Guesthouse vacation rentals in Jackson County
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Top-rated guesthouses in Jackson County
Guests agree: these guesthouses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Jackson County guesthouses
Family-friendly guesthouses
Guesthouse in Medford
4.92 out of 5 average rating, 345 reviewsThe Greenwood Villa
Guesthouse in Ashland
4.94 out of 5 average rating, 319 reviewsComfortable, Private Guest Lodging
Guesthouse in Medford
4.85 out of 5 average rating, 119 reviewsLotus 2-Peaceful-Well Stocked-W/D-Walk to Park
Guesthouse in Ashland
4.98 out of 5 average rating, 517 reviewsCharming Guest House - One block from Downtown!
Guesthouse in Medford
4.94 out of 5 average rating, 157 reviewsComice Valley Apartment
Guesthouse in Ashland
4.9 out of 5 average rating, 345 reviewsPrivate Garden Cottage w Sauna in RR District
Guesthouse in Ashland
4.87 out of 5 average rating, 129 reviewsABBOTT'S COTTAGES- Egret
Guesthouse in Medford
4.96 out of 5 average rating, 68 reviewsRoxy Ann Retreat - Large Luxury Carriage House
Guesthouses with a patio
Guesthouse in Ashland
4.94 out of 5 average rating, 126 reviewsModern Airy Retreat - Views, Walk to Everything
Guesthouse in Ashland
4.98 out of 5 average rating, 124 reviewsCourtside Cottage - WalkScore 93 - Dog Friendly
Guesthouse in Trail
4.84 out of 5 average rating, 32 reviewsAdorable 1 bedroom cottage on the river.
Guesthouse in Medford
5.0 out of 5 average rating, 45 reviewsSwiss Arbor Guest House
Guesthouse in Jacksonville
4.89 out of 5 average rating, 27 reviewsSerenity Canyon Cottage - 5 mins to Jacksonville
Guesthouse in Ashland
5.0 out of 5 average rating, 69 reviewsCountryman-Fox Carriage House
Guesthouse in Medford
5.0 out of 5 average rating, 28 reviewsAdorable guest house with hot tub.
Guesthouse in Jacksonville
4.94 out of 5 average rating, 68 reviewsLa Petite Maison + Spa
Guesthouse rentals with a washer and dryer
Guesthouse in Central Point
4.92 out of 5 average rating, 134 reviewsHot tub - Modern - Relaxing - Private - Clean
Guesthouse in Central Point
4.96 out of 5 average rating, 514 reviewsHygge Stay. Pet friendly* private and cozy.
Guesthouse in Ashland
4.97 out of 5 average rating, 184 reviewsWood Hamlet - Picasso Cottage by Downtown, kitchen
Guesthouse in Medford
4.99 out of 5 average rating, 194 reviewsNewer, quiet, private cottage
Guesthouse in Ashland
4.97 out of 5 average rating, 143 reviewsManzanita Cottage
Guesthouse in Ashland
4.94 out of 5 average rating, 109 reviewsJJ's Loft | Downtown | Large Deck | Kitchenette
Guesthouse in Eagle Point
4.83 out of 5 average rating, 6 reviewsDeer Ridge Guesthouse
Guesthouse in Medford
4.84 out of 5 average rating, 51 reviewsNear Downtown- Kitchen-Washer/Dryer-Parking
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