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
12 June - 14 June
In two months
24 July - 26 July
In three months
21 Aug - 23 Aug
In four months
18 Sept - 20 Sept

Our top choices for Ashland holiday homes

Deluxe Apartment, 2 Bedrooms, Kitchen | Mountain view

Cold Spring Plymouth Resort

Cold Spring Plymouth Resort
3.5 star property
Ashland
9.2 out of 10, Wonderful, (213 reviews)
"Great experience"
United States
Vladislav
The price is AU$201
includes taxes & fees
8 June - 9 June
Cold Spring Plymouth Resort
Exterior

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

Meredith Bay - Brand New 1st Floor Apartment In Private Home
Meredith
9.8 out of 10, Exceptional, (50 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 AU$403
includes taxes & fees
26 May - 27 May
Meredith Bay - Brand New 1st Floor Apartment In Private Home
Ping pong

Stunning Lake Views close to Weirs Beach & Gunstock

Stunning Lake Views close to Weirs Beach & Gunstock
Weirs Beach
The price is AU$326
includes taxes & fees
27 May - 28 May
Stunning Lake Views close to Weirs Beach & Gunstock
Exterior

Cedar Lodge Room 2 Queen Beds & Private Balcony

Cedar Lodge Room 2 Queen Beds & Private Balcony
Weirs Beach
The price is AU$332
includes taxes & fees
26 May - 27 May
Cedar Lodge Room 2 Queen Beds & Private Balcony
Fridge, microwave, oven, stovetop

Come in & cozy up in beautiful lodge in Waterville Valley.

Come in & cozy up in beautiful lodge in Waterville Valley.
Campton
9.6 out of 10, Exceptional, (40 reviews)
"Nice large, comfortable spaces to gather. Nicely equipped kitchen."
United States
Donna H.
The price is AU$506
includes taxes & fees
27 May - 28 May
Come in & cozy up in beautiful lodge in Waterville Valley.
Terrace/patio

Waterfront with Kayaks, Pool Table, Fire Pit, and Pergola. Downtown area

Waterfront with Kayaks, Pool Table, Fire Pit, and Pergola. Downtown area
Downtown Laconia
9.8 out of 10, Exceptional, (36 reviews)
"Great place to stay, nice home right on the water led to a very relaxing stay "
United States
tyler g.
The price is AU$686
includes taxes & fees
26 May - 27 May
Waterfront with Kayaks, Pool Table, Fire Pit, and Pergola. Downtown area
Smart TV, fireplace, table football

Peaceful Relaxing Lodge in Waterville Valley

Peaceful Relaxing Lodge in Waterville Valley
Thornton
9.6 out of 10, Exceptional, (73 reviews)
"Great location. Had everything we need for the stay."
United States
Jason D.
The price is AU$462
includes taxes & fees
27 May - 28 May
Peaceful Relaxing Lodge in Waterville Valley
Fridge, microwave, oven, stovetop

Idyllic Mountain and Lake Getaway

Idyllic Mountain and Lake Getaway
Gilford
10.0 out of 10, Exceptional, (75 reviews)
"Would stay again"
United States
William D.
The price is AU$729
includes taxes & fees
26 May - 27 May
Idyllic Mountain and Lake Getaway
Terrace/patio

Room 4 (2nd Floor with Shared Bathroom)

Room 4 (2nd Floor with Shared Bathroom)
Weirs Beach
10.0 out of 10, Exceptional, (1 review)
"Clean, organized, great hospitality, location and views!"
United States
Troy D.
The price is AU$291
includes taxes & fees
9 June - 10 June
Room 4 (2nd Floor with Shared Bathroom)
TV, table football, ping pong, books

[NEW] Cozy Cabin near Gunstock & Lake Winni

[NEW] Cozy Cabin near Gunstock & Lake Winni
Gilford
10.0 out of 10, Exceptional, (1 review)
"Great spot, especially for skiing at Gunstock. Very clean and comfortable. Host was available and responsive. Will definitely be coming back!"
United States
David H.
The price is AU$928
includes taxes & fees
26 May - 27 May
[NEW] Cozy Cabin near Gunstock & Lake Winni
On the beach

Squam waterfront 2 bed 2 bath (Suite 8)

Squam waterfront 2 bed 2 bath (Suite 8)
Holderness
10.0 out of 10, Exceptional, (2 reviews)
"This was the perfect spot right on the lake for a quick few days"
United States
ashley d.
The price is AU$564
includes taxes & fees
27 May - 28 May
Squam waterfront 2 bed 2 bath (Suite 8)
Outdoor dining

Lakefront Bliss, Private Dock & Cozy Year-Round Retreat!

Lakefront Bliss, Private Dock & Cozy Year-Round Retreat!
Belmont
10.0 out of 10, Exceptional, (17 reviews)
"This house on the lake is absolutely wonderful — spotless, well-equipped with everything you could possibly need, and beautifully maintained. The lake setting is very calming, surrounded by stunning natural scenery that changes with every season. Whether you’re visiting in summer to enjoy the water, this place is perfect year-round."
United States
Vitaliy P.
Lakefront Bliss, Private Dock & Cozy Year-Round Retreat!
Interior

Hidden Gem!!! Waterville Estates home with Views!! Dog friendly!!

Hidden Gem!!! Waterville Estates home with Views!! Dog friendly!!
Campton
10.0 out of 10, Exceptional, (5 reviews)
"Lovely home with all the amenities you could need. Really cozy linens on the beds and super soft blankets to snuggle up with on the couch. Host was very responsive and we enjoyed our stay! "
United States
Kristen W.
The price is AU$761
includes taxes & fees
26 May - 27 May
Hidden Gem!!! Waterville Estates home with Views!! Dog friendly!!
Dining

4BR Ski Home For 10 People w/Game Room -10 min to Loon

4BR Ski Home For 10 People w/Game Room -10 min to Loon
Woodstock
10.0 out of 10, Exceptional, (24 reviews)
"Everything was amazing, house was super cute & we really enjoyed our stay! "
United States
Sammie D.
The price is AU$598
includes taxes & fees
26 May - 27 May
4BR Ski Home For 10 People w/Game Room -10 min to Loon
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!
Woodstock
8.6 out of 10, Excellent, (7 reviews)
"Host was very accommodating, responding very quickly with all questions."
United States
Ed M.
The price is AU$468
includes taxes & fees
1 June - 2 June
Bit O Honey - Just 10 Minutes from Loon Mountain!
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, (14 reviews)
"Great place for the extended family getaway. Clean, great location and has all the essentials you need.We had a great time with our teenage and young adults kids for NYE."
United States
Valerie A.
The price is AU$1,025
includes taxes & fees
26 May - 27 May
Spacious Home for 14 Guests Near Lake Winnisquam – Close to Everything!
Beach nearby

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 AU$564
includes taxes & fees
27 May - 28 May
Squam Suite - Waterfront
Living area

Cozy 3BR House Right Across from the Beach

Cozy 3BR House Right Across from the Beach
Laconia
The price is AU$773
includes taxes & fees
26 May - 27 May
Cozy 3BR House Right Across from the Beach
Marina

Paugus Bay Studio Close To It All!

Paugus Bay Studio Close To It All!
Gilford
7.0 out of 10, Good, (4 reviews)
"Convenient location to shops, restaurants and more!"
United Kingdom
Clerissa C.
The price is AU$479
includes taxes & fees
23 June - 24 June
Paugus Bay Studio Close To It All!
Property grounds

Cozy 2 Bdrm Condo walking distance to Weirs Beach

Cozy 2 Bdrm Condo walking distance to Weirs Beach
Weirs Beach
The price is AU$451
includes taxes & fees
1 June - 2 June
Cozy 2 Bdrm Condo walking distance to Weirs Beach
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

Tilton Lodge Inn and Suites

Tilton Lodge Inn and Suites

8/10 Good
"The continential breakfast is just 1 or 2 bagels and one or two pre packaged muffins, and a coffee machine. No spreads for bagels. Nothing else at all."
Cody Haven 4-night trip
Posted 9 hours ago
Tilton Lodge Inn and Suites

Find out more about Ashland

Ashland Holiday Homes information

Number of reviews
296
Accommodation
846 Holiday Homes
Lowest Price
AU$201
Highest Price
AU$1,025