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Bend, OR cottages
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69 Best cottages in Bend, OR

Compare Family-Friendly Cottages in Bend, OR

Getting the cottage right makes all the difference for a successful family trip to Bend, OR.

One Block To Downtown, Hot Tub, Private Home, Yard - Bend, OR
9.7 285 reviews

One Block To Downtown, Hot Tub, Private Home, Yard

apartment, Bend
The River Run cottage is located in Bend, just a short walk from the Deschutes River and the historic downtown area, making it a perfect base for exploring the city's attractions. The cottage has earned excellent ratings for its location, cleanliness, and overall guest experience.
The cozy cottage offers 1890 square feet of space, accommodating up to four guests in its two bedrooms and two bathrooms. Enjoy modern amenities, a private hot tub, a fully fenced backyard, and seasonal extras like a BBQ and bikes, ensuring a comfortable and relaxing stay.

Check Out Cottages with Fireplaces in Bend, OR

Experience a classic ski evening in Bend, OR with a cozy fireplace, included at these cottages near the slopes.

Walk To Downtown And Amphitheater - Bend, OR
9.6 41 reviews

Walk To Downtown And Amphitheater

cottage, Bend
This 600 sq ft, 1-bedroom, 1-bathroom cottage in Bend's River West neighborhood is located near a water park and within 1 mile of the Hayden Homes Amphitheater and Des Chutes Historical Museum.
This pet-friendly lodging offers air conditioning, a full kitchen with a fridge and microwave, a garden, a spa, and parking, with guest capacity for 2 people and a check-out time of 11:00 AM.

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Best Bend, OR cottages with a garden

Historic Downtown, Private Hot Tub, High Demand - Bend, OR
9.8 345 reviews

Historic Downtown, Private Hot Tub, High Demand

apartment, Bend
The Autumn Cottage is located on a quiet street just one block from Bend's historic downtown area, making it easy to walk to shops, restaurants, and the Deschutes River. The cottage consistently receives excellent ratings for location, cleanliness, and overall experience.
This 850-square-foot home comfortably sleeps four guests in its two bedrooms and one bathroom. Enjoy modern amenities like air conditioning, a private hot tub, a fully fenced backyard with a grassy lawn, and a variety of extras like cruiser bikes and a propane BBQ.
Modern Historic Cottage In Core Downtown - Bend, OR
9.9 219 reviews

Modern Historic Cottage In Core Downtown

apartment, Bend
This charming Bend cottage is located on the west side of town, just a short walk from popular breweries, restaurants, and the Deschutes River. It has received excellent ratings for location, cleanliness, and overall experience.
The cottage is a cozy 900 square feet, comfortably sleeping up to four guests in its two bedrooms and one bathroom. Amenities include a fully equipped kitchen, a private hot tub, a fenced backyard, and bikes for exploring the area.
First Street Rapids And River Trail - Bend, OR
9.8 37 reviews

First Street Rapids And River Trail

cottage, Bend
This charming cottage is located on the west side of Bend, just a short walk from the river trail and a 10-minute stroll to the bustling downtown area. Guests consistently rate this property as excellent, praising its convenient location and cozy atmosphere. This two-bedroom, one-bathroom home spans 1100 square feet, comfortably accommodating up to six guests. Enjoy modern amenities including air conditioning, a fully equipped kitchen, and a private garden, perfect for relaxing after a day of exploring Bend's natural wonders and vibrant downtown.

Find the Best Cottages with a Hot Tub in Bend, OR

These Bend, OR cottages feature private hot tubs and jacuzzis, perfect for a cozy soak.

Cottage Along Deschutes River Trail W Epic Views - Bend, OR
9.8 115 reviews

Cottage Along Deschutes River Trail W Epic Views

cottage, Bend
This Bend studio rental offers riverfront access to the Deschutes River Trail and is a ten-minute walk from downtown Bend's restaurants and shops.
The private unit includes a kitchen with a fridge, freezer, and microwave, air conditioning, an indoor heated pool and hot tub, on-site laundry, and accommodates two guests.

Choose the Right Pet-Friendly Cottages in Bend, OR

Traveling with a pet to Bend, OR is easy with these cottages, offering a warm welcome for your four-legged guests.

Westside Vibes - Walkable W/ Salt Water Hot Tub Too! - Bend, OR
No reviews

Westside Vibes - Walkable W/ Salt Water Hot Tub Too!

cottage, Bend
Walk To Downtown And Amphitheater - Bend, OR
9.6 41 reviews

Walk To Downtown And Amphitheater

cottage, Bend
A Stone's Throw | Vintage Awbrey - Bend, OR
9.8 414 reviews

A Stone's Throw | Vintage Awbrey

apartment, Bend
Modern Cottage Charm & Walk To Downtown Bend - Bend, OR
9.2 22 reviews

Modern Cottage Charm & Walk To Downtown Bend

cottage, Bend
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