
Holiday rentals in Ashland
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Top-rated holiday rentals in Ashland
Guests agree: these stays are highly rated for location, cleanliness and more.

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.

Handcrafted A-Frame near Newfound Lake & Hiking
Unplug at Millmoon A-Frame Cabin just 2 hours from Boston - Recharge under the stars by the fire pit - Relax or grill on the back deck w/ forest views - Enjoy our pet-friendly working homestead - Ski at nearby Ragged & Tenney Mountain resorts - Explore hiking, biking & snowshoeing nearby at Wellington and Cardigan Mountain State Parks & AMC Cardigan Lodge Need more space? Visit Darkfrost Lodge + sauna airbnb.com/h/darkfrostlodge Stay at NEW Black Dog Cabin + sauna airbnb.com/h/blackdognh

Cozy White Mountain Getaway - Walk to PSU
Private sitting room, bedroom and full bath, separated from main house. 5-minute walk to Plymouth State University. Close to Waterville Valley, Loon, and other ski resorts. Also close to lakes and hiking trails. Bedroom has a king size bed and reclining chair. Sitting room has a daybed with a trundle bed underneath. The sitting room also has a table with four chairs, a mini fridge, microwave oven, and Kreurig coffee maker. Plates, cups, silverware are also provided. Parking for three cars.

Plymouth's Historic Doll House; A tiny house
The Doll House has everything you’ll need at under 700 square feet. This fully-outfitted, historic, full-house rental has a complete kitchen, living room, two-bedrooms, bath, back sitting room, front farmer's porch and beautiful gardens and sitting areas. The Doll House is within easy walking distance to the Town Common, great restaurants and shopping, the Flying Monkey, and PSU. We are just a few minutes' drive to the Barn on the Pemi and Holderness School. NH Rooms Tax; License #059528.

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!

Off-grid Forest Retreat w/ Hot Tub & Breakfast
Relax in a quiet pine forest surrounded by beautiful private walking trails, with everything you need at your fingertips! We make off-grid living easy with luxury bedding, fresh bread and eggs from our farm, locally-roasted coffee, cream, ice, a hot outdoor shower (seasonal), firewood, marshmallows, battery-operated lights, and a wood-fired hot tub! Just a half mile from the Barn on the Pemi, and minutes from the lakes, rivers, and mountain trails. All you have to bring are your clothes!

White Mountain is a Special Place
Renovated modern farmhouse studio in the White Mountains. We are the 4th generation in our family’s home. Posts and beams with new kitchen, shiplap, hardwood floors, and large bathroom, and great view overlooking the fields. 36 acres of field, woods, and cut your Christmas Tree here. If lucky you will catch a glimpse of the horses in the field. Close to hiking, skiing, and lakes. Waterville Valley 9 miles, Loon Mtn. 15 miles. Owls Nest Golf Couse. Private entry /private studio.

Newfound New Hampshire's Diamond on a Hilltop
This diamond on a hilltop is nestled on a mountain side in Bristol, NH over looking Newfound Lake w/ Cardigan Mtn. in the back drop. Newfound Lake Assoc. boasts of its reputation as one of the cleanest lakes in the world. Enjoy breathtaking views during the day & magnificent sunsets in the evening. The colorful gardens are surrounded by woodlands. Relax to the sound of the babbling brook. This peaceful place beckons you to slow your pace & nourish your soul.

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.

Mountain River Spacious Country Stu
Air conditioned 1000 square foot, light filled studio with full kitchen and private bath in secluded rural setting 5 minutes from I 93 and in between Newfound and Squam Lakes. Ample private parking, private entrance, outdoor lawn with perennial gardens with dining table, chairs and grill. A stream runs through the property with trails alongside of it. Dogs love this place!

Mountain view 3 bedroom.
A new house with incredible easterly views awaits you from this amazing place located in one of Plymouth's newest neighborhoods which is a part of the old Frontenac ski area. We are located between Lakes Region and White Mountain. From here you can easily explore both or just enjoy staying here.
Popular amenities for Ashland holiday rentals
Other great holiday rentals in Ashland

New Home Discount! Lakefront|Dock|Fireplace|XBox

The Quaint Escape - Built in 2024 - Lake Access

Hill Studio

Windy Peaks Farm

The Vista, of the White Mountains

Big Blue Chalet - A Mountain View Getaway

Holderness Hideaway 3BR/2BA Home near Meredith

Lake Access | Prime Location | Designer Cabin
When is the best time to visit Ashland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $306 SGD | $306 SGD | $306 SGD | $312 SGD | $333 SGD | $385 SGD | $395 SGD | $385 SGD | $357 SGD | $331 SGD | $339 SGD | $306 SGD |
| 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
Do bed and breakfast rentals in Ashland have wifi?
Absolutely! We offer over 20 bed and breakfast rentals with wifi in Ashland. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in bed and breakfast rentals in Ashland?
Experience the best of Ashland with our bed and breakfast rentals, starting at about $170 per day, before taxes and fees. Embrace comfort and style while staying within your budget 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.
What are the most popular amenities for Cabin Rentals in Ashland?
Enhance your stay in our Cabin Rentals with the most popular amenities: over 10 homes with air conditioning, over 10 homes with a kitchen, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
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.
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.
Do house rentals in Ashland have free parking?
Absolutely! We offer over 30 house rentals with free parking in Ashland. Enjoy a tailored experience with all the comforts you desire.
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.
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.
Are there Ashland vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Ashland, available on Airbnb. Make a splash and soak up the sun in style!
Quick stats about holiday rentals in Ashland

Total holiday rentals
Explore 90 holiday rentals in Ashland

Nightly prices starting at
Ashland holiday rentals start at $91 SGD per night before taxes and fees

Verified guest reviews
Over 1,740 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 50 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
90 of Ashland holiday rentals include wifi 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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- Pet-friendly rentals Ashland
- Rentals with a washing machine and dryer Ashland
- Squam Lake
- Story Land
- Weirs Beach
- Loon Mountain Resort
- Mount Washington Cog Railway
- Pats Peak Ski Area
- Franconia Notch State Park
- Diana's Baths
- Omni Mount Washington Resort
- Tenney Mountain Resort
- Cannon Mountain Ski Resort
- King Pine Ski Area
- Bear Brook State Park
- White Lake State Park
- Waterville Valley Resort
- Pawtuckaway State Park
- Derryfield Country Club
- Ragged Mountain Resort
- Dartmouth Skiway
- Conway Scenic Railroad
- Cranmore Mountain Resort
- Crotched Mountain Ski and Ride
- Whaleback Mountain
- Wildcat Mountain




