Bend
2 guests

Adults:

2

Children:

0

Child’s age:

Bend

Oct 27 - Oct 28 ·
2 guests

Holiday Cottages in Bend

Bend
2 guests

Adults:

2

Children:

0

Child’s age:

Over 590 stays assessed to highlight the standout picks

Navigation

1. Hideaway Chalet

2. Sisters Dream Inn

3. 19Th Hole Chalet At Eagle Crest

4. Juniper Ridge Chalet At Eagle Crest Resort

Holiday Cottages in Bend

5. The Woodsman Country Lodge Motel

6. Eagle Crest Elegance

7. Creekside Chalet With Private Hot Tub

Holiday Cottages in Bend with Private Pool

8. Willamette Pass Inn & Chalets

9. Eagle Creek Chalet On The Pond

  • Top location
Hideaway Chalet Hideaway Chalet

Hideaway Chalet

1288 Northwest Iowa Avenue Unit 2
1.7 km (1.0 mi) from city center
56
  • Cookware/ Kitchen utensils
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Flat-screen TV
  • Sun terrace

With the capacity to host 2 guests, the 1-bedroom Hideaway Chalet Bend is located about 10 minutes by car from such significant cultural landmarks as Deschutes Historical Museum.

9.9
11 reviews
~ US$161 / night

Hideaway Chalet

1.7 km (1.0 mi) from city center
56
  • Cookware/ Kitchen utensils
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Flat-screen TV
  • Sun terrace

Hideaway Chalet

With the capacity to host 2 guests, the 1-bedroom Hideaway Chalet Bend is located about 10 minutes by car from such significant cultural landmarks as Deschutes Historical Museum.

9.9
11 reviews
From US$ 161 / night

Cottage near Bend

Sisters Dream Inn Sisters Dream Inn

Sisters Dream Inn

14480 Mountain View Drive
35.2 km (21.9 mi) from Bend
170
  • Cookware/ Kitchen utensils
  • Free parking
  • Air conditioning
  • Ironing facilities
  • Tea and coffee facilities
  • Garden area

Located nearly a 10-minute drive from Westside Church, the 2-bedroom Sisters Dream Inn villa provides access to various tourist attractions in the vicinity.

If you would like stay in shape, try hiking and fisheries at the Sisters property.

10
1 reviews
~ US$249 / night

Sisters Dream Inn

35.2 km (21.9 mi) from Bend
170
  • Cookware/ Kitchen utensils
  • Free parking
  • Air conditioning
  • Ironing facilities
  • Tea and coffee facilities
  • Garden area

Sisters Dream Inn

Located nearly a 10-minute drive from Westside Church, the 2-bedroom Sisters Dream Inn villa provides access to various tourist attractions in the vicinity.

If you would like stay in shape, try hiking and fisheries at the Sisters property.

10
1 reviews
From US$ 249 / night

Holiday Cottages in Bend

  • Great deal
19Th Hole Chalet At Eagle Crest 19Th Hole Chalet At Eagle Crest

19Th Hole Chalet At Eagle Crest

1683 Prairie Falcon Drive
22.7 km (14.1 mi) from Bend
  • BBQ facilities
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Steam room
  • Infinity pool

Featuring a heated pool, the 4-bedroom 19Th Hole Chalet At Eagle Crest Redmond is suitable for up to 10 people and is located approximately 7 km from Petersen Rock Garden and Museum. Providing guests with Wi-Fi and a car park, the chalet is about 10 minutes' drive from Juniper Trailhead.

Offering a steam room, a Jacuzzi, and a sauna as well as an aqua park, a sun deck, and a golf course, 19Th Hole Chalet At Eagle Crest has something for everyone. Bicycles are possible for rent at this Redmond accommodation, while it is possible to try hiking, cycling, and squash in the surrounding area. Yoga instruction and state-of-the-art fitness machines are offered for guests' use.

10
1 reviews

19Th Hole Chalet At Eagle Crest

22.7 km (14.1 mi) from Bend
  • BBQ facilities
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Steam room
  • Infinity pool

19Th Hole Chalet At Eagle Crest

Featuring a heated pool, the 4-bedroom 19Th Hole Chalet At Eagle Crest Redmond is suitable for up to 10 people and is located approximately 7 km from Petersen Rock Garden and Museum. Providing guests with Wi-Fi and a car park, the chalet is about 10 minutes' drive from Juniper Trailhead.

Offering a steam room, a Jacuzzi, and a sauna as well as an aqua park, a sun deck, and a golf course, 19Th Hole Chalet At Eagle Crest has something for everyone. Bicycles are possible for rent at this Redmond accommodation, while it is possible to try hiking, cycling, and squash in the surrounding area. Yoga instruction and state-of-the-art fitness machines are offered for guests' use.

10
1 reviews
Juniper Ridge Chalet At Eagle Crest Resort Juniper Ridge Chalet At Eagle Crest Resort

Juniper Ridge Chalet At Eagle Crest Resort

1703 Prairie Falcon Drive
22.6 km (14.1 mi) from Bend
1000
  • BBQ facilities
  • Free parking
  • Tours/Ticket assistance
  • Air conditioning
  • Fitness centre
  • Indoor swimming pool

Situated within 25 minutes' walk of Eagle Crest Resort Golf Course, the 3-bedroom Juniper Ridge Chalet At Eagle Crest Resort Redmond entices guests with a Jacuzzi and an indoor pool, ensuring a more relaxing stay.

An aqua park and a golf course, and opportunities for hiking, mini golf, and cycling are all accessible for guests.

9.3
22 reviews
~ US$325 / night

Juniper Ridge Chalet At Eagle Crest Resort

22.6 km (14.1 mi) from Bend
1000
  • BBQ facilities
  • Free parking
  • Tours/Ticket assistance
  • Air conditioning
  • Fitness centre
  • Indoor swimming pool

Juniper Ridge Chalet At Eagle Crest Resort

Situated within 25 minutes' walk of Eagle Crest Resort Golf Course, the 3-bedroom Juniper Ridge Chalet At Eagle Crest Resort Redmond entices guests with a Jacuzzi and an indoor pool, ensuring a more relaxing stay.

An aqua park and a golf course, and opportunities for hiking, mini golf, and cycling are all accessible for guests.

9.3
22 reviews
From US$ 325 / night

Holiday Cottages in Bend with Private Pool

  • Best-rated
The Woodsman Country Lodge Motel The Woodsman Country Lodge Motel

The Woodsman Country Lodge Motel

136740 U.S. 97
72.8 km (45.2 mi) from Bend
  • Free parking
  • 24-hour reception
  • Air conditioning
  • Flat-screen TV
  • Tea and coffee facilities
  • Heating

Situated only 6 minutes' stroll from Cy Bingham Park, The Woodsman Country Lodge Motel Crescent offers quick access to numerous city landmarks nearby. Providing guests with Wi-Fi and private car parking, the Crescent chalet is within a 2-km distance of Our Lady of the Snows Catholic Church.

If you would like stay in shape, try cross-country skiing and snowboarding at the Crescent villa.

8.5
586 reviews
~ US$65 / night

The Woodsman Country Lodge Motel

72.8 km (45.2 mi) from Bend
  • Free parking
  • 24-hour reception
  • Air conditioning
  • Flat-screen TV
  • Tea and coffee facilities
  • Heating

The Woodsman Country Lodge Motel

Situated only 6 minutes' stroll from Cy Bingham Park, The Woodsman Country Lodge Motel Crescent offers quick access to numerous city landmarks nearby. Providing guests with Wi-Fi and private car parking, the Crescent chalet is within a 2-km distance of Our Lady of the Snows Catholic Church.

If you would like stay in shape, try cross-country skiing and snowboarding at the Crescent villa.

8.5
586 reviews
From US$ 65 / night
Eagle Crest Elegance Eagle Crest Elegance

Eagle Crest Elegance

22.8 km (14.1 mi) from Bend
123
  • BBQ facilities
  • Air conditioning
  • Laundry
  • Tea and coffee facilities
  • Sauna
  • Fitness centre

Located within 25 minutes' walk of Cline Falls State Park, Eagle Crest Elegance Villa Redmond features a swimming pool, a Jacuzzi and a sauna, ensuring a relaxing stay.

The surrounding area is popular for snow skiing, hiking, and cycling at the Redmond accommodation.

8.6
17 reviews
~ US$237 / night

Eagle Crest Elegance

22.8 km (14.1 mi) from Bend
123
  • BBQ facilities
  • Air conditioning
  • Laundry
  • Tea and coffee facilities
  • Sauna
  • Fitness centre

Eagle Crest Elegance

Located within 25 minutes' walk of Cline Falls State Park, Eagle Crest Elegance Villa Redmond features a swimming pool, a Jacuzzi and a sauna, ensuring a relaxing stay.

The surrounding area is popular for snow skiing, hiking, and cycling at the Redmond accommodation.

8.6
17 reviews
From US$ 237 / night

Luxury Holiday Cottages in Bend

Creekside Chalet With Private Hot Tub Creekside Chalet With Private Hot Tub

Creekside Chalet With Private Hot Tub

1742 Prairie Falcon Drive
22.6 km (14.0 mi) from Bend
139
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Tea and coffee facilities
  • Fitness centre
  • Patio

The 3-bedroom Creekside Chalet With Private Hot Tub And Bbq, Redmond is located around 25 minutes' walk from Cline Falls State Park and provides a Jacuzzi. With a maximum capacity of 7 guests, this accommodation offers private car parking.

The Redmond property offers an access to a swimming pool, as well as opportunity to participate in fitness classes.

9
2 reviews

Creekside Chalet With Private Hot Tub

22.6 km (14.0 mi) from Bend
139
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Tea and coffee facilities
  • Fitness centre
  • Patio

Creekside Chalet With Private Hot Tub

The 3-bedroom Creekside Chalet With Private Hot Tub And Bbq, Redmond is located around 25 minutes' walk from Cline Falls State Park and provides a Jacuzzi. With a maximum capacity of 7 guests, this accommodation offers private car parking.

The Redmond property offers an access to a swimming pool, as well as opportunity to participate in fitness classes.

9
2 reviews
Willamette Pass Inn & Chalets Willamette Pass Inn & Chalets

Willamette Pass Inn & Chalets

19821 Oregon 58
77.6 km (48.2 mi) from Bend
  • Free parking
  • 24-hour reception
  • Flat-screen TV
  • Tea and coffee facilities

Featuring private car parking, Willamette Pass Inn & Chalets Odell Lake is located around 10 minutes' drive from Hoodoo's Crescent Lake Resort - Water Sports & Rentals.

6.8
92 reviews
~ US$45 / night

Willamette Pass Inn & Chalets

77.6 km (48.2 mi) from Bend
  • Free parking
  • 24-hour reception
  • Flat-screen TV
  • Tea and coffee facilities

Willamette Pass Inn & Chalets

Featuring private car parking, Willamette Pass Inn & Chalets Odell Lake is located around 10 minutes' drive from Hoodoo's Crescent Lake Resort - Water Sports & Rentals.

6.8
92 reviews
From US$ 45 / night

Dog-Friendly Cottages in Bend

Eagle Creek Chalet On The Pond Eagle Creek Chalet On The Pond

Eagle Creek Chalet On The Pond

1712 Prairie Falcon Drive
22.6 km (14.1 mi) from Bend
  • Cookware/ Kitchen utensils
  • Air conditioning
  • Laundry
  • Ironing facilities
  • Fitness centre
  • Outdoor swimming pool

Eagle Creek Chalet On The Pond Redmond is located nearly a 25-minute walk from Cline Falls State Park and allows guests to enjoy hiking, cycling, and fisheries.

Relax at a Jacuzzi, where you can enjoy the rest in full.

8.6
10 reviews

Eagle Creek Chalet On The Pond

22.6 km (14.1 mi) from Bend
  • Cookware/ Kitchen utensils
  • Air conditioning
  • Laundry
  • Ironing facilities
  • Fitness centre
  • Outdoor swimming pool

Eagle Creek Chalet On The Pond

Eagle Creek Chalet On The Pond Redmond is located nearly a 25-minute walk from Cline Falls State Park and allows guests to enjoy hiking, cycling, and fisheries.

Relax at a Jacuzzi, where you can enjoy the rest in full.

8.6
10 reviews

Are you in a hurry?

Here is a quick list of hotels in Bend, selected based on their rating

Name of hotel Accommodation Rating Price, $
Hideaway Chalet

9.9 / 10

(11 Reviews)

From 161$
Sisters Dream Inn

10.0 / 10

(1 Reviews)

From 249$
Juniper Ridge Chalet At Eagle Crest Resort

9.3 / 10

(22 Reviews)

From 325$
The Woodsman Country Lodge Motel

8.5 / 10

(586 Reviews)

From 65$
Eagle Crest Elegance

8.6 / 10

(17 Reviews)

From 237$

More accommodations in Bend

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7.2
33 reviews
~ US$ 55 / night
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1.8 km (1.1 mi) from city center
Check Availability
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8.7
97 reviews
~ US$ 159 / night
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2.2 km (1.4 mi) from city center
Check Availability
Mount Bachelor Village Resort Mount Bachelor Village Resort Mount Bachelor Village Resort
7.9
30 reviews
~ US$ 311 / night
Mount Bachelor Village Resort
3.0 km (1.9 mi) from city center
Check Availability
Old Mill & Suites Old Mill & Suites Old Mill & Suites
7.1
744 reviews
~ US$ 48 / night
Old Mill & Suites
2.1 km (1.3 mi) from city center
Check Availability
The Newberry Hotel Bend, Tapestry Collection By Hilton The Newberry Hotel Bend, Tapestry Collection By Hilton The Newberry Hotel Bend, Tapestry Collection By Hilton
7.4
73 reviews
~ US$ 79 / night
The Newberry Hotel Bend, Tapestry Collection By Hilton
0.4 km (0.2 mi) from city center
Check Availability

Frequently Asked Questions

What holiday cottages in Bend are ideal for families with kids?

The Woodsman Country Lodge Motel offers spacious accommodations near Crater Lake National Park. It provides a comfortable environment with family-friendly amenities and easy access to outdoor activities.

Tip:

Book your stay during weekdays for lower prices and fewer crowds at nearby attractions.

Which holiday cottages near downtown Bend are best for sightseeing?

Eagle Crest Elegance and Sisters Dream Inn offer cozy stays close to downtown Bend. Guests can explore shops, restaurants, and parks within walking distance.

Tip:

Visit downtown in the morning to enjoy breakfast at local cafés before crowds arrive.

Are there pet-friendly holiday cottages in Bend?

The Woodsman Country Lodge Motel welcomes pets, making it great for travelers with dogs. Nearby trails allow for enjoyable walks with pets.

Tip:

Check for pet fees at booking; some hotels might have discounts for longer stays.

Which holiday cottages near Crater Lake are suitable for outdoor activities?

Willamette Pass Inn & Chalets and The Woodsman Country Lodge Motel provide easy access to hiking and skiing. They are perfect for adventure enthusiasts.

Tip:

Check local weather conditions before your visit to ensure the best outdoor experiences.

What holiday cottages in Bend have private hot tubs?

Creekside Chalet with Private Hot Tub offers a relaxing experience in a tranquil setting. Enjoy the hot tub after a day of exploring.

Tip:

Plan your hot tub sessions for evening hours to enjoy a starlit sky while relaxing.

Which holiday cottages in Bend provide good views?

Juniper Ridge Chalet At Eagle Crest Resort offers stunning views of the surrounding mountains. It's an ideal spot for scenic relaxation.

Tip:

Request a room on the higher floors for the best panoramic views during your stay.

What holiday cottages are best for budget travelers in Bend?

Willamette Pass Inn & Chalets offers affordable rates while providing cozy accommodations. Great for travelers wanting to experience nature on a budget.

Tip:

Look for special weekday rates for even more savings on your stay.

What seasonal events should I attend while staying in Bend?

The Bend Winter Festival in February features live music, food vendors, and winter activities. It's a fun experience for families and travelers.

Tip:

Arrive early to find parking before the festival crowds gather.

How can I enjoy outdoor activities while visiting Bend?

Bend offers many outdoor opportunities, such as hiking, skiing, and biking. Check out the Pacific Crest Trail for excellent hiking trails.

Tip:

Visit local rental shops for gear; renting early in the morning can save you time and ensure availability.

What should I know about getting around Bend?

Public transport options like the Cascades East Transit provide convenient access to local attractions. Car rentals are also available for more flexibility.

Tip:

Getting a multi-day bus pass can save you money if you plan to explore multiple areas.

Bend and related destinations

Location