Accommodations in Skidmore Academy Historic District, OR: Compare 10+ Sites & Save

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169 Best Accommodations in Skidmore Academy Historic District (Starting from $101)

Abigail's Bed and Breakfast Inn
Abigail's Bed and Breakfast Inn
Bed & Breakfast
Ashland, OR, USA
0.5k from Skidmore Academy Historic District center

B&bs, Accommodations, Parking, 5-star, Lodgings, Vacation rentals, Places to stay, Ski resorts

7 Bedrooms14 Guests
9.7

Exceptional

49 reviews

$235
Average price / night
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ABBOTT'S COTTAGES- The Bluejay. 3 bedroom/2 bath in walking distance to downtown
ABBOTT'S COTTAGES- The Bluejay. 3 bedroom/2 bath in walking distance to downtown
House
Ashland, OR, 97520, United States
0.4k from Skidmore Academy Historic District center

AC, Balcony, Barbecue, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking

3 Bedrooms8 Guests
10.0

Exceptional

3 reviews

$293
Average price / night
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Arden Forest Inn
Arden Forest Inn
Bed & Breakfast
Ashland, OR, USA
0.7k from Skidmore Academy Historic District center

B&bs, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Places to stay, Self-catering, Accessible hotels

6 Bedrooms12 Guests
8.9

Fabulous

122 reviews

$180
Average price / night
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Exquisite Artist's home, all summer or month to month.
Exquisite Artist's home, all summer or month to month.
House
Ashland, OR, 97520, United States
0.4k from Skidmore Academy Historic District center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms4 Guests
10.0

Exceptional

2 reviews

$146
Average price / night
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Grandview of Ashland
Grandview of Ashland
House
Ashland, OR, USA
0.9k from Skidmore Academy Historic District center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

1 Bedroom6 Guests
New to Booking
$498
Average price / night
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Monthly rental offering privacy and views near Ashland Plaza.
Monthly rental offering privacy and views near Ashland Plaza.
House
Ashland, OR, 97520, United States
0.4k from Skidmore Academy Historic District center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms4 Guests
New to Booking
$160
Average price / night
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Ashland Bungalow downtown
Ashland Bungalow downtown
House
Ashland, OR, USA
0.9k from Skidmore Academy Historic District center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

2 Bedrooms4 Guests
9.5

Superb

2 reviews

$121
Average price / night
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Monthly Rental Circular House blocks to Downtown & Oregon Shakespeare Festival
Monthly Rental Circular House blocks to Downtown & Oregon Shakespeare Festival
House
Ashland, OR, 97520, United States
0.5k from Skidmore Academy Historic District center

AC, Heater, No Smoking

4 Bedrooms6 Guests
New to Booking
$182
Average price / night
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Bluemoon Vacation Rentals - Bluemoon House
Bluemoon Vacation Rentals - Bluemoon House
House
Ashland, OR, USA
1.1k from Skidmore Academy Historic District center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

5 Bedrooms11 Guests
10.0

Exceptional

1 reviews

$504
Average price / night
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ABBOTT'S COTTAGES, Avocet cottage- 3 bdrm/2bath, walking distance to downtown
ABBOTT'S COTTAGES, Avocet cottage- 3 bdrm/2bath, walking distance to downtown
House
Ashland, OR, 97520, United States
0.5k from Skidmore Academy Historic District center

AC, Barbecue, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking, Patio

3 Bedrooms10 Guests
10.0

Exceptional

3 reviews

$295
Average price / night
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Bluemoon Vacation Rentals - Bluemoon Cottage
Bluemoon Vacation Rentals - Bluemoon Cottage
House
Ashland, OR, USA
1.1k from Skidmore Academy Historic District center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

1 Bedroom4 Guests
9.0

Fabulous

8 reviews

$265
Average price / night
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Vacation Home in Beautiful Ashland (Ashland, OR)
Vacation Home in Beautiful Ashland (Ashland, OR)
House
Ashland, OR, 97520, United States
0.5k from Skidmore Academy Historic District center

AC, Barbecue, Dryer, Extra Bed, Fireplace, Free Parking, Heater, Internet, Kitchen

3 Bedrooms8 Guests
10.0

Exceptional

4 reviews

$101
Average price / night
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Nightingales Inn
Nightingales Inn
Bed & Breakfast
Ashland, OR, USA
1.1k from Skidmore Academy Historic District center

B&bs, Accommodations, Parking, Pet-friendly, Lodgings, Places to stay

2 Bedrooms4 Guests
New to Booking
$185
Average price / night
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Abigail’s Bed & Breakfast Inn
Abigail’s Bed & Breakfast Inn
Bed & Breakfast
451 North Main Street, Ashland, OR, 97520, United States
0.5k from Skidmore Academy Historic District center

AC, Breakfast Available, Business Services, Free Parking, Heater, Housekeeping, Internet, No Smoking, Outdoor Space

9.4

Superb

62 reviews

$250
Average price / night
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Pioneer Vacation Rentals - Pioneer North Suite downtown Ashland
Pioneer Vacation Rentals - Pioneer North Suite downtown Ashland
House
Ashland, OR, USA
1.4k from Skidmore Academy Historic District center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Family

2 Bedrooms6 Guests
9.8

Exceptional

7 reviews

$351
Average price / night
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Historic Ohana House - Walk to Downtown Ashland, Hot Tub, Tiki Bar, Pet Friendly
Historic Ohana House - Walk to Downtown Ashland, Hot Tub, Tiki Bar, Pet Friendly
House
Ashland, OR, 97520, United States
0.6k from Skidmore Academy Historic District center

AC, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry

3 Bedrooms8 Guests
10.0

Exceptional

65 reviews

$541
Average price / night
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Pioneer Vacation Rentals - Pioneer South downtown Ashland
Pioneer Vacation Rentals - Pioneer South downtown Ashland
House
Ashland, OR, USA
1.4k from Skidmore Academy Historic District center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Family

3 Bedrooms8 Guests
10.0

Exceptional

3 reviews

$126
Average price / night
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Monthly Single family house just blocks to Ashland's downtown
Monthly Single family house just blocks to Ashland's downtown
House
Ashland, OR, 97520, United States
0.6k from Skidmore Academy Historic District center

Heater, Internet, No Smoking

4 Bedrooms4 Guests
New to Booking
$165
Average price / night
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Pioneer Vacation Rentals - Pioneer Craftsman House
Pioneer Vacation Rentals - Pioneer Craftsman House
House
Ashland, OR, USA
1.4k from Skidmore Academy Historic District center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Family

3 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$374
Average price / night
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The Matriarch Suites- Downtown Ashland, OR
The Matriarch Suites- Downtown Ashland, OR
House
Ashland, OR, USA
1.5k from Skidmore Academy Historic District center

B&bs, Cheap, Accommodations, Parking, Guest houses, Homestays, Lodgings, Vacation rentals, Places to stay

3 Bedrooms6 Guests
9.2

Superb

43 reviews

$235
Average price / night
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Helman Street Penthouse with a View
Helman Street Penthouse with a View
House
Ashland, OR, 97520, United States
0.7k from Skidmore Academy Historic District center

AC, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

2 Bedrooms4 Guests
10.0

Exceptional

37 reviews

$436
Average price / night
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ABBOTT'S COTTAGES- The Egret. Studio cottage within walking distance of downtown
ABBOTT'S COTTAGES- The Egret. Studio cottage within walking distance of downtown
Apartment
Ashland, OR, 97520, United States
0.8k from Skidmore Academy Historic District center

AC, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking, Patio, TV

1 Bedroom2 Guests
10.0

Exceptional

3 reviews

$148
Average price / night
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Hot tub | Sauna |Firepit |Sleeps 6!
Hot tub | Sauna |Firepit |Sleeps 6!
House
Ashland, OR, 97520, United States
0.9k from Skidmore Academy Historic District center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen

2 Bedrooms6 Guests
10.0

Exceptional

5 reviews

$414
Average price / night
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ABBOTT'S COTTAGES - Falcon. 2 bedroom/2 bath within walking distance to downtown
ABBOTT'S COTTAGES - Falcon. 2 bedroom/2 bath within walking distance to downtown
House
Ashland, OR, 97520, United States
0.9k from Skidmore Academy Historic District center

AC, Barbecue, Dryer, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking

2 Bedrooms6 Guests
10.0

Exceptional

3 reviews

$293
Average price / night
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Beautiful bungalow downtown Ashland railroad district, rv parking, adventure!
Beautiful bungalow downtown Ashland railroad district, rv parking, adventure!
House
Ashland, OR, 97520, United States
0.9k from Skidmore Academy Historic District center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking

2 Bedrooms4 Guests
New to Booking
$250
Average price / night
Check Availability
A Cowslip's Belle Inn
A Cowslip's Belle Inn
Apartment
159 N Main St, Ashland, OR, 97520, United States
0.9k from Skidmore Academy Historic District center

AC, Extra Bed, Free Parking, Heater, Internet, Microwave, No Smoking, Outdoor Space

1 Bedroom3 Guests
9.8

Exceptional

41 reviews

$223
Average price / night
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Centrally located Historic Home with parking
Centrally located Historic Home with parking
House
Ashland, OR, 97520, United States
1.0k from Skidmore Academy Historic District center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking

3 Bedrooms6 Guests
8.6

Fabulous

9 reviews

$337
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Accommodations in Skidmore Academy Historic District.

Stay Near Skidmore Academy Historic District's Top Attractions

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Skidmore Academy Historic District Accommodations on the Map

Frequently Asked Questions

You can explore 169 verified accommodations in Skidmore Academy Historic District, including hotels, vacation rentals, resorts, and boutique stays. This variety makes it easier to choose the option that best fits your travel style and budget.

Accommodation prices in Skidmore Academy Historic District vary based on property type, location, and travel dates. Rates typically start from around $101 per night, with higher prices for premium properties and peak travel periods.

Hotels are ideal for convenience and short stays, while vacation rentals offer more space and privacy. Resorts are suitable for all-inclusive experiences, and boutique properties provide a more unique and personalized stay in Skidmore Academy Historic District.

Yes, Skidmore Academy Historic District offers many family-friendly options, including large vacation rentals and hotels with suites or connecting rooms. Currently, 29 listings in Skidmore Academy Historic District are well-suited for families and group travel.

Booking 30 to 60 days in advance is generally recommended for the best availability and pricing. For peak travel seasons or major events in Skidmore Academy Historic District, booking several months ahead can help secure your preferred property.

Accommodations in Skidmore Academy Historic District commonly include amenities such as Fireplace/Heating, Balcony/Terrace, and Internet. Availability may vary depending on the type of property you choose.

Yes, some accommodations in Skidmore Academy Historic District focus on sustainable practices such as energy efficiency and reduced environmental impact. You can filter listings to find options that align with your preferences in Skidmore Academy Historic District.