
Vacation rentals near Painted Hills
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Top-rated vacation rentals in Painted Hills
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Cottages near Painted Hills

Downtown, Modern Nostalgia--walk to shops, cafes
The house was clean and in a good location in walking distance to downtown Bend in a quiet neighborhood. The beds and pillows were comfortable. Having 2 bathrooms was a plus for our group of 4. There are good restaurants in walking distance (15-20 min walk ) or 5 minutes by car. Highly recommended.

Truly One of the Very Best Riverfront Homes!!!
My wife and I stayed here with our dog and 1 month old newborn. Great location, very walkable, we didn’t need to use the car once. And the host is so nice and makes the stay feel like home. Highly recommend.

Vintage Pink Hot Tub✓ Walkable✓
We loved our stay here! It was our first time staying in Bend. Jay and Dina were communicative and the cottage was on point. The amenities and hot tub were very nice. It’s a great short walk to town or the river trail. Thanks for having us!

Amazing Location! | Charming, Cozy Cottage
Great little house with a lovely backyard and walkable to tons of good spots in Bend. Hope we can come back in the winter and stay again!

Minutes walk Downtown/Cozy Cottage Retreat/Sauna
Absolutely recommend staying at Debbie's place! The house was even better in person than in the pictures/description! Debbie's home was inviting and everything we needed for our girls weekend! Debbie was an excellent host and very responsive! It was super walkable to downtown and just what our group needed!

Two Bedroom Charmer with Hot Tub
We loved staying here! Clean, comfortable and cozy. Great aesthetic! Perfect for our ski week. Walkable yet calm. We hope to return!

NW Bend Hot Tub+Big Porch w/ Enclosed Yard+Pets OK
We loved this place so much!! The sweet vintage kitchen as the center piece to the home really felt cozy and worked great for our family. All the rooms and bedding was decorated beautifully. My daughter loved the bunk beds in her room and our bedroom was so serene and comfortable. The hot tub on the back porch was amazing! We started almost every day off with a soak. Our doggies loved the fenced in yard and deck for taking naps. The neighborhood is so killer! Walkable to so many cool places in Bend! This is definitely gonna be our go to Airbnb when we visit! Thanks for everything! :-)

Adorable West Side Cottage, Pet Friendly!
This was such an awesome find on short notice. Such a cozy cottage with so much character. Anna set up a travel crib for us since we were getting in late which was super helpful. The sheets on our bed were so soft that we had to figure out what they were so we can buy them—Kirkland Signature. Haha! We will definitely stay again if it’s available!
Other great vacation rentals in Painted Hills

Stunning Mountain View Home~Unsurpassed views
Brenda’s Mountain View home was absolutely wonderful. Brenda was responsive, friendly, and flexible. The home was gorgeous and peaceful and was fully furnished with many amenities. Would 100% recommend and would love to stay again if I ever needed! Thank you Brenda!

Dog Ok! Full Resort Access. Garage - Cozy Chalet
We had a lot of fun staying here! We enjoyed the selection of board games. The back patio was lovely, I just wish the weather would have cooperated, it would have been great to hang out there more. Everything was nice and as expected.

Downtown Pine Mountain Paradise
My family had a great time for spring break. The house was beautiful and fit our needs well. We hiked, hot tubbed, golfed, shopped, and had great food. The host was very responsive and helpful. We will definitely be back!

Beautiful Sisters Condo - Great location
Debbie’s condo was perfect for a quick getaway in Sisters. The unit was clean, easy to access, and had everything we needed. It was an easy walk to 3 Creeks Brewery!

Stellar Cabins
Beautiful and comfortable homes! We so enjoyed our stay at the Stellar Cabins. They were clean and picture perfect. Babette was very responsive and accommodating. Highly recommend!

The Great Escape at Eagle Crest
The name says it all. This place truly is the great escape. It was wonderful to get away from the grind of work to come to a place like this. The place was very clean extremely comfortable and even though it’s situated in a 4 unit complex you feel like you’re all alone. It backs up to blm/farm land so nobody is wandering around behind the place while you’re enjoying the sun on the back patio. The hot tub and deep soaker tub were nice after our hikes during the day. If you’re looking for a great escape from everyday life then this is the place. I will definitely be booking again in the future. Thank you for a great weekend:)

Eagle Point at the Lake!
Bridget and Joshua were excellent hosts - super fast response to any questions we had and always helpful. The house was warm, spacious and perfect for 3 of us up here for an early season fly fishing trip. Kitchen is well stocked, lots of sofa/armchair space for relaxing in the evening and other amenities like washer/dryer made it a great choice for us. We’d stay here again for sure!

Family retreat on Black Butte Ranch
Sue was a wonderful host. Quick to respond to my questions. And her instructions and local tips were very helpful. Such a peaceful home and a good size for our family to have space and be comfortable. Great big kitchen with everything needed for cooking. Thank you!
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