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, (131)
"Loved having washer and dryer in the unit"
The price is AU$289
includes taxes & fees
29 July - 30 July
Cold Spring Plymouth Resort

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

9.8 out of 10, Exceptional, (175)
"Fantastic stay! The house was spotless, beautifully decorated, and had all the amenities we needed for a comfortable stay. The location was perfect—close to everything yet peaceful and relaxing. The host was responsive and made the check-in process seamless. Highly recommend and would definitely stay again!"
Private Home with Large Indoor pool- Perfect for Summer Fun, Fall Foliage & Ski

Lakefront Rumney Retreat w/ Shared Dock & Beach!

8.2 out of 10, Very good, (31)
"View of the lake from the screened in porch was great! "
Lakefront Rumney Retreat w/ Shared Dock & Beach!

Stunning lakefront gem with full water view, beach access & dock

9.8 out of 10, Exceptional, (10)
"A perfect little cottage for a getaway for two, to the lake. Great experience and would happily return someday."
Stunning lakefront gem with full water view, beach access & dock

Central modern condo studio - ~5min drive from Weirs Beach & NH Bank Pavilion.

10.0 out of 10, Exceptional, (7)
"Great place to stay. Nice area, with easy access to anything you may need. The shower is wonderful, and the king size bed was very confortable."
The price is AU$432
includes taxes & fees
4 Aug - 5 Aug
Central modern condo studio - ~5min drive from Weirs Beach & NH Bank Pavilion.

🏖 Lake Winnipesaukee Vacation at Akwa Marina 🏖 Beach, Pool, Hot Tub, Beach Bar

10.0 out of 10, Exceptional, (51)
"House was perfect lots to do, owners were great. Highly recommend to family’s"
🏖 Lake Winnipesaukee Vacation at Akwa Marina 🏖 Beach, Pool, Hot Tub, Beach Bar

Luxurious Cabin in the Woods

10.0 out of 10, Exceptional, (2)
"Very nice clean quiet and private real cozy"
The price is AU$367
includes taxes & fees
4 Aug - 5 Aug
Luxurious Cabin in the Woods

Gorgeous Waterfront Condo with Lake Access & Views

9.8 out of 10, Exceptional, (29)
"This was a great family vacation (with young kids). The location was perfect! The house had everything you need and the communication was excellent. We would love to come back and explore the area again!"
Gorgeous Waterfront Condo with Lake Access & Views

Bakerriver Tiny treehouse

9.4 out of 10, Exceptional, (18)
"Super fun place to stay, great place to getaway for a few days"
Bakerriver Tiny treehouse

Misty Harbor Resort, walk to concerts at NH Bank Pavilion beach on Lake Winni.

9.4 out of 10, Exceptional, (139)
"Everything was clean & convenient. Such a beautiful beach also! "
Misty Harbor Resort, walk to concerts at NH Bank Pavilion beach on Lake Winni.

The Gnome Home Cottage located near white mountain NH

9.6 out of 10, Exceptional, (48)
"enjoyed my stay. Property was in a great location and everything was as advertised. "
The price is AU$466
includes taxes & fees
27 July - 28 July
The Gnome Home Cottage located near white mountain NH

Beach House on the Big Lake with 90-foot dock. Bring your boat! New listing!

Beach House on the Big Lake with 90-foot dock. Bring your boat! New listing!

Lake Stinson Cottage w/ Sunroom & Shared Dock!

8.6 out of 10, Excellent, (19)
"owners are very friendly and hospitable. supplied all the essentials plus some. all amenities were available and we used them all!!! this is a great place to seriously get away from it all"
Lake Stinson Cottage w/ Sunroom & Shared Dock!

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

10.0 out of 10, Exceptional, (54)
"Amazing house , great location . Great for the kids "
Ultimate Lakefront Vacation Home for Rent - Lake Winnipesaukee - Amazing Sunsets

Cozy rustic cottage w/private shared beach on Newfound Lake & easy ski access

9.6 out of 10, Exceptional, (24)
"My family & I had a great time, the home was located perfectly within driving distance of many attractions! Thank you for sharing your home with us! "
Cozy rustic cottage w/private shared beach on Newfound Lake & easy ski access

New Home Private Pool/Hot Tub Near Meredith Center

9.6 out of 10, Exceptional, (43)
"Very clean & plenty of space. The interior photos don't do it justice."
The price is AU$1,684
includes taxes & fees
20 Aug - 21 Aug
New Home Private Pool/Hot Tub Near Meredith Center

My Mountainside Mansion in Waterville Estates!🏔☀️🏊‍♀️⛷

9.8 out of 10, Exceptional, (9)
"Had a fun weekend with friends and Family. The house had everything that we need. The views are amazing. Thank you Joshua for hosting us. "
My Mountainside Mansion in Waterville Estates!🏔☀️🏊‍♀️⛷

🌟 Unique Houseboat Experience on Lake Winnipesaukee - Harborside 🚤🌊

9.6 out of 10, Exceptional, (18)
"What a unique and fun stay! The use of the property is really the gem here, Beautiful clean property that checks all the boxes! "
The price is AU$1,377
includes taxes & fees
29 July - 30 July
🌟 Unique Houseboat Experience on Lake Winnipesaukee - Harborside 🚤🌊

White Mountain Cozy Cottage with Touch of Modern

9.8 out of 10, Exceptional, (40)
"Great stay in the NH white mountains! Really enjoyed our stay! Check in and check out process was very easy. Would stay again. "
The price is AU$466
includes taxes & fees
27 July - 28 July
White Mountain Cozy Cottage with Touch of Modern

Charming private cottage in Sanbornton with beach access to Lake Winnisquam.

10.0 out of 10, Exceptional, (2)
"Everything was very good"
Charming private cottage in Sanbornton with beach access to Lake Winnisquam.
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

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 Whipple House 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 Ashland Railroad Station 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.