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Visitors to Cape Cod will love the Dennisport vacation rentals available from NEVR. Our comfortable Dennisport vacation rentals provide space for your family or friends to relax, while still being nearby all the best activities and attractions on the Cape. Browse through our Dennisport rentals below to find the perfect place to stay! #BookNEVRDirect!

Dennisport Cottages | Dennisport Weekly Rentals

From Mid June to until Labor Day–7 Night Friday Arrival is Required.
If you need help planning a shorter off-season stay, please contact our reservation team.

Click Below to Book a Dennisport Vacation Rental!

Ocean View
Private Beach Access
Walk to beach (.5 or less)
Waterfront (Lake/Pond/River)
Walk to town (.5 or less)
Bike Trail (.5 or less)

Central Air Conditioning
Slimline A/C - ductless
A/C Units
Heat (for off season)
Linens Included
Fenced Yard

Private Pool
Community Pool
Private Hot Tub

Dog Friendly

On Special

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Beds | Baths | Half Bath | Guests
Central AC

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Dennisport is one of the five villages that make up the community of Dennis on Cape Cod. It is situated on Nantucket Sound. The town has a rich seafaring history, which still continues to this day. You’ll find the waterways full of fishing and private vessels. Within the town, you’ll find stately mansions, including historic sea captains’ homes. Many are still private homes, while others have been converted into bed and breakfasts and other historic landmarks.

Our Dennis Port cottages rentals exemplify the New England way. Sturdy, charming, and decorated in a simplistic style that embraces luxury, the wood floors, brick fireplaces, and casement style windows offer both charming luxury and practical beauty. Spacious, light, and warm, happy memories will be made in these sweet abodes. Your unforgettable New England vacation begins and ends inside the doors of our New England Vacation Rentals Dennis Port cottage rentals.

The fully equipped kitchen in your Dennis Port cottage rental makes cooking a dream, but you’re on vacation, and sometimes a good, hearty breakfast cooked, served, and cleaned up by someone else is the best part of your trip! The Red Cottage offers home cooked meals and a charming New England style, and the ample portions served here will surely bring a smile to your rumbly stomach!

Sights & Activities in Dennisport

The beaches of Dennisport and the entire Cape Cod region are considered some of the most beautiful in the world. Dennisport beaches are situated on Nantucket Sound, where you can enjoy swimming, boating, and windsurfing. Don’t miss Sea Street Beach which offers some of the best views around.

The beaches in Dennis Port are known throughout the world for their charm and beauty, but when you feel the need for peace and quiet, the nature paths at Swan Pond River are sure to touch your soul. Kayaks are available for rent at Cape Cod Waterways Boat Rental, should you feel up to a little extra excitement!

The Jericho House & Barn Museum in Dennis Port is a wonderful place to get a glimpse into our historic past. If you feel like venturing outside of town, the Cranberry Bog Tours in Harwich are definitely one of the area’s most unique tourist attractions! Family time is fun time when playing a competitive game of miniature golf at Susan’s Gardens Mini-Golf, and the butterfly gardens add to the experience!

Also within Dennisport, you’ll find a area that boasts an artistic community, known for its historic roots. You’ll find art galleries and museums, along with theatrical and musical offerings. Some town highlights include the Dennis Port General Store where you can shop for a variety of items from souvenirs to kitchen gadgets.

The kids in the group and anyone with a sweet tooth will love a visit to Stage Stop Candy. This shop is housed in a Victorian home and is chock full of sweets including fudge, truffles, chocolates, and more! Other great family friendly attractions in Dennisport include Sundae School Ice Cream with a self-playing piano and the Holiday Hill Family Fun Center.

Dennisport offers wonderful dining opportunities, including tasty seafood restaurants known throughout the region. Because of the historic nature of this village, you can find restaurants that have been owned for generations, and of course, many that offer those fresh “catch of the day” menu offerings. As your vacation draws to a close, be sure to stop in to the Hydrangea House Gift Shop & Art Gallery to pick up a few souvenirs for you, your family, and the friends who couldn’t join you on this magical New England vacation!

Stay in Comfort

When planning your Dennisport vacation, let New England Vacation Rentals help you find the best Dennisport vacation rentals for your group. Whether you want Dennisport cottage rentals for a romantic getaway or any other Dennisport rentals, we can help you find the best accommodations around.

One of the best reasons to choose rentals from New England Vacation Rentals, is the space you will have. Rather than a small hotel room, you and your group will have an entire home to enjoy. You will find amenities such as a full kitchen and multiple bedrooms. Call us today to make your reservations for your Dennisport getaway!

Or visit Wikipedia’s travel page to learn more about Dennisport today! (https://en.wikivoyage.org/wiki/Dennis)

FAQs About Dennis Vacation Rentals

Q: What is a fun fact about Dennis?

A: There are lots of interesting facts about one of our favorite coastal villages, but perhaps the most fascinating and fun one involves the Cape Playhouse. Located at 820 Main Street in Dennis Village, it is considered the oldest continuously running professional summer theater in the nation. Its doors opened in 1927 and some of America’s greatest superstars have performed on its stage, including Humphrey Bogart, Bette Davis, and Henry Fonda.

Q: Are any of your Dennis vacation rentals on the beach?

A: The water that surrounds us is one of the biggest attractions of Cape Cod, and we would be remiss if we didn’t offer at least a few homes on its beaches. More than a few of our Dennis homes feature backyards that are sand and sea, enabling guests to enjoy the ultimate beach vacation on Cape Cod.

Q: Where is a good place to enjoy a Boston cream pie?

A: The Underground Bakery, located at 780 Main Street #6A, is known throughout the Cape for its delicious baked goods, including our state’s namesake dessert, the Boston cream pie. They also specialize in wedding cakes, in case your vacation on Cape Cod involves a wedding.

Q: Is that cute little white house with gingerbread trim and blue shutters on Main Street really a library?

A: Originally a personal residence constructed in the 19th century, the South Dennis Village Library has had many incarnations over the years, including a cobbler shop and the home of a local poetess, but it has been the South Dennis free library for over 100 years.