Ashland Holiday Rentals

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Holiday Rentals in Ashland

Cold Spring Plymouth Resort

3.5 star property
9.2 out of 10, Wonderful, (127)
"Excellent place to stay at a fair price. Full apartment with sitting area, kitchen and loft. Will stay again for sure."
Cold Spring Plymouth Resort

Creative Studio Suite on Main Street

10.0 out of 10, Exceptional, (1)
"Cozy apartment with easy walk to restaurants"
The price is AU$232
includes taxes & fees
24 July - 25 July
Creative Studio Suite on Main Street

Luxurious Cabin in the Woods

10.0 out of 10, Exceptional, (2)
"Very nice clean quiet and private real cozy"
The price is AU$370
includes taxes & fees
4 Aug - 5 Aug
Luxurious Cabin in the Woods

The Village of Paugus Bay Studio Close To It All!

8.8 out of 10, Excellent, (3)
"Place looked just like the pictures. Owner was responsive"
The price is AU$374
includes taxes & fees
16 July - 17 July
The Village of Paugus Bay Studio Close To It All!

Charming Woodstock Skylight Retreat- Just 10 Minutes from Loon Mountain!

2.0 star property
8.8 out of 10, Excellent, (5)
"Very nice place, clean and well equiped. It’s a quiet place. Everything is perfect. The maîtresse was Very soft and confortable. We had a Very nice holliday "
Charming Woodstock Skylight Retreat- Just 10 Minutes from Loon Mountain!

Spacious Lake View Laconia Apt Near Weirs Beach\ Pool \ Restaurants

Spacious Lake View Laconia Apt Near Weirs Beach\ Pool \ Restaurants

New Charming Chalet with Lake Winni Views

10.0 out of 10, Exceptional, (1)
"Great"
The price is AU$1,221
includes taxes & fees
16 July - 17 July
New Charming Chalet with Lake Winni Views

Fantastic 3-bedroom house near New Found Lake, Cardigan Mountain with great view

10.0 out of 10, Exceptional, (1)
"Lovely brand new house. Comfortable, beautiful view, spacious. Make sure you make note of the key and wireless codes before you get there. Pretty rural and there is no cell phone service."
The price is AU$865
includes taxes & fees
16 July - 17 July
Fantastic 3-bedroom house near New Found Lake, Cardigan Mountain with great view

Squam waterfront 2 bed 2bath (Suite 9)

10.0 out of 10, Exceptional, (1)
"The only thing i was disappointed that going down to lake was impossible for me as i am handcaped i wish it was more accessible to me . If it was i wouls stay there next year too "
Squam waterfront 2 bed 2bath (Suite 9)

Hot Tub + Pool Table + Resort Access + Fast Wifi

10.0 out of 10, Exceptional, (1)
"Excellent communication with Scott, our host. Checked in on how things were, made sure all was good. The location is exactly what we needed - peace and quiet. Comfy places to relax and rest. Had everything we needed in the kitchen which was great as we cooked breakfast and lunch there daily. Hot tub was in perfect working condition, we made use of it daily. It feels like you're in a tree house - with all the comforts of home. Best vrbo we've rented in a long time! "
Hot Tub + Pool Table + Resort Access + Fast Wifi

Meredith Bay - Brand New 1st Floor Apartment In Private Home

9.8 out of 10, Exceptional, (37)
"We had a great stay, easy check-in and very clean property. Would stay here again. "
Meredith Bay - Brand New 1st Floor Apartment In Private Home

New 4BR Mtn Retreat w/Game Room, Fire Pit & Grill

10.0 out of 10, Exceptional, (8)
"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 AU$911
includes taxes & fees
27 July - 28 July
New 4BR Mtn Retreat w/Game Room, Fire Pit & Grill

Room 4 (2nd Floor with Shared Bathroom)

10.0 out of 10, Exceptional, (1)
"Clean, organized, great hospitality, location and views!"
Room 4 (2nd Floor with Shared Bathroom)

Squam Waterfront 2 bed 2 bath (Suite 3)

10.0 out of 10, Exceptional, (1)
"Super place to stay, especially with kids. Lake side with recreation and close to amenities. Be sure to check out some of the nearby hikes, too."
Squam Waterfront 2 bed 2 bath (Suite 3)

Waterfront 2 bedroom on Squam (Suite 12)

10.0 out of 10, Exceptional, (1)
"We loved our little getaway here! "
Waterfront 2 bedroom on Squam (Suite 12)

Pet Friendly Home with Hot Tub | Bank of NH Pavillion 19 mins

10.0 out of 10, Exceptional, (1)
"Our family enjoyed our week at this lovely home in December. The fireplace and hot tub provided endless enjoyment, the house was well appointed, and Ashely, the host, was very responsive and offered great suggestions as to where to explore!"
The price is AU$1,602
includes taxes & fees
24 July - 25 July
Pet Friendly Home with Hot Tub | Bank of NH Pavillion 19 mins

Squam Suite - Waterfront

10.0 out of 10, Exceptional, (1)
"Great stay here. What an amazing place!"
Squam Suite - Waterfront

King Bed, Ski Tenney & Ragged Mtns. Wood fireplaces

10.0 out of 10, Exceptional, (3)
"We enjoyed our two days at the property very much. Access to the lake and use of SUP was great to cool off. Well stocked with cooking tools and games for the kids."
The price is AU$745
includes taxes & fees
20 July - 21 July
King Bed, Ski Tenney & Ragged Mtns. Wood fireplaces

Squam waterfront 2 bed 2 bath (Suite 8)

10.0 out of 10, Exceptional, (1)
"This was the perfect spot right on the lake for a quick few days"
Squam waterfront 2 bed 2 bath (Suite 8)

New Home Private Pool/Hot Tub Near Meredith Center

9.8 out of 10, Exceptional, (42)
"Very clean & plenty of space. The interior photos don't do it justice."
The price is AU$1,683
includes taxes & fees
24 July - 25 July
New Home Private Pool/Hot Tub Near Meredith Center
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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Frequently asked questions

Can I find holiday rentals in Ashland?

Yes, there are holiday rentals in Ashland close to Ashland Railroad Station Museum, or you can select a more secluded option if you're looking for a relaxing stay. Nature enthusiasts will enjoy the mountain landscape in Ashland. Make sure you have time to check out the architecture and lake views during your trip.

What are some of the best holiday rentals that Ashland has to offer?

Cold Spring Plymouth Resort: This highly rated holiday home rental in Ashland is located in the mountains, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a dishwasher and a stovetop. You can relax into your holiday with an outdoor tennis court and 1 hot tub.

How many holiday rentals are there in Ashland?

Choose from 8 Expedia holiday rentals in Ashland for a memorable holiday.

What’s there to see and do in Ashland?

Cultural attractions include Pauline E Glidden Toy Museum and Ashland Railroad Station Museum, whereas Little Squam Lake and Whitten Woods Trailhead are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include St. Mark's Episcopal Church and Whipple House Museum.

What’s a holiday rental in Ashland like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Ashland. Holiday rentals provide amenities such as laundry facilities and kitchens so you'll feel just like you're at home. If you're concerned about cleanliness, a holiday rental can provide a sense of security away from public hotel lifts and busy reception areas while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular option for a small group gathering.