
Holiday houses in Ashland
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Quick stats about holiday rentals in Ashland

Total holiday rentals
Explore 100 holiday rentals in Ashland

Nightly prices starting at
Ashland holiday rentals start at $101 AUD per night before taxes and fees

Verified guest reviews
Over 2,020 verified reviews to help you choose

Family-friendly holiday rentals
50 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 50 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
100 of Ashland holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Ashland rentals

4.8 Average rating
Ashland stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated holiday rentals in Ashland
Guests agree: these stays are highly rated for location, cleanliness and more.

Romantic A-Frame cabin in the woods
Stay at Hidden Pines Cabins. Modern cabin tucked privately in the forest. Loaded with modern amenities make it perfect for a romantic getaway. Unwind in the hot tub looking up at the sky full of stars. Take a Sauna while being surrounded by nature all around. Relax by the fire pit. Located in the majestic forest of mount agamenticus, the extensive trail system is off our road. Short drive to the Ogunquit/ york beaches, outlets at Kittery and near Portsmouth, Dover and Portland restaurant scenes.

Cozy A Frame Cabin
Discover Your Dream Getaway at Our Enchanting A-Frame Cabin in Danbury, NH! Hike lush forest trails, paddle across sparkling lakes, or hit the nearby slopes for seasonal adventure. After a day outdoors, kick back on the spacious deck, fire up the grill, and dine under the stars. Whether you're planning a romantic escape or a fun-filled family getaway, this hidden gem offers the perfect blend of comfort, charm, and natural beauty. Escape the ordinary—book your unforgettable Danbury retreat today!

Sleepy Hollow Cabins
Comfortable 1 bedroom cabin located in the foothills of the White Mountains. This cabin makes for a great starting point for your days adventures or place to relax afterwards. It is well stocked with everything you could need to enjoy your getaway and all that the area has to offer. Many great restaurants within minutes of this location or you can cook your own meals in the full kitchen. We are close to hiking, biking, kayaking and much more. Wifi and smart tv provided in the cabin.

Cotton Lake Cabin- Amazing Views of Squam & Mtains
Come enjoy amazing views in this uniquely peaceful and secluded hill-top cabin overlooking Squam Lake and surrounding mountains at the end of a dirt road with absolutely no neighbors in sight! A hiker paradise with your personal trail head right behind the cabin. You can walk down to the Lake in ~5 min and will have easy access to endless activities among which: - Ashland Beach on Little Squam (7-min drive) - Boat ramp and marina to rent a boat (~3-min) - All the Whites have to offer (~25min)

"HillTop Hideaway"
YOUR LAKES REGION/ MOUNTAIN RETREAT Welcome to your perfect getaway. This brand new home is nestled into the hillside of a private 5 acre lot. On a quiet back road in Ashland NH, you can enjoy all the Lakes Region and White Mountains have to offer. The home is tastefully decorated. Easy access to all the ski resorts and incredible hiking trails. Right off 93. 10 minutes to Holderness. 10 minutes to Plymouth with great shops and restaurants. This lovely new retreat is very family oriented.

The SchoolHouse
Featured in New Hampshire Home Magazine, experience the perfect blend of historic charm and modern luxury at our completely renovated historic 1888 SchoolHouse near Newfound Lake, NH. With its plush furnishings, state-of-the-art appliances, and easy access to outdoor adventures, it's an unforgettable retreat for travelers seeking tranquility and comfort at this unique and family-friendly place. The SchoolHouse is located next to Newfound Lake & comes with complimentary Hebron Beach access.

Spacious 2 Bedroom close to MTNS, lakes and Pemi
This apartment has been freshly remodeled and expanded to 2 bedrooms (2 Queen beds) with the addition of a pull out sofa bed in the living room and 1 bathroom. Located in White Mountain ski country, this quaint, quiet ground level apartment (within a 4 story A-frame) has all the amenities for a cozy stay, including fully appointed kitchen. Your stay includes all linens and toiletries. We are a few miles from Plymouth and Plymouth State, and 25 minutes to major ski areas and Lakes region.

Stickney Hill Cottage
Stickney Hill Cottage is nestled up and away from the hustle of daily life. A quiet get-away for you to reconnect and make new treasured memories with a loved one. Located close to amenities in Campton, NH at the base of the White Mountains, this unique handcrafted cottage has been lovingly built using local wood , much of it from the property it is built on! Whether this is your base for adventure or you plan to stay in the entire visit, Stickney Hill is your special get-away location!

Modern Rustic Cabin with Sauna near Lake and Hike
Escape to Black Dog Cabin, less than 2 hours from Boston: - Gather under the stars by the fire pit - Relax or grill on the huge back deck & sauna - Enjoy our pet-friendly working homestead - Ski at nearby Ragged & Tenney Mountain resorts - Hike, bike & snowshoe at nearby Wellington, Cardigan Mountain State Parks, AMC Cardigan Lodge Looking for options? Visit my Airbnb Host Profile to explore our 3 available cabins: Millmoon A-Frame, Black Dog Cabin, Darkfrost Lodge.

Squam Lake Farmhouse, Beach Access, Winter Skiing
Quiet Large Farmhouse at Squam Lake. Five bedrooms, large kitchen, family room, and living room provide lots of space for large groups. Themed bedrooms, pool table, ping pong, cornhole, firepit, etc. Large yard. Lots of hiking trails local, great foliage, and many other Lakes Region attractions are close. Separate shared 40' Beach with swim docks and kayaks (5 min walk). Close to many ski mountains and other winter activities. Loon, Waterville, Gunstock,etc

Luxurious Eagle Ridge Log Home at Newfound Lake
This stunning one of a kind log home, featured in Log Home Living Magazine, built in 2020 is located at the end of a tree lined driveway on 3.5 acres overlooking beautiful Newfound Lake, NH. This 1,586 Sq Ft home can house a MAX of 6 guests in 3 bedrooms. Amenities are 100 mbs Wi-Fi, TV, gas fireplace, gas grill, hot tub, whole house generator, central A/C, screened porch and huge patio. Parking pass to the private town beach that is less than 1/4 mile away.

Luxury Glamping NH - Geodome Sanctuary
Escape to a private luxury sanctuary retreat tucked behind a charming Christmas tree farm in Sutton, New Hampshire. This adults-only geodome features a private hot tub, wood-fired cedar sauna, cold plunge, and fire pit beneath a sky full of stars. Created for couples seeking rest, connection, and renewal, it’s the perfect place to slow down, reconnect, and experience the beauty of New Hampshire. Just 90 minutes from Boston, yet a world away.
Popular amenities for Ashland holiday rentals
Other great holiday rentals in Ashland

Escape on Squam Lake

Fire Pit | Gym | Arcade | EV | Private Log Cabin

Deluxe Cabin #3 at Ames Brook Campground

Modern Chalet by Mt. Sunapee with Spa

Lake Access | Prime Location | Designer Cabin

The Carriage House at Applegate Farm

Historic Stone Cottage

Cozy Little Squam Lake Cottage
When is the best time to visit Ashland?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $378 AUD | $387 AUD | $374 AUD | $346 AUD | $370 AUD | $428 AUD | $439 AUD | $428 AUD | $397 AUD | $410 AUD | $342 AUD | $357 AUD |
| Avg. temp | -5°C | -4°C | 1°C | 7°C | 14°C | 19°C | 22°C | 21°C | 16°C | 10°C | 4°C | -2°C |
Frequently Asked Questions
Are there family-friendly vacation rentals in Ashland?
Ashland has more than 50 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in cabin rentals in Ashland?
Experience the best of Ashland with our cabin rentals, starting at about $100 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Ashland?
Four-legged friends are welcome in Ashland. Choose from more than 50 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Ashland?
Yes! Work meets play with ease at over 20 vacation rentals in Ashland featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do bed and breakfast rentals in Ashland have air conditioning?
Absolutely! We offer over 20 bed and breakfast rentals with air conditioning in Ashland. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Ashland have a kitchen?
Absolutely! We offer over 30 house rentals with a kitchen in Ashland. Enjoy a tailored experience with all the comforts you desire.
Do cabin rentals in Ashland have wifi?
Absolutely! We offer over 10 cabin rentals with wifi in Ashland. Enjoy a tailored experience with all the comforts you desire.
Do bed and breakfast rentals in Ashland have free parking?
Absolutely! We offer over 20 bed and breakfast rentals with free parking in Ashland. Enjoy a tailored experience with all the comforts you desire.
Destinations to explore
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- Rentals with lake access Ashland
- Rentals with a patio Ashland
- House rentals Ashland
- Rentals with beach access Ashland
- Rentals with breakfast Ashland
- Waterfront rentals Ashland
- Rentals with a fireplace Ashland
- Rentals with outdoor seating Ashland
- Rentals with a fire pit Ashland
- Pet-friendly rentals Ashland
- Bed and breakfasts Ashland
- Family-friendly rentals Ashland
- Rentals with a kayak Ashland
- Rentals with a washing machine and dryer Ashland
- White Mountain National Forest
- Squam Lake
- Story Land
- Weirs Beach
- Pats Peak Ski Area
- Loon Mountain Resort
- Mount Washington Cog Railway
- Dartmouth College
- Franconia Notch State Park
- Tenney Mountain Resort
- Snhu Arena
- Cranmore Mountain Resort
- Omni Mount Washington Resort
- King Pine Ski Area
- Gunstock Mountain Resort
- Ragged Mountain Resort
- Conway Scenic Railroad
- Cannon Mountain Ski Resort
- Waterville Valley Resort
- Attitash Mountain Resort
- Pleasant Mountain Ski Area
- Diana's Baths
- Bear Brook State Park
- Echo Lake State Park





