A town nestled in a valley with a river running through it, surrounded by lush green hills.

Holiday Homes in Ashland

  • 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
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Ashland holiday homes

A large building with multiple sections, surrounded by snow-covered ground and trees, with a lake and mountains in the background.

1. Cedar Lodge Room 2 Queen Beds & Private Balcony

Cedar Lodge Room 2 Queen Beds & Private Balcony
Weirs Beach
The price is NZ$457
includes taxes & fees
3 Nov - 4 Nov
Cedar Lodge Room 2 Queen Beds & Private Balcony
Living area

2. Getaway on Tenney Mountain! Beautiful 2-bedroom+ Condo for the entire family!

Getaway on Tenney Mountain! Beautiful 2-bedroom+ Condo for the entire family!
Plymouth
The price is NZ$754
includes taxes & fees
19 Oct - 20 Oct
Getaway on Tenney Mountain! Beautiful 2-bedroom+ Condo for the entire family!
A beach with three wooden lounge chairs facing a lake, surrounded by trees.

3. Squam Suite - Waterfront

Squam Suite - Waterfront
Holderness
10.0 out of 10, Exceptional, (2 reviews)
"Great stay here. What an amazing place!"
United States
Gib J.
The price is NZ$793
includes taxes & fees
13 Oct - 14 Oct
Squam Suite - Waterfront
A lakeside property with a sandy beach, a wooden dock, and a building with a balcony overlooking the water.

4. Squam waterfront 2 bed 2bath (Suite 9)

Squam waterfront 2 bed 2bath (Suite 9)
Holderness
10.0 out of 10, Exceptional, (1 review)
"The only thing i was disappointed that going down to lake was impossible for me as i am handcaped i wish it was more accessible to me . If it was i wouls stay there next year too "
United States
Pam D.
The price is NZ$793
includes taxes & fees
14 Oct - 15 Oct
Squam waterfront 2 bed 2bath (Suite 9)
A living room with a sofa, ottoman, patterned rug, and wall-mounted artwork.

5. Plymouth! Close to campus, downtown and Speare

Plymouth! Close to campus, downtown and Speare
Plymouth
Plymouth! Close to campus, downtown and Speare
A lakeside cabin with a dock, surrounded by dense trees and a sandy beach area with lounge chairs.

6. Squam waterfront 2 bed 2 bath (Suite 8)

Squam waterfront 2 bed 2 bath (Suite 8)
Holderness
10.0 out of 10, Exceptional, (3 reviews)
"Right on the water! Great views, wonderful beach/dock, great little place to stay!"
United States
colette c.
The price is NZ$793
includes taxes & fees
13 Oct - 14 Oct
Squam waterfront 2 bed 2 bath (Suite 8)
A wooden cabin with a hot tub and a deck area.

7. Escape to Central Escape’s 2-bedroom option, perfectly located in New Hampshire’s Lakes Region. Enjoy a private year-round hot tub, spacious backyard with yard games, and easy access to downtown Meredith, Squam Lake, and summer concerts.

Escape to Central Escape’s 2-bedroom option, perfectly located in New Hampshire’s Lakes Region. Enjoy a private year-round hot tub, spacious backyard with yard games, and easy access to downtown Meredith, Squam Lake, and summer concerts.
Holderness
10.0 out of 10, Exceptional, (2 reviews)
"Everything was wonderful!! "
United States
Scott O.
The price is NZ$778
includes taxes & fees
27 Oct - 28 Oct
Escape to Central Escape’s 2-bedroom option, perfectly located in New Hampshire’s Lakes Region. Enjoy a private year-round hot tub, spacious backyard with yard games, and easy access to downtown Meredith, Squam Lake, and summer concerts.
A beach with clear water, a dock, and boats.

8. Waterfront 2 bedroom 2 bath at Squam (Suite 11)

Waterfront 2 bedroom 2 bath at Squam (Suite 11)
Holderness
8.4 out of 10, Very good, (6 reviews)
"Thanks so much for hosting us! we have been coming to squam for 20+ years and never stayed at the boulders. The space was great for the price and right on the lake. We had no issues whatsoever and would highly recommend for anyone looking for a cabin type weekend by the water. "
United States
Anonymous traveller
The price is NZ$773
includes taxes & fees
13 Oct - 14 Oct
Waterfront 2 bedroom 2 bath at Squam (Suite 11)
A wooden deck with a table and two wicker chairs, a window with a view of trees and mountains, and a sign that reads "It's A Wonderful Life".

9. Family Friendly, King Bed, Beach Access, Fire Pit, Game Room

Family Friendly, King Bed, Beach Access, Fire Pit, Game Room
Bristol
10.0 out of 10, Exceptional, (6 reviews)
"Nicely maintained, clean property that was very comfortable for 6 of us attending a wedding right down the street at the inn. "
United States
Becky M.
The price is NZ$768
includes taxes & fees
13 Oct - 14 Oct
Family Friendly, King Bed, Beach Access, Fire Pit, Game Room
A beach with clear water, a dock, and boats.

10. Waterfront 2 bedroom on Squam (Suite 12)

Waterfront 2 bedroom on Squam (Suite 12)
Holderness
8.8 out of 10, Excellent, (6 reviews)
The price is NZ$773
includes taxes & fees
13 Oct - 14 Oct
Waterfront 2 bedroom on Squam (Suite 12)
A lakeside property with a dock, boats, and a large building surrounded by trees.

11. Gilford Perfect Getaway Pool, WIFI & Free Parking

Gilford Perfect Getaway Pool, WIFI & Free Parking
Laconia
8.4 out of 10, Very good, (7 reviews)
"Very nice place, easily located near everything. Would definitely stay here again."
United States
Katherine B.
The price is NZ$404
includes taxes & fees
22 Oct - 23 Oct
Gilford Perfect Getaway Pool, WIFI & Free Parking
A beach with three wooden lounge chairs facing a lake, surrounded by trees.

12. Squam Lake 3 bed 3 bath (Suite #7)

Squam Lake 3 bed 3 bath (Suite #7)
Holderness
10.0 out of 10, Exceptional, (3 reviews)
"Great spot for a fun long weekend."
United States
katherine c.
Squam Lake 3 bed 3 bath (Suite #7)
A wooden cabin with a hot tub and a deck area.

13. Central Escape is a spacious Lakes Region retreat just 5 minutes from downtown Meredith, less than a mile to Squam Lake and 20 minutes to concerts at the Bank of New Hampshire Pavilion. Enjoy the private year-round hot tub, fire pit, yard games!

Central Escape is a spacious Lakes Region retreat just 5 minutes from downtown Meredith, less than a mile to Squam Lake and 20 minutes to concerts at the Bank of New Hampshire Pavilion. Enjoy the private year-round hot tub, fire pit, yard games!
Holderness
10.0 out of 10, Exceptional, (5 reviews)
"Place was clean and nice. "
United States
Bryan K.
The price is NZ$1,569
includes taxes & fees
18 Oct - 19 Oct
Central Escape is a spacious Lakes Region retreat just 5 minutes from downtown Meredith, less than a mile to Squam Lake and 20 minutes to concerts at the Bank of New Hampshire Pavilion. Enjoy the private year-round hot tub, fire pit, yard games!
A room with a large window, wicker chairs, a small table, and a ceiling light.

14. Waterfront 3 bed/3 bath on Squam (#1)

Waterfront 3 bed/3 bath on Squam (#1)
Holderness
8.0 out of 10, Very good, (4 reviews)
"Renovated rooms, clean and bright, nice small kitchen, small screened porches overlook the lake. We were pre-season but can see how the beach and waterfront would be nice. We will book again."
United States
Bobbie O.
Waterfront 3 bed/3 bath on Squam (#1)
A lakeside seating area with chairs and a fire pit, surrounded by trees and a view of the lake.

15. Waterfront 2 bed 2 bath rental (Suite 2)

Waterfront 2 bed 2 bath rental (Suite 2)
Holderness
10.0 out of 10, Exceptional, (3 reviews)
"We really enjoyed our stay at your property. The lakefront was extraordinary, great and ample beach, pristine waters and loved having access to kayaks. The apartment was thoughtfully renovated, we like the mix of new and vintage elements. The screened in porch was great for looking at the lake and watching the moonlight on the lake."
United States
Rob S.
The price is NZ$773
includes taxes & fees
13 Oct - 14 Oct
Waterfront 2 bed 2 bath rental (Suite 2)
A two-story house with a covered porch and a small deck.

16. Meredith Bay - Brand New 1st Floor Apartment In Private Home

Meredith Bay - Brand New 1st Floor Apartment In Private Home
Meredith
10.0 out of 10, Exceptional, (53 reviews)
"The apartment was very comfortable and just as pictured. We had a wonderful stay! It’s a great location for walking in Meredith and an easy drive to ski at Gunstock. "
United States
Karen O.
The price is NZ$656
includes taxes & fees
13 Oct - 14 Oct
Meredith Bay - Brand New 1st Floor Apartment In Private Home
A corner of a room with a wooden bench, a door with a glass panel, and a sign that says 'UNLOAD HERE'.

17. Tenney Mt Basecamp Ski-In Ski-Out w/Fireplace

Tenney Mt Basecamp Ski-In Ski-Out w/Fireplace
Plymouth
The price is NZ$615
includes taxes & fees
26 Oct - 27 Oct
Tenney Mt Basecamp Ski-In Ski-Out w/Fireplace
A room with a large window, wicker chairs, a small table with a vase and a newspaper, and a framed sign on the wall.

18. Squam Waterfront 2 bed 2 bath (Suite 3)

Squam Waterfront 2 bed 2 bath (Suite 3)
Holderness
10.0 out of 10, Exceptional, (2 reviews)
"Super place to stay, especially with kids. Lake side with recreation and close to amenities. Be sure to check out some of the nearby hikes, too."
United States
Scott G.
Squam Waterfront 2 bed 2 bath (Suite 3)
A lakeside seating area with chairs and a fire pit, surrounded by trees and a view of the lake.

19. Waterfront home on Squam Lake

Waterfront home on Squam Lake
Holderness
9.6 out of 10, Exceptional, (4 reviews)
"The location was amazing! We were 9 people with 4 kids ages 4-14 and two grandparents. The beach and its amenities (kayaks, canoes, fire pits, sand toys) made our stay well worth it and had something for all ages to enjoy. Kyle was available at a moments notice to provide anything we needed. "
United States
Christina M.
The price is NZ$1,720
includes taxes & fees
13 Oct - 14 Oct
Waterfront home on Squam Lake
A spacious living room with large windows, a fireplace, and a view of a lake.

20. Private Lakefront, Fall Foliage Family Fun, Loon Lake, Stunning Views, Dogs OK

Private Lakefront, Fall Foliage Family Fun, Loon Lake, Stunning Views, Dogs OK
Plymouth
10.0 out of 10, Exceptional, (19 reviews)
"The house has a stunning view of the lake, and was perfectly located for hiking and exploring NH. My family hopes to come back next year! "
United States
Meredith A.
The price is NZ$1,979
includes taxes & fees
12 Nov - 13 Nov
Private Lakefront, Fall Foliage Family Fun, Loon Lake, Stunning Views, Dogs OK
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

8/10 Good
"Great place, value for money"
Abhishek 1-night trip
Posted less than an hour ago
Cold Spring Plymouth Resort

Find out more about Ashland

Ashland Holiday Homes information

Number of reviews
69
Accommodation
889 Holiday Homes
Lowest Price
NZ$404
Highest Price
NZ$1,979