
Guesthouse vacation rentals in Medford
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Top-rated guesthouse rentals in Medford
Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.
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Popular amenities for Medford guesthouse rentals
Family-friendly guest house rentals

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!

Million Dollar View No city tax! Huge 4k tvs
Michelle was such a great host with great communication, and very understanding. I would book again if in oregon!

Rogue River Guesthouse: Rural river views near I-5
Absolutely loved staying here! We were greeted by Joe and Nancy! They were so thoughtful and asked if we needed anything from the grocery store. They left an activity box out for our kiddo and even accommodated a late check out. The home was beautiful, but the best part was listening to the river at night while we slept with the windows open. If you’re looking for a great getaway from the city with amazing hosts I 10/10 recommend!

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
This was a lovely stay for a girls weekend! The weather was gorgeous and we spent a fair amount of our time outside at the pool and the lawn looking out onto the river. There was a wedding at a location across the river so we got to have lovely background music while we chatted. Literally the PERFECT weekend for us!

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

Roxy Ann Retreat - Large Luxury Carriage House
This home was in a quiet, stunning neighborhood with a gorgeous view. We got to watch the sunset from bed! All of the furniture was comfy, cozy, clean, and smelled good. Elyse was so responsive and helped us with a question/request right away. The home was in the perfect center of all of the things we wanted to do while we visited, and so close to a cafe/wine tasting room/food truck spot. We were so happy we chose this place for our long weekend get away.
Guest house rentals with a patio

The Peach Pit Inn! A sunny retreat w self check-in
Perfect for our needs. Comfortable and convenient location. Very nicely furnished. Great bargain too.

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
This studio is beautifully designed for a short get-away. It is a lovely space that is perfect for two people. Within easy walking distance of Ashland's great restaurants and, of course, the theaters, we never had to use our car. Plus, Philip was always available if we needed recommendations.

Courtside Cottage - WalkScore 93 - Dog Friendly
The perfect house in the perfect location! Very well up to date everything! Felt like a high end hotel. Our host was amazing! Walking distance from downtown!!

Tranquil Studio Near Scenic Redwood Highway
Cynthia’s place is a little slice of paradise a few miles outside of grant’s pass. The suite is well decorated, comfortable and has all the amenities one would need. I also appreciated the induction stove and fridge in the kitchenette. We met Cynthia’s cats and dogs, all of whom were very sweet and friendly. Highly recommend.
Guest house rentals with a washer and dryer

Manzanita Cottage
The previous reviews really said it all! Lovely place-clean-quiet-walkable to all that Ashland downtown and railroad district has to offer. I’ve been visiting Ashland for over 25 years and have, at one point or another, stayed in almost every hotel and several air bnb’s in town. This is by far the best!

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.

Sand Creek Cottage
This little barn is fixed up so nice. The bed was very comfortable and the place was quiet and secure. I loved all the extra touches..fresh eggs! It is more beautiful than the photos and super clean.

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.

Cozy Upstairs Guesthouse
Thank you so much Angel's Rest! We enjoyed our stay, very clean and very peaceful. Sitting on the balcony with our morning coffee, watching the river meander by was such a nice way to start our day.

East Main Downtown Bungalow "C"
This is a great place for two people and a dog, in a quiet neighborhood but within easy walking distance to downtown Ashland. Great restaurants, shops, and the Skakespeare theaters are nearby. The house was clean and as described; check in was easy; and the host was very responsive. We would definitely stay here again on our next trip through Ashland.

New Modern Cottage on the Rogue
We are on a road trip from Australia and thrilled to find this apartment. We thoroughly enjoyed our stay. It's very comfortable and has everything we required for a perfect stay. The view of the river is delightful. We walked to a nearby restaurant for dinner, also great. Thankyou Jamee and Jeremiah
Quick stats about guesthouse rentals in Medford
Total rentals
30 properties
Nightly prices starting at
$60 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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