Vacation rentals in Dennis Port

Oyster Isle-Steps from the Beach!

A perfect seasonal escape, come enjoy the ocean waves and sunshine at this beach retreat! Spend time with family and friends exploring all the Cape has to offer in lively Dennis Port. Located steps from Haigas Beach, nearby playgrounds, ice cream shops, restaurants (Ocean House, Sandbar, Pelham House) and more. This 1 bedroom cottage comes fully equipped with a queen bed, beach essentials, outdoor shower, full kitchen & living space, A/C, parking, just steps from the beautiful Nantucket sound.

Ocean view with private beach

Ocean view two bedroom beach cottage steps from the ocean! Cottage is simply furnished, but the location can’t be beat! Equipped with one parking spot, Wifi, and a smart TV, this peaceful cottage is perfect for families, couples, and friends. Steps away from the Pelham House resort and a short walk to the Ocean House restaurant, Sundae School, and Woolfie’s Bakery and many other Dennis Port gems. The Space - Master bedroom has a queen - 2nd bedroom has a twin bunk - Couch in the living room

Tiki Bar, Firepit, Pond View | Cottage near Beach

🐾 Dog Friendly - Doggy door, your pup can come and go to the fenced backyard freely. 🏖️ Walk to Beach - Cape escape just 1/2 mile from 3 ocean beaches! 🛏️ Sleeps 3 (1 Queen/1 Sofa Bed) in a cozy cottage. 🛁 Relax & Unwind - Enjoy a Tiki Bar with TV in fenced private backyard. View of the pond, outdoor shower, grill and firepit. ❄️🔥 Comfort All Year - Split AC/heat, plus a fireplace for those chillier nights. 🎯 Charming small spot in Dennis close to Nantucket Sound, and downtown Chatham

Billy's Beach Bungalow

Step into vacation mode at this stunning, fully remodeled Cape Cod retreat, designed to deliver the ultimate coastal getaway. Located on the exclusive bay side of South Dennis, you’ll be less than 10 minutes away from Mayflower Beach, Corporation Beach, Chapin’s Bayside and more! Enjoy high-end finishes, a designer kitchen, two spa-style bathrooms, and a finished basement perfect for entertaining. Outside, relax in a private fenced-in yard with an updated outdoor shower, deck, and fire pit!

★TINY HOUSE★4/10mi Beach & Village★Pet OK★2 Bikes

Welcome to SAND PEBBLE COTTAGE! We are PET FRIENDLY! ($25/nt) This 300sq.ft "TINY HOUSE" walk to ocean beach, dog park & Dennisport village At the end of a cul-de-sac, this tiny cottage has everything you need ✅ 4/10mi to beach & village ✅ Kitchen w/marble counter ✅ 2 Bike w helmets ✅ Deck w/furniture & charcoal BBQ ✅ Parking-2 cars ✅ Separate bedroom ✅ Full A/C ✅ Bring your sheets/towels- or our cleaners can provide for a charge ✅ Pet friendly-only 1 pet $25/nt

Oceanview Cottage, Million $ View Sea Street Beach

Oceanview Cottage! Everything you will need for your Cape Cod stay including the best view. Wake up to the scent of the ocean, see and hear the waves, make your way down to the sand to sink your toes right in. We have fully updated everything in this home. Newer furnishings, including a full kitchen, bath, central AC, outdoor shower for your stay! You won't believe your eyes and the changes we made! Cape Cod decor, homey, and warm! Quick stroll to The Pelham Rooftop Restaurant!

The Cape Cod Perch at West Dennis Beach Studio Apt

Take it easy at this unique and tranquil getaway just a short walk from three Nantucket Sound beaches. This 300-square-foot studio apartment on the second floor of our home. With a brand new Weber grill, picnic table, and fire pit, there is plenty of outside living. Trotting Park, South Village, and West Dennis Beaches are all walkable. Enjoy food from Sandbar, Swan River Seafood, Chapin's, Cleat & Anchor, & Bandera's Market in the summer. Call off season.

#6 Ocean Oasis Studio, 300 Yards to Glendon Beach

Newly renovated 250 square ft studio at Near Beach Rentals. 300 yards to Glendon Beach. Fully furnished studio waits for your Cape Cod getaway. Head to the beach in the morning and you're close enough to walk back for lunch. Studio comes with a queen bed, a twin bed, kitchenette with stove, fridge, coffee maker and microwave, air conditioning, 40" smart TV, newly renovated bathroom, Wifi, and access to the shared courtyard with grills and furniture.

2 Minute Walk to Beach, Cape Cod Escape

NEWLY RENOVATED. This family friendly beach cottage is centrally located to restaurants, ice cream shops and beaches; two minute walk to Haigis Beach. It has A/C, open living space, full kitchen, large sunny deck, outdoor shower, children's games, beach chairs and beach toys. Enjoy the convenience of being in walking distance to many of Dennisport's south side beaches and avoid beach traffic, parking lot fees and closures.

Sea Cottage - Dennis Port

Escape to the serenity of Dennis Port with this delightful 2-bedroom, 1-bathroom cottage that promises the quintessential Cape Cod experience. Nestled in a prime location near pristine beaches, this property offers the perfect blend of coastal living and comfort. 0.5 Miles to Inman Road Beach 0.5 Miles to The Ocean House 0.7 Miles to Raycroft Beach 0.9 Miles to Pelham House Resort 0.9 Miles to Sea Street Beach

Walk to beach - firepit - fireplace

Classic Cape cottage with new bamboo hardwood flooring, updated kitchen, beautiful new tiled bath and overall decorated like a true Cape Cod cottage. *There is parking for 2 cars only.* Linens can be provided for a fee of $20 per bed. One dog under 50 lbs. $50 wknd/$100 week pet fee. No Cats allowed. Walk to beach, Seaview Park and restaurants/ice cream. Nice patio with firepit and large yard.

Dennis Retreat

Family-Friendly Coastal Cape Cod Escape Create cherished memories at this delightful 2-bedroom, 1-bathroom home in Dennisport, Massachusetts. Perfectly located just a 5-minute walk to a tranquil inlet, you can kayak your way to the ocean or simply enjoy the peaceful surroundings. This home is designed for families or small groups seeking a relaxing summer retreat on Cape Cod.