
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 40 holiday rentals in Ashland

Nightly prices starting at
Ashland holiday rentals start at $89 SGD per night before taxes and fees

Verified guest reviews
Over 940 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
40 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
Outdoor spacesPetsBiking
4.9 out of 5 average rating, 213 reviews
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.
PetsOutdoor spacesCleanliness
4.92 out of 5 average rating, 132 reviews
Mountain River Suite with private deck and firepit
Close to town and I 93, a rural paradise. You have your own driveway, private deck and your own firepit, with gorgeous views of hills and gardens. The bed is surrounded by two walls of windows-with shades. There is a Hearthstone gas stove, a leather loveseat, and a huge custom shower in the bathroom. The kitchen has a refrigerator, microwave, blender, crock pot and electric skillet. There is a television with cable, Netflix, etc. We stock coffee, and breakfast foods for your convenience.
Outdoor spacesPetsCheck-in
4.84 out of 5 average rating, 341 reviews
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.
WalkabilityPetsHiking
4.99 out of 5 average rating, 337 reviews
The Little Red Retreat - No Adt. Cleaning Fee
Your home base to explore the White Mountains and all they have to offer. 15 minute drive to Lincoln / Woodstock & Loon Mountain; 35 minute drive to Littleton w/ easy access to Plymouth, Waterville Valley, & Lakes Region. This eclectic cabin was built from the ground up in 2024 with the sole intention of welcoming guests like you to its woodsy embrace. We set out to create a peaceful stay with room for the whole family to relax after a long day of exploring, hiking, and adventuring in NH.
Outdoor spacesWalkabilityAmenities
4.99 out of 5 average rating, 130 reviews
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!
Outdoor spacesWalkabilitySleep quality
5.0 out of 5 average rating, 214 reviews
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. Mini splits for AC and heat in all bedrooms and common area. 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.
PetsOutdoor spacesNearby
4.91 out of 5 average rating, 311 reviews
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.
WalkabilityPetsSkiing
4.95 out of 5 average rating, 352 reviews
Charming Mountain View River Cottage w/ Pvt. Trail
Escape to our secluded cottage, where tranquillity meets adventure, & have access to towns in 10 min. Enjoy mountain views, private hiking/snowshoeing trails & the Pemi River. Unwind by the fireplace & enjoy a book from our library. Spend evenings by the fire pit, relax in the hammock, or swim in the river. Local hiking, skiing, golfing, and fishing spots offer outdoor activities. With HS Wi-Fi & a pet-friendly policy (pet fee $80), your stay is comfortable and convenient!
PetsWalkabilityIndoor spaces
4.96 out of 5 average rating, 193 reviews
Luxury Retreat in the Mountains! Gas Fireplace
Welcome to the White Mountains! Enjoy winter skiing , direct access to snowmobiling, and explore the mountains and rivers, or golf at nearby Owl's Nest in the summer. Our brand new designer luxury home has been thoughtfully designed with guests in mind, featuring all of the comforts of home. Centrally located between Loon Mountain and Waterville Valley, the home is situated to serve as your gateway to year round recreation in the White Mountains. The amenities are endless!
WalkabilityPetsAir conditioning
4.91 out of 5 average rating, 103 reviews
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 under the covered patio, I 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.
Outdoor spacesPetsView
4.93 out of 5 average rating, 636 reviews
20mins BNH Pavilion- Large Home, Hot Tub, Firepit
Central Escape is in a prime location for groups and families! - Gunstock Mt Resort and Tenney Mt Resort 30 mins - Loon, Waterville & Cannon Mountain (approx40 Minutes) - Ice Castles 40 Mins - Private Hot Tub on deck - 1 King Size Bedroom w/ en-suite bathroom and full size crib - A 20 minute walk to Squam Lake (Chamberlain Reynolds Forest) - Main level queen bedroom and bathroom - Huge backyard with yard games -Well-equipped kitchen and pantry
WalkabilityOutdoor spacesCheckout
4.88 out of 5 average rating, 105 reviewsPopular amenities for Ashland pet-friendly home rentals
Pet-friendly house rentals

Alder House: cute and cozy mountain getaway
Outdoor spacesPetsDecor
4.92 out of 5 average rating, 105 reviews
Come in & Cozy up in Waterville Valley Estates
PetsOutdoor spacesHiking
4.83 out of 5 average rating, 294 reviews
Heart of the Lakes Region
WalkabilityPetsCleanliness
4.89 out of 5 average rating, 745 reviews
20 Mile Bay - Tuftonboro - Lake View Pet friendly
WalkabilityOutdoor spacesLaundry
4.94 out of 5 average rating, 124 reviews
Cozy Bow House Perched in Trees w/ Hot Tub & View
PetsWalkabilityAccess
4.96 out of 5 average rating, 597 reviews
"HillTop Hideaway"
Outdoor spacesPetsLaundry
5.0 out of 5 average rating, 74 reviews
Cozy Historic Home on Squam River
WalkabilityPetsKitchen
5.0 out of 5 average rating, 54 reviews
Hidden Kids Room | Kayaks | Fire Pit | Epic views
Outdoor spacesWalkabilityAccess
4.98 out of 5 average rating, 48 reviewsPet-friendly home rentals with a pool

The Golden Eagle - Mountain Lodge
PetsOutdoor spacesHospitality
4.83 out of 5 average rating, 157 reviews
Spacious cabin in the heart of White Mountains
WalkabilityOutdoor spacesPool
4.91 out of 5 average rating, 127 reviews
Cozy Lake Condo | 15 Min to Gunstock Ski Area
Outdoor spacesWalkabilityPool
4.93 out of 5 average rating, 103 reviews
The Bears Lair
Outdoor spacesWalkabilityAccuracy
4.93 out of 5 average rating, 140 reviews
Holland Trail Hideaway at Waterville Estates
PetsWalkabilityCheckout
4.88 out of 5 average rating, 112 reviews
Mountain Lakes. Pet friendly. Entire Chalet.
WalkabilityOutdoor spacesIndoor spaces
4.92 out of 5 average rating, 131 reviews
1BR PetFriendly Condo W/ Pool. Tennis, Golf nearby
WalkabilityOutdoor spacesHospitality
4.89 out of 5 average rating, 101 reviews
Blue Loon Cabin: Lakefront in White Mountains
WalkabilityOutdoor spacesPool
4.85 out of 5 average rating, 101 reviewsPrivate, pet-friendly home rentals

Cozy Post and Beam, New Hampton, one mile off 93
WalkabilityOutdoor spacesComfort
4.98 out of 5 average rating, 189 reviews
Cozy Chalet on the River
Outdoor spacesPetsDecor
4.93 out of 5 average rating, 120 reviews
Classic A-Frame with river, mountains, and hot tub
Outdoor spacesPetsBack garden
4.94 out of 5 average rating, 272 reviews
Grapevine Cabin
PetsOutdoor spacesCondition
4.92 out of 5 average rating, 97 reviews
Secluded Waterfront Retreat with Luxe Amenities
Outdoor spacesCleanlinessHiking
5.0 out of 5 average rating, 15 reviews
Lake Access | Prime Location | Designer Cabin
WalkabilityPetsCheckout
5.0 out of 5 average rating, 49 reviews
Waterfront 3 bed 3 bath on Squam (Suite #1)
Indoor spacesDecorLocation
5.0 out of 5 average rating, 3 reviews
Lakefront Retreat: Private Lake and Dock Access
Outdoor spacesHospitalityAccuracy
5.0 out of 5 average rating, 5 reviewsWhen is the best time to visit Ashland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $314 SGD | $364 SGD | $364 SGD | $364 SGD | $383 SGD | $412 SGD | $417 SGD | $387 SGD | $353 SGD | $366 SGD | $301 SGD | $305 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
- Rentals with lake access Ashland
- House rentals Ashland
- Family-friendly rentals Ashland
- Rentals with a kayak Ashland
- Rentals with beach access Ashland
- Rentals with breakfast Ashland
- Bed and breakfasts 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
- Weirs Beach
- Loon Mountain Resort
- Pats Peak Ski Area
- Mount Washington Cog Railway
- Snhu Arena
- Cranmore Mountain Resort
- Dartmouth College
- Tenney Mountain Resort
- Franconia Notch State Park
- Pleasant Mountain Ski Area
- Omni Mount Washington Resort
- Gunstock Mountain Resort
- Conway Scenic Railroad
- Ragged Mountain Resort
- Bear Brook State Park
- Attitash Mountain Resort
- Echo Lake State Park
- Crawford Notch State Park
- Diana's Baths
- Waterville Valley Resort
- Flume Gorge





