
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!

Private, 1 bedroom boutique tiny home
This boutique tiny home is situated in the picturesque Upper Valley of Vermont. The nearly 50 acres of private land is equal parts woods and water. You will wake to the mooing of dairy cows. Have your coffee on the porch while watching birds dive for their breakfast on the pond. Inside you will find every modern amenity. A fully appointed chef's kitchen. A living area filled with comfy furnishings and a cozy fireplace. Upstairs is a queen bedroom with an ensuite double showered bathroom. Heaven!

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

Mountain Lodge with Private Sauna
Escape to Darkfrost Mountain Lodge, less than 2 hours from Boston - Gather under the stars by the fire pit & garden - Relax or grill on patio with woodland views - Enjoy a pet-friendly working homestead - Ski at nearby Ragged & Tenney Mountain - Explore hiking, biking & snowshoeing nearby at 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.

Enjoy Saddle Hill Farm. Beautiful Rustic Charm
Spring has sprung! Come stay at our cozy 1802 farmhouse on 100+ acres. Walk, relax. We are a working farm! Wood stove and traditional fireplace. Hiking, dirt roads, hay fields, and a fire pit. Cows & chickens (free eggs!) Dogs welcome! Full Kitchen - bring food/drink. 2 queen bdrms on 1st fl with one full bath. 2nd fl has full bath, W/D, King bdrm & 3 twin/full bdrms. No central AC/heat. Fans for warm nights. Portable heaters in bdrms. WIFI. No TV. 15 min to Meredith Village/Lake Wini.

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!

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.

Modern A-frame w/ Mountain Views - North Conway
Welcome to our cozy 3-bedroom A-frame cabin, nestled in the heart of North Conway. Originally built by our grandparents in the 1960's, this A-frame serves as the perfect home-base for adventuring and exploring all that the White Mountains have to offer; skiing, snowshoeing, snowmobiling, hiking, biking, breweries, dining, floating the Saco, leaf-peeping and the like!

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

The Little Red Retreat - No Adt. Cleaning Fee

Big Blue Chalet - A Mountain View Getaway

Mountain River Spacious Country Stu

Squam waterfront 2 bed 2bath (Suite 8)

Guest House in the Woods

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

Luxury Tiny Home Getaway- IRIS Home

Luxurious Owl’s Nest VC Family Friendly Home
When is the best time to visit Ashland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ₹21,867 | ₹21,867 | ₹21,867 | ₹22,239 | ₹23,728 | ₹27,449 | ₹28,194 | ₹27,449 | ₹25,495 | ₹26,333 | ₹21,960 | ₹22,890 |
| 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 bed and breakfast rentals in Ashland?
Experience the best of Ashland with our bed and breakfast rentals, starting at about $160 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 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.
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 ₹6,513 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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- House rentals Ashland
- Rentals with outdoor seating Ashland
- Waterfront rentals Ashland
- Rentals with a fireplace Ashland
- Family-friendly rentals Ashland
- Rentals with a kayak Ashland
- Rentals with a firepit Ashland
- Rentals with a patio Ashland
- Bed and breakfasts Ashland
- Rentals with a washing machine and dryer Ashland
- Rentals with breakfast Ashland
- Pet-friendly rentals Ashland
- Rentals with lake access Ashland
- Rentals with beach access Ashland
- White Mountain National Forest
- Squam Lake
- Story Land
- Weirs Beach
- Pats Peak Ski Area
- Loon Mountain Resort
- Mount Washington Cog Railway
- Tenney Mountain Resort
- King Pine Ski Area
- Franconia Notch State Park
- Cranmore Mountain Resort
- Gunstock Mountain Resort
- Omni Mount Washington Resort
- Cannon Mountain Ski Resort
- Ragged Mountain Resort
- Diana's Baths
- Snhu Arena
- Waterville Valley Resort
- Bear Brook State Park
- Pleasant Mountain Ski Area
- Conway Scenic Railroad
- Crotched Mountain Ski and Ride
- Wildcat Mountain
- Ice Castles




