Vacation rentals with breakfast in Redmond

4.99 out of 5 average rating, 185 reviews

An aerial view captures the expansive property featuring a lush English Country Garden filled with vibrant flowers and greenery. A serene swimming pond is visible in the foreground, while the well-maintained guest suite is framed by trees in the background.

Guest suite in Bend

Luxurious Private Tumalo Suite Nestled in Trees

The Treehouse Guest Suite is nestled in the trees in the beautiful community of Tumalo, Oregon! Tumalo, a short 10 minute drive west of Bend, is well known for its beauty to include easy access to hiking and biking trails. Your second floor craftsman style guest suite is surrounded by trees and includes a private entrance, garage, and deck. Our farm has scenic views of the Cascade Mountains. During the summer, guests can enjoy our English Country Garden, swimming pond, and Alpacas in the field.

4.97 out of 5 average rating, 216 reviews

Midtown Mid-Century With Hot Tub Near Downtown

POWDER SKI SPECIAL - SAVE 20+% NOW This fully updated 1940s, stocked and furnished home perfectly fits everyone. (Please read rave the reviews.) Central Oregon is the ultimate vacation destination with 25 golf courses, 22 breweries, 14 lakes, Mt. Bachelor, Deschutes River, Newberry Crater, Badlands Wilderness, hiking, waterfalls, wildlife, fishing, skiing, music, festivals, numerous activities, arts/culture, shopping, dining experiences, family-friendly, dog friendly...the options are endless!

A two-story apartment building is set against a vibrant blue sky, surrounded by lush greenery and landscaping. The structure features a warm color palette, with large windows and a wooden deck. A landscaped garden with various plants is visible in the foreground.

4.95 out of 5 average rating, 1,179 reviews

Private apt, 1bdrm/1bath, with kitchen, in town

Brand new remodeled apt January 2024! 1 king bed, 1 bath/shower with living/dining/bdrm/full kitchen apt. Private entrance. 3 bright, light & spacious rooms, treetop views. Kitchen has new full-size induction range and refrigerator, plus all cooking essentials. All new flooring/furnishings. Deck. In town location. Walking distance to NW Crossing, Newport Market, Galveston, also downtown Bend. Cycling routes just outside, 20 minutes to winter sports. NOTE-28 steps up from street! NO pets allowed!

4.99 out of 5 average rating, 250 reviews

The living area features a dark gray sofa adorned with colorful cushions. A wooden coffee table sits in front, while a cabinet displays games and decorative items. A small dining table is positioned near the window, which offers natural light, leading to a private entrance.

Guest suite in Bend

Private Apartment, Separate Entrance, Spacious

DCCA License #001537 Welcome to the Garden Sweet, a private apartment adjacent to a residential home. Tuscan style living nestled on a beautiful acre. Private and peaceful, yet just minutes to great local dining, shopping and outdoor recreation. The historic downtown and river are an easy 6 minute drive into the heart of old Bend. Spacious 3 room suite-living makes longer stays comfy! No shared interior spaces. Our extensive gardens, gazebos, grills, firepits are shared and open for guest use!

A serene creek flows alongside a lush green area bordered by tall pine trees. Sunlight filters through the foliage, creating a peaceful atmosphere. A wooden structure is visible in the background, nestled within the forest, enhancing the sense of tranquility.

5 out of 5 average rating, 127 reviews

Creekside Studio

This Studio is nestled in the forest along side Tumalo Creek, 10 minutes west of beautiful Bend, Oregon.This is an upstairs studio. Come to unplug, unwind, and relax in this serene retreat! We are Creekside and a Studio. Animals are welcome BUT MAY NOT STAY IN THE ROOM UNATTENDED, THANK YOU. Winter months YOU MUST HAVE 4 wheel drive and studs or chains. Bring your cross country skis or snowshoes as you can play right outside your door. This is an Art Studio for local artist to show their work

A private fire pit is seen on the patio, surrounded by rustic wooden chairs. A warm fire flickers against a vibrant sunset backdrop, with the silhouettes of trees and distant mountains creating a picturesque landscape.

4.94 out of 5 average rating, 248 reviews

Beautiful 10 acre farm stay in Tumalo!

Welcome to our family farm! Our lodging consists of a beautifully remodeled private wing and secluded patio and a beautiful, private fire pit to enjoy after a long day hiking or skiing! We also have added a Swedish barrel sauna with hot rocks to enjoy. It does wonders for your skin and soul! We provide luxurious robes!Our working farm is located on a quiet country road, sandwiched between Bend and Sisters. We also are now booking our outdoor space for small weddings and other celebrations.

The exterior of the guest house showcases a modern design with a covered porch, framed by a large pine tree. The landscape features natural stones and a gravel area, providing a serene setting. The surrounding homes can be seen in the background.

4.96 out of 5 average rating, 106 reviews

Home With Mountain View

Experience Bend in comfort. New, modern Yosemite inspired guest house with full kitchen that comfortably sleeps 4. Close to downtown, rivers, skiing, breweries, and all the outdoor fun Bend is famous for. Gorgeous view of the mountains and close to the lakes basin. Perfect for a romantic getaway, outdoor enthusiast, or a family. Queen bed in the master and living room includes a comfortable queen sofa bed. Tele-work and long term stay friendly! (maximum of 2 people for stays of 28 days+)

5 out of 5 average rating, 47 reviews

Cabin in Bend

Blinn's Landing: Riverfront Cabin, Mountain Views

Book early for Summer 2025! Historic log cabin, located at the confluence of the Spring and Deschutes Rivers, adjacent to Sunriver Resort, offers a relaxing getaway with sparkling natural springs and picturesque mountain & river views. Enjoy an idyllic retreat at this coveted six acre homestead surrounded by the Deschutes National Forest and boasting 780 feet of private pristine riverfront perfect for fishing, river floating, hiking & stargazing. Wonderful work/play escape. Dogs welcome.

Superhost

The kitchen features a spacious island bar with seating for four, complemented by dark metal chairs. Modern cabinetry and stainless steel appliances enhance the design, while large windows offer natural light and views of the fully fenced backyard.

4.88 out of 5 average rating, 181 reviews

King Bed - Pet Friendly - 3 Bedrooms 2 Bathrooms

Jameson's Place is located minutes from the Old Mill District, the Hayden Homes Amphitheater, Deschutes Brewery, and the Mount Bachelor ski area. The Smith Rock State Park is a short 45 min drive to the North and Crater Lake National Park is a 2-hour drive to the south. Jameson's Place (named after my son) is a great space for families with small children and/or pets. The private fully fenced backyard is a wonderful space to play cornhole after a long day of exploring Central Oregon.

4.97 out of 5 average rating, 192 reviews

Villa77: Renovated Stay Near Downtown & Old Mill

Newly renovated and thoughtfully designed, our airy apartment in Bend’s Midtown offers a 5-star experience. Enjoy crisp linens, plush towels, and fresh-ground local coffee brewed just the way you like it. Perfectly located near Downtown, the Old Mill District, and Bend’s best shops and eateries, our apartment is a cozy and stylish retreat. After a day of adventure, unwind in comfort at this charming home base! Owned by locals, this is the perfect launch pad for your Bend adventures!

A stone pathway leads into the backyard, bordered by natural landscaping. A low trampoline is positioned on the ground, and a shed is visible in the background. The setting offers a sense of space and is designed for outdoor enjoyment.

4.97 out of 5 average rating, 218 reviews

Quiet 2 Bed, Firepit, Dog/Family Friendly, Yard

• The Wildflower Weekender is a comfortable Bend Duplex in a quiet, established neighborhood. • 30 min to Mt Bachelor • 50 min to HooDoo • You will be close to everything including both Highway 97 and 20. • The house is bright and cheery with all amenities to relax, work, or play. The decor does change seasonally to fit B•E•N•D NO PARTYING! *Quiet at 10pm* * Please note, this is a mountain town & weather is not a reason we can accept cancellations * *$50 flat dog fee

4.96 out of 5 average rating, 106 reviews

Spring River Guest Apartment

Beautiful second story apartment with private entrance, private heated garage and shop to prepare your equipment to hit the mountain! You will enjoy the calming surround of the Spring River and Deschutes national forest. The apartment is 5 minutes from Sunriver Village where you can find restaurants, supermarket, coffee shops, etc. Mt. Bachelor is 20 min away! Bike and hiking trails just down the street! Electronic locks for easy check-in and enhanced cleaning procedures.

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Popular amenities for Redmond breakfast rentals

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House rentals with breakfast

The living room features a spacious seating area with luxury furnishings, including a large sectional sofa adorned with decorative pillows. Large glass doors provide natural light and access to the outdoor space, showcasing greenery and a well-maintained yard.

5 out of 5 average rating, 3 reviews

Modern Luxury Bend Home

A charming two-story home features a light-colored facade with a pitched roof and a welcoming front porch. Large windows invite natural light, while a neatly manicured lawn complements the exterior. A driveway leads to a garage, enhancing the home's accessibility.

4.94 out of 5 average rating, 66 reviews

Westside Summer/Winter Getaway Sleeps 4-8, Dogs ok

4.91 out of 5 average rating, 88 reviews

Home in Sunriver

Peaceful modern oasis -walking distance to Village

An inviting outdoor seating area features a modern fire pit surrounded by cushioned chairs, offering a cozy spot for gathering. A dining table is set for outdoor meals, and thoughtful lighting enhances the space under the covered patio, framed by lush trees.

5 out of 5 average rating, 88 reviews

Family/Remote Work Friendly House in Bend OR

A spacious living room is featured, showcasing two leather couches and a gas fireplace. Light from large windows illuminates the area, complemented by high ceilings and decorative elements. A TV can be seen above the fireplace, with various seating arrangements inviting relaxation.

4.96 out of 5 average rating, 228 reviews

4 Bed/2.5 Bath, Pet Friendly, Hot Tub, Bend Oregon

A private deck area is equipped with a hot tub and a glass-top dining table surrounded by four chairs. A green umbrella provides shade, and trees and greenery are visible in the background, creating a serene outdoor setting.

5 out of 5 average rating, 21 reviews

Light and Bright West Side Home

Home in Old Bend

4.91 out of 5 average rating, 23 reviews

Riverfront Luxury in Downtown with Sauna,

Home in Sunriver

4.88 out of 5 average rating, 24 reviews

10 Pine Ridge Lane – Where Comfort Meets Luxury!

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Apartment rentals with breakfast

The charming two-story retreat is framed by tall trees, featuring a rustic wooden exterior. Large windows with warm lighting create an inviting atmosphere. An outdoor walkway leads to the front entrance, with well-maintained landscaping visible in the foreground and the serene setting captured in the background.

Retreat for reunions, friends, family & business

The living room displays a blend of cozy seating options, including two chairs with armrests, a plush green sofa, and a soft area rug. A stylish coffee table is centered beneath a modern light fixture, while a fireplace is positioned against a textured wall, adding warmth to the space.

4.87 out of 5 average rating, 166 reviews

{Laui Place} - One-of-A-Kind in the Heart of Bend!

The exterior of the home showcases a modern design with wooden siding and a metal roof. The entryway features a spacious wooden deck, surrounded by landscaped areas with shrubs and small trees. A serene atmosphere is highlighted by nearby nature in the peaceful neighborhood.

Retreat for reunions, friends, family & business

A private outdoor space is featured, with a wooden deck leading to a fenced area. Two blue chairs are positioned to invite relaxation, while a grill is visible nearby. The peaceful surroundings showcase a blend of greenery and clear skies, enhancing the tranquility of the retreat.

Retreat for reunions, friends, family & business

The exterior of the two-story retreat showcases a blend of wood and metal materials, creating a unique architectural design. Large windows provide ample natural light, while a wraparound deck features outdoor seating. Surrounding greenery adds a touch of nature to the inviting facade.

Retreat for reunions, friends, family & business

A bright and welcoming living room features a gray sectional sofa and an armchair, with a cozy area rug underfoot. A flat-screen television is mounted on the wall, complemented by a decorative painting. Natural light filters through window drapes, with potted plants adding greenery.

4.98 out of 5 average rating, 287 reviews

Villa75: Perfect Midtown Location w/ Cozy Fire Pit

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Bed and breakfast rentals with breakfast

A wooden bridge spans over a small rock-lined stream, connecting lush green areas. Surrounding trees and plants add to the serene landscape, while a gazebo is seen in the background, offering a shaded seating area.

5 out of 5 average rating, 4 reviews

Sunny Acres Bed & Breakfast: Family Fun

A wide view of a spacious country home is depicted, surrounded by lush green grass and various trees. The house features a welcoming porch with seating, and large windows reflecting the blue sky adorned with wispy clouds. A serene outdoor space invites relaxation.

4.96 out of 5 average rating, 86 reviews

Sunny Acres Bed & Breakfast:Cabin Suite- Pets

A wooden deck area features a table with a glass top and two chairs, shaded by a red umbrella. Green trees are visible in the background, creating a serene outdoor space for relaxation.

4.96 out of 5 average rating, 246 reviews

Midtown Haven

A dramatic sunset unfolds over the Cascade mountains, featuring an array of vibrant colors blending into the sky. Silhouetted trees frame the scene, with a snow-capped peak visible in the background, providing a serene and picturesque backdrop.

Private room in Redmond

5 out of 5 average rating, 11 reviews

Million Dollar View of the Cascades (Two)

A serene backyard scene showcases a gently rippling pond surrounded by varied greenery. Large trees and well-spaced plants create a peaceful atmosphere. A wooden deck is visible in the background, along with a gravel path leading towards additional landscaping elements.

4.95 out of 5 average rating, 40 reviews

Sunny Acres Bed & Breakfast:Cottage Garden Room

A serene backyard features a pond surrounded by smooth rocks and lush green grass. Trees and shrubs create a natural setting, while a wooden deck is visible in the background. The sky is partly cloudy, adding to the tranquil ambiance.

4.98 out of 5 average rating, 50 reviews

Sunny Acres Bed & Breakfast: Safari Room

4.91 out of 5 average rating, 701 reviews

A spacious living area features a stone fireplace as a focal point, surrounded by comfortable seating and bookshelves. Tall windows allow natural light to fill the room, highlighting wooden accents and a dining table set for gathering. A piano and additional seating create a cozy atmosphere.

Private room in La Pine

Queen+Twin @ Ponderosa Forest Retreat!