Newly Remodeled Contemporary Cottage

Drake Park Cottage is a Luxurious Retreat in Bend's Premier Location. Experience elegance at our newly remodeled contemporary cottage in the heart of Bend. Unmatched in its prime location, this stand-alone gem is nestled steps away from Drake Park, the Deschutes River, and downtown. Immerse yourself in the vibrant energy of summer festivals, indulge in river adventures like floating or stand-up paddleboarding, and relish in the tranquil ambiance of the historic parks district! 

BOOK NOW!

Charming 1 Bedroom Apartment in Historic Old Bend

In the heart of Old Bend next to Drake Park. Walk everywhere to shops, restaurants, river and Park events. Off street parking in covered carport. Ideal for a couple or a few friends. Perfect base camp for exploring the area. This apartment is a walk up on 2nd floor and the bedroom is on third floor accessible with spiral staircase. Not suitable for young children or those with mobility issues. Building is quiet and we expect guests to be respectful of other tenants.

BOOK NOW!

Gorgeous 3 Bedroom Home on Bend's Westside

The Downtown Awbrey is a modern-contemporary home designed by HGTV's interior designer Shannon Quimby. Located on desirable Awbrey Road, you can walk everywhere! Featuring upscale furnishings, European style bedding, fully equipped gourmet kitchen, hot tub & cruiser bikes. A stunning home with a hot tub in an exceptional location one block off of Newport Avenue and two blocks from Mirror Pond, you can stroll through Drake Park to all of the shops, restaurants, breweries, and pubs in downtown Bend. Take a ride on one of the 4 cruiser bikes provided, meander through Bend's charming Westside neighborhoods, and you are in the heart of downtown, or in the Old Mill district in minutes!

BOOK NOW!

Spacious 1 Bedroom across from Drake Park

Location & amenities can’t be beat. Minutes from the river, downtown and close to the old Mill District. This historic property was home to Bend’s first maternity hospital and has been lovingly converted into unique apartments. We provide cruiser bikes, rafts for the river and everything you’ll need for a comfortable stay. Off street parking is available for you in the covered carport. Close to all the action you won’t need your car yet quiet and peaceful for a good night’s sleep. SORRY NO PETS!

BOOK NOW!

2 Bedroom Gem in the Heart of Bend Parks District

This location can't be beat. Built in 1919 serving as the first maternity hospital, the property has been lovingly restored and just renovated into a charming executive rental. Steps from the Deschutes River and Drake Park you are walking distance to downtown, The Box Factory and too many breweries and eateries to count! Unit 4 is upstairs (No elevator) with a bedroom on the lower level and loft bedroom with 1/2 bath up the charming spiral staircase. You will not be disappointed. 30 day min stay

BOOK NOW!

Hip Fun 1 Bed on Bend's Westside

Experience Bend’s vibrant, local community with My Bend Getaway! The Drake is a charming 1 bedroom, second level 1 bedroom located in the heart of Bend's popular Westside. Colorful and eclectic with upscale furnishings and a sunny open floor plan designed by HGTV's Shannon Quimby. This hip unit is one of our newest listings; therefore, fewer reviews exist.

BOOK NOW!

Cute 1 Bedroom with Great Location

This special place is close to everything, making it easy to plan your visit. This adorable unit is our newest listing; therefore, fewer reviews exist. However, we have multiple units we own that have excellent reviews. We’re super excited about this cute unit! Three blocks to downtown, two blocks to Drake Park, and within walking distance to local breweries, coffee shops, dive bars, and excellent restaurants!

BOOK NOW!

Delightful 2 Bedroom Close to River

Enjoy a stylish experience at this centrally-located rental. Only two blocks to Drake Park, where you can float or paddle the river (4 floaties /pump are provided.) Downtown is only a half mile away, with excellent restaurants and shops. The Old Mill District and amphitheater are only a mile away. Mt. Bachelor is a 25-minute drive where you can ski/snowboard at the best place ever! Relax in this delightful, peaceful unit after you have enjoyed all Bend has to offer!

BOOK NOW!

Adorable 2 bedroom 1/2 mile to Downtown & Old Mill

NEW to our portfolio of properties. We have several other properties with amazing reviews, you wont be disappointed! Be one of the first to review for us and we would certainly appreciate YOU!!

This Historic Bend home is in a prime location for anyone wanting to live like a local! Within walking distance to downtown and The Old Mill District, this is the ideal spot to experience the beautiful city of Bend! It’s an easy drive to the Deschutes River, the many trails and lakes along the Cascade Lakes Scenic Byway, Mount Bachelor (25 min), and so much more!

Two of the bedrooms are on the main floor with the bathroom in between the two. The third bedroom is upstairs in the loft area. You will use the staircase ladder to get to your charming room that has an A-frame ceiling with a peak height of 6 feet. This home is absolutely ADORABLE!

BOOK NOW!

Sweet Studio 1/2 mile Downtown & Old Mill District

NEW to our portfolio of properties. We have several other properties with amazing reviews, you wont be disappointed!

This Historic Bend cutie is located half mile to downtown and the Old Mill District. Ideal location in Bend! Easy drive to trails and lakes. In the winter ski at Mt. Bachelor or go sledding at Drake Park!

This space is not suited for anyone with mobility issues climbing a ladder. This studio is great for anyone who loves a unique home! If you look up when you walk in you will notice a netted hammock built into the home. It is the perfect place to curl up with a good book and relax!

BOOK NOW!