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Check prices for these dates

Next weekend
25 Apr - 27 Apr
In two weeks
2 May - 4 May
In one month
16 May - 18 May
In two months
13 Jun - 15 Jun

Compare 24 Cottages in Madras with updated reviews, rates, and availability.

Enchanting Escape w/ Hot Tub, Decks & Views!
Terrace/patio

Enchanting Escape w/ Hot Tub, Decks & Views!

9.8 out of 10, Exceptional, (19)
"An incredible place to stay if you're looking for a weekend getaway."
Enchanting Escape w/ Hot Tub, Decks & Views!
Hot Tub, Fire Pit, Dog Friendly by @pinpointstays
Outdoor spa tub

Hot Tub, Fire Pit, Dog Friendly by @pinpointstays

10.0 out of 10, Exceptional, (3)
"This house was spotlessly clean and very comfortable for our group of 7! Location is close to Hoodoo tubing/skiing and just a few minutes to downtown Sisters. The hot tub was perfect after a day playing in the snow. Host was attentive in making sure everything was meeting our expectations. Thanks for a great stay!"
Hot Tub, Fire Pit, Dog Friendly by @pinpointstays
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
Charming house in downtown Sisters with inviting deck
Exterior

Charming house in downtown Sisters with inviting deck

8.8 out of 10, Excellent, (41)
"Charming little cottage, very comfortable. Great location, loved the convenience of being within walking distance of everything we needed."
Charming house in downtown Sisters with inviting deck
Smith Rock Hideout - Cascade mountain views
1 bedroom, free WiFi, bed sheets

Smith Rock Hideout - Cascade mountain views

10.0 out of 10, Exceptional, (2)
"Property was close to bend as well as several hiking spots! Served as a perfect weekend basecamp"
Smith Rock Hideout - Cascade mountain views
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
Interior

Family-friendly Redmond Getaway: Walk to Dtwn

3.0 star property
Family-friendly Redmond Getaway: Walk to Dtwn
Enchanting Escape w/ Hot Tub, Decks & Views!
Interior

Enchanting Escape w/ Hot Tub, Decks & Views!

3.0 star property
Enchanting Escape w/ Hot Tub, Decks & Views!
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
Remote Escape: Riverside Home w/ Scenic Views
Exterior

Remote Escape: Riverside Home w/ Scenic Views

3.0 star property
Remote Escape: Riverside Home w/ Scenic Views
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!
Redmond Golf Getaway - Near Smith Rock State Park!
Microwave, oven, stovetop, dishwasher

Redmond Golf Getaway - Near Smith Rock State Park!

3.0 star property
Redmond Golf Getaway - Near Smith Rock State Park!
Pickleball Country Retreat in Bend!
Microwave, oven, stovetop, dishwasher

Pickleball Country Retreat in Bend!

3.0 star property
Pickleball Country Retreat in Bend!
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
Charming 3-bedroom cottage with WiFi and AC in brilliant Redmond
Terrace/patio

Charming 3-bedroom cottage with WiFi and AC in brilliant Redmond

Charming 3-bedroom cottage with WiFi and AC in brilliant Redmond
Lovely Detroit Home w/ Deck - Walk to Town!
Interior

Lovely Detroit Home w/ Deck - Walk to Town!

3.0 star property
Lovely Detroit Home w/ Deck - Walk to Town!
Forest Ridge Loop by Avantstay Hot Tub + Private Community Amenities
Outdoor pool

Forest Ridge Loop by Avantstay Hot Tub + Private Community Amenities

3.0 star property
Forest Ridge Loop by Avantstay Hot Tub + Private Community Amenities
Bend Log Cabin w/ Cascade Mountain Views!
Interior

Bend Log Cabin w/ Cascade Mountain Views!

3.0 star property
Bend Log Cabin w/ Cascade Mountain Views!
Adobe Home - River & Mtn Views w/ Hot Tub!
Interior

Adobe Home - River & Mtn Views w/ Hot Tub!

3.0 star property
Adobe Home - River & Mtn Views w/ Hot Tub!
Relaxing Redmond Retreat: Golf, Hike & Ski!
Interior

Relaxing Redmond Retreat: Golf, Hike & Ski!

3.0 star property
Relaxing Redmond Retreat: Golf, Hike & Ski!
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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Other property types in Madras

Stunning Hillside Retreat w/ Panoramic Views, Pet Friendly, Pool Table, Huge Deck, 1 Mile 2 Downtown
Fridge, microwave, oven, stovetop

Stunning Hillside Retreat w/ Panoramic Views, Pet Friendly, Pool Table, Huge Deck, 1 Mile 2 Downtown

10.0 out of 10, Exceptional, (13)
"This home was perfect!! We loved everything about it. Such attention to details and it was so wonderful to have such a thoughtfully and perfectly outfitted kitchen! The outdoor spaces were just as lovely and comfortable as the interior. Comfortable beds, lush linens, ample space and snuggly sofas and blankets! Thank you to iTrip and the property owners for making such a wonderful vacation rental!! "
Stunning Hillside Retreat w/ Panoramic Views, Pet Friendly, Pool Table, Huge Deck, 1 Mile 2 Downtown
Crooked River Ranch Cabins
View from room

Crooked River Ranch Cabins

3.0 star property
9.8 out of 10, Exceptional, (119)
"I love staying here, great rooms with beautiful views."
The price is AED 403
AED 433 total
includes taxes & fees
20 Apr - 21 Apr
Crooked River Ranch Cabins
NEW! Spacious Tumalo Ranch Retreat on 3+ acres, pet friendly with hot tub
Interior

NEW! Spacious Tumalo Ranch Retreat on 3+ acres, pet friendly with hot tub

NEW! Spacious Tumalo Ranch Retreat on 3+ acres, pet friendly with hot tub
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.