Pet-friendly holiday rentals in Redmond

4.93 out of 5 average rating, 125 reviews

A private back deck features a hot tub surrounded by wooden railings, with a dining table and chairs beneath a red umbrella. Tall trees and an open sky create a serene outdoor atmosphere.

Townhouse in Redmond

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!

4.98 out of 5 average rating, 258 reviews

A bright living space is highlighted by large windows allowing natural light to fill the room. Comfortable seating options, including a blue sofa and various chairs, are arranged around a rustic coffee table. A television stands in the corner, enhancing the casual atmosphere.

Home in Terrebonne

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

4.97 out of 5 average rating, 182 reviews

A spacious wrap-around deck is shown, featuring multiple comfortable lounge chairs facing expansive views of the surrounding landscape. Decorative string lights are hung overhead, adding a subtle touch. The distant mountains are visible against a clear blue sky.

Home in Terrebonne

Terrebonne~High Desert Hideaway~Near Smith Rock

Thank you for your interest in The Good Earth~High Desert Hideaway. In French Terrebonne means "Good Earth" & it is. Near the world-famous Smith Rock State Park, considered the cradle of US rock climbing. We are convenient to miles of the best hiking trails in Central OR. with views of the Cascade Mtn. Range from a large wrap around deck. An outdoor enthusiasts' paradise~5 mi. Smith Rock State Park, 5 mi. Steelhead Falls Trailhead, 25 mi. Sisters & 29 mi. Bend. Fish~Hike~Birdwatch~Climb

4.98 out of 5 average rating, 200 reviews

A small balcony is visible, featuring two woven chairs and a round blue table. Panoramic views of the surrounding landscape and distant trees can be seen, with clouds casting soft shadows over the scene and sunlight filtering through the open space.

Flat in Redmond

Mountain View Suite near Smith Rock - Fast Wi-Fi

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. Crib on request. Extra fee: 1) per pet 2) 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

Superhost

A colorful hammock is suspended from a snow-covered tree, inviting relaxation. The quaint WeeHouse, featuring large windows and a bright yellow door, is partly obscured by the snow. A serene winter landscape surrounds the property, showcasing the tranquility of the setting.

Tiny home in Bend

4.84 out of 5 average rating, 239 reviews

IT'S A WEE HOUSE

Quiet, serene, warm and cozy. Relax in this cute little pet friendly WeeHouse with a wee loft. Located in the heart of Central Oregon just minutes from downtown Bend and the Redmond airport. You'll enjoy countryside views of Smith Rock and the valley below. Bask under 1000 year old Juniper trees. High Speed wifi, private bathroom and kitchenette. If this doesn't feel like a fit or is unavailable please check out our other options: "The Sunset Bungalow" and "The Sunrise Studio"

Campervan/Motorhome in Bend

The RV interior features a spacious living area with a large sectional sofa and a central kitchen island. Modern appliances, including a stovetop and refrigerator, are visible, along with ample cabinetry. Windows provide natural light, framed by simple curtains, and a soft area rug adds comfort.

4.97 out of 5 average rating, 175 reviews

Glamping! Quad Slide RV on a Tumalo Hobby Farm

Welcome to the Tumalo hobby farm! Here you will have your own 42ft 2019 Forest River RV, located on our lovely Tumalo property. Nestled in the midst of goats and chickens, this will be a perfect landing for work or play. Enjoy the mountain views and bright stars after your day out adventuring around Central Oregon. Within close driving distance to Bend, Sisters, Redmond, Mt Bachelor and Hoodoo. This RV is fully hooked up with power, water, heat, A/C, internet, and is ready for you.

4.91 out of 5 average rating, 117 reviews

A cozy seating area is presented with a gray armchair beside a small white dining table. A decorative mirror and greenery adorn the wall, while sunlight filters through a nearby window, illuminating the space. A rug adds warmth to the wooden floor.

Cottage in Redmond

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.

4.87 out of 5 average rating, 455 reviews

The living area features a brick fireplace as a focal point, surrounded by comfortable seating options. A coffee table sits in front of a couch with a soft throw. Natural light enters through large windows, and a door leads to the exterior.

Home in Redmond

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.

4.89 out of 5 average rating, 222 reviews

A studio cabin is positioned on a deck overlooking a canyon, surrounded by native plants. Two wooden chairs are placed on the deck, providing a space to absorb the expansive mountain views in the distance. The structure features a large window reflecting the evening light.

Cabin in Culver

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.

4.95 out of 5 average rating, 211 reviews

The exterior of the bungalow is covered in fresh snow, creating a serene winter scene. Large glass doors lead into the cabin, flanked by windows on either side. A small seating area is visible on the porch, surrounded by snow-draped trees.

Tiny home in Bend

The Sunset Bungalow, cozy, private and sweet.

Come join us for a boutique experience in this one-of-a-kind Bungalow above the high desert! Warm, cozy, private and pet-friendly . It's centrally located just 25 minutes from the world renowned Smith Rock and 15 minutes from downtown Bend. The bungalow is peaceful and private, nestled beneath old growth Junipers, surrounded by gardens and a rustic countryside feel, with private bathroom and kitchenette. Includes complimentary organic coffee and lava rock filtered water!

4.94 out of 5 average rating, 233 reviews

The exterior of a charming cottage is displayed, featuring a well-manicured yard with flowering plants and shrubs. A welcoming porch with seating is visible, alongside large windows that bring in natural light. The driveway leads to a landscaped garden area.

Home in Redmond

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.

4.95 out of 5 average rating, 698 reviews

A cozy living area features a leather couch facing a propane stove, with a warm fire flickering. Two wooden stools are positioned at a small table, and a stack of magazines is displayed on a wooden coffee table. Natural light filters through the window.

Home in Redmond

"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.

Popular amenities for Redmond pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.98 out of 5 average rating, 162 reviews

A cozy master bedroom features a log queen bed with a green quilt. Two bedside tables with lamps provide soft lighting. A fan is positioned nearby, and a doorway leads to a bathroom area, emphasizing the spacious layout.

Home in Prineville

Visit Rip’s Cabin in the Heart of Prineville

4.97 out of 5 average rating, 267 reviews

A cozy living area is presented with a plush gray sofa adorned with decorative pillows. A round coffee table sits atop a colorful area rug. A large window allows natural light into the space, highlighting a comfortable armchair and an entertainment console with a wall-mounted flat-screen television.

Home in Orchard District

2Bd Duplex Family Oasis Dogs firepit fenced yard

The exterior of the newly constructed home showcases a modern design with a front porch illuminated by warm lighting. Large windows frame the entrance, providing views of the surrounding natural landscape. The property features rocky landscaping with sparse vegetation and a hot tub visible to the side.

4.94 out of 5 average rating, 119 reviews

Brand new home* Hot tub* Mountain Views* Sleeps 8

4.98 out of 5 average rating, 181 reviews

Home in Orchard District

Butler Corner - New, Clean & Minutes From Downtown

The cozy bedroom features a rustic wooden bed frame with soft linens, complemented by natural light from a nearby window. A stylish soaking tub is presented with a wooden shelf nearby. The kitchen showcases modern appliances with a striking blue cabinetry, while a snowy mountain landscape is displayed outdoors.

4.97 out of 5 average rating, 213 reviews

Romantic Farmhouse near Mt. Bachelor

The exterior of the home features a welcoming front porch with two black Adirondack chairs and a small table. A path leads to the front door, bordered by low-maintenance landscaping and a natural stone feature. Large windows provide views of the surrounding area.

4.99 out of 5 average rating, 302 reviews

Your gateway to Mt Bachelor & all that Bend offers

4.98 out of 5 average rating, 305 reviews

Home in Orchard District

Have a Patio Barbecue at a Pet-Friendly House in Midtown

A spacious living area features solid oak flooring and a wood-burning stove set against a stone wall. Large windows offer views of the surrounding trees and snowy landscape, while a cozy stack of firewood is arranged beside the stove.

5 out of 5 average rating, 188 reviews

Lava Rock Retreat Modern Rustic Home

Pet-friendly home rentals with a pool

4.84 out of 5 average rating, 110 reviews

A large picture window offers a view of the Deschutes River and surrounding greenery. Yellow curtains frame the window, and a glass door leads to the outside. The serene river scene enhances the natural light filtering into the room.

Apartment in River West

Pet Friendly Cottage on the River near Downtown!

4.8 out of 5 average rating, 184 reviews

The single-story home features a natural wood exterior surrounded by tall trees. A spacious front deck includes a dining table with an umbrella and two chairs, providing a welcoming outdoor seating area. The driveway leads to a two-car garage.

Home in Sunriver

Sunriver Home; Hot Tub, SHARC, Fireplace and More!

4.91 out of 5 average rating, 111 reviews

An open living area is depicted with a large gray sectional sofa facing a wooden coffee table. Natural light enters through skylights and windows, illuminating the dining area equipped with a wooden table and chairs. The warm wood accents enhance the cozy feel of the space.

Apartment in Sunriver

Spacious 2 bedroom Sunriver condo + 6 SHARC passes

The exterior of the home displays a two-story structure nestled among tall trees. A wooden deck features a table and chairs, a barbecue grill, and an umbrella for shade, providing an inviting space for outdoor relaxation.

4.88 out of 5 average rating, 179 reviews

Sunriver home 8 SHARC passes, hot tub, wood stove

4.85 out of 5 average rating, 112 reviews

A spacious living area features a comfortable L-shaped sofa adorned with a light throw. Natural wood beams accentuate the ceiling, while a gas fireplace adds warmth. A flat-screen TV is visible, and a dining table with bar stools is situated nearby against neutral-toned walls.

Home in Sunriver

Updated Sunriver-Hot Tub, Walk to SHARC & Village

Cabin in Crooked River Ranch

A row of rustic cabins is set against a natural backdrop, showcasing wooden exteriors and inviting porches. Each cabin features a distinct entrance, with picnic tables arranged on the deck. A gravel path leads through the surrounding shrubbery, offering a sense of tranquility.

4.93 out of 5 average rating, 119 reviews

Classic Cozy Cabin with Awe-inspiring Views

4.94 out of 5 average rating, 119 reviews

The cabin is nestled among tall trees, featuring a green exterior with a welcoming entrance. The front yard showcases natural grass and scattered pine needles, leading to a spacious driveway with a two-car garage on the right. Large windows provide an inviting view into the cabin.

Cabin in Sisters

Cozy A-frame nestled in the Tall Pines of Tollgate

4.94 out of 5 average rating, 261 reviews

The open living space features a high beamed ceiling and natural wood accents. Two leather sofas are arranged around a light-colored coffee table. A dining area with a wooden table sits adjacent to the kitchen, which displays modern appliances and bar seating.

Home in Sunriver

A Little Peace of Paradise, A/C & 8 SHARC Passes

Private, pet-friendly home rentals

4.9 out of 5 average rating, 480 reviews

A wooden deck provides seating with two Adirondack chairs facing the tranquil river. Potted flowers add a touch of color to the space, while lush greenery lines the riverbank. Kayakers can be seen leisurely paddling on the water under a bright blue sky.

Cabin in Old Bend

Mill Cabin at Deschutes Dunes River/ beach access

4.89 out of 5 average rating, 320 reviews

A spacious deck is framed by a wooden pergola, featuring two individual chairs positioned for relaxation. Wide windows of the cottage allow natural light to fill the space, while the surrounding landscape reveals expansive views of native plants and shrubs, enhancing the overall tranquility.

Cottage in Terrebonne

Quiet central Oregon desert retreat with a view!

4.92 out of 5 average rating, 176 reviews

A private outdoor area features a hot tub surrounded by string lights, creating a cozy ambiance. A wooden table displays a bottle of sparkling wine with two glasses and a small potted plant, inviting relaxation and enjoyment in nature.

Cabin in Bend

Eco cabin near Bend: hot tub, sauna, EV plug

4.93 out of 5 average rating, 403 reviews

A cozy living area features a spacious bed with a plaid bedding set, situated beside a large window that allows natural light to fill the room. A comfortable recliner sits nearby, complemented by rustic wood accents and a decorative area rug.

Ranch in Prineville

Cozy ranch bunkhouse in Ochocos at Wine Down Ranch

Superhost

Bungalow in Larkspur

4.87 out of 5 average rating, 230 reviews

Bend Getaway with Deck | Old Mill shops | Dining

4.95 out of 5 average rating, 365 reviews

A welcoming front porch features two white folding chairs and a small table. Potted flowers add color to the space. The green door complements the light exterior, while overhead lights enhance visibility. Natural light filters through the surrounding trees.

Cottage in River West

Adorable West Side Cottage, Pet Friendly!

4.96 out of 5 average rating, 107 reviews

The A-frame cabin is framed by tall pine trees, showcasing a modern black exterior. Large windows reflect the surrounding forest, while a wooden deck serves as an entry point, inviting guests to explore the natural setting.

Cabin in La Pine

A charming craftsman log home is surrounded by mature pines, featuring a welcoming entrance with a covered patio. The lush green yard is complemented by well-maintained landscaping, providing a peaceful outdoor setting. A small umbrella is visible over the seating area, enhancing the inviting atmosphere.