Vacation rentals with a pool in Upper Klamath Lake

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.

4BR W/ View, Crater Lake, Running Y Resort House

Take in the views at our "Dark Sky" Crater Lake Resort House. This family friendly home features 4 bedrooms and 2.5 bathrooms modernly designed and decorated to create a calm peaceful stay. This is not a condo or tiny chalet located at the Running Y Resort, it is a full on private custom home equipped with everything you will need to make you feel at home. With full access to all amenities at the Running Y Resort, a very short commute to Crater Lake National Park, you simply cant go wrong!

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!

Calm, Class & Comfort at Running-Y 3BR Townhouse

Especially ideal for family vacations, graduations & get togethers. Access Adventure, Relaxation & Exploration . Golf, Tennis & Fitness Ctr. reopened. Yea! Enjoy the majestic natural beauty that is Southern Oregon. Whether you spend your time visiting family, relaxing, enjoying the resort, or seeking out nature onsite, Great birding, there is something for everyone to enjoy! Nature, comfort & luxuries await at one of the top spa & golf resorts in Oregon. Treat yourself and your family.

Relaxing and comfortable Running Y chalet

Forget your worries in this spacious and serene space. This unique, cozy, renovated 3 bedroom cabin is perfect for a family getaway. You have here chance to relax, recharge and connect with nature. A short walk to gym, indoor pool, tennis and pickleball courts, golfing, ice rink, sauna, hiking-mountain biking trails. This place is close to Crater Lake National Park, Lava Beds National Monument, Spence Mountain biking trails, Canoe trails in Upper Klamath lake or Wood River.

Currently unavailable - Pending county Review

This property is temporarily unavailable while we complete a county review process. We are not accepting reservations at this time. If you would like to be notified when this property is available, feel free to send a message. ✨ Soak in riverfront & mountain views from the hot tub ♨️ or private balconies 🌄 at this luxury retreat! This 3BR 🛏️, 4BA 🛁 getaway features 2 master suites, a pool house with private bath 🏠, and sleeps up to 12.

2 Bedroom Near Upper Klamath Lake!

Perched on a ridge near Upper Klamath Lake in southern Oregon. Return each day to the thoughtfully appointed resort with all the comforts of home. • Guest checking in must be 21+ with valid ID. • Guest must have debit/credit card to put a refundable security deposit on hold at resort check-in. • Name on reservation must match photo ID at check-in. Please confirm your first and last name as shown on I.D when submitting a booking.

Modern Day Paradise / 6 Express Pool Passes

This beautiful one level 4-bedroom 2-bath smart home was completed in Oct 2022. It features stunning open concept design as well as beautiful views of the pine trees surrounding our area. This modern gem is located in the beautiful Running Y Resort which offers many great amenities to our guests. With your stay we include six (6) Express Passes which grants you access to the community pools, sauna, gym and yoga room.

Sage & Pine Modern Townhome

Welcome to Sage & Pine Modern Townhome at The Running Y! We have meticulously updated the interior so you can enjoy the breathtaking forest views in comfort and style. Enjoy the stunning new shower, or unwind after a long day of exploring The Klamath Basin in the soaking tub! Our serene getaway invites you to relax, recharge, and create lasting memories with your friends and family!

Running Y Home, La Breeze in the Trees

Escape to sunny southern Oregon and enjoy the beauty of the outdoors while living like a local in this spacious home away from home. Located in gorgeous Running Y Ranch Resort, our guests have access to an indoor heated pool, spa, sauna, gym, tennis courts, the Ruddy Duck Restaurant, along with walking trails and Oregon's only Arnold Palmer Championship Golf Course.

Delightful Cottage, Spa/Pool, Crater Lake

Enjoy the lovely setting of this romantic spot in nature, perfect for two guests and approved pet(s) in the heart of Chiloquin. Private use of large 7 by 16 foot spa/pool. Reservation times needed to access building. Simply message host. There is a private entry into the property, with parking included.

The Ashland Social | Main House

Elevate your Ashland experience at our retreat, moments from OSF. Enjoy a seasonal pool, hot tub, sauna, and Peloton. Three king bedrooms and two pull-out couches offer comfort for up to 10 guests. Unwind and recharge with the perfect blend of relaxation and wellness for your family or group.