Family-friendly vacation rentals in Jacksonville

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Top-rated family-friendly rentals in Jacksonville

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Guest favorite

Guest suite in Jacksonville

4.92 out of 5 average rating, 200 reviews

2-bedroom suite, only 1 mile to Jacksonville

Family and Senior friendly New-10% off for 7 day stay! In Jacksonville, 1 mile to town. Quiet, scenic, isolated . Modern home with l A/C and heat, good cell signal, ceiling fans . Master Bedroom, key pad entry, King bed, fine sheets, TV with Amazon Prime, Bathroom, large towels, large jetted tub, double sink. Kitchenette with fridge-freezer, microwave, George Foreman grille, double burner, coffee pot, toaster, and blender. Adjacent bedroom Queen bed and desk with power strip. Private entry.

Guest favorite

Guesthouse in Medford

4.92 out of 5 average rating, 370 reviews

The Greenwood Villa

The guest house, we affectionately call the Villa, is situated near great views, restaurants, wineries, and nature trails available in Jacksonville, Ashland and Medford. Located in the country with views of the famous pear orchards. We have designed the Villa to be a quiet retreat that offers some unique features, so please familiarize yourself with our Property and House Rules. Every detail invites you to slow down and enjoy the beauty of Southern Oregon. Find us on socials: @thegreenwoodvilla

Guest favorite

Guesthouse in Central Point

4.97 out of 5 average rating, 924 reviews

The West Wing Guest House

Located next to the main home, this detached guest house has a separate driveway/parking & hosts kitchen/living downstairs, with bedroom & bathroom upstairs. We are located 5 miles from Jacksonville, home of the Britt Festival & the best local wineries. About 20 minutes south is the town of Ashland, well known for the Shakespeare Festival. Downtown Central Point is just a mile away, where you will find the renowned Rogue Creamery. The house is also only 10 minutes from the Rogue Valley Airport.

Guest favorite

Home in Jacksonville

4.93 out of 5 average rating, 107 reviews

B.F. Dowell House

Originally constructed in 1861, the historic B.F. Dowell house has been beautifully revived. Situated within walking distance of downtown, the home provides guests with easy access to the towns charming cultural fixtures as well as a variety of quaint stores. The market across the street may help guests utilize the homes large, well-equipped kitchen. Full baths adjoin each bedroom, an additional bathroom adjoins a laundry room. The homes porch opens to a patio that accompanies a spacious lawn.

Guest favorite

Guesthouse in Ashland

4.99 out of 5 average rating, 558 reviews

Charming Guest House - One block from Downtown!

This private, comfortable, two story guest house is located one block from Downtown! With stylish furniture, a large furnished private deck, and a space that can comfortably sleep 4, it's sure to give you a great visit. Enjoy a short walk to Shakespeare (6-8 mins per iPhone map), great coffee shops, Lithia Park, amazing restaurants, or stay in and enjoy the view off the private second story deck. We feel fortunate to offer such a lovely space in such a great location. PA number on file.

Guest favorite

Guest suite in Jacksonville

4.84 out of 5 average rating, 281 reviews

Claudia's Retreat Sanctuary

Retreat here on my 6 acres of madrone forest with pastoral views, 2 meditation labyrinths- yet only 3 miles to the quaint, historic town of Jacksonville, Oregon, home of Britt Festival, 35 minutes to Ashland and 1.5 hours to Mt. Shasta or Crater Lake. This guest suite in the lower level of my house. Walk the spiral labyrinths. Book a Sacred Sound bath session with Tibetan and crystal bowls & Paiste gongs for $70 during your stay. Massage chair available too. Simply divine!

Guest favorite

Guesthouse in Central Point

4.94 out of 5 average rating, 755 reviews

BEE WELL Organic Spa Garden Studio w/ Hot Tub

This detached 420 sf apartment is perfect for 1-2 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 miles of wilderness. Come enjoy! We celebrate diversity!

Guest favorite

Guesthouse in Ashland

4.89 out of 5 average rating, 379 reviews

Private Garden Cottage w Sauna in RR District

Located in the historic Railroad District, our cottage is walking distance from the Shakespeare theater and all the trimmings of downtown. Walk to an award winning coffee shop down the alley and two grocery stores and park. Set between the cottage and our house are beautiful vegetable and flower gardens. There is a great deck for morning coffee and secure bike storage available. Miles of mountain hiking trails are close by. This will be your new spot!

Guest favorite

Camper/RV in Medford

4.96 out of 5 average rating, 218 reviews

Backyard oasis w/king bed, full kitchen!

Come relax in a 2020 35ft RV, in a park like setting. With an island kitchen, comfy recliners and couch, walk around king bed, flat screen TVs, and electric fireplace, you can relax and unwind after a long day of sightseeing, or enjoy a cup of coffee or glass of wine out on the fully fenced patio area overlooking a large, beautiful backyard. Full hook-ups, great wifi, and fully functioning features make this SO much better than the standard hotel room.

Guest favorite

Home in Jacksonville

4.97 out of 5 average rating, 272 reviews

Ivy Cottage

Located in the heart of quaint Jacksonville, the Ivy Cottage is a cozy getaway. Just blocks from the main street and a short walk to Britt Music Festival 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 guest.

Guest favorite

Rental unit in Grants Pass

4.95 out of 5 average rating, 841 reviews

Peace on the Rogue river Studio

Beautiful park like setting on the Rogue river with a jacuzzi, swim spa two decks, fishing, yard games, hammock, barbecues, bicycles, kitchenette has Keurig With pods,a toaster oven, crock pot, small George Forman a portable two burner cook top , small skillet, one pot and most utensils to provide a meal. Minutes from Grants Pass, shopping, restaurants, and winery's.

Superhost

Guesthouse in Ashland

4.86 out of 5 average rating, 138 reviews

ABBOTT'S COTTAGES- Egret

A cozy hideaway for two tucked into a private corner, the Egret is a perfect place to come home to after enjoying a night at theatre or a walk in the park. Spanish tiles and hand forged iron accents add to the ambiance of this special studio cottage. There are other cottages on the property if you are with a group looking for more than one house. Just let us know!