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!

RiverViewParks

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.

BeachViewFamily

4.96 out of 5 average rating, 273 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.

ViewHospitalityOutdoor spaces

4.88 out of 5 average rating, 8 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.

ViewNearbyLocation

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.

ViewSleep qualityWifi

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.

ViewRiverCondition

5.0 out of 5 average rating, 54 reviews

Guest favourite

The exterior of a cozy cabin is depicted, featuring a welcoming porch with two adirondack chairs and a steps leading to the entrance. The structure is painted in a dark hue, surrounded by lush greenery and well-maintained landscaping that invites relaxation.

Cottage in Holderness

Cabin #4 "The Birch" with Lake View

This cozy cabin features a living room with an electric fireplace stove, full kitchen, dining area, and two bedrooms (1 queen-size bed and a twin-over-full bunk). With stunning views of Evans Cove on Little Squam, it’s perfect for a lakeside getaway. Enjoy a private beach, playground, outdoor fire pit, BBQs, and lawn games. Dock space upon availability & additional fee. Guests can explore Squam Lake using our kayaks, canoes, or SUP boards.

HospitalityComfortLocation

5.0 out of 5 average rating, 6 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!

BeachViewWifi

4.89 out of 5 average rating, 165 reviews

Superhost

Cabin in Center Harbor

Lakefront Retreat: Private Lake and Dock Access

New Hampshire M&R License: 106314 Nestled directly on Big Squam's shores, this cozy two-bedroom cabin offers the ultimate lakefront retreat. Enjoy stunning southerly views from the screened porch, just feet from the water. Includes a private boat dock with private lake access and a walk-in sandy beach. Find the perfect blend of seclusion and serenity for a relaxing and memorable vacation.

ViewAccuracyHospitality

5.0 out of 5 average rating, 6 reviews

Top guest favourite

A log cabin surrounded by trees is situated near the shoreline of the Ossipee River. A wooden deck extends from the cabin, and a red tandem kayak is positioned on a small dock, creating an inviting space for outdoor activities.

Cabin in Parsonsfield

Riverfront cabin between Portland & White Mtns.

Look out onto the always-changing Ossipee River from this cute little log cabin. Use our tandem kayak, or fish and swim from our dock. In the winter months, ride your snowmobile right from the driveway, take a brewery tour in Portland, head to the White Mountains, or just watch the river go by. Cornish, Maine is just 12 minutes away and has plenty of dining and shopping opportunities.

RiverViewQuiet

4.96 out of 5 average rating, 285 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.

BeachViewWifi

4.98 out of 5 average rating, 48 reviews

Top guest favourite

An aerial view of a charming log cabin is visible, surrounded by lush evergreen trees. Soft warm lights illuminate the porch and windows, creating a welcoming evening scene. The cabin features a sloped roof and a stone chimney, blending harmoniously with the natural surroundings.

Cabin in Jackson

Jackson Swimmers Retreat | Cozy Log Cabin Escape

Nestled in the picturesque town of Jackson, this charming log cabin offers a one-of-a-kind getaway experience. Surrounded by the stunning White Mountains and situated alongside the Ellis River with a refreshing swimming hole, this property is the ultimate retreat for those seeking tranquility and natural beauty. Located between Wildcat + Attitash for the perfect ski vacation.

BeachViewDecor

4.96 out of 5 average rating, 166 reviews