Ashland Vacation Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Vacation Rentals in Ashland

Cold Spring Resort
3.5 star property
9.0 out of 10, Wonderful, (85)
"I wish I knew about the property when my kids were younger "
Cold Spring Resort
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!
Bakerriver Tiny treehouse
8.4 out of 10, Very Good, (5)
"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 ¥12,544
per night
Jun 2 - Jun 3
Bakerriver Tiny treehouse
Save an average of 15% on thousands of hotels when you're signed in
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
Rustic cottage in private location - Pet friendly!
9.8 out of 10, Exceptional, (89)
"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!
Dog-friendly home with a pool table, washer/dryer, firepit & beach access
9.0 out of 10, Wonderful, (4)
"We stayed her with our five kids and a dog. The place had a great game room set away from the living room for our three teenage boys to hang out in and be boys. The girls had the living room so plenty of space when they needed a break from each other. It was pretty expensive tho. Figured it would be nice to have toilet paper, some dishwasher tabs, paper towels...basic stuff that most vrbo homes to start out with. All in all it good stay."
Dog-friendly home with a pool table, washer/dryer, firepit & beach access
Private Home with Large Indoor pool- Perfect for Summer Fun, Fall Foliage & Ski
10.0 out of 10, Exceptional, (148)
"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 ¥188,160
per night
Jun 3 - Jun 4
Private Home with Large Indoor pool- Perfect for Summer Fun, Fall Foliage & Ski
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."
The price is ¥29,635
per night
Jun 26 - Jun 27
White Mountain Cozy Cottage with Touch of Modern
Tiny river Cabin Electricity/ heat/ shower
9.8 out of 10, Exceptional, (10)
"We stayed memorial weekend and it was a very peaceful weekend. Had an awesome fire already made when we arrived and plenty of wood for the whole stay. The dogs were able to explore the river and it was just a restful stay. Definitely will stay again."
The price is ¥10,192
per night
Jun 3 - Jun 4
Tiny river Cabin Electricity/ heat/ shower
Direct Water Access to Lake! w/ Boat Dock, Heat, AC, Cable TV & Internet
9.0 out of 10, Wonderful, (16)
"Great time."
Direct Water Access to Lake! w/ Boat Dock, Heat, AC, Cable TV & Internet
Amazing lakefront retreat with fireplace & stunning views - near skiing & golf
Amazing lakefront retreat with fireplace & stunning views - near skiing & golf
Stay at Gilford Resort/Ski Gunstock/ 10 min. Drive to Gunstock
9.6 out of 10, Exceptional, (119)
"Wonderful long holiday weekend. Great location. Central to everything without the crowds! Well maintained and cared for home. Everything you need is at hand. Wonderful hosts and easy to contact. We highly recommend this location!"
Stay at Gilford Resort/Ski Gunstock/ 10 min. Drive to Gunstock
Fully renovated, dog-friendly home with private beach access & golf nearby
8.8 out of 10, Excellent, (3)
"Outdoor deck was not safe especially the steps leading to deck. The house was clean and exactly as it appeared on site. Not enough towels or toilet paper for 7 people. We had to run out and purchase toilet paper, only 2 already opened rolls were at property. Overall a beautiful place and neighborhood. Would definitely stay again."
Fully renovated, dog-friendly home with private beach access & golf nearby
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
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!🏔☀️🏊‍♀️⛷
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
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 ¥23,930
per night
Jun 2 - Jun 3
Gorgeous Waterfront Condo with Lake Access & Views
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
Custom Cottage Historic Meredith Village,walk to restaurants, shops Dog welcome
10.0 out of 10, Exceptional, (138)
"The Meredith Cottage is an oasis away from home. The owners have considered all the details and amenities one needs while staying there. The house is very well stocked, beautifully decorated and comfortable. Location is walking distance to great shops and restaurants. Highly recommend!"
The price is ¥62,563
per night
Jun 27 - Jun 28
Custom Cottage Historic Meredith Village,walk to restaurants, shops Dog welcome
Secluded, dog-friendly home with screened porch, firepit, fireplace & W/D
8.0 out of 10, Very Good, (5)
"Older house, but great for a big group."
Secluded, dog-friendly home with screened porch, firepit, fireplace & W/D
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

Quality Inn
2.5 star property
8.0 out of 10, Very Good, (687)
"We stay here twice a year on our way to Maine. Convenient!"
The price is ¥17,656
per night
Jun 2 - Jun 3
Quality Inn
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)
"I wish I knew about the property when my kids were younger "
Cold Spring Resort
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.

Search for holiday rentals in Ashland on Expedia! You can easily find your home rentals, villas, holiday apartments in Ashland using one of the methods below:

  • View our selection of featured holiday rentals in Ashland
  • Use the map to find apartments and other holiday homes in the Ashland neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Ashland while they last

Look no further and take a look at our great range of rental properties in Ashland!

Frequently asked questions

Can I find vacation rentals in Ashland?

Yes, we offer vacation rentals in Ashland near Ashland Railroad Station Museum, or you can choose 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 vacation rentals that Ashland has to offer?

Waterfront Ashland Home ~ 2 Mi to Downtown!: This Ashland vacation home rental is located on a lake and has a balcony, a selection of games, and a barbecue grill 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 you can cook with friends or family.

How many vacation rentals are there in Ashland?

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

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 vacation rental in Ashland like?

A vacation rental is a private property you can stay in for a couple of days or more in Ashland. Vacation rentals offer extras such as hot tubs, fire pits, and patios so you'll have everything you want. If you're concerned about a sanitized environment, vacation rentals can offer a sense of security away from shared hotel elevators and busy front desks while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive option for family gatherings.

Recent reviews of Ashland properties
Expedia verified reviews