Holiday rentals with a pool in Black Butte Ranch

Beautiful Sisters Condo - Great location

Great location! Remodeled 2 bedroom and 2 bath condo is a spacious retreat set within the pine trees. The complex includes a seasonal pool. The hot tub/sauna are open year round. The club house includes ping pong, foosball and a pool table. You just need to walk through the city park and across the creek to get into town. We are also located a block or two from the MovieHouse and Three Creeks Brewing. Enjoy bike paths close by and lots of hiking in the area. Easy self check-in and out.

Cozy family cabin in the tall pines of Tollgate.

Relax with the family at this peaceful well appointed sapcious cabin. 'Your Sisters Cabin' is located 3 miles from Downtown Sisters, 20 minutes to Hoodoo ski area and 10 minutes from Black Butte Ranch. We've geared the spaces towards fun and relaxation for the whole family! 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 beautiful fenced backyard, fully stocked kitchen, comfy beds and kid friendly amenities!

Cozy Mountain Escape: Amazing Views! Hot tub!

Relax in this calm, stylish newer home! The unobstructed mountain views are Jaw-dropping!! Walking distance to all that this amazing town has to offer. Enjoy the mountains and wildlife from the upper and lower decks after a day of exploring. Located in the desirable Pine Meadow Village neighborhood. Includes access to clubhouse, with a seasonal pool and a hot tub. You will take part of the mountain escape experience with you, wherever you go, and the memories you create will last a lifetime!

Creekside Luxury @ Eaglecrest-Dog Friendly Escape!

Nestled next to a serene creek, our home in Eaglecrest Resort offers a tranquil escape like no other. In addition to our two bedrooms, two baths, and proximity to great breweries, you'll have the soothing sound of flowing water right at your porch. Immerse yourself in nature's symphony as you relax on the patio or take a leisurely stroll along the creek. Let the peaceful ambiance rejuvenate your senses and create lasting memories. Book now and experience the serenity of our creekside retreat.

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!!

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.

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.

*Sunriver* HotTub/Pool In Room Sauna Popcorn Cart

Calm, quiet and friendly condo with loft in Powder Village, Sunriver. Located walking distance from the Main Village at Sunriver. 26 minutes to Mt. Bachelor. The condo has it’s way of leaving a good impression as the natural sunlight, high ceilings and overall comfort level tend to leave people feeling uplifted, welcome and at ease. Private, in room infrared sauna for two and adventure kit included. Community laundry room is available and Netflix login is provided to all guests.

Sunriver Studio with Pool and Hot Tub

This stylish studio in the heart of Sunriver is newly remodeled with a King bed. Seasonal pool and year round Hot Tub! Just a short walk to a brand new food truck lot with 7 trucks, indoor and outdoor seating and a bar. Fast WiFi, a new Samsung 50” tv signed into Netflix, Hulu, HBO Max and more. 25 minutes to Mt. Bachelor. 25 minutes to downtown Bend. Parking is just a few feet from your door. This super clean condo is perfect for all of your central Oregon adventures.

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