
Holiday rentals with outdoor seating in Ashland
Find and book unique rentals with outdoor seating on Airbnb
Quick stats about holiday rentals with outdoor seating in Ashland

Total holiday rentals
Explore 40 holiday rentals in Ashland

Nightly prices starting at
Ashland holiday rentals start at $90 SGD per night before taxes and fees

Verified guest reviews
Over 1,080 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

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

4.9 Average rating
Ashland stays are highly rated by guests – averaging 4.9 out of 5!
Top-rated rentals with outdoor seating in Ashland
Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

Trailside Stays - Tiny House in the Woods-Escape to Nature. Snow Owl
This charming and elegant little cabin will transport you into nature. The feeling of camping outdoors with indoor amenities. Part of the brand-new campsite, Trailside Stays that is conveniently located alongside the ski and mountain bike trails at Green Woodlands. This tiny house features 1 high quality queen-size bed, linens, kitchenette, large picture windows, bathroom with shower, heating and A/C, outdoor seating and grill top fire pit. Don't see your dates available? Check the other cabins!

Cozy A Frame Cabin
Discover Your Dream Getaway at Our Enchanting A-Frame Cabin in Danbury, NH! Hike lush forest trails, paddle across sparkling lakes, or hit the nearby slopes for seasonal adventure. After a day outdoors, kick back on the spacious deck, fire up the grill, and dine under the stars. Whether you're planning a romantic escape or a fun-filled family getaway, this hidden gem offers the perfect blend of comfort, charm, and natural beauty. Escape the ordinary—book your unforgettable Danbury retreat today!

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.

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.

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.

Lovely Private Apartment Two Bedrooms
Private entrance & space. French doors large windows bright and airy. Lg living rm. Bed Rm w/queen. bed rm W/ king (two twins made up as king)all the time. Small kitchen w/micro coffee maker & fridge. NO STOVE only a single NuWave burner. Come & go as you please. This apartment is the lower level of our entire home. Very private and separate space. Enjoy 25 Acres of wooded land. Only 2 miles to town. Age 21 or older to book. We do not take children under 12 No parties NoPets No smoking.

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!

Sleepy Hollow Cabins 2
Come enjoy a fun filled getaway at this centrally-located studio Cabin in the foothills of the White Mountains. Whether you are looking for outdoor adventures ranging from hiking, skiing, kayaking to birdwatching, we are close to it all. Then, in the evening, relax at the propane fire table with a glass of wine or build your own fire at the wood firepit (wood provided) and take advantage of the spectacular stargazing. The cabin has a smart TV and high-speed internet provided.

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

Luxurious Eagle Ridge Log Home at Newfound Lake
This stunning one of a kind log home, featured in Log Home Living Magazine, built in 2020 is located at the end of a tree lined driveway on 3.5 acres overlooking beautiful Newfound Lake, NH. This 1,586 Sq Ft home can house a MAX of 6 guests in 3 bedrooms. Amenities are 100 mbs Wi-Fi, TV, gas fireplace, gas grill, hot tub, whole house generator, central A/C, screened porch and huge patio. Parking pass to the private town beach that is less than 1/4 mile away.

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 outdoor seating rentals in Ashland
House rentals with outdoor seating

70 Acre White Mountain Estate – Panoramic Views

Romantic Mountain Getaway

The Niche...crafted & forged

Cozy Historic Home on Squam River

Relaxing Countryside Oasis!

Epsom Lakefrnt Escape~Dock~Grill~Firepit-Woodstove

Waterfront w Kayaks, Pool table, Pergola, Firepit

Cozy One-Level Cape in Meredith, NH
Apartment rentals with outdoor seating

Waterfront on Opechee

Humble abode in the heart of the White Mountains

Cozy Post and Beam, New Hampton, one mile off 93

Farmhouse Apartment with Scottish Highland Cows

The "Keep" Great Views !!

Lovely Apartment in Thornton

Rustic Barn King Apt. at Deepwell Farm (2nd Floor)

Mountain getaway! One night stays available.
Apartment rentals with outdoor seating

Remodeled Studio | Pool + Hot Tub | Quartz | Loon

Private 3 Br-2 level-Townhouse in Forest Ridge

Riverside studio w balcony, Loon and River views

Million $ View of Lake Winni Flexible check in/out

Gorgeous Waterfront Condo with Lake Access & Views

Lake Views | Pool | Walk to Weirs & Pavilion

Summit Vista | 3br Mountain Paradise | Epic Views

Live your Best Lake Winni Life! Cozy Condo FUN!
When is the best time to visit Ashland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $335 SGD | $343 SGD | $331 SGD | $307 SGD | $366 SGD | $412 SGD | $420 SGD | $398 SGD | $352 SGD | $334 SGD | $319 SGD | $340 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
- Plainview Holiday rentals
- New York City Holiday rentals
- Tuckahoe Holiday rentals
- Long Island Holiday rentals
- Montreal Holiday rentals
- Boston Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Pocono Mountains Holiday rentals
- Québec City Holiday rentals
- The Hamptons Holiday rentals
- Rentals with a patio Ashland
- Waterfront rentals Ashland
- Bed and breakfasts Ashland
- Rentals with a kayak Ashland
- House rentals Ashland
- Rentals with breakfast Ashland
- Rentals with a firepit Ashland
- Pet-friendly rentals Ashland
- Rentals with lake access Ashland
- Rentals with beach access Ashland
- Family-friendly rentals Ashland
- Rentals with a fireplace Ashland
- Rentals with a washing machine and dryer Ashland
- Rentals with outdoor seating Grafton County
- Rentals with outdoor seating New Hampshire
- Rentals with outdoor seating United States
- White Mountain National Forest
- Story Land
- Squam Lake
- Weirs Beach
- Pats Peak Ski Area
- Mount Washington Cog Railway
- Loon Mountain Resort
- Tenney Mountain Resort
- Franconia Notch State Park
- Omni Mount Washington Resort
- King Pine Ski Area
- Snhu Arena
- Cranmore Mountain Resort
- Gunstock Mountain Resort
- Ragged Mountain Resort
- Conway Scenic Railroad
- Waterville Valley Resort
- Cannon Mountain Ski Resort
- Diana's Baths
- Pleasant Mountain Ski Area
- Bear Brook State Park
- Echo Lake State Park
- Dartmouth College
- Mount Sunapee Resort





