
Ashland Rentals

- From $411 per night (USD)
VRBO
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 $411 per night (USD)VRBO
- From $429 per night (USD)
Expedia
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 $429 per night (USD)Expedia
- From $260 per night (USD)
VRBO
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 $260 per night (USD)VRBO
- From $114 per night (USD)
VRBO
Vacation Home in Beautiful Ashland (Ashland, OR)
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Charming, remodeled, furnished Victorian-Style, spacious home, only 4 easy blocks from downtown Ashland, the Plaza, Worl ...
From $114 per night (USD)VRBO
- From $183 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 $183 per night (USD)VRBO
- Click For Pricing
Expedia
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 ...
Click For PricingExpedia
- From $273 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 $273 per night (USD)VRBO
- From $482 per night (USD)
Expedia
BLOSSOM VIEW COTTAGES: Luxurious 3 Bedroom + Den Near Theaters, Downtown
- Bedrooms:
- 2
- Bathrooms:
- 3
- 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 $482 per night (USD)Expedia
- From $385 per night (USD)
VRBO
BLOSSOM VIEW COTTAGES - Charming Home near OSF Plaza and Downtown
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to the Victorian Rose at Blossom View Cottages. We are located in the historic railroad district, less than half ...
From $385 per night (USD)VRBO
- From $292 per night (USD)
Expedia
The Ashland Cottage, walk to town
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Our guests at The Ashland Cottage are always thrilled upon arrival, "It's gorgeous!" The cottage offers exactly what Ash ...
From $292 per night (USD)Expedia
- From $224 per night (USD)
VRBO
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 $224 per night (USD)VRBO
- From $214 per night (USD)
Expedia
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 $214 per night (USD)Expedia
- 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 $471 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 $471 per night (USD)Expedia
- From $331 per night (USD)
VRBO
Quiet and peaceful cottage close to downtown
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 5
Come retreat in our oasis during your stay in Ashland! Charming 1 bedroom, 2 bathroom home, tucked away from the busy b ...
From $331 per night (USD)VRBO
- From $210 per night (USD)
Expedia
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 $210 per night (USD)Expedia
- From $314 per night (USD)
VRBO
Titania - 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 $314 per night (USD)VRBO
- From $340 per night (USD)
Expedia
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 $340 per night (USD)Expedia
- From $324 per night (USD)
VRBO
New Downtown 3 Bedroom Upstairs Flat with views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
This is a beautiful new upstairs 3 bedroom flat with oak hardwoods floors, granite counters, and new appliances. There i ...
From $324 per night (USD)VRBO
- From $438 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 $438 per night (USD)Expedia
- From $357 per night (USD)
VRBO
Ashland Escape: Downtown & Pet Friendly
- Bedrooms:
- 2
- Bathrooms:
- 2
- 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 $357 per night (USD)VRBO
- From $217 per night (USD)
Expedia
Studio Retreat: Pet-Friendly Comfort
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Convenient to the many theaters—including the world-renowned Oregon Shakespeare Festival—boutique shops, award winning w ...
From $217 per night (USD)Expedia
- From $588 per night (USD)
VRBO
Downtown Delight: Ashland's Walkable Retreat
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 16
Helman House and Cottages ~ Old Ashland Charm, Short Walk to the Plaza ★HOME OVERVIEW★ One and a half blocks away from ...
From $588 per night (USD)VRBO
- Click For Pricing
Expedia
Ashland Duo: Your Downtown Duplex
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Convenient to the many theaters—including the world-renowned Oregon Shakespeare Festival—boutique shops, award winning w ...
Click For PricingExpedia
- From $210 per night (USD)
VRBO
Downtown Discovery: Explore Ashland's Charm
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Convenient to the many theaters—including the world-renowned Oregon Shakespeare Festival—boutique shops, award winning w ...
From $210 per night (USD)VRBO
- From $893 per night (USD)
Expedia
Entire Inn | Hot Tub | Downtown Ashland | Tesla Station
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Oregon Shakespeare Festival Lodging Partner! Book with us for a 20% discount on select seats throughout the season. A F ...
From $893 per night (USD)Expedia
- From $289 per night (USD)
VRBO
2 Bedroom Suite | Hot Tub | Downtown Ashland | For Fee Tesla Station
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Oregon Shakespeare Festival Lodging Partner! Book with us for a 20% discount on select seats throughout the season. - F ...
From $289 per night (USD)VRBO
- From $272 per night (USD)
Expedia
1 Bedroom Suite | Hot Tub | Downtown Ashland | Tesla Station
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Oregon Shakespeare Festival Lodging Partner! Book with us for a 20% discount on select seats throughout the season. Cha ...
From $272 per night (USD)Expedia
- From $698 per night (USD)
VRBO
City Comfort: 3BDR Walkable Retreat
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to your dream rental in the historic district of Ashland, Oregon! This SPACIOUS 3 BDR 1904 Queen Anne Victorian ...
From $698 per night (USD)VRBO
- From $308 per night (USD)
Expedia
Casa Amore Ashland~Pet-Friendly~Walkable to the Plaza, OSF, Restaurants & More
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Casa Amore Cottage, a cozy retreat thoughtfully designed for up to four guests and your pet! Tucked away in A ...
From $308 per night (USD)Expedia
- From $251 per night (USD)
VRBO
#1 The Captain & Lizzie McCall @ The McCall House Boutique Hotel
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Once the Master Bedroom for the Captain and his wife, this luxury suite features a four poster king bed, fireplace, Sm ...
From $251 per night (USD)VRBO
- From $195 per night (USD)
Expedia
#3 President Hayes @ The McCall House Boutique Hotel
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This richly elegant room has handsome bay windows and beautiful views of both downtown Ashland and the Cascade mountai ...
From $195 per night (USD)Expedia
- From $200 per night (USD)
VRBO
#4 Chaucer @ The McCall House Boutique Hotel
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This romantic room is named in honor of Geoffrey Chaucer whose portrait adorns an intricate antique stained-glass window ...
From $200 per night (USD)VRBO
- From $283 per night (USD)
Expedia
#2 The Sleeping Porch @ The McCall House Boutique Hotel\n
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
The family would sleep here on warm summer nights. This suite is one of our most requested rooms today, spectacularly ...
From $283 per night (USD)Expedia
- From $115 per night (USD)
VRBO
Affordable Stay Ideal For Oregon Retreat | Located at I-5 & Route 99
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Explore vibrant Ashland from our doorstep, conveniently located off Interstate 5 and Route 99, just twenty minutes from ...
From $115 per night (USD)VRBO
- From $133 per night (USD)
VRBO
Family Stay Near California-Oregon Border | Free Parking & Complimentary Coffee
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Explore vibrant Ashland from our doorstep, conveniently located off Interstate 5 and Route 99, just twenty minutes from ...
From $133 per night (USD)VRBO
- From $120 per night (USD)
VRBO
Two Queen Bed Room, Scottish Inns Ashland, Right Off Interstate 5, Free Parking
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Explore vibrant Ashland from our doorstep, conveniently located off Interstate 5 and Route 99, just twenty minutes from ...
From $120 per night (USD)VRBO
- From $239 per night (USD)
VRBO
Comfortable Oren Stay Near Ashland Vineyards & Winery | Two Rooms, Free Parking
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Explore vibrant Ashland from our doorstep, conveniently located off Interstate 5 and Route 99, just twenty minutes from ...
From $239 per night (USD)VRBO
- From $107 per night (USD)
VRBO
Budget-friendly Stay in Oregon Near Oregon Shakespeare Festival | Free Parking
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Explore vibrant Ashland from our doorstep, conveniently located off Interstate 5 and Route 99, just twenty minutes from ...
From $107 per night (USD)VRBO
- From $126 per night (USD)
VRBO
Convenient King Bed Room, Scottish Inns, Near Oregon Shakespeare Festival
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Explore vibrant Ashland from our doorstep, conveniently located off Interstate 5 and Route 99, just twenty minutes from ...
From $126 per night (USD)VRBO
- From $264 per night (USD)
VRBO
2 Budget Friendly Rooms, Scottish Inns, Near Southern Oregon University
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Explore vibrant Ashland from our doorstep, conveniently located off Interstate 5 and Route 99, just twenty minutes from ...
From $264 per night (USD)VRBO
- From $118 per night (USD)
VRBO
Queen Bed Room, Scottish Inns Ashland, Right Off Interstate 5, Free Parking
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Explore vibrant Ashland from our doorstep, conveniently located off Interstate 5 and Route 99, just twenty minutes from ...
From $118 per night (USD)VRBO
- From $242 per night (USD)
VRBO
#6 The Anthony @ The McCall House Boutique Hotel
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The four-poster queen bed is a prominent feature of this room. A cozy sitting area, original stained glass, and private ...
From $242 per night (USD)VRBO
- From $106 per night (USD)
Expedia
Farmhouse Light-filled Loft in Ashland's Historic Railroad District
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Experience Ashland like a local in this 3-bedroom flat/loft/apartment. Built in the late1800s, this bright & tranquil sp ...
From $106 per night (USD)Expedia
- From $256 per night (USD)
VRBO
The Urban Gypsy Loft
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Within walking distance, enjoy world-class Shakespeare theater, restaurants, wineries, shopping, unique coffee shops, a ...
From $256 per night (USD)VRBO
- From $154 per night (USD)
VRBO
Spacious & Roomy 3-Bedroom Home
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
Peaceful retreat minutes from downtown with a hot tub! Elevate your Ashland experience at our stunning 3-bedroom, 3-ba ...
From $154 per night (USD)VRBO
- From $133 per night (USD)
VRBO
Monthly Single family house just blocks to Ashland's downtown
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 4
Single family house just blocks to Ashland's downtown dining & entertainment, Lithia Park, and the renowned Oregon Shake ...
From $133 per night (USD)VRBO
- From $230 per night (USD)
Expedia
Private Ashland Townhouse
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to your new home, nestled in a quiet and private setting. This charming two-story condo has everything you need ...
From $230 per night (USD)Expedia
- From $176 per night (USD)
VRBO
ABBOTT'S COTTAGES- Duck cottage. 1 bedroom/1 bath, walking distance to downtown!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Enjoy breakfast with the hummingbirds on the redwood deck surrounded by wisteria and trumpet vines. This bright and chee ...
From $176 per night (USD)VRBO
- From $286 per night (USD)
VRBO
ABBOTT'S COTTAGES- The Lark. 2 bedroom cottage, just two blocks to downtown
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
The Lark is an historic railroad building that has been transformed into a delightful two bedroom cottage. Hand forged n ...
From $286 per night (USD)VRBO
- From $156 per night (USD)
VRBO
ABBOTT'S COTTAGES- The Egret. Studio cottage within walking distance of downtown
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
A cozy hideaway for two tucked into a private corner, the Egret is a perfect place to come home to after enjoying a nigh ...
From $156 per night (USD)VRBO
- From $288 per night (USD)
Expedia
ABBOTT'S COTTAGES - Falcon. 2 bedroom/2 bath within walking distance to downtown
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Light and airy with French doors, Spanish tile floors and plenty of windows, this spacious cottage provides a refreshing ...
From $288 per night (USD)Expedia
- From $428 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 $428 per night (USD)VRBO
- From $351 per night (USD)
VRBO
The Perfect Vacation Cottage
- Bedrooms:
- 2
- Bathrooms:
- 2
- 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 $351 per night (USD)VRBO
- From $220 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 $220 per night (USD)VRBO
- From $147 per night (USD)
VRBO
Exquisite Artist's home, all summer or month to month.
- Bedrooms:
- 2
- 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 $122 per night (USD)
VRBO
3 Bedroom Home with hot tub - Walking distance to everything - Quiet street
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
This fully furnished 3 bedroom home has the benefits of a great location: 20 minute walk to downtown, 5 minute walk to ...
From $122 per night (USD)VRBO
- From $576 per night (USD)
Expedia
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 $576 per night (USD)Expedia
- From $160 per night (USD)
VRBO
Monthly rental offering privacy and views near Ashland Plaza.
- Bedrooms:
- 2
- 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 $56 per night (USD)
VRBO
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 $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 $389 per night (USD)
VRBO
Charming Two Bedroom Private Cottage within walking distance to Ashland downtown
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Abigail's Private Two Bedroom Self- Catering Vacation Cottage is within walking distance to the town plaza, Theatre and ...
From $389 per night (USD)VRBO
- From $114 per night (USD)
VRBO
East Main Ease!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Newly remodeled townhome is private, but just a short walk to downtown Ashland. Coffee shop, restaurants, bike trails a ...
From $114 per night (USD)VRBO
- From $118 per night (USD)
VRBO
Ashland, Oregon. Available for two months : July and August!
- 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
- From $319 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 $319 per night (USD)VRBO
- From $283 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 $283 per night (USD)VRBO
- From $238 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 $238 per night (USD)VRBO
- Click For Pricing
Expedia
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 $369 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 $369 per night (USD)VRBO
- From $259 per night (USD)
Expedia
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 $259 per night (USD)Expedia
- From $302 per night (USD)
VRBO
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 $302 per night (USD)VRBO
- From $261 per night (USD)
Expedia
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 $261 per night (USD)Expedia
- From $281 per night (USD)
VRBO
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 $281 per night (USD)VRBO
- From $261 per night (USD)
Expedia
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 $261 per night (USD)Expedia
- From $255 per night (USD)
VRBO
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 $255 per night (USD)VRBO
- From $379 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 $379 per night (USD)VRBO
- From $233 per night (USD)
VRBO
Swank Boutique Suites | King with Soaking Tub
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Swank Boutique Suites | King Suite with Soaking Tub | Downtown Ashland Experience detailed hospitality and plus ...
From $233 per night (USD)VRBO
- From $233 per night (USD)
Expedia
Swank Boutique Suites | King with Soaking Tub
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Swank Boutique Suites | King Suite with Soaking Tub | Downtown Ashland Experience detailed hospitality and plus ...
From $233 per night (USD)Expedia
- From $254 per night (USD)
VRBO
Grand Luxe Suite with Jetted Tub
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Our PREMIER King Suite featuring large jetted tub to relax and unwind. WE ARE STEPS TO ALL ASHLAND HAS TO OFFER ...
From $254 per night (USD)VRBO
- Click For Pricing
Expedia
Charming 2-bedroom townhome in serene Ashland with hot tub and fireplace
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 2
This modern townhome in Ashland offers 2 cozy bedrooms with a queen and full bed, perfect for a peaceful night's sleep. ...
Click For PricingExpedia
- From $222 per night (USD)
VRBO
Charming carriage house in Ashland near downtown
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Unwind in Ashland at this enchanting carriage house. This cozy retreat features 1 soothing bedroom with a queen bed, a ...
From $222 per night (USD)VRBO
- From $235 per night (USD)
Expedia
Luxuriously comfortable & peaceful getaway downtown Ashland, with views.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Considering the central location of this little gem, it is amazingly peaceful. There is a long driveway that takes you ...
From $235 per night (USD)Expedia
- From $237 per night (USD)
VRBO
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 $237 per night (USD)VRBO
- From $320 per night (USD)
VRBO
ABBOTT'S COTTAGES, Avocet cottage- 3 bdrm/2bath, walking distance to downtown
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
A beautiful 3 bedroom/2 bath house perfect for families and groups. Quiet, clean and comfortable. Just a 0.7 mile walk t ...
From $320 per night (USD)VRBO
- From $75 per night (USD)
VRBO
Newly built charming apartment next to Japanese gardens, trails and Lithia Park!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome home to this enchanting garden getaway where every inch of the apartment is brand new and sparkling, remodeled i ...
From $75 per night (USD)VRBO
- From $190 per night (USD)
VRBO
Abbott's Cottages- The Heron. One bedroom cottage just two blocks to downtown
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This cozy one bedroom Craftsman cottage sits in a garden setting along with art galleries and studios that are waiting t ...
From $190 per night (USD)VRBO
- From $338 per night (USD)
VRBO
Abbott's Cottages- The Raven. Two bedroom cottage just two blocks to downtown.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
The Raven is a beautiful two bedroom Craftsman home in a magical garden setting overlooking Ashland Creek, just two bloc ...
From $338 per night (USD)VRBO
- From $297 per night (USD)
Expedia
A Cowslip's Belle Inn
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
<p>While you're here, you can enjoy all the comforts of home and more, including free WiFi and a coffee/tea maker, as we ...
From $297 per night (USD)Expedia
- From $141 per night (USD)
VRBO
Chic Urban Retreat on High St
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Experience comfort and convenience in our spacious 2-bedroom, 1-bathroom home, located just blocks away from downtown As ...
From $141 per night (USD)VRBO
- From $115 per night (USD)
VRBO
Charming 2-bedroom Victorian Gem - Across Beautiful Lithia Park & Ashland Plaza
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to this beautifully maintained 2-bedroom Victorian home in the heart of Ashland, Oregon. Just across the street ...
From $115 per night (USD)VRBO
- From $1083 per night (USD)
VRBO
Retreat in Style: 4BR Jewel, Pool, HotTub
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Welcome to our luxurious and tranquil retreat, featuring two stunning master bedrooms. One bedroom boasts a jetted tub i ...
From $1083 per night (USD)VRBO
- From $177 per night (USD)
Expedia
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 $177 per night (USD)Expedia
- Click For Pricing
VRBO
Spacious B Street Beauty, Around the Corner from Festival
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Lovely craftsman home on B Street. The Ashland Food Coop is across the way. Located in the historic railroad district, ...
Click For PricingVRBO
- From $513 per night (USD)
Expedia
Historic Ohana House - Walk to Downtown Ashland, Hot Tub, Tiki Bar, Pet Friendly
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Step into a piece of Ashland history at the Ohana House, a charming 1905 3-bedroom, 2-bath home just a 2 minute walk fro ...
From $513 per night (USD)Expedia
- From $158 per night (USD)
VRBO
Ashland Retreat: Cozy Chic Studio 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 $158 per night (USD)VRBO
- From $47 per night (USD)
Expedia
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 $47 per night (USD)Expedia
- From $124 per night (USD)
VRBO
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)VRBO
- Click For Pricing
Expedia
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 ...
Click For PricingExpedia
- Click For Pricing
VRBO
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 ...
Click For PricingVRBO
- Click For Pricing
Expedia
Adjacent to Downtown Ashland and Lithia Park, Lithia Park Suite 2
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Within a 5-minute walk, you will discover exceptional restaurants, the Oregon Shakespeare Festival, curio stores, bakeri ...
Click For PricingExpedia