
Holiday houses in Redmond
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Top-rated holiday rentals in Redmond
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HOT TUB, Eagle Crest Condo on Golf Course, DOGS OK
This beautiful condo is located in the desirable resort community of Eagle Crest which is home to three 18-hole golf courses, an 18-hole putting course, and miles of trails. There is a private hot tub on the back deck that backs up to the golf course, as well as a BBQ. There are 2 spacious upstairs bedrooms each with their own private attached bathroom and walk-in closets. Downstairs is a fully stocked kitchen, propane fireplace, and dining area/table. Come enjoy all Eagle Crest has to offer!

Immaculate, Cozy Home in the Heart of Downtown
This gorgeous, welcoming, solar-powered house offers self check-in, speedy WiFi, and complimentary craft beer and coffee. It's located just a couple blocks from downtown, 5 minutes from the airport, 10 minutes from Crooked River Canyon, 15 minutes from Smith Rock, and 20 minutes from Bend. 4 breweries & 3 taprooms are located less than 6 blocks away, and tons of restaurants & shops are close by. Amazing nearby hiking options abound. This space is half of a duplex. No pets or parties allowed.

Quiet Eagle Crest Townhouse w/ Access to Amenities
Enjoy all that Central OR has to offer in this quiet, end-unit townhouse. Located in Eagle Crest Resort, a 1700-acre resort with one spa, three sports centers, five pools, and three full year-round golf courses, it is the ideal location to enjoy Central OR. This 1400sq ft single-level townhome features a great room with soaring ceilings, walls of windows, a fully stocked kitchen, and plenty of gathering spaces. Perfect for a romantic getaway, fun family weekend, or adventure-filled vacation.

Smith Rock Gardens
You'll enjoy the main house with the best views of Smith Rock and the Cascade mountains. Smith Rock State Park is literally across the street. A great location for outdoor activities at the park or in the region. Hike, climb, bike, walk or jog around the park. Sip tea inside and watch the animals. Perfect for artist and photographers. Relax on the deck or enjoy a sunset BBQ with gorgeous views. Owners live in adjoining unit. Separate entrance. Instagram: @smithrockgardens DCCA Tax# 1784

Smith Rock Contemporary
Epic views await at this new contemporary Airbnb suite. Situated atop Cinder Butte, with stunning views of Smith Rock, Mt. Hood, Mt. Jefferson and the Terrebonne valley. Enjoy this 800 sf daylight basement apartment with dedicated entrance and parking, open concept living, laundry, bedroom and custom bath. Luxe accommodation just minutes from Smith Rock State Park. A covered deck with magnificent views will make you feel right at home. Start your day with a gorgeous sunrise over Smith Rock

Pointe of Blessing with hot tub and canyon views
Prepare to be blown away by the astounding sunrises , sunsets and awesome moonrises you will enjoy at the Pointe of Blessing. We feel our canyon perch is a gift from God too good to keep to ourselves. Our cozy home sits atop an outcropping of rock which juts out from the canyon rim affording us unobstructed views up and down the length of the Crooked River Canyon. We overlook several holes of the Crooked River Ranch golf course and Smith Rock is visible in the distance to the South.

Momma Sal's Studio in Downtown Redmond
Charming, beautiful studio w private entrance, patio, amazing stone fireplace (gas), coffee maker, mini fridge, microwave, glassware, dishes, very nice linens & bath. Downtown, quiet neighborhood. Easy walk to restaurants, shops, great craft brews, events. Dry Canyon few blocks away for disc golf, walking, running, biking, hiking trails. Lovely parks. Close to Expo, 20-30 min to Bend, Smith Rock, Sisters, Prineville. Great C.O. location in every direction for fun & recreation all seasons.

Stunning! Smith Rock • King Beds • Steam Shower
A wall of glass provides panoramic views of the iconic Smith Rock formation, creating a seamless connection between the indoor and outdoors. A sleek and sophisticated modern home perched on the rimrock and flooded with sunshine. King beds and a luxurious bathroom with steam shower. Includes Smith Rock Pass. *No parties or pets* (including support animals) please - this is a 'pet-free' home for guests with allergies. Trip insurance recommended if illness, weather or smoke may be an issue.

Mountain View Suite near Smith Rock + Airport
FAST INTERNET. Quiet rural location a few miles from town on rimrock over a small canyon. Enjoy a wide view of the Cascades from a roomy studio apartment that is comfy and uncluttered. Features a big bathroom, walk-in shower, a small balcony, many windows, and a large walk-in closet. On request for additional $35 per stay: roll-away bed. Nearby attractions: 1) Smith Rock State Park-7 mi 2) Dry Canyon trail-1 mi 3) Redmond Airport-6 mi 4) Redmond-5 mi 5) Sisters-23 mi 6) Bend-22 min

Downtown Redmond Retreat
Welcome to our charming retreat nestled in the heart of Downtown Redmond! Situated in a quit neighborhood and numerous parks in the Dry Canyon and the vibrant energy of downtown's breweries, restaurants, food carts, and shopping, convenience is at your fingertips. Just a quick 5-minute drive to the airport, 15 minutes to Smith Rock, and 20 minutes to Bend, our location offers easy access to nearby attractions. Step out of your front door, and adventure awaits in every direction...

Blossom Cottage Studio
Keep it simple and take it easy at this peaceful and centrally-located, unique, cozy getaway. The Blossom Cottage Studio is located in a beautiful garden setting. ~The space~ • One Room Studio • 1 Bathroom • Full sized bed (additional cot if needed) •Kitchenette (Refrigerator w/small Freezer, Toaster Oven, Microwave, Blender, Kuerig, etc) •Short walk to the heart of downtown Redmond. The cottage is private and located on the back property of a Gift Boutique Shop and Bakery/Cafe.

The Little Red Chimney House - 3 BR 2 BA
Originally built in 1944, this is a wonderfully furnished bungalow with 3 queen bedrooms and 2 full bathrooms, which I completely renovated and remodeled. It is a stone's throw from Fred Meyers grocery store and Cascade Lakes Brewery, and within easy walking distance to downtown. This house is at the hub of Central Oregon and sits at the crossroads between Bend (14 miles), Prineville (20 miles), and Sisters (20 miles) and is 10 miles from Smith Rock and 2 miles from the Airport.
Popular amenities for Redmond holiday rentals
Other great holiday rentals in Redmond

Valleyview Studio

Cozy Quiet Getaway - near RDM airport

Oregon Oasis

3BR home with yard, patio, WiFi, fireplace

Mountain View Home in Tumalo

Luxe 4BR/3BA • Smith Rock, 9 Peaks, Hot Tub, 10 Ac

Comfortable and quiet guest house

Charming Home With View of Pond and 9th Green!
When is the best time to visit Redmond?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $158 AUD | $164 AUD | $168 AUD | $159 AUD | $178 AUD | $194 AUD | $219 AUD | $212 AUD | $174 AUD | $168 AUD | $161 AUD | $171 AUD |
| Avg. temp | 2°C | 3°C | 5°C | 8°C | 12°C | 16°C | 20°C | 19°C | 15°C | 9°C | 4°C | 0°C |
Frequently Asked Questions
What are the best places to stay in Redmond?
Redmond has welcoming neighborhoods and plenty of vacation rentals near local parks, downtown shops, and family-friendly attractions. Consider staying around the historic downtown area to easily explore dining, events, and outdoor spaces.
What are the best things to do in Redmond with kids?
Families often explore community parks, splash pads, and interactive museums, or enjoy outdoor activities at nearby nature areas. The region has play spaces and seasonal events that are frequently suggested for children.
What are some of the best things to do in Redmond?
Redmond has scenic parks, river trails, boutique shops in the historic downtown, and nearby lava caves for those interested in geology. Visitors frequently enjoy local breweries, walkways, and art installations.
How is the weather in Redmond?
Redmond experiences dry, sunny summers with afternoons near 88°F (31°C), and winters around 23–44°F (-5–7°C) with occasional snowfall. Light rainfall is typical, so layers and sturdy shoes make exploring comfortable year-round.
When is the best time to visit Redmond?
Summer and early fall are often recommended for warm weather, festivals, and outdoor adventures. In spring, blooming wildflowers and milder temperatures draw visitors to trails and public spaces.
What are the best places to visit in Redmond?
Explore the historic downtown, stroll through city parks, and learn about local history at the nearby museum. Lava tube caves and public art also draw visitors seeking unique experiences.
What are some hiking trails in Redmond?
Redmond has riverfront paths, forested trails, and scenic routes through volcanic landscapes. Community parks and nature preserves frequently provide easy-to-access hiking opportunities for various experience levels.
What are some family activities we can do in Redmond?
Enjoy playgrounds, local splash pads, interactive museum exhibits, and outdoor picnics at city parks. Seasonal festivals and family-focused events are frequently suggested for visitors with children.
What are some of the best day trip ideas from Redmond?
Visitors often plan trips to explore the Cascade Mountains, volcanic parks, and scenic lakes near Redmond. Day excursions to neighboring towns with art galleries, outdoor markets, and historic sites are also popular.
Are there any pet friendly accommodations available in Redmond?
Many vacation rentals in Redmond welcome pets, especially in neighborhoods near public parks and walking trails. Check individual listings for pet policies and amenities suited to your companion.
What are some local tips for visiting Redmond?
Wear layers, as weather shifts between dry heat and cool evenings, and sturdy shoes are helpful for exploring rough terrain or lava caves. Locals often recommend checking community calendars for events and farmer’s markets.
What is Redmond known for?
Redmond is known for its high desert landscape, river access, and proximity to volcanic formations. The city enjoys a blend of outdoor recreation, community events, and local craft culture.
What are the best hidden gems to explore in Redmond?
Redmond has small art studios, locally owned cafes, and lesser-known trails winding through unique geological features. Quiet parks and community gardens also invite visitors to relax or explore off the main paths.
What are the best foods to try in Redmond?
Redmond has locally raised beef, fresh produce, and craft brews, reflecting Central Oregon's agricultural roots. Huckleberry treats, ranch-inspired plates, and hearty breakfasts featuring local ingredients are often recommended by visitors and residents.
What should I bring for a trip to Redmond?
Pack layers, sunscreen, a hat for sun protection, and sturdy shoes for exploring trails or volcanic areas. A reusable water bottle, jacket for cool evenings, and outdoor gear add comfort to your visit.
What is the nightlife in Redmond like?
Redmond’s nightlife centers around casual pubs, live music venues, and local breweries. The historic downtown has gathering spots for food, drinks, and occasional performances in an inviting atmosphere.
What are the most popular events or festivals in Redmond?
Redmond hosts a summer rodeo, seasonal craft fairs, and community celebrations during holidays like the Fourth of July. Local music festivals and park events are also frequently suggested throughout the warmer months.
Are there family friendly vacation rentals in Redmond?
Redmond has many family-friendly vacation rentals, including homes near parks, splash pads, and attractions. These stays often provide amenities like play spaces and extra bedrooms for group comfort.
Quick stats about holiday rentals in Redmond

Total holiday rentals
Explore 190 holiday rentals in Redmond

Nightly prices starting at
Redmond holiday rentals start at $44 AUD per night before taxes and fees

Verified guest reviews
Over 13,460 verified reviews to help you choose

Family-friendly holiday rentals
110 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 60 rentals that welcome pets

Rentals with dedicated workspaces
90 properties have a dedicated workspace

Wi-Fi availability
180 of Redmond holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Gym, BBQ grill and Laptop-friendly workspace across Redmond rentals

4.9 Average rating
Redmond stays are highly rated by guests—averaging 4.9 out of 5!
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