Holiday rentals in Bend

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Top-rated holiday rentals in Bend

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite

Home in Sunriver

4.98 out of 5 average rating, 167 reviews

Walk to Everything! Hot tub, SHARC passes

- Hot tub water is drained and refilled with fresh water between EVERY guest stay! - Best location in Sunriver! - Just steps (2-minute walk) from Sunriver Village (Coffee, restaurants, shops, bike/ski rentals, ice cream, grocery store, ice skating, mini golf, bouncy houses, rock climbing). Fully renovated 3 bedroom (plus a loft with bunks!), 3 bath home right next to Sunriver village! - 8 reusable waterpark passes, and just a 5-minute bike ride or 10-minute walk, to the SHARC waterpark.

Guest favourite

Home in Sunriver

4.96 out of 5 average rating, 116 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.

Guest favourite

Home in Sunriver

4.86 out of 5 average rating, 276 reviews

Private & fenced, hot tub, river near by, pets

DCCA#628494 If you are looking for a quiet & peaceful home, close to the mountains & the river, surrounded by beautiful forest & wildlife vs tourists, you found it ! Just on the edge of Sunriver, but close enough to all the activities. Here you will find privacy & zen you needed! Imagine sitting by the warm fire in a fully fenced in backyard, looking at the million stars and the moon, or perhaps enjoying it from the hot tub, while sipping on some of the best beer in Oregon. 2 pets allowed.

Guest favourite

Cabin in Sunriver

4.92 out of 5 average rating, 118 reviews

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.

Guest favourite

Home in Bend

4.92 out of 5 average rating, 149 reviews

5 BR, Hot Tub, Fireplace close to Mt Bach & town

Enjoy the peace and quiet surrounded by trees, in our fully remodeled tri-level home. It's on 1 acre on the south end of Bend, just minutes from the Old Mill, downtown, Drake & Riverbend Park. Only 15 min from Sunriver and 30 min from Mt Bachelor. 5 BR home that sleeps 12 with 8 beds. It has a deck, hot tub, a fully-stocked kitchen, fireplace, comfortable beds, cable TV, & Wi-Fi! Everything you need for a relaxing and enjoyable vacation. DCCA#1470

Top guest favourite

Cottage in Bend

4.97 out of 5 average rating, 118 reviews

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

Guest favourite

Home in Sunriver

4.9 out of 5 average rating, 317 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!

Top guest favourite

Home in Bend

4.93 out of 5 average rating, 138 reviews

Bend Or Private Getaway one acre

Relax with family and friends in this newly remodel home; comfortable beds, 8 bedrooms (4 kings, 2queen, 2 sets of bunk beds), plus bonus room with 2 twins great for young ones..... and wireless internet, cable,s, large stone fireplace, front deck, back deck with view, hot tub, barbecue, great place to host get togethers…. VERY cozy, private drive way and easy drive to Mount Bachelor. 5 full bathrooms

Superhost

Home in Bend

4.95 out of 5 average rating, 105 reviews

Deschutes River Getaway-near Bachelor & Sunriver

Our charming family home is the perfect place to relax and enjoy the outdoors. Just a short walk from the Deschutes River, you'll find miles of walking and biking trails, a pool, tennis and pickleball courts, and docks to launch your raft or kayak. And, with its convenient location, you're just 10 minutes from Sunriver Village, 25 minutes from downtown Bend, and 30 minutes from Mt. Bachelor.

Guest favourite

Apartment in Sunriver

4.92 out of 5 average rating, 241 reviews

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.

Guest favourite

Home in Terrebonne

4.97 out of 5 average rating, 113 reviews

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.

Guest favourite

Guest house in Bend

4.97 out of 5 average rating, 361 reviews

Old Mill and River Walk Retreat

Located in the heart of Bend, you are walking distance to the River trail, Old Mill Districts wonderful shops and restaurants, several parks and Hayden Homes Amphitheater. Very easy access to Cascade Lakes Highway, Phils trail, Mt Bachelor and all the outdoor adventuring you will need. Short drive or beautiful 2 mile river trail walk to Downtown Bend!