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Ashland Cottages

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AU$1,000+
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122 rentals in Ashland.
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The Best In Ashland: Magnificent View, Privacy, Quality, Convenience, Very Clean
26 reviews
3 bedrooms
2 bathrooms
Sleeps 10
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The Terra Cottage Inn a beautiful Luxury Apartment
11 reviews
2 bedrooms
1 bathroom
Sleeps 4
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Hyatt Prairie Mountain Cabin
22 reviews
3 bedrooms
2 bathrooms
Sleeps 8
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The Ashland Cottage, walk to town
124 reviews
1 bedroom
2 bathrooms
Sleeps 4
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Whispering Pines Cabin Retreat ~ Dog Friendly
3 bedrooms
1 bathroom
Sleeps 6
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Craftsman Style Home In Country Setting
109 reviews
4 bedrooms
3 bathrooms
Sleeps 10
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Hanna's House- Your Home Away from Home
87 reviews
1 bedroom
1 bathroom
Sleeps 3
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Brand New Custom Ashland Home with Fantastic Mountain Views
32 reviews
2 bedrooms
2 bathrooms
Sleeps 4
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Stacy's 2nd St Cottages .. Steps to theaters, Lithia Park and downtown Ashland
37 reviews
2 bedrooms
1 bathroom
Sleeps 4
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The Madrone House, New Country Getaway with Panoramic Views
40 reviews
3 bedrooms
3 bathrooms
Sleeps 9
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~AGC~ Oberon 4 Blocks 2 Downtown - Charming Cozy Private Stylish Shakespeare OSF
52 reviews
1 bedroom
1 bathroom
Sleeps 2
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~AGC~- Carriage House -Best Location - 2bd/2bth -4 Blocks 2 Town, Lithia & ~OSF~
59 reviews
2 bedrooms
2 bathrooms
Sleeps 4
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The Ridgeview Lodge ~ Perfect for Family Events, Sleeps 15, Beautiful Views
23 reviews
3 bedrooms
4 bathrooms
Sleeps 13
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'Orchard Suite' Stay...Relax...Enjoy
34 reviews
1 bedroom
1 bathroom
Sleeps 7
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ArtYcottage UNBELIEVEABLE...
19 reviews
2 bedrooms
2 bathrooms
Sleeps 4
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The Maple Apartment at Tudor House Vacation Rentals
101 reviews
2 bedrooms
2 bathrooms
Sleeps 6
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~AGC~-Romeo & Juliet - 4 Blocks to Downtown, Lithia Park & ~OSF~ Best Location
47 reviews
2 bedrooms
2 bathrooms
Sleeps 6
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Hyatt Lake Mountain Retreat
19 reviews
3 bedrooms
1 bathroom
Sleeps 7
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The Loft at Brenden House with private deck, kitchen, WIFI, A/C and parking.
3 reviews
1 bedroom
1 bathroom
Sleeps 2
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Winter on PINE STREET! ASHLAND! COZY cottage near Lithia Park and Town!
19 reviews
1 bedroom
1 bathroom
Sleeps 2
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The Dogwood Suite at Tudor House Vacation Rentals
73 reviews
1 bedroom
2 bathrooms
Sleeps 5
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Vineyard Home w/ 360 Views, private walking, pet-friendly, 2 miles from town!
25 reviews
6 bedrooms
3 bathrooms
Sleeps 11
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Private Suite Near Shakespeare
42 reviews
1 bedroom
1 bathroom
Sleeps 2
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Charming, Comfortable Garden Studio Above The University.
16 reviews
1 bedroom
1 bathroom
Sleeps 3
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Magnificent, secluded, garden, private decks for families and pets.
14 reviews
1 bedroom
1 bathroom
Sleeps 4
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Quiet and peaceful cottage close to downtown
14 reviews
1 bedroom
2 bathrooms
Sleeps 5
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The High Street Cottage An Artists' Garden Cottage
7 reviews
2 bedrooms
1 bathroom
Sleeps 4
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Hyatt Praire Mountain Cabin
9 reviews
2 bedrooms
1 bathroom
Sleeps 6
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De Launay House
10 reviews
6 bedrooms
4 bathrooms
Sleeps 14
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Abigail's Two Bedroom Vacation Cottage, easy 10-min. walk to plaza/theaters/shop
8 reviews
2 bedrooms
2 bathrooms
Sleeps 4
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2nd Street Cottages, HERITAGE HOUSE
6 reviews
4 bedrooms
3 bathrooms
Sleeps 8
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2nd Street Cottages, GARDEN SUITE
5 reviews
2 bedrooms
2 bathrooms
Sleeps 5
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#33 The Cabins at Hyatt Lake - Sleeps 6 - Hot Tub
2 reviews
2 bedrooms
1 bathroom
Sleeps 6
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Stay Ashland like never before. Explore days, campfire stars at night!
3 reviews
1 bedroom
1 bathroom
Sleeps 3
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Perfect vacation cottage
2 reviews
2 bedrooms
2 bathrooms
Sleeps 6
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#46 The Cabins at Hyatt Lake-Sleeps 5-Dog Friendly
1 review
2 bedrooms
1 bathroom
Sleeps 5
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#52 The Cabins at Hyatt Lake - Sleeps 4 -Lake View - Hot Tub
1 review
1 bedroom
1 bathroom
Sleeps 4
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Pelton Villa
1 review
4 bedrooms
3 bathrooms
Sleeps 8
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Ashland Lodge w/ Lake Views, Patio & 5 Mtn Bikes!
1 review
4 bedrooms
3 bathrooms
Sleeps 6
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The Brenden House, Walk to Theaters
7 reviews
3 bedrooms
3 bathrooms
Sleeps 8
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Cattle View Ranch House
1 review
4 bedrooms
2 bathrooms
Sleeps 9
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The Pioneer House -North Suite (Upstairs) - Closest to OSF!
1 review
2 bedrooms
1 bathroom
Sleeps 6
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Walk to Downtown/Theaters from this Charming Home
1 review
2 bedrooms
1 bathroom
Sleeps 6
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Luxurious Home near Downtown Ashland and Theaters
1 review
3 bedrooms
2 bathrooms
Sleeps 9
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Beautiful Apartment in Ashland
1 review
1 bedroom
1 bathroom
Sleeps 2
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The Aloha House ~ Hot Tub & Seasonal Pool
2 bedrooms
2 bathrooms
Sleeps 4
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#32 The Cabins at Hyatt Lake - Sleeps 6 - Hot Tub
2 bedrooms
1 bathroom
Sleeps 6
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#1D Hobart Peak ~ Green Springs Cabins ~ Jacuzzi Tub
2 bedrooms
1 bathroom
Sleeps 6
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#1B Soda Mountain ~ Green Springs Cabins ~ Jacuzzi Tub
2 bedrooms
1 bathroom
Sleeps 6
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#1C Pilot Rock ~ Green Springs Cabins ~ Jacuzzi Tub
2 bedrooms
1 bathroom
Sleeps 6
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