods holiday rentals