Holiday rentals with lake access in Deschutes River

4.98 out of 5 average rating, 213 reviews

Treehouse in Mt Hood

Beautiful, Magical, Treehouse

"Glamping at its' best"! 16' x 16' TreeHouse, suspended between 3 large fir trees, queen size bed, loft w/2 twin beds, composting toilet, much more, situated on 20 acres with a pond. Gas heater, mini-fridge, microwave, coffee pot. IMPORTANT: this is a Tree House! Going up the spiral staircase is an adventure in itself, so pack small bags (or packs) (large suitcases are not appropriate). Be sure to look at the pictures & read our reviews... that provides the most information. Happy Travels!

Guest house in Oregon City

4.97 out of 5 average rating, 197 reviews

Luxurious Riverfront GuestHouse, Sauna & HotTub.

Welcome to our Clackamas Riverfront Guest House—a peaceful riverside retreat blending rustic charm and modern comfort. Relax in your private hot tub and sauna, unwind by the fireplace, and enjoy stunning river views. Fish, kayak, or raft right from the backyard. Bedrooms include white noise machines and earplugs to help with normal traffic during commute hours on our scenic road. The guesthouse is attached but its own private unit with its own separate entrance and parking. Enjoy your stay!!

4.98 out of 5 average rating, 132 reviews

Home in Prineville

Lakefront House with Amazing View Near Bend Oregon

Located in Central Oregon, 50 minutes from Bend, this newly renovated 4600 sq-ft lakefront home is a rare piece of paradise! This property has over 200 feet of year round private lakefront shoreline onto a 1,100 acre lake. Stunning lakefront views from almost every room in the house, luxurious décor, 5 bedrooms, and incredible options for both indoor and outdoor entertainment. This home was specifically designed and built for the ultimate year-round get-a-way vacation or executive retreat!

4.97 out of 5 average rating, 154 reviews

Cabin in Sunriver

Riverfront w/ HotTub, Dock, Bikes & Water Toys!

Riverfront cabin w/ fantastic location! Conveniently located to the Sunriver Village (5 min) & Mt. Bachelor (20 min). Take it easy @ this unique, round house perched over the Spring River w/ 2 levels of decking, hot tub & private dock! Enjoy river activities, hiking & biking. Kayaks, SUP, canoe & bikes available for use. Stunning 180 degree views of the river. House is well stocked w/ all the creature comforts. This home is truly a peaceful oasis for some fun and R&R! 1 dog limit, $100 fee.

4.96 out of 5 average rating, 104 reviews

Townhouse in Redmond

Eagle Crest townhome Dog friendly-sleeps up to 6

West Ridge Eagle Crest Creekside Townhome near Lakeside sports center (sport court, pickleball courts, gym, pool, hot tub and kids splash park). Kid and Dog friendly. Fully furnished and stocked - includes coffee. Sleeps up to 6 (master -queen, 2nd bedroom queen and sofa bed queen) Equipped with A/C for hot summer days, fireplace and digital thermostat for cold days. Lockable storage for bikes-skis-snowboards etc. Easy access to Bend, Sisters, Smith Rock, Hoodoo, Mt. Bachelor and more.

4.99 out of 5 average rating, 177 reviews

Modern high-end home, walk downtown

This fantastic modern home is in the sweet spot of Bend...just next door to the Deschutes River, Downtown Bend, parks, restaurants and dining, nightlife, and family-friendly activities. You'll love our home because of the amazing location, the mid-century inspired ambiance, the high ceilings, the people, and the local views. We are the perfect centrally located home for any Bend adventure. Our place is great for couples and solo adventurers. This is not a party house. Sorry no pets.

4.82 out of 5 average rating, 600 reviews

Guest suite in Bend

Cascade River Trail Retreat! river walk & downtown

In the desirable River West neighborhood, a short stroll to restaurants, breweries & shopping Downtown & even closer to 1st Street Rapids, with kayaking, swimming & trails for & hiking & biking on the Deschutes River. Charming 2-bedroom, 2-bathroom duplex has 1 primary bedroom w/king bed & full bath, 2nd bedroom w/king bed, 2nd full bath w/tub, double daybed in living/dining & kitchenette (no stove or oven). PlusWiFi. ALL welcome! Pets w/approval & fee TBD.

4.98 out of 5 average rating, 162 reviews

Best for Old Mill:River Trail, Views & Town

Awesome location! Fast internet, Wi-Fi. Clean and close to everything that is great in Bend - the river, Mt. Bachelor, restaurants, nightlife, cycling, kayaking, paddle boarding, hiking, breweries, concerts and so much more. You’ll love the location, ambiance, the outdoor space, and the comfy bed. Walk along the river trail to experience what everyone loves about Bend. Easy drive to Mt. Bachelor, approximately 25 minutes.

Place to stay in Estacada

4.99 out of 5 average rating, 287 reviews

"Worth 10 stars" Lucky Dawg Hideaway

Our LUCKY DAWG Hideaway is a well-equipped unique comfortable space with a queen bed, small kitchen, laundry area and bathroom. The cozy outdoor patio adds to your living area. Estacada is centrally located (abt an hour drive) to both downtown Portland and Mt Hood for all-year skiing and world-class hiking...Plus, we're about a 2.5 hour drive to either the beach or the high desert of central Oregon...

Superhost

Flat in Bend

4.8 out of 5 average rating, 293 reviews

Steps from downtown! Private, modern apartment

We are located across the river from downtown so you can walk to just about everything you could need during your stay: Restaurants, breweries, parks, river trails, shopping, galleries, and coffee shops. The 1 bedroom apartment has a kitchen, a large table to work from, easy parking, laundry, speedy internet, and air conditioning. Major remodel in Summer 2025 with new bed, couch, linens, and decor!

4.99 out of 5 average rating, 165 reviews

Guest House on Working Ranch. Close to Bend, Or

900 square foot guest house on working ranch with “western log style decor”. One to two horses can be boarded during your stay. 5 minutes from Tumalo and 15 minutes from Bend, Redmond, and Sisters in the center of the Central Oregon “Golden Triangle”. Magnificent Mountain View’s. Close to all of the amazing things to do in Central Oregon, an active vacation wonderland.