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

West Dennis Beach House - Steps to Beach
Renee’s house is absolutely perfect! It is directly on a beautiful private beach, and is close to all of the best bars and restaurants in the Dennis area. The house is equipped with anything you would need for a stay on the water: kayaks, beach chairs, beach toys, a water mat, outdoor showers, extra towels and a fire pit on a well-decorated finished patio. Unfortunately for us, we stayed during the first Nor’Easter of the season and were not able to use these, but rest assured we still had a GREAT stay. The house itself is immaculate: spotless and stylish, brand new appliances, spacious enough for a 6 adult family and all in all a great place to spend a cozy weekend inside. Given we could not sit at the beach, we leveraged Renee’s plentiful local recommendations and they were fantastic- we were not disappointed. If you are looking for a getaway on the water, you will love her place regardless of the weather. We would definitely stay again and would recommend to friends and family!

Bass River Living: Community Dock, and swimming.
We loved Joe's place. The house is located in a clean, quiet and spacious community within reasonable drives to areas of Cape Cod that matter. Both Joe and Steven are amazing hosts. They treat you like friends, always willing to offer local advice. We had an issue that required Joe to come over to take a look and he was over in minutes. We definitely consider coming back next year.

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!

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.

Spacious Mid-Cape Home 5 Bedrooms, 9 Beds, 3 Bath
We absolutely loved our stay at Rachel’s! We kept saying “this place has everything”. It was a wonderful home for a multi generation holiday hang. From a 7 month old to great grand parents. The main floor was easily accessible for family member with a disability. We felt right at home with our 7 month old, the home had a pack n play - all set up with fresh sheets, baby bath tub, high chair, bath toys, monitor, etc. The basement was perfect for the teenagers to hangout and have their space. The backyard was peaceful and extended the hang area. Rachel was incredibly friendly and responsive.

Oceanfront | Firepit | Gameroom | Pets | Kayaks
Lovely spot near end of a cul de sac, great water views and light. Joel was proactive and responsive in communication.

Cottage Oasis by Lake-Kayaks, Fire Pit & Huge Yard
Great spot to stay in Dennis. Quiet street , easy to get everywhere. The home was comfortable, very clean and fenced in yard was lovely. Amy was kind and communicative. Would love to stay here again next time we're back in the area.

Cape Cod Retreat
Fantastic home that clearly is actually enjoyed by the owners (so no weird surprises like you find in places that only exist as rentals). Well designed space that’s very comfortable to exist in. About a mile to the nearest ocean beach so we ended up driving more than walking but there’s plenty to do with a car.
Cottage rentals with a kayak

Spectacular Beach- front home, includes linen
Our stay at Lisa's place was very pleasant. Her home is very nice with a lovely view of the lake and plenty of space for large families (we were only four people but can easily accommodate a few more). The neighborhood does not have a lot of car traffic which is great for walking and jogging around the lake. And it is also relatively close to Falmouth downtown and convenient stores. Lisa was very easy to communicate with and is very courteous and friendly. She really seems to care about her guests' comfortability. It was a pleasure dealing with her. Thank you, Lisa!

“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!

Little Boho Retreat by the Beach
We spent a lovely and peaceful week at this charming cottage. Beach time, watching little foxes scamper by from the deck, lounging, dining nearby, everything was wonderful. This cottage is food for the soul!

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
It is a lovely holyday flat A bit old but totally fine. More space then expected and everything needed was available.

Onset beach, Cape code.Private Waterfront cottage
Cute spot! Loved the ease to the water! Got in first night and they even had the light on for us. Close to anything you need!! Perfect for a Mother’s Day get anyway for me and my three girls! Fished/boated/swam and had a great time! Van was willing to accommodate a late check out for. Decent price, although we ended up heading out on time I was grateful for this! Can’t wait to go back! Thanks Van and Family!!!

Ocean Front Cottage (7 nt. Min. stay July&Aug)
Lynda was very responsive. The cottage was as described and the beach was right there!
Quick stats about holiday rentals with a kayak in Dennis
Total rentals
100 properties
Nightly prices starting at
$51 SGD before taxes and fees
Total number of reviews
7.5K reviews
Family-friendly rentals
80 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
50 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
- Oyster Harbors Beach
- White Horse Beach
- Kalmus Park Beach
- Ridgevale Beach
- Chapin Memorial Beach
- Peggotty Beach
- Scusset Beach
- Minot Beach
- Forest Beach
- Lighthouse Beach