Pet-friendly holiday rentals in Redmond

4.9 out of 5 average rating, 384 reviews

A spacious sleeping area features a large bed adorned with a patterned comforter and decorative pillows. Dark curtains frame a window that allows natural light to fill the room. Two nightstands with lamps are positioned on either side of the bed.

Guest suite in Bend

Cozy Studio! Walk to NW Crossing and Shevlin Park

Cozy, soft decor fill this light, bright studio with a private entrance. Shevlin Park and Phil's Trail are minutes away for hiking, running, and mountain biking. Mt. Bachelor is a short 30 minute drive for skiing in the winter and downhill biking in the summer. Smith Rock is a 45 minute drive for hiking and climbing enthusiasts. Shopping and dining are within walking distance at NW Crossing or a a short drive to the Old Mill or Downtown Bend. Mesh Network Wifi, coffee, tea and snacks provided.

4.96 out of 5 average rating, 109 reviews

An open living area is displayed, featuring a dark leather sofa and a wooden coffee table. A dining area with wooden chairs is seen in the background, along with a well-equipped kitchen that is partially visible. Natural light brightens the space, highlighting the warm wood flooring.

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.

4.98 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

4.98 out of 5 average rating, 201 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

4.84 out of 5 average rating, 239 reviews

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

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.

4.92 out of 5 average rating, 119 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.

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.

4.87 out of 5 average rating, 456 reviews

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!

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.

4.93 out of 5 average rating, 235 reviews

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.

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.

4.95 out of 5 average rating, 698 reviews

"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

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, 120 reviews

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

An open living space is displayed, featuring sliding barn doors that lead to a bedroom. A large wall artwork of a bridge over a misty landscape adds depth, while a cozy armchair and a small ornate table create inviting seating options.

4.88 out of 5 average rating, 410 reviews

Charming east side house, with hot tub.

4.94 out of 5 average rating, 434 reviews

A quaint cottage exterior is surrounded by greenery, featuring a covered porch with steps leading to the front door. Vibrant landscaping includes flowering plants, bushes, and trees, enhancing the inviting atmosphere of the home.

Home in River West

Cozy, Pet Friendly, Hot Tub. Garage.

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, 303 reviews

Your gateway to Mt Bachelor & all that Bend offers

4.81 out of 5 average rating, 419 reviews

Home in Old Bend

Downtown Den

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

A spacious single-story home is surrounded by tall trees, featuring a well-maintained lawn in the front yard. The house is designed with dark siding, a welcoming entryway, and a garage on the left, blending harmoniously with the natural surroundings.

4.96 out of 5 average rating, 206 reviews

5min to river, 5min to Sunriver, hot tub, dogs ok

4.96 out of 5 average rating, 484 reviews

An expansive deck overlooks the Deschutes River canyon, featuring a hot tub and several outdoor seating areas. The rugged landscape is characterized by rocky cliffs and sparse vegetation, leading to a serene view of the river winding through the canyon.

Home in Terrebonne

Canyon House, Crooked River Ranch

Pet-friendly home rentals with a pool

4.91 out of 5 average rating, 179 reviews

The living room features a cozy sectional couch, accented by a blue throw blanket. A large stone fireplace is flanked by wood logs, while a contemporary chandelier hangs overhead. Natural light enters through a large window, providing an inviting ambiance to the space.

Townhouse in Bend

Modern Home With SHARC Pool, Bikes, & Cedar Sauna

4.96 out of 5 average rating, 142 reviews

The cabin features a welcoming entrance with a wood deck and rustic details. Framed by green trees, the two-story structure showcases a steep gabled roof and large windows, providing a warm and inviting sight. A path leads to the entrance, surrounded by low shrubs.

Cabin in Sisters

Pet + kid friendly w/ private hot tub!

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

4.97 out of 5 average rating, 171 reviews

An indoor pool room features a heated dipping pool, surrounded by vibrant red lounge chairs. A seating area is present with a couch and decorative pillows, while bright artwork adorns the walls. Sliding glass doors allow natural light and lead to the outside.

Home in Larkspur

Family Friendly Home | Indoor Pool | Pets Welcome

4.89 out of 5 average rating, 225 reviews

A welcoming living area features a gas fireplace set within a brick surround. Large windows provide natural light and views of the outdoor space. A comfortable seating arrangement includes a dark sofa and a coffee table, while a bookshelf is filled with various books.

Apartment in Sisters

Sisters Getaway

The exterior of the home displays a combination of dark blue siding and natural stone accents. A spacious front porch is featured, along with two garage doors and a wide paved driveway. The sloped roof adds to the home's structural interest.

4.85 out of 5 average rating, 113 reviews

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

4.82 out of 5 average rating, 256 reviews

The main living area features a spacious bed with a light grey comforter. A dining table with white chairs is positioned nearby, and a kitchen area with modern appliances is visible in the background. A TV and fireplace are integrated into the design, creating a welcoming environment.

Apartment in River West

Riverfront Condo or Downtown Bend? How about both!

Private, pet-friendly home rentals

4.92 out of 5 average rating, 134 reviews

A cozy living area is presented, featuring a blue couch and two brown chairs. A wooden dining table is visible, surrounded by wooden chairs. Warm lighting is created by pendant lamps above the table, complemented by a table lamp on a side table. A door leads to the outside.

Cottage in Old Bend

2 Bedroom Delight In The Old Mill

4.94 out of 5 average rating, 562 reviews

A rustic log cabin is nestled among tall pine trees, featuring a welcoming porch with wooden railing. Sunlight filters through the branches, illuminating the surrounding forest floor and creating a serene atmosphere in the natural setting.

Cabin in Bend

Log Cabin on Tumalo Creek

4.98 out of 5 average rating, 182 reviews

The bedroom features a spacious bed dressed in white linens, complemented by two round side tables with lamps. An artwork hangs above the bed against a dark accent wall, while a natural fiber bench offers additional seating. Hooks line the wall for added convenience.

Guest suite in Bend

Modern Apartment Perfect For Couples (Dogs Too!)

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!

4.94 out of 5 average rating, 175 reviews

A cozy living area features a gray sofa with colorful cushions, accompanied by a wooden table and a lamp. A large window allows natural light, partially covered by a light shade. A landscape painting adds a touch of color to the blue accent wall.

Guest suite in Redmond

Adams Corner, private, comfortable, convenient

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

4.95 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!