
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.
Vacation rentals for every style
Get the amount of space that is right for you
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!

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
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 place was perfect for our family of 4 (2 college kids) trip to Ashland. We were there specifically to visit OSF which was just a short walk from the Airbnb as were a number of tasty restaurants and shops to explore. Highly recommend!

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!
Guest house rentals with a patio

Close to Downtown Grants Pass Everything you Need!
The studio is very well appointed with all that you need. The kitchen area has what you need to prepare meals and it is very appealing with nice dishes and a lovely wooden counter and tiled walls. The living area has a nice desk, arm chairs, TV and a dresser. Lighting is very good in each area.There is a tiny patio, whch is fenced in, out the kitchen door where you can sit at a small table in the morning sun and sip your coffee. While the blue cottage is on a bustling street in a residential area, it is set back off the street and feels private. The host, Dennis, is one of the best hosts we have ever had. He is in a league of his own - super friendly and responsive. If you have questions Dennis will get back to you immediately. He is a delight to work with.

Casita Petunia Pass
Perfect little spot to stay close to downtown and lots of fun coffee shops/ restaurants nearby. A nice walkable neighborhood as well. Would definitely stay here again!

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.

Cozy Upstairs Guesthouse
Amazing place with beautiful surroundings. the place is fully stocked and has all you need to be comfortable and have excellent experience. The view of the Rouge River is amazing and worth every Penny. I will definitely be staying here again when visiting family.

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.

Adorable natural construction 1 bedroom guesthouse
Carla was wonderful and so helpful. She offered to help me with my dogs and offered a later checkout if I needed. My husband was in the hospital so I was so grateful for her offerings. I highly recommend!

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!

Hanna's House by WanderLodges |1 block to downtown
As advertised! Hanna’s house was in a terrific location (VERY walkable to all the things, but tucked away enough that I heard no noise at night), and every thoughtful detail accompanied this Airbnb. Loved it.

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.

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!

Sand Creek Cottage
I loved staying here with my pup. Jennifer was kind and responsive which allowed for a flexible check in/out. The bed was very comfortable and the place was clean. I 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
We loved Natalie's beautiful little guesthouse. We had everything we needed for a comfortable stay. Well equipped and very private. Natalie was very quick to respond if we needed help with anything and offered suggestions regarding local attractions & restaurants. Would definitely stay here again.

Hot tub - Modern - Relaxing - Private - Clean
The owners were kind respectful and easy to work with. I would book here again no questions asked.
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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