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Compare 827 Vacation Homes in Ashland with updated reviews, rates, and availability.

Cold Spring Plymouth Resort

3.5 star property
9.0 out of 10, Wonderful, (112)
"Great stay for family, spacious, plenty room for sleep and just hang out. The only issue was that one of the rooms heater barely worked, but it was just 2 of us this time, so wasn't a big issue. Definitely will come. "
The price is SAR 441
SAR 479 total
includes taxes & fees
3 Apr - 4 Apr
Cold Spring Plymouth Resort

Spacious Mtn Top Contemporary - Spectacular Views - in Waterville Estates

9.6 out of 10, Exceptional, (216)
"The owner was very accommodating with the check in process. The home was as pictured and very cozy. Beautiful location. Minor issues we experienced were promptly addressed and remediated. We would return again. "
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, (247)
"Can't say enough about this beautiful home. Had a fabulous time in this relaxing atmosphere."
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, (107)
"Family time "
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)
"Roomy, sunny cape only 8 minutes to the slopes. The place was clean, bright, and had everything we needed. 10 minutes to Walmart or Hannaford for what we forgot to bring. Loved the claw foot tub with bubble bath and a view of snow covered pines. Thank you for sharing your home"
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, (14)
"Everything was great about this stay. Very clean place set off the road a little but only a few minutes from all the shops. Stairs and everything were shoveled and salted when we got there and there was more close by if we needed it. Left during a snow storm and the host was very nice and plowing the road which helped a lot. Definitely going to be staying here again!"
Barn Off the beaten path yet close to everything.

Cute romantic studio

10.0 out of 10, Exceptional, (31)
"This studio was far better than expected! We were welcomed by a very thoughtful personalized greeting note accompanied by a complimentary bottle of wine. Mark & Shelly's added cozy furnishings and the cleanliness throughout offers home-like comforts. We highly recommend staying here if you are looking for a romantic, quiet get-away just down the street from a beautiful waterfront lake & park."
Cute romantic studio

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

10.0 out of 10, Exceptional, (167)
"Massive 7,000 sq ft. super cool house close to Gunstock that felt like we rented an entire commercial lodge. Bedrooms and baths for everyone, large indoor pool, hot tub, steam and sauna, bar area, game room, and huge fireplaced dining room with seating for 20! Kids were ecstatic and we had the best time. Clean, responsive and pleasant owner as well. If you have a large family, this is the place...you won't be disappointed!PatrickMarshfield, MA"
Private Home with Large Indoor pool- Perfect for Summer Fun, Fall Foliage & Ski

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

8.4 out of 10, Very Good, (28)
"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, (28)
"Only good things to say. Highly recommend. "
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, (27)
"The property was very clean. It had all we needed "
The price is SAR 597
SAR 1,193 total
includes taxes & fees
27 Mar - 28 Mar
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, (138)
"A pleasant stay in a great location. It was nice to have the rec center with gym and pools right there. The property managers are super responsive. A little small for our party of 8 but we waited to book it a little too long and it’s advertised appropriately so that’s on us. It all worked out."
Resort home with Private hot tub , fireplace, pools, pond, WIFI

New 4BR Ski Home w/Game Room. 10min to Loon, 6min to Ice Castles, 4min to Town

10.0 out of 10, Exceptional, (6)
"Even better than expected! Very spacious and it seems to be newly renovated. Check-in was easy and my friend really appreciated the snacks. Would def stay again "
The price is SAR 732
SAR 1,722 total
includes taxes & fees
30 Mar - 31 Mar
New 4BR Ski Home w/Game Room. 10min to Loon, 6min to Ice Castles, 4min to Town

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

9.8 out of 10, Exceptional, (25)
"The lake house was the perfect fall escape for us! Extremely comfortable inside and out, with a well equipped kitchen. The bunkhouse and barn were so well done and gave us plenty of options for activities. And the views of the lake from early morning to late at night were breathtaking! I wouldn't hesitate renting the property again."
Waterfront Lake Winnisquam House, Guest House & Barn Game Rm, Sleeps 16 w/ Beach

Spacious 4BR Lakehouse on Bear Island, Lake Winnipesaukee – Large Dock & Yard!

Spacious 4BR Lakehouse on Bear Island, Lake Winnipesaukee – Large Dock & Yard!

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

8.8 out of 10, Excellent, (19)
"It’s no wonder that the house resides on Paradise Drive. An absolute slice of heaven. This was our second time staying here and we can’t wait to book again. You can’t beat the location when you are a short walk to the lively public beach while also sitting on a cool quiet tributary with a private dock. The home is clean and comfortable with multiple wall mounted AC units to escape the summer heat. Two bedrooms with plenty of space for air mattresses makes this place great for families or...
Direct Water Access to Lake! w/ Boat Dock, Heat, AC, Cable TV & Internet

Lake Winnipesaukee Retreat with Beach & Boat Dock Access! Dog Friendly!

Lake Winnipesaukee Retreat with Beach & Boat Dock Access! Dog Friendly!

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

10.0 out of 10, Exceptional, (50)
"We were a group of 10 adults from several states (some friends, some family) celebrating a milestone birthday. Brian’s house fit the bill perfectly for our group. While we stayed during winter, we enjoyed the great views across the frozen lake and many of the great activities at the house (pool, ping pong, Nintendo) We spent much of our time cooking together and just visiting with each other. The kitchen was nicely stocked and there was the perfect amount of room for our group to dine...
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, (27)
"We stayed for six nights and had a very enjoyable stay. The views of the lake from the kitchen and common areas are unbeatable. Beds and bedrooms were comfortable. We didn’t mind the steps from the parking area, but as noted, they wouldn’t be good for people with mobility problems. We would have appreciated a binder with all the necessary information on the home, area restaurants, etc, including instructions on using the wood burning stove (we tried using it but had to stop due to smoke). ...
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, (112)
"Great stay for family, spacious, plenty room for sleep and just hang out. The only issue was that one of the rooms heater barely worked, but it was just 2 of us this time, so wasn't a big issue. Definitely will come. "
The price is SAR 441
SAR 479 total
includes taxes & fees
3 Apr - 4 Apr
Cold Spring Plymouth Resort

Waterfront Ashland Home ~ 2 Mi to Downtown!

8.4 out of 10, Very Good, (7)
"We stayed for a short family vacation. The house was just as pictured. Everything we needed was supplied. The kids loved swimming and fishing right were we stayed!"
Waterfront Ashland Home ~ 2 Mi to Downtown!

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

10.0 out of 10, Exceptional, (167)
"Massive 7,000 sq ft. super cool house close to Gunstock that felt like we rented an entire commercial lodge. Bedrooms and baths for everyone, large indoor pool, hot tub, steam and sauna, bar area, game room, and huge fireplaced dining room with seating for 20! Kids were ecstatic and we had the best time. Clean, responsive and pleasant owner as well. If you have a large family, this is the place...you won't be disappointed!PatrickMarshfield, MA"
Private Home with Large Indoor pool- Perfect for Summer Fun, Fall Foliage & Ski
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.