
Waterfront vacation rentals in Ashland
Find and book unique waterfront rentals on Airbnb
Quick stats about waterfront rentals in Ashland

Total vacation rentals
Explore 40 vacation rentals in Ashland

Nightly prices starting at
Ashland vacation rentals start at G$16,719 GYD per night before taxes and fees

Verified guest reviews
Over 390 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
40 of Ashland vacation 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!
Top-rated waterfront rentals in Ashland
Guests agree: these waterfront rentals are highly rated for location, cleanliness, and more.

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!

Private, 1 bedroom boutique tiny home
This boutique tiny home is situated in the picturesque Upper Valley of Vermont. The nearly 50 acres of private land is equal parts woods and water. You will wake to the mooing of dairy cows. Have your coffee on the porch while watching birds dive for their breakfast on the pond. Inside you will find every modern amenity. A fully appointed chef's kitchen. A living area filled with comfy furnishings and a cozy fireplace. Upstairs is a queen bedroom with an ensuite double showered bathroom. Heaven!

Sandy Beach on Lake Winnipesaukee | Little Bear
Little Bear is a charming lake cottage above a private sandy beach on Lake Winnipesaukee, where you can relax on the beach, swim, sunbathe and enjoy easy walks to restaurants and peaceful sunsets. Perfect for couples or small families looking for a relaxed Lake Winnipesaukee stay and a quieter setting than large resorts. Our sandy beach is small, private and away from public crowds. The cottage offers a cozy interior with a well-equipped kitchen, perfect for unwinding after a day on the water.

Luxury Year-round Treehouse with private hot tub
The Canopy 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.

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.

Waterfront Cabin on Berry Pond
Waterfront log home along picturesque Berry Pond close to route 25--hiking, skiing, fishing, kayaking, or relaxing on the deep porch with a cup of coffee. We have air conditioning in the summer and a double-sided fireplace for the cooler months. Fully stocked kitchen and dining room table with expansion boards for family dinners and card games--or go on the bug-free screened-in porch! Garage available to keep your toys clean and dry. Great value, traditional cabin style, and a cozy vibe.

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.

Waterfront 3 bed 3 bath on Squam (Suite #1)
Make memories at this newly renovated, pet friendly, 3 bedroom/3 bathroom suite at The Boulders at Squam. There are 2 bedrooms with queen beds, private screened porches and private bathrooms. The 3rd bedroom has a full sized bed with a twin trundle bed. This suite was part of a motel and cabin community. In 2024 the motel rooms were gutted and 3 were combined to make a larger suite. This suite shares the 2.3 acre and 585 feet of water frontage with other cabins and suites.

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.

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!

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.

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.
Popular amenities for Ashland waterfront rentals
Waterfront apartment rentals

Kismet Cottage, Perfect for longer stays

Surrounded by Recreation (2)

North Country Lake House - Loon

White Mountains Riverfront Studio

Charming Country Chalet convenient to Lakes/mtns

Mountain View Condo with Loft

Loon Mtn Loft w/Pool, Jacuzzi Access, Mtn Shuttle

✨Charming Stay-Downtown Dover🍷FreeWine🍷Portsmouth
Waterfront house rentals

New Build~SunsetView~Patio~Dock

As Unique as they come!

Waterfront, Wood stove & Private beach, Solo Stove

Immaculate Lake House Perfect for Entire Family

Eagles Landing with Hot Tub, Boat Slip @ Braun Bay

Winnipesaukee Lakefront Luxury unit #3 w Hot tub

Luxury Lake House +Hot Tub! Waterfront Magic in NH

Newfound Lake Hideaway Live the Lake Life!
Waterfront condo rentals

Luxury Studio White Mtns Jacuzzi Pool Pond River

White Mountain Resort 2 Pools & HotTub Kitchen

Studio w/balcony | pool & hot tub | near Loon

Downtown Wolfeboro condo on Winnipesaukee w/Dock!

Riverside studio for 2 | Loon view balcony & pool

Riverfront White Mtn retreat

Blackcat One Room Studio on Lake Winnipesaukee

Views of Lake and Mountain
When is the best time to visit Ashland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$66,250 GYD | G$59,563 GYD | G$66,250 GYD | G$66,250 GYD | G$67,086 GYD | G$67,504 GYD | G$71,684 GYD | G$69,803 GYD | G$58,309 GYD | G$65,414 GYD | G$66,250 GYD | G$66,250 GYD |
| Avg. temp | -5°C | -4°C | 1°C | 7°C | 14°C | 19°C | 22°C | 21°C | 16°C | 10°C | 4°C | -2°C |
Destinations to explore
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- Rentals with lake access Ashland
- House rentals Ashland
- Family-friendly rentals Ashland
- Rentals with a kayak Ashland
- Rentals with beach access Ashland
- Pet-friendly rentals Ashland
- Rentals with breakfast Ashland
- Bed and breakfasts Ashland
- Waterfront rentals Grafton County
- Waterfront rentals New Hampshire
- Waterfront rentals United States
- White Mountain National Forest
- Squam Lake
- Story Land
- Weirs Beach
- Loon Mountain Resort
- Pats Peak Ski Area
- Mount Washington Cog Railway
- Snhu Arena
- Dartmouth College
- Cranmore Mountain Resort
- Tenney Mountain Resort
- Franconia Notch State Park
- Gunstock Mountain Resort
- Omni Mount Washington Resort
- Pleasant Mountain Ski Area
- Conway Scenic Railroad
- Ragged Mountain Resort
- Bear Brook State Park
- Diana's Baths
- Crawford Notch State Park
- Waterville Valley Resort
- Echo Lake State Park
- Attitash Mountain Resort
- Flume Gorge





