Ashland Rentals
From $299 per night (USD)VRBO
Stacy's 2nd St Cottage. Steps to downtown.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
1200 sq ft cottage located in the historic railroad district 1/2 block to downtown and a five minute walk to the festiva ...
From $299 per night (USD)VRBO
From $216 per night (USD)VRBO
Light-Bright-Stylish! Sparkling Clean! 15-min level walk to town. Private deck.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Nursery Street Guesthouse has always received 100% 5-star ratings for cleanliness, location, and hosting. Come relax i ...
From $216 per night (USD)VRBO
From $263 per night (USD)VRBO
The Best In Ashland: Magnificent View, Privacy, Quality, Convenience, Very Clean
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
3 bedroom, 2 bath villa on acreage within minutes of theaters, restaurants and shopping. Very private with modern kitche ...
From $263 per night (USD)VRBO
From $231 per night (USD)VRBO
High Street Cottage Artists' Garden Cottage Clean & Beautiful
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Set in one of Ashland's oldest and most desired neighborhoods. This 1931 cottage has been lovingly restored back to its ...
From $231 per night (USD)VRBO
From $521 per night (USD)VRBO
Asian Inspired Escape with View - Just 3 Miles from Downtown
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Asian meets Craftsman in this two story hillside home perched high above the city lights. Full kitchen with every ameni ...
From $521 per night (USD)VRBO
From $174 per night (USD)VRBO
The Terra Cottage Inn - Ashland, Oregon
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Nestle into one of Ashland's best neighborhoods, a beautiful, short 4 block walk to world class theatre, dining, arts an ...
From $174 per night (USD)VRBO
From $342 per night (USD)VRBO
Updated 3BR Escape: Valley Views, Pet-Friendly
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Summary: Welcome to The Crest. Entirely renovated, fully stocked, well appointed, midcentury modern home located on a pr ...
From $342 per night (USD)VRBO
From $57 per night (USD)VRBO
Beautiful Apartment in Ashland
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The Space We are renting out the lower ground floor of our large contemporary home... Singles and couples alike will en ...
From $57 per night (USD)VRBO
From $58 per night (USD)VRBO
Charming, Comfortable Garden Studio Above The University.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
This studio is in a beautiful backyard one block above Southern Oregon University. It has a kitchenette with small fridg ...
From $58 per night (USD)VRBO
From $266 per night (USD)Expedia
232-Duplex-Private Bathroom-Mountain View
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
232 4th St is a 3 bedroom 2 bathroom home. There are 2 full size beds and a queen bed. The home features a fully stocked ...
From $266 per night (USD)Expedia
From $265 per night (USD)VRBO
230-Downstairs-Duplex-Private Bathroom-Mountain View
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Great three bedroom - two bath accommodation in historic, downtown location Welcome to “The Garden" at the 4Th Street In ...
From $265 per night (USD)VRBO
From $287 per night (USD)Expedia
East Main Downtown Bungalow
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This is a beautiful new one bedroom bungalow with hardwoods floors, granite counters, and new appliances. There is a sha ...
From $287 per night (USD)Expedia
From $277 per night (USD)VRBO
Ashland's Mountain View Vacation Rental.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Mountain View Cottage Ashland’s newest vacation rental The perfect place to stay for your next Ashland get a ...
From $277 per night (USD)VRBO
From $107 per night (USD)VRBO
Vacation Home in Beautiful Ashland (Ashland, OR)
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Charming, remodeled, furnished Victorian-Style, spacious home, only 4 easy blocks from downtown Ashland, the Plaza, Worl ...
From $107 per night (USD)VRBO
From $156 per night (USD)VRBO
Stone's Throw Bungalow ~ Walk to Plays, Licensed\/Legal, Private Entrance, Garden
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Just a stone's throw to the plaza, a licensed one-bedroom vacation rental suite is tucked behind one of Ashland's charmi ...
From $156 per night (USD)VRBO
From $111 per night (USD)VRBO
East Main Ease!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Newly remodeled townhome is private, but just a short walk to downtown Ashland. Coffee shop, restaurants, bike trails a ...
From $111 per night (USD)VRBO
From $118 per night (USD)VRBO
Ashland, Oregon. Available for two months August 1 - September 30.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Our cottage is very private and quiet, yet we are only a few minutes walk from the Festival, downtown and our 73 acre Li ...
From $118 per night (USD)VRBO
Click For PricingVRBO
Ashland Townhouse, furnished
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
3 bedroom, 2 and 1/2 bath furnished townhouse located 1/2 mile from grocery shopping and the YMCA, 1 mile from Southern ...
Click For PricingVRBO
From $257 per night (USD)VRBO
Charming Space Next to Everything, Walk Anywhere!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Park the car the duration of your stay and feel at home in quaint little Ashland town. Spacious and artistic decor is pe ...
From $257 per night (USD)VRBO
From $374 per night (USD)VRBO
Abigail's Vacation Cottage private two bedroom & within walking distance to town
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Abigail's Self- Catering Vacation Cottage is within walking distance to the town plaza here in Ashland, Oregon. This com ...
From $374 per night (USD)VRBO
From $345 per night (USD)VRBO
BLOSSOM VIEW COTTAGES: Luxurious 3 Bedroom + Den Near Theaters, Downtown
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
BLUE HYACINTH Welcome to the Blue Hyacinth, a lovely 3 BDRM-2 BATH house, at Blossom View Cottages. We are located in ...
From $345 per night (USD)VRBO
From $242 per night (USD)Expedia
BLOSSOM VIEW COTTAGES - Charming Home near OSF Plaza and Downtown
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to the Victorian Rose at Blossom View Cottages. We are located in the historic railroad district, less than half ...
From $242 per night (USD)Expedia
From $286 per night (USD)VRBO
Home Sweet Home - Relax w\/ Beautiful Big Yard and Steam Shower
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Summer Rental Home in beautiful Ashland Oregon. We are renting out our home for July 26 - August 24, 2018. Minimum Ren ...
From $286 per night (USD)VRBO
From $293 per night (USD)Expedia
The Ashland Cottage, walk to town
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Our guests at The Ashland Cottage are always thrilled upon arrival, "It's gorgeous!" The cottage offers exactly what Ash ...
From $293 per night (USD)Expedia
From $56 per night (USD)VRBO
Winter on Pine Street! Cozy cottage just blocks to town and Lithia Park!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Pine Street Cottage: This is a monthly rental, 30 days or more. This comfortable separate ONE BEDROOM cottage is located ...
From $56 per night (USD)VRBO
From $168 per night (USD)Expedia
The Maple Apartment at Tudor House Vacation Rentals
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Upstairs one bedroom has a queen sized bed, the other has two twin beds, with a full bathroom. Downstairs another full b ...
From $168 per night (USD)Expedia
From $202 per night (USD)VRBO
The Dogwood Suite at Tudor House Vacation Rentals
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 5
The upstairs Bedroom has a queen and a twin bed. The downstairs has a full kitchen, dining table, sofa-bed, and TV. Fr ...
From $202 per night (USD)VRBO
From $188 per night (USD)VRBO
Downtown Ashland private cottage with garden patio
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
The Silver Frog Guesthouse, complete with a queen bed, fold-out twin couch, kitchen and shower-only bathroom, is set bac ...
From $188 per night (USD)VRBO
From $206 per night (USD)VRBO
Custom Ashland Home with Fantastic Mountain Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Beautiful 1360 square foot home on 2 acres. Modern, shed roof design with great windows and view of Grizzly Peak. Quiet ...
From $206 per night (USD)VRBO
From $148 per night (USD)Expedia
Beautiful Guest Suite with Private Deck Overlooking Forest and Waterfall
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This newly remodeled, modern guest suite is nestled in the Tolman Creek canyon and surrounded by a beautiful madrone, pi ...
From $148 per night (USD)Expedia
From $147 per night (USD)VRBO
Exquisite Artist's home, all summer or month to month.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 4
This home is beautifully appointed with high end furniture, oriental rugs and art from across the globe. It has the best ...
From $147 per night (USD)VRBO
From $322 per night (USD)Expedia
1907 Charmer, Perfect Downtown Location, So Clean!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Do you love history and cool old homes right in the heart of it all? Do you get a kick out of original brass and iron be ...
From $322 per night (USD)Expedia
From $509 per night (USD)VRBO
In the historic railroad district, walking distance to all the best of Ashland!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
COVID-19 PANDEMIC - please call direct for information on cleaning protocols and further information on cancelation poli ...
From $509 per night (USD)VRBO
From $160 per night (USD)VRBO
Monthly rental offering privacy and views near Ashland Plaza.
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
A well appointed, executive home offering privacy and grand views in a fantastic Ashland Location. Natural lighting abou ...
From $160 per night (USD)VRBO
From $175 per night (USD)VRBO
Oberon -Second Spring Property 1-3 Bedroom Luxury Rentals In Downtown Ashland
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Second Spring Property We are excited to announce that our property was given The Ashland Historic Preservation Award in ...
From $175 per night (USD)VRBO
From $124 per night (USD)Expedia
Adjacent to downtown Ashland and Lithia Park. Lithia Park Cabin
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Arrive. Park your car. Exhale & walk for the remainder of your visit. You are now adjacent to 93- acre Lithia Park and d ...
From $124 per night (USD)Expedia
From $98 per night (USD)VRBO
Adjacent to Downtown Ashland and Lithia Park, Lithia Park Suite 1
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Arrive. Park your car. Exhale & walk for the remainder of your visit. You are now adjacent to 93- acre Lithia Park and ...
From $98 per night (USD)VRBO
From $78 per night (USD)Expedia
Adjacent to Downtown Ashland and Lithia Park, Lithia Park Suite 3
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
You have arrived and are now adjacent to 93- acre Lithia Park and downtown Ashland. Within a 5-minute walk, you will dis ...
From $78 per night (USD)Expedia
From $78 per night (USD)VRBO
Adjacent to Downtown Ashland and Lithia Park, Lithia Park Suite 2
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
Within a 5-minute walk, you will discover exceptional restaurants, the Oregon Shakespeare Festival, curio stores, bakeri ...
From $78 per night (USD)VRBO
From $230 per night (USD)Expedia
Titania - Second Spring Property 1-3 Bedroom Luxury Rentals In Downtown Ashland
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
Second Spring Property We are excited to announce that our property was given The Ashland Historic Preservation Award in ...
From $230 per night (USD)Expedia
From $312 per night (USD)VRBO
Premier Downstairs Flat in Perfect Down Town Location
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This is a beautiful new 3 bedroom flat with oak hardwoods floors, granite counters, and new appliances. There is a laund ...
From $312 per night (USD)VRBO
From $263 per night (USD)Expedia
Charming well appointed Cottage in Ashland ( 800 + sq. ft. )
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The Farm Cottage is a renovated former horse hotel. It retains the charm of its former use yet is well appointed and upd ...
From $263 per night (USD)Expedia
From $390 per night (USD)VRBO
Serenity Awaits: Pool, Hot Tub, Sauna, Gym
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Luxury 3BR escape with pool, sauna, and gym awaits near the Oregon Shakespeare Festival. Indulge in refined living with ...
From $390 per night (USD)VRBO
From $62 per night (USD)VRBO
Spacious Historic House one block to downtown in fun neighborhood!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Please see reviews of our other place: vrbo.com/181670 as we don't have any for this place yet. This is a monthly renta ...
From $62 per night (USD)VRBO
From $589 per night (USD)VRBO
Come stay at our farmhouse! A place to integrate all the beauty surrounding you!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Our family ranch home is nestled at the base of Grizzly Peak, with expansive views of Mt Ashland, and the Rogue Valley. ...
From $589 per night (USD)VRBO
Click For PricingExpedia
Warm & Inviting Ashland Cottage < Half-Mile to SOU
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
A private slice of paradise awaits at this cozy Ashland vacation rental! Hosting a fenced patio and yard, vegetable gard ...
Click For PricingExpedia
From $275 per night (USD)VRBO
Unique stay minutes from downtown
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Take it easy at this unique and tranquil getaway full of 150 years of history. Walk the 140-acre grounds, enjoying the s ...
From $275 per night (USD)VRBO
From $261 per night (USD)Expedia
New Downtown 3 Bedroom Upstairs Flat with views
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
This is a beautiful new upstairs 3 bedroom flat with oak hardwoods floors, granite counters, and new appliances. There i ...
From $261 per night (USD)Expedia
From $395 per night (USD)VRBO
Helman Street Penthouse with a View
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This award winning building is located in Ashland's Historic railroad district just 3 blocks to Ashland's Plaza. A light ...
From $395 per night (USD)VRBO
From $435 per night (USD)VRBO
Second Spring Property - 3 bedroom 2 bath luxury home in the heart of Ashland
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This luxury vacation rental is uniquely designed for elegance and comfort that will make you feel right at home. The new ...
From $435 per night (USD)VRBO
From $306 per night (USD)VRBO
The Perfect Vacation Cottage
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Central Avenue Cottages is licensed by the city of Ashland and is a charming turn of the Century house that has been tas ...
From $306 per night (USD)VRBO
From $394 per night (USD)Expedia
Railroad District, steps to downtown, everything you need to enjoy Ashland!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to the Garden Suite at Second Street Cottages! (Permit#:06-01959) The Garden Suite is located just two blocks fr ...
From $394 per night (USD)Expedia
From $358 per night (USD)VRBO
Spacious B Street Beauty, Around the Corner from Festival
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Lovely craftsman home on B Street. The Ashland Food Coop is across the way. Located in the historic railroad district, ...
From $358 per night (USD)VRBO
From $153 per night (USD)VRBO
The Indigo Cottage 5 Min walk to Downtown Ashland
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Quaint Cottage. Amazing location 1.5 blocks to Downtown Ashland. Outdoor fire pit and vegetable garden and full kitchen. ...
From $153 per night (USD)VRBO
From $288 per night (USD)VRBO
Charming home, w\/hot tub, close to downtown Pet-Friendly!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Great location, just a short walk to all the amenities downtown Ashland has to offer. This historic home (Built 1905) h ...
From $288 per night (USD)VRBO
From $110 per night (USD)Expedia
Prime Ashland Studio: Stylish Cozy Haven
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to our newly built studio cottage, the ultimate haven for solo travelers exploring the beautiful city of Ashland ...
From $110 per night (USD)Expedia
From $219 per night (USD)VRBO
Courtside Cottage - WalkScore 93 - Dog Friendly
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Located just blocks away from the OSF theaters downtown, Courtside Cottage is the perfect place to land on your next vis ...
From $219 per night (USD)VRBO
From $421 per night (USD)Expedia
Dreamy 4BR Sanctuary: Pool, Hot Tub, Gym
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
Welcome to our luxurious and tranquil retreat, featuring two stunning master bedrooms. One bedroom boasts a jetted tub i ...
From $421 per night (USD)Expedia
From $171 per night (USD)VRBO
Sage Ashland Cottage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Quaint Cottage. Amazing location 1.5 blocks to Downtown Ashland. Outdoors Private courtyard enclosed with fence in front ...
From $171 per night (USD)VRBO
From $355 per night (USD)VRBO
Lovely Craftsman Home Around the Corner from Shakespeare
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 10
Classic home on B Street. The Ashland Food Coop is across the way. Located in the historic railroad district, one of the ...
From $355 per night (USD)VRBO
From $205 per night (USD)VRBO
The Peerless Hotel | Signature ADA Room #1 | Artist's Abode | Historic District
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to Guest Room 1, the perfect getaway for two! With a plush queen size bed, luxurious walk-in dual head shower, a ...
From $205 per night (USD)VRBO
From $238 per night (USD)Expedia
The Peerless Hotel | Anniversary Suite #3 | Twin Soaking Tubs | Historic District
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to our most luxurious and romantic suite. Featuring a full private bathroom with the famous “twin tubs” that are ...
From $238 per night (USD)Expedia
From $286 per night (USD)VRBO
The Peerless Hotel | Junior Suite #2 | Jetted Tub | Historic District
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Junior Suite #2 is a cozy, unique, one-of-a-kind space with a queen bed, a private bathroom, and a jacuzzi tub. Relax in ...
From $286 per night (USD)VRBO
From $219 per night (USD)Expedia
The Peerless Hotel | Honeymoon Suite #7 | Private Jacuzzi | Mountain Views
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Located on the second floor, this spacious and bright suite features wrap around windows, a 4-post luxurious queen bed, ...
From $219 per night (USD)Expedia
From $204 per night (USD)VRBO
The Peerless Hotel | Junior Suite #5 | Jetted Tub | Historic District
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Step into a world of elegance and romance in this French-inspired guest room on the second floor. You’ll feel pampered b ...
From $204 per night (USD)VRBO
From $179 per night (USD)Expedia
The Peerless Hotel | Signature Room #6 | Clawfoot Tub |Historic District
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Located on the second floor, our most petite yet whimsical guest room features exposed brickwork, a clawfoot tub for soa ...
From $179 per night (USD)Expedia
From $330 per night (USD)VRBO
Mountain Ave House by WanderLodges
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to this beautifully renovated turn of the century 3 bed/ 2 bath house in Ashland, OR. Featuring one king bed on ...
From $330 per night (USD)VRBO
From $178 per night (USD)Expedia
Peaceful, spacious home on 8 acres. Pet-friendly, close town, and a creek!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
You will be an easy 10 minute drive from Downtown Ashland and feel like you are out in the country. The home is 1200 squ ...
From $178 per night (USD)Expedia
From $265 per night (USD)VRBO
Nancy's Garden Cottage -1. 5 Blocks to Downtown
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
We are located in the heart of Ashland. Only 1 block from Downtown. Enjoy the open Garden and Great location to all Rest ...
From $265 per night (USD)VRBO
From $308 per night (USD)Expedia
Artsy Downtown Historical House: Steps to Shakespeare
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: **Welcome to The Matriarch Heritage House** Located in the HEART of Ashland. Park your car and walk to all you' ...
From $308 per night (USD)Expedia
From $347 per night (USD)VRBO
Swank House on Main St in Ashland
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
<p>Located in Ashland, this welcoming vacation home lets you experience it all. Ashland Library is just steps away and O ...
From $347 per night (USD)VRBO
Click For PricingExpedia
Modern Farmhouse on Emigrant Creek
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
Enjoy peace indoors and out in this spacious, stunning and serene home. It was built by a renowned local contractor in 2 ...
Click For PricingExpedia
From $198 per night (USD)VRBO
Charming Retreat: Ashland's Urban Hideaway
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Helman House ~ Old Ashland Charm, Short Walk to the Plaza ★HOME OVERVIEW★ One and a half blocks away from Main St. on a ...
From $198 per night (USD)VRBO
From $94 per night (USD)Expedia
Cozy Studio Haven for Pets
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Convenient to the many theaters—including the world-renowned Oregon Shakespeare Festival—boutique shops, award winning w ...
From $94 per night (USD)Expedia
From $371 per night (USD)VRBO
Urban Oasis: Ashland's Premier Location
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 16
Helman House and Cottages ~ Old Ashland Charm, Short Walk to the Plaza ★HOME OVERVIEW★ One and a half blocks away from ...
From $371 per night (USD)VRBO
From $149 per night (USD)Expedia
Urban Retreat: Explore Ashland- walk downtown!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Convenient to the many theaters—including the world-renowned Oregon Shakespeare Festival—boutique shops, award winning w ...
From $149 per night (USD)Expedia
From $94 per night (USD)VRBO
Shakespeare Suite: Walk downtown!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Convenient to the many theaters—including the world-renowned Oregon Shakespeare Festival—boutique shops, award winning w ...
From $94 per night (USD)VRBO
From $149 per night (USD)Expedia
Jazzy B Suite~Historic, eco\/dog friendly
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
About this space Victorian home built in 1895, walk to downtown shops, restaurants, Oregon Shakespeare Fest. and Lithia ...
From $149 per night (USD)Expedia
From $678 per night (USD)VRBO
Entire Inn | Hot Tub | Downtown Ashland | Tesla Station
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 12
Oregon Shakespeare Festival Lodging Partner! Book with us for a 20% discount on select seats throughout the season. A F ...
From $678 per night (USD)VRBO
From $187 per night (USD)Expedia
2 Bedroom Suite | Hot Tub | Downtown Ashland | For Fee Tesla Station
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Oregon Shakespeare Festival Lodging Partner! Book with us for a 20% discount on select seats throughout the season. - F ...
From $187 per night (USD)Expedia
From $186 per night (USD)VRBO
1 Bedroom Suite | Hot Tub | Downtown Ashland | Tesla Station
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Oregon Shakespeare Festival Lodging Partner! Book with us for a 20% discount on select seats throughout the season. Cha ...
From $186 per night (USD)VRBO
From $166 per night (USD)Expedia
Queen Suite | Hot Tub | Downtown Ashland | Tesla Station
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
**Oregon Shakespeare Festival Lodging Partner! Book with us for a 20% discount on select seats throughout the season.** ...
From $166 per night (USD)Expedia
From $60 per night (USD)VRBO
1 MONTH MINIMUM UPSTAIRS APARTMENT IN VICTORIAN HOUSE
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 2
This furnished apartment is spacious and airy. There is a separate entrance to the apartment. There are 2 bedrooms, a ...
From $60 per night (USD)VRBO
From $196 per night (USD)Expedia
2 bedroom cabin, huge deck, lodge-style furnishings.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Premium cabin, huge deck, lodge-style furnishings in an Alpine setting at 5200' elevation, just 18 miles east of downtow ...
From $196 per night (USD)Expedia
From $238 per night (USD)VRBO
Barclay Klum House by WanderLodges | Blocks to OSF
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Introducing the Barclay-Klum House: A meticulously restored 2-bedroom, 1-bath gem, walking distance to Ashland's vibrant ...
From $238 per night (USD)VRBO
From $196 per night (USD)Expedia
Hyatt Prairie Cabin offers views and a two person Hot Tub! Both bedrooms have a queen size bed.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
About this space Welcome to your Hyatt Prairie Cabin with views and a two person Hot Tub! The primary bedroom, located ...
From $196 per night (USD)Expedia
From $191 per night (USD)VRBO
1 bedroom, 1 bathroom cottage with sleeper sofa & full kitchen.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The Bluemoon Cottage is a perfect getaway for a couple or friends visiting Ashland, OR. The one bedroom (queen bed), one ...
From $191 per night (USD)VRBO
From $670 per night (USD)Expedia
2 units with 6 bedrooms, 6 bathrooms, a kitchen and large dining area.
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 15
About this space The house has five bedrooms, each with its own private bathroom. A gourmet kitchen with a large dining ...
From $670 per night (USD)Expedia
From $654 per night (USD)VRBO
Anne Hathaway, 8 bedrooms, 9 bathrooms, a commercial kitchen and dining room.
- Bedrooms:
- 9
- Bathrooms:
- 8
- Sleeps:
- 14
About this space The Anne Hathaway House has seven bedrooms and seven and a half bathrooms, a huge commercial kitchen, ...
From $654 per night (USD)VRBO
From $891 per night (USD)Expedia
2 bedrooms, office with sofa bed, sofa bed in living room, 3 bathrooms
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 8
Ashland's premier luxury destination located in the heart of downtown, the Penthouse encompasses the entire 3rd floor, b ...
From $891 per night (USD)Expedia
From $310 per night (USD)VRBO
2 bedroom cabin plus loft, huge deck, lodge-style furnishings.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Premium cabin, huge deck, lodge-style furnishings in an Alpine setting at 5200' elevation, just 18 miles east of downtow ...
From $310 per night (USD)VRBO
From $423 per night (USD)Expedia
Luxury condo with 2 bedrooms\/2 bathrooms, sleeper sofa, full kitchen.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Ashland's new luxury vacation destination located in the heart of downtown, just steps to the culinary deligh ...
From $423 per night (USD)Expedia
From $760 per night (USD)VRBO
Pioneer Mega 3 vacation homes offering 8 Bedrooms, 5 bathrooms, laundry, TV, and kitchens.
- Bedrooms:
- 5
- Bathrooms:
- 8
- Sleeps:
- 22
What this place offers : 8 Bedrooms, 5 bathrooms, laundry , Washing machine , Entertainment , TV , Heating an ...
From $760 per night (USD)VRBO
From $361 per night (USD)Expedia
2-story, 3 bedroom modern home with king and queen beds, living room and kitchen.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
About this space This two-story, modern home has three bedrooms. The primary bedroom has a king-sized bed and the guest ...
From $361 per night (USD)Expedia
From $513 per night (USD)VRBO
5 bedroom historic home with brand new furnishings, and is perfect for up to 14 guests.
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 14
About this space This spacious five bedroom historic home has been fully renovated, has brand new furnishings, and is p ...
From $513 per night (USD)VRBO
From $272 per night (USD)Expedia
Spacious 2 bedroom historic home with two king beds and kitchenette.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
About this space One block from OSF. Enjoy a relaxing getaway at the Pioneer House. originally built in 1904. Up to six ...
From $272 per night (USD)Expedia
From $285 per night (USD)VRBO
3 bedrooms include a king and two queen size beds, 2 bathrooms, and kitchenette.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Historic home - One block from OSF. Easy access to dining, wine tasting, and shopping. Originally built in 1904, this ...
From $285 per night (USD)VRBO
From $333 per night (USD)Expedia
Luxury condo with king bedroom, two bathrooms, full kitchen.
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Plaza North is a luxury vacation destination located in the heart of downtown Ashland, just steps to the culinary deligh ...
From $333 per night (USD)Expedia
From $203 per night (USD)VRBO
Downtown Delight: 3BDR Urban Escape
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to your dream rental in the historic district of Ashland, Oregon! This SPACIOUS 3 BDR 1904 Queen Anne Victorian ...
From $203 per night (USD)VRBO
From $110 per night (USD)VRBO
Light-filled, upper story flat, walking distance to Oregon Shakespeare Festival
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
(Note: yes, the entire flat is yours. Separate, private entrance from the downstairs flat. No adjoining doors.) The open ...
From $110 per night (USD)VRBO