
House holiday rentals in Ashland
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Top-rated house rentals in Ashland
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Tranquil Pondside Retreat
Welcome to this clean, bright, airy cabin with floor-to-ceiling windows and stunning views of Sargent's Pond in all seasons. At 62 acres and with just twelve homes, Sargent's Pond is the perfect place for simpler pursuits and peace and quiet. Enjoy two comfortable double bedrooms, a pull-out sofa in the living room, a bathroom with tub, washer, and dryer, a fully equipped kitchen with dishwasher, Wifi, bluetooth stereo system (bring your vinyl!), and Smart TV. Enjoy dining and relaxing on the spacious deck with commanding water views, and for the little ones, swinging and sliding on the swing set. Above the garage is a recreation room with a ping pong table as well as a smashing children's playroom filled with toys, board games, puzzles, and books. Enjoy the TV/ DVD player with a variety of favorite kids' flicks. Perfect for rainy days or down time, this extra living space is sure to please kids and adults alike! Please note that a pack-and-play, toddler mattress, and toddler high chair are available upon request.

Quiet lakeside retreat with private dock.
Welcome to our charming lakefront home nestled in the tranquil beauty of nature! Situated at the water's edge, our rental boasts a private dock, providing convenient access to the pristine lake for fishing, swimming, or simply enjoying the outdoors. Inside, you'll find two bedrooms comfortably furnished with a total of three beds, ensuring a restful night's sleep for up to six guests. With close proximity to Cardigan Mountain school Dartmouth & DHMC campuses, your home away from home awaits!

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.

Lower Intervale Grange; Nat'l Register Hist. Site
One-half mile from the Barn on the Pemi!! A full-house rental, you'll be welcomed by full kitchen, comfy beds, original 1912 tin ceilings, hardwood floors, beadboard walls, piano and great modern amenitites like Wifi and Smart TV. The Grange is an award winning restoration while maintaining its historic elements and charm of this National Register property. The kitchen on the main floor meeting room makes cooking and socializing easy. Sleeps 1 to 7 guests, one large bathroom. License 059528

The Willow House: a Modern Vermont Retreat
Just 7 miles (12 minutes ) to the Dartmouth Campus, this newly re-built little house sits beside its own pond on the edge of a sheep pasture. All the comforts of a modern home in 600sqft. Enjoy access to hiking trails and State Forest lands as well as an easy drive to world-class skiing an hour away and all that the Dartmouth College community offers just minutes away. This is the best of pastoral Vermont, with outside living-dining space ( south facing deck and north facing screen porch).

Picturesque Dunbarton Waterfront Cottage
New dock coming in 2026. Lakefront cottage in the center of New England. Our home has everything you need for your waterfront retreat. Enjoy morning coffee or go fishing on your private dock. Step out the front door and you are at the community park and playground. Walk 2 minutes to the community beach or 5 minutes to the start of 7 miles of hiking trails. Golf is less than 5 minutes' drive and skiing is 25 minutes away. Breathtaking fall foliage, and snowmobiling and ice fishing in winter.

Sunny Waterfront Cottage at FarAway Pond
Waterfront! Hot tub & dock with kayaks on private lake. Enjoy the Hot Tub, fire table & bright cottage with Japanese soaking tub, (small) +fast wifi. Cook in the kitchen or grill in the beach side pavilion. Follow trails through forest & meadow to the nearby Gold Mine Trail. The Big Barn occasionally opens its doors for an impromptu Wine Tasting Hour-complimentary! This is more than a stay; it is an escape with miles of trails and a private pond waiting for you to explore.

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.

Romantic Mirror cabin in the woods
Stay at Hidden Pines Cabins. The Mirror cabin is Maines only 3 sided floor to ceiling mirrored glass cabin. Unwind in the hot tub while looking up at the sky full of stars. Take a sauna while surrounded by nature all around. Located in the majestic forest of mount Agamenticus, the extensive trail system is off of our road. Short drive to the Ogunquit/York beaches, Outlets at Kittery and near Portsmouth, Dover and Portland restaurant scenes.

The Cottage on Paugus Bay- Lake Winnipesaukee
Enjoy peace and tranquility along the shores of Winnipesaukee's Paugus Bay. This Brand New waterfront Cottage is one of the most popular in Lakes Region and is central to all the Lakes Region has to offer. Along the western tip of the lake, easy access to I-93. The community comes with a day dock and easy access to boating and other lake activities. Come back year after year. We love repeat guests and offer discounts for second stays!

Big Blue Chalet - A Mountain View Getaway
This large, private home located in Thornton, NH, was built in 2023 with sweeping 180° views overlooking the White Mountains. Just minutes off I-93, the home remains quiet and secluded thanks to its elevated mountainside setting. Popular local destinations include: Owl's Nest Resort - 10 min Franconia Notch - 20 min Ice Castles - 20 min Loon Mt - 20 min Waterville Valley Ski Mt - 25 min Cannon Ski Mt - 30 min Squam Lake - 25 min
Popular amenities for Ashland house rentals
House rentals with a pool

ML home w beach, great views, hot tub, Pool/gym!

Welcome to White Mountains-Resort Amenities

Cozy Hideaway at Waterville Estates!

Quiet Retreat: Apple Orchard & Mountain Views

Sleeps 6, 2 Bath, Large Private Deck, Beach & Pool

Modern Mountain Retreat at Waterville Estates

Birchwood Retreat: spacious & modern forest refuge

Spectacular log home with private pool and hot tub
Weekly house rentals

"HillTop Hideaway"

Camp Looney: Lake Access & Pet Friendly

Cozy Historic Home on Squam River

The SchoolHouse

Secluded Waterfront Retreat with Luxe Amenities

Cozy Cottage Near Squam Lake with Lake Access

Gnome Home

Stylish Vermont Cabin | Views · Trails · Luxe
Private house rentals

Family Lake Retreat~GameRm~Fireplace~LakeKanasatka

Beautiful Waterfront Home on Webster Lake!

Scandinavian Serenity Close to Okemo

In the Trees - NH w/ Lake Access

New Modern A-Frame | Hot Tub | Sauna & Cold Plunge

Nordic House in White Mountains!

Hot Tub | 2BR Retreat | 5 Min to Meredith

Waterfront 2 bedroom/2 bath on Squam Lake (Suite 12)
Quick stats about house rentals in Ashland

Total holiday rentals
Explore 30 holiday rentals in Ashland

Nightly prices starting at
Ashland holiday rentals start at $141 NZD per night before taxes and fees

Verified guest reviews
Over 850 verified reviews to help you choose

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

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 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!
Destinations to explore
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- Rentals with lake access Ashland
- Rentals with a patio Ashland
- Rentals with beach access Ashland
- Rentals with breakfast Ashland
- Waterfront rentals Ashland
- Rentals with a fireplace Ashland
- Rentals with outdoor seating Ashland
- Rentals with a fire pit Ashland
- Pet-friendly rentals Ashland
- Bed and breakfasts Ashland
- Family-friendly rentals Ashland
- Rentals with a kayak Ashland
- Rentals with a washing machine and dryer Ashland
- House rentals Grafton County
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- House 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
- Franconia Notch State Park
- Tenney Mountain Resort
- Snhu Arena
- Cranmore Mountain Resort
- Omni Mount Washington Resort
- King Pine Ski Area
- Gunstock Mountain Resort
- Ragged Mountain Resort
- Conway Scenic Railroad
- Cannon Mountain Ski Resort
- Waterville Valley Resort
- Attitash Mountain Resort
- Pleasant Mountain Ski Area
- Diana's Baths
- Bear Brook State Park
- Echo Lake State Park





