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

Handcrafted A-Frame near Newfound Lake & Hiking
Escape to Millmoon A-Frame Cabin, less than 2 hours from Boston - Gather 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 Wellington and Cardigan Mountain State Parks and 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!

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.

Sleepy Hollow Cabins 2
Come enjoy a fun filled getaway at this centrally-located studio Cabin in the foothills of the White Mountains. Whether you are looking for outdoor adventures ranging from hiking, skiing, kayaking to birdwatching, we are close to it all. Then, in the evening, relax at the propane fire table with a glass of wine or build your own fire at the wood firepit (wood provided) and take advantage of the spectacular stargazing. The cabin has a smart TV and high-speed internet provided.

Cozy treehouse-close to hiking, biking & mountains
A cozy four-season treehouse, centrally located in the heart of the Lakes Region, situated 12 feet in the trees equipped with a kitchenette, small bathroom, WIFI and cozy places to sit to read a book or lounge about. Crafted with a mix of new and reclaimed materials, offering a lot of natural light. Everywhere you look you can get a peak of the skies and foliage. A few minute walk to the private community beach or snowmobile trails for hiking, or all your winter activities.

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!

Hebron Historic Farmhouse
The farmhouse was built between 1795 and 1800 by the ancestors of the owner. We renovated it in 2017 and added 600 square feet to the original structure. The space combines the charm of the old with the convenience of the new. We know you will love this relaxing, quiet country setting with views over a lovely meadow to the south, and Mount Crosby to the north.

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 vacation rentals
Other great vacation rentals in Ashland

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

The SchoolHouse

Deluxe Cabin #3 at Ames Brook Campground

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 | € 204 | € 204 | € 204 | € 207 | € 221 | € 256 | € 240 | € 245 | € 238 | € 222 | € 226 | € 204 | 
| 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
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.
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 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!
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.
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.
Quick stats about vacation rentals in Ashland

Total vacation rentals
Explore 90 vacation rentals in Ashland

Nightly prices starting at
Ashland vacation rentals start at € 61 per night before taxes and fees

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

Family-friendly vacation rentals
40 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 50 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
90 of Ashland vacation 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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- House rentals Ashland
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- Squam Lake
 - Story Land
 - Weirs Beach
 - Attitash Mountain Resort
 - Loon Mountain Resort
 - Mount Washington Cog Railway
 - Franconia Notch State Park
 - Pats Peak Ski Area
 - Diana's Baths
 - Omni Mount Washington Resort
 - Tenney Mountain Resort
 - Cannon Mountain Ski Resort
 - King Pine Ski Area
 - White Lake State Park
 - Waterville Valley Resort
 - Bear Brook State Park
 - Pawtuckaway State Park
 - Bald Peak Colony Club
 - Derryfield Country Club
 - Ragged Mountain Resort
 - Conway Scenic Railroad
 - Dartmouth Skiway
 - Cranmore Mountain Resort
 - Crotched Mountain Ski and Ride