
Holiday houses in Ashland
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Top-rated holiday rentals in Ashland
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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.

Boulder House - Extraordinary Luxury in the Woods!
From its unique interior wall of huge boulders to the soaring post and beam construction, Boulder House is bolder in every way. It's a rare combination of peace, solitude, and luxury in a beautiful and secluded setting within the 250-acre Lakefalls estate. The very private deck overlooks "Chandler Meadow" and 11,000 acres of conserved land and water, with stunning views from the sunken tub and outdoor shower. The interior appointments and amenities provide extraordinary comfort and aesthetics.

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.

"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.

Lower Intervale Grange; Nat'l Register Hist. Site
One-half mile from the Barn on the Pemi!! A full-house rental, you'll be welcomed by full kitchen, comfy beds, original 1912 tin ceilings, hardwood floors, beadboard walls, piano and great modern amenitites like Wifi and Smart TV. The Grange is an award winning restoration while maintaining its historic elements and charm of this National Register property. The kitchen on the main floor meeting room makes cooking and socializing easy. Sleeps 1 to 7 guests, one large bathroom. License 059528

The Willow House: a Modern Vermont Retreat
Just 7 miles (12 minutes ) to the Dartmouth Campus, this newly re-built little house sits beside its own pond on the edge of a sheep pasture. All the comforts of a modern home in 600sqft. Enjoy access to hiking trails and State Forest lands as well as an easy drive to world-class skiing an hour away and all that the Dartmouth College community offers just minutes away. This is the best of pastoral Vermont, with outside living-dining space ( south facing deck and north facing screen porch).

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.

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!

Lakes Region Rustic-Chic Romantic Retreat-King Bed
Spacious sunny rustic-chic modern retreat nestled in the mountains of the Lakes Region. From the handcrafted soap, to the cozy robes and King size bed, stocked coffee/tea station, you are pampered. The curated space features local artisans and was designed with your comfort in mind. The area has much to offer (see Neighborhood section for distance to attractions and Guidebook under Location). All-size dog friendly (see dog policy for details). We live on site and Welcome Diversity.

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.

Quiet and large Squam Lake House. Lake Region
Squam Lake, large family friendly house, 40'x50' deck with great 20'x20' screened-in section, hot tub (seasonal), lots of hiking trails local, great Foliage, Many Lakes Region attractions close. Foosball, corn hole, movie room, games, etc. Short walk down the road to a shared separate 40' Beach with swim docks and kayaks (5 min walk). Close to many ski mountains and other winter activities. Loon, Waterville, Gunstock, etc.
Popular amenities for Ashland holiday rentals
Other great holiday rentals in Ashland

Stylish 2-bedroom in Classic New England Setting

Secluded Waterfront Retreat with Luxe Amenities

New-Adorable Spacious "Garden Cape" Guest Suite

“Evergreen” 50 Acre Private Mountain Chalet

Cozy Cottage Near Squam Lake with Lake Access

Cedar Lodge Condo Balcony and Full Kitchen

Ski, Pet Friendly, Hot Tub 2 Bed 2 Bath Getaway

Luxury Retreat in the Mountains! Gas Fireplace
When is the best time to visit Ashland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $340 AUD | $340 AUD | $340 AUD | $345 AUD | $369 AUD | $426 AUD | $438 AUD | $426 AUD | $396 AUD | $409 AUD | $341 AUD | $355 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 house rentals in Ashland?
Experience the best of Ashland with our house rentals, starting at about $80 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 house rentals in Ashland have air conditioning?
Absolutely! We offer over 20 house rentals with air conditioning in Ashland. Enjoy a tailored experience with all the comforts you desire.
Do cabin rentals in Ashland have a kitchen?
Absolutely! We offer over 10 cabin rentals with a kitchen in Ashland. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Ashland have wifi?
Absolutely! We offer over 30 house 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.
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 1,830 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!
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- Rentals with lake access Ashland
- Rentals with outdoor seating Ashland
- Rentals with a kayak Ashland
- Rentals with a patio Ashland
- Rentals with breakfast Ashland
- Pet-friendly rentals Ashland
- Rentals with beach access Ashland
- Rentals with a washing machine and dryer Ashland
- Rentals with a fire pit Ashland
- Rentals with a fireplace Ashland
- Family-friendly rentals Ashland
- House rentals Ashland
- Bed and breakfasts Ashland
- Waterfront rentals Ashland
- White Mountain National Forest
- Squam Lake
- Story Land
- Weirs Beach
- Pats Peak Ski Area
- Loon Mountain Resort
- Mount Washington Cog Railway
- Cranmore Mountain Resort
- Tenney Mountain Resort
- King Pine Ski Area
- Franconia Notch State Park
- Gunstock Mountain Resort
- Omni Mount Washington Resort
- Cannon Mountain Ski Resort
- Ragged Mountain Resort
- Diana's Baths
- Waterville Valley Resort
- Bear Brook State Park
- Pleasant Mountain Ski Area
- Snhu Arena
- Conway Scenic Railroad
- Crotched Mountain Ski and Ride
- Wildcat Mountain
- Ice Castles




