
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 €61 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

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.

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.

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.

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.

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.

Cedar Hideaway: Walk to Pond, 15m N. Conway
Sip coffee on the screened porch listening to the wind in the pine grove. This modern cedar cabin is your sanctuary from the summer crowds, yet only 15 mins to the bustle of North Conway. Walk to the pond for a dip or read a book in the hammock. Equipped with fast WiFi and a fully stocked kitchen and charcoal grill. Cathedral Ledge and many hikes a short drive away. A tranquil, shady escape for those looking to slow down and breathe or your launchpad for White Mountain adventures.

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.

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

"HillTop Hideaway"

Heart of the Lakes Region

Cozy Historic Home on Squam River

Waterfront 3 beds 3 baths on Squam (Suite #1)

20mins BNH Pavilion- Large Home, Hot Tub, Firepit

As Unique as they come!

Cozy Private Home in the Mountain Lakes

Wright’s Mountain Retreat
Pet-friendly home rentals with a pool

Attitash Retreat

Holland Trail Hideaway at Waterville Estates

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

Historic Schoolhouse c1866 + Pool + Lake + Hot tub

Centrally located, Spacious: Ski, Hike, Swim, Bike

The Golden Eagle - Mountain Lodge

Mountain Lakes. Pet friendly. Entire Chalet.

The Bears Lair
Private, pet-friendly home rentals

Waterfront on Opechee

Cabin #4 "The Birch" with Lake View

Lovely home, across from lake, walk to Meredith

Lake Access | Prime Location | Designer Cabin

The Conscious Cabin | Getaways + Retreats

Lakefront Retreat: Private Lake and Dock Access

Terrapin Station - lakeside rustic 3 bed/ 1.5 bath

White Mountain retreat | waterfront, amazing views
When is the best time to visit Ashland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €216 | €250 | €250 | €224 | €259 | €268 | €287 | €266 | €243 | €251 | €207 | €209 |
| 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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- Boston Holiday rentals
- Quebec City Holiday rentals
- Jersey City Holiday rentals
- Newark Holiday rentals
- Portland Holiday rentals
- Mont-Tremblant Holiday rentals
- Providence Holiday rentals
- Newport Holiday rentals
- York County Holiday rentals
- Cambridge Holiday rentals
- Rentals with outdoor seating Ashland
- Rentals with lake access Ashland
- Rentals with a firepit Ashland
- Rentals with a patio Ashland
- House rentals Ashland
- Family-friendly rentals Ashland
- Rentals with a kayak Ashland
- Rentals with beach access Ashland
- Rentals with a fireplace Ashland
- Rentals with breakfast Ashland
- Bed and breakfasts Ashland
- Waterfront rentals Ashland
- Rentals with a washing machine and dryer 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
- Pats Peak Ski Area
- Loon Mountain Resort
- Mount Washington Cog Railway
- Dartmouth College
- Tenney Mountain Resort
- Franconia Notch State Park
- Snhu Arena
- Cranmore Mountain Resort
- Omni Mount Washington Resort
- King Pine Ski Area
- Gunstock Mountain Resort
- Ragged Mountain Resort
- Conway Scenic Railroad
- Pleasant Mountain Ski Area
- Waterville Valley Resort
- Cannon Mountain Ski Resort
- Diana's Baths
- Echo Lake State Park
- Bear Brook State Park
- Crawford Notch State Park





