Holiday rentals with a pool in Grants Pass

Sweet Vintage Cottage steps from Rogue River

Welcome one and all to DunMovin'. The Cottage you will be staying in may make you feel like you have stepped back in time. Don't forget your fishing pole, this property is on the banks of the Wild and Scenic Rogue River. Lounge by the pool, feed the geese, go shopping, or head to any of the amazing restaurants that are just around the corner. I'm in the city limits, so everything is a minute or two away. It's my slice of heaven. I also have a larger unit, search for 'Riverside on the Rogue'

Family · Location · Parking

Riverfront Retreat w/Pool, Hot Tub, Mountain Views

Soak in riverfront & mountain views from the hot tub or private balconies at this luxury 10-acre retreat! 3BR/4BA with 2 master suites, plus a separate pool house with its own bath — sleeps up to 12. Enjoy the pool, gravel paths to the river, and total privacy on the property. Ideal for extended stays (30+ nights) — perfect for relocations, remote work, or seasonal getaways. Interested in a shorter stay or your desired dates aren’t available? Message us directly to check availability and rates.

Family · Location · Cleanliness

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!

Location · Hiking · Quiet

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!)

Value · Location · Beach

Game Room/Pool/Hot Tub/75 inch TV/1000mbps

Enjoy the Saltwater pool and the heated jacuzzi after a long day of forgetting what day it is! Centrally located and I-5 accessible are the first things you will notice when arriving at the property. The view in the backyard of the Grants Pass neighborhood skyline is something that you well definitely enjoy while having a couple drinks on the back deck. The kitchen is also fully stocked which makes it very easy to enjoy a home cooked meal during your stay. King size beds are also a huge plus!

Location · Family · Indoor spaces

Swimming Pool, Hot Tub Huge Great Room Big TVs Fun

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.)

Value · Location · Decor

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!

Value · Family · Pool

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!

Value · Family · Decor

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!

Value · Location · Barbecue

Private Resort • Pool, Spa + Sauna

Escape to your own private resort in the heart of Grants Pass! This spacious 5-bedroom home features a saltwater pool, hot tub, and infrared sauna with a peaceful, private backyard. Perfect for families and groups, enjoy poolside lounging, outdoor dining, and relaxing after exploring the Rogue Valley. With multiple living spaces and a fully stocked kitchen, it’s made for unforgettable stays. Whether you’re here to relax or celebrate, this home delivers the kind of stay people remember.

Location · Family · Outdoor spaces

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

Location · Family · Backyard

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

Family · Value · View