Holiday rentals with a pool in Ashland

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Top-rated rentals with a pool in Ashland

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

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Guest favourite

Flat in Grants Pass

4.95 out of 5 average rating, 218 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

Loft in Hornbrook

4.93 out of 5 average rating, 381 reviews

The Green Arrow Loft

Situated right on the state line this studio apartment is nestled in its own little corner of the gorgeous Colestine Valley. We're located on 80 acres that adjoin the Cascade-Siskiyou National Monument to the north, perfect for a scenic hike or a casual stroll. Nature and wildlife abound, and though quiet and private the Loft is just five minutes off I-5 and 25 minutes from unique downtown Ashland. We're pet friendly and have an outdoor pool! See the House Rules for details on pet and pool fees.

Top guest favourite

Flat in Ashland

4.94 out of 5 average rating, 266 reviews

Mexico Apartment at Wood Hamlet, by Downtown

The Wood Hamlet Mexico Apartment is a delightful space filled with color and culture. A short walk to town, 72-acre park & the theaters. Feel the welcoming warmth of the hand-crafted Mexican decor. Basement unit but with lots of windows and light. (4 beams at 6'1") Kitchen, with top of the line induction burner, fridge, microwave..., full bath, W/Dryer, work area... Wi-fi. Beautiful, garden with sitting areas & swimming pond. Parking. (Ashland City Permit# 17-080) NO SMOKING ON PREMISES

Top guest favourite

Cabin in Grants Pass

4.96 out of 5 average rating, 285 reviews

Tiny Cabin in the Woods w/ Hot Tub and Firepit

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!

Guest favourite

Guest suite in Jacksonville

4.85 out of 5 average rating, 236 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!

Guest favourite

Guest suite in Gold Hill

4.84 out of 5 average rating, 104 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 .

Top guest favourite

Yurt in Grants Pass

4.97 out of 5 average rating, 745 reviews

Sunset View Yurt of Applegate Valley with HOT TUB!

NO CLEANING FEE! Large 24 ft yurt located on our 5 acre horse property. Gorgeous views to the west. Includes a king size bed, and queen sofa bed. Located in Applegate Valley. Many fabulous wineries nearby. We're 6 miles south of downtown Grants Pass, and 2 miles north of Murphy. Enjoy the hot tub under the stars, or catch a spectacular sunset. It's all good! Please note: ONLY well-behaved children are welcome. If your kids are destructive or abusive, you will be asked to leave.

Top guest favourite

Guest house in Grants Pass

4.98 out of 5 average rating, 115 reviews

Serene Upstairs Studio with Bath & Kitchenette

This upstairs studio is surrounded by beautiful trees that gives you the impression of staying in a treehouse. Located in a panoramic rural area just 5 miles from downtown Grants Pass and 5 miles from downtown Rogue River. Perfect place to be away from the hectic city lifestyle, yet close enough to restaurants, local shops, wineries, jet boat rides, hiking trails and much more... In addition, this pictured-postcard location is 8 mins walking from Pierce Riffle County Park.

Guest favourite

Home in Medford

4.83 out of 5 average rating, 24 reviews

Luxury Home in East Medford

East Medford luxury home with a gorgeous pool! If you are looking for a wonderfully located, well cared-for custom-built home loaded with character, quality finishes, high ceilings, large windows, hand scraped wood floors + travertine stone floors, gorgeous tiles, incredible kitchen, newly updated bathrooms, covered patio, and a beautiful Master Suite that includes a balcony overlooking the private back yard with a pool, then this is it!

Guest favourite

Flat in Medford

4.92 out of 5 average rating, 176 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 favourite

Flat in Grants Pass

4.95 out of 5 average rating, 848 reviews

Peace on the Rogue river Studio

Beautiful park like setting on the Rogue river with a jacuzzi, swim spa two decks, fishing, yard games, hammock, barbecues, bicycles, kitchenette has Keurig With pods,a toaster oven, crock pot, small George Forman a portable two burner cook top , small skillet, one pot and most utensils to provide a meal. Minutes from Grants Pass, shopping, restaurants, and winery's.

Guest favourite

Cottage in Central Point

4.9 out of 5 average rating, 164 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!