
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.

River Camp House
Everything was great. The location is perfect for access to Bend, Mt Bachelor, and other outdoor activities. The house was exactly as described. Highly recommend.

Truly One of the Very Best Riverfront Homes!!!
My friend our dogs had the most wondering stay here this spring! The location is ideal, I was able to walk to everywhere in downtown/Old Mill with the dog with such ease. The neighborhood is peaceful, but do know that there is a public walkway across the river extending to a bridge across the river so you can be seen in the yard. Jacalyn was so welcoming, the house was cozy, and the fire pit set up was perfect. The kitchen was one of the best stocked at any airbnb I've been too. Everything has been thought through with great detail

Vintage Pink Hot Tub✓ Walkable✓
We had the great stay and instantly fell in love with this charming pink vintage getaway. Every detail felt so thoughtful — from the cozy decor to the super comfy bed. The place was sparkling clean, perfectly central, and had everything we needed, and the hot tub? Our dog felt right at home too. We’re already talking about our next visit — we’ll definitely be back! Thank you!

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
This place was perfect for a quick business trip! The hot tub and view of the stars was wonderful in the evening. The fenced yard was perfect for our dogs tagging along. We so appreciated the extras such as the provided dog bed and towel. We also loved that the cleaning list was short and that the owners don’t let food go to waste. Overall, the home was quirky in a good way and worked great for our needs!
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:)

Bend Or Private Getaway one acre
Erik was very responsive both during the process of securing the reservation and after. The house was extremely well furnished with supplies, paper products, towels, etc. and I would have to say it was the best we had ever seen in our travels. From Kcups to kitchen staples, to desk supplies…this house had it all! We had a geriatric sibling reunion this time but we also have grandkids that would have so enjoyed the game room. So much fun and a very enjoyable stay!

Updated EagleCrest Townhouse w/ resort amenities.
Lindsey's place worked perfectly for a quick weekend trip for my mom and I, visiting my brother in Bend. It was a peaceful haven and had all of the accomodations we required. We liked that there were restaurant options at the resort for when we needed something quick or didn't want to travel too far. Our only regret is that our stay was so short that we didn't get to take full advantage of the grounds or Lindsey's local recommendations. There are lovely walking and biking paths throughout and we would have loved to have had the opportunity to enjoy them more. Thank you for everything, Lindsey!
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