Central Oregon holiday rentals

We found 3,888 holiday rentals — enter your dates for availability

Holiday rentals with weekly discounts – Central Oregon

Showing deals for:20 Nov - 27 Nov

Exterior
Terrace/patio
Interior
Interior
Exceptional
(285 reviews)

Caz's cozy cabin in the Cascades

Crescent

8% off
AU$1,875
for 7 nights, 1 cabin
AU$268 per night
includes taxes & fees
Caz's cozy cabin in the Cascades
Custom table and staircase spindles.
Late afternoon shade perfect for board games outdoors.
Upstairs loft with 2 comfy twin beds and sitting area for 2. Ages 10+ for safety
Watch TV, the wildlife or the crackle of the fire on comfortable seating for 6.
Exceptional
(216 reviews)

!!!Owner Mngd & Shows! Yrs of Happy Guests! Updates Thru-Out & PRIVATE Hot Tub!

Sisters

7% off
AU$2,171
for 7 nights, 1 cabin
AU$310 per night
includes taxes & fees
!!!Owner Mngd & Shows! Yrs of Happy Guests! Updates Thru-Out & PRIVATE Hot Tub!
Living area
Exterior
Living area
Exterior
Exceptional
(62 reviews)

Fantastic location! Hot Tub, AC, SHARC passes, bikes and a great deck!

Bend

5% off
AU$8,277
for 7 nights, 1 home
AU$1,182 per night
includes taxes & fees
Fantastic location! Hot Tub, AC, SHARC passes, bikes and a great deck!
Interior
Living area
Interior
Room
Exceptional
(43 reviews)

Cozy Up at a Nature Inspired Boutique Studio in the Trees - River Nearby

Bend

12% off
AU$2,388
for 7 nights, 1 home
AU$341 per night
includes taxes & fees
Cozy Up at a Nature Inspired Boutique Studio in the Trees - River Nearby
Private kitchen
Exterior
Property grounds
Room
Exceptional
(20 reviews)

The Cabin at Crescent Creek. Best of the Central Oregon area at Crescent Lake!

Crescent

8% off
AU$2,829
for 7 nights, 1 cabin
AU$404 per night
includes taxes & fees
The Cabin at Crescent Creek. Best of the Central Oregon area at Crescent Lake!
Interior
Exterior
Dining
Living area
Excellent
(15 reviews)

Summer Lake Lookout cabin in the Oregon Outback

Summer Lake

8% off
AU$3,016
for 7 nights, 1 cabin
AU$431 per night
includes taxes & fees
Summer Lake Lookout cabin in the Oregon Outback
Christmas snow
Living room from entry
Stairs to loft and bedrooms
Fun and functioning kitchen
Exceptional
(224 reviews)

Enjoy Our Family Friendly Home In Tollgate

Sisters

7% off
AU$2,294
for 7 nights, 1 home
AU$328 per night
includes taxes & fees
Enjoy Our Family Friendly Home In Tollgate
Dining
Exterior
Exterior
Living area
Exceptional
(117 reviews)

Minutes to Deschutes River Trail with Hot Tub & Fire Pit!

Bend

8% off
AU$5,358
for 7 nights, 1 home
AU$765 per night
includes taxes & fees
Minutes to Deschutes River Trail with Hot Tub & Fire Pit!
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Exterior
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Exceptional
(44 reviews)

Downtown Craftsman with King Bed and Private Yard - Walk Everywhere

Bend

12% off
AU$3,190
for 7 nights, 1 home
AU$456 per night
includes taxes & fees
Downtown Craftsman with King Bed and Private Yard - Walk Everywhere
Recreation facilities include three large pools plus a children's splash zone
Living room facing creek
Clock tower in winter
Living room facing creek
Exceptional
(182 reviews)

Juniper Creek Inn: relaxing creekside getaway—free resort passes & adventure!

Redmond

7% off
AU$2,042
for 7 nights, 1 home
AU$292 per night
includes taxes & fees
Juniper Creek Inn: relaxing creekside getaway—free resort passes & adventure!
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Exceptional
(51 reviews)

Lodge Vibes in the City - Large Log Home

Bend

12% off
AU$4,141
for 7 nights, 1 home
AU$592 per night
includes taxes & fees
Lodge Vibes in the City - Large Log Home
Secluded, quiet, and peaceful luxury in a retreat like setting
While relaxing  on the cottage patio, guests are often enticed to see more
Tranquil setting - hidden gem in the heart of Bend
Complete kitchen with 4 burner stove, Microwave and Bosh dishwasher
Exceptional
(219 reviews)

Immaculate Downtown Cottage Retreat- EV charger. Walk downtown in 4 minutes

Bend

6% off
AU$2,756
for 7 nights, 1 cottage
AU$394 per night
includes taxes & fees
Immaculate Downtown Cottage Retreat- EV charger. Walk downtown in 4 minutes
7 Playoff Lane, with double garage, an upper deck and lower patio
Living room
Kitchen
Interior
Exceptional
(163 reviews)

Family Friendly, Air Conditioning - SHARC passes included.

Bend

7% off
AU$2,742
for 7 nights, 1 home
AU$392 per night
includes taxes & fees
Family Friendly, Air Conditioning - SHARC passes included.
Dining
Private kitchen
Living area
Living area
Exceptional
(13 reviews)

Home Centrally Located Near Old Mill Downtown

Bend

8% off
AU$2,740
for 7 nights, 1 home
AU$391 per night
includes taxes & fees
Home Centrally Located Near Old Mill Downtown
Property grounds
Exterior
Exterior
Interior
Exceptional
(22 reviews)

Cozy & Private Cabin in the woods!

Crescent

8% off
AU$2,065
for 7 nights, 1 home
AU$295 per night
includes taxes & fees
Cozy & Private Cabin in the woods!
Kitchen with counter seating
Living area
Private kitchen
Dining area that seats 6 and overlooks the front deck
Exceptional
(8 reviews)

Cozy Doe Cabin: Family Friendly, 5 Min Walk to Village SHARC passes + Hot Tub

Bend

8% off
AU$5,212
for 7 nights, 1 home
AU$745 per night
includes taxes & fees
Cozy Doe Cabin: Family Friendly, 5 Min Walk to Village SHARC passes + Hot Tub
View of river from back deck
Summer on the river
Living room
Exterior
Exceptional
(193 reviews)

Riverfront Cottage -Near Drake Park, Walk to Town.

Bend

23% off
AU$1,969
for 7 nights, 1 home
AU$281 per night
includes taxes & fees
Riverfront Cottage -Near Drake Park, Walk to Town.
Living area
Property grounds
Living area
Terrace/patio
Exceptional
(37 reviews)

Top 5% - Finnish Sauna - Near Old Mill - No Pets - Fully Remodeled - Quiet

Bend

12% off
AU$2,374
for 7 nights, 1 home
AU$339 per night
includes taxes & fees
Top 5% - Finnish Sauna - Near Old Mill - No Pets - Fully Remodeled - Quiet
Interior
Outdoor dining
Living area
Interior
Exceptional
(74 reviews)

Centrally located to everything you want to do in Bend!

Bend

7% off
AU$1,912
for 7 nights, 1 home
AU$273 per night
includes taxes & fees
Centrally located to everything you want to do in Bend!
Kitchen includes all you need to make a meal at home. Bon Apetite!
The Bend Bungalow awaits! Set up high off street level is your quiet retreat.
Dining
The kitchen is fully stocked down to the wine bottle opener.
Exceptional
(138 reviews)

Bend Bungalow - a Walk in the Park to Downtown and River!

Bend

6% off
AU$1,797
for 7 nights, 1 home
AU$257 per night
includes taxes & fees
Bend Bungalow - a Walk in the Park to Downtown and River!
Front
More than 25 golf courses to choose from in the area including Tetherow shown here.
Living area
Kitchen
Exceptional
(157 reviews)

Spectacular Luxury Old Mill District Townhouse Walking Distance To River Walk

Bend

6% off
AU$2,429
for 7 nights, 1 home
AU$347 per night
includes taxes & fees
Spectacular Luxury Old Mill District Townhouse Walking Distance To River Walk
Entrance to Seventh Mountain Resort from Cascade Lakes Highway
Children's pool and play area
Kitchen and entrance to bedroom
Interior
Exceptional
(180 reviews)

Mbvskihouse (.com) At Seventh Mountain Resort + includes IKON pass holder offer

Bend

11% off
AU$1,939
for 7 nights, 1 apartment
AU$277 per night
includes taxes & fees
Mbvskihouse (.com) At Seventh Mountain Resort + includes IKON pass holder offer
Living area
Exterior
Spa
Living area
Exceptional
(63 reviews)

Rustic and cozy log home, Room for the entire family.

La Pine

7% off
AU$2,169
for 7 nights, 1 cabin
AU$310 per night
includes taxes & fees
Rustic and cozy log home, Room for the entire family.
Private kitchen
Living area
Exterior
Living area
Exceptional
(26 reviews)

Cozy Cabin in the Pines- 2bd/2br + amenities galore! Closest lodging to Bachelor

Bend

16% off
AU$2,409
for 7 nights, 1 apartment
AU$344 per night
includes taxes & fees
Cozy Cabin in the Pines- 2bd/2br + amenities galore! Closest lodging to Bachelor
  • 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

Explore the riverfront setting in Central Oregon

The riverfront and surrounding scenery provide a peaceful ambience to your holiday home in Central Oregon. Renowned for its hiking, skiing and cycling, this city welcomes all visitors. If you're looking for accommodation options with space to entertain friends and family, HomeAway has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Activities and attractions in and around Central Oregon

Are you looking for top things to see and do during your stay? Travellers enjoy Central Oregon for its hiking, skiing and cycling. Venture out of your cosy holiday rental and check out everything that makes Central Oregon a one-of-a-kind holiday spot. Here are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Sunriver Resort Golf Course (23.3 mi / 37.5 km)
  • Pronghorn Golf Club (27.2 mi / 43.8 km)
  • Lost Tracks Golf Club (20 mi / 32.2 km)
  • Bend Rock Gym (21.6 mi / 34.7 km)
  • Sage Springs Club & Spa (23.1 mi / 37.2 km)
  • The Cove (23.2 mi / 37.3 km)

Exploring the natural landscape of Central Oregon

Whether you're looking for exciting outdoor activities or just want to appreciate the scenery, Central Oregon is a great place to get out in nature. Here are some of the area’s most stunning features, all within 30 miles (48.2 km) of the city centre:

  • Newberry National Volcanic Monument (14.2 mi / 22.8 km)
  • Lava River Cave (20 mi / 32.1 km)
  • Deschutes River (23.5 mi / 37.9 km)
  • Drake Park (23.7 mi / 38.1 km)
  • Tumalo State Park (27.6 mi / 44.4 km)
  • East Lake (12.8 mi / 20.7 km)

Transport options to and around Central Oregon

The nearest airport is in Redmond, OR (RDM-Robert's Field), located 31.4 mi (50.5 km) from the city centre.

If you're travelling by train, make your way to Sunriver Station or Chemult Station and explore the city from there.

Frequently asked questions

What is the best area to stay in Central Oregon when booking a holiday home?
Bend is among the more in-demand areas to select a holiday home in Central Oregon. Searching for some fun things to do and see in this destination? Don't miss Mt. Bachelor Ski Resort and Old Mill District.
What is the most popular type of holiday home accommodation in Central Oregon?
Houses are the most popular type of holiday home in Central Oregon, according to our data. Even if you've got a different idea about what you want, Stayz has properties in loads of sizes and shapes. Take a look at our options to find your perfect Central Oregon pad.
How much does it cost to rent a holiday home in Central Oregon?
Property type, length of stay and season are among the factors that can affect the price of a holiday home. Simply enter your travel dates to find your ideal match. From cosy chalets to sprawling luxury villas, all Stayz holiday homes offer unbeatable value.
How much does it cost to rent a beach house in Central Oregon?
Prices for beach houses in Central Oregon differ depending on the style and size of the property and time of year you're travelling. Simply enter your dates of travel into Stayz and the number of guests to see your home options and prices. From there you can use our filter tool to refine your search by ratings, nearby activities and more.
What are popular home amenities in Central Oregon?
A fridge, a dishwasher and a washing machine top the list of most popular home amenities in Central Oregon. Whether you're heading away by yourself, with your sweetheart or a group of dear friends, Stayz can help you find a holiday home that suits your tastes with all the features you're looking for.
Are there large group holiday homes in Central Oregon?
Central Oregon has 776 holiday homes that can accommodate 10 or more guests. These properties come with the space you need to share good times with loved ones.
What are the top attractions for families in Central Oregon?
You'll find lots of fun things to do and see with the family in Central Oregon, including:
  • Hayden Homes Amphitheatre
  • Old Mill District
  • Mt. Bachelor Ski Resort
Can I find two-bedroom holiday homes in Central Oregon?
Gather your loved ones and relax in total privacy and comfort in one of the 722 two-bedroom holiday properties Central Oregon has to offer.
Are there holiday homes with WiFi in Central Oregon?
Whether you'd like to keep up with world events, send a few emails or update your social media accounts, there are 724 holiday homes with WiFi in Central Oregon. Check the "WiFi" box when searching on Stayz and stay connected on your getaway.
How old do you have to be to rent a holiday home in Central Oregon?
The minimum age is typically 16, 18 or 21. It can vary between properties on Stayz, so look at the rules of your chosen Central Oregon holiday home before booking your escape.
How long can I rent a holiday home in Central Oregon for?
How long you can rent a holiday home in Central Oregon is up to the property. Just enter your desired dates to view a list of options offering extended stays. With tons of creature comforts such as washing machines and kitchens, as well as some offering weekly or monthly discounted prices, you're sure to find a perfect place to call your home away from home in Central Oregon.

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