Home Vacation Rentals By Owner In Sisters, OR

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Exceptional(4)

$522.56

/ Nightly
Apartment

Multi Level Retreat w/3 bedrooms

Sisters, Oregon, United States

This home offers plenty of space for multiple couples and large groups, making it ideal for a variety of guests. With cozy beds and a spotless setting, comfort is a priority. Its distinctive design adds charm, while the high-quality features are consistently praised by visitors. Nestled in a quiet, picturesque neighborhood, with a view providing a serene retreat. The well-planned layout balances private and shared spaces, creating a welcoming and enjoyable experience for all.brbrWe'll communicate in writing, and you can contact us through texts. In case of emergencies. there is a phone number posted in the Guest Handbook.brbrStay in the heart of it all! This inviting retreat is within walking distance of the town’s top attractions. Just a few blocks away, you'll find a stunning park with a peaceful pond and breathtaking views—perfect for a morning stroll or a relaxing afternoon. You will not have to worry about driving to events, you can walk to the Folk Festival or October Harvest Fair. We are about a short 15 min drive to the Sisters Rodeo, or 25 min to HooDoo Ski Resort and 10 min to Aspen Lakes Golf Course.brbrThis unit is in the middle between Pine Street Loft and Jefferson Hideaway where some walls are shared. You have your own private entrance, and 2 upper private outdoor deck areas.brbrWelcome to Alpine Modern, a beautifully designed two-story retreat offering 1,300 sq. ft. of stylish comfort. This centrally located space is the middle unit of a three-unit property, providing a private apartment-like setting with shared walls when rented individually. Please note that the doors remain locked by management to the Pine Street Loft and Jefferson Hideaway unless booked together. Step into a full chef’s kitchen, thoughtfully stocked with barware, spices, and essential kitchenware, perfect for preparing delicious meals during your stay. While laundry is not available on-site, a highly-rated laundromat with new oversized machines is conveniently located in town for your needs.brbrbrbrUber and Lyft are available if needed to get to the airport. There is also a city shuttle called Sisters Delivery & Shuttle.brbrAdditional details will be provided in a Digital Guidebook.
Bed 3

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Bath 3

Bath

Sleep 7

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Exceptional(5)

$325.99

/ Nightly
Apartment

Spacious retreat for reunions, friends, family, and business

Sisters, Oregon, United States

The Loft is a stylish, comfortable retreat for a family of four or two adults with up to two kids. This modern yet cozy space features distinctive design touches and high-end finishes that guests consistently praise. Nestled in a quiet, picturesque neighborhood, it offers a peaceful escape. The thoughtful layout balances private nooks with welcoming shared spaces—perfect for relaxing and reconnecting.brbrWe'll communicate in writing, and you can contact us through texts. In case of emergencies. there is a phone number posted in the Guest Handbook.brbrStay in the heart of it all! This inviting retreat is within walking distance of the town’s top attractions. Just a few blocks away, you'll find a stunning park with a peaceful pond and breathtaking views—perfect for a morning stroll or a relaxing afternoon. You will not have to worry about driving to events, you can walk to the Folk Festival or October Harvest Fair. We are about a short 15 min drive to the Sisters Rodeo, or 25 min to HooDoo Ski Resort and 10 min to Aspen Lakes Golf Course.brbrThis unique unit stands independently, with only a shared wall connecting it to the Alpine Modern unit. Enjoy the convenience of your own private entrance, ensuring a peaceful and exclusive experience. On the upper level, you’ll find two kid size modular, oversized floor chairs, that can easily convert into an addt'l bed (not suited for adults). These versatile pieces offer comfort and flexibility for guests. Descend the open stairs to the lower level, where you'll be greeted by a cozy queen bed, a fully equipped galley-style kitchen, and a stylish bathroom with a beautifully tiled walk-in shower. The lower level also opens up to your own private outdoor patio, featuring a BBQ and fire pit—perfect for relaxing or entertaining while taking in the serene surroundings.brbrThere is a queen bed on the lower basement. There are. two modular, pull out twin size beds on the main floor. Please note, these sofas pull out into a twin sized bed with no frame. brbrbrUber and Lyft are available if needed to get to the airport. There is also a city shuttle called Sisters Delivery & Shuttle.brbrAdditional details will be provided in a Digital Guidebook.
Bed 1

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Bath 1

Bath

Sleep 4

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$907.92

/ Nightly
Private Vacation Home

Modern Aspen Meadow Home near Glaze Meadow Pool

Sisters, Oregon, United States

Architecturally designed 4 bedroom, 3 bath home with a private hot tub and large deck facing private Aspen grove two blocks from the Glaze Meadow pool (indoor and outdoor), and spa complex with its gym, bike rentals, and pickleball & tennis courts. brbrVery private home on dead end street nestled among towering pines and whispering aspens in the heart of Black Butte Ranch. Blending the beauty of nature with modern comfort like AC and three large flat-screen TVs this inviting quiet home has easy access to pools, trails, and recreation — making it the perfect destination for families, couples, and groups seeking both adventure and relaxation.brbrThe open floor plan living area filled with natural light and surrounded by serene forest views. Gather around the cozy wood-burning stove for stories and laughter, or curl up on the plush sectional for a movie night after a day exploring the ranch.brbrThe fully equipped kitchen makes cooking a breeze, featuring modern appliances, spacious countertops, and everything you need to enjoy meals together at the large dining room table or outside on the large deck.brbrLarge windows and vaulted ceilings bring the outdoors in, creating a warm and welcoming atmosphere for every season.brbrStep outside to half an acre lot of peaceful forest beauty. Fire up the gas grill for a family barbecue, let the kids play in the wide grassy yard, or soak in your private hot tub beneath the stars — the perfect way to unwind after a day of hiking, swimming, or skiing.brbrEV (Tesla level 3) in the garage. brbrFast Wi-Fi, 3 smart large TVs with cable. brbrNew AC & Heating System and wood stove with firewood. brbrLarge Washer & Dryer on main floor. brbrParking for 4 vehicles including a garage. brbrGenerally , guests enjoy access to world-class resort amenities, all within walking distance or a short bike ride:brbr5 pool areas (one two blocks away);brbrTennis, pickleball, and basketball courts;brbrMiles of bike and walking trails through meadows and pine forests; brbrTwo championship golf courses and new fun putting holes area; brbrLakes boating, playgrounds, and horseback riding (available seasonally;brbrThree one-site dining & shops for convenience and local flavor; brbrWhen you’re ready to explore beyond the ranch, adventure is all around:brbrDowntown Sisters – 8 miles | charming shops, cafes & art galleries;brbrHoodoo Ski Area – 15 miles away with downhill and cross-country skiing snowboarding & tubing play;brbrBend – 30 minutes away | world-class breweries, dining, and outdoor excursions;brbrRiver rafting available nearby; brbrWorld class Mt. Bachelor Ski Resort within an hour; brbrAspen Grove Retreat sits in a quiet, nature-filled neighborhood. To ensure a relaxing stay for all, quiet hours and occupancy limits are monitored respectfully through privacy-compliant smart home technology.brbrMinimum age to rent: 21+brbrNo motorcycles permitted within Black Butte Ranch. brbrWhy You’ll Love Aspen Grove Retreat: brbrGuests fall in love with this home’s tranquil forest setting, modern amenities, and unmatched access to Black Butte Ranch’s pools, spas, and outdoor adventures. Whether you’re planning a romantic weekend, a family vacation, or a group getaway, Aspen Grove Retreat is your private sanctuary in the pines — where memories are made in every season.brbrBook your stay today and experience the best of Black Butte Ranch living — relaxation, recreation, and the magic of Central Oregon all in one perfect retreat.
Bed 4

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Bath 3

Bath

Sleep 8

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$862.44

/ Nightly
Private vacation home

Hot Tub + Golf Views | 3 King Suites + Game Loft

Sisters, Oregon, United States

Bed 3

Bed

Bath 2

Bath

Sleep 10

Sleeps
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$904.41

/ Nightly
Private vacation home

Glaze Meadow Fairway Home | Sleeps 10 + Hot Tub

Sisters, Oregon, United States

Bed 3

Bed

Bath 3

Bath

Sleep 10

Sleeps
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$910.50

/ Nightly
Private vacation home

Spacious, Stunning Lodge Inspired Home, Views of GM#14 Fairway

Sisters, Oregon, United States

Bed 4

Bed

Bath 3

Bath

Sleep 10

Sleeps
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$960.01

/ Nightly
Private vacation home

Black Butte Ranch-GM on 7th Hole. Major Upgrades! Ranch Favorite!!

Sisters, Oregon, United States

Bed 4

Bed

Bath 3

Bath

Sleep 13

Sleeps
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$977.68

/ Nightly
Private vacation home

Black Butte Family home in Glaze Meadow #92

Sisters, Oregon, United States

Bed 4

Bed

Bath 3

Bath

Sleep 12

Sleeps
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$981.67

/ Nightly
Private vacation home

Black Butte Ranch Cabin on the 7th Fairway

Sisters, Oregon, United States

Bed 3

Bed

Bath 2

Bath

Sleep 7

Sleeps
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$1024.32

/ Nightly
Private vacation home

NEW/Black Butte Ranch/Sauna/Hot Tub/Kids Playroom

Sisters, Oregon, United States

Bed 4

Bed

Bath 3

Bath

Sleep 12

Sleeps
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$1043.90

/ Nightly
Private vacation home

Modern Black Butte Abode

Sisters, Oregon, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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$1439.00

/ Nightly
Private vacation home

Black Butte Ranch - Spacious house

Sisters, Oregon, United States

Bed 6

Bed

Bath 4

Bath

Sleep 17

Sleeps
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$451.65

/ Nightly
Cabin

Ponderosa Pines *Cabin + Casita*, Sisters OR

Sisters, Oregon, United States

Bed 3

Bed

Bath 3

Bath

Sleep 6

Sleeps

Most Popular Cities in Oregon