
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.

★☆Secluded Cabin In The Woods☆★Huge Yard + Patio☆★
Cozy 2 bedroom A-Frame with lots of charm → Fully equipped + stocked kitchen with sliding door out to deck → Plenty of onsite parking → Big yard with patio, gas grill, table with umbrella and chairs, → Wood stove → Flatscreen TV's 300 Mps Wi-Fi Screened in porch + yard area is the perfect place to sit and relax and listen to the babbling brook out front.Or fun bedroom for children. → 20min drive to Plymouth, Lincoln, and Waterville Valley with shopping & restaurants → Lots of hiking nearby

WildeWoods Cabin | gas fireplace, yard + gardens
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

Handcrafted A-Frame near Newfound Lake & Hiking
Unplug at Millmoon A-Frame Cabin just 2 hours from Boston - Recharge under the stars by the fire pit - Relax or 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 Need more space? Visit Darkfrost Lodge + sauna airbnb.com/h/darkfrostlodge Stay at NEW Black Dog Cabin + sauna airbnb.com/h/blackdognh

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!

Romantic New England Historic Schoolhouse c1866
Winner of Maine Homes Small Space Design Award 2023 We are located on the private 80-acre Shapleigh Pond in the Southern Maine, an hour from Portland and two hours from Boston. Experience a bygone era in this restored Schoolhouse circa 1866 with many original details such as oversized glass-paned windows, wood plank floors, chalkboards, tin ceiling and more. Modern amenities such as fireplace, private hot tub, fire pit, gas BBQ and access to our pool (June-Sept), pond and tennis court.

Luxurious Mountainside Cabin! Fantastic Views!
Cozy Cabin with Sweeping Mountain Views! A great escape with total privacy. Relax by the Fire Pit overlooking the Mountains! Head up to North Conway to the White Mountains or go South to the Lakes Region. Then escape the traffic and retreat to the quiet of your Mountainside Cabin. Wood Fired Sauna on the premises! We provide everything you will need for your stay, and I mean everything, just bring a sense of adventure! Pets Welcome! *Pet Fee Applies! *Additional Fee for Sauna

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.

Peaceful Log Cabin in the Woods
This log cabin is set in the woods in a rural part of northeastern Vermont. Escape the hustle and bustle, clear your mind, and enjoy nature. A great place to get some fresh air or to stay in and take a nap. Beautiful summers for easy hikes and refreshing swims in the lakes of our local Groton State Forest, unbelievable foliage to view from small dirt roads, and tons of outdoor winter activities. Great for a couples getaway, friends weekend, or some quality time with the family.

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.

Newfound New Hampshire's Diamond on a Hilltop
This diamond on a hilltop is nestled on a mountain side in Bristol, NH over looking Newfound Lake w/ Cardigan Mtn. in the back drop. Newfound Lake Assoc. boasts of its reputation as one of the cleanest lakes in the world. Enjoy breathtaking views during the day & magnificent sunsets in the evening. The colorful gardens are surrounded by woodlands. Relax to the sound of the babbling brook. This peaceful place beckons you to slow your pace & nourish your soul.

Private Barn On a Hilltop in Fairlee, Vermont
This carefully renovated barn is located in the hills of Fairlee, five minutes from I-91. A stand-alone private space with two spacious living areas and decks overlooking ponds and the mountains. You're welcome to bring your dog; please note there is a $75 pet fee for the length of your stay. With direct access to extensive hiking trails and minutes from Lake Morey and the Lake Morey Country Club there's lots of fun things to do.

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

House Near Lake Winnipesaukee pet friendly

Tranquility, Relaxation, Family, Romance

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

Wright’s Mountain Retreat with Sauna

LogHome HotTub,Fire Pit! 3min to OwlsNest

Stylish Ascutney Cabin with Mountain Views

Lux Waterfront Cottage at FarAway Pond

Dawnside - Green Mtns Home with White Mtns View
Pet-friendly home rentals with a pool

Mountain View Farmhouse w/ Orchard White Christmas

Attitash Retreat

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

Cozy Top Floor-1 King, Mtn View, Jetted Tub, Pools

Secluded Cabin Getaway Mountain Lake Community!

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"

Bear Ridge Lodge

Cozy Historic Home on Squam River

Lake Access | Prime Location | Designer Cabin

The Conscious Cabin

Cabin HYGGE at Lumen Nature Retreat | Elin

Mad Moose Lodge• Secluded Cabin w/ Mountain View’s

1 bedroom guest apartment in the Lakes Region
When is the best time to visit Ashland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | R4,236 ZAR | R4,851 ZAR | R4,424 ZAR | R4,373 ZAR | R5,039 ZAR | R5,227 ZAR | R5,586 ZAR | R5,176 ZAR | R4,732 ZAR | R4,663 ZAR | R4,475 ZAR | R4,014 ZAR |
| 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 R1,708 ZAR per night before taxes and fees

Verified guest reviews
Over 920 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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- Rentals with beach access Ashland
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- Rentals with a kayak Ashland
- Rentals with lake access Ashland
- Rentals with a patio Ashland
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- Family-friendly rentals Ashland
- Rentals with a fireplace Ashland
- Rentals with outdoor seating Ashland
- Bed and breakfasts Ashland
- Rentals with a fire pit Ashland
- House rentals Ashland
- Waterfront rentals Ashland
- Pet-friendly rentals Grafton County
- Pet-friendly rentals New Hampshire
- Pet-friendly rentals United States
- Squam Lake
- Story Land
- Weirs Beach
- Loon Mountain Resort
- Mount Washington Cog Railway
- Pats Peak Ski Area
- Franconia Notch State Park
- Diana's Baths
- Omni Mount Washington Resort
- Tenney Mountain Resort
- King Pine Ski Area
- Cannon Mountain Ski Resort
- Bear Brook State Park
- Waterville Valley Resort
- White Lake State Park
- Pawtuckaway State Park
- Derryfield Country Club
- Conway Scenic Railroad
- Ragged Mountain Resort
- Dartmouth Skiway
- Cranmore Mountain Resort
- Crotched Mountain Ski and Ride
- Whaleback Mountain
- Wildcat Mountain




