
Holiday rentals in Ashland
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Top-rated holiday rentals in Ashland
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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!

Luxury Year-round Treehouse with private hot tub
Cliff House is one of 5 luxurious tiny homes that make up Littlefield Retreat, a tranquil woodland village of 3 treehouses and 2 hobbit houses – each with its own private hot tub and dock. To see all five dwellings, click on the photo to the left of “Hosted by Bryce”, then click “Show more…”. This 15-acre forest retreat on Littlefield Pond offers our guests an experience that feels like a trip up to the woods of northern Maine, but is closer to home and to all the attractions of southern Maine.

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.

Cozy Bow House Perched in Trees w/ Hot Tub & View
The cozy Bow House is perched up above a lovely valley and boasts large south facing windows, a unique bowed loft and a warm, inviting space to relax. Up a charming dirt road past Brushwood & Fairlee Forests with hiking, biking and ATV trails nearby. Lake Fairlee is a scenic 10 min drive; 15 min to Lake Morey & I-91 and 30 min to Dartmouth College. Enjoy the glow of the rising sun and beautiful views above the fog, unwind in the hot tub surrounded by the magical woods and wildlife of Vermont.

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

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!

Handcrafted A Frame near Newfound Lake and Hiking
Relax and recharge at Millmoon A-Frame Cabin just 2 hours from Boston - Exhale under the stars by the fire pit - 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 Looking for options? Visit my Airbnb Host Profile to explore our 3 cabins: Millmoon A-Frame, Black Dog Cabin, Darkfrost Lodge.

The Niche...crafted & forged
Welcome to the Niche, crafted and forged to preserve your memories. The many custom touches in this space echo our wish for your experience here: beautiful, unique, and unforgettable. As you relax, in a private wooded setting, we hope you find the peaceful time away you're searching for. The Niche is a cozy return after your day of swimming, hiking, skiing, or other recreational fun here in the White Mountains. You’ll have no shortage of activities to occupy your stay.

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.

Downtown! Studio w 3/4 Bathroom. Private Entrance!
This is one room with a queen bed and a 3/4 bathroom. Breakfast nook, mini-fridge, microwave, coffee maker. This room comes with it's own seperate entrance, private bathroom, and private patio (Patio is not open in the winter). Also we have off street parking for one or two cars. I am new to hosting, so for now please a two person max. Walking distance to downtown. Less than 100 yards and you are in the middle of downtown Meredith.

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!
Popular amenities for Ashland holiday rentals
Other great holiday rentals in Ashland

Windy Peaks Farm

Cabin #4 with Lake View

Big Blue Chalet - A Mountain View Getaway

“Evergreen” 50 Acre Private Mountain Chalet

Lake Access | Prime Location | Designer Cabin

Cozy Cottage Near Squam Lake with Lake Access

Newfound Lake Hideaway Live the Lake Life!

Lovely studio apartment with views and privacy.
When is the best time to visit Ashland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ₹21,835 | ₹21,835 | ₹21,835 | ₹22,207 | ₹23,694 | ₹27,410 | ₹28,154 | ₹27,410 | ₹25,459 | ₹26,295 | ₹21,928 | ₹22,857 |
| 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 ₹6,504 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 & 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
100 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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- 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 firepit 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




