
Vacation rentals with a kayak in Eastham
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Top-rated kayak rentals in Eastham
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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.

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!

Bright Home W/En-suite/Yarmouth!
This newly renovated 3BR cottage was perfect mid-Cape location and good size for our family (grandma, parents, and kids) to getaway for a few days sampling the many area beaches! Thank you Ramy for your kind, proactive communication- even coming in person to check if we had power outages when he heard a report in the area. (We didn’t have any problem with power, everything worked well!) The home was extremely clean, and the neighborhood seemed cute and safe. We especially liked the big backyard: plenty of patio furniture, outdoor shower, and a bonfire pit that we all enjoyed!

Waterfront Home in Centerville
One of my most favorite air bnbs by far! Janelle is an incredible, accommodating host. I can't say enough good things about her or this amazing house. Our stay was top notch. The space is gorgeous, clean and well-stocked. Will definitely be back!
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!

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.

Cottage near bay beach- 1 Bd/1Ba
Cute little cottage, looks just like the photos. Walking distance to beach and walking trails!

* 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
The Breeze cottage was great! Very clean, quiet, and in a great location near our favorite beaches. Tara is a great host. During our stay we had an issue with the toilet, and it was taken care of by nice people within 30 minutes! We would definitely stay there again!

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.
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 Eastham
Total rentals
20 properties
Nightly prices starting at
ﺩ.ﺇ441 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
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- Cape Cod National Seashore
- Sandwich Glass Museum
- Owen Park Beach
- Sagamore Beach
- New Silver Beach
- Onset Beach
- Lighthouse Beach
- Grey's Beach
- Scusset Beach
- Pinehills Golf Club
- Nickerson State Park
- Earle Road Beach
- Chapin Memorial Beach
- Englewood Beach
- Oyster Harbors Beach
- Springhill Beach
- Surfside Beach
- Pilgrim Beach
- Minot Beach
- Peggotty Beach
- Sunken Meadow Beach
- Forest Beach
- Cahoon Hollow Beach
- Coast Guard Beach