Ashland Holiday 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

In two weeks
16 Jan - 18 Jan
In two months
27 Feb - 1 Mar
In three months
27 Mar - 29 Mar
In four months
24 Apr - 26 Apr

Our top choices for Ashland holiday rentals

Exterior
Cold Spring Plymouth Resort

Cold Spring Plymouth Resort

Cold Spring Plymouth Resort
3.5 star property
Ashland
9.2 out of 10, Wonderful, (172)
"The apartment was great, we enjoyed the pool, jacuzzi and sauna, and the staff were super nice!!"
United States
Jenn
The price is HK$1,020
HK$1,107 total
includes taxes & fees
20 Jan - 21 Jan
Cold Spring Plymouth Resort
Private kitchen
Tenney Mountain Retreat, Plymouth & Rumney, NH

Tenney Mountain Retreat, Plymouth & Rumney, NH

Tenney Mountain Retreat, Plymouth & Rumney, NH
2.0 star property
Plymouth
10.0 out of 10, Exceptional, (2)
"Great hosts - very responsive and accommodating. We had a wonderful stay!"
United States
Alison H.
The price is HK$771
HK$2,164 total
includes taxes & fees
4 Jan - 5 Jan
Tenney Mountain Retreat, Plymouth & Rumney, NH
Interior
Cute Lower Level Cedar Lodge Room with Balcony & Lake Views!

Cute Lower Level Cedar Lodge Room with Balcony & Lake Views!

Cute Lower Level Cedar Lodge Room with Balcony & Lake Views!
Weirs Beach
9.2 out of 10, Wonderful, (7)
"Property was very clean, had very comfortable beds and a wonderful view. "
United States
Crystal
The price is HK$491
HK$1,289 total
includes taxes & fees
5 Jan - 6 Jan
Cute Lower Level Cedar Lodge Room with Balcony & Lake Views!
1 bedroom, desk, free WiFi, bed sheets
Bit O Honey - Just 10 Minutes from Loon Mountain!

Bit O Honey - Just 10 Minutes from Loon Mountain!

Bit O Honey - Just 10 Minutes from Loon Mountain!
2.0 star property
Woodstock
8.4 out of 10, Very good, (6)
"Very nice place, clean and well equiped. It’s a quiet place. Everything is perfect. The maîtresse was Very soft and confortable. We had a Very nice holliday "
Canada
nicolas g.
The price is HK$507
HK$1,479 total
includes taxes & fees
13 Jan - 14 Jan
Bit O Honey - Just 10 Minutes from Loon Mountain!
Property grounds
Gorgeous Waterfront Condo with Lake Access & Views

Gorgeous Waterfront Condo with Lake Access & Views

Gorgeous Waterfront Condo with Lake Access & Views
Tilton
9.8 out of 10, Exceptional, (36)
"Great area, lake side is beautiful, responsive host. "
United States
jamie
The price is HK$798
HK$2,310 total
includes taxes & fees
12 Jan - 13 Jan
Gorgeous Waterfront Condo with Lake Access & Views
Smart TV, fireplace, DVD player, books
Mountain Cabin with long range views, privacy, and more.

Mountain Cabin with long range views, privacy, and more.

Mountain Cabin with long range views, privacy, and more.
Campton
10.0 out of 10, Exceptional, (6)
"Great cabin, great location with an awesome view of the mountains "
United States
Kevin D.
The price is HK$795
HK$2,435 total
includes taxes & fees
2 Feb - 3 Feb
Mountain Cabin with long range views, privacy, and more.
Balcony
Inviting condo in quiet locale with partial lake views, balcony & grilling area

Inviting condo in quiet locale with partial lake views, balcony & grilling area

Inviting condo in quiet locale with partial lake views, balcony & grilling area
Gilford
8.4 out of 10, Very good, (17)
"Everything was just as listed, full amenities and cleanliness."
United States
John C.
The price is HK$592
HK$2,080 total
includes taxes & fees
6 Jan - 7 Jan
Inviting condo in quiet locale with partial lake views, balcony & grilling area
1 bedroom, WiFi, bed sheets
The Lake View Nook - Lake Winnipesaukee

The Lake View Nook - Lake Winnipesaukee

The Lake View Nook - Lake Winnipesaukee
Weirs Beach
The price is HK$441
HK$1,282 total
includes taxes & fees
6 Jan - 7 Jan
The Lake View Nook - Lake Winnipesaukee
Fridge, microwave, oven, stovetop
Cozy Winter Escape

Cozy Winter Escape

Cozy Winter Escape
Weirs Beach
9.2 out of 10, Wonderful, (17)
"Perfect location for Weirs beach, the boardwalk and concert venue. "
United States
Kathleen A.
The price is HK$771
HK$2,366 total
includes taxes & fees
5 Jan - 6 Jan
Cozy Winter Escape
Beach nearby
Lake Access, Poolside Deck & Ski Nearby

Lake Access, Poolside Deck & Ski Nearby

Lake Access, Poolside Deck & Ski Nearby
Gilford
8.0 out of 10, Very good, (12)
"Clean, comfortable and perfect location for our needs. Host is very responsive and easy to work with."
United States
Dan K.
The price is HK$724
HK$1,556 total
includes taxes & fees
20 Jan - 21 Jan
Lake Access, Poolside Deck & Ski Nearby
Sun-loungers, beach towels
Lake view, Private Beach, Private concert entrance, pool, Gunstock ski resort

Lake view, Private Beach, Private concert entrance, pool, Gunstock ski resort

Lake view, Private Beach, Private concert entrance, pool, Gunstock ski resort
Gilford
9.6 out of 10, Exceptional, (21)
"Great location for seeing concerts."
United States
Kevin Y.
The price is HK$806
HK$1,939 total
includes taxes & fees
12 Jan - 13 Jan
Lake view, Private Beach, Private concert entrance, pool, Gunstock ski resort
Outdoor dining
Modern Waterfront Condo with Views and Lake Access

Modern Waterfront Condo with Views and Lake Access

Modern Waterfront Condo with Views and Lake Access
Tilton
9.4 out of 10, Exceptional, (10)
"Beautiful place, would be amazing to stay during the summer! "
United States
Liriana
The price is HK$1,009
HK$2,675 total
includes taxes & fees
4 Jan - 5 Jan
Modern Waterfront Condo with Views and Lake Access
Pool
Cozy condo with WiFi, fitness room in enjoyable Laconia

Cozy condo with WiFi, fitness room in enjoyable Laconia

Cozy condo with WiFi, fitness room in enjoyable Laconia
Weirs Beach
10.0 out of 10, Exceptional, (6)
"Beautiful condo spacious and clean beautiful views loved the pool and hot tub! "
United States
Melissa D.
The price is HK$1,231
HK$2,764 total
includes taxes & fees
2 Feb - 3 Feb
Cozy condo with WiFi, fitness room in enjoyable Laconia
Interior
Pool-Hot Tub-Dog Friendly

Pool-Hot Tub-Dog Friendly

Pool-Hot Tub-Dog Friendly
3.0 star property
Campton
9.8 out of 10, Exceptional, (8)
"We enjoyed the game room and the place was very clean."
United States
N G.
The price is HK$2,717
HK$5,872 total
includes taxes & fees
4 Jan - 5 Jan
Pool-Hot Tub-Dog Friendly
Interior
Campton Log Cabin- Close to it all!

Campton Log Cabin- Close to it all!

Campton Log Cabin- Close to it all!
Campton
10.0 out of 10, Exceptional, (2)
"Great place to stay!! The cabin was spotless and in a great location. Jenna was great to deal with and she always answered any questions I had about the cabin. I would definitely recommend staying there."
United States
Kevin W.
The price is HK$1,005
HK$2,815 total
includes taxes & fees
11 Jan - 12 Jan
Campton Log Cabin- Close to it all!
Interior
Private Home, King Bed, Beach Access, Fire Pit

Private Home, King Bed, Beach Access, Fire Pit

Private Home, King Bed, Beach Access, Fire Pit
Bristol
10.0 out of 10, Exceptional, (3)
"We enjoyed our two days at the property very much. Access to the lake and use of SUP was great to cool off. Well stocked with cooking tools and games for the kids."
United States
Scott F.
Private Home, King Bed, Beach Access, Fire Pit
Outdoor spa tub
Hot Tub + Pool Table + Resort Access + Fast Wifi

Hot Tub + Pool Table + Resort Access + Fast Wifi

Hot Tub + Pool Table + Resort Access + Fast Wifi
Campton
10.0 out of 10, Exceptional, (2)
"Stayed at Hilltop with my family for 4 nights. Great house in a nice location. Easy check in and access to property manager if needed. Having access to the Waterville Estate Community Center is an added bonus!Would recommend to other families!"
United States
Jennifer C.
The price is HK$1,386
HK$3,896 total
includes taxes & fees
7 Jan - 8 Jan
Hot Tub + Pool Table + Resort Access + Fast Wifi
Property grounds
Lumen Nature Retreat | Cabin HYGGE-AXEL

Lumen Nature Retreat | Cabin HYGGE-AXEL

Lumen Nature Retreat | Cabin HYGGE-AXEL
North Woodstock
10.0 out of 10, Exceptional, (2)
"Tucked away from the highway and along a beautiful river, this was a perfect place to getaway from it all and enjoy a beautiful night sky. The hosts were friendly and informative, the tiny house was warm and bright with an amazing view. The shared bath house was clean accessible. We would definitely stay again."
United States
Shanna C.
The price is HK$1,113
HK$1,850 total
includes taxes & fees
5 Jan - 6 Jan
Lumen Nature Retreat | Cabin HYGGE-AXEL
Fridge, microwave, oven, stovetop
The Gnome Home Cottage located near white mountain NH

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, (56)
"Cute place! We enjoyed it! "
United States
Aubrey W.
The price is HK$1,184
HK$2,290 total
includes taxes & fees
8 Jan - 9 Jan
The Gnome Home Cottage located near white mountain NH
Interior
White Mountain Cozy Cottage with Touch of Modern

White Mountain Cozy Cottage with Touch of Modern

White Mountain Cozy Cottage with Touch of Modern
Campton
9.6 out of 10, Exceptional, (50)
"The place is well situated off the main road. Great for a young family..."
United States
Andrew
The price is HK$1,184
HK$2,265 total
includes taxes & fees
14 Jan - 15 Jan
White Mountain Cozy Cottage with Touch of Modern
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

Cold Spring Plymouth Resort

Cold Spring Plymouth Resort

10/10 Excellent
"Everything was great! The staff were amazing, especially the man who checked us in and out. Hope to be back soon!!!"
Nicole 2-night trip
Posted 1 day ago
Cold Spring Plymouth Resort

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!

Explore a world of travel with Expedia

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 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 Pauline E Glidden Toy 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.