
Guesthouse holiday rentals in Medford
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Top-rated Guesthouses in Medford
Guests agree: These guesthouses are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for Medford guesthouses
Family-Friendly guesthouses

The Peaceful Log Room: 1 Bedroom Guesthouse
Great location, close to wineries and Jacksonville.

Dream Cottage on the Rogue River
This really is a dream cottage! It’s right on the Rogue River. My dog and I woke up every morning and went down to the river, and it was never the same twice. Incredible birding, and even saw some river otters! Sam’s sculpture adds a lot of fun surprises to the property- you never know what’s going to appear. The bed was very comfortable, and the kitchen has everything you need to feel right at home. Sam and Paula were so kind and welcoming. Can’t recommend it enough!

Captain Drake's Sky house
Amazing stay! The place was spotless, beautifully decorated, and perfectly located. The host was incredibly responsive and helpful. Highly recommend to anyone visiting. Would definitely stay here again!

Million Dollar View No city tax! Huge 4k tvs
This place was perfect for my bigger size family and our pet! Very comfortable and had beautiful views! We definitely recommend this home and would definitely go back!!

Rogue River Guesthouse: Rural river views near I-5
We had a wonderful stay at this Airbnb. It is a cozy and inviting space! The beds were comfortable, and everything was very clean. The hosts have considered nearly every detail you might need in the kitchen, bathroom, and bedrooms. They provide a link with useful information, which was helpful. We truly felt at home. The sound of the river at night was priceless. The place offered great privacy, allowing for a genuinely relaxing experience. Thank you for making everything a breeze.

Charming Guest House - One block from Downtown!
This was my second time staying with Becky and Scott and it was just as wonderful as the first time, if not even more! Not only are they some of the most kind and responsive hosts you could ever hope for, but their place feels like home and has all the things you need for a comfortable short stay. Can’t wait to come back!

Sweet Vintage Cottage steps from Rogue River
Very beautiful area. Had lots of fun in the awesome pool. My daughter was amazed at all the wildlife in the area. The room was very charming and had a rustic feel to it, but had all the modern amenities. All in all we had a great time and couldn't ask for a better location or host. Teresa was very friendly and helpful

ABBOTT'S COTTAGES- Egret
Had an excellent stay here. Would absolutely stay again. Space was just right. Excellent hosts!
Guesthouses with a patio

The Peach Pit Inn! A sunny retreat w self check-in
we had a great stay at peach pit in it was so cute and you can tell Rebecca really paid attention to the details. definitely better than staying in a hotel!

La Petite Maison + Hot Tub
The cottage and the property are idyllic and the owners (Nicole and Fernando) are wonderful. They are friendly, accessible, responsive and just about everything you'd want or expect from the host. All of the amenities were as shown and advertised. The only "negatives" were (1) the fact that this a country property means lots of flying and crawling insects, and (2) the property is in a remote country setting. If you're looking for a quiet, relaxing place to unwind, this spot is a gem. If you're interested in a convenient place to stay while enjoying social experiences (dining, theater, shopping, etc.), be prepared to drive a bit.

New build in East Medford with pool & hot tub
Great stay with a beautiful private pool and hot tub. Finishes inside were top notch - gave me ideas for my own kitchen. Potential guests should know the bedroom is upstairs while the bathroom is on the main floor down a flight of wooden stairs - something to keep in mind if you have balance issues in the middle of the night. A lovely place for a getaway in Medford.

Spacious Cottage w/King Bed, Fireplace, 65" TV
We had a great stay at this AirBnb. The location was convenient (near family). The place was clean and relatively baby/toddler friendly. I liked the separate room for kids so that we could still be up a bit once we put the our kid down. The bed was comfortable, and everything seemed new and very clean. They’ve thought of just about everything you could need in the kitchen, bathroom, etc. One thing to note is that check in is a little later and check out is earlier than typical so plan for that. Our only issue was a chicken coop outside and a rooster crowing at odd hours (11pm, 4am, etc) waking our family up. I recommend bringing a sound machine or the host adding a purifier or something to drown that out. Overall, we thought this place was lovely and will likely stay here when we visit family again!

Cozy home in Medford”
This is our second time staying at Angelica's cozy home, and I know it won't be our last. We have a soccer tournament every year in Rouge Valley and Angelica's house is the perfect location for all the games, and is the perfect spot for relaxation between the busy tournament schedule. The house is cozy and has everything you need. Angelica is a great host. She is responsive and we look forward to future stays.

C Street Station Cottage
Incredible studio cottage. Felt very spacious for two people. Amazingly comfortable bed. Had everything we needed for a 5 night stay. Beautiful surroundings. Walkable to everything in Ashland. Superb value. Well designed. Really enjoyed the outdoor patio space for coffee and relaxing in the mornings.

Courtside Cottage - WalkScore 93 - Dog Friendly
Great spot for our 1-night stopover on our way north. Mike's place was exactly as described/pictured and perfect for 2 people. The space was well appointed, the bed was comfortable, air conditioning was a plus on a warm day and the basketball court floor was unique. Mike was super friendly and proactively provided clear instructions to the cottage and parking. We were able to walk to the store and restaurants, and there was great mountain biking just outside of town. I would definitely stay here, again!

Tranquil Studio Near Scenic Redwood Highway
Beautiful, clean place. Exactly as described in the listing. Very responsive and helpful host Cynthia. Highly recommend this place. thanks a lot Cynthia.
Guest house rentals with a washing machine and dryer

1910 Orchard Guest House
We would definitely stay at this Airbnb again! The property is so quaint and peaceful. The location is very close to Ashland and is a must stay.

Manzanita Cottage
Great, quiet spot in a great location in the middle of Ashland. Mira was very responsive with any questions. Had a fun time staying here and would definitely stay again.

Chic & cozy 1 bedroom Guest-house
Nice clean and private detached guesthouse in a very quiet neighborhood. House easy to locate and access even in the dark of the night. Host was kind and responsive. We would definitely stay here again.

Deer Ridge Guesthouse
This was our second time staying here. I can’t recommend it enough. The space is clean, with new appliances. beautifully situated, and extremely peaceful and private.

1 BDRM Cottage-Keyless self check in-Quiet Lane
This was our second stay at Natalie’s cottage and it was as wonderful as the first stay. The cottage is lovely, very private and right in town. We enjoyed every minute of our stay and look forward to our next visit.

Hot tub - Modern - Relaxing - Private - Clean
This cute place is private and welcoming! The hot tub is an added plus! So close to Jacksonville, gorgeous area! Highly recommend!

East Main Downtown Bungalow "C"
What a great stay. The location was fantastic, and a very easy walk to the Shakespeare festival, and tons of great restaurants. Safeway is also only two blocks away. The place was immaculate. The bed was super comfy and the kitchen well outfitted. I recommend it!

New Modern Cottage on the Rogue
Amazing stay at Jamee's! She was so responsive and even clued me in that an event had to be moved up and would overlap with my stay slightly to make sure it didn't bother me. Such a great host, everything was thought of!
Quick stats about guesthouse rentals in Medford
Total rentals
30 properties
Nightly prices starting at
$100 NZD before taxes and fees
Total number of reviews
5.5K reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
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