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

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

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.

Local Beach+ Fireplace + Hot Tub Under the *Stars*
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!

Blue Anchor Cottage - private hot tub getaway!
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.

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

The Front Cottage: Waterfront/Dock/Hot tub
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!
Pet-friendly cottage rentals

Hobbit Cottage with Marsh View
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!

★Waterview ★Pet Friendly ★Kayaks ★Trails ★
We had a wonderful stay at Victoria’s place. The cottage was very clean and had everything we could need. We love that it is pet friendly as our dog travels with us everywhere. We love the extra added touches of treats for us and our dog. The lake and surrounding area is absolutely beautiful and the neighborhood was very peaceful. This is our second stay at Victoria’s place and we will definitely be staying again!
Cape Cod Classic Cottage Near Forest Beach
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.

Summer Cottage Close to Beach! - Dog Friendly
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!

Walk to beach - firepit - fireplace
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.

Charming cape cod cottage
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.

Cozy Storybook Cottage-Cape Charm, Dog Friendly
This was our second time at Peter’s place. Can’t beat the location for stay in Harwich. It has everything we need and is incredibly cozy for 2 guests.

300 STEPS TO OCEAN★Firepit★Pet OK★Bikes★BBQ
Truly professional hosts that care about their visitors. Little things like coffee and creamer at the ready, as well as a gift waiting for you. Tastefully decorated and comfortable. Literally steps to the beach which our k9 enjoyed as well. We'll be back...
Private cottage rentals

"Shore Beats Work"- Cozy mid-Cape Cod cottage
Great stay that matched the description. Julie was an excellent host.

Cape Dreams: Beach cottage, 2BR, private beach
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

Cape Cottage Escape
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!

Cozy 1-bedroom cottage
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!

Bo's Place
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

Ocean view with private beach
We had a great time at Jonathan's place despite two consecutive days of rain. Jonathan went way beyond the normal level of service anyone might expect in renting a home through AirBNB, doing everything within his power to ensure we had a great stay. He was great in his turnaround time on every inquiry we made and delivered on every promise and then some. Randy and Tami

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.

Cozy Cape Cod Cottage W/ Beach Access
Lovely stay. Very quiet and near the water. Centrally located so getting to north or south end of the Cape was easy. Thank you!
Quick stats about cottage rentals in Dennis Port
Total rentals
50 properties
Nightly prices starting at
$80 before taxes and fees
Total number of reviews
3.7K reviews
Family-friendly rentals
50 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
50 properties include access to wifi
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- Cape Cod National Seashore
- Sandwich Glass Museum
- Owen Park Beach
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- Scusset Beach
- Pinehills Golf Club
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