Guesthouse vacation rentals in Ashland
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Top-rated guesthouse rentals in Ashland
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 Ashland guesthouse rentals
Family-friendly guest house rentals
Guesthouse in Central Point
4.87 out of 5 average rating, 292 reviewsThe Peaceful Log Room: 1 Bedroom Guesthouse
Guesthouse in Medford
4.71 out of 5 average rating, 131 reviewsMillion Dollar View No city tax! Huge 4k tvs
Guesthouse in Gold Hill
4.98 out of 5 average rating, 83 reviewsRogue River Guesthouse: Rural river views near I-5
Guesthouse in Ashland
4.94 out of 5 average rating, 16 reviewsAbbott's Cottages- Wren
Guesthouse in Grants Pass
4.94 out of 5 average rating, 438 reviewsSweet Vintage Cottage steps from Rogue River
Guesthouse in Ashland
4.86 out of 5 average rating, 138 reviewsABBOTT'S COTTAGES- Egret
Guesthouse in Medford
4.96 out of 5 average rating, 69 reviewsRoxy Ann Retreat - Large Luxury Carriage House
Guesthouse in Ashland
4.96 out of 5 average rating, 199 reviewsHistoric Cottage close to plaza
Guest house rentals with a patio
Guesthouse in Grants Pass
5 out of 5 average rating, 34 reviewsGrants Pass Blue Cottage near Historic Downtown!
Guesthouse in Grants Pass
4.99 out of 5 average rating, 103 reviewsSerene Upstairs Studio with Bath & Kitchenette
Guesthouse in Jacksonville
4.94 out of 5 average rating, 86 reviewsLa Petite Maison + Spa
Guesthouse in Jacksonville
5 out of 5 average rating, 76 reviewsChamomile Cottage
Guesthouse in Ashland
4.94 out of 5 average rating, 35 reviewsSilver Frog Guesthouse- downtown Ashland 'hood
Guesthouse in Grants Pass
4.95 out of 5 average rating, 42 reviewsSpectacular Riverfront Views
Guesthouse in Grants Pass
5 out of 5 average rating, 33 reviewsNew Modern Cottage on the Rogue
Guesthouse in Ashland
5 out of 5 average rating, 110 reviewsC Street Station Cottage
Guest house rentals with a washer and dryer
Guesthouse in Medford
4.97 out of 5 average rating, 152 reviewsThe Loft at Highcrest
Guesthouse in Ashland
4.98 out of 5 average rating, 52 reviewsGuesthouse in Ashland 4 blocks from the OSF
Guesthouse in Medford
4.9 out of 5 average rating, 20 reviewsLuxe Cottage La Havre House-private pool & hot tub
Guesthouse in Medford
4.92 out of 5 average rating, 72 reviewsChic & cozy 1 bedroom Guest-house
Guesthouse in Grants Pass
4.98 out of 5 average rating, 226 reviewsSand Creek Cottage
Guesthouse in Eagle Point
4.91 out of 5 average rating, 11 reviewsDeer Ridge Guesthouse
Guesthouse in Grants Pass
4.99 out of 5 average rating, 84 reviews1 BDRM Cottage-Keyless self check in-Quiet Lane
Guesthouse in Medford
4.95 out of 5 average rating, 271 reviewsModern, pet-friendly, private - EV charger level 2
Quick stats about guesthouse rentals in Ashland
Total rentals
20 properties
Nightly prices starting at
$40 before taxes and fees
Total number of reviews
3.4K reviews
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool
Destinations to explore
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- Guesthouse rentals United States
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- House rentals Ashland
- Rentals with an EV charger Ashland
- Monthly Rentals Ashland
- Rentals with a patio Ashland
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- Family-friendly rentals Ashland
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- Rentals with a hot tub Ashland
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