
Vacation rentals with a kayak in Ashland
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House rentals with a kayak

Beautiful Waterfront Home on Webster Lake!
We had a great stay at Brandon’s place. The house is cozy and clean, and the location right on the lake made it really special. We grilled every night, used the kayaks during the day, and hung out by the fire pit in the evenings. It was super quiet and peaceful, and the view from the dining table made board games and meals even better. The kitchen had everything we needed, and the whole space just had a really relaxed, homey feel. Brandon was easy to communicate with and everything went smoothly. It was a great spot to unplug and enjoy some time by the water — we’d definitely come back.

Lakefront HotTub, Fireplace, Shop, Ski, Hike, Swim
We had a wonderful time. The house was perfect. It was a short walk to the lake. Very peaceful and quiet. Loved having 3 full bathrooms. It was a short drive to Conway for shopping and restaurants.

Cozy 3BR w/ Firepit + Boat Slip Option
This cabin is absolutely beautiful and perfectly located for those who want to enjoy the outdoors in New Hampshire during the day but come home to a cozy place at night! And Patricia was a fantastic host; she was super-responsive to my questions and had great local recommendations.

Lakefront Home-Stunning Views-Hot Tub, 3100 sqft!
We had a great stay at Julie’s beautiful home. Her home was even nicer than the pictures. Great kitchen with everything you could possibly need. Open layout so we can all converse no matter what we were doing. Beds were comfortable. But the outside stole the show. The upper deck was spacious and had great views. The hot tub was just what we needed. Then you walk down to the dock and there is enough space for everyone to lay out. Lots of kayaks and paddle boat. Had fun exploring and fishing the lake. Perfect home for families to come together and catch up!! Oh, and the lower level was perfect with ping pong, foosball and tv for late night fun!! Would recommend to anyone wanting to be in the lake region of NH.

Cozy camp for swimming, water sports and more!
The Pancake House was the perfect getaway! Peaceful, relaxing, comfortable, and charming! The house is better than the photos can show, and offered plenty of space for fun and relaxation. We enjoy evenings by the fire after enjoying the sunset on the lake!

Peaceful Lakefront Retreat
Erin's place was the best Airbnb place I've stayed in since I became a member over 10 years ago! I cannot say enough wonderful things about it honestly, from the most comfortable bed imaginable (I took a picture of the mattress and pillows and bought them!) to the kitchen amenities and the most GORGEOUS views! I went there as a retreat from hectic Boston life and it was so peaceful I was ready to book another stay soon!

Blue Breeze - Private lakefront w/ Hot Tub
Carl and his cohosts were wonderful to work with, quick to respond with any needs. We had a great time this weekend, enjoyed the house and beautiful lake. Hope to return someday and look forward to working with them in the future!

Newer Home on quiet 200 acre lake - sleeps 6
This home is beautiful ,well equipped, and the perfect spot to relax. Melora was very friendly and helpful. The little extra touches was what made the home feel so comfortable and the view is just perfect. We are definitely planning a second stay in the near future.
Cottage rentals with a kayak

“Stay Awhile in the Lake's Region”
We had a great time at Robert’s place. The home has everything you could want, and there are plenty of things to do in the area. It was a great home base for our weekend! The kids loved the game room!

Smokey Pines Camp
Smokey pines is the perfect getaway. It's private, secluded yet close to the towns and people we want to visit. It feels homey and comfortable and has all the amenities required. We'll definitely be back!

Cottage on the lake! Includes kayaks & rowboat!
we had the most peaceful and relaxing time. The cottage was adorable, clean and had everything you needed. The beds are so comfortable we have never slept so good away from home. the views of the lake are gorgeous 😍 we will be back for sure. The host was amazing as well giving recommendations of whats in the area and a sweet welcome basket.

Completely updated detached cottage/Paugus Bay!
We enjoyed a great weekend getaway at this place. Denise was a great host who were helpful and always quick to respond. The house is cozy and clean, perfect size for two adults. It is conveniently located while being private. We kayaked on Paugus Bay and hiked Mt Major. Would definitely come back again.

Hot Tub - Walk to the Beach - Mins to Mtns - Lakes
I had a nice stay at Alexa's. It's beautiful, quiet and ideal to get some rest while being surronded with nature. The best!

Seasonal lake side cottage
Really incredible cabin! It’s cute - homey and private! Such cute touches! Sadly it rained and we didn’t get to enjoy the water , but it still had a cute indoor space overlooking the water, great tunes and played games they had! It was a great get away! Don’t cancel because of rain.. it was delightful! Great local eatery too !! Highly recommend Stark Tavern.. Very friendly area! Will be back we enjoyed our time! Thank you for hosting!

Beautiful Lakeside Cottage
My wife and I wanted to have a lakeside getaway to kick off the summer! The weather was a bit colder than we had hoped, so we ended up enjoying the cottage to its fullest, which was a much needed and relaxing stay with everything we needed right there. It was very cozy and the lakeside view was wonderful, especially in the mornings. The owner was also very responsive to messages, making the experience seamless. We hope to visit again!

Lakefront, Beach Private, Amazing Views, & pets!
Helen was actually wonderful. She returned calls and everything. It was a great place to stay beautiful and hope to stay there again someday.
Cabin rentals with a kayak

Rustic Log Cabin on Pawtuckaway Lake
We had such an incredible stay! The first day was pretty rainy, but the house was so relaxing and comfortable that it didn’t matter - we enjoyed staying in and looking at the gorgeous view of the lake while doing jigsaw puzzles near the fire. When things did clear up, we had a great time playing in the yard snd kayaking. I was surprised at how quiet it was, especially during Memorial Day weekend. The beds were super comfy, kitchen was great, shower and tub were wonderful. Lisa left great instructions and checked in with us to make sure we had everything we needed. And she was very kind in allowing us a late checkout, which was very helpful with three young kids. I can’t wait to visit again!

Little House on the Lake in the Forest
Wonderfully peaceful, tranquil setting on the lake, in the woods. Perfect for a quiet getaway to reflect and renew. Everything was exactly as described, and Laurel was a gracious and responsive host. The cabin was rustic yet newly refinished, very clean, well equipped. Enjoyed the screened in gazebo, loved sitting by the water as well, plus experiencing the lake in the canoe and kayak. Also enjoyed some great hiking and views at Mt Kearsarge which is less than 20 minutes away. And finally -- the sounds of the loons after sunset. Grateful for three days of renewal!

Cozy Cabin with Lake Access
We had a great time at Molly's cabin. We were looking for a quiet stay and we had that. Lots of walking and hiking. The cabin was just as described snd Molly was a fantastic host. Thank you Molly!

Scenic Lake and Ski Chalet: Hot Tub & Dreamy Views
Me and my friends we were group of five. We enjoyed our stay at their place. It was amazing view by the lake side. The hot tub and kayaking experience was totally awesome. We will never forget our trip to Hampshire because of this beautiful house.

Fairlee Log Cabin
I was so happy staying at Brooke's cabin. There was so much to be happy with, I'll do my best to list them all! 1. Brooke was well responsive - I ran into 2 small problems and she was proactive and fixed them fast. 2. The whole place is super dog friendly! I am often worried where my dog is and isn't allowed in Airbnbs, not here! Brooke even left out dog toys, bowls,and beds as well! 3. All linens were cleaned, even the throw blankets! 4. the trail in the backyard is a nice touch! unfortunately I didn't have many non rainy days so only got to explore some of it, but it is a different world back there! 5. The kitchen is incredible: 3 different ways to make coffee along with a frother and a grinder! the pots and pans are chef's choice! and the knives aren't dull! I was well equipped to cook and theres plenty of space to do so. 6. the bathtub is a godsend! 7. incredible library! I cannot recommend this place enough!

Cozy waterfront cabin Perkins Pond
Another wonderful stay at Linda's home! We have been lucky to enjoy her beautiful and welcoming home many times. Lots of family memories made over the years! We are grateful for the opportunity to visit and a caring and thoughtful host!

Bear Cabin
This was the perfect location for my husband and in laws. It was so peaceful. Thank you for a beautiful place to vacation.

The SugarShack at Sweetwater
Michelle was a great host. The property is amazing and has plenty of stuff to do. Very quiet and peaceful for a get away. Would definitely stay again!
Quick stats about vacation rentals with a kayak in Ashland
Total rentals
40 properties
Nightly prices starting at
G$27,189 GYD before taxes and fees
Total number of reviews
600 reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
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- Squam Lake
- Story Land
- Loon Mountain Resort
- Attitash Mountain Resort
- Weirs Beach
- Owl's Nest Resort
- Franconia Notch State Park
- Pats Peak Ski Area
- Bear Brook State Park
- Mount Washington Cog Railway
- Cranmore Mountain Resort
- Cannon Mountain Ski Resort
- King Pine Ski Area
- Purity Spring Resort
- Diana's Baths
- Dartmouth Skiway
- Bald Peak Colony Club
- Ragged Mountain Resort
- Omni Mount Washington Resort
- Tenney Mountain Resort
- White Lake State Park
- Wildcat Mountain
- Mt. Eustis Ski Hill
- Northeast Slopes Ski Tow