Central Oregon holiday homes

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
Living area
Interior
Exceptional
(285 reviews)

Caz's cozy cabin in the Cascades

Crescent

8% off
NZ$2,269
for 7 nights, 1 cabin
NZ$324 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.
4 new cruiser bikes in 2025
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
NZ$2,564
for 7 nights, 1 cabin
NZ$366 per night
includes taxes & fees
!!!Owner Mngd & Shows! Yrs of Happy Guests! Updates Thru-Out & PRIVATE Hot Tub!
Room
Exterior
Exterior
Private kitchen
Exceptional
(20 reviews)

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

Crescent

8% off
NZ$3,419
for 7 nights, 1 cabin
NZ$488 per night
includes taxes & fees
The Cabin at Crescent Creek. Best of the Central Oregon area at Crescent Lake!
Interior
Living area
Room
Interior
Exceptional
(43 reviews)

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

Bend

12% off
NZ$2,888
for 7 nights, 1 home
NZ$413 per night
includes taxes & fees
Cozy Up at a Nature Inspired Boutique Studio in the Trees - River Nearby
Outdoor spa tub
Exterior
Dining
Interior
Excellent
(15 reviews)

Summer Lake Lookout cabin in the Oregon Outback

Summer Lake

8% off
NZ$3,645
for 7 nights, 1 cabin
NZ$521 per night
includes taxes & fees
Summer Lake Lookout cabin in the Oregon Outback
Stairs to loft and bedrooms
Living room from entry
Lunch on the back deck, please join us.
Fun and functioning kitchen
Exceptional
(224 reviews)

Enjoy Our Family Friendly Home In Tollgate

Sisters

7% off
NZ$2,711
for 7 nights, 1 home
NZ$387 per night
includes taxes & fees
Enjoy Our Family Friendly Home In Tollgate
Interior
Exterior
Living area
Dining
Exceptional
(117 reviews)

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

Bend

8% off
NZ$6,533
for 7 nights, 1 home
NZ$933 per night
includes taxes & fees
Minutes to Deschutes River Trail with Hot Tub & Fire Pit!
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Exceptional
(44 reviews)

Downtown Craftsman with King Bed and Private Yard - Walk Everywhere

Bend

12% off
NZ$3,856
for 7 nights, 1 home
NZ$551 per night
includes taxes & fees
Downtown Craftsman with King Bed and Private Yard - Walk Everywhere
Clock tower in winter
Living room facing creek
Living room facing creek
Kitchen
Exceptional
(182 reviews)

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

Redmond

7% off
NZ$2,413
for 7 nights, 1 home
NZ$345 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
NZ$5,003
for 7 nights, 1 home
NZ$715 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
Mini Split heats and cools the Great Room and bedroom. French Doors to patio
Exceptional
(219 reviews)

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

Bend

6% off
NZ$3,331
for 7 nights, 1 cottage
NZ$476 per night
includes taxes & fees
Immaculate Downtown Cottage Retreat- EV charger. Walk downtown in 4 minutes
View of lower deck from queen bedroom
Living room
Interior
7 Playoff Lane, with double garage, an upper deck and lower patio
Exceptional
(163 reviews)

Family Friendly, Air Conditioning - SHARC passes included.

Bend

7% off
NZ$3,285
for 7 nights, 1 home
NZ$469 per night
includes taxes & fees
Family Friendly, Air Conditioning - SHARC passes included.
Living area
Private kitchen
Living area
Living area
Exceptional
(13 reviews)

Home Centrally Located Near Old Mill Downtown

Bend

8% off
NZ$3,312
for 7 nights, 1 home
NZ$473 per night
includes taxes & fees
Home Centrally Located Near Old Mill Downtown
Property grounds
Exterior
Exterior
Living area
Exceptional
(22 reviews)

Cozy & Private Cabin in the woods!

Crescent

8% off
NZ$2,497
for 7 nights, 1 home
NZ$357 per night
includes taxes & fees
Cozy & Private Cabin in the woods!
Private kitchen
Living area
Kitchen with counter seating
Cook without missing the action in the living room!
Exceptional
(8 reviews)

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

Bend

8% off
NZ$6,373
for 7 nights, 1 home
NZ$910 per night
includes taxes & fees
Cozy Doe Cabin: Family Friendly, 5 Min Walk to Village SHARC passes + Hot Tub
Exterior
Summer on the river
Living area
View of river from back deck
Exceptional
(193 reviews)

Riverfront Cottage -Near Drake Park, Walk to Town.

Bend

23% off
NZ$2,380
for 7 nights, 1 home
NZ$340 per night
includes taxes & fees
Riverfront Cottage -Near Drake Park, Walk to Town.
Dining
Property grounds
Living area
Living area
Exceptional
(37 reviews)

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

Bend

12% off
NZ$2,872
for 7 nights, 1 home
NZ$410 per night
includes taxes & fees
Top 5% - Finnish Sauna - Near Old Mill - No Pets - Fully Remodeled - Quiet
Living area
Outdoor dining
Interior
Private kitchen
Exceptional
(74 reviews)

Centrally located to everything you want to do in Bend!

Bend

7% off
NZ$2,313
for 7 nights, 1 home
NZ$330 per night
includes taxes & fees
Centrally located to everything you want to do in Bend!
Dining
The Bend Bungalow awaits! Set up high off street level is your quiet retreat.
Living room with windows overlooking front yard includes fireplace & cable tv.
Kitchen includes all you need to make a meal at home. Bon Apetite!
Exceptional
(138 reviews)

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

Bend

6% off
NZ$2,175
for 7 nights, 1 home
NZ$311 per night
includes taxes & fees
Bend Bungalow - a Walk in the Park to Downtown and River!
Living area
More than 25 golf courses to choose from in the area including Tetherow shown here.
Kitchen
Entry View!
Exceptional
(157 reviews)

Spectacular Luxury Old Mill District Townhouse Walking Distance To River Walk

Bend

6% off
NZ$2,938
for 7 nights, 1 home
NZ$420 per night
includes taxes & fees
Spectacular Luxury Old Mill District Townhouse Walking Distance To River Walk
Kitchen and entrance to bedroom
Children's pool and play area
Entrance to Seventh Mountain Resort from Cascade Lakes Highway
Interior
Exceptional
(180 reviews)

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

Bend

11% off
NZ$2,347
for 7 nights, 1 apartment
NZ$335 per night
includes taxes & fees
Mbvskihouse (.com) At Seventh Mountain Resort + includes IKON pass holder offer
Living area
Exterior
Living area
Living area
Exceptional
(63 reviews)

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

La Pine

8% off
NZ$2,562
for 7 nights, 1 cabin
NZ$366 per night
includes taxes & fees
Rustic and cozy log home, Room for the entire family.
Private kitchen
Living area
Living area
Living area
Exceptional
(26 reviews)

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

Bend

16% off
NZ$2,916
for 7 nights, 1 apartment
NZ$417 per night
includes taxes & fees
Cozy Cabin in the Pines- 2bd/2br + amenities galore! Closest lodging to Bachelor
Cozy living room with door to patio/balcony
Dining
Loft area features a full sized bed as well as a twin daybed with trundle
View of living room from stairs to loft
Exceptional
(163 reviews)

Upgraded Mt.Bachelor Village Loft Condo + includes IKON pass holder offer

Bend

11% off
NZ$2,575
for 7 nights, 1 apartment
NZ$368 per night
includes taxes & fees
Upgraded Mt.Bachelor Village Loft Condo + includes IKON pass holder offer
  • Peace of mind

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  • 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, Bookabach 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 Bookabach 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 Bookabach 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, Bookabach 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 Bookabach 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 Bookabach, 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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