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Compare 829 Vacation Homes in Ashland with updated reviews, rates, and availability.

Cold Spring Plymouth Resort

3.5 star property
9.0 out of 10, Wonderful, (120)
"Hidden gem. Close to downtown Plymouth , Plymouth State and Holderness School. "
The price is AED 745
AED 808 total
includes taxes & fees
10 May - 11 May
Cold Spring Plymouth Resort

Spacious Mtn Top Contemporary - Spectacular Views - in Waterville Estates

9.6 out of 10, Exceptional, (217)
"Beautiful and comfortable. The manager was gently and helpful. Incredible view."
Spacious Mtn Top Contemporary - Spectacular Views - in Waterville Estates

Lake Access, Mtn Views, Game Room, Hot Tub & More!

Lake Access, Mtn Views, Game Room, Hot Tub & More!

Beautiful and wonderful location. Premier lVRBO host.

10.0 out of 10, Exceptional, (248)
"Enjoyed the location and snow! Wonderful Christmas vacation for our family!"
Beautiful and wonderful location. Premier lVRBO host.

Resort Mountain Home with Private Hot tub Walk to Pools, Pond WIFI

9.0 out of 10, Wonderful, (108)
"Very enjoyable stay!"
Resort Mountain Home with Private Hot tub Walk to Pools, Pond WIFI

Updated Cape home with WiFi, W/D, full kitchen & clawfoot tub

9.8 out of 10, Exceptional, (31)
"We were in town for a family event and the property and location was just right for 5 of us."
Updated Cape home with WiFi, W/D, full kitchen & clawfoot tub

Barn Off the beaten path yet close to everything.

10.0 out of 10, Exceptional, (17)
"Clean, cute and cozy."
Barn Off the beaten path yet close to everything.

Cute romantic studio

10.0 out of 10, Exceptional, (31)
"This little place is perfect !"
Cute romantic studio

Private Home with Large Indoor pool- Perfect for Summer Fun, Fall Foliage & Ski

10.0 out of 10, Exceptional, (168)
"House was great! Very short drive to gunstock mountain for skiing. The pool and hot tub was a big hit and a great way to spend some time post skiing.Highly recommended "
Private Home with Large Indoor pool- Perfect for Summer Fun, Fall Foliage & Ski

Stargazer's retreat with hot tub & decks - near Ellacoya State Beach

8.2 out of 10, Very Good, (29)
"We had a great stay at this property. It was very conveniently located near Gunstock Ski Resort. The hot tub was perfect after a long day skiing and tubing. The home was clean and well-furnished."
Stargazer's retreat with hot tub & decks - near Ellacoya State Beach

Lakefront home with gym, game room, home theatre, & private beach with boathouse

9.4 out of 10, Exceptional, (29)
"Great home to stay in and was super accommodating! Would recommended staying here again! "
Lakefront home with gym, game room, home theatre, & private beach with boathouse

Waterfront with Fire Pit, Pergola, close to gunstock and Downtown

9.8 out of 10, Exceptional, (28)
"Steven’s house in Laconia was the perfect location for a family ski weekend getaway. Just 14 minutes from Gunstock and even less to town, it made getting around simple & easy. The interior was warm, welcoming, clean and tastefully appointed. We loved so much about staying here that I’m confident we’ll be back to both enjoy it in the winter, and summer. Steven was also very helpful with communication and food recommendations! "
The price is AED 584
AED 1,180 total
includes taxes & fees
5 May - 6 May
Waterfront with Fire Pit, Pergola, close to gunstock and Downtown

Resort home with Private hot tub , fireplace, pools, pond, WIFI

9.4 out of 10, Exceptional, (139)
"Great stay!! Very clean and tons of room- thank you for hosting us! "
Resort home with Private hot tub , fireplace, pools, pond, WIFI

New 4BR White Mountains Home w/Game Room, Fire Pit & Grill

10.0 out of 10, Exceptional, (6)
"This house is perfect. It had many unexpected extras such as snacks and drinks, liquid soap and hand lotion next to each sink, stocked coffee station, endless quality towels in the bathrooms, lantern flashlight, first aid kit, quality mattress, sheets and comforters. Truly just amazing. The mattress was so comfortable we came home and ordered the one that was on the bed.Geng was very responsive to all our questions. It snowed overnight on our last night and first thing the next morning the...
The price is AED 790
AED 1,789 total
includes taxes & fees
5 May - 6 May
New 4BR White Mountains Home w/Game Room, Fire Pit & Grill

Waterfront Lake Winnisquam House, Guest House & Barn Game Rm, Sleeps 16 w/ Beach

9.8 out of 10, Exceptional, (25)
"Perfect vacation spot just a short drive from Boston. The property is beautiful and had everything needed to make a great family vacation"
Waterfront Lake Winnisquam House, Guest House & Barn Game Rm, Sleeps 16 w/ Beach

Waterfront Island Retreat | Lake Winnipesaukee

Waterfront Island Retreat | Lake Winnipesaukee

Direct Water Access to Lake! w/ Boat Dock, Heat, AC, Cable TV & Internet

8.8 out of 10, Excellent, (20)
"2nd time, great place to stay"
Direct Water Access to Lake! w/ Boat Dock, Heat, AC, Cable TV & Internet

Spacious Home with Beach & Dock Access! Fits 8!

Spacious Home with Beach & Dock Access! Fits 8!

Ultimate Lakefront Vacation Home for Rent - Lake Winnipesaukee - Amazing Sunsets

10.0 out of 10, Exceptional, (50)
"Fabulous place to celebrate the 2025 New Year. Multigenerational family gathering for skiing, food & fun.Expansive property, beautifully appointed and maintained. Excellent space for watching football, playing board games & ping pong. Beds/baths spacious, hot tub a blast!"
Ultimate Lakefront Vacation Home for Rent - Lake Winnipesaukee - Amazing Sunsets

Renovated home with a water view, washer/dryer, AC, deck & wood stove

9.8 out of 10, Exceptional, (29)
"Comfortable home with great views."
Renovated home with a water view, washer/dryer, AC, deck & wood stove
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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Other property types in Ashland

Cold Spring Plymouth Resort

3.5 star property
9.0 out of 10, Wonderful, (120)
"Hidden gem. Close to downtown Plymouth , Plymouth State and Holderness School. "
The price is AED 745
AED 808 total
includes taxes & fees
10 May - 11 May
Cold Spring Plymouth Resort

Private Home with Large Indoor pool- Perfect for Summer Fun, Fall Foliage & Ski

10.0 out of 10, Exceptional, (168)
"House was great! Very short drive to gunstock mountain for skiing. The pool and hot tub was a big hit and a great way to spend some time post skiing.Highly recommended "
Private Home with Large Indoor pool- Perfect for Summer Fun, Fall Foliage & Ski

The view-Enjoy Lake Winni both on & off the water-outdoor enthusiasts dream

2.5 star property
10.0 out of 10, Exceptional, (2)
"Enjoyed our stay a lot "
The view-Enjoy Lake Winni both on & off the water-outdoor enthusiasts dream
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.