
Pet-friendly holiday rentals in Ashland
Find and book unique pet-friendly homes on Airbnb
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 $129 SGD 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!
Top-rated pet-friendly home rentals in Ashland
Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.

Cozy Cottage w/ Mountain Views & Two Outdoor Decks
Welcome to Notch View Cottage, where you can escape to a cozy retreat nestled in the White Mountains on 13 wooded acres. Take in breathtaking mountain views from both the upper and lower decks while the crackling outdoor fire-pit provides the perfect opportunity for roasting s'mores. Cook up a delicious meal on the gas and charcoal grill on the lower deck and enjoy dining al fresco in the fresh mountain air ✔ Stunning Mountain Views ✔ BBQ Grill ✔ Fire Pit ✔ Upper and Lower Deck Learn more below

Luxury Year-round Hobbit House w/ private hot tub
Fern Hollow 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.

Nature cabin | fire pit, fireplace, yard + privacy
The WildeWoods Cabin is a sunny open-concept cabin with cathedral knotty pine ceilings & exposed beams; renovated with comfortable furnishings, modern amenities, vintage décor & a gas fireplace (on/off switch!). Enjoy peace & privacy on 1+ acres; the cabin is set back from the road and surrounded by yard, gardens, & tall trees. Nestled in the foothills of Cardigan & Ragged Mountains; there are endless outdoor activities nearby. Up to 2 dogs are welcome with pet fee. IG: @thewildewoodscabin

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.

Secluded Mountain View Cabin • Private Sauna
A real cabin in the North Woods secluded, private, and surrounded by open sky and sweeping mountain views that remind you why you came. This log-style retreat sits deep in the woods above Tamworth, fully equipped for comfort without sacrificing the rugged feel. Hike local trails, stargaze in near-zero light pollution, or sit by the fire pit with the mountains in front of you. The optional wood-fired sauna steps from the door is the perfect end to the day. Sauna available as a one-time add-on.

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.

Sunny Waterfront Cottage at FarAway Pond
Spring Skiing! Sugar and Snow 20%discount! March is maple sugar and BIG snow season at Bretton Woods (only 20 min. away). This bright, wood lined cottage has all you need for a peaceful getaway-Hot Tub in private pavilion, Japanese soaking tub, (small) Heat/AC, +fast wifi. Cook in the kitchen or grill in the beach side pavilion. With 68 acres + miles of trails to a nearby state forest, this is the perfect base for peak-season skiing and serene winter adventure. Dogs welcomed!

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

Breezy Moose - A Frame Cabin/ Pet friendly
Welcome to the White Mountain National Forest. Take it easy at this unique and tranquil getaway. Cozy A Frame Cabin with AC situated on quite side road. Perfect for romantic getaway or family trip. House is situated for family of 3 (2 adults plus 1 kid). Minutes walking from swimming whole on the Baker River. Ideally located, 30 minutes to Loon & Cannon for skiing, and convenient to I-93 or I-91. Newly renovated and furnished. Pet friendly (pet fee).
Popular amenities for Ashland pet-friendly home rentals
Pet-friendly house rentals

"HillTop Hideaway"

The Little Red Retreat - No Adt. Cleaning Fee

Cozy Historic Home on Squam River

Tranquil Pondside Retreat

Secluded Waterfront Retreat with Luxe Amenities

The Cottage on Paugus Bay- Lake Winnipesaukee

Wright’s Mountain Retreat

LogHome HotTub,Fire Pit! 3min to OwlsNest
Pet-friendly home rentals with a pool

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

Nordic Village Resort | Highlands Top Floor King

Saco River Private Chalet: 2BR/2BA

Historic Schoolhouse c1866 + Pool + Lake + Hot tub

Secluded Cabin Getaway Mountain Lake Community!

Spacious cabin in the heart of White Mountains

The Golden Eagle - Mountain Lodge

Mountain Lakes. Pet friendly. Entire Chalet.
Private, pet-friendly home rentals

Cabin #4 "The Birch" with Lake View

Fairytale cabin at The Wild Farm

Lake Access | Prime Location | Designer Cabin

The Conscious Cabin | Getaways + Retreats

Riverfront Cabin Mountain View, Fireplace, Hot tub

Log Home Meredith NH Pet Friendly Custom Fire-Pit

Mountain Hide Away, Warren Cabin

Cozy Chalet on the River
When is the best time to visit Ashland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $318 SGD | $368 SGD | $368 SGD | $331 SGD | $381 SGD | $395 SGD | $422 SGD | $391 SGD | $358 SGD | $371 SGD | $305 SGD | $309 SGD |
| 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 |
Destinations to explore
- New York City Holiday rentals
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- Portland Holiday rentals
- Mont-Tremblant Holiday rentals
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- York County Holiday rentals
- Cambridge Holiday rentals
- Rentals with a firepit Ashland
- Family-friendly rentals Ashland
- Rentals with a patio Ashland
- Rentals with outdoor seating Ashland
- Rentals with a washing machine and dryer Ashland
- Rentals with breakfast Ashland
- Bed and breakfasts Ashland
- Rentals with a kayak Ashland
- House rentals Ashland
- Waterfront rentals Ashland
- Rentals with beach access Ashland
- Rentals with lake access Ashland
- Rentals with a fireplace 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
- Loon Mountain Resort
- Pats Peak Ski Area
- Mount Washington Cog Railway
- Dartmouth College
- Snhu Arena
- Cranmore Mountain Resort
- Tenney Mountain Resort
- Franconia Notch State Park
- Omni Mount Washington Resort
- King Pine Ski Area
- Ragged Mountain Resort
- Gunstock Mountain Resort
- Attitash Mountain Resort
- Conway Scenic Railroad
- Waterville Valley Resort
- Pleasant Mountain Ski Area
- Cannon Mountain Ski Resort
- Bear Brook State Park
- Diana's Baths
- Echo Lake State Park





