
Holiday rentals with a kayak in Brewster
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Top-rated rentals with kayak in Brewster
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House rentals with a kayak

* Walk to the beach - Swiss Beach House! *
This house is privately set in a quiet neighborhood. Grays Beach boardwalk is at the end of the road and very walkable. The location is so convenient to shopping places, historic houses, and an easy drive to the NPS beaches. The beds are comfortable and the house is well supplied.

"Cape Escape" luxury home w/pool & beach access.
I can not say enough about how wonderful this house was to stay at for my son's wedding weekend. This house was very clean and organized. The hosts were extremely thoughtful with how everything was laid out. They thought of everything that you would need or might forget. The outdoor space was great!! My grandchildren and kids floated around the pool and played yard games. I did not hear "I am bored" and that was wonderful. We had so much space to get ready for the wedding and were able to get wonderful pictures of my son getting ready for his wedding. There are so many places in the house to either gather together or to go off and do something else. Two kids were playing chess while the younger ones were down playing with the video games and my dad and the men were watching the Masters. We had plenty of space for everyone to hang out. My entire family enjoyed this house and can't wait to go back.

Cape Cod Life is Good Rentals
Had a wonderful time, location was perfect and the house was clean and spacious. Really enjoyed the sunroom.

Lake charm
We had a wonderful long weekend! The home was beautiful, clean and peaceful! Excellent communication! We could not have asked for more!!!

Swan nest escape
I had high expectations coming in, but this home exceeded them by far. The interior is spotless, the condition is great, you could see that the owners put a lot of effort into it with lots of nice little touches to improve utility and aesthetics. Eugeniya was super helpful the entire time, she and Rudy are awesome hosts. I want to point out that the location is also very nice. We liked the town, the restaurants, the beach (15-20 minutes drive), Mashpee Commons. Santuit pond is wonderful and provides some nice fishing spots. The big pleasant surprise was the Santuit Pond Reserve, it’s in walking distance and provides tons of great hiking opportunities. There are many other attractions nearby, I recommend visiting Heritage Museums & Gardens in Sandwich (20 minutes away). Overall we had the best time, I highly recommend this place!

25 Menemsha Rd., Popponesset, pond & beach views
Our family had a wonderful stay. The house is in a very special location, with a very short and easy walk to the beach, and right next to a pond. Our boys woke up bright and early each morning to fish in the pond and we could sit on the deck and watch them reel in some nice fish! Hot tub was a nice bonus. The neighborhood was walkable and the beach was really beautiful. Thankful to have found this house and been able to stay for a few days. Host was responsive and easy to work with!

Escape to cape/water front home
The house and Tam were fantastic! Tam's attention to detail in both the house and how it was prepared for us made it super easy and stress-free to get settled. We had an amazing time!

Remodeled Cape Cod Getaway in Chatham
Me and my wife had never been to the cape and we both turned 60 so we wanted to do something we have never did before. We decided to give Cape Cod a try. i went with very low expectations . Boy was i wrong. We had no idea if Chatham was the right place to stay or not. We randomly picked this house and we are so happy we did. it was is in a nice location close to the beaches and also close to the restaurants and shopping. What a great way to celebrate our 60th birthdays. i’m d reccomend this house to anyone looking for a great location with hosts who are easy to get a hold of and a very clean well kept place. Thanks Karen and Sharon
Cottage rentals with a kayak

Spectacular Beach- front home, includes linen
We had a wonderful time at the lake house. So very relaxing and peaceful. The view from the deck was so beautiful. Lisa was a great communicator as well. The house location is great because it's so close to the Ferry if you'd like to head to Martha's Vineyard for the day and close to some great little restaurants and shops in town.

Cape Cottage Escape
Amazing and peaceful stay! Can’t recommend this place enough and the hosts! We had the best honeymoon. :)

“Cozy Cottage” on Great Bay
We had a lovely time spending our weekend here! It was cozy, comfortable, and a super memorable trip!

Cape Escape-The Perfect Getaway
Our stay at Kevin’s cottage was nothing short of amazing! He had everything we needed to make our stay the best, even things you wouldn’t think an Airbnb would have which was sooo helpful! Very clean, the location was in the middle of all the things we wanted to do while at the cape, and just overall a cute little cottage. Loved the outside shower as well!! Kevin was also so helpful with everything and a great host. Couldn’t recommend enough! We’ll be back!

Lakeside Waterfront House in Harwich: 4+beds, 3bth
Absolutely amazing house, fit all of us comfortably and a great host. Art was there to respond to all of our questions and was responsive and extremely helpful .

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

Modern Cottage on 6 Acres -Walk to Beach and 6A!
This place was absolutely amazing! Nice and private but conveniently located. The house was very comfortable and had all the amenities you need. Close to the beach and all the best spots in Brewster. My son’s favorite part was Basil the dog, who would come greet us as we hiked the expansive property. Would highly recommend and would stay here again in the future!

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.
Quick stats about holiday rentals with a kayak in Brewster
Total rentals
20 properties
Nightly prices starting at
$103 SGD before taxes and fees
Total number of reviews
1K 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
- Mayflower Beach
- West Dennis Beach
- East Sandwich Beach
- Craigville Beach
- Duxbury Beach
- Sagamore Beach
- Sandwich Glass Museum
- Coast Guard Beach
- Owen Park Beach
- Onset Beach
- Nickerson State Park
- Inman Road Beach
- Pinehills Golf Club
- White Horse Beach
- Oyster Harbors Beach
- Kalmus Park Beach
- Ridgevale Beach
- Chapin Memorial Beach
- Peggotty Beach
- Minot Beach
- Scusset Beach
- Lighthouse Beach
- Forest Beach