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Holiday rentals with a kayak in Ashland

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Top-rated rentals with kayak in Ashland

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

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Cabin

5 out of 5 average rating, 4 reviews

Little Red Wing 50s Lake Cabin

Cozy 1950's waterfront cottage on Lake Massasecum! In the Winter - Skiing is close by. Snowmobiling, Ice Fishing, and Cross County Skiing are allowed on the lake. It’s very important to test the ice for safety. In the Summer - Power boats are allowed on Lake Massasecum and it is also the perfect place for canoes, kayaks, great fishing and bird watching! Three kayaks, one canoe, and one paddle board are available for use with cabin rental. Also comes with the use of a private swim platform.

Guest favourite

Flat

4.98 out of 5 average rating, 144 reviews

Kismet Cottage, Perfect for longer stays

Welcome to your home away from home! This charming, fully-furnished 1-bedroom apartment sits right on the lake, offering serene views and a peaceful retreat after a long shift. With four major hospitals located within a 30-minute commute, this is the ideal spot for traveling nurses looking for comfort and convenience. Everything you need is here from a cozy queen bed to a fully equipped kitchen and comfortable living space including a laundry room so you can stay fresh and ready for your shifts.

Guest favourite

Cottage

4.93 out of 5 average rating, 109 reviews

Cottage on the lake! Includes kayaks & rowboat!

Super cozy, beautiful cottage right on the lake & dirt roads. Yard: sitting areas, propane fire pit, fenced in yard. Inside includes reading areas, dvds, wifi, books, coloring books, puzzles, games. Enjoy the rowboat & kayaks or bring your own boat. We are on Antique Ally and State Parks are nearby (2 miles away). Enjoy a day at Chucksters, Concord, Portsmouth or the lakes region. Enjoy the LAKE LIFE! No animals (Health concern for cleaner) 4 adults or 2 adults 3 kids. Life jackets provided

Guest favourite

Home

4.96 out of 5 average rating, 140 reviews

Blue Breeze - Private lakefront w/ Hot Tub

This huge lakeside house is a great experience for all of your friends and family to enjoy all the New Hampshire lakes region has to offer. There is incredible nature all around! Some of our favorites nearby: 11min to a nearby brewery 12min to a great breakfast spot 14min to a farm stand and pick-your-own produce 17min to a nearby winery 21min to Hannafords grocery store 22min to Alton Bay 25min to Wolfeboro 29min to Mt. Major with views of Winnipesaukee 38min to Gunstock mountain for skiing

Cottage

4.92 out of 5 average rating, 60 reviews

Paugus Bay Cottage with Boat Dock!

Great Summer and Winter rental! BOAT DOCK included. This cottage offers 2 private bedrooms 1 with a KING size bed and the other with 2 twins. There is also a loft with privacy curtains and a queen size bed. Fully equipped kitchen, Huge deck with beautiful lake views. The property also has a shared waterfront deck to enjoy the amazing sunsets over Paugus Bay. Minutes to grocery stores, restaurants, shopping and entertainment! Close to Gunstock, Ice Fishing and snowmobile trails for winter fun!

Guest favourite

Cottage

4.89 out of 5 average rating, 76 reviews

🌟Winni Cottage beach, dock, kayaks, SUP & more! 🌈🍸

Great Wolfeboro Winnipesaukee waterfront cottage on Back Bay Wolfeboro. Includes 5 kayaks, 2 canoes, paddle board & row boat ! 3 bedrooms, indoor and outdoor hot showers! Large deck and big grassy lawn and camp fire! Min of 3 nights, weekly in summer. Lovely protected bay, great for novice paddlers. 40 ft dock, beach area. Swim platform, great for swimming to from dock. Bring your own boat or rent one! Walk to town in 5 mins, bring your bikes, great bike trails! Very relaxing quiet spot!

Home

4.82 out of 5 average rating, 87 reviews

Pine River Pond

Directly on Pine River Pond, this 5-mile long, 570 acre lake has crystal clear water. This vacation rental is close to all of the area's most popular activities and ensures a memorable time! Swim in the summer, ice fish in the winter, numerous snowmobile trails or just get away from it all.This 1-bath property offers enough space to comfortably accommodate up to 10 guests, making it ideal for a family or group of close friends looking for an unforgettable New Hampshire lakeside retreat.

Guest favourite

Cabin

4.97 out of 5 average rating, 115 reviews

Cozy waterfront cabin Perkins Pond

Come relax, unwind and enjoy the year round beauty and fun at our cabin on Perkins Pond! Many activities to enjoy with each season.. Kayak, canoe, fish and swim or float, nap on the hammock in summer months.. Walk, hike and enjoy the awe of Fall color.. Snowshoe, skate, ice fish, cross country ski on the frozen pond during winter and enjoy downhill at Mt Sunapee just 8 min away or just relax by the wood stove!! Make special memories with your family and friends here at our special place!!

Guest favourite

Cottage

4.97 out of 5 average rating, 152 reviews

Beautiful Lakeside Cottage

Beautiful, quiet and secluded lakeside cottage. Enjoy amazing sunsets on our pristine lake. Swim, kayak, fish or just relax and take in the natural beauty. COVID UPDATE: We know everyone has different levels of concern regarding the virus. Please know that while we feel our sanitation and cleanliness of the Cottage is exceptional, we have doubled our efforts providing multiple cleanings between guests. This is a NON-SMOKING property. We are sorry, but we cannot accommodate pets.

Cottage

4.88 out of 5 average rating, 142 reviews

Riverpine Retreat - clean&bright waterfront home

Tucked away in a small town, minutes away from the New Hampshire border, located 2 minutes off of rt. 25 (direct route from Portland ME to NH) The ultimate family or couples getaway. Plenty of room in the back yard for any and all yard games, while also enjoying the firepit, "game shed" and 75ft of water frontage where you can swim, fish, or launch your kayaks from the dock into the Ossipee River. Wireless internet is available and reaches the back yard. The 'cabin' has 2 bedrooms.

Guest favourite

Cottage

4.96 out of 5 average rating, 166 reviews

☀ 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!

Guest favourite

Cabin

4.87 out of 5 average rating, 216 reviews

Beautiful Serene Lake/Ski House with central AC

Come enjoy the summer at our beautiful secluded lake house in New Hampshire! Swim, fish, kayak right in our backyard! Enjoy a good night with friends and family sitting around the fire, roasting marshmallows and watching the beautiful stars or play some games inside our rustic cottage. Activities in the area include Newfound lake, hiking, golf, winery, NH rail trail, entertainment complex. Sheets, towels and other necessities provided.

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Popular amenities for kayak rentals in Ashland

Free parking on premises

Air conditioning

House rentals with a kayak

Home

4.75 out of 5 average rating, 56 reviews

Lake house w/ swim raft, fire pit, canoe & kayaks

Home

4.94 out of 5 average rating, 17 reviews

Lakeside cabin w/ beach & dock

Guest favourite

Home

5 out of 5 average rating, 17 reviews

In the Trees - NH w/ Lake Access

Guest favourite

Home

4.95 out of 5 average rating, 41 reviews

Luxurious Lakefront Living near Dartmouth/Hanover

Guest favourite

Home

4.93 out of 5 average rating, 233 reviews

Waterfront w firepit, game room, close to gunstock

Home

4.89 out of 5 average rating, 118 reviews

Lakefront home /3BR 2BA/ Dock/ Game room/ Garage

Guest favourite

Home

4.95 out of 5 average rating, 96 reviews

Quiet lakeside retreat with private dock.

Home

4.88 out of 5 average rating, 16 reviews

Lakefront Retreat! Dog Friendly!

Cottage rentals with a kayak

Cottage

4.89 out of 5 average rating, 108 reviews

Cozy Pondside Retreat with direct water access!

Guest favourite

Cottage

4.98 out of 5 average rating, 116 reviews

“Stay Awhile in the Lake's Region”

Guest favourite

Cottage

4.91 out of 5 average rating, 11 reviews

The Lakeside Cottage

Guest favourite

Cottage

4.94 out of 5 average rating, 145 reviews

Cottage with antique charm view & river HSI Wi-Fi

Guest favourite

Cottage

4.95 out of 5 average rating, 322 reviews

20ft from the Water with Mountain View!

Guest favourite

Cottage

4.96 out of 5 average rating, 112 reviews

Minutes to Gunstock MT - Family Lakeside Getaway

Cottage

4.79 out of 5 average rating, 459 reviews

Lakefront, Beach Private, Amazing Views, & pets!

Guest favourite

Cottage

4.95 out of 5 average rating, 215 reviews

Large Private Lake House

Cabin rentals with a kayak

Guest favourite

Cabin

4.87 out of 5 average rating, 30 reviews

Winnisquam Cabin with shared beach, dock available

Guest favourite

Cabin

4.94 out of 5 average rating, 108 reviews

Little House on the Lake in the Forest

Cabin

4.86 out of 5 average rating, 102 reviews

Beautiful private cabin on Big Squam Lake

Guest favourite

Cabin

4.95 out of 5 average rating, 201 reviews

Scenic Lake and Ski Chalet: Hot Tub & Dreamy Views

Guest favourite

Cabin

4.96 out of 5 average rating, 131 reviews

The Conscious Cabin

Guest favourite

Cabin

4.95 out of 5 average rating, 129 reviews

Fairlee Log Cabin

Guest favourite

Cabin

4.9 out of 5 average rating, 114 reviews

Bear Cabin

Guest favourite

Cabin

4.96 out of 5 average rating, 25 reviews

Quiet Lakefront Cabin on Crystal Lake

Quick stats about holiday rentals with a kayak in Ashland

Total rentals
40 properties
Nightly prices starting at
£103 before taxes and fees
Total number of reviews
590 reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Wifi availability
40 properties include access to wifi

Destinations to explore