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

The Wellfleet Beach House. Sleeps 6
This is by far the nicest home we've stayed in through airbnb. Everything about the house is beautiful: the furniture, the beds, the artwork, the kitchen, the bathrooms. We could tell that a lot of attention went into the design and decoration of the house. The location was perfect and the house is on a beautiful and well kept plot of land with great outdoor space. Barry was very responsive to our questions and even reached out to see how we were coping with five (!) days of cold and rainy weather. The house made those days delightful!!

* 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.

The Cape Codder: Large Yard, Steps to Town & Beach
This was the best place we stayed at on the Cape! We felt like home . A beautiful spacious home , great back yard , close to the beach , restaurants, ice cream place , playground . The host was very responsive and a pleasure to deal with . Thank you for letting us use your home . We love it and we will definitely return !

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!

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.

NEW! Water Views + Dog Friendly Cape Cod Retreat
Quiet neighborhood and lovely sitting out on the deck with the sounds of nature. The property was well appointed inside with everything working as it should and well maintained.

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!
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 relaxing vacation - we stayed for almost 2 weeks. The cottage was just as pictured and described - delightful and comfortable. Outdoor space was excellent with many seating areas so we could choose sun or shade or a partial shade all hours of the day. It was very useful having a washer and dryer during our stay, too. The kitchen was well equipped and worked great for us. The neighborhood was quiet and private. Doug and Robin were very responsive, not that we had any issues! We just wanted to know garbage and recycling days!! Wifi and TV were excellent. We highly recommend this cozy cottage and we would definitely come back!

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!

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

Beachfront at Days' Cottages! Renovated, Kayaks!
Great stay in Truro with friends for a girl weekend. The cottage is clean, cute and had the basic necessities for a weekend. The location can’t be beat being right on the beach and we loved it! We had 4 people in the cottage and it is quite tight. The two full beds are up against walls so while you can sleep 2, you’d need to climb over the other to get out. Getting ready was challenging with the mirrors in very tight quarters in the bathroom and bedroom and not a lot of room to put your things. The sofa in the living room was really comfy and nice to wake up to views. Overall, great spot and stay but would likely opt for a hotel in the future to get more value for what we paid in terms of space and overall comfort. We did know the cottage was small going in so no regrets there.

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!

Sand Pond Perfection
Darrell’s home was exactly what my family and I were looking for! It was quiet and peaceful, but close enough to enjoy Harwich Port and Chatham. It was also incredibly clean! What stood out the most was how friendly and responsive Darrell was. He answered all of our questions prior to booking, prepared a highchair and travel crib for our son, and was very flexible with check in and check out time. Not only would we love to go back, but we’d also be quick to recommend to family and friends.
Quick stats about holiday rentals with a kayak in Orleans
Total rentals
20 properties
Nightly prices starting at
$219 SGD before taxes and fees
Total number of reviews
730 reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi
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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
- Scusset Beach
- Peggotty Beach
- Forest Beach
- Lighthouse Beach
- Corporation Beach