
Pet-friendly vacation 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.

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.

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 - just 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.

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 View Cabin • Private Sauna • Secluded
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.

The Guest House at Chandlery Farm
This classic Vermont farm estate has everything that description implies: end-of-the-road privacy with breathtaking views, where the only sound is the wind rustling through the leaves. The manicured gardens, stone walls and quaint but luxurious home seem plucked from classic American folklore. Guests can drink their morning coffee while soaking in views of rolling pastures and forested hills, and spend their days exploring the property's trails, and the beautiful towns and countryside nearby.

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.

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"

70 Acre White Mountain Estate – Panoramic Views

New Home Discount! Lakefront|Dock|Fireplace|XBox

Cozy Historic Home on Squam River

Secluded Waterfront Retreat with Luxe Amenities

Lakefront Home-Stunning Views-Hot Tub, 3100 sqft!

Wright’s Mountain Retreat

Pet-friendly cabin with hot tub and beach access!
Pet-friendly home rentals with a pool

Attitash Retreat

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

Nordic Village Resort | Highlands Top Floor King

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

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

Cozy Cabin Getaway with Game Room

The Pond Cottage at Taplin Hill Farm

Cabin #4 with Lake View

Treehouse Cabin in Dorchester

White Mountain Escape | Game Room + Mountain Views

Lovely home, across from lake, walk to Meredith

Lake Access | Prime Location | Designer Cabin

Luxury Retreat in the Mountains! Gas Fireplace
When is the best time to visit Ashland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ903 | ﺩ.ﺇ1,047 | ﺩ.ﺇ1,047 | ﺩ.ﺇ940 | ﺩ.ﺇ1,083 | ﺩ.ﺇ1,124 | ﺩ.ﺇ1,201 | ﺩ.ﺇ1,113 | ﺩ.ﺇ1,017 | ﺩ.ﺇ1,054 | ﺩ.ﺇ867 | ﺩ.ﺇ878 |
| 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 vacation rentals that are pet-friendly in Ashland

Total vacation rentals
Explore 50 vacation rentals in Ashland

Nightly prices starting at
Ashland vacation rentals start at ﺩ.ﺇ367 per night before taxes and fees

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

Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
50 of Ashland vacation 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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- 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





