Vacation rentals in Tolo

5.0 out of 5 average rating, 257 reviews

A spacious living area features a light-colored couch paired with a glass coffee table adorned with a floral arrangement. Natural light enters through large windows with sheer curtains, illuminating vintage furnishings and a chandelier hanging from the ceiling.

Home in Jacksonville

Unwind at a Luxury Cottage in Jacksonville's Historic Core

Enjoy your stay at "The Laundry" a lovely historic home. Remodeled and professionally decorated in French Country Chic style with luxury Italian Frette sheets, Turkish towels, robes, slippers, enchanting landscaping with two private fountains and outdoor eating! Ample onsite parking with complete privacy! Two flat screen SMART WIFI TV's with Cable and WIFI/Internet provided, desk/work area along with fun games. A washer/dryer with soap supplies is provided for your convenience. A fully stocked kitchen with stainless steel appliances and gas range. Cuisinart coffee pot with Starbucks coffee and tea provided. You will have access to the entire home. Approximately 1250 sq. ft. with high ceilings. For your comfort the bedroom has a large king size BeautyRest Black mattress with feather-bed topper, Italian linens and Hungarian down pillows. The living room has a large deep couch with feather stuffing. Couch is also a Queen size sofa sleeper that can comfortably accommodate 2 adults. We offer self check-in but I live only 5 minutes away from the cottage. We're happy to help answer questions :) This property is in the core of historic Jacksonville, very conveniently located close to quaint shops and restaurants. Explore hiking trails, try wine tasting, and take an easy day trip to Crater Lake National Forest for a nature fix.

Guesthouse in Central Point

A spacious living room area is highlighted by a brown leather sectional sofa accompanied by two decorative pillows. A light wood coffee table sits in the center, situated on a warm-toned wooden floor. Open doorways lead to other rooms, enhancing the airy feel.

The Hygge Stay in the Heart of Southern Oregon

Pet friendly**Close to the I-5 interstate. Within walking distance to park! This guest house, is filled with natural light making it bright and inviting. Thoughtfully designed with guests in mind, you will have no trouble feeling comfortable with all the amenities you’ll need. *Fun fact**, the night stands in the main bedroom were made in the shop downstairs and designed by husband and I! *Airbnb is above working cabinet shop* Message me if you have any questions, I’ll respond within an hour!

4.94 out of 5 average rating, 654 reviews

4.99 out of 5 average rating, 345 reviews

Home in Jacksonville

Spa Like Stay at the Britt Bungalow in J’Ville

The Britt Bungalow is an Award Winning boutique style stay in the historical heart of Jacksonville Oregon created and designed by the owner and host. Enjoy a spa like private stay w/ 2 bed, 2 bath cottage with 17' ceilings, fresh flower’s throughout, #1 rated Dreamcloud mattress in primary, living room with a fireplace and an abundance of natural light throughout. You will want for nothing during your stay. Just 2 blocks to the trolly, all the best restaurants, boutiques, & the Britt Pavilion.

5.0 out of 5 average rating, 25 reviews

PNW Home in Nice Neighborhood.

3bedroom, 2bath home in a quiet neighborhood near I-5 & Medford Airport. Located in the Rogue Valley, close to Crater Lake, Table Rocks, Rogue River, and Historic Jacksonville. Features includes: 🍽️ stocked kitchen 🥗 dining for 6 💦washer/dryer 📝 dedicated work space 🛏️ daybed that turns into a king size bed. Backyard includes: 🍗 BBQ 🔥Gas Fire Pit 🪑 outdoor seating Near Costco 🛒, Rogue X 🏐, Lithia Fields ⚾️, and Jackson County Expo 🎶 Access to whole house and EV charger in garage.

A charming two-story home is framed by lush green grass and mature trees. The exterior features a classic design with a combination of large windows, a welcoming porch, and a tasteful blend of light and dark siding. The sky is bright with scattered clouds.

4.96 out of 5 average rating, 151 reviews

Beautiful Country Home next to Jacksonville!

The whole group will enjoy easy access to everything from this centrally located home! Enjoy a pool day with the family next to the serine pool. Or a fun day of wine tasting with Relik winery less than one mile away and Hummingbird less than 2 miles away! Or have a blast at a concert this summer at the Britt festival less than 2 miles away! Downtown Jacksonville is only a 3 minute drive! All queen beds have been upgraded to NEW Tempurpedic beds! King size bed is a Jennings (Very High Quality!)

A well-equipped kitchen features stainless steel appliances, including a large refrigerator and an oven. A spacious countertop with seating for four is illuminated by pendant lighting. Natural light floods in through the window, and a glass door leads to the backyard.

4.93 out of 5 average rating, 242 reviews

Ideal & quiet location, 3BR+office, perfectly cozy

Kid friendly, Inviting & Comfortable, 3BR 2BA + office in a clean and safe neighborhood. All the comforts of home will meet you at our door in the peaceful town of Central Point, OR. Here you'll find excellent local restaurants, shops, and parks that will make your stay enjoyable. Less than a mile from Interstate 5, its a great location for travelers. A quick 15 minute drive to Jacksonville, 25 mins to either Ashland or Grants Pass, Central Point is an ideal spot for both work and play.

A charming white Victorian home is framed by a white picket fence and landscaped greenery. Large windows allow natural light to highlight the inviting front porch, where an American flag is displayed. The roofline features various peaks, contributing to the home's unique architectural design.

4.99 out of 5 average rating, 77 reviews

The White House in Central Point - A Stunning Home

This gorgeous, white Victorian home ("The White House") is perfect for your next family gathering. With soaring ceilings and beautiful chandeliers, this home is sure to impress! Relax in comfort and luxury with 6 bedrooms, 13 beds, and 3 1/2 baths. Located in very desirable, award winning Twin Creeks neighborhood with plenty to do outside including a soccer field, basketball courts, multiple playgrounds, pickle ball and tennis courts and lots of walking space. Your family will love it!

Guesthouse in Jacksonville

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.

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.

4.93 out of 5 average rating, 1209 reviews

4.98 out of 5 average rating, 236 reviews

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

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, & EV Charger. Whether you're looking for a getaway, family event, road stop, or retreat - you're welcome here. Pets require PRE-APPROVAL.

A charming white house features a welcoming front porch and a circular window. The home is framed by lush greenery and a rustic wooden fence, offering a sense of privacy. Natural light highlights the well-maintained exterior, blending harmoniously with its natural surroundings.

4.96 out of 5 average rating, 45 reviews

Jacksonville Farmhouse +Hot Tub+wildlife+Pond

Old Stage Road, heart of Wine Country. Britt festival Shakespeare. ten acres of prairie, forest, and oak savanna. Hot tub, creek and Ponds. Majestic views of Mt. McLaughlin and the Table Rocks. Seven minute drive to Jacksonville, Rogue River, and central to Ashland Shakespeare Festival and Crater Lake. Beautiful entertaining terrace with Bbq. Perfect for long term too! County fairgrounds 🐂just down the road! Professionally designed Interior. Very Peaceful and Private 🪑🐑

4.99 out of 5 average rating, 124 reviews

A historic home with a welcoming front porch is surrounded by lush greenery. White flowers bloom in the garden, adding a natural touch to the setting. The sturdy stone base supports the structure, while a dark roof contrasts with the light-colored exterior.

Home in Jacksonville

Historic 1875 Kitchen House

Easy walking distance to Britt concert venue, trails, and downtown. The base rate is for the entire first floor and includes one bedroom with en suite bathroom with a large clawfoot tub. Upstairs attic space can also be rented for an additional fee, which includes 3 beds and a full bathroom. Declare 3 guests if 2 people need their own suites. Air conditioning upstairs and downstairs keeps you feeling cool in summer. Heating keeps you comfy and warm in winter.