1,244 Dennis Holiday Rentals

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Compare Dennis holiday rentals from 10 rental sites including HomeAway, TripAdvisor, WeNeedAVacation and more, ranging from $32 to $6999 a night.

Information about Dennis

About Dennis

Located in Barnstable County, Massachussetts, Dennis is a cute coastal town situated near the center of Cape Cod. The town is made up of five distinct villages and features scenic historic districts that link back to the whaling days. Dennis combines its traditional New England heritage with modern-day conveniences, and has much to offer visitors including 16 inviting beaches, recreational trails, and well-developed business districts.

Things to Do In Dennis

Dennis is home to many stunning beaches, including Mayflower Beach, Corporation Beach, and Howes St Beach. There are also many historical points of interest, such as Jericho House and Barn Museum, Scargo Tower, and the Cape Cod Museum of Art. For those with an affinity for the arts, Scargo Stoneware Pottery & Art Gallery sells many beautiful pieces, and the Cape Playhouse is home to various arts and theatrical performances. Other fun spots to visit include Hokum Rock Blueberry Farm, Swan Pond River for boating, Jericho House and Bar Museum, and Sea Dog Fishing Team and Charter Tours for a day out on the water.

Day Trips Near Dennis

Dennis is conveniently located near other towns and coastal communities, just a few minutes’ drive away from towns including Yarmouth, Barnstable, Pleasant Lake, and Harwich. Slightly further away are the towns of Chatham, Orleans, and Eastham, while Martha’s Vineyard is a 30-minute flight by plane, or just over an hour by ferry and taxi. Dennis is just over two-and-a-half hours from Nantucket, which makes it an easily accessible destination for a quick day trip or a longer getaway.

Dennis Accommodation

Dennis is made up of five villages; East Dennis, West Dennis, South Dennis, Dennis Port and Dennis, and all of them have scenic historic districts, public parks, as well as their own individual libraries and post offices. South Dennis is located close to the geographic center of town and is also the starting point for the Cape Cod Rail Trail – a paved bikeway that runs 22 miles to Wellfleet. East Dennis and Dennis are located on the north-side of town, and Dennis Port and West Dennis are on the south-side. The north and south ends of Dennis offer coastal access, while the east and west border on neighboring towns. From spacious estates and homes with water views to smaller condominiums and townhomes, there are a variety of places you can choose from that will make your stay in Dennis more relaxing and pleasant.

Transportation In Dennis

To get around Dennis, many locals and visitors ride The Breeze, which is a local bus service offered by the regional transit authority. The main terminal for all buses is located at the Hyannis Transportation Center.

Vacation Rentals in Dennis

Find the best Dennis vacation rentals with Tripping.com. Choose from 3537 rentals, from studio apartments to luxurious condos to entire cabin homes. Book in advance or book instantly with properties marked as “Instabook,” with prices ranging from $32 a night to $6999 a night.

Our Tripping.com vacation rentals will save you hundreds, offering more amenities than the average hotel room. Going on a business trip? 2739 of homes in Dennis offer high-speed wifi internet so you won’t miss a beat. Travelling with kids? Have them splash around in any of the 288 rentals with pool or jacuzzi, or relax with the family in one of the 3176 homes with cable TV.

For all those dog lovers and cat lovers, Dennis offers 426 pet-friendly vacation rentals at an affordable price. Book the perfect vacation home that best matches your budget and accommodation style. For the ultimate stay, check out our listings now to grab the latest deals.

Search properties from 10 rental sites in Dennis where the top providers in that area are HomeAway, TripAdvisor, and WeNeedAVacation. There are 1261 HomeAway rentals, 886 TripAdvisor short term rentals and 678 WeNeedAVacation vacation rentals.
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