Family-friendly vacation rentals in Black Butte Ranch

4.94 out of 5 average rating, 122 reviews

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!

4.99 out of 5 average rating, 543 reviews

A charming tiny log cabin is nestled amidst tall evergreen trees, gently blanketed in snow. The cabin's sloped roof is thick with snow, creating a cozy appearance. A path through the white snow leads toward the cabin's entrance, inviting exploration in a serene winter landscape.

Cabin in Bend

Skyliners Getaway

Our tiny log cabin is a cozy getaway, close to hiking, mountain biking, and cross country skiing but only 10 miles from the amenities of Bend Oregon. It is a rustic place, with modern touches, like a gas range, refrigerator, and a gas fireplace. The bathroom is detached from the cabin - steps from the door. It is fully equipped with plumbing and a shower. Our place is perfect for people who love the outdoors with the comforts of home. No children under the age of 12 -- And alas, No Pets.

The living area features a spacious layout with a cozy seating arrangement, including a large armchair and a round ottoman. A wood-burning stove is positioned for warmth. The kitchen is visible, showcasing modern appliances and stylish wooden cabinetry, fostering a homey ambiance.

4.99 out of 5 average rating, 145 reviews

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!!

4.9 out of 5 average rating, 165 reviews

The exterior of the cabin is surrounded by lush grass and tall trees, featuring a combination of natural wood doors. A large window allows light into the interior, while two chairs offer a place to relax outdoors.

Cabin in Camp Sherman

Camp Sherman Oregon Private Cabin Mt Jefferson

Small Cabin located near Lake Creek Lodge and Fire Station/Community Hall on the main road into Camp Sherman. This cabin is located on 1 acre property with grass and park area that includes, campfire area, horseshoe pit and pond (no swimming). Bike & hike trail adjacent to the store /river Perfect getaway, great condition with granite island and counter tops, knotty alder cabinets. Over 300 DVD collection. Wi-Fi Starlink, if remote working is necessary. GUESTS MUST CLEAN THE CABIN!!!

The modern A-frame cabin is surrounded by snow-covered trees, highlighting its dark exterior. A deck extends around the cabin, accentuated by a row of small evergreen planters against the backdrop of a winter landscape, showcasing the serene setting.

4.92 out of 5 average rating, 129 reviews

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!

4.92 out of 5 average rating, 138 reviews

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.

The cabin features a welcoming entrance with a wood deck and rustic details. Framed by green trees, the two-story structure showcases a steep gabled roof and large windows, providing a warm and inviting sight. A path leads to the entrance, surrounded by low shrubs.

4.96 out of 5 average rating, 152 reviews

Pet + kid friendly w/ private hot tub!

Relax with the whole family at this peaceful cabin in Sisters! Take a short drive into downtown Sisters or ride bikes into town via neighborhood trails to do some shopping or explore the nearby lakes, rivers and mountains. Or stay in! Enjoy happy hour on the roof top deck, unwind in the steamy hot tub, cook dinner in the fully equipped kitchen, or have a BBQ on the outdoor patio! This is the perfect place to experience all Sisters has to offer! Just the getaway you've been waiting for!

4.92 out of 5 average rating, 133 reviews

A modern home is surrounded by snow-covered trees, showcasing large windows that reflect natural light. The wooden exterior complements the winter landscape, while steps lead from the porch to the yard blanketed in fresh snow.

Home in Sisters

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.

4.98 out of 5 average rating, 286 reviews

A modern studio features a spacious bed with crisp white linens, a wooden accent wall, and an electric fireplace below a wall-mounted television. A unique wood table sits atop an area rug, with plants adding a touch of greenery to the warm atmosphere.

Condo in Bend

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.

4.93 out of 5 average rating, 187 reviews

A-Frame Cabin on 4.5 Acres - HOT TUB, Dog Friendly

This 2 bedroom Northwest themed A-Frame is the perfect destination for your couples retreat or small family vacation! It is situated on a super peaceful 4.5 acre lot and is only a 7 minute drive to Downtown Sisters. Our cabin sleeps 4 people comfortably in the 2 upstairs bedrooms, has 2 full bathrooms, a stocked kitchen, and a private back patio featuring our brand new hot tub. This is a dog friendly home so you are more than welcome to let your furry friend tag along!

4.92 out of 5 average rating, 133 reviews

The exterior of a spacious home is shown, featuring a light brown facade and large windows that provide ample natural light. A wooden deck is visible at the front, furnished with several outdoor chairs, and surrounded by tall, green trees in a serene landscape.

Home in Sisters

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

Superhost

Home in Black Butte Ranch

4.74 out of 5 average rating, 111 reviews

Hot tub. Golf. Wood fireplace. Resort Access.

This multi-level home in Black Butte Ranch has a beautiful wrap-around deck & private hot tub. There are 3 bedrooms, 2.5 baths, and a loft entertainment area with a sofa bed. The space is open and bright with vaulted wood ceilings and large windows. The double-sided wood fireplace can be enjoyed from both the cozy living room and dining area.

Popular amenities for Black Butte Ranch family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.96 out of 5 average rating, 132 reviews

The living room features a stone fireplace surrounded by wooden shelves, with a large flat-screen TV mounted above. A rustic wooden coffee table sits on a patterned area rug, complemented by leather seating and large windows that allow natural light to flood the space.

Home in Bend

Sunriver Luxury Family Home at Caldera Springs

4.95 out of 5 average rating, 128 reviews

The open living area features two brown leather couches and a large coffee table set on a patterned rug. A flat-screen TV sits on a white media console. Bright natural light enters through multiple windows, creating a welcoming atmosphere that connects to the dining area.

Condo in Sisters

Renovated Sisters Condo; perfect getaway!

4.99 out of 5 average rating, 137 reviews

A spacious living area features a sectional sofa in neutral tones, accompanied by a soft area rug. A stone fireplace adds warmth, while large glass doors open to a private balcony with outdoor seating. Natural light fills the room, enhancing the inviting ambiance.

Condo in Sisters

Beautiful Sisters Condo - Great location

4.97 out of 5 average rating, 347 reviews

A spacious deck offers unobstructed views of the canyon and distant mountains during sunset. Comfortable outdoor seating is arranged around a central table, inviting relaxation while taking in the serene landscape. Warm hues light up the sky, creating a tranquil atmosphere.

Home in Terrebonne

Pointe of Blessing with hot tub and canyon views

4.97 out of 5 average rating, 228 reviews

An open common area showcases a blend of modern and rustic design elements, featuring a comfortable seating arrangement, a stone fireplace, and a smart TV. Natural light filters in through large windows, highlighting the dining space adjacent to a fully updated kitchen.

Home in Sunriver

Walk to Everything! Hot tub, Waterpark passes

4.93 out of 5 average rating, 226 reviews

An A-frame cabin is set against a colorful sunset, showcasing warm lights illuminating the exterior. The front entrance features a door with a welcoming window, while two rustic chairs sit on the porch, accompanied by potted plants and neatly stacked firewood.

Cabin in Bend

Black Duck Cabin

4.92 out of 5 average rating, 204 reviews

A private outdoor area features a hot tub surrounded by string lights, creating a cozy ambiance. A wooden table displays a bottle of sparkling wine with two glasses and a small potted plant, inviting relaxation and enjoyment in nature.

Cabin in Bend

Eco cabin near Bend: sauna, spa, king bed, EV plug

4.95 out of 5 average rating, 104 reviews

A spacious dining area features a wooden table surrounded by four chairs, with a decorative centerpiece of natural materials. A cozy living space can be seen in the background, highlighted by a stone fireplace and large windows allowing natural light.

Condo in Sunriver

Sunriver Condo, 6 SHARC passes, pool, REC room

Family- and pet-friendly home rentals

4.87 out of 5 average rating, 107 reviews

The exterior of the newly built condo is showcased, featuring a well-maintained landscape with colorful shrubs and flowers. Paved walkways lead to the entrance, framed by trees. The modern architecture includes a combination of stone and wood accents, enhancing the inviting curb appeal.

Condo in Sisters

Views! 1 Blk to Town,New+Spotless, pets ok- North

4.95 out of 5 average rating, 129 reviews

The front exterior of the newly constructed home features a welcoming entrance with large glass doors framed by warm lighting. A landscaped pathway of stones leads to the entrance, surrounded by gravel and desert flora, under a colorful twilight sky.

Home in Bend

SAGE HAVEN* Hot tub* Mountain Views* Sleeps 8

4.92 out of 5 average rating, 613 reviews

A spacious studio apartment is shown, featuring a combination of cozy seating and a dining area. Natural light fills the room through glass doors that lead outside. A bed is visible in the background, creating a functional and inviting living space.

Guest suite in Sunriver

Pepper’s Place

Superhost

A colorful hammock is suspended from a snow-covered tree, inviting relaxation. The quaint WeeHouse, featuring large windows and a bright yellow door, is partly obscured by the snow. A serene winter landscape surrounds the property, showcasing the tranquility of the setting.

Tiny home in Bend

4.84 out of 5 average rating, 250 reviews

IT'S A WEE HOUSE

4.89 out of 5 average rating, 382 reviews

A modern kitchen area features a stainless steel stove, refrigerator, and wooden dining table with two stylish chairs. Decorative plants and light wooden accents add warmth to the space, while patterned wallpaper enhances the design, creating a cozy atmosphere.

Tiny home in Bend

The Oasis Airstream

5 out of 5 average rating, 121 reviews

A cozy bedroom features a spacious bed with a colorful blanket, complemented by wooden accent walls. A wall-mounted flat-screen TV is above a modern electric fireplace. A small table with two chairs is positioned nearby, with a mirror framed in green accentuating the space.

Guest suite in Bend

Sixties Suite Spot

4.98 out of 5 average rating, 269 reviews

A bright living space is highlighted by large windows allowing natural light to fill the room. Comfortable seating options, including a blue sofa and various chairs, are arranged around a rustic coffee table. A television stands in the corner, enhancing the casual atmosphere.

Home in Terrebonne

Smith Rock Gardens

4.92 out of 5 average rating, 134 reviews

The exterior of a log cabin is showcased, featuring a spacious outdoor seating area with a fire pit. Comfortable lounge chairs and a dining space are positioned near a hot tub, with tall pines providing a natural backdrop. Warm lighting enhances the welcoming environment.

Cabin in Sunriver

On Deschutes River | Kayak | HotTub | EVCharger

Family-friendly home rentals with a pool

The exterior of the Cozy Hideaway features a red cabin with a covered deck supported by wooden beams. A hammock is seen on the deck beside a hot tub, surrounded by a natural landscape of pines and grassy areas.

4.93 out of 5 average rating, 159 reviews

Cozy Hideaway w/outdoor living and hot tub!

Superhost

An indoor lap pool is highlighted by large floor-to-ceiling windows, allowing natural light to illuminate the wooden walls and ceiling. The calm water reflects the serene outdoor surroundings, enhancing the peaceful atmosphere of the space.

Home in Sunriver

4.88 out of 5 average rating, 105 reviews

Sunriver by AvantStay | Modern Home w/ Indoor Pool

Home in Black Butte Ranch

A spacious living area features large windows that frame views of the surrounding nature. Comfortable seating includes a leather sofa and plush chairs, while a stacked stone fireplace adds a cozy touch. Sliding doors open to an outdoor patio, enhancing the connection with the outdoors.

5 out of 5 average rating, 46 reviews

Black Butte Ranch Cabin on the 7th Fairway

4.97 out of 5 average rating, 239 reviews

A private patio features a bubbling hot tub and an umbrella table with chairs. Nearby, a gas grill is positioned for outdoor cooking. Soft lighting enhances the space, while large windows offer views into the cozy interior.

Home in Bend

Romantic Guest House w/Hot Tub, Pool, Tennis Court

Home in Black Butte Ranch

A modern black cabin is nestled among tall pine trees, featuring large glass doors that open to a spacious patio. Outdoor seating in vibrant colors is arranged around a fire pit, offering a relaxing space to enjoy the natural surroundings.

4.86 out of 5 average rating, 22 reviews

New Modern Scandinavian Cabin

4.9 out of 5 average rating, 203 reviews

An open living area showcases a large wooden dining table with black chairs, accompanied by a cozy seating arrangement featuring a light-colored sofa and a dark sectional. Tall windows provide natural light and views of the surrounding trees, while a modern ceiling fan enhances air circulation.

Home in Sunriver

Walk to SHARC 3BR Hot Tub

4.98 out of 5 average rating, 129 reviews

A spacious living area is furnished with a gray sectional sofa and a decorative coffee table, enhancing comfort and relaxation. A television is mounted on the stone fireplace wall, while an adjacent dining area features a round table with seating for four. Natural light floods through large windows.

Condo in Sunriver

Beautiful Condo in SR Village