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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Ashland holiday homes

A bedroom with a bed, a sofa, a desk, and a window with blinds.

1. Whimsy on B

Whimsy on B
3.0 star property
Historic Railroad District
The price is 2.343.562 ₫
4.234.750 ₫ total
includes taxes & fees
15 Nov - 16 Nov
Whimsy on B
A bedroom with a large bed, a dresser, a mirror, a chandelier, and a staircase leading to another room.

2. Barclay Klum House by WanderLodges

Barclay Klum House by WanderLodges
4.0 star property
Ashland
10.0 out of 10, Exceptional, (10 reviews)
"Great ~ memorable stay. "
United States
Melissa
The price is 3.018.240 ₫
6.647.897 ₫ total
includes taxes & fees
12 Nov - 13 Nov
Barclay Klum House by WanderLodges
A wooden door with a small window above it, a porch with a wooden railing, and a green hose on the right side.

3. Whimsy On B 2br & Studio

Whimsy On B 2br & Studio
2.5 star property
Historic Railroad District
The price is 4.112.722 ₫
8.146.559 ₫ total
includes taxes & fees
17 Nov - 18 Nov
Whimsy On B 2br & Studio
A deck with a fire pit, outdoor seating, and a view of the countryside.

4. Grandview of Ashland

Grandview of Ashland
3.0 star property
Ashland
10.0 out of 10, Exceptional, (11 reviews)
"Stunning views!! A+++ Experience!!"
United States
Jose
The price is 4.112.722 ₫
9.330.887 ₫ total
includes taxes & fees
8 Dec - 9 Dec
Grandview of Ashland
A staircase with wooden balusters, a round glass table with chairs, a patterned rug, and a white door with a decorative valance.

5. Savage Upon Siskiyou

Savage Upon Siskiyou
3.0 star property
Siskiyou-Hargadine Historic District
10.0 out of 10, Exceptional, (2 reviews)
"Had an amazing stay, thank you!"
United States
megan
The price is 4.263.343 ₫
8.994.887 ₫ total
includes taxes & fees
15 Nov - 16 Nov
Savage Upon Siskiyou
A cozy living room with a built-in bench, a flat-screen TV, a bookshelf, and a vase of flowers.

6. Hanna's House by WanderLodges

Hanna's House by WanderLodges
4.0 star property
Historic Railroad District
10.0 out of 10, Exceptional, (6 reviews)
"Very cute cottage, 10 min walk to OSF theaters. It has everything you need - full kitchen, front room, and AC for the hot summers! Owner very kind. Will stay there again!"
United States
Robert
The price is 2.597.448 ₫
4.860.229 ₫ total
includes taxes & fees
15 Nov - 16 Nov
Hanna's House by WanderLodges
A modern kitchen with wooden beams, a dining area with a rug, and a large island.

7. The Mountain Ave House by WanderLodges

The Mountain Ave House by WanderLodges
4.0 star property
Ashland
10.0 out of 10, Exceptional, (8 reviews)
"Lovely space and very comfortable; walkable from downtown "
United States
Joyce
The price is 3.571.200 ₫
7.692.608 ₫ total
includes taxes & fees
15 Nov - 16 Nov
The Mountain Ave House by WanderLodges
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Ashland Hotel Reviews

Green Springs Inn

Green Springs Inn

10/10 Excellent
"I stayed here 10 years ago and have always wanted to come back! Very comfortable room in a beautiful setting."
Lesley 1-night trip
Posted 13 hours ago
Green Springs Inn

Find out more about Ashland

Ashland Holiday Homes information

Number of reviews
29
Accommodation
29 Holiday Homes
Lowest Price
4.860.229 ₫
Highest Price
9.330.887 ₫