Guest house holiday rentals in Ashland
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Top-rated guest house rentals in Ashland
Guests agree: these guest house rentals are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for guest house rentals in Ashland
Family-friendly guest house rentals
Guest house in Medford
4.92 out of 5 average rating, 344 reviewsThe Greenwood Villa
9–16 Jul
Guest house in Medford
4.98 out of 5 average rating, 428 reviewsComice Valley Inn (Sanitized Daily)
3–10 Oct
Guest house in Medford
4.85 out of 5 average rating, 118 reviewsLotus 2-Peaceful-Well Stocked-W/D-Walk to Park
3–10 Aug
Guest house in Grants Pass
4.96 out of 5 average rating, 341 reviewsQueen Lady Vacation Rental pet friendly.
27 Apr – 4 May
Guest house in Grants Pass
4.94 out of 5 average rating, 430 reviewsSweet Vintage Cottage steps from Rogue River
21–28 Feb
Guest house in Medford
4.95 out of 5 average rating, 66 reviewsRoxy Ann Retreat - Large Luxury Carriage House
14–21 Feb
Guest house in Medford
4.67 out of 5 average rating, 106 reviewsMillion Dollar View No city tax! Huge 4k tvs
7–14 Jun
Guest house in Gold Hill
4.98 out of 5 average rating, 83 reviewsRogue River Guesthouse: Rural river views near I-5
5–12 Sept
Guest house rentals with a patio
Guest house in Ashland
4.98 out of 5 average rating, 114 reviewsCourtside Cottage - WalkScore 93 - Dog Friendly
25 Sept – 2 Oct
Guest house in Ashland
5.0 out of 5 average rating, 59 reviewsCountryman-Fox Carriage House
4–11 Nov
Guest house in Ashland
4.93 out of 5 average rating, 41 reviewsThe Poets' Inspiration Cottage
14–21 Oct
Guest house in Ashland
5.0 out of 5 average rating, 80 reviewsC Street Station Cottage
30 Oct – 6 Nov
Guest house in Medford
5.0 out of 5 average rating, 42 reviewsSwiss Arbor Guest House
10–17 Jul
Guest house in Medford
4.8 out of 5 average rating, 10 reviewsLuxe Cottage La Havre House-private pool & hot tub
25 Nov – 2 Dec
Guest house in Jacksonville
4.89 out of 5 average rating, 27 reviewsSerenity Canyon Cottage
12–19 Oct
Guest house in Ashland
4.92 out of 5 average rating, 25 reviewsSilver Frog Guesthouse- downtown Ashland 'hood
21–28 Dec
Guest house rentals with a washing machine and dryer
Guest house in Medford
4.97 out of 5 average rating, 131 reviewsThe Loft at Highcrest
26 Apr – 3 May
Guest house in Medford
4.96 out of 5 average rating, 289 reviewsCabo Cottage, private guest house.
22–29 Sept
Guest house in Central Point
4.96 out of 5 average rating, 506 reviewsHygge Stay. Pet friendly* private and cozy.
3–10 Sept
Guest house in Central Point
4.92 out of 5 average rating, 130 reviewsHot tub - Modern - Relaxing - Private - Clean
14–21 Sept
Guest house in Grants Pass
4.98 out of 5 average rating, 205 reviewsSand Creek Cottage
11–18 Nov
Guest house in Ashland
4.94 out of 5 average rating, 109 reviewsJJ's Loft | Downtown | Large Deck | Kitchenette
6–13 Apr
Guest house in Medford
4.99 out of 5 average rating, 193 reviewsNewer, quiet, private cottage
27 Jun – 4 Jul
Guest house in Ashland
4.76 out of 5 average rating, 88 reviewsEast Main Downtown Bungalow
8–15 Oct
Quick stats about guest house rentals in Ashland
Total rentals
30 properties
Popular amenities
Kitchen, Wifi and Pool
Wifi availability
30 properties include access to wifi
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Total number of reviews
3.2K reviews
Nightly prices starting at
£40 before taxes and fees
Destinations to explore
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