
Family-friendly vacation rentals in Redmond
Find and book unique family-friendly homes on Airbnb
Quick stats about vacation rentals that are family-friendly in Redmond

Total vacation rentals
Explore 110 vacation rentals in Redmond

Nightly prices starting at
Redmond vacation rentals start at ﺩ.ﺇ220 per night before taxes and fees

Verified guest reviews
Over 5,990 verified reviews to help you choose

Pet-friendly vacation rentals
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wi-Fi availability
110 of Redmond vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Redmond rentals

4.8 Average rating
Redmond stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated family-friendly rentals in Redmond
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

Dog friendly Home near parks and Dry Canyon
Book your stay today and experience all the comforts of home, with the added bonus of a fantastic location within walking distance to local parks. Located in a quiet neighborhood, it provides a peaceful and tranquil atmosphere. Enjoy a large fenced yard with mature trees, perfect for barbecues and outdoor activities or star gazing in the hammock. The beginning of Dry Canyon trail is only a mile away for walking, running or taking the family for a bike ride. Close to local businesses and dining.

Cozy Downtown Redmond Cottage
Welcome to our cozy Redmond cottage, located in the heart of downtown! Enjoy walking to local breweries, restaurants, and shops, all just steps away. This inviting space offers a perfect blend of comfort and convenience, ideal for couples or solo travelers. Unwind in the cozy living area after a day exploring Central Oregon. Experience the best of Redmond right outside your door! Conveniently close to: 15 minutes to Smith Rock 25 minutes to Bend 8 minutes to Deschutes County Fair & Expo Center

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

Spacious and Private Suite in Central Oregon!
Want a spacious, private, comfortable, and clean place to stay for the weekend or business trip with great discounts for week + stays? This might be the place for you! The space is a sports themed, super clean, private living room, bedroom and bathroom near great Central Oregon attractions such as Smith Rock (12mi), Bend (14mi), and Sisters (18mi)! Deschutes County Expo Center and Redmond/Bend airport are within 4 miles. Guests enjoy a private entrance/exit and contactless check in/out!

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.

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.

Cabin on The Rim
Take it easy at this unique and private getaway. This off the grid studio cabin is located just 10 minutes from Smith Rock and 10 minutes from Lake Billy Chinook. It is positioned on the edge of the Crooked River Gorge with breathtaking views of the canyon. Near the cabin is a trail head to a private hiking trail that takes the adventurer down into the canyon where the scenery is otherworldly. Enjoy a sunset with full cascade Mountain View’s, green pastures, and grazing horses.

Rhubarb Cottage - Entire house Dog Friendly!
Dog Friendly! Set in charming Old Town Redmond, this cottage has everything to offer for a quick weekend get away or longer stay with family. Only 25 minutes to downtown Bend and less than 10 minutes to the airport. Featuring 3 bedrooms, 2 full bathrooms, full laundry and a cozy kitchen! Gas bbq, expansive back patio, and corn hole boards to enjoy! Cruiser bikes available to ride to breweries or Dry Canyon Trail just minutes away. 2 Dogs max, additional cleaning fee applies.
Popular amenities for Redmond family-friendly rentals
Family-friendly home rentals with a hot tub

Sunsets, Mt View’s, Private Hottub & Stars!

Eagle Crest Chalet Hot Tub!

Eagle Crest townhome Dog friendly-sleeps up to 6

Creekside Escape at Eagle Crest Golf Resort

River Run Bend Bungalow & Romantic Spa Grotto

Eagle Crest-w/private hot tub/Resort passes!

Eagle Crest Resort - 3 bdrm home in Central Oregon

Canyon House, Crooked River Ranch
Family- and pet-friendly home rentals

SAGE HAVEN* Hot tub* Mountain Views* Sleeps 8

Luxurious 5 bedroom w pool table

Romantic Farmhouse near Mt. Bachelor

The Little Red Chimney House - 3 BR 2 BA

Quiet central Oregon desert retreat with a view!

IT'S A WEE HOUSE

Adams Corner, WiFi, courtyd w/games Sewist access

close to smith rock pet friendly discount spot.
Family-friendly home rentals with a pool

Cascade Lookout

Eagle Crest Luxury Chalet w/Private Hot Tub&Garage

Babbling Brookside near Splash Park

Pool, AC, close to Amphitheater & Old Mill

Classic Cozy Cabin with Awe-inspiring Views

The Great Escape at Eagle Crest

Private HotTub | Course Views | Rec Passes +Bikes

Indoor Pool, Game room, EV Charger, Pets Welcome!
When is the best time to visit Redmond?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ510 | ﺩ.ﺇ499 | ﺩ.ﺇ525 | ﺩ.ﺇ529 | ﺩ.ﺇ536 | ﺩ.ﺇ580 | ﺩ.ﺇ610 | ﺩ.ﺇ635 | ﺩ.ﺇ558 | ﺩ.ﺇ533 | ﺩ.ﺇ566 | ﺩ.ﺇ551 |
| 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 |
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