
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.

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.

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.

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!

Handcrafted A Frame near Newfound Lake and Hiking
Relax and recharge at Millmoon A-Frame Cabin just 2 hours from Boston - Exhale under the stars by the fire pit - Grill on the back deck w/ forest views - Enjoy our pet-friendly working homestead - Ski at nearby Ragged & Tenney Mountain resorts - Explore hiking, biking & snowshoeing nearby at Wellington and Cardigan Mountain State Parks & AMC Cardigan Lodge Looking for options? Visit my Airbnb Host Profile to explore our 3 cabins: Millmoon A-Frame, Black Dog Cabin, Darkfrost Lodge.

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.

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!

LogHome HotTub,Fire Pit! 3min to OwlsNest
Fun Blend of cool, Modern and country in this hand hewn log home! Located at the getaway to the white mountains! Covered porch and deck wrap around 3 sides, perfect for gatherings and stories. *Private 7 person Hot tub and fire pit for warm nights. Home comes with open concept of Living, dining and extra large kitchen island. A Bay window, for you to relax and read all the books, in the sounds of the birds with the large windows open. Wood stove on our cozy living room.

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.

Cozy & Modern A-Frame in the woods w/HOT TUB
Discover a harmonious retreat in the heart of nature – a beautiful and stylish cabin tucked away in the woods. Characterized by its seamless integration of rustic charm and contemporary design, this haven invites serenity and indulgence. Surrounded by towering trees and the soothing melody of nature. Escape to a world where sophistication meets the wild, and experience the allure of a cabin that effortlessly marries beauty with the enchantment of the woods.

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.
Popular amenities for Ashland pet-friendly home rentals
Pet-friendly house rentals

Heart of the Lakes Region

The 1919 Mountain Farmhouse, new hot tub and patio

Beautiful, Peaceful, Maine Getaway House

Fish Tales Cabin

Waterfront| Outdoor Sauna| Ski| Mountains| Firepit

Beautiful Woodstock Home-Perfect for entertaining

The Cottage on Paugus Bay- Near I-93 and Skiing

Dog friendly|Large Deck|StoryLand, N. Conway
Pet-friendly home rentals with a pool

Secluded Paradise on the Connecticut River, VT

Attitash Retreat

Secluded Cabin Getaway Mountain Lake Community!

Historic Schoolhouse c1866 Winter & Summer Dates

Saco River Private Chalet: 2BR/2BA

Historic Home on 17 acres of land. Go escape!

Spacious cabin in the heart of White Mountains

An Amazing Mountain Getaway!
Private, pet-friendly home rentals

"HillTop Hideaway"

Expedition Everest Cabin@Basecamp

Camp Looney: Lake Access & Pet Friendly

Cozy Cabin near Tuftonboro & Lake Winnipesaukee

Sunset Cabin - your private romantic hideaway

Yurt In The Woods - Come to the Yurt.

Mountain View Cabin #1

Relaxing Cabin on the lake
When is the best time to visit Ashland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $353 AUD | $404 AUD | $368 AUD | $364 AUD | $420 AUD | $435 AUD | $465 AUD | $431 AUD | $394 AUD | $408 AUD | $336 AUD | $340 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 |
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 $142 AUD per night before taxes and fees

Verified guest reviews
Over 960 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
50 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
- Rentals with breakfast Ashland
- Rentals with beach access Ashland
- Rentals with outdoor seating Ashland
- Waterfront 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
- 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




