
Guesthouse vacation rentals in Ashland
Find and book unique guesthouse rentals on Airbnb
Top-rated guesthouses in Ashland
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 Ashland guesthouses
Family-friendly guesthouses

The Peaceful Log Room: 1 Bedroom Guesthouse

Dream Cottage on the Rogue River

Carter Lane Cottage

Serene Upstairs Studio with Bath & Kitchenette

Delightful suite in a peaceful neighborhood!

The Nest at Highcrest

Sunflower

JJ's Loft | Downtown | Large Deck | Kitchenette
Guesthouses with a patio

1910 Orchard Guest House

The Peach Pit Inn! A sunny retreat w self check-in

Hanna's House by WanderLodges |1 block to downtown

La Petite Maison + Hot Tub

Stunning East Medford studio with pool & hot tub

Silver Frog Guesthouse- downtown Ashland 'hood

Spacious Cottage w/King Bed, Fireplace, 65" TV

Spectacular Rogue River views & charm!
Guesthouse rentals with a washer and dryer

The Hygge Stay in the Heart of Southern Oregon

Near Downtown- Kitchen-Washer/Dryer-Parking

Sand Creek Cottage

1 BDRM Cottage-Keyless self check in-Quiet Lane

Modern Guesthouse w/ Hot Tub, Private Yard & Views

East Main Downtown Bungalow "C"

Historic carriage house close to downtown Ashland

Historic Cottage close to plaza
Quick stats about guesthouse rentals in Ashland
Total rentals
20 properties
Nightly prices starting at
$83 CAD before taxes and fees
Total number of reviews
3.2K reviews
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi
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