Search Holiday Rentals in Ashland

    price find illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Save instantly and earn perks with One Key
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Top Holiday Rentals in Ashland

Cold Spring Plymouth Resort

3.5 star property
9.0 out of 10, Wonderful, (134)
"Perfect place for a family vacation in New Hampshire "
The price is £96
includes taxes & fees
1 Sept - 2 Sept
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

White Mountain Cozy Cottage with Touch of Modern

9.6 out of 10, Exceptional, (42)
"Great stay in the NH white mountains! Really enjoyed our stay! Check in and check out process was very easy. Would stay again. "
White Mountain Cozy Cottage with Touch of Modern

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

White Mountain riverside Treehouse

White Mountain riverside Treehouse

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

9.6 out of 10, Exceptional, (10)
"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 £214
includes taxes & fees
18 Aug - 19 Aug
Central modern condo studio - ~5min drive from Weirs Beach & NH Bank Pavilion.

New Home Private Pool/Hot Tub Near Meredith Center

9.6 out of 10, Exceptional, (46)
"Very clean & plenty of space. The interior photos don't do it justice."
The price is £835
includes taxes & fees
20 Aug - 21 Aug
New Home Private Pool/Hot Tub Near Meredith Center

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 £249
includes taxes & fees
20 Aug - 21 Aug
The Gnome Home Cottage located near white mountain NH

🌟 Unique Houseboat Experience on Lake Winnipesaukee - Harborside 🚤🌊

9.6 out of 10, Exceptional, (20)
"What a unique and fun stay! The use of the property is really the gem here, Beautiful clean property that checks all the boxes! "
🌟 Unique Houseboat Experience on Lake Winnipesaukee - Harborside 🚤🌊

Cozy Cabin on Loon Lake

8.2 out of 10, Very good, (10)
"Being right on the lake was amazing. The cabin is beautiful. We had such a nice trip."
Cozy Cabin on Loon Lake

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

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.

Direct Water Access to Lake! w/ Boat Dock, Heat, AC, TV & Internet, Sleeps 6

9.0 out of 10, Wonderful, (24)
"2nd time, great place to stay"
Direct Water Access to Lake! w/ Boat Dock, Heat, AC, TV & Internet, Sleeps 6

Gorgeous Waterfront Condo with Lake Access & Views

9.8 out of 10, Exceptional, (30)
"Clean, quiet and an amazing location. "
The price is £258
includes taxes & fees
10 Sept - 11 Sept
Gorgeous Waterfront Condo with Lake Access & Views

Best value on Newfound Lake NH 2 day min

9.2 out of 10, Wonderful, (19)
"We had a great time staying at this house. The house was clean, had plenty of room for everyone in the group, and was a great location. "
The price is £302
includes taxes & fees
2 Sept - 3 Sept
Best value on Newfound Lake NH 2 day min

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

10.0 out of 10, Exceptional, (54)
"This property is beautifully situated on a peninsula with a great beach and large dock. The management was very easy to communicate with and made the check-in/check-out process extremely guest friendly. Great for large groups as each bedroom essentially has its own bathroom."
Ultimate Lakefront Vacation Home for Rent - Lake Winnipesaukee - Amazing Sunsets

Renovated Bungalo Village Cottage on Crystal-Clear Newfound Lake

9.4 out of 10, Exceptional, (101)
"Great stay. Very quite. The front porch and view made the stay. "
Renovated Bungalo Village Cottage on Crystal-Clear Newfound Lake

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

10.0 out of 10, Exceptional, (52)
"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

Skiers Favorite Studio

9.6 out of 10, Exceptional, (10)
"I really enjoyed this stay. It was exactly what I needed - a bed and a fireplace by the creek. So very relaxing, and in a decent area to explore. Thank you so much for the great stay!"
Skiers Favorite Studio

Pet friendly, private sandy beach/dock, Spectacular Winnipesaukee Lake/Mountain

9.8 out of 10, Exceptional, (95)
"Great place one the lake"
The price is £708
includes taxes & fees
8 Sept - 9 Sept
Pet friendly, private sandy beach/dock, Spectacular Winnipesaukee Lake/Mountain
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.
Save an average of 15% on thousands of hotels when you're signed in

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 7 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.