Ashland Holiday Rentals from €214: Search Short-Term Rentals

Q: 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.

Check prices for these dates

Tonight

Tomorrow

Next weekend

In two weeks

Holiday Rentals in Ashland

"Excellent place to stay at a fair price. Full apartment with sitting area, kitchen and loft. Will stay again for sure."

"Cozy apartment with easy walk to restaurants"

includes taxes & fees

24 Jul - 25 Jul

"We rented the cottage for a ski weekend. Overall, we like the location and the cottage itself. We read the prior reviews and brought our own towels. The cottage had good internet, and a TV where we could watch netflix or amazon prime on. Its a cute place, and was very comfortable. "

includes taxes & fees

14 Jul - 15 Jul

"Great"

includes taxes & fees

27 Jul - 28 Jul

"The property was very clean and we really enjoyed our stay. I would gladly stay there again"

includes taxes & fees

14 Jul - 15 Jul

"Beautiful property that was fully equipped with everything we needed. Plenty of room for 2 families and dog. Owner was excellent with communication and quick to respond with any updates when we needed it."

includes taxes & fees

25 Jul - 26 Jul

"Absolutely gorgeous home and property nestled in the Gilford woods! Pristine and clean with every amenity needed. "

includes taxes & fees

21 Jul - 22 Jul

Smart TV, fireplace, DVD player, offices

"Perfect place for a group celebrating anything!"

"We had a wonderful stay, great location! We will definitely be reaching out again anytime we plan to stay in the area! "

includes taxes & fees

27 Jul - 28 Jul

"Overall our stay was good and owner is super responsive. "

includes taxes & fees

17 Jul - 18 Jul

"Two family’s over night for 2 nights after an Old Dominion concert at Bank Pavilion. Only a 10 min drive , perfect location. House was super clean, kitchen was stalked so you could make meals, bedrooms were comfortable, kids (and adults!) loved the game room and we spent the most of our time on the amazing screened in porch. Communication with the hosts was so easy! We will absolutely come back to the hideaway! "

includes taxes & fees

26 Jul - 27 Jul

"Amazing place for a large family. Able to be together with space to be separate. Highly recommend "

"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!"

includes taxes & fees

17 Jul - 18 Jul

"Place looked just like the pictures. Owner was responsive"

includes taxes & fees

15 Jul - 16 Jul

"From the moment we entered the room smelled horrible. Even after spraying the room with disinfectant it still smelled entering each time. We had to open the sliding glass door to air out the room every time. The curtain appeared to have mold on it.The coffee table was not clean. We needed to clean it upon arrival. The WiFi did not work. The floors were sticky. The plates and glasses in the cabinets were dirty. We needed to wash before using. There was not extra toilet paper we needed to...

includes taxes & fees

14 Jul - 15 Jul

includes taxes & fees

13 Aug - 14 Aug

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

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, apart-hotels, 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 €214 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.

Recent reviews of Ashland properties

Fairfield by Marriott Inn & Suites Plymouth White Mountains

5/5 Excellent

"We had an unpleasant experience at a different establishment so this was a last minute booking. Went off without a hitch. Will likely return next year. "

A verified traveller stayed at Fairfield by Marriott Inn & Suites Plymouth White Mountains

Posted 18 hours ago

5/5 Excellent

"Overall, we were happy with our stay. Our room and the property itself was clean. Aside from the person who checked us in every other person we interacted with for staff was great. Person who checked us in didn’t even acknowledge us with the hello or a smile, simply said license and credit card when we were checking in and used that information to confirm my name on the reservation. Assuming she must’ve just been having a bad day. While the TV in our room did work, the screen was pixelated no matter what channel we had it on. Fortunately, we didn’t have a whole lot of time in the room where TV was a priority. While I am mentioning a couple of opportunities, it did not affect my overall stay and I would definitely stay here again just because of the hotels cleanliness."

A verified traveller stayed at Best Western Plus Landmark Inn

Posted 2 days ago

Mill Falls Resort Collection at the Lake

5/5 Excellent

Top-Notch Hospitality – Ask for Sasha!

"We had a fantastic stay at this hotel! The room was spotless, quiet, and very comfortable—exactly what we needed for a relaxing getaway. What truly made our visit memorable, though, was the exceptional service from the front desk. A special thank-you to Sasha, who welcomed us with genuine warmth and professionalism. She was incredibly helpful throughout our stay, offering great local recommendations and making sure we had everything we needed. Her kind demeanor and attention to detail made us feel truly cared for. Highly recommend this hotel—great location, excellent service, and staff who go the extra mile. We’ll definitely be back!"

A verified traveller stayed at Mill Falls Resort Collection at the Lake

Posted 2 days ago

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.

Members save 10% or more on over 100,000 hotels worldwide when you’re signed in

Holiday Rentals in Ashland

Change your mind

Treat yourself

Be picky

Check prices for these dates

Holiday Rentals in Ashland

Cold Spring Plymouth Resort

Creative Studio Suite on Main Street

NEWER LAKEFRONT- 4 season home sleeps 6

New Charming Chalet with Lake Winni Views

Taigh Loch - Lake Region Retreat!

20 Mile Bay - Tuftonboro - Lake View

Idyllic Mountain and Lake Getaway

Bergli · Luxury Chalet overlooking Gunstock Mt & Lake Winnipesaukee

Experience Winter at Gunstock Ski Resorts and Relax in the Scenic Lake Region.

3BR w/ Hot Tub + Arcade Games | Near Lake & Slopes

Lake, grill, s'mores, hike, golf! 4Bd 2.5Bath, sleeps10

3bd2ba hot tub, concerts, lake, game room, fire pit

I love it here!!!!!!

Central Location! 4BR w/ Fire Pit Boat Slip!

Gorgeous Lake View 5BR w/ Game Room!

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

The Village of Paugus Bay Studio Close To It All!

Paugus Bay Studio Close To It All!

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

The Cove - Lake Winnipesaukee Waterfront

Find out more about Ashland

Recent reviews of Ashland properties

Fairfield by Marriott Inn & Suites Plymouth White Mountains

Weirs Beach Motel and Cottages

The Common Man Inn & Spa

Hampton Inn & Suites Tilton

Best Western Plymouth Inn-White Mountains

Best Western Plus Landmark Inn

Mill Falls Resort Collection at the Lake

TownePlace Suites by Marriott Gilford

Pilgrim Inn & Cottages

Frequently asked questions