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

Tiny home in Wentworth

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!

4.98 out of 5 average rating, 230 reviews

Top guest favourite

A beautifully crafted treehouse is illuminated at night, highlighting its wooden exterior and spiral staircase. Soft lights strung in the surrounding trees create a warm ambiance, inviting serenity and connection with nature.

Treehouse in Sanford

Luxury Year-round Treehouse with private hot tub

Cliff House 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.

4.96 out of 5 average rating, 273 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

Home in Holderness

Waterfront 2 bed 2 bath rental (Suite 2)

Make memories at this newly renovated 2 bedroom suite on Little Squam Lake. Enjoy the sandy beach and complimentary use of canoes, kayaks, paddle boards, fire pits, BBQ grills, a swing set & swim raft. A perfect place for your family to enjoy Squam Lake! This suite was part of a classic motel and cabin community. In 2024 the motel rooms were gutted and 2 were combined to make a larger suite. The master bedroom has its own bathroom and screened porch. The 2nd bedroom has a full sized bunk bed.

4.88 out of 5 average rating, 8 reviews

Top 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, 88 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, 16 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

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, 101 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

Top guest favourite

Home in Center Harbor

Hidden Kids Room | Kayaks | Fire Pit | Epic views

Relax, recharge, reconnect. Whatever you are looking for from your stay, it would be an honor to host you in The Riverview Haven. Planning a vacation is a big decision but our goal is to do everything we can to create an unforgettable experience with your friends, family, & loved ones. Message us for local event information, trip planning and seasonal discounts! Kayla and Charlie.

4.98 out of 5 average rating, 48 reviews

Top guest favourite

The exterior of a custom-built home is showcased against a vibrant sunset. Lush green foliage and blooming hostas frame a winding path leading to wooden doors. The home features a dark exterior with large windows, allowing natural light to illuminate the interior.

Home in Campton

RiverNest | 15-Acre Riverfront Estate | Hot Tub

Premium Foliage Retreat! RiverNest is New Hampshire’s ultimate large group getaway — a pet-friendly, waterfront estate on 15 private acres with 1,000+ feet of exclusive Pemigewasset River frontage. Sleeps up to 16. Hot tub, game room & movie theater. Minutes from Loon Mountain, Waterville Valley & Franconia Notch. This is the White Mountains getaway you won’t find anywhere else.

4.99 out of 5 average rating, 84 reviews