Vacation rentals with a pool in Medford

Find and book unique homes with a pool on Airbnb

Quick stats about vacation rentals with a pool in Medford

  • Total vacation rentals

    Explore 40 vacation rentals in Medford

  • Nightly prices starting at

    Medford vacation rentals start at ﺩ.ﺇ110 per night before taxes and fees

  • Verified guest reviews

    Over 1,530 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Medford vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Medford rentals

  • 4.7 Average rating

    Medford stays receive an average rating of 4.7 out of 5 from guests

Top-rated rentals with a pool in Medford

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite
A wooden outdoor seating area is positioned on a concrete patio, featuring two chairs and a loveseat with white cushions. A table sits in the center, surrounded by blooming purple flowers and green vegetation. Large glass doors lead into the interior space.
Apartment in Grants Pass
4.95 out of 5 average rating, 234 reviews

1940s Vintage apartment steps from the Rogue River

Welcome one and all to DunMovin'. At Riverside on the Rogue you will go to sleep with views of the stars through the skylights and wake up to the Wild and Scenic Rogue just outside your French Doors. Throw a line in and fish from the yard if you like. Lounge by the heated saline pool, feed the geese, go shopping, or head to any of our amazing local restaurants. I'm in the city limits. It's my slice of heaven and I'm sharing it with you. My other unit can be found at: 'The Cottage at DunMovin'

Superhost
The tiny home is nestled among lush trees, showcasing a wooden deck with a railing. Large windows offer views of the surrounding greenery. The exterior features vibrant colors, contrasting with the natural landscape under a clear blue sky.
Tiny home in Rogue River
4.85 out of 5 average rating, 121 reviews

Tiny Groove with plunge pool and soaking tubs

A unique off grid experience awaits you at our eco-friendly solar powered tiny home on 6 secluded acres. The home site is perfectly cut into a groove in the hillside 200 feet above the valley below allowing for beautiful Mountain views and amazing privacy with no visible neighbors other than the variety of local wildlife. Enjoy the outdoor soaking tubs, wood fired sauna and a seasonal plunge pool. Just a short 5 minute drive to the lovely town of Rogue River and access to I-5. Pet friendly too!

Guest favorite
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
4.96 out of 5 average rating, 139 reviews

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!)

Top guest favorite
Two outdoor bathtubs are situated on a wooden deck, each surrounded by sheer white curtains. The scene features two individuals relaxing in the tubs, with rustic decor and lush greenery in the background, capturing a serene retreat in nature.
Cabin in Grants Pass
4.96 out of 5 average rating, 308 reviews

Forest Cottage | Hot Tub, Outdoor Baths & Alpacas

Tiny Cottage Retreat w/Alpacas –Triple Nickel Pines🌲 Escape to the Pine Tree Tiny Cottage, a romantic & peaceful getaway in the heart of Southern Oregon. Tucked between Grants Pass & Merlin (8 mins from Merlin & 15mins from Grants Pass). This cozy cabin offers the perfect blend of comfort, nature, & uniqueness—right next door to our non-profit alpaca rescue. After exploring the area; stargaze from your outdoor tubs, soak in the hot tub, or roast s’mores by the fire. PERFECT COUPLES GETAWAY!

Top guest favorite
Home in Medford
4.87 out of 5 average rating, 247 reviews

Work Crews & Family Huge great room Relax and play

Perfect for Work Teams or Families to build lasting memories. Private home in Beautiful Scenic Medford Foothills! Close to everything, but out of town. Nearby dining and groceries. Quick drive to Ski Ashland, Crater Lake, Water Ski Lakes, Fishing Lakes, and Roxy Ann Winery. Hiking at Roxy Ann and Table Rocks. Vaulted Great Room, huge modular couch, 65" and 75" TVs, Redzone, Pool Table, Ping Pong, Coffee & Wine Bar, Golden Tee. Year-Round Hot Tub, Seasonal Swimming Pool (mid May-End of Sept.)

Top guest favorite
Four orange Adirondack chairs are arranged on a grassy area, facing a wide, open view of a distant mountain landscape. A clear blue sky scattered with white clouds creates a serene backdrop, while leafy branches frame the scene.
Guest suite in Jacksonville
4.85 out of 5 average rating, 262 reviews

Scenic and relaxing roadtrip stop-over!

This is a scenic stop between PDX and SF and its own destination. One guest says " Her home has a magic of its own." Simple, elegant, and a great base for wine-tasters, paraglider, or roadtrippers. If a house surrounded by nature, vineyards, paraglider pilots, creativity and occasional other travelers sounds interesting, you'll love it here. As a local tourism coordinator, I can direct you to the top attractions. Note: this is a self-contained unit but attached to the main house!

Top guest favorite
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
4.96 out of 5 average rating, 144 reviews

The Aloha House - Hot Tub - Pool

The Aloha House is located just above the University and only 1.5 miles from downtown Ashland. Nestled up a hill in the forest, you'll be transported to your own little private resort-like getaway with stunning views, architectural design that brings the outdoors in, and ample space for dining and entertaining poolside. The property consists of two separate studios (both included) connected by a unique outdoor living space with a seasonal pool, spa, outdoor shower, bar & BBQ, and more!

Superhost
A comfortable living area features a large brown leather sofa and matching loveseat, complemented by a wooden coffee table. Natural light enters through expansive windows framed by curtains, providing views of the surrounding greenery. A ceiling fan and wooden accent pieces enhance the cozy ambiance.
Guest suite in Gold Hill
4.84 out of 5 average rating, 111 reviews

Amazing Rogue River frontage/1-BR guest house/pool

ROGUE RIVER ESTATE Park-like setting on a 5 acre premier property. Use the 740 square foot guest house to enjoy the luxuries of the property or as a home base for the many amenities in the Rogue Valley from Grants Pass to Ashland. Relax by the pool or on the floating river dock, swing between two large pine trees, lounge on the river's beach, an evening fire in the fire pit, trout for a morning breakfast, watch the abundant wildlife: deer, eagles, osprey, hawks, ducks and geese .

Guest favorite
A cozy sitting area features a deep red sofa adorned with decorative pillows showcasing artistic designs. A wooden chair with armrests complements the space. A mirror reflects the room, enhancing the light. A white kitchen refrigerator is visible in the background, positioned against the wall.
Guesthouse in Ashland
4.97 out of 5 average rating, 199 reviews

Wood Hamlet - Picasso Cottage by Downtown, kitchen

Our 'Picasso Cottage' sleeps up to 2 adults and is perfect for those who wish to enjoy artful living close to downtown Ashland! The space is the entire bottom floor of Carriage House, with full bathroom, bedroom (queen bed) with sitting area, washer/dryer, living room and full kitchen. Between shows relax on patio or by the swimming pond in garden. Private parking behind Carriage House. Walk to theater! (Ashland City Permit# 17-080) NO SMOKING ON PREMISES

Guest favorite
The exterior of the house is illuminated by string lights, casting a warm glow in the evening. The pathway is lined with greenery, leading to a seating area with a fire pit, surrounded by trees and a scenic hillside view beyond.
Apartment in Medford
4.93 out of 5 average rating, 192 reviews

Broken Chair Ranch

Welcome to the beautiful Griffin Creek area just outside of Medford, Jacksonville, and Ashland. Our home is at the top of a hill with stunning views of the city lights as well as upper and lower Table Rock. Enjoy the hot tub and watch the sunset with the fire pit on the front porch. The house is on 40 acres and has a gorgeous view at the top with a stunning echo off the mountain Private setting one mile up a gravel road, 2wd friendly

Top guest favorite
An outdoor seating area is arranged with blue sofas surrounding a circular stone fire pit filled with blue glass. A large umbrella provides shade, while a dining table with chairs is positioned nearby, creating a welcoming space for relaxation and gatherings.
Home in Medford
4.94 out of 5 average rating, 66 reviews

Red Hawk Hideaway

This single-story home nestled in the foothills of RoxyAnn is the perfect hideaway for a weekend of entertainment or extended family stay. A charming and contemporary home offering a spacious interior with modern furnishings, a fully equipped patio and home gym. All within a quick and easy drive to wineries, restaurants, Oregon Shakespeare Festival, Britt Festival, the Rogue River and so much more!

Top guest favorite
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
4.91 out of 5 average rating, 182 reviews

Farm Cottage 1/2 Mile Outside Jacksonville

Private cottage with fenced yard. 1/2 mile to historic Jacksonville and the famous Britt Festival. Noted local winery Rellik is one property away and we are in the heart of the Rogue Valley wine country. Pool available in the summer and meeting our farm animals is available with advanced notice. Our place is designed to help you create lasting memories! We look forward to your visit!

Popular amenities for Medford rentals with a pool

When is the best time to visit Medford?

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Avg. priceﺩ.ﺇ654ﺩ.ﺇ643ﺩ.ﺇ679ﺩ.ﺇ599ﺩ.ﺇ738ﺩ.ﺇ819ﺩ.ﺇ900ﺩ.ﺇ764ﺩ.ﺇ738ﺩ.ﺇ683ﺩ.ﺇ683ﺩ.ﺇ672
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