Villa holiday rentals in Eastern Oregon

Stunning Downtown Villa | Epic Man Cave

▸ Completely remodeled in 2020 with an epic man caved added in 2024 ▸ The Man Cave includes weights, Pac Man game, foosball, air hockey, giant chess board, and theater ▸ Elegant, fully-stocked kitchen includes a double oven, oversized fridge/freezer and a breakfast table for 4 ▸ Private backyard with canopy ▸ Main level has beautiful hardwood floors, two bedrooms, and a full bathroom ▸ Flatscreen TV with free access to Netflix, Disney+, and local channels ▸ The price listed is the total for b

Luxe High Desert Retreat: Views, Vino & Fun

Some places are a home base. Villa Solé is the destination. From the moment you step inside, you’ll wonder why you ever settled for a standard vacation rental. Picture this: coffee on the back deck watching morning light hit snowy Cascade mountains. Your crew takes over the sport court for a pickleball rematch. The kids disappear into the game room for hours. Someone uncorks a bottle in the wine cellar. By evening all 7 peaks are lit with alpenglow and nobody wants to leave. That’s Villa Solé.

The Chalet in Idaho City

Take your coffee out to the deck and enjoy the quiet view. At just 1 hour from Boise, The Chalet works as a weekend family or group get-a-way to The Springs, a family reunion, an adventure outing, or just taking some quiet time. Gather on the deck, the outdoor fire ring, around the indoor wood burning stove, or in the wood-burning sauna. Idaho City is only a mile away and the Boise National Forest is just out the back door! NO PETS The Miner's Cabin on the property also for rent, sleeps 2

Cascade Lookout

This newly built, high desert getaway stunner has four suites. With a vaulted ceiling, wooded accents, and floor to ceiling windows, the open concept living area features a stunning stone fireplace, a flat screen TV and a modern, fully equipped kitchen. Relax on the large deck with ample seating and vista views. The downstairs includes a pool table, large TV area and a tatami room for the young kids. Enjoy a soak in the hot tub under the starry skies, or gather around the fire pit.

Luxury Mansion near Crater Lake!

Newly listed on AirBNB, be one of the first to enjoy this incredible 7500 sqft home! Beautiful hardwood finishes throughout the home, new luxury wood furniture to go with it. Views of Agency lake and the Cascade mountains throughout the house. Game room with pool table, foosball. Movie theater with 150" screen/4K projector. Sirius XM audio/speakers in all rooms! Starlink 200Mbps internet. Nearby Airplane Hangar also available if you are flying in to Chiloquin in your private airplane!

Hot tub, deck,2 homes 3patios fenced convenient

This property has a two level home, 3 bedrooms & 2 1/2 baths. Also a second home with a King size bed, kitchen,& bathroom. That is two houses on one property. House 1: 1king, 2queen, 3 twin, two fold out single beds. + extra long couch. House 2: 1 king. Fold out bed upon request. The entire property is fenced in. Pets welcome with responsible owners, no wild animals. The front yard has green grass and patio setting. Great for friends, family, & travelers!

The Gem Estate by AvantStay | Modern Farmhouse

Welcome to The Gem Estate by AvantStay. Set on 10 private acres near Bend and Sisters, this refined lavender farm retreat blends modern farmhouse style with resort-worthy outdoor amenities. Relax in the hot tub, sauna, or cold plunge, gather by the firepit, dine under the pergola, or enjoy disc golf, pickleball, ping pong, and more. 🔥 Firepit, pizza oven + outdoor dining ♨️ Hot tub, barrel sauna + cold plunge 🏓 Disc golf, pickleball, ping pong + EV charger

La Casita at Castillo de Feliciana - Winery on site

If privacy is what you're looking for, this cute little casita is tucked away in the vineyards of Castillo de Feliciana! Enjoy the peace and quiet of the Walla Walla countryside inside this large 1 bed, 2 bath oasis! Features include a full kitchen, with a gas stove and dining area, large Smart TV, a gas fireplace, a large step-in shower, a beautiful soaking tub, and a gorgeous patio/outdoor eating area, to name a few.

Jug Mountain Manor - Indoor/Outdoor Elegance!

***Please INQUIRE rather than REQUEST if you are considering booking.*** ***We offer substantial pricing flexibility for Guests looking for a month long stay.*** Experience all nature has to offer in this exquisitely appointed Manor style home. Situated on Jug Mountain Ranch Golf Course with an incredible view of the mountain and golfers at play.

Stunning & Spacious | 938 Downtown Villa

▸ Completely remodeled in 2020 ▸ Elegant, fully-stocked kitchen includes a double oven, oversized fridge/freezer and a breakfast table for 4 ▸ Private backyard with canopy ▸ Main level has beautiful hardwood floors, two bedrooms, and a full bathroom ▸ Flatscreen TV with free access to Netflix, Disney+, and local channels

Friendscape lodge, Hot tub, WI-FI and BBQ

FriendScape Lodge sits on over a 1/2 acre, fenced and private. It is a great gathering space for small or large families, couples and friends. Gourmet kitchen is huge, open to the dining and great room. This home is a 3 bedroom, 3 full bath. Friendscape Lodge is registered with Clackamas county #583-17

Room @ Sorrento 1 of 3

Very Quiet area, in a Good and Quiet neighborhood. Great location, Close to all of Central Oregon Activates. We are very outside fun people, love all outdoor activities. We have Coffee,Tea, and most condiments & spices, fully stocked Kitchen & Bathrooms & Showers. Please feel at home.