
Vacation rentals with a kayak in Wareham
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House rentals with a kayak

* Walk to the beach - Swiss Beach House! *
The Swiss House is an ideal retreat for families seeking a harmonious blend of comfort and connection. The expansive open-concept living area downstairs fostered a sense of togetherness, while the well-appointed kitchen made preparing family meals a breeze. Nestled away from the hustle, yet conveniently close to amenities, the house offers a perfect balance of privacy and accessibility. A quick drive to Mayflower Beach added to the allure, making our stay nothing short of delightful.

Waterfront paradise in Falmouth
Wow! Wow! Wow! Congratulations on the beautiful renovation. This was our second stay at this gorgeous home and, while we knew that they were doing some additional work in the off-season, we were not prepared for all of the incredible improvements that were made. This place leaves nothing to be desired. Beds are comfy with lovely linens, lots of room for everyone to spread out (important to us with both teenagers and littles) and lots of toys to use on the pond with a great eye for safety. We have family at Jenkins Pond and make this trip every year. As long as this house is available, we will look no further for a place to stay. Dar is a gracious host, extremely responsive, helpful and accommodating. He clearly put a lot of love and thought into this home and we were very grateful to be guests. It was the best home base for a fun week with family and we once again head home with wonderful memories.

Waterfront New Cottage Private Beach
What a cool spot! Stayed a couple nights with friends for a "Book Retreat" and had the best time reading in the Hammock, chatting by the fire pit, and cooking together in the kitchen.

Riverhouse
This was the perfect place for three friends who write and workshop together online to gather in person. The main room of the house is filled with light and what I didn't realize from the listing is the beautiful view from the living/dining room down to the river. The kitchen is well supplied and every room was very clean and uncluttered. The three bedrooms on the first floor are all very nice, with good beds and pillows (one is slightly larger with a king-sized bed), so we were able to decide on our rooms painlessly and none of us had to settle for an inferior room. The large dining table was perfect for spreading out our work as well as for dining, and one of us enjoyed having the furnished basement as her private work space. When we had a problem with hearing a beeping noise, which we initially thought might be a smoke detector battery that needed replacing, Bob was very responsive and helpful in figuring out the cause of the beeping from a motion detector. We plan to come again.

Private Lake Beach | Spectacular Views & Amenities
This is an absolutely beautiful rental and location. Cleanest, most pristine location we have been to. Appliances and bathrooms are glimmering. Host is immediately responsive and kind. 10 out of 10 in all respects.

Riverview Retreat Getaway 30 min- Newport/Cape/PVD
This home is located in a beautiful area. We loved watching the swans and geese in the water. The home is very comfortable. It was perfect place for our family to gather to celebrate my 75th birthday. I highly recommend it.

ShoestringBayHouse, waterfront & pool in Cotuit
Perfect stay - just be sure to bring or order sheets and towels!

Waterview, Private, Walk to Beach, Mile to Town
We stayed at Lisa’s place for three nights and it was a 10/10 experience. Lisa was a fantastic host and was very helpful with island recommendations prior to our trip. The property itself is stunning and although we wanted to explore the island, the property also provided a beautiful landscape to just relax. Even given its private, peaceful location, it was still so convenient to town. The house is an adorable converted barn that has incredible, rustic charm and the decor was so beautifully thought out. Before we even left we were talking about booking again in the future. We definitely recommend booking here!
Cottage rentals with a kayak

Spectacular Beach- front home, includes linen
Excellent stay. Plenty of room for the 5 of us. We rested well and were able to relax. We appreciated having laundry on site since we were on a 10-day trip. The beds were comfortable and we slept well. But that is a minor detail when you can watch the sunset over the peaceful water. Lisa communicated well and responded quickly. The house is easy to get to and stores are easy to travel to. Excellent location.

Compass Rose Cottage ★ Steps to Flax Pond & Trails
As soon as I walked into Carol’s place, I felt right at home. In fact, I was sad I couldn’t stay longer. Dennis is a great centrally located area on the Cape (next to many great restaurants and a supermarket). The cottage itself is in a quiet neighborhood right in front of Flax Pond (great for kayaking). It was well stocked with amenities and things to do I could just spend all day there. Carol was friendly and responsive. I would book at the Compass Rose Cottage again!

Waterfront on Blue Bill Cove, Kayaks & Out Shower
It was a very wonderful place to stay; a very nice cozy place for a few people to enjoy. Kayaking out back was great for anyone who wanted a nice chill day.

Serenity Views | Waterfront | 7min2Beach | Kayaks
Me and my friends decided to spend 2 days at Ann’s beautiful airbnb & we are heading back to Boston with the most beautiful memories. Ann is a friendly & trustworthy host. The house was exactly as shown in pictures & had all the amenities we needed. Situated on a beautiful lake & close to grocery stores, restaurants & other scenic places. We will be sure to visit again in the future. Thank you Ann , I hope we can visit again soon

Cape Escape-The Perfect Getaway
Great Dennisport cottage! Walk to Chapins, walk to Glendon Road Beach. Great amenities and well supplied. Perfect place for a weekend getaway.

Little Boho Retreat by the Beach
This place was amazing!!! My boyfriend and I absolutely loved our stay. Felicia was an amazing host and responded very quickly to any questions we had. Great hospitality and beautiful space. We didn’t want to leave! Will definitely be booking again in the future.

The Lemon Drop Cottage- Swan Pond River Views!
The Lemon Drop was perfect! Just like the pictures with a clean beachy inside and amazing outdoor space. We had a wonderful time with all the amenities easily available. Great communication throughout our stay

* Rustic Cape Cod Captain's Quarters Cottage
Wonderful place! Was completely accurate to what was shown on the listing, great place for a vacation. Super convenient to get to surrounding big towns, but the area itself was peaceful and quiet. 30 second walk to the water, and a beautiful view! Hosts were responsive and super helpful- even though we didn't stay at their place during "prime Cape Cod season", they were helpful in giving us suggestions on what we could still do during this time of year (many suggestions of which we used)! Will definitely look to stay here again in the future, maybe during the summer next time!
Cabin rentals with a kayak

The Flamingo House @ OBC Beach Resort and Habitat
The cozy venue is beautifully located, offering all the comforts of a small Cape Cod cottage on the salt marsh. The hosts were incredibly welcoming, ensuring that everything was available for a comfortable stay and making themselves accessible at any time. I highly recommend this place to anyone looking for a super unique, peaceful retreat that has convenient access to endless activities. The property is situated in a unique, serene location with easy walking access to local parks and a variety of quality restaurants. The water is perfect for paddling to explore the large area of connected coves. It’s a short distance to the Cape Cod Canal Railroad Bridge and the canal trail. There's little need to leave the property but there is much close by to explore. I'm looking forward to returning to experience everything again, and maybe, experience and discover even more next time.

The Crab House @ The OBC Beach Resort and Habitat
Thank you to our wonderful hosts at the Onset Compound for an incredible stay! The home is located in a picture perfect waterfront setting with all of the amenities a beach house offers. The hosts recommended some great restaurants and things to do that kept us busy all weekend. The home is sparkling clean and we felt right at home!

The Birdhouse - tiki hut in nature
The Birdhouse was a delight. I had a wonderful night’s sleep. Martha is a gracious and helpful host.
Quick stats about vacation rentals with a kayak in Wareham
Total rentals
60 properties
Nightly prices starting at
ﺩ.ﺇ257 before taxes and fees
Total number of reviews
3.1K reviews
Family-friendly rentals
60 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace
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- Boston Common
- TD Garden
- Cape Cod National Seashore
- Fenway Park
- Harvard University
- Brown University
- New England Aquarium
- Sandwich Glass Museum
- Owen Park Beach
- Sagamore Beach
- Faneuil Hall Marketplace
- New Silver Beach
- Freedom Trail
- Onset Beach
- Lighthouse Beach
- Prudential Center
- Symphony Hall
- Roger Williams Park Zoo
- Oakland Beach
- Grey's Beach
- Boston Public Library
- Scusset Beach
- Pinehills Golf Club
- Nickerson State Park