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Bend, OR cottages
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69 Cottages at the best price in Bend, OR

Best family friendly Bend, OR cottages

Among the 69 accommodations in Bend, OR, here are the 4 best family friendly cottages

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 short walk from Drake Park, the Deschutes River, and the Tower Theater. This family-friendly accommodation is highly rated, offering a comfortable and enjoyable stay for travellers.
The cottage spans 39 square metres and comfortably accommodates up to four guests. The accommodation offers a range of amenities, including a fully equipped kitchen, a private garden, a terrace, a swimming pool, a spa, and a fitness centre.
West Bend! Cozy, Pet Friendly, Secluded Yard & Hot Tub! - Bend, OR
9.9 589 reviews

West Bend! Cozy, Pet Friendly, Secluded Yard & Hot Tub!

cottage, Bend
This pet-friendly cottage, located in West Bend, is within walking distance of the Hayden Homes Amphitheatre and the Old Mill District, offering easy access to restaurants, pubs, and the OSU campus.
The 80 square metre (861 square feet) property features two queen-sized bedrooms, one bathroom, a fully equipped kitchen with dishwasher and washer/dryer, a private fenced backyard with a hot tub, BBQ, and fire pit, plus a detached garage; sleeping up to four guests.
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 charming cottage is situated in Bend, just a short walk from the Deschutes River, Old Mill District, and Hayden Homes Amphitheater, making it an ideal base for exploring the city's attractions. It has consistently received excellent reviews from previous guests.
The cottage is a comfortable 88 square metres and can accommodate up to six people. It offers a range of amenities and features including a fully equipped kitchen, a private garden with barbecue facilities, and access to a water park.
Historic Downtown Walk Everywhere Private Hot Tub One Block To River - Bend, OR
9.8 291 reviews

Historic Downtown Walk Everywhere Private Hot Tub One Block To River

cottage, Bend
The River Run cottage is situated in a central Bend neighbourhood, just a short walk from the Deschutes River and the historic downtown area, offering easy access to restaurants, shops, and galleries. This charming property enjoys excellent user, location, and cleanliness ratings.
The cottage spans 176 square metres and comfortably accommodates four guests in two bedrooms and two bathrooms. Guests can enjoy a fully equipped kitchen with Viking appliances, a private hot tub, a fenced backyard with a deck, and access to two cruiser bikes during the summer months.

Best Bend, OR cottages with a fireplace

Bend Home: Office, Garage, Parks, Seasonal Pool! - Bend, OR
No reviews

Bend Home: Office, Garage, Parks, Seasonal Pool!

cottage, Bend
This Century West holiday home in Bend is situated 1.9 kilometres from the Deschutes River and within 5 kilometres of the Old Mill District and Hayden Homes Amphitheater.
Guests can enjoy the outdoor swimming pool and BBQ area, with complimentary Wi-Fi available in common areas and unassisted parking provided.
Fire Pit & Wildlife Views! Tranquil Bend Retreat - Bend, OR
No reviews

Fire Pit & Wildlife Views! Tranquil Bend Retreat

cottage, Bend
This holiday let in Bend is situated within 9.6 kilometres of St. Charles Medical Centre and St. Charles Foundation, offering convenient access for visitors to these institutions, and is also within easy reach of outdoor pursuits at Pilot Butte State Park.
This detached house provides a full kitchen with a microwave and dishwasher, two bathrooms, a fireplace, a patio, and a television, with the Bend River Promenade and Sun Mountain Fun Centre also located within 9.6 kilometres for further entertainment.
Walk To Downtown And Amphitheater - Bend, OR
9.6 43 reviews

Walk To Downtown And Amphitheater

cottage, Bend
This charming cottage is located in River West, Bend, offering convenient access to the Hayden Homes Amphitheater and the Des Chutes Historical Museum, with a water park nearby.
This 56 square meter dwelling accommodates two guests and features a well-equipped kitchen with a fridge and microwave, air conditioning, a garden, a spa, and parking, with the added benefit of internet access and allowing pets.
Oak Millhouse - Beautifully Restored Home In Downtown Old Bend - Bend, OR
10 5 reviews

Oak Millhouse - Beautifully Restored Home In Downtown Old Bend

cottage, Bend
This mountain lodge in Bend's Old Bend district is 560 metres from Drake Park and 960 metres from the Old Mill District shopping centre.
This cosy holiday home offers air conditioning, a fireplace, free Wi-Fi, a well-equipped kitchen with an oven and microwave, and a private terrace with a barbecue, ideal for exploring nearby attractions like Deschutes Brewery and engaging in wildlife viewing.

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Best Bend, OR cottages with a garden

Fir Millhouse - Lovely Historic Cottage In Downtown Bend - Bend, OR
9.6 10 reviews

Fir Millhouse - Lovely Historic Cottage In Downtown Bend

cottage, Bend
This non-smoking cottage is located in Bend's Old Bend district, a short walk from sledding hills and ice skating, with the Old Mill District 1.92 kilometres away and Drake Park 1.12 kilometres on foot.
This holiday home offers complimentary Wi-Fi, a well-equipped kitchen, and a private terrace, with proximity to Pilot Butte State Park and Tumalo State Park for outdoor activities.
Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park - Bend, OR
9.7 710 reviews

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

cottage, Bend
This charming cottage is located in the heart of Bend, just a kilometre from Drake Park and the Deschutes River, offering easy access to the city's vibrant downtown area. The property consistently receives excellent ratings for location, cleanliness, and overall experience, making it a popular choice for travellers.
The cottage offers a comfortable and convenient space for two guests, with a floor area of 39 square metres, one bedroom, and one bathroom. Enjoy a range of amenities including a fully equipped kitchen, air conditioning, a private garden, a swimming pool, and a terrace, perfect for relaxing after a day of exploring Bend's attractions.
Bend Golf & Country Club Vacation Home - Bend, OR
No reviews

Bend Golf & Country Club Vacation Home

cottage, Bend
This Southeast Bend cottage, situated 1.1 kilometres from Bend Factory Stores, offers easy access to the Old Mill District and Deschutes River, both within a 4.8 kilometre radius.
The self-catering property includes a microwave, dishwasher, patio, fireplace, free Wi-Fi in public areas, and free on-site parking; nearby attractions include shopping at Bend Factory Stores and recreational opportunities along the Deschutes River.

Best Cottages with a Hot Tub in Bend, OR

Nothing beats the après-ski bliss of a private hot tub at your own Bend, OR cottage.

Contemporary Chic West Side Walk Everywhere Hot Tub One Block To River - Bend, OR
9.9 291 reviews

Contemporary Chic West Side Walk Everywhere Hot Tub One Block To River

cottage, Bend
The Nest is a self-contained house situated just 0.8km from Columbia Park and the Deschutes River in Bend, Oregon, offering a peaceful escape close to nature. It has consistently received excellent ratings for its location, cleanliness, and overall user experience.
The house spans 60 square metres and comfortably accommodates two guests in a single bedroom and bathroom. The Nest offers a range of amenities for a relaxing stay, including a private hot tub, a fully equipped kitchen, a terrace, and access to two cruiser bikes for exploring the area.
Westside Vibes - Walkable W/ Salt Water Hot Tub Too! - Bend, OR
No reviews

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

cottage, Bend
This detached house is situated in Bend's River West district, a mere 160 metres from Galveston Street and a short walk to The Lot food cart pod and the Deschutes River.
Offering 89 square metres of living space for up to six guests, this pet-friendly property features a kitchen, a private saltwater hot tub, a garden with hammocks and seating, and off-street parking for three vehicles.
West Bend! Cozy, Pet Friendly, Secluded Yard & Hot Tub! - Bend, OR
9.9 589 reviews

West Bend! Cozy, Pet Friendly, Secluded Yard & Hot Tub!

cottage, Bend
This pet-friendly cottage, located in West Bend, is within walking distance of the Hayden Homes Amphitheatre and the Old Mill District, offering easy access to restaurants, pubs, and the OSU campus.
The 80 square metre (861 square feet) property features two queen-sized bedrooms, one bathroom, a fully equipped kitchen with dishwasher and washer/dryer, a private fenced backyard with a hot tub, BBQ, and fire pit, plus a detached garage; sleeping up to four guests.
Riverfront Cottage - Steam Room & Pet Friendly! - Bend, OR
9.2 38 reviews

Riverfront Cottage - Steam Room & Pet Friendly!

cottage, Bend
This riverside lodge in Bend's River West district offers direct access to the Deschutes River and its trail, with downtown Bend a 10 to 15-minute walk away and Pioneer Park adjacent.
This 60 square meter holiday home, accommodating up to three guests, features one bedroom, one bathroom with a steam shower, a fully equipped kitchen, air conditioning, a private patio, and access to a shared indoor heated pool and hot tub.

Top Luxury Cottages in Bend, OR

Experience true charm and premium quality when booking our upscale luxury cottages in Bend, OR.

West Bend! Cozy, Pet Friendly, Secluded Yard & Hot Tub! - Bend, OR
9.9 589 reviews

West Bend! Cozy, Pet Friendly, Secluded Yard & Hot Tub!

cottage, Bend

Popular Pet-Friendly Cottages in Bend, OR

We offer a sincere welcome for four-legged guests at every pet-friendly cottage in Bend, OR.

Family-friendly Home W/ Fire Pit In Bend! - Bend, OR
No reviews

Family-friendly Home W/ Fire Pit In Bend!

cottage, Bend
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