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Jackson Area Rentals

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From $419 per night (USD)
VRBO
Charming house two blocks from downtown Ashland
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
The Serendipity House is a comfortably stylish escape in the heart of Ashland. Our newly remodeled home has all the comf ...
From $419 per night (USD)
VRBO
From $725 per night (USD)
Expedia
Mountainside Chateau spectacular views and sunsets. 15 min to downtown Ashland!
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Welcome to our stunning 5-bedroom vacation home in Ashland! Nestled in the heart of Southern Oregon, this property offer ...
From $725 per night (USD)
Expedia
From $234 per night (USD)
VRBO
Elegant French Country Cottage Charm Garage cable, parking & pet friendly
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Enjoy a stylish, clean, open elegant french cottage condo. Includes 2 bedroom, 1 bath, single car auto garage plus 3 pa ...
From $234 per night (USD)
VRBO
From $90 per night (USD)
Expedia
Lovely 2 bdrm, 2 bath, backyard, garage & parking
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
About this space 2 bedroom, 2 full bath, fenced secured landscaped private back yard, single car garage, and 3 parking s ...
From $90 per night (USD)
Expedia
From $73 per night (USD)
VRBO
Cozy European Cottage 2 bd + 1 bath
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
Discover the charm of Ashland from this beautifully appointed 2-bedroom, 1-bath Additional Dwelling Unit—a private haven ...
From $73 per night (USD)
VRBO
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Expedia
Townhouse 2 bed 2 bath fenced backyard garage park
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
About this space This is an elegant, modern townhome in a very safe, quiet, clean family community in a neighborhood of ...
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Expedia
From $100 per night (USD)
VRBO
Townhome 2 bed, 2 bath, fenced backyard & garage
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
About this space Pretty Primrose in Central Point Oregon is a beautiful modern townhouse. 2 full bedroom, 2 full bath, s ...
From $100 per night (USD)
VRBO
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Expedia
Beautiful Furnished Townhouse.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
About this space Relax with the whole family at this peaceful place to stay. This is a very quiet, clean , pleasant, saf ...
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Expedia
From $104 per night (USD)
VRBO
Gorgeous California Casual Organic Modern Townhome
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to your home away from home! This spacious 2-bedroom, 1.5-bath townhouse offers 1,450 sqft of stylish comfort in ...
From $104 per night (USD)
VRBO
From $100 per night (USD)
Expedia
Lovely 2 bedroom condo Mid-century Cozy cottage
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
About this space Enjoy a stylish, clean, open mid-century modern condo. This is a very quiet, clean , pleasant, safe fam ...
From $100 per night (USD)
Expedia
From $92 per night (USD)
VRBO
Discover Medford charm near Hospital, park, shopping, recreation 2 bdrm & bath
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
In the center of Medford lies a cozy two-bedroom house that provides a peaceful escape for your upcoming trip. As you st ...
From $92 per night (USD)
VRBO
From $190 per night (USD)
VRBO
Ashland Urban Cabin - Centrally located & walking distance to SOU and Downtown
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Centrally located in the heart of Ashland, this cozy, thoughtfully updated retreat features 2 beautifully styled bedroom ...
From $190 per night (USD)
VRBO
From $141 per night (USD)
VRBO
ABBOTT'S COTTAGES- Cardinal cottage. 1 bedroom/1 bath, short walk 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 $141 per night (USD)
VRBO
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Expedia
Gorgeous poolside/hot tub suite in wine country, near biking and theatre.
Bedrooms:
2
Bathrooms:
2
Sleeps:
2
We offer our premiere primary bedroom suite, La Bella, with a comfy queen bed, WiFi, and Dish TV/Netflix. There is a nic ...
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Expedia
From $178 per night (USD)
VRBO
Swank Boutique Suites | Double Shower
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: Swank Boutique Suites | King Suite with Double Shower | Downtown Ashland Experience detailed hospitality and pl ...
From $178 per night (USD)
VRBO
From $173 per night (USD)
Expedia
Affordable Luxury- One block to Downtown
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: Welcome to The Matriarch, a historic heritage property in downtown Ashland. This self check-in style accommodat ...
From $173 per night (USD)
Expedia
From $181 per night (USD)
VRBO
The Matriarch| Suite 3 | Pet friendly
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: Everything you need for the perfect Ashland getaway. Steps to award winning restaurants, theatre and plenty of ...
From $181 per night (USD)
VRBO
$NEW! Lavender Lush Estate: Family Friendly 4BR\n\n$
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Expedia
NEW! Lavender Lush Estate: Family Friendly 4BR\n\n
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Welcome to Lavender Lush! Nestled in the heart of Medford, this retreat is surrounded by stunning views, wineries, hikin ...
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Expedia
From $120 per night (USD)
VRBO
Updated historical cottage steps from the Rogue River, bars and restaurants!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Nestled in the heart of Gold Hill, this historical, but modern cottage is a fantastic retreat for guests. Easy access to ...
From $120 per night (USD)
VRBO
From $242 per night (USD)
VRBO
Eagle Point Getaway - Horse & Pet friendly
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Experience the perfect blend of comfort and nature! This 3-bed, 2-bath hilltop home is on 20 secluded acres with amazing ...
From $242 per night (USD)
VRBO
From $170 per night (USD)
VRBO
Beautiful Setting w/ Pool, Hot Tub & Golf Views!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Relax and recharge in this peaceful private studio guest house, perfectly situated on the beautiful Rogue Valley Country ...
From $170 per night (USD)
VRBO
From $100 per night (USD)
VRBO
Abbott's Cottages- The Wren. 1 bedroom within walking distance to downtown
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Located in Ashland's historic railroad district close to downtown Ashland, the Wren is a two-story, duplex unit with a s ...
From $100 per night (USD)
VRBO
From $170 per night (USD)
VRBO
Peach Street Inn by WanderLodges
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Aparthotel units in Medford with kitchens and balconies This aparthotel features free self parking and free WiFi in publ ...
From $170 per night (USD)
VRBO
From $235 per night (USD)
VRBO
Beautiful little place. Walk to town and theaters!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Nice things come in small packages! While this home is small it is delightfully eloquent. Sparkling clean with a moder ...
From $235 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. Your private entrance is completely separate from the downstairs flat. No adjoinin ...
From $110 per night (USD)
VRBO
From $383 per night (USD)
Expedia
A beautiful Skyfall Landing
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
Nestled on 20 acres near the famous Rogue River and Crater Lake, this luxury privately accessed home will feel like a sp ...
From $383 per night (USD)
Expedia
From $185 per night (USD)
VRBO
The Shady Knoll - Peace & Quiet near the Rogue River!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Relax and Unwind at this peaceful retreat. Near the Rogue River & Crater Lake National Park, this beautiful property is ...
From $185 per night (USD)
VRBO
From $721 per night (USD)
Expedia
Modern Farmhouse on Emigrant Creek. Peaceful, views, and a dance studio!
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 ...
From $721 per night (USD)
Expedia
From $254 per night (USD)
VRBO
🌟 🥂 Medford’s BEST 📣 🌟 💕Clean, Modern, Private💕
Bedrooms:
1
Bathrooms:
3
Sleeps:
9
Simple and clean, with a hidden, private driveway in a safe and secure area of North East Medford. This home is only a f ...
From $254 per night (USD)
VRBO
From $354 per night (USD)
Expedia
Indulgent Retreat: 3 King Suites, Pool & Hot Tub
Bedrooms:
4
Bathrooms:
3
Sleeps:
10
Luxury 3BR escape with pool, and sauna awaits near the Oregon Shakespeare Festival. Indulge in refined living with 3 kin ...
From $354 per night (USD)
Expedia
From $468 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 $468 per night (USD)
VRBO
From $244 per night (USD)
VRBO
Clean, pet friendly, 2-Bedroom Cottage with large fenced yard.
Bedrooms:
1
Bathrooms:
2
Sleeps:
7
Comfortable and clean, this pet friendly two bedroom cottage has the right balance of vintage charm and modern convenien ...
From $244 per night (USD)
VRBO
From $320 per night (USD)
VRBO
Perfect for Large Families or Work Teams. Coffee Bar-Gas FP-Cornhole-Firepit
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
-No Checkout Chores- This place is perfect for a large group to relax and hang out after a day or exploring the area. N ...
From $320 per night (USD)
VRBO
From $208 per night (USD)
VRBO
Howell House-The Perfect Getaway
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Newly remodeled 1965 Farmhouse style home with an open Floor plan. This home is 962 sq ft With a huge backyard. The TV o ...
From $208 per night (USD)
VRBO
From $239 per night (USD)
VRBO
Feels like Home-Very Comfy and Well Stocked-Centrally Located-Walk to Major Park
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
-No Checkout Chores- Lotus House is a very comfortable home that is ideal for relaxing after exploring all that our are ...
From $239 per night (USD)
VRBO
From $92 per night (USD)
VRBO
Gorgeous custom Airstream with spectacular views only 4 mi. to Ashland
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This one-of-a-kind completely renovated classic trailer is the perfect getaway accommodation. Situated on a 5 acre Tusca ...
From $92 per night (USD)
VRBO
From $116 per night (USD)
VRBO
Amazing Tiny Home On The Pristine Applgate River In Beautiful Southern Oregon
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Experience a one-of-a-kind getaway on the pristine Applegate River, where serenity, sustainability, comfort and adventur ...
From $116 per night (USD)
VRBO

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Jackson Area Rentals

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Results: 337 Rentals