Private suite holiday rentals in Bend

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.

Great location! Highly rated by guests.

You'll feel like you've rented a small house with your own private kitchenette, fridge, living room, bath, walk-in-closet and washer/dryer. Located in the desirable westside of Bend, walking distance to the popular Northwest Crossing and Galveston restaurants and shopping. Bike straight to Phil's Trails and just a 30 min drive to Mt. Bachelor. Enjoy walking trails just outside the house. Most guests comment that the place is much bigger and more private than they thought. Read our reviews!

Forested Custom Built W/Mt view, Hot Tub, Wildlife

Our custom-made studio is nestled in the woods with a country feel yet close to everything Bend has to offer. Outside,we have two large decks overlooking the wildlife with beautiful mountain views. Inside this 1100 square foot studio with a loft ,we have vaulted ceilings with open beams, a pool table, hunting trophies, and handmade woodwork throughout. You will have a private studio with no shared spaces that includes two queen beds, a kitchen, a living room, a bathrom, two decks, and a hot tub.

Downtown Bend Boho Bunglalow

Relax in this Westside private, new, stylish studio. The Boho Bungalow is in the heart of it all. Be just steps from Drake Park, The Old Mill, breweries, boutiques, and restaurants downtown, The Box Factory, and so much more! Pick a direction and go discover! Walk to see a show at Hayden Homes Amphitheater or head to Millers Landing to play in the rapids or stroll the river trail at sunset. Whether you would like to sip, savor or be still, this is the perfect place to discover beautiful Bend!

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.

Old Mill Studio - easy to Mt B, river walk, dining

Your own private studio behind our home is in the quiet, quaint neighborhood on the bluff above the Old Mill District and Deschutes River. Short walk to restaurants, coffee, breweries and concerts. Close to the river for floating, SUP, River Trail. Easy access to Mt Bachelor, Cascade Lakes, and mountain fun. Private entrance and sliding doors out to a private patio for your morning coffee or end-of-day beverage. A fire pit is available to top off a cozy evening (see notes.)

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.

Orchard District Studio

A cozy studio apartment; this converted garage space has tall ceilings making it feel light and airy. Located in Bend's Orchard District, it is walking distance to Hollinshead Park & Pilot Butte. We are NOT within walking distance to downtown, however it is only a 5 minute drive to downtown & 15 minutes to outdoor recreation opportunities. Hosts live in the main house. LGBQT+ BIPOC friendly.

High Desert Haven

Experience modern desert comfort in this spacious 1BR suite. Enjoy a clean, stylish living room perfect for lounging, an ensuite bathroom, and an outdoor space ideal for your dogs. We proudly welcome 2SLGBTQIA+ guests, offering a warm, inclusive environment. This cozy retreat combines contemporary design with high desert charm, offering a relaxing getaway with all the amenities you need.