Search Vacation Homes in Ashland

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Compare 487 Vacation Homes in Ashland with updated reviews, rates, and availability.

Studio 3 BEDS-SLEEPS 3
View from the balcony

Studio 3 BEDS-SLEEPS 3

9.4 out of 10, Exceptional, (28)
"Wonderful coszy spot perfect location for singles and couples even family "
The price is SAR 338
SAR 526 total
includes taxes & fees
9 Jan - 10 Jan
Studio 3 BEDS-SLEEPS 3
Cozy cabin with great views and fire place!
Exterior

Cozy cabin with great views and fire place!

9.8 out of 10, Exceptional, (81)
"Great space and feel of upstate NY. Will return for sure "
Cozy cabin with great views and fire place!
Mountain Views & Brook Access: Home in Arkville!
Arkville Vacation Rental | 3BR | 3BA | 7 Steps to Enter | 3,000 Sq Ft

Mountain Views & Brook Access: Home in Arkville!

Mountain Views & Brook Access: Home in Arkville!
Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Ski Lodge
Dancing Horse Farm Lodge | Spring

Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Ski Lodge

10.0 out of 10, Exceptional, (145)
"We had another fun stay at the Dancing Horse Farm! The house has been upgraded with a new stove and other amenities. Huge home, to house several large families. Very well maintained and clean. We also visited the near by town for coffee and a nice brisk walk. Overall great time and look forward to coming again!"
Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Ski Lodge
Birch Creek Retreat ~ 8br, 8ba, New Hot Tub + Sauna
Exterior

Birch Creek Retreat ~ 8br, 8ba, New Hot Tub + Sauna

10.0 out of 10, Exceptional, (90)
"My cousins and siblings had a great time from start to finish. The house was very comfortable with multiple places to relax. We had a large group and never felt short for space. All bedrooms were well furnished. The amazing kitchen was perfect for making our large family dinners. The area around the house offered beautiful scenery and nice options for when we wanted to go out. Highly recommend this property and host (Mella)"
Birch Creek Retreat ~ 8br, 8ba, New Hot Tub + Sauna
A world where time stands still, close to Belleayre Ski & Wedding venues.
Living room

A world where time stands still, close to Belleayre Ski & Wedding venues.

10.0 out of 10, Exceptional, (3)
"Lovely stay in a rustic and peaceful location with plenty of space "
A world where time stands still, close to Belleayre Ski & Wedding venues.
Cozy chic 2-bdroom bungalow with Sauna, Fireplace, Fast WiFi in quaint Phoenicia
living room with smartTV and wood burning fireplace

Cozy chic 2-bdroom bungalow with Sauna, Fireplace, Fast WiFi in quaint Phoenicia

2.0 star property
6.8 out of 10, (3)
The price is SAR 563
SAR 1,164 total
includes taxes & fees
9 Jan - 10 Jan
Cozy chic 2-bdroom bungalow with Sauna, Fireplace, Fast WiFi in quaint Phoenicia
SPECTACULAR CATSKILL OASIS with Hunter Mountain Views, INCREDIBLE LOCATION!!!
Pool

SPECTACULAR CATSKILL OASIS with Hunter Mountain Views, INCREDIBLE LOCATION!!!

9.8 out of 10, Exceptional, (19)
"Really love the mountains and fall leaves and lots to do and see in the area, unlike some resort towns. The accommodations were very nice, thank you! "
SPECTACULAR CATSKILL OASIS with Hunter Mountain Views, INCREDIBLE LOCATION!!!
Amazing 4BR Contemporary Mountain Home with 20.5 Acres of Privacy

Amazing 4BR Contemporary Mountain Home with 20.5 Acres of Privacy

9.8 out of 10, Exceptional, (85)
"Property was beautiful, surrounding towns were fun and accommodating. Great stay all around."
Amazing 4BR Contemporary Mountain Home with 20.5 Acres of Privacy
The Tipsy Gypsy
Exterior

The Tipsy Gypsy

9.8 out of 10, Exceptional, (19)
"Excellent "
The price is SAR 747
SAR 1,480 total
includes taxes & fees
5 Jan - 6 Jan
The Tipsy Gypsy
Mountaintop Lookout with Hot Tub under the Stars - Ultimate Family Getaway!
Welcome to The Mountaintop Lookout. Inspired by Nature, crafted with Love

Mountaintop Lookout with Hot Tub under the Stars - Ultimate Family Getaway!

9.8 out of 10, Exceptional, (18)
"Overall a great location for families! Very cozy in living area with the wood fired stove! "
Mountaintop Lookout with Hot Tub under the Stars - Ultimate Family Getaway!
Free 50 Amp EV Charger Modern New, HotTub, A/C, Webber Grill, 2 Decks, FirePit
Outdoor dining

Free 50 Amp EV Charger Modern New, HotTub, A/C, Webber Grill, 2 Decks, FirePit

9.8 out of 10, Exceptional, (11)
"This cabin was perfectly tucked into the woods with beautiful views. The cabin was comfortable, clean, and contained everything we needed. Sitting outside in the hot tub and watching the full moon rise was breathtaking. Highly recommend this place "
The price is SAR 597
SAR 1,169 total
includes taxes & fees
3 Feb - 4 Feb
Free 50 Amp EV Charger Modern New, HotTub, A/C, Webber Grill, 2 Decks, FirePit
Connect with mother nature and nurture your mind, body and soul!!
Exterior

Connect with mother nature and nurture your mind, body and soul!!

10.0 out of 10, Exceptional, (1)
The price is SAR 2,441
SAR 3,920 total
includes taxes & fees
9 Jan - 10 Jan
Connect with mother nature and nurture your mind, body and soul!!
Beautiful new house 3/4 mile from Hunter Mountain
Exterior

Beautiful new house 3/4 mile from Hunter Mountain

9.6 out of 10, Exceptional, (124)
"Our family had a fantastic stay. The house was perfect for kids, with plenty of space and a lovely atmosphere."
Beautiful new house 3/4 mile from Hunter Mountain
THE LAKEFRONT RETREAT - SKI, RIDE, GOLF, BIKE, HIKE
Exterior

THE LAKEFRONT RETREAT - SKI, RIDE, GOLF, BIKE, HIKE

10.0 out of 10, Exceptional, (93)
"very beautiful and well-equipped house- everything you need and super comfy and clean!"
The price is SAR 1,314
SAR 2,422 total
includes taxes & fees
14 Jan - 15 Jan
THE LAKEFRONT RETREAT - SKI, RIDE, GOLF, BIKE, HIKE
Best rated cabin in Hunter cozy 4 Bedrooms 3 full baths close to everything
Main entrance

Best rated cabin in Hunter cozy 4 Bedrooms 3 full baths close to everything

10.0 out of 10, Exceptional, (41)
"We had an amazing little stay! The cabin/house was so cozy and the layout was perfect for my family. The rooms were comfortable and spacious. My little one and fur baby appreciated all the room they had! Mario was an amazing host and answered all our questions and gave us plenty of information on the places around us. Overall, we were very satisfied and will definitely come back! "
Best rated cabin in Hunter cozy 4 Bedrooms 3 full baths close to everything
LOOKING FOR A HEAVENLY GETAWAY
THE PERFECT WINTER DESTINATION

LOOKING FOR A HEAVENLY GETAWAY

9.6 out of 10, Exceptional, (87)
"Always an amazing stay!"
LOOKING FOR A HEAVENLY GETAWAY
Cozy Country Farmhouse Along the Catskill Scenic Trail
The farmhouse in summer.

Cozy Country Farmhouse Along the Catskill Scenic Trail

10.0 out of 10, Exceptional, (118)
"Perfect stay, exactly what we needed, exactly what we wanted, exactly what we hoped, far better than what we expected. Wonderful house, gorgeous location."
The price is SAR 657
SAR 1,192 total
includes taxes & fees
14 Jan - 15 Jan
Cozy Country Farmhouse Along the Catskill Scenic Trail
Modern Rustic-Skiing, King Beds, Hiking, Firepit, Grill, AirTub-Hunter Mtn Haven
You’ve arrived at Hunter Mountain Haven!

Modern Rustic-Skiing, King Beds, Hiking, Firepit, Grill, AirTub-Hunter Mtn Haven

10.0 out of 10, Exceptional, (33)
"Was awesome "
Modern Rustic-Skiing, King Beds, Hiking, Firepit, Grill, AirTub-Hunter Mtn Haven
Catskills Country House with Hot Tub and Sauna Near Hiking

Catskills Country House with Hot Tub and Sauna Near Hiking

10.0 out of 10, Exceptional, (7)
"We had a great relaxing weekend with friends, enjoyed the comfortable living room (with stove) and hot tub. Great restaurant within walking distance (The Pines) and we drove down the street to hike the Ashokan Reservoir rail trail. Property is great, host is very helpful and communicated quickly. Very satisfied!"
The price is SAR 537
SAR 1,396 total
includes taxes & fees
5 Jan - 6 Jan
Catskills Country House with Hot Tub and Sauna Near Hiking
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.
Don't see what you're looking for?
See all available properties in Ashland
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Ashland

Starlite Motel
Terrace/patio

Starlite Motel

2.5 star property
9.2 out of 10, Wonderful, (245)
"Cozy,excellent cable package…"
The price is SAR 469
SAR 536 total
includes taxes & fees
9 Jan - 10 Jan
Starlite Motel
Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Ski Lodge
Dancing Horse Farm Lodge | Spring

Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Ski Lodge

10.0 out of 10, Exceptional, (145)
"We had another fun stay at the Dancing Horse Farm! The house has been upgraded with a new stove and other amenities. Huge home, to house several large families. Very well maintained and clean. We also visited the near by town for coffee and a nice brisk walk. Overall great time and look forward to coming again!"
Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Ski Lodge
Tuscan Year Round Beauty - Pickleball Court
Exterior

Tuscan Year Round Beauty - Pickleball Court

10.0 out of 10, Exceptional, (97)
"Awesome"
Tuscan Year Round Beauty - Pickleball Court
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.