
Guesthouse vacation rentals in Medford
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Top-rated guesthouse rentals in Medford
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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!

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.

Quiet, Private Guest House
Beth was so nice and there if we needed her. We didn't need her though because it was fully stocked. She even let us plug in our electric car. Thank you Beth we had a wonderful stay

Charming Guest House - One block from Downtown!
Great location just a few hundred yards from Ashland Creek and downtown restaurants. House was super well equipped, everything that you could need in the kitchen, bathroom, and house in general. Spiral staircase and uneven walkway could make it difficult for anyone with mobility issues, but for everyone else it's a perfect place to stay in downtown Ashland.

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!

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
We had a great stay in Medford at Rebeccca's! It was super cute, clean & comfortable for 2 people. (me + husband stayed here) We did not spend enough time exploring Medford besides trying Dancin' Winery and Over Easy brunch place (both extremely close!) . We spent alot of time at Crater Lake National Park, (about 1.5 hrs away). The neighborhood felt pretty safe and quiet at night. We left Portland a little late so we arrived after 8 but it was self check-in & we had no issues getting in on our own or finding parking.

La Petite Maison + Hot Tub
Host is very friendly. Stand alone unit is very nice. Hot tub was great. King bed was very comfortable. Sheets were very high quality. Plenty of towels and supplies. I would stay again.

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
Country Cottage was perfect for our weeklong stay visiting family in Central Point. The cottage was very well appointed with all of the amenities and comfortable stylish furniture and bed. I especially enjoyed doing my yoga each morning out in the screened in porch. Very much appreciated the fresh eggs for breakfast. If we have the opportunity to visit Central Point again we will definately re-book at the Country Cottage.

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
Phillip’s place is so amazing. This place is so perfect for visiting Ashland. We parked once, and walked everywhere. We also brought our bikes, and it was great to park them in the back yard area, and fun to ride on the nearby trails. It was easy to find, and so great to have a parking space in Ashland. The windows and light in here are great. This is just how I hope all my Airbnbs will be - comfortable, beautiful and in a great location.

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 airbnb! Felt like a small apartment, had everything we’d need. There was a balcony, pond, and garden, as well as two cats. Definitely worth what we paid, would definitely come back. Cynthia was super communicative and friendly!
Guest house rentals with a washer and dryer

Manzanita Cottage
We had a wonderful stay at Mira’s place. Beautiful neighborhood and perfect location. Short walk to the Main Street shops, restaurants, and Shakespeare Festival theaters. House was charming, clean, and very comfortable. Highly recommended!

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.

Spectacular Rogue River views & charm!
This rental was nicer looking then the photos - tastefully decorated and nice large rooms. The river view was amazing. We enjoyed watching the ducks and geese float in the river while having a glass of wine on the patio. The neighborhood is not fancy, but the house and view are very nice. We walked to the Rivers' Edge restaurant and enjoyed that as well - lovely view and patio with good food.

Sand Creek Cottage
2nd time visiting Sand Creek! It was hot 97degrees for June! But at night the cottage cooled down! We loved the comfortable bed and blanket! If its private you are looking for - This is it! A welcome break from downtown types of rentals! We loved the place so much that we called it going back “ home” after every each day hike!

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.

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!

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.

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!
Quick stats about guesthouse rentals in Medford
Total rentals
30 properties
Nightly prices starting at
R1,065 ZAR 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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