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Featured Cottages in Bend

$160
Downtown by the River! Cozy, Contemporary Cottage

Downtown by the River! Cozy, Contemporary Cottage

Bend, OR
A fitness center is featured at this cottage, along with barbecue grills.
 
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Historic Drake Cottage - Walk to Downtown Bend - Drake Park Across the Street - Perfect for Couples

Historic Drake Cottage - Walk to Downtown Bend - Drake Park Across the Street - Perfect for Couples

Bend, OR
Located in Old Bend, this cottage is within 1 mi (2 km) of Drake Park, Les Schwab Amphitheater, and Old Mill District. Des Chutes Historical Museum and Tower Theater are also within 15 minutes.
 
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Perfect Couples Getaway! Walk to Dwntwn, Galveston Corridor & Drake Park, Parking, Air Conditioning

Perfect Couples Getaway! Walk to Dwntwn, Galveston Corridor & Drake Park, Parking, Air Conditioning

Bend, OR
Located in Old Bend, this cottage is within 1 mi (2 km) of Drake Park, Les Schwab Amphitheater, and Old Mill District. Des Chutes Historical Museum and Tower Theater are also within 15 minutes.
 
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Cottage on the Pond, Hottub, one Dog, Private Park Setting, Bikes

Cottage on the Pond, Hottub, one Dog, Private Park Setting, Bikes

Sisters, OR
A spa tub is featured at this cottage, along with a garden.
 
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Classic Cottage 3 Blks to Dwntwn Bend! HOT Tub, Fireplace, so Walkable!

Classic Cottage 3 Blks to Dwntwn Bend! HOT Tub, Fireplace, so Walkable!

Bend, OR
A water park and a spa tub are featured at this smoke-free cottage. A garden is also provided.
 
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Little Lava IN Dwntwn Bend! King Bed, Bikes, Walk Everywhere!

Little Lava IN Dwntwn Bend! King Bed, Bikes, Walk Everywhere!

Bend, OR
Located in Old Bend, this cottage is within a 15-minute walk of Des Chutes Historical Museum and Old Mill District. Les Schwab Amphitheater is 1 mi (1.6 km) away.
 
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Albany - Charming Cottage in the Heart of Bend. Walk to Old Mill and Downtown

Albany - Charming Cottage in the Heart of Bend. Walk to Old Mill and Downtown

Bend, OR
Located in the heart of Bend, this cottage is within a 15-minute walk of Deschutes Brewery and Les Schwab Amphitheater. Old Mill District is 1 mi (1.6 km) away.
 
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Cute Westside Cottage, Close TO Everything Bend!!!!!!!

Cute Westside Cottage, Close TO Everything Bend!!!!!!!

Bend, OR
This cottage features an outdoor tennis court and a spa tub. A garden and barbecue grills are also provided.
 
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Cottage on a Private Pond With Hot Tub Perfect Couples get Away

Cottage on a Private Pond With Hot Tub Perfect Couples get Away

Bend, OR
A spa tub is featured at this cottage, along with a garden and barbecue grills.
 
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Historic Drake Cottage! Across From Mirror Pond. Heart of Bend, Walk to Downtown, Shops/dining

Historic Drake Cottage! Across From Mirror Pond. Heart of Bend, Walk to Downtown, Shops/dining

Bend, OR
Located in Old Bend, this cottage is within 1 mi (2 km) of Drake Park, Les Schwab Amphitheater, and Old Mill District. Des Chutes Historical Museum and Tower Theater are also within 15 minutes.
 
$135
Fall Special 75/night Walk to Downtown

Fall Special 75/night Walk to Downtown

Bend, OR
This cottage features a water park, a garden, and barbecue grills.
 
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Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park

Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park

Bend, OR
This cottage features a water park, a garden, and barbecue grills.
 
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Bend Cottages For Rent

Dreaming of a getaway that’s reminiscent of a fairytale? Travelocity doesn’t have magic wands or talking animals in our inventory—at least, none that we can find—but we do have holiday cottages in Bend that will make you feel like you’ve stepped inside your vacation dreams.

The word “cottage” may make you think of whitewashed walls, flower print curtains, and sprawling views of rolling green hills—lucky for you, we do offer tons of country cottages that were furnished with a rustic feel in mind. Appreciate the vase of daffodils on your dining room table, and peek out the window onto the private patio that surrounds yours and other rustic cottages in the area.

These charming “home away from homes” have long been a beacon for those who love the outdoors, so pick a spot peppered with hiking trails and spend lazy afternoons meandering through the gorgeous scenery Bend is known for. Snap some pictures while you’re at it—you’ll want to remember sunset over this waterfall for the rest of your life. When the sun goes down, cuddle up in front of a cheerful fire, or head into town to explore the shops, restaurants, and art galleries that have sprung up over the years. Ah, it’s nice to return to civilization every once in a while, isn’t it?

Whether you select cottages minutes away from the bustling city center, or coastal cottages that are footsteps from the sand and surf, you’ll find the accommodation you’re looking for here on Travelocity. Just because you’re booking a place that reminds you of a fairytale doesn’t mean you need a fairy godmother to find the best deal around! Just a gnome…

Top Trending Hotels in Bend

See all 3,072 Properties in Bend
$148
Riverhouse on the Deschutes

Riverhouse on the Deschutes

3.5 out of 5.0 3075 N. Business 97, Bend, OR
Located in Orchard District, this spa resort is within 3 mi (5 km) of Tower Theater, Drake Park, and Old Mill District. Les Schwab Amphitheater and Deschutes Brewery are also within 3 mi (5 km).
 
$119
Best Western Premier Peppertree Inn at Bend

Best Western Premier Peppertree Inn at Bend

3.5 out of 5.0 1082 SW Yates Dr, Bend, OR
Located in Century West, this hotel is within 2 mi (3 km) of Deschutes Brewery, Les Schwab Amphitheater, and Old Mill District. Des Chutes Historical Museum and Tower Theater are also within 3 mi (5 km).
 
$110
Holiday Inn Express & Suites Bend

Holiday Inn Express & Suites Bend

2.5 out of 5.0 20615 Grandview Dr, Bend, OR
Located in Boyd Acres, this hotel is 3 mi (4.9 km) from Bend River Promenade and 3.1 mi (5 km) from Sun Mountain Fun Center. Les Schwab Amphitheater and Old Mill District are also within 6 mi (10 km).
 

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.