
Vacation rentals with a kayak in Wakefield
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Top-rated kayak rentals in Wakefield
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Popular amenities for Wakefield kayak rentals
House rentals with a kayak

Funky Lake House
We had a great time at Laurie’s place. Highly recommended and hopefully we will be back soon. Thanks !

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.

Open concept 4 bedroom Lakehouse
Great winter weekend stay in Maine, the house was very cozy and perfect for our group. The location is perfect for access to the ski mountains and the town as well. Overall highly recommend Roman’s place, I’m sure it is just as beautiful in the summer!

Lakeside cabin w/ beach & dock
Amazing place to stay! Beautiful view right from the porch and plenty of room for everyone.

In the Trees - NH w/ Lake Access
We had a wonderful stay at this cozy, comfortable, and peaceful home—perfect for our family of five! The space was quiet, private, and truly felt like a home away from home. It's in a beautiful location right by Lake Province, and we had almost everything we needed for our 3-night Easter weekend stay. Our older children attend UNH, and this was the perfect spot for us all to be together, relax, play games, and enjoy quality family time. We love to cook, and the brand new kitchen was gorgeous and a joy to use—we prepared three amazing meals together! Just a heads-up for fellow cooks: the kitchen is stocked with the basics, so if you're planning more elaborate meals, you might want to bring a few extra tools. The outdoor space was also a highlight! With beautiful weather all three days, we spent a lot of time outside enjoying the fire pit, string lights, grilling, eating al fresco, and just being together. We truly loved our stay and are already looking forward to coming back.

Gorgeous Waterfront Home with Dock and Beach
Beautiful views overlooking river and waterways, with all essential amenities on main level. Home has full set of utensils and pots/pans for cooking in modern and newly renovated kitchen. Beds and mattresses were comfortable. Responsive host. Highly recommend for a family vacation, especially if in the summer when weather is warmer. If I travel to Portsmouth area again, I would stay here again.

Peaceful 4 bedroom lakehouse retreat
We had a fantastic time staying at Justin’s home!

Waterfront with Game Room Pergola Firepit Downtown
The bed was so comfy! We had so much fun with the game room. It was such a cool addition
Cottage rentals with a kayak

Cozy Pondside Retreat with direct water access!
This place was really nice! Its on a beautiful lake with a lot to do! Jessica had plenty of kayaks, canoes, and life vests. The surrounding is beautiful and peaceful. The location is great with plenty of restaurants and shopping nearby. It's also very close to many great hiking areas Mt Washington.

“Stay Awhile in the Lake's Region”
Bob and Jo are such amazing hosts. This is our second stay at their home within 3 weeks and plan to book again. They check in to make sure the check ins go well and always ask if there is anything that is needed. Their response time is so quick and communication is very easy. Their home is amazing and we plan to book with them again.

Smokey Pines Camp
Words can’t describe the view from the patio. It was a wonderful, peaceful escape from everything!

Lovely cottage on Sunrise Lake, Middleton, NH.
Another wonderfully relaxing stay! We really enjoyed the new screened in porch for morning coffee, late afternoon snacks, and evening games. The rainy days were just as lovely as the beautiful ones. We enjoyed the cozy gas stove on the cooler days, and we just couldn't have been more delighted by the welcome note and gift upon our arrival.

Cozy camp near highland lake
My stay here was absolutely awesome—cozy, charming, and full of thoughtful touches that made it feel like a home away from home. Tucked away in a quiet spot, it had just the right mix of comfort and style, with a super comfy bed, a well-equipped little kitchen, and warm lighting that made evenings feel magical. The host went above and beyond, leaving local tips and a welcome treat that totally made my day. I honestly didn’t want to leave! And the view to the lake was so beautiful especially the sunsets for the cabin overlooking everything was just so awesome!

20ft from the Water with Mountain View!
my partner and i stayed here to just get away from reality for a couple days! this lakeside cottage is the perfect place to do so. we couldn’t decide if we wanted to go out and about or stay right in the cabin, it was so peaceful! thank you for hosting!

RK North : All season Waterfront cottage with dock
It was overall a tremendous experience. I would definitely recommend it!

Covered Bridge Cottage - Maine woods and river
From arriving to the hospitality throughout the stay to check out everything was just amazing!! Hidden gem for sure! Very relaxing cottage with a beautiful view. Very cozy, felt right at home. I used to live in Maine so returning for NYE and my daughter’s birthday and experiencing this after the fast pace living in Miami was an amazing experience, just what I needed!
Cabin rentals with a kayak

Rustic Log Cabin on Pawtuckaway Lake
Have been here multiple times with my family and always have a wonderful stay! Lisa is easy to contact The place is beautiful!!

Little House on the Lake in the Forest
Im not someone of many words, but it was an unbelievably cozy and wonderful experience

Thompson Lake, No Cleaning Fee Pine Point Cottage,
Mike & Kathy are the perfect hosts (hands down), they are easy to get in touch with, fair & very welcoming. Would hundred percent recommend them and their place. Awesome lake front property!!!

Rustic, cozy cabin on Sebago Lake. A hidden gem.
Came for the Fall colors; left in love with the place! Small but delightful. Cluttered in the most fantastical way. Nestled in paradise. Bonnie is so nice and friendly! Pay attention to the fact that the toilet is not attached to house. Short walk to privet and very clean!

Get away at Crystal Lake
Great cabin, location, and hosts. Our group had a great time coming back for our second trip here and would highly recommend. 5 stars all around.

Private cabin w hot tub,skiing,firepit & mountains
This is a beautiful home that is very well maintained and cared for. Alexa's cabin was a great place for 5 of us to gather, relax, and enjoy. Kitchen has everything you need, the hot tub is fantastic during a spring snowstorm, the beds were very comfortable, and it provided ample space for us.

Bear Cabin
Absolutely beautiful and peaceful stay. John and Cassie’s cabin was just as described and exactly what we were looking for. We drove up during a snow storm but the roads were plowed and well maintained. Very isolated and private but never felt unsafe or uncomfortable. Not too far from things to do but we were content enjoying the cozy relaxing home. John was quick to communicate with us if we needed anything and was very helpful.

Riverfront cabin between Portland & White Mtns.
As advertised, but perhaps a bit smaller than it appears. Great location, and the host was responsive.
Quick stats about vacation rentals with a kayak in Wakefield
Total rentals
40 properties
Nightly prices starting at
$40 before taxes and fees
Total number of reviews
1.6K reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
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- Hampton Beach
- Ogunquit Beach
- Wells Beach
- Sebago Lake
- Squam Lake
- Scarborough Beach
- Loon Mountain Resort
- York Harbor Beach
- North Hampton Beach
- Attitash Mountain Resort
- Story Land
- Cranmore Mountain Resort
- Ogunquit Playhouse
- Long Beach
- Surfside Beach
- Pats Peak Ski Area
- Owl's Nest Resort
- Ragged Mountain Resort
- Long Sands Beach
- Purity Spring Resort
- Rye North Beach
- East End Beach
- King Pine Ski Area
- Tenney Mountain Resort
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