Vacation rentals with a pool in Medford

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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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Top 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, 232 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, 120 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!

Top 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, 137 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
Home in Medford
4.87 out of 5 average rating, 242 reviews

Relax in Huge Great Room Games Big TVs Nice Beds

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
A shared fire pit is surrounded by outdoor seating, providing a cozy gathering space. Warm light from the interior of the cabin and string lights create an inviting ambiance, while tall trees frame the backdrop, enhancing the peaceful setting.
Cabin in Grants Pass
4.96 out of 5 average rating, 351 reviews

Tiny Cabin in the Woods | Hot Tub & Alpaca Rescue

Enjoy the charm of staying in a Tiny forest cabin, surrounded by nature and stylishly decorated with thoughtful décor accents. This is a tiny cabin, but has all the essentials that you need for your stay. Great location on the outskirts of town (8 mins from Merlin & 15 mins from Grants Pass). The closest access to the river is only 10 mins away at Matson Park! After a day of exploring, enjoy your hot tub with a wooded view or stargaze by the shared fire pit. Perfect Couples little getaway!

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, 137 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
An inviting bedroom features a spacious bed with light-colored bedding, positioned beneath a sloped wooden ceiling. Large windows provide natural light and a view of the surrounding greenery. A decorative wooden dresser and a small table add functional charm to the room.
Guest suite in Gold Hill
4.91 out of 5 average rating, 222 reviews

Octagon Studio / Beautiful Rogue River property

Park-like setting; Rogue River premier property. Use the Octagon Studio to enjoy the luxuries of the property or as a home base for the many amenities in the Rogue Valley. Relax by the pool or soak in the hot tub, lounge on the rivers beach, watch the river go by from the floating dock(seasonal) swing between two large pine trees, have an evening fire in the fire pit, catch trout for a morning breakfast, watch the abundant wildlife. Relaxing, romantic, fun, resort quality....enjoy

Top 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, 191 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, 63 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!

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, 180 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!

Top guest favorite
A spacious outdoor area features a clear swimming pool surrounded by a wooden deck and patio furniture. Mature trees provide shade, while sunlight brightens the surroundings. The adjoining house offers large windows and a serene setting for relaxation.
Home in Medford
4.97 out of 5 average rating, 32 reviews

Capital House - Private getaway with POOL!

Capital House is a completely renovated 1950's classic located in a private neighborhood. Just minutes from downtown Medford, Capital House is situated on a half acre of mature landscaping with a gorgeous pool. Whatever your reason for visiting, we know the whole family will feel right at home at Capital House!

Popular amenities for Medford rentals with a pool

When is the best time to visit Medford?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$29,500 GYDG$38,705 GYDG$34,102 GYDG$34,102 GYDG$42,052 GYDG$46,655 GYDG$51,258 GYDG$43,517 GYDG$42,052 GYDG$38,914 GYDG$38,914 GYDG$38,287 GYD
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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 G$6,276 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,470 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 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

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