Ashland Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Nov 13 - Nov 14
Tomorrow
Nov 14 - Nov 15
This weekend
Nov 14 - Nov 16
Next weekend
Nov 21 - Nov 23

Vacation Rentals in Ashland

Exterior
Cold Spring Plymouth Resort

Cold Spring Plymouth Resort

3.5 star property
Ashland
9.0 out of 10, Wonderful, (153)
"We enjoy staying here, very conveniently located and comfortable."
United States
Angela
Cold Spring Plymouth Resort
Outdoor dining
Lakefront family-friendly 4+ bedroom house on Little Squam

Lakefront family-friendly 4+ bedroom house on Little Squam

Ashland
10.0 out of 10, Exceptional, (7)
"Absolutely stunning! Tyisbis the most well equipment and prepared location we have ever stayed 10/10 recommend "
United States
Adam A.
Lakefront family-friendly 4+ bedroom house on Little Squam
Exterior
Skiers Favorite Studio

Skiers Favorite Studio

Warren
9.8 out of 10, Exceptional, (12)
"It was a wonderful stay, 4 th time at baker river rentals. We were a little disappointed that there was no running water. We will be booking again."
United States
Lorraine S.
Skiers Favorite Studio
Property grounds
Bakerriver Tiny treehouse

Bakerriver Tiny treehouse

Warren
9.2 out of 10, Wonderful, (25)
"Beautiful location, amazing host! The treehouse sits close to the water and you can hear it as you fall asleep! "
United States
Melissa C.
Bakerriver Tiny treehouse
Indoor pool
Private Home with Large Indoor pool- Perfect for Summer Fun, Fall Foliage & Ski

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

Gilford
9.8 out of 10, Exceptional, (178)
"Great property with tons of activities to keep everyone entertained. Close proximity to downtown Laconia as well as hiking. "
United States
Hunter C.
Private Home with Large Indoor pool- Perfect for Summer Fun, Fall Foliage & Ski
On the beach
Best value on Newfound Lake NH 2 day min

Best value on Newfound Lake NH 2 day min

Bristol
8.8 out of 10, Excellent, (26)
"Easy check-in. "
United States
JAMIE G.
Best value on Newfound Lake NH 2 day min
Exterior
Ultimate Lakefront Vacation Home for Rent - Lake Winnipesaukee - Amazing Sunsets

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

Moultonborough
10.0 out of 10, Exceptional, (58)
"The property was amazing. The photos didn’t do it justice. Wonderful location!"
United States
Christina C.
Ultimate Lakefront Vacation Home for Rent - Lake Winnipesaukee - Amazing Sunsets
Outdoor spa tub
Stargazer's retreat with hot tub & decks - near Ellacoya State Beach

Stargazer's retreat with hot tub & decks - near Ellacoya State Beach

Gilford
8.0 out of 10, Very Good, (44)
"The home was perfect for our stay! "
United States
Amy S.
Stargazer's retreat with hot tub & decks - near Ellacoya State Beach
Exterior
Spacious Mtn Top Contemporary - Spectacular Views - in Waterville Estates

Spacious Mtn Top Contemporary - Spectacular Views - in Waterville Estates

Campton
9.6 out of 10, Exceptional, (228)
"Experience was great. House was perfect. It could use some updating but had everything you need and want. Host was very responsive with any questions prior to arrival. "
United States
Maria T.
Spacious Mtn Top Contemporary - Spectacular Views - in Waterville Estates
Interior
White Mountain Cozy Cottage with Touch of Modern

White Mountain Cozy Cottage with Touch of Modern

Campton
9.6 out of 10, Exceptional, (47)
"Perfect little cabin for a weekend getaway with easy access to the riverfront. "
United States
Julie A.
The price is ￥23,433
￥44,815 total
includes taxes & fees
Nov 17 - Nov 18
White Mountain Cozy Cottage with Touch of Modern
Lobby
Black Bear Lodge

Black Bear Lodge

3.5 star property
Waterville Valley
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. "
United States
Heather
Black Bear Lodge
Fridge, microwave, oven, stovetop
The Gnome Home Cottage located near white mountain NH

The Gnome Home Cottage located near white mountain NH

Campton
9.4 out of 10, Exceptional, (54)
"Very cute unique little place. Haha an issue with the oven but other than that was a great place. We would stay there again!"
United States
Jacqueline K.
The price is ￥23,433
￥44,815 total
includes taxes & fees
Nov 17 - Nov 18
The Gnome Home Cottage located near white mountain NH
4 bedrooms, iron/ironing board, WiFi, bed sheets
Charming log home, spacious yet cozy, nestled in the White Mountain region.

Charming log home, spacious yet cozy, nestled in the White Mountain region.

Campton
10.0 out of 10, Exceptional, (174)
"Nice, large, comfortable home. "
United States
Brendan S.
Charming log home, spacious yet cozy, nestled in the White Mountain region.
Terrace/patio
Close to downtown Meredith & lake Winnipesaukee on 13 secluded acres, Mt. views

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

Meredith
10.0 out of 10, Exceptional, (232)
"We had an incredibly relaxing and romantic weekend!"
United States
Tish L.
Close to downtown Meredith & lake Winnipesaukee on 13 secluded acres, Mt. views
Fridge, microwave, oven, stovetop
Large, Spacious Log Cabin home in the White Mountains, Pet friendly!

Large, Spacious Log Cabin home in the White Mountains, Pet friendly!

Ellsworth
10.0 out of 10, Exceptional, (159)
"Great place"
United States
michael c.
Large, Spacious Log Cabin home in the White Mountains, Pet friendly!
Exterior
Fantastic 3-bedroom house near New Found Lake, Cardigan Mountain with great view

Fantastic 3-bedroom house near New Found Lake, Cardigan Mountain with great view

Alexandria
10.0 out of 10, Exceptional, (3)
"Lovely brand new house. Comfortable, beautiful view, spacious. Make sure you make note of the key and wireless codes before you get there. Pretty rural and there is no cell phone service."
United States
Margo R.
Fantastic 3-bedroom house near New Found Lake, Cardigan Mountain with great view
Interior
Private Brookside Getaway

Private Brookside Getaway

Plymouth
10.0 out of 10, Exceptional, (27)
"Wonderful weekend! This is truly a great place with a great host! "
United States
Jane R.
Private Brookside Getaway
Fridge, microwave, oven, stovetop
My Mountainside Mansion in Waterville Estates!🏔☀️🏊‍♀️⛷

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

Campton
9.6 out of 10, Exceptional, (12)
"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."
United States
Richard L.
My Mountainside Mansion in Waterville Estates!🏔☀️🏊‍♀️⛷
Smart TV, fireplace
Spacious Home for 14 Guests Near Lake Winnisquam – Close to Everything!

Spacious Home for 14 Guests Near Lake Winnisquam – Close to Everything!

Sanbornton
10.0 out of 10, Exceptional, (13)
"We always find a house big enough for our two families to connect and visit while we attend Soulfest at Gunstock. This was close enough for us to go back and forth and provided a wonderful place for our families to eat, play games, sleep and enjoy being together. Hosts are amazing!! Super fast responses to questions. Quiet neighborhood and home was very clean and well kept. Highly recommend!"
United States
Jen O.
The price is ￥44,092
￥106,592 total
includes taxes & fees
Nov 14 - Nov 15
Spacious Home for 14 Guests Near Lake Winnisquam – Close to Everything!
Fridge, microwave, oven, stovetop
Waterfront cabin near Fish Cove with private dock, water access, firepit, grill

Waterfront cabin near Fish Cove with private dock, water access, firepit, grill

Meredith
8.8 out of 10, Excellent, (20)
"This lakeside log cabin was perfect for our family of four. It’s got everything you need and is located right on the water on a quiet cove."
United States
Ruth K.
Waterfront cabin near Fish Cove with private dock, water access, firepit, grill
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Ashland Hotel Reviews

Hampton Inn & Suites Tilton

Hampton Inn & Suites Tilton

10/10 Excellent
"Yes "
Robert 1-night trip
Posted 3 days ago
Hampton Inn & Suites Tilton

Find out more about Ashland

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?

Cold Spring Plymouth Resort: This Ashland vacation home rental is located in the mountains and has an outdoor pool, a fireplace, and a barbecue grill 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 vacation with an outdoor tennis court and a hot tub. Another good choice for your trip to Ashland is Lakefront family-friendly 4+ bedroom house on Little Squam.

How many vacation rentals are there in Ashland?

Choose from 7 Expedia vacation rentals in Ashland for a memorable vacation.

What’s there to see and do in Ashland?

Cultural attractions include Whipple House Museum and Pauline E Glidden Toy 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 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.