Holiday rentals in Tolo

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Top-rated holiday rentals in Tolo

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Top guest favourite
The exterior of the unit is shown, featuring a private deck with seating and a view of the surrounding greenery. A well-maintained lawn is visible, along with flower beds and mature trees, which enhance the tranquil country setting.
Guest house in Medford
4.97 out of 5 average rating, 296 reviews

Mel-Ohana: your favorite country retreat!

Mel-Ohana is a quiet, private two bedroom, 1 bath upstairs unit with comfortable queen memory foam mattresses, kitchen amenities, and a beautiful large bathroom with tiled shower. Open, bright and airy, the country views are spectacular from both bedrooms. It's the perfectly-placed retreat, with Jacksonville/Britt 5 mins away, Ashland -25 mins., and 12 mins. from Medford shopping and restaurants. Wander the 1/2 acre lawn and garden area or share a bottle of wine on the ground-level cedar deck!

Guest favourite
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.
Cabin in Grants Pass
4.92 out of 5 average rating, 316 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.

Top guest favourite
An exterior view of the Garden Cottage is presented, featuring a welcoming blue façade. The entrance is highlighted by a white door adorned with a seasonal wreath. Windows flank the door, each with planters beneath, and decorative lights embellish the roofline.
Cottage in Central Point
4.98 out of 5 average rating, 506 reviews

Country Garden Cottage

Newly remodeled Garden Cottage with living area/kitchenette, bedroom, and bathroom. Cottage has high ceilings, ceramic tile floors, quartz countertop, cherry wood cabinets and new mini-split heater/air conditioner. It is bordered on two sides by a garden common area with seating, fountain, and a grape vine covered pergola. New Roku TV installed. Conveniently located: * 5 min to I-5 * 10 min to airport * 3 min to Central Point * 10 min to Medford * 5 min to Jacksonville * 25 min to Ashland

Guest favourite
The cabin exterior is framed by lush greenery, with a vibrant orange facade contrasted by white windows. A wooden staircase leads up to a welcoming red door, surrounded by natural foliage, creating an inviting atmosphere within the forest.
Tiny home in Talent
4.94 out of 5 average rating, 120 reviews

Peaceful Forest Cabin w/Cedar Hot Tub

Welcome to our cozy cabin, nestled in Oregon’s lush forest beside a seasonal creek. Blending rustic craftsman charm with a bohemian flair, our cabin provides a warm ambiance with a well-equipped kitchenette , living room, and a walnut bar-top dining area. In the mezzanine loft, find an organic queen bed and a workspace with a fold-out futon. Enjoy our wood fired hot tub, Wagner Creek trails, nearby wineries and the Shakespeare festival, offering a mix of nature’s beauty and local culture.

Top guest favourite
An inviting outdoor patio area is surrounded by greenery, featuring a round table with a floral tablecloth and two green chairs. A large red umbrella provides shade. The cottage's door is framed by a vibrant window box filled with flowers, contributing to a charming ambiance.
Guest house in Jacksonville
4.93 out of 5 average rating, 1,141 reviews

Cozy Jacksonville Cottage

This cozy, rustic one bedroom cottage (325 sq. ft.) is just a 15 min. walk from downtown Jacksonville (3/4 mile) and 30 min. from Ashland. It has private parking, on the property. The owner is happy w/ pets in the cottage, but needs to know in advance that a pet is coming (maximum 35lbs) too. There isn't a full kitchen but it has a kitchenette with sink, fridge, microwave, hot plate and coffee maker, so cooking basics won't be a problem. Relax in the outside patio in the summer.

Top guest favourite
A welcoming entrance is framed by greenery and soft outdoor lighting, showcasing a stone walkway that leads to a covered porch. The porch features a small table and two chairs, inviting relaxation in a natural setting.
Home in Merlin
5 out of 5 average rating, 171 reviews

Alder Creek retreat

This wonderfully inviting home wants to welcome you and your family to relax, unwind, and enjoy each other’s company! You will have space to roam surrounded by nature and a piece of the beautiful Rogue Valley. This property is wooded with its own miniature nature trail along Alder Creek so you enjoy early morning walks with the song birds. * A side note about the area; it is prone to possible power outages when it is very Hot and or windy due to wildfire possibility.

Top guest favourite
A spacious dining area features a large wooden table surrounded by six chairs. Natural light fills the room through two large glass doors that open to a deck with forest views. A bowl sits at the center of the table, adding a welcoming touch.
Home in Gold Hill
4.99 out of 5 average rating, 218 reviews

Hygge Hideaway. A home for rest and adventure

In Scandinavia, "hygge" represents contentment & coziness. Settle into this sun-soaked, mountain-side, madrone forest & valley view home for relaxation on the deck, wine by the fire, & mineral baths. This solar powered home has easy access to outdoor adventures. Options include Laundry, Wood Stove (fire logs avail $), & fully equipped Kitchen. Whether you're looking for a getaway, family event, road stop, or retreat - you're welcome here. Pets require PRE-APPROVAL.

Guest favourite
Guest house in Central Point
4.94 out of 5 average rating, 848 reviews

BEE WELL Organic Spa Garden Studio w/ Hot Tub

This detached 420 sf apartment is perfect for 1 or 2 guests. Light-filled studio (from two solar tubes) on over 1/3 acre of flowers and fruit trees, three blocks from downtown, and craft foods and wine. Very close and easy access from the highway. Jacksonville is 6 miles, and the Ashland Plaza is 17 miles. Southern OR is filled with playhouses, delicious wine, yummy local restaurants, scenic rivers, and endless wilderness. Come enjoy! We celebrate diversity!

Guest favourite
A charming cottage exterior features a dark gray facade with white trim and a welcoming orange door. Two evenly spaced windows are flanked by neatly trimmed shrubs, and a concrete pathway leads to the front entrance, surrounded by a well-maintained lawn.
Home in Medford
4.99 out of 5 average rating, 297 reviews

Cozy Cottage

Discover this charming gem nestled in the heart of Medford, Oregon! This enchanting 1 bedroom with a king bed and 1 bathroom cottage is a centrally located and offers the perfect blend of comfort and style. The sofa in the living room is a hide-a-bed which can sleep 2 additional people. Conveniently located near shopping, restaurants, and more! For the safety and security of our guests, we do have an outdoor camera monitoring common areas.

Top guest favourite
A wooden deck extends from the entrance, furnished with a seating area that includes cushioned chairs and a small table. Potted plants adorn the space, and a grassy area surrounds the home, enhancing the outdoor ambiance. The house features a light blue exterior with white trim.
Cottage in Central Point
4.91 out of 5 average rating, 102 reviews

Cozy 2BR Cottage | Quiet, Private & Pet-Friendly

Welcome to Elizabeth’s Cottage — a peaceful 2-bedroom, 1-bath retreat with views of city lights, rolling hills, and mountains. Surrounded by grazing horses and cattle, and just a short walk to local wineries, it’s the perfect escape. Enjoy warm evenings by the firepit on the porch and cook in the fully stocked kitchen. Whether you’re here to relax or explore, this cozy getaway offers the best of wine country charm.

Top guest favourite
The exterior of the Ivy Cottage is framed by lush greenery and trees. A covered porch with seating is visible, inviting outdoor relaxation. A stone pathway leads up to the home, flanked by decorative rock borders and garden features, offering a charming and welcoming entrance.
Home in Jacksonville
4.97 out of 5 average rating, 314 reviews

Ivy Cottage

Located in the heart of quaint Jacksonville, the Ivy Cottage is a cozy getaway. Just blocks from the main street, a short walk to Britt Music Festival and 8 minute drive to Rogue X makes this the perfect location for all visitors of the area. The Ivy Cottage was built in 1925 and was newly refurbished with love in 2018. Offering 2 bedrooms, 1 bath, and a memory foam sleeper sofa, can sleep up to 6 guests.

Top guest favourite
Guest suite in Gold Hill
4.99 out of 5 average rating, 113 reviews

Private Studio Retreat with Rogue River Access

Welcome to our serene studio retreat in Gold Hill, Oregon—a perfect blend of convenience and tranquility. Nestled just minutes from the I-5 freeway, our property offers easy access without the accompanying noise, ensuring a peaceful stay. This private and comfortable space is perfect for travelers looking to relax while exploring Southern Oregon or just passing through.

Popular amenities for Tolo holiday rentals

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