Family-friendly holiday rentals in Medford

Guesthouse in Central Point

A spacious living room area is highlighted by a brown leather sectional sofa accompanied by two decorative pillows. A light wood coffee table sits in the center, situated on a warm-toned wooden floor. Open doorways lead to other rooms, enhancing the airy feel.

4.94 out of 5 average rating, 654 reviews

The Hygge Stay in the Heart of Southern Oregon

Pet friendly**Close to the I-5 interstate. Within walking distance to park! This guest house, is filled with natural light making it bright and inviting. Thoughtfully designed with guests in mind, you will have no trouble feeling comfortable with all the amenities you’ll need. *Fun fact**, the night stands in the main bedroom were made in the shop downstairs and designed by husband and I! *Airbnb is above working cabinet shop* Message me if you have any questions, I’ll respond within an hour!

Indoor spacesKitchenAccuracy

4.96 out of 5 average rating, 182 reviews

A comfortable living room is furnished with two sofas and an armchair, arranged around a wooden coffee table. Soft pillows complement the seating. A lamp stands beside a wall, providing light, while artwork adorns the walls, adding a serene touch to the space.

Home in Phoenix

Phoenix Rising

Relax with the whole family at this peaceful home with a half acre backyard full of fruit and shade trees along with a gas BBQ. Games include board games, corn hole, outdoor Jenga. Several restaurants within walking distance. Wheelchair accessible park across the road at Blue Heron Park along Bear Creek Greenway. 3.8 mi. - Lithia & Driveway Fields 4.5 mi. - Rogue Regional Hospital 5.5 mi. - Medford Airport 5.9 mi. - Jackson County Expo 13 mi. - Shakespeare Festival 19 mi.- Mt Ashland ski area

FamilyIndoor spacesQuiet

The exterior of the guest suite features a covered porch with white railings and a set of wooden steps leading to the entrance. Lush greenery surrounds the property, providing a natural setting in the hills of east Medford.

4.97 out of 5 average rating, 224 reviews

Angel Crest Casita Guest Suite - East Medford

Enchanting, large, private 1 bedroom guest suite with a view In Upper East Medford. Beautiful, open concept living /dining area has plenty of room to relax and unwind. This space also includes a semi private queen bed. There is a large luxurious shower, kitchenette, and other amenities (microwave, fridge, and coffee maker). Outside there is a large private covered deck with outside seating and a fire pit. Close to wineries, golf, restaurants, and great hiking. This is a non smoking property.

Indoor spacesKitchenTV

4.93 out of 5 average rating, 463 reviews

Guesthouse in Medford

The Greenwood Villa w/wood fire hot tub

The guest house, we affectionately call the Villa, is situated near great views, restaurants, wineries, and nature trails available in Jacksonville, Ashland and Medford. Located in the country with views of the famous pear orchards. We have designed the Villa to be a quiet retreat that offers some unique features, so please familiarize yourself with our Property and House Rules. Every detail invites you to slow down and enjoy the beauty of Southern Oregon. Find us on socials: @thegreenwoodvilla

KitchenIndoor spacesDecor

A bright and airy sleeping area features a spacious queen bed dressed in crisp white linens. Natural light enters through a large window, complemented by light curtains. A wardrobe and bedside tables with lamps create a functional and comfortable space, accented by soft wooden flooring.

4.99 out of 5 average rating, 298 reviews

Parkside East Medford Studio (Easy I-5 Access)

Unwind in this cozy East Medford studio conveniently located near the Rogue Valley Int'l Airport (8 min), Hospitals (Providence - 2 min & Asante - 5 min), less than 2 miles from both Medford I-5 exits, 7 miles from Britt Gardens in historic Jacksonville & 78 miles from Crater Lake. This space offers private entrance & off-street parking. Kitchenette includes basic dishes & cookware. Bathroom includes rainmaker shower. Studio includes wifi, Roku TV, Netflix, Prime, and other streaming options.

KitchenFamilyQuiet

4.96 out of 5 average rating, 154 reviews

A charming two-story home is framed by lush green grass and mature trees. The exterior features a classic design with a combination of large windows, a welcoming porch, and a tasteful blend of light and dark siding. The sky is bright with scattered clouds.

Home in Central Point

Beautiful Country Home next to Jacksonville!

The whole group will enjoy easy access to everything from this centrally located home! Enjoy a pool day with the family next to the serine pool. Or a fun day of wine tasting with Relik winery less than one mile away and Hummingbird less than 2 miles away! Or have a blast at a concert this summer at the Britt festival less than 2 miles away! Downtown Jacksonville is only a 3 minute drive! All queen beds have been upgraded to NEW Tempurpedic beds! King size bed is a Jennings (Very High Quality!)

KitchenIndoor spacesPets

4.95 out of 5 average rating, 118 reviews

Manor Hill Haven | Hot Tub & Accessible Features

This single level 2-bedroom, 2-bathroom home is ideal for families, couples, or business travelers and has accessible features. Located in a residential only neighborhood, this property offers modern conveniences w/ comfort & style close to Medford medical plazas. - Handicap Accommodative & Wheelchair Accessible - EV Charger with access to a single-car garage for parking - Large Deck with mountain views - Hot Tub - .5 Mile to Golf Course - 1 Mile to Asante - 0.4 miles to Rogue Valley Manor

Indoor spacesFamilyNearby

4.97 out of 5 average rating, 105 reviews

A covered wagon is nestled among trees, with a wooden frame and curved canvas top. The entrance features a door and steps leading to a small porch. Surrounding elements include a gravel path and outdoor lighting strung overhead, enhancing the natural setting.

Farm stay in Grants Pass

Enchanted Conestoga wagon on the Applegate River

Reconnect with nature in the breathtaking Applegate Valley while enjoying the comfort of our cozy covered wagon. Take a step back in time and create memories as our ancestors did on the Oregon trail in covered wagons. Escape the hustle and bustle of everyday life & unwind in harmony with nature on the Applegate River. Enjoy the many nature trails that meander throughout the 12 acres on our farm. Say hello to all of the cute furry animals grazing on our pasture. Your adventure awaits!!

Indoor spacesFamilyHospitality

4.96 out of 5 average rating, 498 reviews

A bright studio suite features a comfortable sleeping area with a neatly made bed. Two patterned chairs are placed in a cozy seating nook, near a small kitchenette area. Light wood flooring complements the warm tones of the walls and furnishings.

Apartment in Medford

Suite Comice EV Charging

*NOTE*: We disinfect all surfaces before and after new guests arrive. Studio suite with private entrance. Comfortable, light, clean and airy. Host on location in attached home. Breakfast nook with coffee, and tea. Neighborhood is quiet with shopping and dining not far away. Only one small step into the unit. Also on the property is another 2 bedroom Airbnb unit, Comice Valley Inn, in the event you have a larger party. This is a new listing, so please see some of my many 5-star reviews.

FamilyIndoor spacesValue

The exterior of the charming home features a light grey facade with white trim, complemented by a welcoming porch. Wooden planters are mounted under two windows, and a neatly landscaped path leads to the front door, framed by seasonal foliage.

4.89 out of 5 average rating, 467 reviews

Southern Oregon Gem (EV Charger)

Welcome to our charming little home in Medford, Oregon. a delightful haven designed for comfort, cleanliness, and efficiency. Nestled near the city center, this inviting space offers a perfect blend of coziness and functionality for a memorable stay. The thoughtful layout maximizes every inch of space, creating a welcoming atmosphere for solo travelers, couples, or small groups. The color palette is soothing, creating a serene ambiance that promotes relaxation.

FamilyKitchenHospitality

A well-lit hallway features warm wooden flooring and white walls. Natural light filters in through windows, illuminating the space. Doorways lead to adjacent rooms, creating an inviting transition within the home. The overall design conveys a sense of openness and flow.

4.95 out of 5 average rating, 127 reviews

Secluded suite in town

Light and modern space with garden access and private porches. Quiet neighborhood near the hospitals, golf course, and close to the freeway. Only 20 minutes to Ashland's Shakespeare Festival or Jacksonville's Britt Festival. Separate heating and cooling unit as well as a Cal-King Casper mattress (new Feb 2024) for your comfort. Small kitchenette stocked with the basics. LGBTQ+ friendly space.

FamilyKitchenBeach

The exterior of a chic home is displayed, featuring white siding and a welcoming porch supported by wooden pillars. A neatly landscaped yard is visible, bordered by shrubs and rocks, with a garage on one side. Daylight enhances the inviting appearance of the property.

4.99 out of 5 average rating, 162 reviews

Designer Home w/ Chef’s Kitchen

Stunning designer home with a true chef’s kitchen, perfect for families, couples, remote workers, wedding parties, and four-legged friends. Thoughtful high-end finishes throughout, sleeps 7 comfortably with lightning-fast WiFi. Close to gorgeous Rogue Valley wineries, Britt trails and outdoor adventures. Less than 10 minutes from historical downtown Jacksonville and The Britt Festival!

FamilyKitchenLaundry

Popular amenities for Medford family-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Guesthouse in Central Point

4.93 out of 5 average rating, 196 reviews

Hot Tub • Near Jacksonville & Wineries - King Bed

Indoor spacesFamilyAccess

Superhost

The living area features a cozy arrangement of seating, including a dark leather couch and a light-colored armchair. A large television is mounted above a white fireplace, complemented by a coffee table. Natural light enters through a window adorned with light curtains.

4.9 out of 5 average rating, 276 reviews

Hot Tub huge yard 5 kings fiber wi-fi 4k huge tv

KitchenFamilyAmenities

Guesthouse in Central Point

A light-filled kitchen area features modern cabinetry, a central island with seating, and stainless steel appliances. Mirrored panels and a small potted plant add depth to the space. An area rug with intricate patterns enhances the warm atmosphere, while a ceiling fan provides air circulation.

4.94 out of 5 average rating, 880 reviews

BEE WELL Organic Spa Garden Studio w/ Hot Tub

FamilyIndoor spacesCheck-in

4.98 out of 5 average rating, 120 reviews

A modern, single-story home sits beneath a bright sky, surrounded by tall trees. The structure features a covered wooden deck at the entrance, with large glass doors that open to an expansive outdoor space, creating a seamless transition between indoors and outdoors.

Home in Grants Pass

Rogue Reefs

Indoor spacesFamilyValue

4.98 out of 5 average rating, 836 reviews

The exterior of the yurt is highlighted by warm light emanating from the windows, creating a welcoming ambiance in the evening. A wooden deck leads to the entrance, while a nearby chair rests under a small tree. Soft landscaping and a hammock are visible in the background.

Yurt in Grants Pass

Sunset View Yurt of Applegate Valley with HOT TUB!

KitchenIndoor spacesView

Guesthouse in Jacksonville

4.96 out of 5 average rating, 178 reviews

La Petite Maison + Hot Tub

KitchenFamilyComfort

Guesthouse in Grants Pass

A spacious chalet is nestled among lush greenery, showcasing its wooden exterior and large windows. The outdoor seating area with a comfortable sofa arrangement is highlighted on the deck, surrounded by well-maintained landscaping, creating a welcoming outdoor retreat.

4.97 out of 5 average rating, 246 reviews

Chalet in the Woods

Indoor spacesFamilyWi-Fi

4.97 out of 5 average rating, 177 reviews

An A-frame home is nestled among tall trees, featuring a wraparound deck illuminated by string lights. The natural wood structure contrasts with the surrounding greenery as the sky transitions into twilight, creating a serene ambiance.

Cabin in Grants Pass

The Epic A - Charming 1960s A-Frame w/Hot tub

FamilyIndoor spacesAccuracy

Family- and pet-friendly home rentals

4.9 out of 5 average rating, 405 reviews

The exterior of a modern guesthouse is highlighted, featuring a black front door with arched glass panels and decorative sidelights. Flanked by neatly trimmed evergreen shrubs, the house presents a clean, inviting entrance, with subtle architectural details accentuated by a light fixture above.

Cottage in Medford

Stunning Private Orchard Property

KitchenFamilyBackyard

4.93 out of 5 average rating, 248 reviews

The classic cottage is framed by green foliage, showcasing a welcoming entryway with a black door and a symmetrical window. A bench is positioned on the porch, complemented by flower pots on either side. The gravel path leads to the entrance, surrounded by trees.

Cottage in Jacksonville

Cottage on River Farm -Applegate Wine Trail

Indoor spacesKitchenNearby

A cozy room is presented with a queen bed draped in a light green coverlet. A wooden desk and chair are positioned near a window adorned with cream curtains, while an area rug adds warmth to the hardwood floor. Decorative accents include wall art and a classic wooden dresser.

4.91 out of 5 average rating, 228 reviews

Historic Upstairs Apartment

FamilyIndoor spacesPool

A bright bedroom features a spacious bed adorned with neutral bedding. A wooden desk and lamp are positioned nearby, with framed photographs decorating the walls. Natural light filters through a window draped with sheer curtains, while a small potted plant adds a touch of greenery.

4.96 out of 5 average rating, 250 reviews

Clean, comfy, pet friendly & fully stocked

Indoor spacesFamilyHeating

4.92 out of 5 average rating, 106 reviews

New, spacious, quiet, private, comfy studio

Indoor spacesKitchenAir conditioning

4.93 out of 5 average rating, 242 reviews

A well-equipped kitchen features stainless steel appliances, including a large refrigerator and an oven. A spacious countertop with seating for four is illuminated by pendant lighting. Natural light floods in through the window, and a glass door leads to the backyard.

Home in Central Point

Ideal & quiet location, 3BR+office, perfectly cozy

FamilyKitchenLong stay

The exterior of a charming cottage features a welcoming red front door, flanked by potted plants. A covered porch supported by white columns provides shade. The driveway and surrounding landscape include a paved pathway and greenery, creating an inviting entrance to the home.

4.95 out of 5 average rating, 125 reviews

Cozy cottage in old E. Medford

FamilyIndoor spacesBiking

5.0 out of 5 average rating, 110 reviews

Luxury Guest House in Charming Old East Medford

Indoor spacesKitchenWalkability

Family-friendly home rentals with a pool

4.87 out of 5 average rating, 260 reviews

Big Pool, Great Room, Spa, Work Crews or Families

KitchenIndoor spacesAir conditioning

Guest suite in Grants Pass

An inviting swimming pool is set in a landscaped area, surrounded by palm trees and a wooden fence. The pool features a unique shape with a brick border and a small, rounded seating area nearby. Sun loungers are positioned adjacent to the water.

4.93 out of 5 average rating, 115 reviews

Cool Blue Waters-Guest Suite

FamilyIndoor spacesParking

4.89 out of 5 average rating, 102 reviews

Home in Jacksonville

Luxury Mountain-Top Retreat | Sleeps 14

FamilyIndoor spacesSkiing

4.91 out of 5 average rating, 191 reviews

A fenced front yard is displayed, featuring a porch with two blue chairs and a small table. String lights are hung above, adding a warm touch. The entrance to the cottage is framed by two black shutters, leading into a bright and welcoming space.

Cottage in Central Point

Farm Cottage 1/2 Mile Outside Jacksonville

KitchenIndoor spacesPool

4.95 out of 5 average rating, 165 reviews

A spacious outdoor area features a crystal-clear swimming pool adjacent to a stone hot tub. Surrounding greenery and colorful flowers enhance the serene setting. Seating options are available nearby, with steps leading elegantly from the house to the poolside.

Home in Ashland

The Aloha House - Hot Tub - Pool

Indoor spacesFamilyOutdoor spaces

4.97 out of 5 average rating, 191 reviews

A spacious indoor pool is surrounded by wooden beams and natural stone accents. Sunlight filters through large windows, reflecting off the clear water. Lush greenery and unique decor elements, including a whimsical sun motif, enhance the serene environment.

Home in Cave Junction

Private Country Paradise

FamilyIndoor spacesCondition

Guesthouse in Grants Pass

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.

4.94 out of 5 average rating, 470 reviews

Sweet Vintage Cottage steps from Rogue River

KitchenIndoor spacesOutdoor spaces