Cabin holiday rentals in Ashland

A cozy living area features wooden paneled walls and a stylish electric fireplace. Comfortable seating is provided by a plush sofa and a large ottoman. A decorative rug lies on the wooden floor, and natural light filters through the window covered with horizontal blinds.

4.92 out of 5 average rating, 360 reviews

Charming 2br cabin 300ft from the Rogue River.

Located next to the beautiful Rogue River, minutes from interstate 5, between Medford and Grants Pass. The Carley Cabin is your place to create memories of a lifetime, whether you are fishing(one of the best fishing holes), rafting, wine tasting (local wineries galore), going to Britt or Shakespeare, exploring Crater Lake or historic Jacksonville, taking a Hellgate Jet Boat excursion or just a getaway. Come barbeque and relax on the patio or take a walk down to the river and enjoy the fire pit.

ValueLocationBack garden

4.93 out of 5 average rating, 489 reviews

The exterior of the tiny house features natural wooden shingles and a warm-toned door. A welcoming porch with wooden railings leads to the entrance, flanked by a planter with flowers and a blue water container. The surrounding lawn is grassy, with trees in the background.

Cabin in Medford

Tiny House in the country

This is a tiny house that's located in the countryside. There's a double matress on the loft that's serves as the sleeping area, also a sofa bed in the living room. Since it's a tiny house we don't have a formal kitchen. We do have have a microwave, coffee maker and a fridge. We don’t serve breakfast. We live beside this house so you can easily contact us if you any concern. Smoking and pets are not allowed. We only have WiFi extender so sometimes you can’t get a signal from the tiny house

ValueLocationBiking

A small studio cottage is presented with a light green exterior and a sloped roof. Two red chairs are positioned on a concrete deck, surrounded by planters with greenery. Tall evergreen trees frame the background against a bright blue sky with scattered clouds.

4.95 out of 5 average rating, 620 reviews

Studio Cottage near downtown Ashland - Queen Bed!

Take it easy at this unique and tranquil tiny studio cottage. Perfectly located minutes off I-5 and just 3 miles from downtown Ashland—home to the Oregon Shakespeare Festival, Plaza shops, Lithia Park and restaurants. Explore Crater Lake, historic Jacksonville, and wineries in the picturesque Rogue Valley. Enjoy the privacy of our gated property with peaceful farm surroundings! Pets accepted with pet fee. No cleaning fee's for stays! Large parking lot for trailers and moving trucks.

LocationFamilyLong stay

A wooden mountain cabin is nestled among tall pine trees, showcasing a steeply pitched green metal roof. The structure features a covered porch with string lights and is partially surrounded by snow-covered ground, creating a serene winter setting.

4.86 out of 5 average rating, 51 reviews

Whispering Pines Cabin near Hyatt Lake

This cozy mountain cabin is located at 5200 feet elevation in the Cascade-Siskiyou National Monument, just 21 miles off the I-5. It is walking distance to Hyatt Lake, the PCT. This area is perfect for a large variety of outdoor activities. Our cabin is located in the woods surrounded by nature. While we take every precaution to keep the cabin clean and well maintained it is possible that an occasional mouse or other small woodland critters may find their way inside. NO OUTDOOR FIRES

ValueFamilyCleanliness

A hot tub is positioned beneath a wooden roof, surrounded by tall trees. The deck, crafted from natural wood, features a spacious area with railings and adjacent seating. A glimpse of the forest is visible through the open space, enhancing the outdoor experience.

4.78 out of 5 average rating, 49 reviews

Hot Tub! Quiet Comfy Cabin at Hyatt Lake 44

This cabin is located at 5200 feet elevation in the Cascade Mountain Range, just 21 miles off the I-5. This cabin is walking distance to Hyatt Lake, the Pacific Crest Trail. This area is perfect for a large variety of outdoor activities. Our cabin is located in the woods surrounded by nature. While we take every precaution to keep the cabin clean and well maintained it is possible that an occasional mouse or other small woodland critters may find their way inside. NO OUTDOOR FIRES

ValueLocationGetting around

A charming cabin features a spacious wooden deck with black railing and steps leading to a welcoming entrance. The log exterior blends harmoniously with the surrounding trees, while large windows provide ample natural light, creating an inviting atmosphere for guests in a serene forest setting.

4.95 out of 5 average rating, 110 reviews

Cabin Serenity at Applegate Winery

Escape to your own cozy cabin, tucked away in a private wooded forest on a stunning vineyard & winery. Perfect for a quiet & peaceful getaway! Wake up to forest views from your king bed or unwind with a glass of wine on one of two private decks. Located at Walport Family Cellars in the heart of Applegate wine country, with 18+ wineries nearby—many within walking distance! For guests over 21, enjoy honorary wine club perks, including complimentary flights and purchase discounts!

FamilyValueHeating

4.99 out of 5 average rating, 158 reviews

The kitchen area features stainless steel appliances including an oven, microwave, and refrigerator. Wooden cabinets and open shelves provide storage and decor. A stone floor adds texture, while light fixtures and potted plants contribute to the bright, welcoming ambiance of the space.

Cabin in Jacksonville

Private & Cozy Treetop Cabin in Jacksonville

Welcome to your private cabin up in the trees, just 3 miles from sought after Historic Jacksonville, Oregon-where award winning restaurants, wineries, and adventures await! Set among mature Madrones and Pines with views of the evergreen mountains and lots of fun wildlife, you will be using all your senses to discover what Oregon is all about. A well behaved pet not left alone is welcome with approval. Message for 1 night stays or dates not listed. Thanks for looking! 🌄🌲🪾🦌🌌

LocationValueGetting around

A spacious bed features a patterned quilt with a moose design, complemented by decorative pillows. Two bedside tables with lamps are positioned on either side, enhancing the cozy bedroom atmosphere. Natural light fills the room, highlighting the neutral-toned walls.

4.97 out of 5 average rating, 394 reviews

Riverside Cabin 1

Discover the effortless way to experience Grants Pass at Riverside Suites. Perfectly situated in the heart of the historical downtown area, you can easily walk to explore the charming shops and delectable restaurants. Just a 5-minute stroll away, you'll find the famous Riverside Park on the Rogue River, where you can enjoy a leisurely stroll. With so many places to see and things to do within walking distance, you'll never run out of adventures.

FamilyValueAccuracy

4.85 out of 5 average rating, 20 reviews

Enchanting Cabin with Decks + Firepit

🌲🏡 🦌 Be enchanted by this cozy yet spacious cabin in the woods across from a lake (just a ~5min walk), ~19mi from downtown Ashland. Family friendly, pet friendly, 420 friendly. Loaded with amenities and comforts far beyond a run-of-the-mill cabin. Keep reading to check it out! Roast s’mores around the firepit, fish, hike, bike, cross-country skii, or head downtown to wine, dine, and catch a play. The perfect place for memorable getaways.

FamilyLocationKitchen

An A-frame home is nestled among tall trees, featuring a wraparound deck illuminated by string lights. The natural wood structure contrasts with the surrounding greenery as the sky transitions into twilight, creating a serene ambiance.