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Guesthouse vacation rentals in Medford

Find and book unique guesthouse rentals on Airbnb

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Popular amenities for Medford guesthouse rentals

Family-friendly guest house rentals

A cozy cabin interior features warm wooden walls and high ceilings. A spacious bed is positioned near a window, providing natural light. A colorful sofa and a small table with flowers enhance the inviting setting. A decorative rug adds texture to the wooden floor.
Guesthouse in Central Point
4.87 out of 5 average rating, 291 reviews

The Peaceful Log Room: 1 Bedroom Guesthouse

DanielleRating, 5 stars35 months ago
Great location, close to wineries and Jacksonville.
Top guest favorite
A living room is presented with a large down-filled sectional sofa and a glass coffee table. A flat-screen TV is positioned on a wooden stand, complemented by a decorative lamp. Sliding glass doors open to a view of the garden, allowing natural light to fill the space.
Guesthouse in Gold Hill
4.74 out of 5 average rating, 63 reviews

Dream Cottage on the Rogue River

MauraRating, 5 stars1 month ago
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!
Guest favorite
The modern guesthouse features a stone-finished exterior with a spacious front entry. A large garage is visible below, while a covered balcony with railing enhances the upper level. Natural surroundings highlight the rural charm, with steps leading up to the entrance.
Guesthouse in Gold Hill
4.97 out of 5 average rating, 88 reviews

Rogue River Guesthouse: Rural river views near I-5

VirginiaRating, 5 stars1 week ago
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.
A warm kitchen area features wooden cabinetry and stainless-steel appliances. A counter with two stools offers seating. Natural light enters through a window adorned with floral curtains, and a water cooler stands nearby, providing easy access to drinking water.
Guesthouse in Medford
5 out of 5 average rating, 3 reviews

Quiet, Private Guest House

JessicaRating, 5 stars3 days ago
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
Top guest favorite
The living area features comfortable seating arrangements, including a gray sofa and an armchair, complemented by a wooden coffee table. Natural light filters through the large windows, highlighting the decorative rug on the floor. A spiral staircase leads to the upper loft, with double doors opening to an outdoor space.
Guesthouse in Ashland
4.99 out of 5 average rating, 597 reviews

Charming Guest House - One block from Downtown!

MarcRating, 5 stars1 week ago
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.
Guest favorite
A cozy cottage exterior is framed by well-maintained grass and landscaping. A wooden bench is positioned on the porch, while a circular patio features a small table and blue chairs, inviting relaxation in the outdoor space.
Guesthouse in Grants Pass
4.94 out of 5 average rating, 453 reviews

Sweet Vintage Cottage steps from Rogue River

JulianRating, 5 stars1 week ago
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
Superhost
A private outdoor patio is surrounded by lush greenery, featuring a table with four chairs. Natural light filters through the leaves, creating a serene space accentuated by an overhead trellis.
Guesthouse in Ashland
4.86 out of 5 average rating, 145 reviews

ABBOTT'S COTTAGES- Egret

HossainRating, 5 stars1 month ago
Had an excellent stay here. Would absolutely stay again. Space was just right. Excellent hosts!
The two-story house features a light-colored exterior with large windows and a spacious balcony. Lush greenery surrounds the entrance, while a patio umbrella and seating are visible on the balcony. The driveway leads to a well-maintained garden area.
Guesthouse in Medford
4.96 out of 5 average rating, 70 reviews

Roxy Ann Retreat - Large Luxury Carriage House

HalseyRating, 5 stars2 months ago
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

Top guest favorite
A cozy bedroom is showcased, featuring a spacious bed with neutral linens and decorative pillows. A small bench with a basket holding folded towels is positioned near the entryway. A hanging rod with garments can be seen in the closet area, along with a plant adding a touch of greenery.
Guesthouse in Medford
5 out of 5 average rating, 41 reviews

The Peach Pit Inn! A sunny retreat w self check-in

MarcelaRating, 5 stars2 weeks ago
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.
Guest favorite
The outdoor deck area features a private hot tub surrounded by greenery. A colorful tiled table offers seating, and elegant lighting hangs from the red-beamed roof. The space is complemented by a striking black and white patterned rug, creating an inviting atmosphere for relaxation.
Guesthouse in Jacksonville
4.96 out of 5 average rating, 113 reviews

La Petite Maison + Hot Tub

JackRating, 5 stars1 week ago
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.
Guest favorite
Three stylish pendant lights hang above a kitchen island, illuminating a spacious living area. A large window reveals a view of the pool outside, while natural light floods in, highlighting a comfortable sofa adorned with cushions. A decorative plant sits on the counter.
Guesthouse in Medford
4.91 out of 5 average rating, 22 reviews

New build in East Medford with pool & hot tub

KateRating, 5 stars4 weeks ago
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.
Guest favorite
A kitchenette area features green cabinetry and a vintage refrigerator. A round counter-height table with four stools is positioned for dining or activities. Appliances include a microwave, convection oven, and coffee maker. An armoire stands nearby, providing additional storage.
Guesthouse in Central Point
5 out of 5 average rating, 18 reviews

Spacious Cottage w/King Bed, Fireplace, 65" TV

AiméeRating, 5 stars1 week ago
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.
Top guest favorite
A freshly constructed guest house is shown with a green exterior and modern design elements. A paved driveway leads to the garage, and the surrounding yard features grass and a wooden fence, creating a sense of privacy.
Guesthouse in Medford
4.91 out of 5 average rating, 32 reviews

Cozy home in Medford”

SarahRating, 5 stars4 weeks ago
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.
Top guest favorite
The studio features an open layout with a king bed and a cozy seating area. A flat screen TV is positioned near the fireplace. Natural light streams through multiple windows, illuminating the kitchenette and dining area, which are adjacent to a private outdoor space.
Guesthouse in Ashland
5 out of 5 average rating, 131 reviews

C Street Station Cottage

JeanneRating, 5 stars5 days ago
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.
Top guest favorite
A cozy studio room features a king-size bed with decorative pillows against a deep red accent wall. A small dining table with three stools sits nearby, facing an electric fireplace beneath a wall-mounted television. Light hardwood flooring adds warmth to the space.
Guesthouse in Ashland
4.98 out of 5 average rating, 191 reviews

Courtside Cottage - WalkScore 93 - Dog Friendly

ChristinaRating, 5 stars1 week ago
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!
Top guest favorite
The studio features a spacious bed framed with a light wood finish, complemented by soft linens and pillows. A ceiling fan provides airflow, while a Roku TV is mounted on the wall. Natural light filters through large windows with sheer curtains, enhancing the inviting ambiance.
Guesthouse in Grants Pass
4.98 out of 5 average rating, 133 reviews

Tranquil Studio Near Scenic Redwood Highway

RebeccaRating, 5 stars6 days ago
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

Top guest favorite
A charming entrance features a bold red door and two red metal chairs situated at a small table, surrounded by gravel and greenery. A modern light fixture is mounted beside the door, adding a welcoming touch to the exterior.
Guesthouse in Ashland
4.98 out of 5 average rating, 175 reviews

Manzanita Cottage

MiraRating, 5 stars4 days ago
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!
Superhost
A clean and functional bathroom sink area is shown, featuring a white countertop and stylish faucet. Below, a cabinet with paneling offers two storage drawers. Nearby, a green soap dispenser and a clear container hold cotton swabs and balls, providing convenient access to essentials.
Guesthouse in Medford
4.92 out of 5 average rating, 72 reviews

Chic & cozy 1 bedroom Guest-house

TimRating, 5 stars10 months ago
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.
Top guest favorite
A rustic wooden table with two matching benches is positioned on a concrete patio. A small potted plant adds a touch of greenery to the table. Large windows with black frames allow natural light to brighten the space.
Guesthouse in Grants Pass
4.95 out of 5 average rating, 59 reviews

Spectacular Rogue River views & charm!

Kristen HansenRating, 5 stars2 weeks ago
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.
Top guest favorite
An outdoor steam sauna, designed in a cylindrical wooden structure, is set on a stone patio surrounded by autumn leaves. A decorative metal bench is positioned nearby, offering a place for relaxation amid the natural setting of Sand Creek Cottage.
Guesthouse in Grants Pass
4.98 out of 5 average rating, 244 reviews

Sand Creek Cottage

Jeff And NancyRating, 5 stars6 days ago
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!
Guest favorite
A well-appointed bathroom features a modern vanity with dark cabinetry, a mirror above, and overhead lighting. The space includes a toilet and a window allowing natural light, while light-colored walls and wooden flooring enhance the overall ambiance.
Guesthouse in Eagle Point
4.93 out of 5 average rating, 14 reviews

Deer Ridge Guesthouse

RobinRating, 5 stars6 months ago
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.
Guest favorite
A modern kitchen area is featured, showcasing wooden cabinetry and stainless steel appliances. A round dining table is surrounded by four black chairs. Natural light floods the space, illuminating the countertop and creating a welcoming ambiance. A view of the private outdoor area is visible through sliding glass doors.
Guesthouse in Central Point
4.92 out of 5 average rating, 161 reviews

Hot tub - Modern - Relaxing - Private - Clean

BridgitRating, 5 stars1 week ago
This cute place is private and welcoming! The hot tub is an added plus! So close to Jacksonville, gorgeous area! Highly recommend!
Top guest favorite
Guesthouse in Grants Pass
4.99 out of 5 average rating, 100 reviews

1 BDRM Cottage-Keyless self check in-Quiet Lane

CathyRating, 5 stars2 weeks ago
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.
Superhost
The entrance of the bungalow features a solid red door framed by two bright windows, complemented by a covered porch. Decorative plants line the walkway, providing a welcoming touch to the exterior, which is adorned with blue siding and a patterned shingle roof.
Guesthouse in Ashland
4.78 out of 5 average rating, 117 reviews

East Main Downtown Bungalow "C"

Kelly LoyerRating, 5 stars1 month ago
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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