Holiday rentals in Prineville

4.91 out of 5 average rating, 250 reviews

Apartment in Sunriver

Sunriver - Pool/Hot Tub. Minutes to Mt. Bachelor

- This unique and friendly spot boasts a convenient location to Central Oregon's famous outdoor activities. The space is only a 26 minute drive to Mt. Bachelor, the beginning of the scenic Cascade Lakes Highway, and a short walk to The Village at Sunriver. Community pool, hot tub, and laundry are on site and accessible. Wifi and Netflix logins are provided to all guests. The hot tub is open year round. The pool typically opens on Memorial Day weekend snd typically closes sometime in September.

4.9 out of 5 average rating, 21 reviews

Sunriver Vacation Dreamhome

This vacation home will make your Sunriver stay feel like a dream. 3 cozy bedrooms (1 King & 1 Queen), 3 full baths and 8 SHARC passes. The enclosed spacious deck provides the ideal spot for dining or soaking in the hot tub among the pines. The fully-equipped kitchen allows you to prepare meals while enjoying your creations in the adjacent dining area. If you're seeking outdoor adventure or craving a peaceful retreat, our vacation home promises cherished memories that will last a lifetime.

Superhost

Apartment in Sisters

4.76 out of 5 average rating, 58 reviews

Pine Rest - Escape to this beautiful condo A/C,

Inviting and sunny, the wall of windows and vaulted ceilings make this condo a delight to be in, in the quaint Pine Meadow Village neighborhood. Enjoy everything Sisters has to offer, walk to everything in town, hang out at the pool (seasonal), or soak in the hot tub. There are tennis courts just a couple of blocks too! This upstairs condo has one queen and two twin beds with air conditioning and is dog friendly, so bring the whole family. Nicely and fully furnished and equipped, vaulted

4.96 out of 5 average rating, 117 reviews

Pet friendly, upscale home, AC, sleeps 8

Our beautiful 1900 sq. ft. Home, is the perfect spot for your vacation. Our kitchen has every gadget, and upscale appliances to create gourmet meals. King master upstairs, and 2 queen bedrooms down, share a bathroom. We have bikes and ping pong and TV in the garage. A Weber BBQ on the deck, with a sparkling, bubbling hot tub. Decks face both east and west, so morning sun, and evening sunsets. Dog friendly! (2 dog limit). Warm up by our big fireplace after a fun day skiing at Mt. Bachelor.

4.91 out of 5 average rating, 124 reviews

Cabin in Sunriver

Modern Cabin Oasis Near Village

Huge April discounts ! Hip cabin centrally located on par 3, off circle 1. Play room with New hot tub. Backyard walking trail and 10 min walk to the village and SHARC. Playroom with toys and electric charging station. Sleeps 8 comes with 5 bikes garage space for kayaks. 8 SHARC passes. Center of all Sunriver action. Its small in the rooms but the common areas are large. The trail in the back gives a feel you are in the center of all the action! It has everything you need in Sunriver.

4.97 out of 5 average rating, 101 reviews

Home in Bend

Downtown with hot tub and fenced-in yard

Light and bright downtown Bend vacation cottage with a landscaped, fenced yard and HOT TUB. Walk to breweries, restaurants, coffee shops , art galleries and the Deschutes river and river trail. One-bedroom, one-bath unit features a separate memory foam queen hide-a-bed in the living room. Private laundry room. Private parking spaces in back. Open floor plan with vaulted ceilings and automated skylight shades. Complete remodel. Pet-friendly (must add pet to the reservation).

4.97 out of 5 average rating, 119 reviews

Cottage in Bend

Exceptional Downtown Cottage-Level II EV charger

24 time Airbnb "Super Host" award. 2017/2019 Winner of a "Certificate of Excellence" Exceptional 5 Star reviews for all vacation rentals in the Bend area. The Cottage is constantly being updated including new furniture, appliances, paint, and even painting of the cabinets. These significant investments keep the Cottage fresh and like it was brand new. City of Bend Short Term Rental Operating License: STR-20-0285

4.9 out of 5 average rating, 319 reviews

Sunriver Gem | Near Deschutes & Mt. Bachelor

Discover our cozy, pristine home, showcasing meticulous care. Experience the charm of leather and log decor, contemporary conveniences, and extensive parking. Our wildlife-friendly yard captivates. Minutes from Deschutes River, Mt. Bachelor, SHARC, and Sunriver Village. Highly rated and affordably priced for an exceptional stay. Enjoy comfort, ease, and unforgettable moments. Secure your memorable escape today!

4.97 out of 5 average rating, 114 reviews

Home in Terrebonne

4BR/3Bth, Bend Country Pastoral 9 Mt View, 9 acres

Plan your vacation getaway and escape the destination resorts at our quiet & peaceful 4 BR, 3 Bath, lodge home retreat on 9 private acres north of Bend, "in the country but not far away". Beautiful 9 Cascade Mt view overlooking a corner of the legendary Deschutes R.; enjoy area Skiing, Golfing, Fishing, Hiking, Rock Climbing, Biking, Micro Breweries, & more.

4.97 out of 5 average rating, 34 reviews

Stunning Views@River Sun Resort

Escape to our luxurious Deschutes River Airbnb in Central Oregon! This 3-bed, 2-bath waterfront retreat offers a stunning 180° river view, peaceful ambiance, open floor plan, bikes, and kayaks. Immerse yourself in nature's beauty, relax by the fireplace, and explore the river on kayaks or bikes. Book now for an unforgettable experience!