Apartment holiday rentals in Ashland

A spacious bedroom features a large bed adorned with neutral-toned bedding and decorative pillows. A stylish seating area with a daybed rests opposite a window, providing natural light. Soft wood flooring complements the modern design, while minimalistic artwork and a plant add subtle touches.

4.94 out of 5 average rating, 118 reviews

Ashland Zen Den

Brand new remodeled and designed downstairs basement apartment on Main St. in Ashland. This space is modern, clean and peaceful. Each bedroom is equipped with high end mattresses, linens, TV, and bath robes. There are plenty of books to read and board games to entertain. Enjoy a short walk to downtown where you will find Lithia park, restaurants, cafes, and shopping! 25 min. drive to mt Ashland and world class MTB. Walking distance to Shakespeare festival. Plenty of beautiful wineries near by!

A black fire pit table with flickering flames is centrally positioned on a concrete patio. Two black chairs are situated beside the table. The background features a wooden fence and a solid wall, enhancing the outdoor ambiance.

4.94 out of 5 average rating, 185 reviews

Brand New Stylish MCM Studio

Enjoy a stylish experience at this centrally-located brand new studio apartment in a quiet neighborhood! Bright, clean, and cozy — the perfect home away from home. 1 queen bed 1 bath studio with kitchen located less than a mile to historic downtown Grants Pass where you will find amazing local restaurants and shopping! Space is a mile off I-5 and a mile and a half to the beautiful Rogue River. Guests will have access to their own private fenced patio complete with lights, fire pit and a bbq.

A comfortable seating area is showcased with a vibrant red sofa, accompanied by a white chair. Colorful woven textiles adorn the walls and floor, adding cultural richness. Soft lighting highlights the warm tones of the decor, creating an inviting space for relaxation.

4.94 out of 5 average rating, 277 reviews

Mexico Apartment at Wood Hamlet, by Downtown

The Wood Hamlet Mexico Apartment is a delightful space filled with color and culture. A short walk to town, 72-acre park & the theaters. Feel the welcoming warmth of the hand-crafted Mexican decor. Basement unit but with lots of windows and light. (4 beams at 6'1") Kitchen, with top of the line induction burner, fridge, microwave..., full bath, W/Dryer, work area... Wi-fi. Beautiful, garden with sitting areas & swimming pond. Parking. (Ashland City Permit# 17-080) NO SMOKING ON PREMISES

4.95 out of 5 average rating, 201 reviews

A comfortable living area features a grey sofa with orange accent pillows and a light purple armchair. A decorative area rug in rich colors anchors the space. Large windows allow for natural light, complemented by vibrant orange curtains and a wall-mounted TV.

Apartment in Phoenix

5 Star Luxury Southern Oregon Suite

Great little getaway on the outskirts of town. Away from the hustle and bustle of the city center, but minutes away from all the great places the Rogue Valley has to offer. This 800 sq foot apartment has been completely renovated to meet all the needs of travelers that are looking for an overnight stay or a long term place to land. This space offers updated heating and air, strong wi-fi, separate bedroom and working space. 2 smart TV's, designated parking, and a private entrance.

A modern living space features a cozy gray sofa and a wooden TV stand. A smart TV is positioned for viewing, with natural light entering through nearby windows. The entry door is white, complemented by a lamp on a side table, creating a welcoming atmosphere.

4.89 out of 5 average rating, 159 reviews

Peach Street Super Suite

Welcome to our updated 1-bedroom short-term apartment in the heart of Medford, Oregon, designed to exceed your expectations and provide a more comfortable and affordable alternative to a hotel stay. As you step into our centrally located apartment, you'll immediately notice the modern and inviting atmosphere. The living room is tastefully furnished with a cozy sofa, a smart TV for your entertainment needs, and a dining area perfect for enjoying meals or working remotely.

4.95 out of 5 average rating, 724 reviews

Swank House -Downtown Suite- Pet Friendly

Walk to all the shops, theaters, restaurants, trails and more. Steps to DOWNTOWN Ashland. All recently updated, this space brings in modern luxury design, travel convenience and location, location, location! New king bed surrounded with LED lighting, soft rugs, and plush bedding. Private parking eliminates all those downtown parking restrictions and time limitations. Pets welcome. Maximum 1 with pet fee. (#18-243)

An open studio layout is captured, featuring a kitchen with stainless steel appliances and a dining area with a round table. A spacious bed is positioned near a television mounted on the wall, with a laundry area visible at the back. Fresh flowers are arranged on the table.

4.96 out of 5 average rating, 181 reviews

"Panorama Place"

Welcome to our cozy 463 sq' cottage completed January 2021. This studio space boasts views above the city to the west and the wooded hillside up to 3500' Roxy Ann Peak to the east. With just a few minutes drive to the heart of downtown, this comfortably quiet, clean, private getaway will allow guests to thoroughly experience the best of southern Oregon. Full kitchen and laundry available in room.

Superhost

4.79 out of 5 average rating, 401 reviews

Boho-Modern |Lux Spa |Close to Downtown

A Perfect "Work from Home" Apartment Space - Private Entrance for peace and privacy - Comfy & Convenient - Spa-Style Soaking Tub - Queen Casper Mattress - With Washer/Dryer - With Private, Fully Fenced Backyard - With High-Speed Wifi & Roku Streaming TV - With Mini Split Heat - Fully Stocked Kitchen with all the essentials - Pet-Friendly: 1 small dog allowed with a $25 pet fee

4.89 out of 5 average rating, 196 reviews

Walk to downtown - Charming Upstairs Loft Studio

Light, bright, and thoughtfully designed upstairs loft studio—affordable & comfortable home just steps from downtown, dining, farmers markets, shops, parks, movie theater, and bus lines. Perfect for solo travelers or couples, this cozy space offers a clean, minimalist layout with everything you need for a simple, relaxing stay.

A spacious bedroom features a comfortable bed with soft linens, accented by orange and neutral pillows. Large windows with decorative curtains allow natural light to flood the room. A wooden table and folding chairs provide additional seating, and a ceiling fan offers air circulation.

4.89 out of 5 average rating, 853 reviews

Clean, Stylish Apt w/kitchen. block from Downtown

92½ Church Street. A private apartment with a large bedroom, full kitchen, bath with shower. Vintage styling with loads of special touches, ONE BLOCK from downtown. All the comfort of home and so close to the action. Large yard. Permitted. (Ashland City Permit: 15-237).

A serene pond surrounded by vibrant autumn foliage reflects hues of red, yellow, and green. The trees frame the water's edge, creating a peaceful natural setting highlighted by scattered leaves floating on the surface.

4.88 out of 5 average rating, 284 reviews

The Carriage House, Winner 2025 Best of Ashland!

Discover your perfect "home away from home" in the historic ASHLAND CARTER HOUSE, where you'll be staying in our home's former Carriage House. Ashland Business License PA 99-101

Popular amenities for Ashland apartment rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly apartment rentals

5 out of 5 average rating, 3 reviews

Honeysuckle Haven

A covered patio area features a set of white outdoor chairs arranged around a small table. A barbecue grill is visible in the background, complemented by hanging flower baskets. Sunlight casts gentle shadows on the concrete floor, enhancing the inviting outdoor setting.

4.74 out of 5 average rating, 23 reviews

The Oregon Hilltop Nest

A peacock wanders along a gravel path, featuring a vibrant blue head and a long, iridescent tail that spreads beautifully across the ground. Surrounding greenery and trees create a natural setting.

Creekside Mountain Retreat

Roxy Ann Hideaway

Apartment in Eagle Point

New place to stay

Whispering Garden Suite

A landscaped garden is depicted featuring a round stone planter filled with various blooming lilies in shades of red, pink, and white. A residential home with a manicured lawn and a visible American flag is positioned in the background, surrounded by greenery.

4.83 out of 5 average rating, 6 reviews

Sweet Residential Duplex

The exterior of the 4th Street Inn features a two-story building with a textured light grey facade. Large windows are framed in dark accents, allowing natural light to fill the interior. The entrance, marked by a bold sign, showcases red doors complemented by the surrounding greenery.

Private room in Ashland

232-Duplex-Private Bathroom-Mountain View

The living area features a comfortable gray couch adorned with decorative pillows, complemented by a wooden coffee table. A patterned area rug adds warmth, and artwork hangs on the wall. Soft lighting from recessed fixtures contributes to a cozy ambiance.

4.88 out of 5 average rating, 8 reviews

Cozy 1BR Apartment

Private apartment rentals

4.93 out of 5 average rating, 73 reviews

Cowslip's Love-In-Idleness Garden En Suite

4.93 out of 5 average rating, 15 reviews

Jacksonville Gateway Loft

This chalet-style building features an exterior of wood and natural tones, complemented by large arched windows that allow for abundant natural light. Surrounding trees provide a sense of privacy, while a balcony extends from the structure, offering additional outdoor space.

4.82 out of 5 average rating, 227 reviews

Great location to I-5 and city! King bed!

A cozy living area features a gray sofa with a yellow accent chair and decorative pillows on a blue and white rug. A wooden dining table is set for four, and a mirror reflects the space. Bright flowers add a touch of color.

4.91 out of 5 average rating, 95 reviews

Downtown 3 Bedroom Upstairs Flat with views "B"

A wooden outdoor seating area is positioned on a concrete patio, featuring two chairs and a loveseat with white cushions. A table sits in the center, surrounded by blooming purple flowers and green vegetation. Large glass doors lead into the interior space.

4.95 out of 5 average rating, 234 reviews

1940s Vintage apartment steps from the Rogue River

4.94 out of 5 average rating, 18 reviews

A cozy guesthouse room is showcased, featuring a spacious bed with light bedding and throw pillows. A stunning wall-mounted TV displays a fireplace scene. Two freestanding bathtubs are visible in the background, enhancing the room’s charm. Soft lighting and decor contribute to a warm ambiance.

Apartment in Merlin

Cozy Spa Vibe Guesthouse

A comfortable living area is shown, featuring a large couch with decorative cushions and a soft throw blanket. A simple coffee table rests in front, adorned with a snack platter. Natural light enters through a window, which overlooks a garden and fenced outdoor space.

4.97 out of 5 average rating, 59 reviews

The Loft

The exterior of the apartment is framed by lush greenery, with a flowering tree adding a touch of color. A well-maintained pathway leads to the entrance, which features a single door and a large window that allows natural light to enter the space.

4.94 out of 5 average rating, 18 reviews

Quiet Apt 4 Blocks Above Lithia Park and OSF

Apartment rentals with a hot tub

4.8 out of 5 average rating, 44 reviews

Cozy Condo in East Medford w/ Pool and Hot Tub

4.79 out of 5 average rating, 34 reviews

The Pool House

Superhost

The exterior of a contemporary estate is showcased, featuring a spacious driveway leading to the entrance. Surrounding the building are manicured lawns and blossoming trees. The property includes architectural details like columns and a classical fountain, framed in the foreground by lush greenery.

4.67 out of 5 average rating, 9 reviews

Chateau Herbe ~Miranda Carriage House Apartment

Superhost

4.81 out of 5 average rating, 64 reviews

Westwood Unit D

4.97 out of 5 average rating, 62 reviews

The exterior of a modern apartment features a sloped roof over a covered entrance. A wooden deck extends from the entryway into a lush, forested area, with trees visible in the background. A small planter adds a touch of greenery at the entrance.

Apartment in Rogue River

Jaloma Woods, a forested retreat

The exterior of the carriage house apartment is visible, set within a gated estate. A tree with budding blossoms is positioned in the foreground. The property features a large driveway leading to the entrance, with classical stone pillars and fountains in view.