Old Mill District holiday homes

We found 806 holiday rentals — enter your dates for availability

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August 2025

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Scroll through and select from holiday rentals in Old Mill District to find one that's perfect for your trip. Whether you're staying in a holiday rental with your children or with friends, you'll find the best amenities for hanging out with the people that matter most, which might include Wi-Fi and a hot tub. You'll be sure to find a property to rent for everyone's needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts - Old Mill District

Showing deals for:31 Oct - 7 Nov

Exceptional

(7 reviews)

Century Chalet - Tons of Light & Amazing Location!

Bend, OR

8% off

NZ$306 per night

includes taxes & fees

Exceptional

(54 reviews)

Fantastic location, spacious and beautiful, perfect for groups, hot tub, dog ok

Bend, OR

8% off

NZ$825 per night

includes taxes & fees

Exceptional

(31 reviews)

Pet-Friendly Bend Westside Villa in the Broken Top Golf Community

Bend, OR

8% off

NZ$791 per night

includes taxes & fees

Welcome to Bungalow Blue! A charming home in the heart of westside Bend

Exceptional

(167 reviews)

Bungalow Blue- Walk 1 Blk to Food & Shops, 2 Gas Fireplaces, 100+mbps Wifi

Bend, Oregon

7% off

NZ$353 per night

includes taxes & fees

Exceptional

(19 reviews)

Blissful Westside Bend location, the best of Bend and near many amenities.

Bend, OR

12% off

NZ$622 per night

includes taxes & fees

Exceptional

(11 reviews)

SW Bend Rest Relax Repose - Lrg yard & deck. Access to Canal, & River trails

Bend, OR

11% off

NZ$713 per night

includes taxes & fees

Bella Bird Bungalow is a garden oasis in the heart of Bend. Meander and peruse, the details are delightful!

Exceptional

(102 reviews)

Sweet Bella Bird-Salt Hot Tub, Fireplace, Bikes, 100+mbps Wifi, AC, So walkable!

Bend, OR

7% off

NZ$388 per night

includes taxes & fees

Private backyard with hot tub, rock herb garden, BBQ, outdoor dining tables and chairs.

Exceptional

(27 reviews)

Family/pet friendly home, sleeps 8. Enjoy our game room & soak in the hot tub after exploring Bend.

Bend, OR

7% off

NZ$472 per night

includes taxes & fees

Welcome to life on the river in downtown Bend!

Exceptional

(99 reviews)

RiverBend Bungalow- RIVERFRONT with Salt Hot Tub, AC, 100+mbps Wifi, So Walkable

Bend, OR

8% off

NZ$599 per night

includes taxes & fees

Welcome to the Cinder Cone Cottage! You'll love new the new floors and renovated bathroom!

Exceptional

(121 reviews)

Cinder Cone - Salt Hot Tub, Gas Fireplace, 100+ Mbps Wifi, Bikes, Very Walkable!

Bend, Oregon

7% off

NZ$377 per night

includes taxes & fees

Just outside these windows is a wrap around deck to play on.

Exceptional

(101 reviews)

Fantastic view of Bend with pickleball and basketball court

Bend, OR

8% off

NZ$711 per night

includes taxes & fees

Exceptional

(31 reviews)

Riverfront LUXE- Private Waterfront Retreat, 4 Fireplaces, Salt Hot Tub, Dock

Bend, Oregon

8% off

NZ$906 per night

includes taxes & fees

Welcome to the Aspen House - Sweet home in a walking paradise

Exceptional

(39 reviews)

Aspen House- Sweet, Modern Downtown Cottage, 100+mbps Wifi, A/C, Walk Everywhere

Bend, Oregon

7% off

NZ$284 per night

includes taxes & fees

Exceptional

(147 reviews)

Private Retreat at River Wild in Mt Bachelor Village, Private HotTub, A/C, WiFi

Bend, OR

12% off

NZ$834 per night

includes taxes & fees

Welcome to Cecil Sly in the heart of historic Bend

Exceptional

(32 reviews)

Historic Cecil Sly House, Salt Hot Tub, Electric Charger, in Downtown

Bend, Oregon

8% off

NZ$386 per night

includes taxes & fees

Walking distance to Old Mill District & Hayden Homes Amphitheater

Exceptional

(15 reviews)

4 Bed/4 Bath walking distance to Old Mill, Deschutes River & Ampitheater

Bend, OR

8% off

NZ$1,111 per night

includes taxes & fees

Come on in, kick off your shoes and get ready to enjoy this amazing neighborhood

Exceptional

(150 reviews)

Federal- AC, In the Heart of Walkable Westside Bend

Bend, Oregon

7% off

NZ$291 per night

includes taxes & fees

Find spaces that suit your style

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Condo/Apartment

Cabin

Cottage

Villa

Find properties near top attractions in Old Mill District

Old Mill District

NZ$573 per night

includes taxes & fees

Peace of mind
Our Book with Confidence guarantee gives you 24/7 support
More quality time
From booking to staying, the whole process is simple and enjoyable
All the privacy of home
Enjoy full kitchens, laundry, pools, gardens and more
More for less
More space, more privacy, more amenities — more value

Frequently asked questions

How much does it cost to rent a holiday home in Old Mill District?

Season, property type and length of stay are some of the things that can affect the price of a holiday home. Simply add your dates of travel to find your ideal fit. From comfy cabins to sprawling villas, all Bookabach holiday homes offer unbeatable value.

How much does it cost to rent a beach house in Old Mill District?

When you travel and the style and size of the property will influence the cost of your beachside holiday home. Enter your Old Mill District travel dates to see all your options on Bookabach. Did someone just say "private pool"? Use our filters to pick the amenities and features you want in your beach house.

What are the top attractions for families in Old Mill District?

There are loads of exciting things to do and see with the family in Old Mill District, including:

High Desert Museum
Sun Mountain Fun Centre
Des Chutes Historical Museum

How old do you have to be to rent a holiday home in Old Mill District?

We recommend you check with the Old Mill District holiday home you want on Bookabach as the age limit varies. However, typically it's 16, 18 or 21.

How long can I rent a holiday home in Old Mill District for?

It all depends on the Old Mill District property. To look over a list of options offering extended stays, simply enter your dates and number of people into Bookabach's search page. You can look forward to having the entire place to yourself, along with home comforts such as air conditioning, a fully-equipped kitchen and a yard where your little ones can play. Keep your eyes peeled for long-term stays that offer discounted weekly or monthly prices.