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Ashland, OR Holiday Rentals & Apartments
Holiday Rentals
USA
Oregon (OR)
Ashland, OR Holiday Rentals & Apartments
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Ashland
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Internet or Wifi (163)
Air Conditioning (163)
Other outdoor space (105)
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Kid friendly (154)
Pet friendly (70)
Smoking allowed (5)
Elder access (1)
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Holiday Rental House (139)
Condominium/Apartment (43)
Cabin Holiday Rental (0)
Private Room (0)
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Waterfront (4)
Boat Available (1)
Private Chef (0)
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Distance from
5 km
Oregon Shakespeare Festival
Lithia Park
Oregon Cabaret Theatre
Scienceworks Hands-on Museum
Belle Fiore Estate & Winery
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182 rentals
in Ashland.
Charming home, w/hot tub, close to downtown Pet-Friendly!
16
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps
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As seen on
Premier Downstairs Flat in Perfect Down Town Location
12
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps
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As seen on
The Perfect Vacation Cottage
101
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 4
Match:
Sleeps
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As seen on
Oberon -Second Spring Property 1-3 Bedroom Luxury Rentals In Downtown Ashland
96
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 3
Match:
Sleeps
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As seen on
232-Duplex-Private Bathroom-Mountain View
27
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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Mt Ashland Log Cabin, Ski Area 10mi, Ashland 10mi, Swedish sauna, by Pacific CTr
28
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 5
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Sleeps
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In the historic railroad district, walking distance to all the best of Ashland!
39
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 8
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BLOSSOM VIEW COTTAGES: Luxurious 3 Bedroom + Den Near Theaters, Downtown
21
Holiday Rental House
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5 bedrooms
2 bathrooms
Sleeps 10
Match:
Sleeps
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The Red Dragon House
48
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 4
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Sleeps
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Beautiful Guest Suite with Private Deck Overlooking Forest and Waterfall
33
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
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Sleeps
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1907 Charmer, Perfect Downtown Location, So Clean!
112
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 8
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Charming Retreat: Ashland's Urban Hideaway
11
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 8
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The Madrone House, Country Getaway with Mountain Views and Fresh Air.
13
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 9
Match:
Sleeps
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Hyatt Lake Mountain Retreat
26
Holiday Rental House
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3 bedrooms
1 bathroom
Sleeps 7
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Courtside Cottage - WalkScore 93 - Dog Friendly
32
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 4
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Sleeps
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Craftsman Style Home in Country Setting
154
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 10
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As seen on
Mt. Ashland Home, Ski Area 10mi, Ashland 10mi, Swedish sauna, by Pacific C.Trail
21
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 8
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Sleeps
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As seen on
Hyatt Prairie Mountain Cabin
17
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 8
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Downtown Ashland private cottage with garden patio
20
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 3
Match:
Sleeps
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Come stay at our farmhouse! A place to integrate all the beauty surrounding you!
16
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 10
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Railroad District, steps to downtown, everything you need to enjoy Ashland!
118
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 5
Match:
Sleeps
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As seen on
230-Downstairs-Duplex-Private Bathroom-Mountain View
10
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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As seen on
Titania - Second Spring Property 1-3 Bedroom Luxury Rentals In Downtown Ashland
74
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 3
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Sleeps
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Custom Ashland Home with Fantastic Mountain Views
23
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 4
Match:
Sleeps
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As seen on
East Main Downtown Bungalow
16
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 4
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Sunset Chalet - 2600 sq.ft. Multi-Seasonal retreat only15 minutes from Ashland !
15
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 12
Match:
Sleeps
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BLOSSOM VIEW COTTAGES - Charming Home near OSF Plaza and Downtown
63
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
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Sleeps
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As seen on
Prime Ashland Studio: Stylish Cozy Haven
22
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
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Sleeps
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As seen on
The Ashland Cottage, walk to town
181
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 4
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Peaceful, spacious home on 8 acres. Pet-friendly, close town, and a creek!
8
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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As seen on
Hyatt Prairie Mountain Cabin
6
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 6
Match:
Sleeps
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Stone's Throw Bungalow ~ Walk to Plays, Licensed/Legal, Private Entrance
23
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
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New Downtown 3 Bedroom Upstairs Flat with views
13
Holiday Rental House
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4 bedrooms
2 bathrooms
Sleeps 7
Match:
Sleeps
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As seen on
The Dogwood Suite at Tudor House Vacation Rentals
90
Condo/Apartment
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1 bedroom
2 bathrooms
Sleeps 5
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Sleeps
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Country Setting, five minute drive to Ashland close to Emigrant Lake
10
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 3
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ORCHARD SUITE - Private, Safe & Comfortable Getaway! Hot tub, Pet friendly
10
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
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Country's Edge Rooms in just outside of Ashland, convenient for travel
3
Holiday Rental House
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1 bedroom
0 bathrooms
Sleeps 2
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Lodge Room 2 with Jacuzzi Tub at Green Springs Inn
2
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
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Sleeps
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Lodge Room 7 at Green Springs Inn
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 4
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Lodge Room 6 at Green Springs Inn
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
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Sleeps
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Lodge Room 1 with Jacuzzi Tub at Green Springs Inn
2
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
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Sleeps
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Lodge Room 4 with Jacuzzi Tub at Green Springs Inn
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
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The Indigo Cottage 5 Min walk to Downtown Ashland
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
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Sleeps
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Lodge Room 3 with Jacuzzi Tub at Green Springs Inn
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
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2 bedroom cabin, huge deck, lodge-style furnishings.
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 6
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Charming, Comfortable Garden Studio Above The University.
27
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 3
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Lodge Room 8 with Jacuzzi Tub at Green Springs Inn
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
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Sleeps
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Warm & Inviting Ashland Cottage
4
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
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Sleeps
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Quiet Garden Courtyard Studio only 3 blocks from downtown
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 3
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As seen on
Lodge Room 5 with Jacuzzi Tub at Green Springs Inn
1
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
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1
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Showing results 1-50 of 182
Frequently Asked Questions about Ashland
Do any holiday rentals in Ashland have a pool?
Yes, here are some popular holiday rentals in Ashland that have a pool:
Charming home, w/hot tub, close to downtown Pet-Friendly!
Premier Downstairs Flat in Perfect Down Town Location
The Perfect Vacation Cottage
See all holiday rentals with a pool in Ashland on Tripadvisor
Do any holiday rentals in Ashland have internet access?
Yes, here are some popular holiday rentals in Ashland that have internet access:
Charming home, w/hot tub, close to downtown Pet-Friendly!
Premier Downstairs Flat in Perfect Down Town Location
The Perfect Vacation Cottage
See all holiday rentals in Ashland on Tripadvisor
What are the best pet friendly rentals in Ashland?
The best pet friendly rentals in Ashland are:
Charming home, w/hot tub, close to downtown Pet-Friendly!
Premier Downstairs Flat in Perfect Down Town Location
232-Duplex-Private Bathroom-Mountain View
See all pet friendly holiday rentals in Ashland on Tripadvisor
What are some great rentals in Ashland that are kid friendly?
Some of the most popular kid friendly rentals in Ashland are:
Charming home, w/hot tub, close to downtown Pet-Friendly!
Premier Downstairs Flat in Perfect Down Town Location
The Perfect Vacation Cottage
See all kid friendly holiday rentals in Ashland on Tripadvisor
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