Holiday rentals with a pool in Black Butte Ranch

Cozy family cabin in Sisters, Central Oregon.

Relax with the family at this peaceful well appointed spacious cabin that embodies the spirit of central Oregon. The cabin is located 3 miles from Downtown Sisters, 20 minutes to Hoodoo & 10 minutes to Black Butte Ranch. We've geared the spaces towards fun and relaxation. Well curated amenities will help your family enjoy all that the Sisters area has to offer. From an easy to use propane fireplace to a fenced backyard for your pup, fully stocked kitchen, comfy beds and kid friendly amenities!

Ranch Cabin-2pm Check-In & no resort fees-Sleeps 4

Located in Black Butte Ranch, this recently updated 1970s vintage cabin has all the modern comforts of home. Smart TV, WiFi, BBQ Grill and cozy fireplace. This 975sq.ft cabin boasts an efficient and comfortable floor plan. Two bedrooms and one bathroom on the main with 3rd bedroom in semi-private loft upstairs. New appliances and necessary cooking staples in the kitchen. We do our best to keep it stocked with common spices, oils and condiments. 2pm Check-In!! Resort fees Included in my rate!!

Popular BBR A-Frame | 2 golf courses | 5 pools

Welcome to Your Modern A-Frame Cabin at Black Butte Ranch! - Accommodations: Sleeps 8 in 2 queen bedrooms and a 2 twin loft, and trundle downstairs - Amenities: Relax in the living area with a Roku TV; the chef's kitchen makes meal prep easy, and self check-in ensures a smooth arrival - Sunny Recreation: Access to 6 pools, including the nearby Paulina pool, plus golf, pickleball, horseback riding, and hiking - Winter Fun: 20m drive to HooDoo Ski Resort Book your unforgettable getaway today!

Hot Tub +Bikes +8SHARC Passes +PingPong +Fireplace

Stylish luxury family home w/8 SHARC passes (pool & lazy river), 6 Cruiser bikes, Hot Tub, 3 New Smart TV's for streaming, Ping Pong table, board games. Short walk to the river & Cardinal Landing Bridge. Fast 1GB WiFi, propane BBQ, Air Conditioning, cozy wood burning fireplace. Fully stocked kitchen for cooking, laundry inside. Quiet + Private w/large deck backing up to natural common space w/wildlife walking by. Bike everywhere w/easy access. Minutes to Mt Bachelor for skiing & sledding.

Red Clover Cabin at Black Butte Ranch (+Hot Tub)

IDEAL LOCATION for the perfect Black Butte getaway! Well cared for, fully stocked, tastefully updated cedar cabin just feet from Paulina Pool and Springs! Hot tub with privacy screen. Miles of trails and endless opportunity for adventure and relaxation - just out the door. Well maintained, very CLEAN and organized. Open, user friendly kitchen/Great Room area. Large deck with BBQ under tall Ponderosa Pines. Pets welcome! 3 bedrooms, 2 full baths. Heat and AC. Perfect for up to 6-8 Guests.

Downtown Pine Mountain Paradise

Classic Pine Meadow Paradise! 3 bedrooms and an additional ADU, this consists of one King bed, two Queen beds and two twin beds. You will love all of the natural light and french doors right off the living room. Fully equipped kitchen with Island. Master bedroom has mountain views, sandstone shower and soaking tub upstairs. There is also a private ADU over the garage guests are free to use. Enjoy sitting around on the wrap around porch with your favorite drink with family and friends.

Modern Tollgate Home - HOT TUB | Half Acre Lot

This newly renovated 3 bedroom/2 bathroom home sits on more than a half acre lot in the quaint town of Sisters. When you stay at this Tollgate home you get all of the community amenities with it: community pool, pickle-ball/tennis courts, walking trails, basketball courts, etc. Bring the whole family as we comfortably sleep 6 people and enjoy the hot tub! This is an incredibly well-done high-end modern home that is virtually brand new. We are also a dog friendly home ($100/stay fee).

Black Butte Ranch Home with THE View

With a view like no other, you’ll be able to slow down, take it all in and press reset. You’ll be centrally located with an unobstructed view of the magnificent meadow. Floor to ceiling windows will have you gazing DIRECTLY at beautiful Black Butte throughout your stay. *Effective 1/1/24: All posted rental rates include your resort fee that Black Butte Ranch Resort charges for access to the resort amenities. Homeowners remit payment to the resort and do not retain any of this fee.

XL Hot Tub, Dog Friendly, EV Charger, Fenced Yard

Come explore all that Central Oregon has to offer and relax in this beautiful, family friendly home. This home has modern touches to make your stay comfortable, and easy: EV charger, Large Hot Tub, and fully stocked kitchen. The property is fully fenced for your furry friends to enjoy their stay as well, and it is only 100 yards away from National Forest for easy access. Although the wood stove is for aesthetic looks only, this home exudes cozy and comfortable vibes.

Black Butte Ranch Family Friendly Home Sleeps 14

Spacious Family Custom Built Vacation Home | Bike or walk to pools Close to Glaze Meadow pools Professionally cleaned and sanitized for you Open floor plan, large custom kitchen Things you'll love: ~ Shared pools and Hot tub ~ 2 Champion 18 hole Golf course ~ Spa ~ Lots of Natural light ~ 7 bikes & bike trailer at house ~ Bike paths ~ Snuggle wood stove on cool evenings ~ Children's books, games ~ 2 King Bedrooms ~ Bunk room ~ TV Netflix ~ Patio ~ BBQ Grill

Renovated Sisters Condo; perfect getaway!

Completely renovated in 2019, this 2 bedroom/2 bath condo is a delightful get-away! Walking distance to downtown Sisters, nearby movie theater, spa and restaurants. Perfect location for relaxing vacation or a get away full of day trips to surrounding sites! Hot tub and recreational room access year around, heated pool is open Memorial Day through Labor Day!

Private Peaceful Cabin in Sisters!

Upon your arrival in Tollgate, a wonderful community only 1.5 miles out of Sisters, you will feel the stresses of your everyday life magically drop away as you are surrounded by the serenity and beauty of a Ponderosa Pine forest within the quiet ambiance of Tollgate.