Hotels
United States
Ashland
Pioneer Vacation Rentals - Pioneer South Downtown Ashland
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22 photos
Book on our site
Up to 10% cheaper
than Booking.com
Check rooms and rates
From259US$ /night
Check-in
27Feb2026Select date
Check-out
28Feb2026Select date
Rooms and Guests2 Guests, 1 Room
Key details

About the Hotel

150 North Pioneer Street, Ashland, Oregon, United States, OR 97520
-
Close to Downtown Plaza
Perfect
10.0
/10

Accommodation Options

Pioneer Vacation Rentals offers various rental options, including one to three-bedroom units that are fully equipped with kitchens. Each unit features unique decor and access to laundry facilities, ensuring convenience during the stay. Guests benefit from the outdoor courtyard and designated parking areas.

Prime Location

The hotel is situated just a short distance from downtown Ashland, allowing guests to explore a variety of dining and shopping options. It is conveniently located near the Oregon Shakespeare Festival, an attraction that draws visitors year-round. The proximity to local parks and hiking trails provides guests with outdoor recreational opportunities.

Family-Friendly Features

Pioneer Vacation Rentals offers family accommodations that encourage quality time together, with spacious living areas and fully equipped kitchens for meal preparation. Outdoor spaces are available for children to play and enjoy, fostering a relaxed environment. The hotel also provides access to local family-oriented attractions.

Pet-Friendly Policies

The hotel welcomes pets, offering designated pet-friendly accommodations and policies that support traveling with furry companions. Specific units are available to accommodate guests wishing to bring their pets along. This ensures that guests can experience their stay without having to leave their pets behind.

Local Experiences

The hotel provides guests with information on local events and activities, enhancing the overall experience of staying in Ashland. Guests can enjoy various seasonal events hosted in the area, including festivals and markets. Access to hiking and outdoor activities enables guests to fully appreciate the natural beauty of Southern Oregon.

Highlights

Location: Short distance from downtown Ashland

Accommodation: One to three-bedroom units

Family-Friendly: Spacious living areas for quality time

Pet-Friendly: Designated pet-friendly accommodations

Must-do experiences

  • Catch a show at the Oregon Shakespeare Festival for live theater magic.
  • Stroll through Lithia Park and enjoy its serene landscapes and trails.
  • Taste the local wines at Palette Wine Bar, a true hidden gem.
  • Visit the Ashland Art Center for unique local artwork and classes.
  • Explore the Saturday Farmers Market for fresh produce and artisan goods.
View all

Select your room type

Pioneer Vacation Rentals - Pioneer South Downtown Ashland offers a variety of rooms including double rooms, family rooms, and suites with breakfast, free cancelations, and special deals
Three-Bedroom House
Three-Bedroom House
2 persons
1195 sq. feet 
1 King-size bed and 1 Sofa bed
Heating
Air conditioning
room details

Price and Room Availability Calendar

Check availability and prices for your dates now!

Facilities

Pioneer Vacation Rentals - Pioneer South Downtown Ashland offers amenities for your comfortable stay and unforgettable experiences
Facilities: Perfect
10.0/10Review score

General

  • No smoking on site
  • Free Wi-Fi
  • Parking
  • VIP check-in/ -out
  • No pets allowed
  • Smoke detectors
  • Electric vehicle charging station
  • Fire extinguishers

Guest Parking

  • Dryer

Children

  • Board games

Room features

  • Air conditioning
  • Heating
  • Garden furniture
  • Tea and coffee facilities

Bathroom

  • Washing machine

Self-catering

  • Dryer

Media

  • Flat-screen TV
Show more

Pioneer Vacation Rentals - Pioneer South Downtown Ashland Location

150 North Pioneer Street, Ashland, Oregon, United States, OR 97520
Map view
150 North Pioneer Street, Ashland, Oregon, United States, OR 97520
City landmarks
Park
Lithia Park
3300 ft
Museum
ScienceWorks Hands-On Museum
1.3 mi
Park
North Mountain Park
5100 ft
Museum
Schneider Museum of Art
1.3 mi
Landmark
Ashland Creek Park
2300 ft
Landmark
Railroad Park
3700 ft
Landmark
Garfield Park
1.0 mi
Landmark
Ashland Creek
4700 ft
Landmark
North Mountain Park Nature Center
1.0 mi
Landmark
Ashland Dog Park
1.3 mi
Landmark
The Siskiyou
1.2 mi
Landmark
Acid Castle Boulders Access Point
1.2 mi
Landmark
Hald/ Strawberry Park
1.2 mi
Landmark
Hunter Park
1.6 mi
Store
Deja Vu
1.7 mi
Nearby
Theatre
Oregon Shakespeare Festival
900 ft
Library
Ashland Library
2000 ft
322 N Pioneer St
Gathering Glass Studio
900 ft
Library
Ashland
1700 ft
111 E Main St
Zagorska Oasis
500 ft
Store
Ashland Food Co-op
1100 ft
Park
Bluebird Park
1100 ft
Store
Northwest Nature Shop
500 ft
247 Oak St
Oakleaf Studio
800 ft
N Main St
Lithia Fountains
1000 ft
N Main St
Downtown Plaza
1000 ft
Gallery
Ashland Art Works
1000 ft
264 E Main St
Prize
1100 ft
Gallery
Ashland Art Center
1500 ft
215 4th St
Illahe Studios and Gallery
1900 ft
Restaurants
Ruby's Restaurant
500 ft
163 N Pioneer St
Ruby's
500 ft
163 North Pioneer Street
Larks Home Kitchen Cuisine
900 ft
212 E Main St
Greenleaf Restaurant
1200 ft
49 N Main St On The Plaza
Yogurt Hut
400 ft
140 Lithia Way
Cafe 116
400 ft
116 Lithia Way
Pony Espresso
400 ft
175 Lithia Way
Mas
500 ft
141 Will Dodge Way
Amuse Restaurant
800 ft
15 N 1st St
Tacqueria Picaro
400 ft
76 N Pioneer St
Explore Ashland
Local Highlights
Top Attractions
Activities
Dining
Entertainment
Oregon Shakespeare Festival
4 minutes' walk
Iconic theater company offering a range of performances. Known for its cultural significance and vibrant annual festivals.
Lithia Park
12 minutes' walk
Scenic park featuring lush gardens, walking trails, and a duck pond. Perfect for picnics and leisurely strolls.
ScienceWorks Hands-On Museum
6 minutes' drive
Interactive science exhibits that engage families with hands-on learning. A great way to enjoy a fun, educational experience.
Schneider Museum of Art
6 minutes' drive
Contemporary art museum showcasing rotating exhibitions. Free admission days provide a unique cultural experience.
Grizzly Peak Trail
29 minutes' drive
Challenging hiking trail with stunning panoramic views. Ideal for thrill-seekers and nature lovers.
Spa at Ashland Springs Hotel
5 minutes' walk
Relaxing spa offering a variety of treatments and wellness packages. Perfect for a rejuvenating getaway.
Ruby's Restaurant
2 minutes' walk
Cozy eatery known for hearty American dishes and a welcoming atmosphere. Reservations recommended for dinner.
Larks Home Kitchen Cuisine
4 minutes' walk
Farm-to-table dining with seasonal dishes and local ingredients. Great for both casual meals and special occasions.
Ashland Independent Film Festival
12 minutes' walk
Annual film festival showcasing independent films. A must-see for film enthusiasts looking for local culture.
Gathering Glass Studio
3 minutes' walk
Art studio offering glass-blowing classes and workshops. Great for creative individuals or families seeking unique experiences.
Getting around
City Centre
Ashland6 min  ·  1700 ft
Airports
Rogue Valley International-Medford Airport (MFR)38 min  ·  15.7 mi
Klamath Falls Airport (LMT)159 min  ·  65.7 mi
Bus
Bus stop3 min  ·  700 ft
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Property information and rules
Check-in
from 16:00-23:59
Check-out
until 10 am
Internet
Wireless internet is available in for free.
Pets
Pets are not allowed.

Reviews and Ratings

Feedback about Pioneer Vacation Rentals - Pioneer South Downtown Ashland from previous guests about their experience.
Review score
Based on 3 verified reviews
10.0/10
Perfect
100%
Recommend
Cleanliness
10.0/10
Comfort
10.0/10
Facilities
10.0/10
Location
10.0/10
Staff
10.0/10
Value for money
9.3/10
Guest reviews
based on 6 reviews
10.0/10
No reviews yet on our siteUnfortunately, our guests have not yet left any reviews for this hotel, but you can read reviews from Booking.com.
Open reviews
FAQs
About Pioneer Vacation Rentals - Pioneer South Downtown Ashland
What are the check-in and check-out times at Pioneer Vacation Rentals - Pioneer South Downtown Ashland?
Check-in is at 16:00 and check-out is at 10:00.
What is the distance to the nearest airport from Pioneer Vacation Rentals - Pioneer South Downtown Ashland?
Rogue Valley International-Medford Airport is 30 km from the property.
What are some nearby attractions to Pioneer Vacation Rentals - Pioneer South Downtown Ashland?
Nearby attractions include Oregon Shakespeare Festival (0.5 km), Lithia Park (0.5 km), and Ashland Library (0.5 km).
Is parking available at Pioneer Vacation Rentals - Pioneer South Downtown Ashland?
Free private parking is available on-site without a reservation.
What amenities are offered in the rooms at Pioneer Vacation Rentals - Pioneer South Downtown Ashland?
Rooms feature air conditioning, a flat-screen TV, and a fully equipped kitchenette.
What type of accommodation is available at Pioneer Vacation Rentals - Pioneer South Downtown Ashland?
The property offers spacious holiday homes with 3 bedrooms.
What languages are spoken by the staff at Pioneer Vacation Rentals - Pioneer South Downtown Ashland?
Staff at the hotel speaks English.
Does Pioneer Vacation Rentals - Pioneer South Downtown Ashland provide internet access?
Complimentary Wi-Fi is available throughout the property.
What are the nearby dining options to Pioneer Vacation Rentals - Pioneer South Downtown Ashland?
Nearby restaurants include Gils, Cafe 116, and Tacqueria Picaro, all located within 0.5 km.

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Check-in
27Feb2026Select date
Check-out
28Feb2026Select date
Rooms and Guests2 Guests, 1 Room
  • Overview
  • Rooms
  • Price calendar
  • Facilities
  • Location
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