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

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.

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.

Bog Mt Retreat Downstairs Suite
Welcome to your perfect first floor retreat. Woodland trails on the property, local hikes like BOG MT, a beautiful waterfall and so many more. Bring your kayaks and paddle Grafton Pond or Pleasant Lake and jump off the rock at Blueberry Island. Only 30 minutes from Sunapee Mountain Ski Area & 21 minutes from Ragged MT Ski Resort. Whether you're seeking the thrill of the slopes, the tranquility of nature, or a bit of both, our Airbnb is the gateway to an unforgettable New Hampshire experiences.

Mountain View Suite
Mountain View Suite offers tranquility and adventure with stunning views of Ragged Mountain. Just two miles from Ragged Mountain Ski Area, it features a master bedroom with a king-size bed, an open bunk room, a spacious living room with a 65-inch TV, gas fireplace, and a full kitchen. All standard amenities included. The suite’s large windows frame picturesque mountain scenery, bringing nature’s beauty indoors. Outdoors, sit and relax by the fire pit. Gym, Sauna & Cold Plunge Add-On available.

Luxury Year-round Treehouse with private hot tub
Skyframe 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.

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.

Bear Ridge Lodge
Newly built, chalet-style log home featured in both Cabin Living and Log Cabin Homes Magazines. Sweeping mountain and sunset views. Modern, Scandinavian decor. Generous front deck and covered porch for sunbathing, stargazing and outdoor dining in the summer and fall. Soaring stone fireplace makes for a warm, fully-appointed ski lodge in the winter months. 5 minutes from Cannon and 20 minutes from both Loon and Bretton Woods. Miles of National Forest trails out the back door.

The LOTUS welcomes you, stay a while
The Lotus is your zen home away from home. Enjoy peace and tranquility on your private back deck, the amazing salt water hot tub (exclusively use) new sauna, heated seasonal outdoor shower, deep bathtub (showering is tricky for people taller then 5'5)with bluetooth speaker.Comfortable king size bed with European bedding and a single fold out foam mattress on the 1st floor, that was just finished as another relax area, with 70" TV, record player, hammock & hanging chair.

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

Camp Looney: Lake Access & Pet Friendly

Cozy Cabin near Tuftonboro & Lake Winnipesaukee

Beautiful & Relaxing Retreat Close to Ossipee Lake

Nordic Cabin - Hot tub/Sauna/fire pit/waterfront

La Belle Cabin • Pools • Mt Views • Fire Patio

LongLake-PrivateDockSandyBeach/PaddleBoards/SUPs

Updated Victorian overlooking Winnisquam Lake

New Hampshire Lakes Region Home With Beach Access
When is the best time to visit Ashland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $334 AUD | $334 AUD | $334 AUD | $340 AUD | $363 AUD | $420 AUD | $431 AUD | $420 AUD | $390 AUD | $403 AUD | $336 AUD | $350 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 $100 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 a washing machine and dryer Ashland
- Rentals with lake access Ashland
- House rentals Ashland
- Rentals with a kayak Ashland
- Family-friendly rentals Ashland
- Bed and breakfasts Ashland
- Rentals with a fireplace Ashland
- Rentals with a fire pit Ashland
- Rentals with a patio Ashland
- Pet-friendly rentals Ashland
- Rentals with breakfast Ashland
- Rentals with beach access Ashland
- Rentals with outdoor seating Ashland
- Waterfront rentals Ashland
- White Mountain National Forest
- Squam Lake
- Story Land
- Pats Peak Ski Area
- Weirs Beach
- 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
- Conway Scenic Railroad
- Snhu Arena
- Wildcat Mountain
- Crotched Mountain Ski and Ride
- Ice Castles




