Holiday houses in Ashland

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Top-rated holiday rentals in Ashland

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
The A-frame cabin, painted in dark hues, is framed by tall trees, highlighting its triangular shape. A welcoming green door adds contrast, and a small deck with seating invites relaxation. Natural surroundings create a serene atmosphere, with glimpses of the mountains visible in the background.
Tiny home in Wentworth
4.98 out of 5 average rating, 211 reviews

Tiny Riverfront A-Frame w/ Mountain Views, Hot Tub

Welcome to 'The Alexander' @ Casa de Moraga! This tiny A-frame is nestled on the bank of Baker River w/ breathtaking views of the river & White Mountains. Full kitchen, bathroom w/ shower & living/dining area. Wake up in the loft bedroom & see the mountains & river from bed. Read on the couch & enjoy the gel fuel fireplace, take a swim or fish in the river - relax in your private hot tub on the deck overlooking the river! 10 min to Tenney MTN. 35 min to Ice Castles, Franconia, Loon & Waterville!

ValueFamilyNearby

Guest favourite
An A-frame cabin showcases a wooden exterior with large glass windows, allowing natural light indoors. The deck features four Adirondack chairs arranged around a circular fire pit. Surrounding greenery and autumnal trees enhance the serene outdoor setting.
Cabin in Danbury
4.95 out of 5 average rating, 143 reviews

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!

LocationFamilyComfort

Top Guest favourite
Cabin in Tamworth
4.95 out of 5 average rating, 242 reviews

Romantic Mountain Cabin • Private Finnish Sauna

This romantic mountain cottage is one of the most-loved properties in the area — guests keep coming back to find out why. Cozy, private, and beautifully appointed, it sits above Tamworth with calming mountain views and complete quiet. Perfect for a couple's getaway, a remote work week, or just unplugging from it all completely. Step onto the deck with your morning coffee, then end your evening in the optional wood-fired Finnish sauna just steps from your door. Sauna available for a one-time fee.

FamilyLocationHeating

Guest favourite
A cabin nestled among vibrant autumn foliage displays a charming exterior with a bright red roof. Surrounding trees showcase a mix of red, orange, and yellow leaves, highlighting the serene natural landscape. A well-maintained driveway leads to the welcoming entrance of the home.
Cabin in Holderness
4.98 out of 5 average rating, 43 reviews

Cotton Lake Cabin- Amazing Views of Squam & Mtains

Come enjoy amazing views in this uniquely peaceful and secluded hill-top cabin overlooking Squam Lake and surrounding mountains at the end of a dirt road with absolutely no neighbors in sight! A hiker paradise with your personal trail head right behind the cabin. You can walk down to the Lake in ~5 min and will have easy access to endless activities among which: - Ashland Beach on Little Squam (7-min drive) - Boat ramp and marina to rent a boat (~3-min) - All the Whites have to offer (~25min)

FamilyLocationWalkability

Top Guest favourite
An aerial view showcases a secluded home nestled among lush green trees on a gently sloping lot. A circular fire pit is visible in the front yard, along with a winding driveway leading to the house. The natural surroundings create a serene environment.
Home in Ashland
5 out of 5 average rating, 70 reviews

"HillTop Hideaway"

YOUR LAKES REGION/ MOUNTAIN RETREAT Welcome to your perfect getaway. This brand new home is nestled into the hillside of a private 5 acre lot. On a quiet back road in Ashland NH, you can enjoy all the Lakes Region and White Mountains have to offer. The home is tastefully decorated. Easy access to all the ski resorts and incredible hiking trails. Right off 93. 10 minutes to Holderness. 10 minutes to Plymouth with great shops and restaurants. This lovely new retreat is very family oriented.

LocationFamilyAccess

Top Guest favourite
The exterior of a round, two-bedroom house is nestled among trees, featuring a wraparound deck accessible by a stone staircase. Large boulders and landscaped areas enhance the natural surroundings, with autumn colors visible in the foliage.
Cabin in Bristol
4.96 out of 5 average rating, 51 reviews

The Round House

~Experience The Round House. This unique 12 sided, 2 bedroom, 1 bath wooded home is nestled above the lake like a tree house with beautiful views of the crystal clear lake and mountains. Sit and enjoy the view on the wraparound deck. The patio has a fire pit and grill, perfect for a summer night. Limited access is available for kayak launch across the street or visit two town beaches within 1 mile of the house. Shackett store is just steps away serving fresh donuts and ice cream daily!

FamilyValueComfort

Guest favourite
The exterior of a two-story house is surrounded by fallen leaves in autumn colors. A wooden structure is visible to the left, and the house features large windows that allow natural light. A well-maintained lawn complements the serene setting.
Guest suite in Plymouth
4.88 out of 5 average rating, 242 reviews

Cozy White Mountain Getaway - Walk to PSU

Private sitting room, bedroom and full bath, separated from main house. 5-minute walk to Plymouth State University. Close to Waterville Valley, Loon, and other ski resorts. Also close to lakes and hiking trails. Bedroom has a king size bed and reclining chair. Sitting room has a daybed with a trundle bed underneath. The sitting room also has a table with four chairs, a mini fridge, microwave oven, and Kreurig coffee maker. Plates, cups, silverware are also provided. Parking for three cars.

LocationFamilyParking

Top Guest favourite
Cabin in Campton
4.99 out of 5 average rating, 183 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!

ValueFamilySolo travel

Guest favourite
Cabin in Alexandria
4.98 out of 5 average rating, 99 reviews

Modern Rustic Cabin with Sauna near Lake and Hike

Escape to Black Dog Cabin, less than 2 hours from Boston: - Gather under the stars by the fire pit - Relax or grill on the huge back deck & sauna - Enjoy our pet-friendly working homestead - Ski at nearby Ragged & Tenney Mountain resorts - Hike, bike & snowshoe at nearby 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.

LocationCleanlinessPets

Superhost
A spacious farmhouse is set among lush greenery, featuring a well-maintained lawn. A combination of porches and seating areas, including red adirondack chairs, are visible. The exterior showcases a charming white facade with a star accent, surrounded by tall trees.
Home in Ashland
4.87 out of 5 average rating, 208 reviews

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

ValueLocationOutdoor spaces

Top Guest favourite
Dome in Sutton
4.96 out of 5 average rating, 149 reviews

Luxury Glamping NH - Geodome Sanctuary

Escape to a private luxury sanctuary retreat tucked behind a charming Christmas tree farm in Sutton, New Hampshire. This adults-only geodome features a private hot tub, wood-fired cedar sauna, cold plunge, and fire pit beneath a sky full of stars. Created for couples seeking rest, connection, and renewal, it’s the perfect place to slow down, reconnect, and experience the beauty of New Hampshire. Just 90 minutes from Boston, yet a world away.

LocationValueGetting around

Superhost
Cabin in Campton
4.87 out of 5 average rating, 55 reviews

Grapevine Cabin

Beautiful space to relax inside the cabin or outside in the hot tub or by the fire pit after a day of exploring the mountains. Enjoy your stay with everything you need for a getaway in NH. Cabin is fully equipped to cook inside and out. Just so people are aware we are fairly new to hosting and our cabin was ready for guests in the middle of winter. Currently working on a fence for privacy.

FamilyLocationGetting around

Popular amenities for Ashland holiday rentals

When is the best time to visit Ashland?

MonthJanFebMarAprMayJuneJulyAugSeptOctNovDec
Avg. price$369 AUD$378 AUD$365 AUD$338 AUD$361 AUD$418 AUD$429 AUD$418 AUD$388 AUD$401 AUD$334 AUD$348 AUD
Avg. temp-5°C-4°C1°C7°C14°C19°C22°C21°C16°C10°C4°C-2°C

Frequently Asked Questions

  • Are there family-friendly vacation rentals in Ashland?

    Ashland has more than 50 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in cabin rentals in Ashland?

    Experience the best of Ashland with our cabin rentals, starting at about $100 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Ashland?

    Four-legged friends are welcome in Ashland. Choose from more than 50 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Ashland?

    Yes! Work meets play with ease at over 20 vacation rentals in Ashland featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do bed and breakfast rentals in Ashland have air conditioning?

    Absolutely! We offer over 20 bed and breakfast rentals with air conditioning in Ashland. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Ashland have a kitchen?

    Absolutely! We offer over 30 house rentals with a kitchen in Ashland. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Ashland have wifi?

    Absolutely! We offer over 30 house rentals with wifi in Ashland. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Ashland have free parking?

    Absolutely! We offer over 30 house rentals with free parking in Ashland. Enjoy a tailored experience with all the comforts you desire.

Quick stats about holiday rentals in Ashland

  • Total holiday rentals

    Explore 100 holiday rentals in Ashland

  • Nightly prices starting at

    Ashland holiday rentals start at $99 AUD per night before taxes and fees

  • Verified guest reviews

    Over 2,020 verified reviews to help you choose

  • Family-friendly holiday rentals

    50 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 50 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    100 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!

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  3. New Hampshire
  4. Grafton County
  5. Ashland