
Cottage holiday rentals in Dennis
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Top-rated cottage rentals in Dennis
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Popular amenities for cottage rentals in Dennis
Cottage rentals with a hot tub

Gold Anchor Cottage - private hot tub getaway!
Carl’s cottage was the perfect little get away! It was just the right size for me and my husband and very close to the beach. The yard was a bit overgrown but other than that, a great place!

Hideout at Water's Edge, 131 North Shore Blvd, #4
Teagan’s place was exactly as described. Had a girls trip memorial day weekend and the spot didn’t disappoint. There were enough beds to accomodate us, it was spacious and very clean. We could see the beach path through the sliders and we were able to walk right down to the beach. Unfortunately there was a huge storm during half our trip but the cottage was such a cute spot to just chill and relax while waiting out the storm.

Best Little Beach Cottage!
Mazie was great host and her place was perfect for our family. Walkable to beach. The kids could ride their bikes on the dead end road and they had a little candy and Icecream store they liked to bike to not far. The inside was great. We had four kids and our two youngest loved the little loft area as their room. The backyard was great for relaxing grilling and the outdoor shower was perfect to have for back and forth trips to the beach all day. Mazie was a great host and we are grateful for our stay at her beautiful home.

Lakeside Waterfront House in Harwich: 4+beds, 3bth
Art is simply amazing to deal with for a host very responsive, home is beautiful right on the lake plenty of room for 2 -3 families..this is our 3rd year staying and hands down our favorite airbnb.

Blue Anchor Cottage - private hot tub getaway!
Very good place Cousy my husband and I love the jacuzzi my favorite part!❤️ ..I didn’t really like the patio kinda of simple but other wise everything was good well recommended for a couples!
Pet-friendly cottage rentals

Beach Cottage, without going over bridges to Cape!
This was the perfect stay for us to explore Cape Cod and Boston. It was central and only about an hour to two hour drive for all the activities we were hoping to do. The place was clean and so cute and comfortable. We would highly recommend!

Sweet Cottage w/ yard, 1.5BR, Walk to Town & Water
Sweet, cozy house that’s perfect for 2-3 people. Very comfortable bathroom and kitchen, esp for a smaller house. Great outdoor space and loved the rope swing!

Charming water-front cottage on Martha's Vineyard!
We had such an amazing time at Anne’s beachfront cottage. My girlfriend, pup and I spent about a week there to celebrate my birthday and staying here while on the island made it such a stress free trip. The house was well-stocked with supplies, towels, and pantry items that we would have otherwise forgotten to bring. The LOCATION was unbeatable, close to everything while still being secluded from the main road. The backyard views were immaculate, sitting on the beach for the sunset and enjoying the breeze, playing in the water with the dog. We all loved it! My only minor complaint is that the beach got a bit dirty with seaweed by the end of our stay, but I know that’s unavoidable due to the position within the cove. We would definitely come back for a future stay on the Vineyard!

Adorable Gray Gables Beach Cottage
It was our second time staying at Amanda’s beautiful cottage and we hope not the last! The space is adorable and very spacious for a couple or a couple plus a guest (which was the case on this visit). The garden is a wonderful oasis to hang out and have meals and we appreciated Amanda being flexible to allow us to bring a solo stove. The area is so rich with wildlife and Mashpee Neck and the causeway beach are the best. We had an amazing time and can’t wait to come back.
Cape Cod Classic Cottage Near Forest Beach
Great little cottage. The only “complaint” would be that the king bed is a little worn in but otherwise very comfortable and the shower does leak water so just be sure to lop it up and put some towels down, otherwise fantastic stay.

Coastal Cottage — 7 min walk to private beach
This was our second stay and though it rained and was very windy , we enjoyed our neighbor walks during the brief periods of sunshine. The cottage was perfectly clean and had everything we needed. Both of our stays were planned so we could visit with family that lived just two streets away. Proximity to the beach and great restaurants made our stay very relaxing. We will definitely plan another stay.

Onset beach, Cape code.Private Waterfront cottage
We had such a peaceful and relaxing stay! The setting was incredibly serene, and we felt completely at ease the entire time. All of the amenities, especially the boats and kayaks, were very accessible, and we used them throughout our stay — it really made the experience special. We also loved spending cozy nights around the campfire, which added such a warm and memorable touch. There was so much for the kids to do, and they had a fantastic time as well! The host was so kind and welcoming, and communication was very easy from start to finish. Everything was thoughtfully prepared, and it made for a truly wonderful getaway. Highly recommend for anyone looking for a quiet, fun, and family-friendly escape!

Charming Cottage near Beach and Ferry.
We traveled to the cape for a youth soccer tournament and wanted to find a place with room for our family and dog. Daniel's cottage was perfect for our family of 4 - a nice cozy cottage with beach access, all the comforts of home, and a great location. Daniel was a great host - proactive friendly location and a clean house with everything we needed.
Private cottage rentals

Steps to the Beach, Ocean View Dennisport Cottage
We had a wonderful time! Beautiful location, so much to do, and very cozy. Kerry made sure the cottage had plenty of accommodations and the decor and presentation was charming to boot. We got to sit outside and listen to the waves right across the street every morning and night. It was a great experience for our first trip to the Cape and we can’t wait to stay again.

Charming Cape Cod Cottage - Short Walk to Beach!
It was a perfect location from the cousins cottage and the grandparents cottage. A great week

Cozy Cottage 100 yds to the Beach! (93)
I would give our hosts Jenn and Jamie a 10 out of 10 if I could! They were very responsive and a pleasure to work with. The unit was exactly as described, and we are already looking to see when we can go back! We loved it.

Cozy Summer Cottage w/ Water Access
My wife and I stayed at May's place while visiting family on Cape Cod. As described, it's a cozy little cottage, which was just what we wanted. Quiet neighborhood. Most of our time was spent on the delightful patio. A short night-time walk to the pond was exceptional with moon light reflecting off the water. Next time we're on the Cape, we definitely return.

Charming Cape Cod Getaway near Beaches
Great little home, very clean and organized. The cottage was updated and was very nicely designed for the space. Location was perfect for us, quiet neighborhood and close to many food and activities options. House was stocked with all the main essentials and prepared very well for guest. Host Nina was quick to respond to any of our questions.

2 Minute Walk to Beach, Cape Cod Escape
This is our second time staying here. The location is excellent and the cottage comfortable. Planning our next visit.

Pleasant 2BR cottage | big yard | walkable 2 beach
We recently had the pleasure of staying at 27 Pleasant St in Dennisport, and it was nothing short of perfect. The cozy space brought back fond memories of past summer getaways, with its proximity to the beach and its welcoming, homey feel. The cottage was the ideal blend of old charm and modern comfort, offering everything we needed for a relaxing few days. From morning coffee on the patio to evening strolls to Sunday School for ice cream, we created incredible new memories that we'll cherish for years to come. A heartfelt thank you to Susan as her hospitality made our stay even more special. Their thoughtful touches and attention to detail made us feel right at home, and she was always available to answer any questions. If you're looking for the perfect spot in Dennisport, I highly recommend renting this lovely cottage. It's a little slice of paradise that invites you to relax, unwind, and make unforgettable memories of your own.

Cape Cod Charm with Modern Style--Fully Renovated
Our family of three, two adults and a toddler fit perfectly in the cottage. Everything was really clean, well maintained. The grounds were beautiful, we would definitely go back!
Quick stats about cottage rentals in Dennis
Total rentals
190 properties
Nightly prices starting at
₹6,863 before taxes and fees
Total number of reviews
11K reviews
Family-friendly rentals
170 properties are a good fit for families
Pet-friendly rentals
40 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
- Owen Park Beach
- Coast Guard Beach
- New Silver Beach
- Onset Beach
- Nickerson State Park
- Oyster Harbors Beach
- Pinehills Golf Club
- Scusset Beach
- Inman Road Beach
- Kalmus Park Beach
- Ridgevale Beach
- Cahoon Hollow Beach
- Minot Beach
- Peggotty Beach
- Lighthouse Beach
- Forest Beach