Holiday rentals in Shady Cove

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Top-rated holiday rentals in Shady Cove

Guests agree: these stays are highly rated for location, cleanliness and more.

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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, 248 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.

Guest favourite
A new tiny home is situated among tall pine trees, featuring a clean exterior with large windows adorned by flower boxes. A gas grill is positioned on a patio area, framed by a wooden fence and lush green grass.
Tiny home in Shady Cove
4.95 out of 5 average rating, 341 reviews

Modern Tiny House w/ Hot Tub and Putting Green

Located on a hillside in Shady Cove. This is a spacious brand new 300 sq foot tiny home. The tiny house is located on our private property. We request for our guests to be respectful of our home, our neighbors, and surroundings. It is important that our guests treat the outdoor space as if they were camping and not leave any food outside as there is some wildlife in the area. Included is a covered gazebo with curtains on a private deck with a spa, and gas fire pit that also heats your legs.

Guest favourite
A bright bedroom features a spacious bed with neutral bedding layered with a green throw. Large windows allow natural light to fill the room, complemented by a ceiling fan. A wall-mounted TV is positioned above a modern desk area with a computer.
Home in Shady Cove
4.92 out of 5 average rating, 124 reviews

The Shady Knoll

Relax and Unwind at this peaceful retreat. Near the Rogue River, this beautiful property is over an acre w/ lush green grass all around. Updated home w/ nice features & a notable primary bedroom&bathroom. Both rooms have work spaces & home has excellent wifi ~ 200mbps. Start your mornings with a delicious nespresso and enjoy the bird chirping outside. Outdoor oasis with comfy patio seating and outdoor dining area, backyard lights, fire pit, BBQ, and yard games. Close to TONS of outdoor fun!

Top guest favourite
A charming entrance showcases double French doors framed by decorative lanterns. A small patio area features a round table and two chairs, surrounded by planters filled with vibrant flowers. The exterior blends rustic stone with smooth siding against a backdrop of abundant greenery.
Guest suite in Grants Pass
4.9 out of 5 average rating, 757 reviews

The Hideaway - A Private Entrance Suite

Escape to this charming private EDU cottage with its own entrance and convenient parking. This cozy retreat includes a mini-fridge, microwave, Keurig, WiFi, and TV with Netflix. The soothing décor, custom-tiled bathroom, and spa-style shower make it a relaxing getaway. Located 3 miles from historic downtown Grants Pass in Oregon's beautiful farm country, the property features a tranquil pond alive with birds in spring and summer. Unwind and enjoy the perfect blend of comfort and nature.

Top guest favourite
A bright studio suite features a comfortable sleeping area with a neatly made bed. Two patterned chairs are placed in a cozy seating nook, near a small kitchenette area. Light wood flooring complements the warm tones of the walls and furnishings.
Flat in Medford
4.96 out of 5 average rating, 445 reviews

Suite Comice EV Charging

*NOTE*: We disinfect all surfaces before and after new guests arrive. Studio suite with private entrance. Comfortable, light, clean and airy. Host on location in attached home. Breakfast nook with coffee, and tea. Neighborhood is quiet with shopping and dining not far away. Only one small step into the unit. Also on the property is another 2 bedroom Airbnb unit, Comice Valley Inn, in the event you have a larger party. This is a new listing, so please see some of my many 5-star reviews.

Top guest favourite
The tranquil Upper Rogue River is captured, reflecting a vibrant blue sky. Lush green trees line the riverbank, with a distant view of a cottage nestled among the foliage, creating a serene and natural setting.
Cottage in Shady Cove
4.98 out of 5 average rating, 128 reviews

Rogue River Retreat

Located on the Upper Rogue River, this riverfront cottage is perfect whether you seek a quiet weekend away or fishing for steelhead, (plus, there's a great run right in front of the cottage). We're just down the way from the Riverhouse and bridge, close to town. It is a very quiet and serene atmosphere, perfect for unwinding. The geese will wake you up in the morning and the deer and raccoons will amuse you. Feel free to pick fruit from the trees if in season. Sorry, no children.

Top guest favourite
A spacious bedroom features a colorful quilted bedspread with floral patterns. Large glass doors open to a private balcony, providing views of the surrounding mountains. A ceiling fan is mounted above, and a flat-screen television is positioned on the wall opposite the bed.
Farm stay in Ashland
4.98 out of 5 average rating, 303 reviews

Kelly’s Carriage House 4 miles from Ashland

The Carriage House is located on Kelly's Farm four miles from the city of Ashland and less than two minutes from Highway 5. This two story home is 440 sq. ft with two sliding glass doors affording a 360 degree view of the mountains and sunset. There is an upstairs and downstairs deck, a propane grill and kitchen is fully furnished, two burners, countertop oven, and rice maker among other things. Set up for three people using two beds. Dogs are welcomed but we don't accept cats.

Guest favourite
A private cabin is nestled alongside the Rogue River, surrounded by lush greenery and mature trees. A spacious deck overlooks the water, providing a serene outdoor space. A pathway leads from the cabin to the river's edge, enhancing accessibility.
Cabin in Trail
4.96 out of 5 average rating, 235 reviews

Rogue River Lodge, Riverside Cabin

One of the Upper Rogue's most popular private cabins along the Rogue River. Cabin built in 1937 & recently refurbished with all of modern conveniences - family & pet friendly, with large deck overlooking the Rogue River. Private cabin located just steps from the Rogue River - fully equipped cabin, with private hot tub and dry/moist sauna. Only 52 miles to Crater Lake National Park, with local fishing, rafting, hiking, wineries, golfing & more.

Guest favourite
Home in Trail
4.95 out of 5 average rating, 221 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 (BYO poles) - Cook family meals together - Play board games - Stream movies on the Roku TV

Top guest favourite
A modern two-story home is showcased, featuring a grey exterior with contrasting dark shutters. A spacious driveway leads to a large garage. Lush greenery surrounds the property, enhancing its curb appeal. The sideyard features a wooden fence, indicating outdoor space for relaxation.
Home in Eagle Point
4.96 out of 5 average rating, 157 reviews

Golf, Raft, Hike, Relax in Home near Crater Lake

Welcome to the perfect getaway for couples, friends, and families. Located in the peaceful city of Eagle Point, you'll get that small town feel that's near many activities, restaurants, and destinations that Southern Oregon has to offer. Our lovely home borders the Robert Trent Jones designed Eagle Point Golf Course, is located near many beautiful wineries, and is an hour and fifteen minutes away from the infamous Crater Lake.

Guest favourite
A spiral staircase leads to an upper level, crafted with wooden steps and a sleek black railing. The open floor plan reveals a modern kitchen with bar seating, large windows providing natural light, and views of the surrounding nature.
Home in Trail
4.79 out of 5 average rating, 115 reviews

Oregon Riverfront Oasis •Pool •Hot Tub •Sleeps 10+

✨ Soak in riverfront & mountain views from the hot tub ♨️ or private balconies 🌄 at this luxury retreat! This 3BR 🛏️, 4BA 🛁 getaway features 2 master suites, a pool house with private bath 🏠, and sleeps up to 12. Enjoy the pool 🏊‍♂️, sauna 🧖‍♀️, theater 🎬, gym 🏋️, pool table 🎱, Traeger grill 🍖 & more — all behind a gated entry for total privacy 🔐.

Superhost
A contemporary multi-story house is showcased, featuring large windows that provide abundant natural light. The inviting wooden deck extends from the front, leading to manicured grass and surrounded by trees, enhancing the connection to nature.
Cabin in Trail
4.83 out of 5 average rating, 110 reviews

Riverfront Oasis | Big Deck & Scenic Views

A beautifully designed riverfront home surrounded by nature and year-round adventure. Just 37 miles from Crater Lake for hiking, skiing, and stunning views. Enjoy Union Creek (31 mi) for snowshoeing, ski rentals, and Becky’s famous pies. Diamond Lake (49 mi) offers more cross-country skiing. Perfect for outdoor lovers!

Popular amenities for Shady Cove holiday rentals

Quick stats about holiday rentals in Shady Cove

  • Total holiday rentals

    Explore 20 holiday rentals in Shady Cove

  • Nightly prices starting at

    Shady Cove holiday rentals start at £30 per night before taxes and fees

  • Verified guest reviews

    Over 1,150 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Wifi availability

    20 of Shady Cove holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Self check-in, Gym and BBQ grill across Shady Cove rentals

  • 4.9 Average rating

    Shady Cove stays are highly rated by guests – averaging 4.9 out of 5!

  1. Airbnb
  2. United States
  3. Oregon
  4. Jackson County
  5. Shady Cove