
Pet-friendly holiday rentals in Ashland
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Ashland
Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.

Stylish Vermont Cabin | Views · Trails · Luxe
Combining sweeping views of distant hills with complete privacy and wraparound porches on two sides, the Red House is a custom cabin built for couples and smaller families. Surrounded by working farms and within easy reach of trailheads to hike or bike Mt Ascutney, or to visit Woodstock, Hanover, Ludlow and the Upper Valley, the Red House sits among some of the best restaurants in Vermont and awaits the discerning traveler who has earned the right to do absolutely nothing and experience it all.

Luxury Year-round Treehouse with private hot tub
The Canopy 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.

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.

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.

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!

Classic A-Frame with river, mountains, and hot tub
The “Baker Rocks” A-Frame is a new, well-appointed, and sits amidst a tranquil setting of river and mountain views. Nestled in New Hampshire’s Lakes and White Mountains Regions, the property is centrally located to dozens of attractions and activities. The house is fully equipped for a cozy weekend stay or a long retreat. The onsite amenities include direct river access, gym, small farm, playground, lounge area, and nearly 80 acres to explore. Firewood for sale on site for $5/bundle.

Cedar Hideaway: Walk to Pond, 15m N. Conway
Sip coffee on the screened porch listening to the wind in the pine grove. This modern cedar cabin is your sanctuary from the summer crowds, yet only 15 mins to the bustle of North Conway. Walk to the pond for a dip or read a book in the hammock. Equipped with fast WiFi and a fully stocked kitchen and charcoal grill. Cathedral Ledge and many hikes a short drive away. A tranquil, shady escape for those looking to slow down and breathe or your launchpad for White Mountain adventures.

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.

Squam Lake Farmhouse, Beach Access, Winter Skiing
Quiet Large Farmhouse at Squam Lake. Five bedrooms, large kitchen, family room, and living room provide lots of space for large groups. Themed bedrooms, pool table, ping pong, cornhole, firepit, etc. Large yard. Lots of hiking trails local, great foliage, and many other Lakes Region attractions are close. Separate shared 40' Beach with swim docks and kayaks (5 min walk). Close to many ski mountains and other winter activities. Loon, Waterville, Gunstock,etc

Cabin HYGGE at Lumen Nature Retreat | Lars
HYGGE (pronounced as "hoo-guh") is a Danish word that describes a mood of coziness, connection, and contentment. The moment you come to Lumen and enter Cabin Hygge, we hope you will feel just that. Everything you need to be comfortable and cozy -- nothing you don't. It is the perfect setting for you to spend quality time with your family or friends in a gorgeous, peaceful natural environment.

The Bear's Den: 40 acre Off-Grid Retreat +Gator
Experience the ultimate New Hampshire escape at The Bear's Den, a 4.97- star secluded retreat nestled on 40 private acres in the heart of the Lakes Region. This isn't just a stay; it's an off-grid adventure designed for those who want to unplug, reconnect, and explore the wild beauty of Moultonborough. Adventure Awaits!

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 pet-friendly home rentals
Pet-friendly house rentals

"HillTop Hideaway"

70 Acre White Mountain Estate – Panoramic Views

Cozy Historic Home on Squam River

Cozy Private Home in the Mountain Lakes

Wright’s Mountain Retreat

Charming, Cozy Cape

Pet-friendly cabin with hot tub and beach access!

Lux Waterfront Cottage at FarAway Pond
Pet-friendly home rentals with a pool

White Mountains Hiking Dogs Storyland Family

Attitash Retreat

Spacious Condo-Attitash Ski-Storyland-Saco & More!

Historic Schoolhouse c1866 + Pool + Lake + Hot tub

Secluded Cabin Getaway Mountain Lake Community!

Spacious cabin in the heart of White Mountains

Stunning 2BR with Mountain Views | Nordic Village

The Golden Eagle - Mountain Lodge
Private, pet-friendly home rentals

The Word Barn, Exeter, NH

Tree House at the Shire

Mountain View Getaway on Halls Brook

Cozy Cabin Getaway with Game Room

Pine Cabin, Galusha Hill Farm, incredible view!

White Mountain Escape | Game Room + Mountain Views

Lake Access | Prime Location | Designer Cabin

Secluded Cabin•Screened Porch•Near Loon
When is the best time to visit Ashland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £181 | £210 | £210 | £189 | £217 | £226 | £241 | £223 | £204 | £212 | £174 | £176 |
| 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 |
Quick stats about holiday rentals that are pet-friendly in Ashland

Total holiday rentals
Explore 50 holiday rentals in Ashland

Nightly prices starting at
Ashland holiday rentals start at £74 per night before taxes and fees

Verified guest reviews
Over 1,000 verified reviews to help you choose

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

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
50 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 outdoor seating Ashland
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- Waterfront rentals Ashland
- Rentals with lake access Ashland
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- Rentals with beach access Ashland
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- Family-friendly rentals Ashland
- House rentals Ashland
- Pet-friendly rentals Grafton County
- Pet-friendly rentals New Hampshire
- Pet-friendly rentals United States
- White Mountain National Forest
- Squam Lake
- Story Land
- Weirs Beach
- Pats Peak Ski Area
- Loon Mountain Resort
- Mount Washington Cog Railway
- Tenney Mountain Resort
- Franconia Notch State Park
- King Pine Ski Area
- Omni Mount Washington Resort
- Gunstock Mountain Resort
- Cranmore Mountain Resort
- Snhu Arena
- Cannon Mountain Ski Resort
- Waterville Valley Resort
- Ragged Mountain Resort
- Diana's Baths
- Conway Scenic Railroad
- Bear Brook State Park
- Pleasant Mountain Ski Area
- Dartmouth College
- Squam Lakes Natural Science Center
- Montshire Museum of Science





