Cottage holiday rentals in Dennis Port

We had a wonderful weekend away. The location is amazing with a short walk to the beach. The house was exactly as described and we were so impressed with the quick communication!

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.

We had such a great time visiting Cape Cod. Christina was an awesome host, and the home was lovely. My kids loved the hot tub, and the costal decor. I appreciated the well stocked kitchen and personal touches. Great mid cape location!

Perfect cottage that is cozy, comfortable, and clean. Nice little walk to a gorgeous beach. Wonderful hot tub to relax in at the end of the day or with your early morning coffee. I visited in April and truly enjoyed the solitude and quiet. Cute shops and friendly locals. Definitely recommend visiting the Boardwalk (over the marsh leading to the beach), Sundance (vacation clothing perfected), and the Cancer thrift shore (filled with hidden gems)! If you have littles the Green Briar Jam and Nature Center is adorable with a cute, short hike with pictures and signs through a wooded area.

First, Art was great to work with: near immediate helpful responses. The home is as described but still bigger than we imagined. Second was the location: right on Sands pond with a dock and boats we could use. It's on the end of a cul de sac with direct access to hiking trails and cranberry bogs that the dog (and us) really appreciated! Easy access to all Cape attractions - you can't go wrong with picking this home for your Cape experience!

We had a wonderful stay at the Front Cottage on Monomoscoy Island. a very cozy and comfortable space for our family of four + pup. We spent a 3-day weekend for my birthday. Slight mixup when we arrived but Ann was very responsive and everything was cleared up quickly. We really appreciated that. Takeout from nearby Moto Pizza the first night was spectacular. Day 2 was breakfast at Moonakis Cafe and a stop at Coffee Obsession in Falmouth, definitely recommend both of those. We took in the winter beach scenery at Mashpee town beach in the afternoon and then snacks, games, and beer flights at Bad Martha's - such a fun spot! Movie on the cozy couch and ice cream sundaes later for my birthday. Day 3 was sleet / rain so we stayed in with coloring books, board games and puzzles, watched the rain on the water and the ducks playing. It cleared up enough in the evening for the grownups to enjoy the hot tub. Checkout was easy and late enough for us to have a relaxing final morning!

Great location and the house was exactly as described. Perfect get-a-way. Particularly enjoyed the short walk to the beach for sunrise and sunset strolls!

I stayed at the Chatham Cottage for three nights with my sister and niece. It was a girls’ weekend in late March. The neighbors and street traffic were quiet. We stayed in most of the time watching movies. There are a few restaurants close by and we went out a couple of times to eat. The beach is close and walkable from the cottage. All the rooms were very clean. The beds were very comfortable and there was plenty of linens and towels. The kitchen had essentials, coffee, olive oil, salt, etc. We brought all our food and snacks from home, even though there is a Stop and Shop nearby. Anything you may have forgotten to bring will probably be in the cottage. Meaghan offered early check in and late checkout since the cleaners finished early and were returning after 11:00 on the check out day. We all enjoyed our stay.

Cannot say enough good things about the stay and the hosts. The place was beautiful and clean, conveniently located and we loved the short walk to the beach. We spent each day exploring a different city, and we felt perfectly located to be in a comfortable, peaceful area away from everything but not too far from anywhere we wanted to go. Pups loved the yard, lots of room for them to run and play. The hosts were friendly and helpful. Couldn’t have picked a better place for the first vacation with our baby.

Spent the month of November at this home, enjoying the peace and quiet of the off-season, as many attractions close during this time. Less than a mile walk through the neighborhood to Smugglers Beach! The home is centrally located for exploring the entire cape (about an hour to P-town on one end and Falmouth on the other). Hyannis with its big box stores was 10 minutes away when we needed supplies we couldn't find in Yarmouth. We also drove up to Hingham and took the Ferry into Boston, avoiding the city traffic. The house was so cozy and very cared for by Sakie and Jeff! The couches and beds were comfy. The kitchen had everything we needed. We used the fireplace most evenings. The wifi was excellent for remote work. It was too cold to enjoy the backyard, but so nice that it was fenced in for our dog. Sakie and Jeff were the perfect hosts, checking in to ensure we were okay and quick to answer any questions. We loved our stay here and highly recommend it!

Sue's place was perfect for our mother-daughter weekend. Sue provided a comprehensive list of restaurants in the area, but we prepared all of our meals in the kitchen, which was well-appointed, very much appreciated. We enjoyed daily walks to the beach. Though it was off-season and overcast, inside it was perfectly cozy. The fireplace was great to return to. Sue was quick to return texts, and very welcoming. The snack basket was well received! Would highly recommend.

Ana’s home is adorable and had everything we needed for our brief stay. We enjoyed peaceful walks down to the water and coffee on the patio. The house was spotless and filled with fun things to look at, interesting books and cool artwork. The outdoor shower in October was a dream! We wished we could stay longer and would definitely stay here again.

A nice mini family get away, close to ocean truly only 300 steps away ( husband counted 😊) small space but fits a family of four with two teens well. great backyard outdoor patio space to relax and enjoy sun. Really well stocked with amenities and dog friendly.

We were looking for a small place on the Cape off season- that took pets- and they are few and far between. The fact that Joe’s place was available was amazing enough, but the clean and charming old Cape Cod vibe was a delightful bonus.

This was our 3rd time staying at the Hobbit Cottage. It’s become a home-away-from-home for us. Just love the location and the comfortable nature of the place. It’s always clean and welcoming and the marsh in the backyard provides lots of wildlife enjoyment. Brenda is a great host. She’s very attentive and helpful. I just can’t say enough good things about the Hobbit Cottage!

It’s even better than the pictures, trust me. Prime location between beaches, restaurants, activities (like aquarium), and the ferry to Martha’s Vineyard. It’s exactly where you want to stay when visiting Cape Cod. We stayed for several nights with our kids and immediately fell in love. Marcy is the perfect host. You can’t go wrong with this place — book with confidence.

I grew up in Dennisport and this was my first time coming back in as many as ten years. Brads place captures all the charm of old school Cape Cod, coming from a real deal born and raised Dennisport local. I absolutely can’t wait to come back! Thanks for being flexible with me when I needed to extend my trip, Brad! -johnny

My wife and I were delighted to stay at this cozy cottage on Cape Cod. Everything from the charming decor, meticulous landscaping, and irresistible porch swing made us feel like we were staying somewhere special: a place both familiar yet new. We look forward to returning and enjoying this little gem on the Cape again soon!

We loved our stay, everything was clean and very comfortable. The host is terrific and responsive. Great location and nearby amenities, the neighbors were all very friendly. The location was perfect for a visit to cape cod. I would definitely stay here again, I can’t say enough how much we enjoyed our stay!

We stayed here for our anniversary and had a wonderful time! Location was very convenient and the nearby restaurants were really good. The place was very clean and comfortable would definitely recommend.

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

We had a wonderful few days at Betty’s cozy cottage in Brewster. Centrally located near a supermarket, restaurants, and the Cape Cod Rail Trail. It was easily accessible from the main highway and convenient for day trips around the Cape. The cozy cottage is set in a small neighborhood of other cozy houses. Upon arrival Bruce had left a note with a few issues for us to beware of during our stay. The front storm door had to be manually closed due to a broken piston. Also, the mini split wasn’t working but luckily there was electric baseboard heat available. The cottage is right off the main road and could hear some road noise of vehicles passing during the night. Overall, the space was clean and just enough for two people. We enjoyed having a small kitchen with a stove, oven, fridge, coffee maker, and sink to prepare meals. We also used the grill during our stay. We would definitely consider staying here again.