Holiday rentals with breakfast in Ashland

4.96 out of 5 average rating, 50 reviews

A charming white cottage is surrounded by vibrant gardens, featuring colorful flowers and lush greenery. The welcoming front porch is adorned with seating, while a neatly manicured lawn extends beside a stone border.

Cottage in Jacksonville

Lily Pad/#1 Best Location/Full Kitchen/Luxurious

The Lily Pad is an elegantly appointed 1 bedroom home with a fully stocked kitchen with counter top dining, perfect for preparing a gourmet meal after a visit to the local farmers market. The private master bedroom has high quality, comfortable linen and a private patio. There is a gorgeous master bathroom and inviting living room made for relaxation. Concierge service available. *If you need more space both the Lily Pad and The Tigers Den can be booked together to sleep a total of 6 people.

LocationValueBreakfast

4.98 out of 5 average rating, 756 reviews

Guesthouse in Medford

Orchard Home Cottage *Private• Cozy• Peaceful*

*NO PETS* Enjoy Southern Oregon by staying in our peaceful bright cottage. Perfect for those who want a quiet getaway close to all the Rogue Valley has to offer. It is situated toward the rear of our property w/private parking and its own fenced patio. We are located 4 miles from Jacksonville where you can hear the sounds of the Britt Festival. Ashland, home of Oregon's Shakespeare Festival is 20 minutes away. Lakes, hiking trails, and rivers are all around for those looking for adventure.

ValueFamilySolo travel

4.99 out of 5 average rating, 474 reviews

Cottage in Phoenix

Wine Country Farm Stay Near Ashland

Stunning romantic wine getaway on a flower farm with spectacular views. Farm stay offers the perfect base for exploring the Rogue Valley wine trail, 15 minutes to over 20 Jacksonville and Ashland wineries in the heart of the valley. Cozy private deck offers a perfect spot to relax and enjoy wine with views of mountains, pastures, and fields. Home of the Oregon Shakespeare and Britt Festivals. One mile from the Greenway, a bike and pedestrian pathway. Enjoy a beautiful ride to local wineries.

FamilyValueAir conditioning

5 out of 5 average rating, 101 reviews

A private entrance is visible under a covered patio, featuring a green door and seating area. Stone columns support the structure, while lush greenery and decorative rocks enhance the outdoor space. The entrance leads to a dark exterior wall, providing a cozy, secluded atmosphere.

Home in Medford

Magnolia Suite

Delightful ground level apartment of my private home. Separate entrance with outside patio off of lush back yard. Self contained apartment with bedroom, (Queen Sized Bed). Private bathroom with walk-in shower. Full kitchen with refrigerator, range, microwave and dishwasher. Dining area at kitchen island, off of living room. Electric fireplace. Off street parking in driveway. Close to airport and shopping. Quiet neighborhood. It is like staying with family without the pesky relatives.

ValueFamilySolo travel

4.95 out of 5 average rating, 523 reviews

The entrance features a welcoming wooden door with glass accents. Colorful potted flowers in shades of yellow and red are arranged beside the door, adding a touch of warmth. A small table displays decorative items, enhancing the inviting appearance of the front porch.

Home in Grants Pass

Perfect Location! Entire house, pet friendly!

Looking for a place for an extended stay on a business trip to Grants Pass? Message me! Awesome neighborhood! Quiet & close to the Historical District which has wonderful restaurants and shopping. Good location for all activities in the area. Lots of natural light. Fenced back yard for your four legged friends. The front deck has table and chairs so you can sit out and enjoy morning coffee or evening glass of wine! The prefect location to base your Southern Oregon adventure from!

FamilyValueHiking

Guest suite in Grants Pass

An inviting swimming pool is set in a landscaped area, surrounded by palm trees and a wooden fence. The pool features a unique shape with a brick border and a small, rounded seating area nearby. Sun loungers are positioned adjacent to the water.

4.92 out of 5 average rating, 92 reviews

Cool Blue Waters-Guest Suite

Enjoy our newly renovated guest suite, perfect for short stays of 26 nights max. Cool Blue Waters is perfect for traveling professionals, families and dog lovers. We are centrally located in the heart of historic Grants Pass. The guest suite is attached to your Host's home and includes: Queen bed, office area, Wi-fi, TV, futon couch/folding bed, walk-in closet, kitchenette with coffee and breakfast items, Private Bathroom, toiletries, Pool and Private patio area.

FamilyLocationWalkability

Farm stay in Jacksonville

A lush green pasture is filled with grazing cattle, surrounded by rolling hills and a backdrop of trees changing colors. A red barn with a silver roof is visible in the distance, blending harmoniously with the rural landscape under a partly cloudy sky.

4.99 out of 5 average rating, 72 reviews

Circle G Bunkhouse on the Salant Family Ranch WIFI

NEW ! we have Wifi Wide open pastures located in the Little Applegate Valley along the river and in the forest. Historic Salant Family Ranch is a year round working cattle operation. Experience sunrises and sunsets over lush green pastures full of grazing cattle in all 4 seasons. Go back 100 years ago when raising beef was a well respected and profitable trade. Still is with this ranch today. We raise BEEF ! We sell BEEF! We love cows.............

ValueLocationQuiet

Guesthouse in Grants Pass

A charming building features warm wooden siding accented with unique artwork, including tools and crafts, mounted on the exterior. Large windows and a distinct triangular roof shape enhance its rustic appeal. A gravel pathway leads to the entrance, surrounded by landscaped greenery.

4.98 out of 5 average rating, 440 reviews

Laurel Farm's Guesthouse

Laurel Farm, a quiet, pastoral and mountain view farm located in the Rogue Valley of southern Oregon. Outdoor activities, the arts, and wineries reign. We're minutes off Hwy 199 and 15 minutes from I-5 and Grants Pass. Our historic building's guesthouse has everything you need for comfort and convenience. A relaxing place to hang your hat, we encourage longer stays. Pets on approval only. Let us know if you're a repeat guest. Some specials may apply.

ValueLocationView

Guest suite in Grants Pass

A serene view of the Rogue River is showcased, with lush trees lining the banks and a gently flowing current. Sunlight casts a warm glow over the water, highlighting the greenery and natural beauty in the surrounding area.

4.81 out of 5 average rating, 171 reviews

Two room private suite on river, friendly hosts.

Our place has just been remodeled. It is close to public transport, the city center, and family-friendly activities. We are within walking distance of a store, and a great restaurant. You’ll love our place because of the outdoor spaces, the light, and sitting next to the Rogue River watching the rafters, boats, geese, Egrets, Herons, and eagles.. Our place is good for couples, solo adventurers, business travelers, and families (with kids).

LocationValueHospitality

4.98 out of 5 average rating, 818 reviews

The exterior of the yurt is highlighted by warm light emanating from the windows, creating a welcoming ambiance in the evening. A wooden deck leads to the entrance, while a nearby chair rests under a small tree. Soft landscaping and a hammock are visible in the background.

Yurt in Grants Pass

Sunset View Yurt of Applegate Valley with HOT TUB!

NO CLEANING FEE! Large 24 ft yurt located on our 5 acre property. Gorgeous views to the west. Includes a king size bed, and queen sofa bed. Located in Applegate Valley. Many fabulous wineries nearby. We're 6 miles south of downtown Grants Pass, and 2 miles north of Murphy. Enjoy the hot tub under the stars, or catch a spectacular sunset. It's all good! Please note: Well behaved children are welcome.

LocationValueCheckout

Farm stay in Grants Pass

4.91 out of 5 average rating, 69 reviews

Country barn on 40 acres

Rest peacefully in our beautiful 40 acre wood, located at the very end of a quaint country rd. Quiet, peaceful with plenty of forest creatures, our country barn retreat offers a lovely respite from the hustle and bustle of daily life. With a tastefully decorated 1000sq ft ready for your use, it is a great spot to return to after visiting all there is to see in our area.

ValueLocationView

5 out of 5 average rating, 35 reviews

A balcony table adorned with a colorful mosaic design is accompanied by two chairs. Two coffee mugs are placed on the table, inviting guests to enjoy the outdoor views. Nearby houses and trees are visible in the background under clear skies.

Home in Jacksonville

Jacksonville Jewel

Snuggle into this comfy n spacious condo just 2 blocks from Historic J'ville and the Britt Music & Arts Festival. Grocery store is next door when you decide to cook in the fully stocked kitchen with all the amenities you need. Guest parking lot or on the street and plenty of hiking trails to explore

LocationFamilyAmenities

Popular amenities for Ashland Holiday Accommodation with Breakfast

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with breakfast

A corner room features a spacious bed with a patterned blanket, complemented by a recliner chair nearby. A large television is mounted on the wall, and natural light enters through a set of blinds. Warm wood flooring creates a cozy ambiance.

4.85 out of 5 average rating, 191 reviews

☀️ Nice Safe Area Queen bed CableTV we♡Pets

FamilyLocationShared spaces

A comfortable queen-sized bed is dressed in light blue linens, with decorative pillows displaying a 'Home Sweet Home' message. On either side of the bed, matching lamps with soft lighting illuminate the space. Rolled towels are neatly placed at the foot of the bed, adding a welcoming touch.

4.99 out of 5 average rating, 850 reviews

In-home private suite w/cont bkfst 1.6mi from I-5

ValueFamilyAir conditioning

Home in Gold Hill

New place to stay

4 Bed 3 Bath House In With Movie Theatre FREE WIFI

Private room in Grants Pass

A warm sleeping area features a wooden bed with decorative blankets and pillows. Two bedside lamps provide ambient lighting. A comfortable chair and a plant are present, while light filters through sheer curtains, illuminating the soft, carpeted floor.

5 out of 5 average rating, 12 reviews

Home on The Rogue: Steelhead Ally

LocationFamilyKitchen

The exterior of a ranch-style home is displayed, featuring a welcoming red door and a neatly landscaped front yard. A flag is proudly displayed, with lush greenery and a smooth pathway leading to the entrance. Sunlight filters through the leaves of a nearby tree.

4.97 out of 5 average rating, 746 reviews

Comfy Medford ranch with a Red door

LocationValueAir conditioning

A cozy master suite showcases a queen-sized bed adorned with a floral duvet. A comfortable seating area is positioned at the foot of the bed, and a wooden shelf displays various books. A small TV is mounted on the wall, contributing to a relaxed atmosphere.

4.99 out of 5 average rating, 636 reviews

Private Pulchritudinous 1918 Suite

LocationValueView

5 out of 5 average rating, 52 reviews

The Homestead

ValueFamilyParking

Superhost

A private bedroom features a king size bed, adorned with a floral patterned blanket. Natural light enters through two window panes, illuminating the hardwood floor. A lamp on a nightstand provides additional light, and a television is positioned against one wall.

4.85 out of 5 average rating, 571 reviews

safe area, king bed,smart tv, 1.5 bath, love pets

LocationFamilyWi-Fi

Other holiday rentals with breakfast

Hotel room in Jacksonville

A cozy bed is adorned with decorative pillows and a textured blanket. Natural light enters through a window, illuminating the soft linens. Beside the bed, a sleek lamp complements the warm wooden paneling on the wall.

4.92 out of 5 average rating, 12 reviews

Jacksonville Inn | RM #7 | Queen Guest Room

LocationComfortAmenities

The exterior of a welcoming building features a red awning above the double glass doors. Flower beds with vibrant yellow and orange flowers surround the entrance, while large windows provide a view into the interior. A stone facade is visible on a lower wall, adding textural contrast.

Apartment in Medford

Family-Friendly 2-BR Apartment

Superhost

A sleeping area features a spacious bed dressed in layered white linens and a striped throw. A plush chair sits beside a large window draped in light grey curtains, with natural light illuminating the room. A decorative mural adorns the wall, complemented by wooden furniture.

4.8 out of 5 average rating, 5 reviews

Premium King Room W/Private Bath

LocationDecorIndoor spaces

King Suite at Callahan's Mountain Lodge

Indoor spacesHospitality

Hotel room in Medford

New place to stay

ADA King w/ Roll-In Shower & Breakfast | Near MFR

Bright yellow lounge chairs are positioned around a sparkling blue pool, framed by vibrant blooming flowers. A large umbrella provides shade, enhancing the inviting atmosphere of the outdoor space, which is surrounded by lush greenery.

Hotel room in Grants Pass

Ashland Getaway | Wine. Pool. Free Breakfast.

4.86 out of 5 average rating, 37 reviews

Rare Find! Amazing Unit! Close to Riverside Park!

LocationValueQuiet

A cozy corner of the room presents a queen bed adorned with soft linens and complimentary throw pillows. An antique desk with a decorative arrangement and a lamp sits nearby, illuminated by natural light streaming through the window with white blinds.