Ashland Holiday Rentals

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Holiday Rentals in Ashland

Cold Spring Plymouth Resort

3.5 star property
9.0 out of 10, Wonderful, (144)
"Perfect place for a family vacation in New Hampshire "
Cold Spring Plymouth Resort

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

9.8 out of 10, Exceptional, (177)
"Great place, beautiful view"
Private Home with Large Indoor pool- Perfect for Summer Fun, Fall Foliage & Ski

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

9.8 out of 10, Exceptional, (12)
"The view and deck to see it our a big plus to this place."
Stunning lakefront gem with full water view, beach access & dock

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

10.0 out of 10, Exceptional, (55)
"Had an excellent stay, would highly recommend!"
Ultimate Lakefront Vacation Home for Rent - Lake Winnipesaukee - Amazing Sunsets

Best value on Newfound Lake NH 2 day min

8.8 out of 10, Excellent, (23)
"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 NZ$618
includes taxes & fees
2 Oct - 3 Oct
Best value on Newfound Lake NH 2 day min

Spacious Mtn Top Contemporary - Spectacular Views - in Waterville Estates

9.6 out of 10, Exceptional, (225)
"Cozy cabin with great privacy and great views for a large group. "
Spacious Mtn Top Contemporary - Spectacular Views - in Waterville Estates

Cozy Cabin Waterville Estates

8.6 out of 10, Excellent, (7)
"Meaghan is awesome! She is very accommodating."
The price is NZ$966
includes taxes & fees
6 Oct - 7 Oct
Cozy Cabin Waterville Estates

Bakerriver Tiny treehouse

9.4 out of 10, Exceptional, (23)
"This property was very peaceful to stay at. If you decide to stay here be prepared for no signal while you are here. There is a town store about 10 minutes away that has wifi or you can ask the kind host about the wifi on the site. I would recommend the Tinny tree house for at most two people (or one Adult and two small children)."
Bakerriver Tiny treehouse

Cozy condo with WiFi, fitness room in enjoyable Laconia

10.0 out of 10, Exceptional, (3)
"Beautiful condo spacious and clean beautiful views loved the pool and hot tub! "
The price is NZ$560
includes taxes & fees
27 Oct - 28 Oct
Cozy condo with WiFi, fitness room in enjoyable Laconia

Renovated Bungalo Village Cottage on Crystal-Clear Newfound Lake

9.4 out of 10, Exceptional, (104)
"Great stay. Very quite. The front porch and view made the stay. "
Renovated Bungalo Village Cottage on Crystal-Clear Newfound Lake

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

9.4 out of 10, Exceptional, (143)
"Gloria's place was great for me and my wife. Hung out on the private beach and then went to a show at NH Bank Pavilion. Gloria was super easy to work with. Would stay here again."
Misty Harbor Resort, walk to concerts at NH Bank Pavilion beach on Lake Winni.

Skiers Favorite Studio

9.6 out of 10, Exceptional, (10)
"I just love coming here for the peace and quiet"
Skiers Favorite Studio

Lake Winnipesaukee, Boat Dock, Summer Hot Tub and Game Room

10.0 out of 10, Exceptional, (15)
"Amazing hosts as always. We had a wonderful stay."
Lake Winnipesaukee, Boat Dock, Summer Hot Tub and Game Room

Lake Winnipesaukee Island Retreat Sandy Beach

9.0 out of 10, Wonderful, (2)
"Beautiful house. Great place to enjoy a weekend and boat around the lake. Would stay again!"
Lake Winnipesaukee Island Retreat Sandy Beach

great location weirs beach area rental

9.4 out of 10, Exceptional, (26)
"The property was exactly as it was listed, The host was great"
The price is NZ$1,026
includes taxes & fees
25 Oct - 26 Oct
great location weirs beach area rental

Close to downtown Meredith & lake Winnipesaukee on 13 secluded acres, Mt. views

10.0 out of 10, Exceptional, (227)
"If you want to relax in the great outdoors this is the place."
Close to downtown Meredith & lake Winnipesaukee on 13 secluded acres, Mt. views

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

10.0 out of 10, Exceptional, (11)
"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 🚤🌊

9.4 out of 10, Exceptional, (23)
"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 🚤🌊

Black Bear Lodge

3.5 star property
8.4 out of 10, Very good, (97)
"The pool temp was too cold to enjoy. The hot tub was not working. The pool is also really really small. "
Black Bear Lodge

Come & enjoy beautiful Lake Winni! Concerts are within 5 min. Economy pricing

9.8 out of 10, Exceptional, (16)
"Very nice place! So close to weirs beach! Definitely would go back! Very clean and accommodating "
Come & enjoy beautiful Lake Winni! Concerts are within 5 min. Economy pricing
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

Find out more about Ashland

Find out more about Ashland

Everything you need to know about Ashland holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Ashland holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Ashland holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Ashland holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Ashland. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Ashland holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Ashland holiday rentals we have selected for you start as low as NZ$560 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Ashland rentals

At Expedia, we put the best Ashland holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Ashland rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Ashland holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Ashland. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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 Ashland Railroad Station Museum and Riveredge Marina.

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.