Ashland vacation rentals
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Top-rated vacation rentals in Ashland
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
Guesthouse in Ashland
4.97 out of 5 average rating, 427 reviewsCharming cottage, walk to town.
Our guests at The Ashland Cottage are always thrilled upon arrival, "It's gorgeous!" The cottage offers exactly what Ashland visitors are seeking: Comfort and charm, ample amenities and a walkable location. The cottage is newly constructed yet designed with the same Craftsman appeal as our 1920s residence. As a separate house with a private entrance, the cottage offers spacious living with high ceilings, natural light and inspiring views.. all within a 10 minute walk to theaters and downtown
Nov 19 – 26
Cottage in Phoenix
4.91 out of 5 average rating, 310 reviewsThe Pear Cottage Where city and country life meet
This is on a 42 acre family farm that dates back to 1910. Beautiful, quiet and very relaxing. We think you will love this completely renovated living space. With a private deck off each bedroom with lots of outdoor seating. Our home is just minutes away from Ashland Shakespeare and Jacksonville Britt Festivals. We are surrounded by the most breathtaking wineries, Skiing, Hiking the Pacific Crest Trail, Crater Lake and lots more. Enjoy looking out of the beautiful hay field and having coffee.
Apr 8 – 15
Tiny home in Shady Cove
4.95 out of 5 average rating, 194 reviewsModern Tiny House w/ Hot Tub
Located on a hillside in Shady Cove. This is a spacious brand new 300 sq foot tiny home. The tiny house is located on our private property. We request for our guests to be respectful of our home, our neighbors, and surroundings. It is important that our guests treat the outdoor space as if they were camping and not leave any food outside as there is some wildlife in the area. Included is a covered gazebo with curtains on a private deck with a spa, and gas fire pit that also heats your legs.
Aug 29 – Sep 5
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Ashland vacation rentals
Ashland house rentals
Home in Ashland
4.95 out of 5 average rating, 178 reviewsCoyote Moon
Jan 14 – 21
Home in Ashland
4.96 out of 5 average rating, 238 reviewsSecluded Forest Log House 15 minutes to Ashland
Nov 29 – Dec 6
Home in Ashland
4.95 out of 5 average rating, 105 reviewsCasa Bella
Mar 1 – 8
Home in Grants Pass
4.98 out of 5 average rating, 333 reviewsCharming Cottage, Walk To Historic Downtown!
Apr 4 – 11
Home in Ashland
4.91 out of 5 average rating, 190 reviewsAshland Haus Retreat - 1 block from downtown!
Feb 22 – Mar 1
Home in Ashland
4.96 out of 5 average rating, 129 reviewsHigh Street Cottage, Artist's Garden Cottage
Nov 26 – Dec 3
Home in Grants Pass
4.81 out of 5 average rating, 326 reviewsModern Studio in the Heart of Grants Pass
Sep 15 – 22
Home in Grants Pass
4.97 out of 5 average rating, 285 reviewsGateway to Cathedral hills
Sep 11 – 18
Home in Grants Pass
4.92 out of 5 average rating, 167 reviewsCedar Mountain Suite A -Home Theater, Gamer Ready!
Feb 12 – 19
Home in Jacksonville
4.99 out of 5 average rating, 248 reviewsBritt Bungalow in the Heart of Jacksonville
Jan 22 – 29
Home in Trail
4.95 out of 5 average rating, 210 reviewsLog Cabin w/Treehouse & Zip Line on Rogue River
May 24 – 31
Home in Gold Hill
4.99 out of 5 average rating, 209 reviewsRogue River Retreat
Jan 8 – 15
Other great vacation rentals in Ashland
Camper/RV in Ashland
4.88 out of 5 average rating, 913 reviewsCozy camping close to town
Apr 28 – May 5
Farm stay in Ashland
5.0 out of 5 average rating, 116 reviewsKelly’s Carriage House 4 miles from Ashland
Jun 7 – 14
Farm stay in Ashland
4.94 out of 5 average rating, 589 reviewsKelly’s Farm 4 miles to Ashland
Aug 13 – 20
Cabin in Ashland
4.96 out of 5 average rating, 155 reviewsBeautiful Barndominium by Howard Prairie Lake
Dec 8 – 15
Tiny home in Grants Pass
4.97 out of 5 average rating, 141 reviewsTiny Cottage w/Firepit/Hottub/Outdoor tubs
Jan 5 – 12
Cottage in Ashland
4.97 out of 5 average rating, 421 reviewsVictorian Garden Carriage House
Mar 19 – 26
Cottage in Ashland
4.99 out of 5 average rating, 140 reviewsThe Red Dragon House
Jan 9 – 16
Guesthouse in Ashland
4.94 out of 5 average rating, 109 reviewsJJ's Loft | Downtown | Large Deck | Kitchenette
Feb 13 – 20
Cabin in Grants Pass
4.98 out of 5 average rating, 409 reviewsThe Cozy Cabin (with own private hot tub!)
Jul 27 – Aug 3
Treehouse in Jacksonville
4.98 out of 5 average rating, 183 reviewsTree Top Studio
Aug 16 – 23
Guesthouse in Medford
4.94 out of 5 average rating, 152 reviewsModern, pet-friendly, private - EV charger level 2
Feb 17 – 24
Guesthouse in Central Point
4.94 out of 5 average rating, 698 reviewsBEE WELL Organic Spa Garden Studio
Aug 7 – 14
Quick stats about vacation rentals in Ashland
Total rentals | 280 properties |
---|---|
Rentals with dedicated workspaces | 140 properties have a dedicated workspace |
Rentals with a pool | 20 properties have a pool |
Pet-friendly rentals | 100 properties allow pets |
Family-friendly rentals | 100 properties are a good fit for families |
Total number of reviews | 19K reviews |
Frequently Asked Questions
Are there vacation rentals with a dedicated workspace in Ashland?
Yes! Work meets play with ease at over 140 vacation rentals in Ashland featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Ashland?
Four-legged friends are welcome in Ashland. Choose from more than 100 vacation rentals for guests traveling with pets.
Are there Ashland vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 20 vacation homes with pools in Ashland, available on Airbnb. Make a splash and soak up the sun in style!
Are there family-friendly vacation rentals in Ashland?
Ashland has more than 100 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in bed and breakfast rentals in Ashland?
Experience the best of Ashland with our bed and breakfast rentals, starting at about $110 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do guesthouse rentals in Ashland have wifi?
Absolutely! We offer over 30 guesthouse rentals with wifi in Ashland. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Ashland have a gym?
Absolutely! We offer over 10 house rentals with a gym in Ashland. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Ashland have self check-in?
Absolutely! We offer over 30 house rentals with self check-in in Ashland. Enjoy a tailored experience with all the comforts you desire.
Do cottage rentals in Ashland have a bbq area?
Absolutely! We offer over 10 cottage rentals with a bbq area in Ashland. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Ashland?
Enhance your stay in our House Rentals with the most popular amenities: over 30 homes with a bbq area, over 90 homes with wifi, over 10 homes with a gym, over 30 homes with self check-in, and more. Indulge in the ultimate retreat, tailored to your preferences.
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