Waterfront holiday rentals in Ashland

Find and book unique waterfront rentals on Airbnb

Quick stats about waterfront rentals in Ashland

  • Total holiday rentals

    Explore 40 holiday rentals in Ashland

  • Nightly prices starting at

    Ashland holiday rentals start at €70 per night before taxes and fees

  • Verified guest reviews

    Over 390 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 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

  • 4.8 Average rating

    Ashland stays are highly rated by guests – averaging 4.8 out of 5!

Top-rated waterfront rentals in Ashland

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

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Top guest favourite
Cabin in Wentworth

Riverfront Cabin Mountain View, Fireplace, Hot tub

Twinkle Pines Cabin @ Casa de Moraga, where laid back luxury meets the great outdoors. Decorated & designed for cozy hangouts, this true log home is perfect for a couple or up to 6 guests & 1 dog! Direct access to Baker River & mountain views. Fish, swim, tie up & float all from our backyard. Private hot tub, screened porch, wood burning stove & game room! Polar caves, Rumney Rocks, Mt Cube & Moosilauke in 10mins. 35 mins 2 Ice Castles, Loon, Waterville, 18 mins 2 Plymouth, 10 mins 2 Tenney MTN

4.97 out of 5 average rating, 220 reviews
Guest favourite
An expansive wooden deck provides a welcoming space for relaxation, featuring multiple chairs and a table. A large umbrella offers shade, while the lake and trees are visible in the background, showcasing the natural surroundings and unobstructed views.
Home in Tuftonboro

20 Mile Bay - Tuftonboro - Lake View Pet friendly

Directly across from 20 Mile Bay on Lake Winnipesaukee in Tuftonboro. This 4 bedroom / 2.5 bathroom home sleeps up to 10 adults or 15 total people. The front deck overlooks the lake with unobstructed views. We provide kayaks, inflatable boats, & beach chairs for guests. We are pet friendly with $50 Fee only for pets registered at the time of booking. No unregistered pets allowed. The property is surrounded by conservation land. The Chandler Wild Park Trail has an entrance right in front o

4.94 out of 5 average rating, 124 reviews
Guest favourite
Cabin in Bristol

Cozy Waterfront Cottage

Just steps to the water, this 2 bedroom cottage has 180 degree lake views. Shallow waterfront area, family friendly, convenient to seafood shack and ice cream. One of 6 cottage condos, this place has the best views in the association. The waterfront area is shared with the other condos. The beach area is shallow and sandy. There is a day dock and swimming raft for sunning as the waves gently rock you. Please note that there is no oven in the kitchen, power boats not permitted by the association.

4.83 out of 5 average rating, 6 reviews
Guest favourite
A family lake house is positioned over the water, surrounded by lush trees. The two-story structure features multiple decks, providing space for outdoor activities. Colorful kayaks and paddleboards are visible along the dock, reflecting a peaceful lakeside ambiance under a partly cloudy sky.
Cottage in Alton

Lake Winnipesaukee/9min to Gunstock Mtn. Alton Bay

Family lake house built over the water on Lake Winnipesaukee. Great place for families and children. Only 9 min. to Gunstock Mountain for exceptional NH skiing. Close to many amazing hikes and set in the middle of world class foliage! Quiet, serene, and restful cottage that offers something for everyone. Whether is swimming, paddle boarding, and hiking in the summer or skiing, ice fishing and relaxing by the wood stove in the winter, this cottage will relax and revive you and your loved ones.

4.94 out of 5 average rating, 87 reviews
Top guest favourite
Home in Center Harbor

Secluded Waterfront Retreat with Luxe Amenities

Welcome to Hawkins Point, a luxurious waterfront retreat perfectly situated between Lake Winnipesaukee and Squam Lake. Kayak, paddleboard and fish from the dock located on a private peninsula with 360 degree water views. No detail has been overlooked in this stylish, fully-stocked family-friendly home that comfortably sleeps 8. Elevate your stay! Our new concierge can book reservations, arrange transport, and stock groceries before arrival. Contact us after booking for a personalized quote.

5.0 out of 5 average rating, 15 reviews
Guest favourite
An aerial view captures a spacious white house with a modern roof, surrounded by a lush landscape of trees displaying autumn colors. The nearby town and rolling hills provide a scenic backdrop, emphasizing the home's serene setting.
Home in Ashland

Cozy Historic Home on Squam River

Welcome to our beautiful home in Ashland, NH! Nestled on a picturesque acre along Squam River, this cozy home with modern touches offers everything you need for a relaxing vacation no matter the season. Walking distance to restaurants, minutes to Squam and Plymouth State. 10 minutes to hiking trails and 30 minutes to major ski resorts. Keep a window open to hear a waterfall, dine outside and gather around a fire pit, or retreat to a renovated sugar shack. Our Ashland retreat has it all.

5.0 out of 5 average rating, 54 reviews
Top guest favourite
A lakeside dock with wooden decking is complemented by several teal Adirondack chairs. A sandy beach area is visible nearby, surrounded by tall trees. A pathway leads up from the dock to the house, partially obscured by foliage.
Home in Bristol

Newfound Lake Hideaway Live the Lake Life!

Make Newfound Lake Hideaway your family's basecamp. Enjoy this spacious lakeside home with lots of room for fun and relaxation-inside and outside - plus 2-car garage and 1 boat mooring included in the nightly rate. Located in Bridgewater, NH, on the shore of the cleanest lake - beautiful, spring-fed Newfound Lake! Swimming, floating, boating, sitting in the sun (or shade) on the sandy beach or dock - or napping with the cooling breeze off the lake. You must be 30 years of age to book.

5.0 out of 5 average rating, 36 reviews
Guest favourite
A cozy living area is presented with comfortable seating arranged around a central wooden coffee table. A fireplace and a mounted television are situated on a neutral wall, while large windows provide ample natural light. An open dining area with a round table and chairs is visible through the doorway.
Home in Hebron

Getaway at Hebron Bay

Cozy Cape home in the beautiful Northern Newfound Lake area. Bring the family or meet friends. 4 season home, 5 min walk to private town beach. Approximately 2000 sq. feet. Enjoy access to Hebron’s private beach , and nearby trails. Experience the natural beauty and magic of the surrounding area in every season. Winter guests will love the location—five ski areas are all within 45 minutes, with Tenney Mountain just 10 minutes away, making this an ideal cold-weather getaway.

4.96 out of 5 average rating, 26 reviews
Guest favourite
A sandy beach transitions to a calm lake, where several boats are anchored, floating gently on the water. Green hills provide a natural backdrop, while birch trees frame the scene, enhancing the serene atmosphere of Little Squam.
Apartment in Holderness

Squam Ice House - Lake Front AirBNB

This Airbnb in Holderness NH has unobstructed views of Little Squam, and access to a private beach right across the street with picnic tables and swim raft. It’s perfect for your next vacation offering endless opportunities for relaxation, adventure or ice cream. Once a horse barn, this 1500 sq ft has been fully restored in 2021. The property has 3 bedrooms, 2 baths and the Ice House Creamery is attached to the Airbnb where we make our own homemade ice cream.

4.95 out of 5 average rating, 44 reviews
Top guest favourite
A wooden dock extends into calm waters, offering a view of the lake. The horizon is softly lit by a warm sunset, reflecting on the water's surface. Gentle ripples create a serene atmosphere, framed by distant trees and shoreline.
Home in Laconia

Beautiful Lake Winnipesaukee w/ Dock!

Escape to beautiful Lake Winnipesaukee in the heart of Paugus Bay! Enjoy waterfront living with a dock for boats up to 30 ft, a Jet Ski lift upon request, and a water trampoline for endless fun. Take in breathtaking mountain sunsets, then explore nearby waterfront restaurants, live music, sandbars, shopping, and Gunstock Mountain. Whether you're boating, swimming, fishing, hiking, skiing, or relaxing, this is the perfect year-round getaway.

4.93 out of 5 average rating, 100 reviews
Top guest favourite
Home in Laconia

Hillcroft Landing | Winnie Waterfront | 5 Bed 4ba

Wake up to the water at this private lakefront home on Lake Winnipesaukee in Laconia. Your own dock, a small sandy beach, a screened porch with a swing bed, and a deck with a grill. Five bedrooms and six beds for ten guests across three rustic levels. Pellet stove, a full island kitchen, and a coffee bar. Minutes to Weirs Beach, Gunstock, and Meredith. Summer swims, fall foliage, winter ski weekends. Your Lakes Region home base is waiting.

5.0 out of 5 average rating, 5 reviews
Top guest favourite
The exterior view of a two-story cottage showcases a modern design with light-colored siding and multiple windows. A welcoming front staircase leads to the entrance, complemented by landscaped grounds and stone details. Nearby, similar cottages form a cozy community atmosphere.
Home in Laconia

Fall Foliage HQ- The Cottage on Paugus Bay

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!

4.89 out of 5 average rating, 165 reviews

Popular amenities for waterfront rentals in Ashland

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