
Waterfront holiday rentals in Ashland
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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!

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.

Romantic New England Historic Schoolhouse c1866
Winner of Maine Homes Small Space Design Award 2023 We are located on the private 80-acre Shapleigh Pond in the Southern Maine, an hour from Portland and two hours from Boston. Experience a bygone era in this restored Schoolhouse circa 1866 with many original details such as oversized glass-paned windows, wood plank floors, chalkboards, tin ceiling and more. Modern amenities such as fireplace, private hot tub, fire pit, gas BBQ and access to our pool (June-Sept), pond and tennis court.

Lux Waterfront Cottage at FarAway Pond
Luxurious Cottage on beautiful private pond. Hot Tub! Outdoor wood fireplace, kayaks & gas fire table. Graceful bridges lead to your Private Island with screened gazebo and hammock. Lounge on the deck with mountain and lake view or hike the trails on our 68 acres to the Gold Mine Trail. With a full kitchen, fine china, new shower, Jacuzzi bathtub, electric fireplaces, and two workspaces, this dog-friendly luxury cottage has it all! Adjacent guest house available for larger groups.

Luxury Suite Jacuzzi Pool White Mtns. River Front
Amazing location in heart the White Mountains Clubhouse, Beach, Lake, Pool, Hot Tub, River, Tennis, Racquetball, Gym, Sauna, Wally-ball, Game rooms, Grills, nature trails on site, Ice skating, and more. Shuttle to Loon River View Best Amenities In the Area Perfect for Romantic Retreat/Skiing/ Hiking. Jacuzzi tub, spa shower and zen design in unit! Close to-Scenic Kancamagus, hikes, Loon, waterpark, and Ice Castles. Walk to Cafe Lafayette Dinner Train & Woodstock Inn Brewery.

☀ Fox & Loon lake house: hot tub/pedal boat/kayaks
Escape to a peaceful, lakeside retreat with a secluded sun-lit deck and private dock with incredible views of Sunrise Lake, plus a 4-person hot tub, and seasonal amenities like a pedal boat, two kayaks, a SUP board, gas fire table, central A/C, a pellet stove, and snowshoes. Enjoy nearby activities like hiking, leaf peeping, skiing, and visiting scenic towns, local vineyards and breweries — or simply relaxing in a beautiful lakefront setting. The sunsets can be unbelievable!

Mountain cabin with views, privacy, and more.
Cabin in the woods with amazing mountain views. Situated on 2.5 acres and surrounded on 3 sides with 30 additional steep wooded acres; peace and privacy. NOTE: winter driving will require snow tires or 4wheel drive as the house is on an incline road. Skiing, Snowboarding: - 25 minute drive to Loon Mountain - 25 minute drive to Waterville Valley (discounted lift tickets available) Cabin professionally cleaned between stays w/extra attn on high touch areas.

Wren Cabin + Wood fired Sauna
We built the Wren Cabin to be a serene space filled with light and art and with lots of cozy details. Lofted ceilings, a spiral staircase and large open concept with lofted bedroom. The cabin also has a gorgeous wood-fired sauna for those colder days. Wren cabin has a large wraparound deck for relaxing and an outdoor fire pit, as well as shared access to Adams Pond. The space is modern Scandinavian, light and aery, and filled with thoughtful details.

70 Acre White Mountain Estate – Panoramic Views
Welcome to our stunning 70-acre estate in the White Mountains of New Hampshire! This custom-built retreat offers a perfect mix of luxury and nature, ideal for large groups or families seeking adventure and relaxation. With easy access to the Pemi River, golf courses, and top ski resorts, it’s the ultimate year-round getaway. Enjoy unmatched privacy, breathtaking views, and endless outdoor activities in this one-of-a-kind setting, all to yourself!

The Cottage on Paugus Bay- Near I-93 and Skiing
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!

Lakeside Getaway~EV Charger~15mns to Gunstock
Discover Your Lakeside Escape at Lake Winnipesaukee! Welcome to your perfect home away from home in beautiful Laconia, NH! This brand-new, luxury 2-bedroom condo in the heart of Paugus Bay offers the ideal retreat for couples, small families, and outdoor enthusiasts alike. With stunning lake views, access to a day dock, and modern comforts throughout, it’s the perfect base to experience the very best of New Hampshire’s Lakes Region.
Popular amenities for waterfront rentals in Ashland
Waterfront apartment rentals

Private Riverside Studio* Upper Valley*Vermont

Waterfront on Opechee

Tugboat Vista | 2 Bedroom | Downtown Portsmouth

Riverside Place

White Mountains Riverfront Studio

Stone Mountain Guest House 2nd Floor Apt.

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

Serene Waterfront Studio in Downtown Portsmouth
Waterfront house rentals

A water view slice of heaven at Pepperrell Cove

Tranquil Pondside Retreat

Riverfront Loon Mtn Home - Walk to Ski Lifts

Lakefront Home-Stunning Views-Hot Tub, 3100 sqft!

Waterfront Getaway Home in Epsom, NH

Blue Breeze - Private lakefront w/ Hot Tub

Newer Home on quiet 200 acre lake - sleeps 6

Lakehouse/HottubFirePit/2pvtdocks/SUPs/YAKs/LgYard
Waterfront apartment rentals

Cozy Condo NH Getaway-Pemi River-Hot Tub-Pools

Stunning Mountain Views! Cozy Studio Resort Condo

White Mountain Resort Pool/HotTub Shuttle to Loon

Pemi River Retreat: White Mtns. At Your Doorstep

Loon Mountain Cozy Condo

Riverfront Condo -walk to Loon Mountain

Riverfront updated condo 3b2b walk to Loon mtn

Mountain getaway!Remodeled 1 bedroom,Pool, hot tub
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 £60 per night before taxes and fees

Verified guest reviews
Over 230 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 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!
Destinations to explore
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- Rentals with beach access Ashland
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- Rentals with lake access Ashland
- House rentals Ashland
- Rentals with a fireplace Ashland
- Pet-friendly rentals Ashland
- Family-friendly rentals Ashland
- Rentals with a kayak Ashland
- Bed and breakfasts Ashland
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- Waterfront rentals Grafton County
- Waterfront rentals New Hampshire
- Waterfront rentals United States
- Squam Lake
- Story Land
- Loon Mountain Resort
- Weirs Beach
- Mount Washington Cog Railway
- Pats Peak Ski Area
- Franconia Notch State Park
- Tenney Mountain Resort
- Diana's Baths
- Omni Mount Washington Resort
- King Pine Ski Area
- Cannon Mountain Ski Resort
- Waterville Valley Resort
- Bear Brook State Park
- White Lake State Park
- Pawtuckaway State Park
- Conway Scenic Railroad
- Ragged Mountain Resort
- Cranmore Mountain Resort
- Dartmouth Skiway
- Derryfield Country Club
- Wildcat Mountain
- Crotched Mountain Ski and Ride
- Whaleback Mountain




