Guesthouse vacation rentals in Jackson County
Find and book unique guesthouse rentals on Airbnb
Top-rated guesthouse rentals in Jackson County
Guests agree: these guesthouse rentals 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 guesthouse rentals
Family-friendly guest house rentals
Guesthouse in Medford
4.92 out of 5 average rating, 344 reviewsThe Greenwood Villa
Jul 11 – 18
Guesthouse in Ashland
4.95 out of 5 average rating, 314 reviewsComfortable, Private Guest Lodging
May 17 – 24
Guesthouse in Medford
4.85 out of 5 average rating, 118 reviewsLotus 2-Peaceful-Central Location-W/D-Walk to Park
Dec 16 – 23
Guesthouse in Ashland
4.9 out of 5 average rating, 340 reviewsPrivate Garden Cottage w Sauna in RR District
Feb 25 – Mar 4
Guesthouse in Ashland
4.87 out of 5 average rating, 127 reviewsABBOTT'S COTTAGES- Egret
Jan 5 – 12
Guesthouse in Medford
4.95 out of 5 average rating, 66 reviewsRoxy Ann Retreat - Large Luxury Carriage House
Feb 20 – 27
Guesthouse in Gold Hill
4.98 out of 5 average rating, 83 reviewsRogue River Guesthouse: Rural river views near I-5
Sep 15 – 22
Guesthouse in Medford
4.67 out of 5 average rating, 105 reviewsMillion Dollar View No city tax! Huge 4k tvs
Jun 12 – 19
Guest house rentals with a patio
Guesthouse in Ashland
4.94 out of 5 average rating, 122 reviewsModern Airy Retreat - Views, Walk to Everything
Dec 9 – 16
Guesthouse in Ashland
4.98 out of 5 average rating, 114 reviewsCourtside Cottage - WalkScore 93 - Dog Friendly
Sep 25 – Oct 2
Guesthouse in Trail
4.84 out of 5 average rating, 32 reviewsAdorable 1 bedroom cottage on the river.
Oct 14 – 21
Guesthouse in Medford
5.0 out of 5 average rating, 42 reviewsSwiss Arbor Guest House
Jun 26 – Jul 3
Guesthouse in Jacksonville
4.88 out of 5 average rating, 26 reviewsSerenity Canyon Cottage
May 2 – 9
Guesthouse in Medford
4.8 out of 5 average rating, 10 reviewsLuxe Cottage La Havre House-private pool & hot tub
Aug 27 – Sep 3
Guesthouse in Ashland
5.0 out of 5 average rating, 57 reviewsCountryman-Fox Carriage House
Nov 26 – Dec 3
Guesthouse in Medford
5.0 out of 5 average rating, 28 reviewsAdorable guest house with hot tub.
Feb 24 – Mar 3
Guest house rentals with a washer and dryer
Guesthouse in Ashland
4.97 out of 5 average rating, 183 reviewsWood Hamlet - Picasso Cottage by Downtown, kitchen
Oct 11 – 18
Guesthouse in Central Point
4.92 out of 5 average rating, 130 reviewsHot tub - Modern - Relaxing - Private - Clean
Aug 12 – 19
Guesthouse in Ashland
4.97 out of 5 average rating, 143 reviewsManzanita Cottage
Oct 28 – Nov 4
Guesthouse in Ashland
4.94 out of 5 average rating, 109 reviewsJJ's Loft | Downtown | Large Deck | Kitchenette
Mar 29 – Apr 5
Guesthouse in Medford
4.99 out of 5 average rating, 193 reviewsNewer, quiet, private cottage
Jul 3 – 10
Guesthouse in Medford
4.87 out of 5 average rating, 47 reviewsNear Downtown- Kitchen-Washer/Dryer-Parking
Jan 11 – 18
Guesthouse in Ashland
5.0 out of 5 average rating, 28 reviewsGuesthouse in Ashland 4 blocks from the OSF
Dec 24 – 31
Guesthouse in Eagle Point
4.83 out of 5 average rating, 6 reviewsDeer Ridge Guesthouse
Jul 24 – 31
Destinations to explore
- Guesthouse rentals United States
- House rentals United States
- Guesthouse rentals Oregon
- House rentals Oregon
- House rentals Mount Shasta
- House rentals Medford
- Guesthouse rentals Medford
- Rentals with a washer and dryer Jackson County
- Rentals with a patio Jackson County
- Pet-friendly rentals Jackson County
- Kid-friendly rentals Jackson County
- House rentals Jackson County
- Rentals with a hot tub Jackson County
- Rentals with a fire pit Jackson County
- Apartment rentals Jackson County
- Rentals with breakfast Jackson County
- Rentals with outdoor seating Jackson County
- Cabin rentals Jackson County
- Rentals with a fireplace Jackson County
- Rentals with lake access Jackson County
- Family-friendly rentals Jackson County
- Rentals with pools Jackson County
- Cottage rentals Jackson County
- Farmstay rentals Jackson County
- Private suite rentals Jackson County
- Monthly Rentals Jackson County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom