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25 Jul - 27 Jul
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15 Aug - 17 Aug
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12 Sept - 14 Sept

Browse Select Bend Cottages

Redmond House w/ Community Amenities Access
Interior

Redmond House w/ Community Amenities Access

3.0 star property
10.0 out of 10, Exceptional, (1)
"Stay was great, House was in great condition, but an email to the host prior to our stay was not answered. Kitchen could use a bit of attention for people who enjoy cooking while a vacation, I don’t expect chef quality, but this kitchen had very low end cooking accessories, and no non-stick pan to cook eggs "
Redmond House w/ Community Amenities Access
High Lakes Hideaway: La Pine Fishing Cabin!
Microwave, oven, stovetop, dishwasher

High Lakes Hideaway: La Pine Fishing Cabin!

3.0 star property
High Lakes Hideaway: La Pine Fishing Cabin!
'the Hub' La Pine Vacation Rental - Dog Friendly!
Exterior

'the Hub' La Pine Vacation Rental - Dog Friendly!

3.0 star property
'the Hub' La Pine Vacation Rental - Dog Friendly!
Hot Tub + Golf View: Eagle Crest Resort Escape!
TV, fireplace, books

Hot Tub + Golf View: Eagle Crest Resort Escape!

3.0 star property
4.0 out of 10, (1)
Hot Tub + Golf View: Eagle Crest Resort Escape!
Eagle Crest Retreat w/ Great Wifi & Resort Access!
Interior

Eagle Crest Retreat w/ Great Wifi & Resort Access!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Perfect place to stay with excellent communication about our stay. Great resort facilities with exercise equipment, swimming pools, indoor pickleball courts and tennis courts."
Eagle Crest Retreat w/ Great Wifi & Resort Access!
Family-friendly Redmond Getaway: Walk to Dtwn
House (3 Bedrooms) | Interior

Family-friendly Redmond Getaway: Walk to Dtwn

3.0 star property
Family-friendly Redmond Getaway: Walk to Dtwn
Modern Eagle Crest Escape w/ Patio & 2 Balconies!
Interior

Modern Eagle Crest Escape w/ Patio & 2 Balconies!

3.0 star property
Modern Eagle Crest Escape w/ Patio & 2 Balconies!
Heritage by Avantstay Luxe Oregon Retreat + Deck
Interior

Heritage by Avantstay Luxe Oregon Retreat + Deck

3.0 star property
Heritage by Avantstay Luxe Oregon Retreat + Deck
Lazy River Glamp-house by Avantstay Newly Built, Luxe Indoor-outdoor Living
House (3 Bedrooms) | Interior

Lazy River Glamp-house by Avantstay Newly Built, Luxe Indoor-outdoor Living

3.0 star property
10.0 out of 10, Exceptional, (1)
"Beautiful home located in the forests. Waking up to the view of trees from each bedroom was like a dream. Spacious living room open floor plan to the kitchen and outdoor was just PERFECT. Beauty from each angle. Shopping 10 minutes drive. Crater lake 50 minutes drive. Bend, downtown, where they have excellent restaurants and shops is only 20 minutes drive. Access to other 2 bedrooms and 1 bath are from outside, not direct access from the main door, but still LOVE IT, LOVE IT, LOVE IT!"
Lazy River Glamp-house by Avantstay Newly Built, Luxe Indoor-outdoor Living
Sunriver Resort Home: Near Skiing, Town & Trails
House (3 Bedrooms) | Interior

Sunriver Resort Home: Near Skiing, Town & Trails

3.0 star property
Sunriver Resort Home: Near Skiing, Town & Trails
Tanner by Avantstay Modern Cascades Escape
Terrace/patio

Tanner by Avantstay Modern Cascades Escape

3.0 star property
10.0 out of 10, Exceptional, (1)
"Great place to stay. We will most definitely stay here again next time if it’s available."
Tanner by Avantstay Modern Cascades Escape
1 Mi to State Park: Peaceful La Pine Cabin w/ Deck
Interior

1 Mi to State Park: Peaceful La Pine Cabin w/ Deck

3.0 star property
1 Mi to State Park: Peaceful La Pine Cabin w/ Deck
Beautiful Ranch Home w/ Cascade Mountain View
Terrace/patio

Beautiful Ranch Home w/ Cascade Mountain View

3.0 star property
Beautiful Ranch Home w/ Cascade Mountain View
Quail by Avantstay Great Location + Game Room, Hot Tub, & Deck!
Exterior

Quail by Avantstay Great Location + Game Room, Hot Tub, & Deck!

4.0 star property
Quail by Avantstay Great Location + Game Room, Hot Tub, & Deck!
Private La Pine Cabin Rental: 30 Mi to Bend!
House (1 Bedroom) | Interior

Private La Pine Cabin Rental: 30 Mi to Bend!

2.0 star property
9.0 out of 10, Wonderful, (2)
"Very nice and rugged, confy, quiet. "
Private La Pine Cabin Rental: 30 Mi to Bend!
Alder by Avantstay Moody Retreat: Patio, Hot Tub in Sunriver!
House (4 Bedrooms) | Interior

Alder by Avantstay Moody Retreat: Patio, Hot Tub in Sunriver!

3.0 star property
Alder by Avantstay Moody Retreat: Patio, Hot Tub in Sunriver!
Grand Fir by Avantstay Hot Tub and Firepit
Interior

Grand Fir by Avantstay Hot Tub and Firepit

3.0 star property
Grand Fir by Avantstay Hot Tub and Firepit
Redmond Golf Getaway - Near Smith Rock State Park!
House (3 Bedrooms) | Interior

Redmond Golf Getaway - Near Smith Rock State Park!

3.0 star property
Redmond Golf Getaway - Near Smith Rock State Park!
Colorful Bend Home w/ Yard & Fire Pit!
House (4 Bedrooms) | Private kitchen | Microwave, oven, stovetop, dishwasher

Colorful Bend Home w/ Yard & Fire Pit!

3.0 star property
9.0 out of 10, Wonderful, (2)
" Lovely home, everything was new, front yard was nicely landscaped. short drive to downtown and old mill district. Bring the following - wood if you want to enjoy the fire pit, salt and pepper for cooking, shampoo and soap for showering/clean up."
Colorful Bend Home w/ Yard & Fire Pit!
Hot Tub, Air Hockey, Foosball, Deck Lounge Near Sunriver & Mt. Bachelor Skiing
House (4 Bedrooms) | Interior

Hot Tub, Air Hockey, Foosball, Deck Lounge Near Sunriver & Mt. Bachelor Skiing

3.0 star property
Hot Tub, Air Hockey, Foosball, Deck Lounge Near Sunriver & Mt. Bachelor Skiing
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Bend Hotel Reviews

Waypoint Hotel

Waypoint Hotel

10/10 Excellent
"The front desk was outstanding! They made me feel at home and welcome, and allowed me to hang out at the lobby before my flight after checking out of my hotel. The bed was amazingly comfortable, the room was so cute with the decorations. 10/10."
Becky 1-night trip
Posted 2 days ago
Waypoint Hotel

Frequently asked questions

How much do cottages in Bend cost?
Prepare to pay between and per night for cottages in Bend. Whatever your budget, a wonderful stay is only a few clicks away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Bend?
Choose from 98 cottages in Bend. No matter if you're taking a trip with the family or planning a weekend retreat with close friends, Expedia will help you find the perfect space to reacquaint yourself with nature.
Are there any family-friendly cottages in Bend?
Book in to Pet - Friendly Albany Cottage With Bbq On The Deck By Redawning and make your family stay in Bend one to remember. This family-friendly cottage has a 4-star rating and conveniences such as an oven and a barbecue grill. Once you've checked in and unpacked your things, there are tons of family-friendly attractions to explore in and around Bend. High Desert Museum and Pilot Butte State Park guarantee fun for young and old.