Private suite holiday rentals in Bend

West Bend Hillside Studio

Special winter rates w/discounts. Come to Bend and savor this spacious studio with an outdoor deck to enjoy your morning coffee or afternoon glass of wine. Located in a quiet original westside location within walking distance of downtown Bend, Drake Park, the Deschutes River, grocery stores, excellent restaurants and extensive walking trails. This bright and modern 600 square foot studio has wifi, a fully equipped kitchen, queen bed and walk-in shower with a private entrance and free parking.

River Ridge Getaway - River Trail & Hot Tub

Our peaceful guest suite with private entrance & pool/hot tub access is in Mt Bachelor Village, nestled in the trees above the scenic Deschutes River trail where you can enjoy walking, jogging, floating, kayaking, SUP, surfing, rock-hounding and fishing. It is one of the best locations in town, just off Century Dr on the way up to Mt Bachelor Ski Resort and within walking distance to the The Old Mill, Hayden Homes Amphitheater and Bend's popular west side. Pool (Jun-Sep) & Hot Tub (10am-9pm)

Bend, Oregon Private Suite; Perfect for 1 or 2

Hey there! Welcome to our place in beautiful Bend, OR! We absolutely love, love, love that we can offer a soft place to land after a day of adventuring in and around our awesome town! This is your spot if you are the order-in and snuggle-up kind; the get up, caffeine-up, and go kind; &/or the mid-day siesta kind. We have had tons of fun focusing on the details that will make your stay blissful and relaxing. From coffee options to Netflix, we've got your basics dialed so you can do you!

CLOSE COUNTRY QUARTERS (Hot Tub and Fire Pit)

COUNTRY QUARTERS is your private paradise with a hot tub nestled just 7 miles east of downtown Bend in the heart of Oregon. Set on two beautifully landscaped acres, this peaceful oasis offers the perfect blend of privacy, comfort, and natural beauty. Whether you’re spending your days exploring Central Oregon’s hiking trails, biking, and stunning mountain views, or simply unwinding in quiet comfort, this charming suite provides everything you need to relax, reconnect, and truly feel at home.

Mid century apartment-walking distance to town

Nestled above the garage, this cozy one-bedroom, one-bathroom apartment offers privacy and tranquility with no shared walls with the main house. Surrounded by lush juniper and pine trees, each window frames a serene, treehouse-like view, letting you feel fully immersed in nature. The fully stocked kitchen is perfect for preparing meals, whether it's a quiet breakfast or a gourmet dinner. After a day of exploring, relax by the cozy fireplace, adding warmth and comfort to your stay.

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

The High Desert Loft-Westside Bend

The High Desert loft is a rustic-contemporary one bedroom apartment in a Westside location that can’t be beat. Located right in the heart of Bend, just a two block walk from some of Bends best restaurants, like Spork, Back Porch Coffee, and Kan Pai Sushi. Come enjoy the comforts of this home away from home in the high desert! Keep it simple at this peaceful and centrally-located place. This is the same great spot, recently under new ownership.

The Sawmill — Designer Cabin Vibes Glow In Natural Light

This Scandinavian-inspired abode has minimal, designer decor and crafted details. Set in the heart of Bend’s popular Westside, vaulted ceilings and wood paneled finishes bathe this tranquil space in natural light. Everything you need is right outside the doorstep, within blocks away from Bend's best restaurants, breweries, coffee shops and boutiques. You won’t find a better spot for couples and solo adventurers. Family friendly too!

Old Mill ~ Deschutes River

Desert Sun is the perfect place to enjoy all that Bend has to offer. You'll have the Deschutes River right around the corner where you can access floating, fishing, kayaking, SUP or walk/running the 3.5 mile River Trail Loop. The Old Mill District and Les Schwab Amphitheater are a short walk along the river. This home's location makes for a perfect retreat with convenience of being close to Downtown, Mt Bachelor and Cascade Lakes.

Haven’s Nest | Walk to Old Mill / Deschutes River

Welcome to Haven’s Nest, a peaceful Bend getaway perfectly located near the Deschutes River trails and an easy walk to the Old Mill District. Start your mornings with coffee and fresh mountain air, then stroll to the river, bike scenic trails, or enjoy local shops and dining just minutes away. Thoughtfully designed for comfort, privacy, and relaxation—this is your ideal home base for exploring Bend.

Guest suite | Hot tub & sauna Cabin in the Woods

Private guest suite in our newly built home, just steps from a cabin-style spa with a hot tub and infrared sauna. Relax in the peaceful forested backyard, enjoy high-speed 300 Mbps Wi-Fi, and watch starry skies. A campfire to unwind, a sunset to inspire, and the Milky Way framed by towering Ponderosa pines — this place is the perfect blend of modern comfort and nature’s beauty.

Larkspur Lodge — Cozy, Private Guest Suite

Formerly known as "Chili Powder Inn," Larkspur Lodge offers a cozy and inviting space to relax and enjoy all Bend has to offer! Located in the Larkspur neighborhood on the quieter side of Bend. A quaint, scenic trail is walking distance from the house. Downtown Bend and the Old Mill shops are minutes away. The entrance is private with convenient key-code access.