Cottage holiday rentals in Dennis

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Popular amenities for Dennis cottage rentals

Cottage rentals with a hot tub

Guest favourite
Cottage in Sandwich
4.9 out of 5 average rating, 209 reviews

Gold Anchor Cottage - private hot tub getaway!

JaneRating, 5 stars6 days ago
Queen bed was comfortable! Shower was nice. Quiet location. Carl communicated well.
Superhost
Cottage in Sandwich
4.92 out of 5 average rating, 271 reviews

Hideout at Water's Edge, 131 North Shore Blvd, #4

LydiaRating, 5 stars2 weeks ago
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.
Cottage in Dennis Port
4.79 out of 5 average rating, 87 reviews

Best Little Beach Cottage!

JacobRating, 5 stars22 months ago
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.
Guest favourite
Cottage in Sandwich
4.91 out of 5 average rating, 218 reviews

Blue Anchor Cottage - private hot tub getaway!

CarmenRating, 5 stars2 weeks ago
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!
Guest favourite
Cottage in Harwich
4.85 out of 5 average rating, 26 reviews

Lakeside Waterfront House in Harwich: 4+beds, 3bth

ColinRating, 5 stars5 days ago
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 .

Pet-friendly cottage rentals

Top Guest favourite
Cottage in Bourne
4.97 out of 5 average rating, 240 reviews

Beach Cottage, without going over bridges to Cape!

LouiseRating, 5 stars3 days ago
This is our second time staying at Kendra’s cozy home. So clean and cozy felt right at home. I don’t think I have ever stayed in a place with more linens available if needed. Also enjoyed the quiet fenced in yard. We love our walks around the neighborhood and down to the beach with our pup. We will definitely be back!
Top Guest favourite
Cottage in Oak Bluffs
4.94 out of 5 average rating, 144 reviews

Charming water-front cottage on Martha's Vineyard!

AustinRating, 5 stars9 months ago
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!
Guest favourite
Cottage in Tisbury
4.9 out of 5 average rating, 167 reviews

Sweet Cottage w/ yard, 1.5BR, Walk to Town & Water

EmilyRating, 5 stars8 months ago
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!
Guest favourite
Cottage in Chatham
4.95 out of 5 average rating, 171 reviews

Cape Cod Classic Cottage Near Forest Beach

AnthonyRating, 5 stars1 week ago
Very responsive and friendly host. Place was clean and exactly what we needed. Thank you!
Guest favourite
Cottage in Plymouth
4.96 out of 5 average rating, 121 reviews

Coastal Cottage — 7 min walk to private beach

JoanRating, 5 stars1 week ago
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.
Superhost
Cottage in Wareham
4.85 out of 5 average rating, 151 reviews

Onset beach, Cape code.Private Waterfront cottage

AkmRating, 5 stars1 month ago
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!
Top Guest favourite
Cottage in West Yarmouth
4.84 out of 5 average rating, 240 reviews

Charming Cottage near Beach and Ferry.

SaraRating, 5 stars2 weeks ago
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.
Superhost
Cottage in Barnstable
4.78 out of 5 average rating, 104 reviews

Koi pond ranch w. Game room near the lake

KatieRating, 5 stars2 weeks ago
This house was lovely. My family and our young dog enjoyed our stay very much. The outdoor area was often the point of gathering and we loved sitting out the and looking at the koi pond. The king bed bedrooms were very large and spacious. Close enough to places to drive downtown to Hyannis, the beach, or restaurants. Or even be able to get most things delivered. Overall a great place to stay with your family. Thanks for a great stay!!

Private cottage rentals

Guest favourite
Cottage in Dennis Port
4.98 out of 5 average rating, 47 reviews

Steps to the Beach, Ocean View Dennisport Cottage

PatRating, 5 stars1 week ago
My wife and I had a wonderful stay at Kerry’s place! The cottage had all of the amenities we needed, the furniture was comfortable, and it was right across the street from the beach and a short drive to restaurants and larger beaches. We enjoyed being able to walk to the beach for sunsets and that there were chairs outside if we wanted to enjoy a drink in the sun. Kerry was responsive and the place was clean upon arrival! Thanks again!
Guest favourite
Cottage in Dennis Port
4.85 out of 5 average rating, 34 reviews

Charming Cape Cod Cottage - Short Walk to Beach!

CourtneyRating, 5 stars2 weeks ago
We enjoyed the games that were available to play. Its only a half mile to the ocean!
Guest favourite
Cottage in Dennis Port
4.87 out of 5 average rating, 82 reviews

Oyster Isle-Steps from the Beach!

TaylorRating, 5 stars1 day ago
My friend and I enjoyed our stay in Dennis, it was the perfect location for our girls getaway! We were within walking distance of the beach and it was a good proximity to other towns, which we explored on cooler/rainy days! It was the perfect island cottage! The host was very responsive and sent multiple local recommendations!
Guest favourite
Cottage in Dennis Port
4.93 out of 5 average rating, 15 reviews

Cozy Summer Cottage w/ Water Access

PhilRating, 5 stars9 months ago
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.
Top Guest favourite
Cottage in Dennis Port
4.96 out of 5 average rating, 28 reviews

Bo's Place

SharonRating, 5 stars9 months ago
We had a perfect week at Bo’s place. The weather was beautiful and the walk to the beach was nice. We loved how close to lots of activities we wanted to do the cottage was. The cottage itself was cute and just the right size for my sister and I. The outdoor shower was awesome!! I would definitely book this place again. Sharon and Lynne
Top Guest favourite
Cottage in Dennis Port
4.92 out of 5 average rating, 88 reviews

Salt Cottage Dennis Port, Cape Cod, MA

SeanRating, 5 stars9 months ago
This is a cozy cottage located at the end of a dead end road just steps away from the beach. With only one other cottage between you and the beach it was nice to not have to pack a lot of supplies for a beach day. The beach was nestled between 2 other private beaches and was very clean and not rocky.
Guest favourite
Cottage in Dennis Port
4.98 out of 5 average rating, 59 reviews

2 Minute Walk to Beach, Cape Cod Escape

ValerieRating, 5 stars2 weeks ago
This is our second time staying here. The location is excellent and the cottage comfortable. Planning our next visit.
Superhost
Cottage in Brewster
4.86 out of 5 average rating, 59 reviews

BEACHFRONT Cute Cottage. PRIVATE BEACH. Great View

DavidRating, 5 stars9 months ago
we stayed for a week in August and had a fantastic time!!. the cottage is located a few stairs away from a beautiful private beach..my kids had a lot fun playing on the beach.the cottage has all what you need for a relaxing week in cape cod. short drive to restaurants and local amenities. Bruce has been very helpful and always available.we will.come back for sure.

Quick stats about cottage rentals in Dennis

  • Total rentals

    190 properties

  • Nightly prices starting at

    $123 AUD 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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