
Holiday rentals with a kayak in Eastham
Find and book unique kayak rentals on Airbnb
Top-rated Accommodation with a Kayak in Eastham
Guests agree: these holiday homes with a kayak are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Eastham kayak rentals
Holiday 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.

Our families slice of heaven
Marla's vacation home was very lovely. We liked the pictures of her place, but once we arrived we realized that she had remodeled a number of rooms. Each room was updated, very clean and cozy. Marla has made sure that her place is stocked with all of the large and small conveniences that guests would want in a home away from home. The location and the surroundings are stunning, especially with the Fall foliage. One can tell that Marla takes great pride in her beautiful rental. -Mark & Susan G

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.

Cape Cod Life is Good Rentals
This was a great place for a large family. The kids especially enjoyed riding bicycles through the neighborhood. The house was spacious and comfortable. We plan to stay again.

Capecod pond and beach house
This Airbnb was large and peaceful, with easy parking, a nice pond in walking distance, close to Hyanis, and a lot of amenities like TV, bedding, towels, etc. The building is old with a bit of water damage and old appliances, but it was very clean, everything that we needed worked, and had ACs in every room. We really enjoyed our stay!

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.

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!
Cottages 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!

Cozy 2-bedroom Cottage by the Pond
Leah responded to my booking request within minutes. This was so important because our previous reservations fell through. This was a last-minute booking and I’m so thankful that I was able to find such a wonderful location. Everything that was in the listing was accurate and we felt right at home after an easy check-in process. I cannot thank Leah and Brandon enough for their willingness to let us rent their beautiful cottage last minute. The home is fully stocked with anything that we may have needed. It was a little chilly, but the space heaters were enough to get us through the chilly nights. My kids and I were able to watch Halloween movies on the TV while gazing at the full moon from the skylight above in the living room. I’m looking forward to going back to Massachusetts in the future. There are so many different things that this town and surrounding towns offer.

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.

* 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!

The Breeze Overlooking Minister's Pond
We are so thankful to Tara and loved our long weekend getaway at her place in Eastham. We had initially booked an air BnB we had stayed at previously - which needed to be canceled the day of our arrival due to building issues that needed to be fixed. I found Tara’s listing in our hurried search to find an alternative place to stay - only hours before we were due to check in. From the first message confirming we could arrive later than the stated check-in window (which was agreed to), to every detail, our weekend was saved. The location is incredible and the cottage was a delight. Great views of the pond, close to the rail trail (for walking and biking) and only a couple minutes away from the Cape Cod National Seashore Salt Pond Visitor Center (which has a great museum and stunning walking trails). We highly recommend The Breeze / especially for couples looking to get away.

Plymouth Cozy Cottage Hot Tub Private Beach
Rebecca could not have been a more gracious host. In the days leading up to our stay she was responsive to questions and had lots of recommendations. When we got there she had some gifts and flowers waiting and the house was exactly as advertised. Additionally, we had a medical issue and had to leave a bit early and she was extremely accommodating of our change in plans. Would definitely stay there again.

Amazing Sunsets
It’s easy to see why Suzanne is a Superhost. It was close to 90 degrees when we arrived, Suzanne knew we had two young daughters and had the little pool setup for them to play while we unpacked, truly thoughtful. Standing on the back deck when we got there was amazing, the views and the proximity to the beach/ocean was even better than we expected. I personally loved the outdoor shower, a nice added touch that we used daily. Suzanne had the house fully stocked with everything you would need for a comfortable stay. The kitchen was a good size and had a great variety of pots/pans/cutlery/oil/spices etc. We felt right at home and our girls did as well. We enjoyed the location, it was a short drive to many great restaurants/nearby towns, but most of all we absolutely loved the beach Walking a half mile out and playing “tag” on the tidal flats is something I and hopefully my daughters will never forget. We would definitely recommend Suzanne’s place!
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 holiday rentals with a kayak in Eastham
Total rentals
20 properties
Nightly prices starting at
$188 AUD before taxes and fees
Total number of reviews
1.4K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Destinations to explore
- Nantucket Holiday rentals
- Pocono Mountains Holiday rentals
- South Jersey Holiday rentals
- Jersey Shore Holiday rentals
- New York Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Plainview Holiday rentals
- Long Island Holiday rentals
- The Hamptons Holiday rentals
- Boston Holiday rentals
- Cape Cod Holiday rentals
- Rentals with a fire pit Eastham
- Waterfront rentals Eastham
- Rentals with a patio Eastham
- Family-friendly rentals Eastham
- Rentals with a washing machine and dryer Eastham
- Rentals with lake access Eastham
- Beachfront rentals Eastham
- Rentals with pools Eastham
- Apartment rentals Eastham
- House rentals Eastham
- Beach house rentals Eastham
- Rentals with a fireplace Eastham
- Rentals with outdoor seating Eastham
- Kid-friendly rentals Eastham
- Rentals with breakfast Eastham
- Rentals with beach access Eastham
- Pet-friendly rentals Eastham
- Fitness-friendly rentals Eastham
- Cottage rentals Eastham
- Rentals with a kayak Barnstable County
- Rentals with a kayak Massachusetts
- Rentals with a kayak United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Mayflower Beach
- West Dennis Beach
- East Sandwich Beach
- Cape Cod National Seashore
- Humarock Beach
- Craigville Beach
- Hyannis Port Beach
- Duxbury Beach
- Nauset Beach
- Popponesset Peninsula
- Saquish Beach
- Glendon Road Beach
- Madaket Beach
- Monument Beach
- Cisco Beach
- Little Harbor Beach
- Cooks Brook Beach
- Longnook Beach
- Crosby Landing Beach
- Menauhant Beach
- Newcomb Hollow Beach
- Ballston Beach
- Herring Cove Beach