Ashland Holiday Rentals

Save an average of 15% on thousands of properties with Expedia Rewards

Most properties are fully refundable. Because flexibility matters.

Search over 2.9 million properties and 550 airlines worldwide

Find properties with these dates

Holiday Rentals in Ashland

Private Home with Large Indoor pool- Perfect for Summer Fun, Fall Foliage & Ski
10.0 out of 10, Exceptional, (147)
"Hi Malini, Thank you so much for a wonderful stay! It was exactly what we wanted/needed for the weekend. Cheers, Gabe"
The price is NZ$4,005
per night
3 Jun - 4 Jun
Private Home with Large Indoor pool- Perfect for Summer Fun, Fall Foliage & Ski
Lake Winnipesaukee, Boat Dock, Hot Tub and Game Room
10.0 out of 10, Exceptional, (2)
"Amazing house, host & location. Great proximity to Gunstock."
Lake Winnipesaukee, Boat Dock, Hot Tub and Game Room
Bakerriver Tiny treehouse
10.0 out of 10, Exceptional, (4)
"The pictures do not do this place justice! It is such a beautiful property. If you are looking for a peaceful and quiet place to relax; this is the place. Great communication with the host too! It is a perfect weekend get a way. My boyfriend and I will definitely be back soon!"
The price is NZ$189
per night
16 May - 17 May
Bakerriver Tiny treehouse
Save an average of 15% on thousands of hotels when you're signed in
Dog-friendly cabin with beach/dock access, foosball, fireplace, deck, & W/D
10.0 out of 10, Exceptional, (1)
"We really enjoyed our stay in Belmont. I really liked their wall of sports memorabilia. We enjoyed playing darts on their dart board. Also, the next-door neighbor was super friendly to us. It was really nice."
Dog-friendly cabin with beach/dock access, foosball, fireplace, deck, & W/D
My Mountainside Mansion in Waterville Estates!🏔☀️🏊‍♀️⛷
10.0 out of 10, Exceptional, (5)
"Our group really enjoyed the large house and balcony. It was comfortable cooking in the kitchen, especially with the island for surface space. The living room library and movie selections and nearby community center was a plus as well. Josh was an excellent host."
My Mountainside Mansion in Waterville Estates!🏔☀️🏊‍♀️⛷
Beautiful cottage in the Lakes Region on Hermit Lake
10.0 out of 10, Exceptional, (6)
"Gray stay! Central to 93 N to get up the the White Mountains and about 30 minutes from the major lake towns. Beautiful property!"
Beautiful cottage in the Lakes Region on Hermit Lake
Easiest location! Rent a Boat, Attend a Wedding! 2600sqft on Main St Meredith
10.0 out of 10, Exceptional, (18)
"Chris was great. Home was great location and clean and so much room to spread out! Communication was amazing!"
Easiest location! Rent a Boat, Attend a Wedding! 2600sqft on Main St Meredith
Gorgeous Waterfront Condo with Lake Access & Views
10.0 out of 10, Exceptional, (15)
"We loved our stay at this cozy home. My husband and I stayed there for six nights. they were very accommodating to our needs . the house had everything we needed. It s two bedrooms, two baths was the perfect size for us . We were able to have meals and cook or go out to each. in a wonderful fireplace. Beautiful views. Everything we needed was close . We would definitely stay here again. Thank you to Rahna and staff. Awesome!"
The price is NZ$529
per night
16 May - 17 May
Gorgeous Waterfront Condo with Lake Access & Views
Custom Cottage Historic Meredith Village,walk to restaurants, shops Dog welcome
10.0 out of 10, Exceptional, (136)
"The cottage was very cute. The host was so great at answering my questions. Some of my siblings and I brought my Dad to Meredith NH because he loves the area. We were out driving, going to the bookstore and George’s Diner. I wish I could have stayed longer to use all the amenities this place offered. I was not sure what to expect since I have only stayed in motels while on vacation. I hope all my VRBO experiences are as good."
Custom Cottage Historic Meredith Village,walk to restaurants, shops Dog welcome
Tiny river Cabin Electricity/ heat/ shower
9.8 out of 10, Exceptional, (9)
"Eric is a gracious host. The entire booking and checking in process was very simple. Eric was awesome about giving me a wide variety of hiking areas with directions. I do choose one oh his recommendations. The best part a ready made fire pit! Would recommend and planning to return."
The price is NZ$207
per night
16 May - 17 May
Tiny river Cabin Electricity/ heat/ shower
Pet friendly, private sandy beach/dock, Spectacular Winnipesaukee Lake/Mountain
9.8 out of 10, Exceptional, (88)
"We had the best time here. My husband and I stayed with our 6 friends for 2 nights. We loved waking up looking at the beach. We had a small campfire by the lake! We all highly reccommend! We had the best time. The homeowner was attentive and responsive to our needs! Definitely try out this spot if your coming to Moultonborough!"
Pet friendly, private sandy beach/dock, Spectacular Winnipesaukee Lake/Mountain
White Mountain Cozy Cottage with Touch of Modern
9.8 out of 10, Exceptional, (28)
"Overall, we enjoyed our stay. We were delighted to find the beautiful Pemi River just minutes away via a short walk through the woods adjacent to the property. It was an unseasonably warm and wet winter weekend, and the driveway / parking areas were muddy, so just a bit of a warning for other guests to expect this."
White Mountain Cozy Cottage with Touch of Modern
Rustic cottage in private location - Pet friendly!
9.8 out of 10, Exceptional, (88)
"This was an awesome place to stay and unwind. John was a great host and helped us get settled in quickly. It was nice that he provided a boat, kayak, and paddle boat to enjoy the river with. This location is very quiet and relaxing. All the conveniences of a small town are just a short easy drive away. I would recommend this vacation spot to anyone."
Rustic cottage in private location - Pet friendly!
“The Great Escape” Log Cabin in small town NH 💕
9.8 out of 10, Exceptional, (9)
"Everything went beyond expectations. It was a great week away to relax."
The price is NZ$612
per night
20 May - 21 May
“The Great Escape” Log Cabin in small town NH 💕
Waterfront Ashland Home ~ 2 Mi to Downtown!
9.6 out of 10, Exceptional, (4)
"My familly stayed at the property for a wedding in Meredith and the location and proximity to the wedding venue was perfect. The house is huge, clean, provides every amenity imaginable and the deck and waterfront setting was ideal for a family gathering. We enjoyed having plenty of room to cook and eat together, sit out on the deck and converse and ended each evening around the fire pit with s'mores! This property is perfect for a quiet famiy gathering but I would not recommend it for a large...
Waterfront Ashland Home ~ 2 Mi to Downtown!
Stay at Gilford Resort/Ski Gunstock/ 10 min. Drive to Gunstock
9.6 out of 10, Exceptional, (118)
"If you are seeing a concert at Bank of NH pavilion, look no further. Venue is a quick walk (no more then 10 minutes) on a tiny, lit path behind the motel. Steps away from a gorgeous beach with chairs provided. We were so happy we came a day early to enjoy it. Lake view from the balcony. Place was not fancy by any means but very clean and had everything you may need. We will be back!"
Stay at Gilford Resort/Ski Gunstock/ 10 min. Drive to Gunstock
Spacious Mtn Top Contemporary - Spectacular Views - in Waterville Estates
9.4 out of 10, Exceptional, (190)
"The house is beautifully located with amazing views. De house is well organized and had everything we needed. Highly recommend staying here. The owner was very attentive."
Spacious Mtn Top Contemporary - Spectacular Views - in Waterville Estates
Studio Cottage by the Lake
9.4 out of 10, Exceptional, (26)
"Perfect for what we were doing for a weekend away boating."
Studio Cottage by the Lake
Winnipesaukee Lakefront Home with Dock & Views!
9.4 out of 10, Exceptional, (59)
"We enjoyed the property. Clean & nicely decorated. We were warned about the street noise & it was definitely noticeable, the white noise machine was appreciated by the couple staying in the front room. We had a bit of a hard time communicating with the property managers regarding check in time, empty propane tanks & missing toiletries. In the end they did end up providing propane, shampoo, conditioner and body wash after we asked for it. I felt the listing saying toiletries provided was...
Winnipesaukee Lakefront Home with Dock & Views!
Private Beachfront Family Retreat On Lake Winnipesaukee - Amazing Long Views
9.2 out of 10, Wonderful, (46)
"Excellent property. Pet friendly, great beach. Amazing view. Great outdoor space. Comfortable living arrangements."
Private Beachfront Family Retreat On Lake Winnipesaukee - Amazing Long Views
Don't see what you're looking for?
See all available properties in Ashland
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.

Other types of properties in Ashland you may be interested in

Waterfront Ashland Home ~ 2 Mi to Downtown!
9.6 out of 10, Exceptional, (4)
"My familly stayed at the property for a wedding in Meredith and the location and proximity to the wedding venue was perfect. The house is huge, clean, provides every amenity imaginable and the deck and waterfront setting was ideal for a family gathering. We enjoyed having plenty of room to cook and eat together, sit out on the deck and converse and ended each evening around the fire pit with s'mores! This property is perfect for a quiet famiy gathering but I would not recommend it for a large...
Waterfront Ashland Home ~ 2 Mi to Downtown!
Cold Spring Resort
3.5 star property
9.0 out of 10, Wonderful, (85)
"Great property for the price. The staff were really informative and everything you needed was provided proactively. "
Cold Spring Resort
Fireside Inn & Suites Gilford
2.5 star property
8.8 out of 10, Excellent, (535)
"Large rooms with a balcony. Pool and hot tub very clean and nice. Breakfast was nice. Goof coffee and pastry's. Gym was clean and well equipped. "
The price is NZ$237
per night
16 May - 17 May
Fireside Inn & Suites Gilford
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.

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?

Waterfront Ashland Home ~ 2 Mi to Downtown!: This highly rated holiday home rental in Ashland is located on a lake, and has a balcony, a selection of games and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals are there in Ashland?

Choose from 6 Expedia holiday rentals in Ashland for a memorable holiday.

What’s there to see and do in Ashland?

Cultural attractions include Ashland Railroad Station 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 Pauline E Glidden Toy 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.