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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
9.8 291 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.
Cinder Cone - Salt Hot Tub, Gas Fireplace, 100+ Mbps Wifi, Bikes, Very Walkable! - Bend, OR
9.8 130 reviews

Cinder Cone - Salt Hot Tub, Gas Fireplace, 100+ Mbps Wifi, Bikes, Very Walkable!

cottage, Bend
This pet-friendly cottage in Bend's River West neighborhood is located one block from Galveston Avenue's shops and restaurants and five blocks from the Deschutes River and Mirror Pond, putting downtown Bend a short stroll away.
This 850-square-foot rental accommodates up to six guests with two bedrooms, one bathroom, a full kitchen, a private saltwater hot tub, and complimentary cruiser bikes for exploring the area.
Bend Fun ~ Heated Resort Pool ~ Hot Tub ~ Pocket Park ~ Concert Shuttle - Bend, OR
9.6 11 reviews

Bend Fun ~ Heated Resort Pool ~ Hot Tub ~ Pocket Park ~ Concert Shuttle

apartment, Tetherow
Situated in the heart of the picturesque Tetherow community, this resort offers a private pool and fireplace for ultimate relaxation, as well as a well-equipped kitchen for self-catering. With free WiFi and a patio, guests can stay connected and enjoy the outdoors.
Highly rated by previous guests, this resort features an upscale golf cottage with 2 bedrooms, 2 bathrooms, and 1040 square feet of floor area. Guests can enjoy amenities such as a fitness center, indoor and outdoor pools, sauna, and spa tub, as well as a serene garden area for peaceful relaxation. The Summer Bend Fun offer includes a heated resort pool, hot tub, pocket park, and concert shuttle.
Prime Location Near River, Downtown, Old Mill And All Your Favorite Breweries - Bend, OR
9.6 183 reviews

Prime Location Near River, Downtown, Old Mill And All Your Favorite Breweries

cottage, Bend
This family-friendly cottage sits just a short walk from the Deschutes River, Old Mill District, and Hayden Homes Amphitheater, placing you close to Bend's best attractions and activities. It also has excellent user ratings, ensuring a comfortable and enjoyable stay. This two-bedroom cottage, spanning 950 square feet, comfortably accommodates up to six guests. Enjoy a private yard, swimming pool, spa, and fitness center, all while taking advantage of the fully equipped kitchen, air conditioning, and high-speed internet.

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 Everywhere, Private Hot Tub, Modern Chic - Bend, OR
9.9 291 reviews

Walk Everywhere, Private Hot Tub, Modern Chic

bungalow, Bend
The Nest is a cozy and modern Bend home located just one block from Columbia Park and the Deschutes River, offering excellent user, location, and cleanliness ratings. This one-bedroom, one-bathroom house with a loft-style layout and 650 square feet of floor space comfortably accommodates two guests.
Amenities include a king-sized bed, a large bathroom with a walk-in shower, a private two-person hot tub on the front deck, an outdoor dining area, a fully equipped kitchen, a coffee bar, and a ductless AC/heating system for year-round comfort.
North Sister - Bungalow Charm, Fireplace, Queen Bed, Parking - Bend, OR
9.0 4 reviews

North Sister - Bungalow Charm, Fireplace, Queen Bed, Parking

cottage, Bend
This 530 square foot cottage in Bend's Old Bend district is a 10-minute walk from the Old Mill District and a 4-minute drive from the Deschutes Historical Museum, offering proximity to mountain and lake views.
This 2-bedroom, 1-bathroom dwelling accommodates up to 3 guests and features a full kitchen, air conditioning, free WiFi, a garden, and a patio with a barbecue, ideal for exploring nearby Hayden Homes Amphitheater and Bend Rock Gym.
Riverfront Cottage - Steam Room & Pet Friendly! - Bend, OR
9.2 38 reviews

Riverfront Cottage - Steam Room & Pet Friendly!

cottage, Bend
This riverfront cottage in Bend's River West neighborhood is steps from the Deschutes River and Pioneer Park, offering a 10-15 minute walk to downtown.
This 650 sq ft rental accommodates up to 3 guests with 1 bedroom and 1 bathroom, featuring a steam room shower, heated floors, a gas fireplace, a full kitchen with laundry, and access to a shared indoor heated pool and hot tub.
Canal Trail Base Camp By Avantstay Hot Tub + Deck + Walk To Pickleball + 10 Min To Bend Family Friendly - Bend, OR
No reviews

Canal Trail Base Camp By Avantstay Hot Tub + Deck + Walk To Pickleball + 10 Min To Bend Family Friendly

cottage, Bend
This Bend, Oregon Mountain View cottage is conveniently located within 3 miles of St. Charles Bend, Saint Charles Hospital, and Pilot Butte State Park.
The three-bathroom home features a fully equipped kitchen, washer/dryer, fireplace, balcony, free Wi-Fi, and parking; enjoy nearby hiking trails and the city's attractions.

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Best Bend, OR cottages with a garden

Vintage Pink Hot Tub Walkable - Bend, OR
9.9 483 reviews

Vintage Pink Hot Tub Walkable

cottage, Bend
This charming 1-bedroom cottage is located on a main street in Bend, just a short walk from the First Street River Rapids and a quick drive to downtown and the slopes of Bachelor Mountain. It has earned excellent ratings for its location, cleanliness, and overall experience.
The cozy cabin features a fully equipped kitchen, a private fenced yard with a hot tub, and secure storage for bikes and gear. Enjoy modern amenities like a fireplace, air conditioning, and a washer/dryer, all while soaking up the vintage charm of the original clawfoot tub and other historical details.
Modern Cottage Charm & Walk To Downtown Bend - Bend, OR
9.2 22 reviews

Modern Cottage Charm & Walk To Downtown Bend

cottage, Bend
This Bend lakefront home is a 10-minute walk from Downtown Bend and the Deschutes River, with Drake Park and the Tower Theater a short 15-minute walk or drive away.
This 1,080-square-foot vacation rental boasts four bedrooms, one bathroom, sleeps six, and includes a fully equipped kitchen, a private swimming pool, a jacuzzi, a tennis court, and free Wi-Fi.
Walk To Downtown And Amphitheater - Bend, OR
9.6 43 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.
Immaculate Downtown Cottage Retreat- Ev Charger. Walk Downtown In 4 Minutes - Bend, OR
10 222 reviews

Immaculate Downtown Cottage Retreat- Ev Charger. Walk Downtown In 4 Minutes

cottage, Bend
This charming cottage is conveniently located in Bend, just a 10-minute walk from Drake Park, the Deschutes River, and the Tower Theater. Guests rave about its excellent location, family-friendly atmosphere, and convenient amenities.
The cottage features one bedroom and one bathroom, accommodating up to four guests comfortably in its 420 square feet of space. You'll enjoy a fully equipped kitchen, a private terrace, and access to a swimming pool, fitness center, and spa on the property.

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.

Bend Fun ~ Heated Resort Pool ~ Hot Tub ~ Pocket Park ~ Concert Shuttle - Bend, OR
9.6 11 reviews

Bend Fun ~ Heated Resort Pool ~ Hot Tub ~ Pocket Park ~ Concert Shuttle

apartment, Tetherow
Situated in the heart of the picturesque Tetherow community, this resort offers a private pool and fireplace for ultimate relaxation, as well as a well-equipped kitchen for self-catering. With free WiFi and a patio, guests can stay connected and enjoy the outdoors.
Highly rated by previous guests, this resort features an upscale golf cottage with 2 bedrooms, 2 bathrooms, and 1040 square feet of floor area. Guests can enjoy amenities such as a fitness center, indoor and outdoor pools, sauna, and spa tub, as well as a serene garden area for peaceful relaxation. The Summer Bend Fun offer includes a heated resort pool, hot tub, pocket park, and concert shuttle.
Cozy, Pet Friendly, Hot Tub. Garage. - Bend, OR
9.9 589 reviews

Cozy, Pet Friendly, Hot Tub. Garage.

apartment, Bend
This cozy cottage is nestled in Bend's westside, within walking distance of pubs, restaurants, the Hayden Homes Amphitheater, shopping, parks, and sightseeing. It has excellent ratings for its location, cleanliness, and user experience.
The cottage has two bedrooms, one bathroom, and a floor area of 860 square feet. It can accommodate up to four guests. Amenities include a fully stocked kitchen, entertainment amenities, a private fenced backyard with a hot tub, BBQ, and portable fire pit, air conditioning, and parking. The cottage is also pet-friendly and family-friendly.
Riverfront Cottage - Steam Room & Pet Friendly! - Bend, OR
9.2 38 reviews

Riverfront Cottage - Steam Room & Pet Friendly!

cottage, Bend
This riverfront cottage in Bend's River West neighborhood is steps from the Deschutes River and Pioneer Park, offering a 10-15 minute walk to downtown.
This 650 sq ft rental accommodates up to 3 guests with 1 bedroom and 1 bathroom, featuring a steam room shower, heated floors, a gas fireplace, a full kitchen with laundry, and access to a shared indoor heated pool and hot tub.
A Stone's Throw | Vintage Awbrey - Bend, OR
9.8 416 reviews

A Stone's Throw | Vintage Awbrey

apartment, Bend
This vintage-modern apartment is situated in the heart of Bend's Old Mill District, just three blocks from downtown and a short walk from Galveston Avenue and Drake Park. It has excellent user, location, and cleanliness ratings.
The apartment offers 1050 square feet of living space, with 2 bedrooms and 1 bathroom, comfortably accommodating up to 6 guests. It features a private hot tub, a spacious backyard with a grassy yard, patio with outdoor seating, and a gas BBQ grill. Guests have access to cruiser bikes, river floaties, and a ski waxing station, making it easy to enjoy Bend's outdoor activities.

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.

Updated Farmhouse W/ Deck On Central Oregon Canal! - Bend, OR
No reviews

Updated Farmhouse W/ Deck On Central Oregon Canal!

cottage, Bend
Old Mill Getaway By Avantstay Private Backyard W/ Hot Tub - Bend, OR
No reviews

Old Mill Getaway By Avantstay Private Backyard W/ Hot Tub

cottage, Bend
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