
Family-friendly holiday rentals in Redmond
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Redmond
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

Eagle Crest Chalet Hot Tub!
This centrally located original Eagle Crest Chalet. Vaulted ceilings and open floor plan is the perfect place to spend with family and friends. Beautiful knotty pine floors, walls, beams and ceiling. The home consists of 3 bedrooms (4 beds, 1 King in master, 1 queen and a bunk bed that consists of a full bed and with a single bunk). Whether you are outside enjoying your morning coffee or relaxing in the hot tub on a cool evening this is the perfect place to enjoy your Central Oregon Getaway.

Creekside Luxury @ Eaglecrest-Dog Friendly Escape!
Nestled next to a serene creek, our home in Eaglecrest Resort offers a tranquil escape like no other. In addition to our two bedrooms, two baths, and proximity to great breweries, you'll have the soothing sound of flowing water right at your porch. Immerse yourself in nature's symphony as you relax on the patio or take a leisurely stroll along the creek. Let the peaceful ambiance rejuvenate your senses and create lasting memories. Book now and experience the serenity of our creekside retreat.

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.

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!

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

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

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.

"Little Pine Cabin" attached to my home.
MASTER SUITE Go hiking, fishing, sight seeing and enjoy upscale steak houses, Sushi Bars, food carts, all within a couple of miles. Then come back to your Little Pine Cabin. Enter into a comfortable living area with a vaulted knotty pine ceiling, propane stove, a dual reclining leather couch. Relax in front of the 42 inch flat screen, a well stocked coffee bar, microwave and a mini-fridge. Similar to a studio apartment. You will enjoy the space and quiet neighborhood.

1918 Bungalow | Modern Renovation•Walk to Downtown
Beautifully restored 1918 bungalow in the heart of Downtown Redmond. Walk to local brewpubs, coffee shops, and food carts. Just 17 miles to Bend. Enjoy luxe linens, plush towels, a soaking tub, and a fully equipped kitchen. Immaculate, cozy, and full of character—this historic gem blends comfort, style, and walkable charm for a memorable stay. Steps from local favorites—food, drinks, and downtown vibes! Perfect base for exploring Smith Rock, and Central Oregon beauty!

Redmond Retreat - stylish studio with full kitchen
Quiet, upscale studio conveniently located in the hub city of Redmond, 3.5 miles to the airport, 7 to Smith Rock, 14 to Bend and 18 to Sisters. Close to restaurants and grocery shopping. Spotlessly clean, with all the personal touches you expect and amenities perfect for two. Fully equipped kitchen, table for meals or work space, Big-screen smart tv (Direct TV service), 5G WiFi, AC. Private parking, direct laundry access. We cannot accommodate pets.
Popular amenities for Redmond family-friendly rentals
Family-friendly home rentals with a hot tub

Private Apartment, Separate Entrance, Spacious

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

Cozy 3 bdrm + loft Eagle Crest Chalet w/ Hot Tub!

Resort Winter Getaway! HotTub+Indoor Pool+Bikes

Panoramic Mountain View Oasis

Rajneesh Aframe/Hot Tub, 10 min from downtown Bend

Stunning mtn Views, sleeps 14, Hot tub, rec passes

Cozy 2BR Townhome in Eagle Crest w/ Hot Tub!
Family- and pet-friendly home rentals

SAGE HAVEN* Hot tub* Mountain Views* Sleeps 8

The Big Tiny

Cozy Three Story Lookout Tower

Luxurious 5 bedroom w pool table

The Blue Rhodie| Centrally located family retreat

Ranch Cottage: Desert, Forest, Horses, Hot Tub

Cozy Studio! Walk to NW Crossing and Shevlin Park

Compound Coziness...Terrebonne Guesthouse
Family-friendly home rentals with a pool

Mt Bachelor Village Resort- Room in River Ridge II

Pet Friendly Cottage on the River near Downtown!

Adorable Studio at Seventh Mountain Resort

3bdrm Chalet + Hot Tub in Eagle Crest

Classic Cozy Cabin with Awe-inspiring Views

Eagle Crest Resort - 3 bdrm home in Central Oregon

Private Peaceful Cabin in Sisters!

Canyon House, Crooked River Ranch
When is the best time to visit Redmond?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $230 NZD | $225 NZD | $237 NZD | $239 NZD | $242 NZD | $262 NZD | $275 NZD | $287 NZD | $252 NZD | $240 NZD | $255 NZD | $249 NZD |
| 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 |
Quick stats about holiday rentals that are family-friendly in Redmond

Total holiday rentals
Explore 110 holiday rentals in Redmond

Nightly prices starting at
Redmond holiday rentals start at $99 NZD per night before taxes and fees

Verified guest reviews
Over 5,940 verified reviews to help you choose

Pet-friendly accommodation
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
60 properties have a dedicated workspace

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

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Redmond rentals

4.8 Average rating
Redmond stays are highly rated by guests—averaging 4.8 out of 5!
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- Family-friendly rentals United States




