Holiday rentals with outdoor seating in Bend

Find and book unique rentals with outdoor seating on Airbnb

Top-rated rentals with outdoor seating in Bend

Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

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Guest favourite

Guest suite in Bend

4.99 out of 5 average rating, 153 reviews

Luxurious Private Tumalo Suite Nestled in Trees

The Treehouse Guest Suite is nestled in the trees in the beautiful community of Tumalo, Oregon! Tumalo, a short 10 minute drive west of Bend, is well known for its beauty to include easy access to hiking and biking trails. Your second floor craftsman style guest suite is surrounded by trees and includes a private entrance, garage, and deck. Our farm has scenic views of the Cascade Mountains. During the summer, guests can enjoy our English Country Garden, swimming pond, and Alpacas in the field.

Guest favourite

Guest house in Bend

4.97 out of 5 average rating, 404 reviews

Kathy's Westside Perch

Perched among the trees this 650+ sq ft dedicated guest suite has a private entrance, a wall of windows, queen size bed, Wi-Fi, Hulu/Netflix, self check-in/ keyless entry. Near Mt. Bachelor. Downtown and the Old Mill District are both less than 2 mi away. Discover restaurants, breweries, shopping, art galleries, theaters, and more! With Mt. Bachelor resort, hiking and fishing just minutes up the road, you will relish your stay in the heart of Central Oregon! No room tax for stays of 30+days.

Guest favourite

Guest suite in Bend

4.9 out of 5 average rating, 290 reviews

Cozy Studio! Walk to NW Crossing and Shevlin Park

Cozy, soft decor fill this light, bright studio with a private entrance. Shevlin Park and Phil's Trail are minutes away for hiking, running, and mountain biking. Mt. Bachelor is a short 30 minute drive for skiing in the winter and downhill biking in the summer. Smith Rock is a 45 minute drive for hiking and climbing enthusiasts. Shopping and dining are within walking distance at NW Crossing or a a short drive to the Old Mill or Downtown Bend. Mesh Network Wifi, coffee, tea and snacks provided.

Guest favourite

Flat in Bend

5.0 out of 5 average rating, 174 reviews

The Guest Nest- quiet convenience in Midtown Bend!

Delightful, comfortable, well-lighted, and close to everything. Your are at "nest level" in my upstairs apartment. Come stay, relax, and rest in The Guest Nest! My goal is to provide a welcoming comfortable place for you to stay when you visit Bend! In return, I request that you treat my Guest Nest with care and respect-- just as you'd want guests in your home to do. No dealing with impersonal rental companies. I clean and manage everything myself and do my best to make it perfect for you.

Guest favourite

Flat in Bend

4.95 out of 5 average rating, 1120 reviews

Private apartment, your Bend Escape, right in town

Brand new apt in Dec 2023! 1 king bdrm/bath with living/dining/full kitchen apartment. Private entrance. 3 bright, light & spacious rooms, with treetop views. Kitchen has new full-size induction range and refrigerator, plus all cooking essentials for complete meals. All new flooring/furnishings. In town location. Walking distance to NW Crossing and Newport Market as well as downtown Bend. Cycling routes just outside, 20 minutes to winter sports. NOTE-28 steps up from street! NO pets allowed!

Guest favourite

Tiny home in Redmond

4.99 out of 5 average rating, 188 reviews

Tranquil Views, Close to Smith Rock, Country Cozy

The Tiny House at Aspen View Farm is your next special getaway! Great location for solo travelers or couples exploring beautiful Central Oregon - Smith Rock 15 min away. On a unique 14 acre farm setting, relax and retreat with tranquil Cascade Mountain and country views, plus watch cute grazing sheep. The Tiny is cozy and comfy with quality amenities to make you feel right at home - stocked kitchen, heated floors & more! Please read full listing before booking so there are no surprises :)

Guest favourite

Guest house in Bend

4.93 out of 5 average rating, 137 reviews

Private Studio w/ Hot Tub near the Deschutes River

The Fresca Studio has a kitchenette, hot tub, BBQ & bikes. Downtown Bend is a few miles away, McKay cottage, Deschutes River Trail & Sawyer park are a short walk, and all things Bend eat, drink, biking, hiking, skiing are all close by. The studio is separate from the main house w/ a private entry & patio, fully furnished, and easy access to/from the highway and parkway. Not suitable for children under 5y/o, 2 guests only and children are considered guests. No pets. See you soon!

Guest favourite

Flat in Bend

4.96 out of 5 average rating, 460 reviews

The Beverly - riverside loft in the heart of Bend

NOTICE! : The Beverly is receiving furniture & decor upgrades December ‘23 - Spring ‘24. Nothing will be worse! It will all be better. But please forgive me for the current photos being slightly inaccurate during that time frame. Bend means beer, the river, and the outdoors. The Beverly couldn't be more central to it all - find yourself within walking distance of everything, local's guarantee. Designed for two guests to enjoy a long weekend, it's an ideal couple's getaway.

Guest favourite

Flat in Bend

4.94 out of 5 average rating, 796 reviews

The Garden Apt-Hot Tub AC Fireplace 250+ Mbps

This 600+ square feet whimsical apartment is located in one of Bend's best neighborhoods, River West--only a 14-minute walk to downtown (.6 miles). The location’s also close to the river, Drake Park as well as many restaurants, cafes & galleries. It is perfect for couples or individuals looking for a cozy, retreat atmosphere in a lodge. The Garden Apartment has many amenities including free parking, AC, large clawfoot tub, washer/dryer, gas fireplace, HBO, cable and coffee.

Guest favourite

Tiny home in Bend

4.9 out of 5 average rating, 241 reviews

The Oasis Airstream no pet fee

Reconnect with nature at this unforgettable escape, surrounded by gorgeous desert views. Beautifully designed and fully equipped for your comfort. Pet friendly and located just 15 min from downtown Bend. The Oasis Airstream is on a quiet 10 acres. I live here with my family and have a small farming business. There is an ample yard with outdoor table and chairs, outdoor couch, and fire place. There's also a hammock for swinging in the shade on those long summer evenings.

Guest favourite

Guest suite in Bend

4.96 out of 5 average rating, 179 reviews

A little bit of Aloha in Central Oregon

Our home is located in NW Bend, central to downtown Bend, Sisters, and Redmond. We have a newly remodeled, attached 1 bedroom apartment suite. Privacy, comfort, and a bit of Hawaii aloha is yours here. The quality is equal to the finest hotels in Bend, but we're significantly more affordable and private! Perfect for a couple, two single adults, or a couple with one child. We are excited to share Bend and our home with you! 8 minute drive to downtown Bend. DCCA#1532

Guest favourite

Tiny home in Bend

4.95 out of 5 average rating, 108 reviews

The Sunset Bungalow, cozy, private and sweet.

Come join us for a boutique experience in this one-of-a-kind Bungalow above the high desert! Warm, cozy and private. It's centrally located just 25 minutes from the world renowned Smith Rock and 15 minutes from downtown Bend. The bungalow is peaceful and private, nestled beneath old growth Junipers, surrounded by gardens and a rustic countryside feel, with private bathroom and kitchenette. Includes complimentary organic coffee and lava rock filtered water!