Family-friendly holiday rentals in Dennis Port

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Dennis Port

Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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Guest favourite
A duplex style cottage is surrounded by well-manicured landscaping, featuring yellow flowers and tall green grasses. A gravel pathway leads to the entrance, while tall trees provide shade in the background. The exterior showcases light gray siding and large windows for ample natural light.
Bungalow in Dennis Port
4.85 out of 5 average rating, 46 reviews

Bungalo B - Newly Renovated

Renovated duplex style cottage offering 1 bedroom, 1 bathroom with an ample kitchen, and a new patio with a firepit to enjoy those summer nights. Located in the heart of Dennis Port, 0.3 miles to Haigis Beach. Close to several other beaches, restaurants, shopping and more. Bring your bathing suit and flip flops and just relax. Additional $500 security deposit collected prior to arrival, through Airbnb,returned within 5 days after checkout, assuming no damage. Linens/towels provided for a fee

Top Guest favourite
Cottage in Dennis Port
4.96 out of 5 average rating, 151 reviews

Escape to the Cape

Description Escape to the heart of Cape Cod and enjoy a relaxing stay in my charming 2 bedroom cottage in Dennis Port. Offering a cozy and inviting atmosphere, this home is perfect for families or small groups looking for a peaceful retreat. 0.9 miles to Sea Street Beach and 1.1 miles to Glendon Beach. Close to restaurants, ice cream shops, souvenir shops, bakeries, delis, markets, golf courses, boat rentals, and other attractions. This cottage has everything you need for a memorable stay.

Top Guest favourite
Home in Dennis Port
4.98 out of 5 average rating, 287 reviews

Pet Friendly - Walk to Downtown Dennis Port!

Newly renovated - cozy, clean and bright! PET FRIENDLY! (PRE APPROVAL required) All amenities provided for an enjoyable and relaxing family vacation or quick get-a-way! Three car driveway and private outdoor shower. Five minute walk to Dennis Port Main Street shopping, restaurants, yoga, Pet Salon, and Town playground. South Side Beaches and Ponds just 1 mile away as well as Cape Cod Bike Trail minutes away! Pet friendly beaches in Dennis after Labor Day and before Memorial Day weekends.

Top Guest favourite
The image displays four sections of the cottage. A cozy sleeping area features a full-size bed with soft linens. A bright kitchen with marble counters is visible, alongside a comfortable living space with seating. An outdoor deck with furniture showcases a partially fenced yard.
Tiny home in Dennis Port
4.83 out of 5 average rating, 522 reviews

★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

Top Guest favourite
Cottage in Dennis Port
4.93 out of 5 average rating, 103 reviews

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!

Top Guest favourite
A single-story home is positioned on a large corner lot, surrounded by a well-maintained lawn. A covered front porch enhances the entrance, while landscaping features add visual interest. The semi-private driveway leads to a spacious backyard with trees in the distance.
Home in Dennis Port
4.92 out of 5 average rating, 212 reviews

SUMMERS OFF CAPE HOUSE

All new paver patio and landscaping with enormous back yard. Spacious home on large corner lot just 5 minute walk to downtown Dennis Port or Inman Beach. Fully stocked kitchen. Huge LR w/ 2 couches, large fireplace and TV/DVD. BD#1 has a queen bed with a 1/2 bath ensuite. BD#2 has a queen bed. BD#3 has 2 twin over full bunk beds as well as pack n'play for infants. Covered front porch, screened in side porch, gas and charcoal grill, horseshoe pit and spacious outdoor shower.

Top Guest favourite
The cottage showcases a classic Cape Cod design, framed by greenery and a gravel pathway. A standalone structure is visible with a sloped roof and a front door lined with dark shutters. Sunlight casts a warm glow on the exterior against a clear blue sky.
Home in East Dennis
4.93 out of 5 average rating, 321 reviews

Cape Cod Cottage by the Bay!

Classic, beautifully crafted, newer cottage by Cape Cod Bay. All amenities. Stainless steel kitchen, Cathedral ceilings, Wide plank wood floors, water view. 2 min walk to one of the best beaches on the Cape! Quiet locale in the historic village of Quivet Neck, within East Dennis. 35 miles to Provincetown. I do not allow pets. I have family members with severe allergies who use the cottage. There is no AC at this cottage. I have 15 windows, 4 fans and an ocean breeze.

Top Guest favourite
A functional studio layout features a queen bed with a light blue throw. A kitchenette with a stove, refrigerator, and coffee maker is visible, along with a dining table and a chair. Natural light floods the space through a window dressed with light curtains.
Condo in Dennis Port
4.96 out of 5 average rating, 201 reviews

#5 Nautical Nest Studio 300 yards to Glendon Beach

Newly renovated, 250 square ft studio at Near Beach Rentals. 300 yards to Glendon Beach. Fully furnished studio awaits for your Cape getaway. Head to the beach in the morning and you're close enough to walk back for lunch. The studio comes with a queen bed, a twin bed, kitchen 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.

Top Guest favourite
A well-equipped kitchen features light cabinetry and a granite countertop. Essential appliances, including a stove and refrigerator, are present. The space is well lit by natural light from a nearby window, highlighting the neutral flooring and clean lines of the design.
Townhouse in Dennis Port
4.94 out of 5 average rating, 145 reviews

Dennis Port Townhouse3 close to Beach & Dining

Welcome to Blue Ocean Cottage! Located in the heart of beautiful Dennis Port on Cape Cod, MA. Our 1 queen bedroom also has a twin bed in same room and the living room has a full sleep sofa. Located 3/4 of a mile to oceanside beaches this townhouse is a short walk to downtown and restaurants. There are many beaches & restaurants in the area. This townhouse has everything you will need to make your vacation special! ~~~SEE PROFILE FOR OTHER PROPERTIES

Guest favourite
The exterior of the cottage is displayed with a light grey shingle facade and multiple windows. A well-maintained pathway lined with rocks and shrubs leads to the entrance. Skylights atop the structure allow natural light to filter in, enhancing the inviting appearance.
Cottage in Dennis Port
4.93 out of 5 average rating, 27 reviews

The Sand Lot Cottage, DennisPort, Cape Cod

Nestled in one of Cape Cod’s last remaining seaside, cottage colonies, on Nantucket Sound, in the town of DennisPort, you will find the ‘Sand Lot Cottage.’ Generations of families for almost 70 years have chosen this destination to celebrate summer and the special flavor of Olde Cape Cod. A unique location, brimming with community, charm, ocean breezes and a private beach that is within walking distance from the cottage on a private lane.

Superhost
An open living area features a comfortable gray sofa facing a round dining table and chairs. A full kitchen is equipped with modern appliances, including a stainless steel refrigerator. Natural light brightens the space through large windows, complemented by light-colored wooden flooring.
Cottage in South Dennis
4.86 out of 5 average rating, 587 reviews

Beachfront Cottage on White Pond (Marshmallow)

Our Cottage sits directly on White Pond tucked away on acres of private property. Our cottage offers a private beach, deck, outdoor shower, outdoor dining area all while enjoying Cape Cod. White Pond is ideal for swimming, boating and fishing. The bike path and well known beaches are less than 2 miles and near to many delicious restaurants. There is another cottage on this property that sleeps four if you have other guest wanting to join

Guest favourite
A bright living room features a comfortable sofa adorned with colorful cushions. A round wooden table sits nearby, holding decorative items. Natural light filters through a window adorned with a woven shade, complementing the artwork of sailboats on the white shiplap walls.
Apartment in Dennis
4.9 out of 5 average rating, 121 reviews

2 BD Suite Mayflower Beach & Dennis Village

This newly renovated, tastefully decorated 2nd floor suite is equipped with two bedrooms, one bathroom, living room and kitchen. During warmer months, a grill, fire-pit, ping pong table and bikes are available upon request. Located 1/4 mile off historic Rt 6A on Beach Street. Walking distance to Dennis Village Shops and top-rated restaurants. The house is 1 mile to beautiful Mayflower Beach.

Popular amenities for Dennis Port family-friendly rentals

When is the best time to visit Dennis Port?

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Avg. price$454 NZD$446 NZD$446 NZD$413 NZD$446 NZD$545 NZD$643 NZD$628 NZD$499 NZD$429 NZD$448 NZD$430 NZD
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Quick stats about holiday rentals that are family-friendly in Dennis Port

  • Total holiday rentals

    Explore 350 holiday rentals in Dennis Port

  • Nightly prices starting at

    Dennis Port holiday rentals start at $103 NZD per night before taxes and fees

  • Verified guest reviews

    Over 8,450 verified reviews to help you choose

  • Pet-friendly accommodation

    Find 80 rentals that welcome pets

  • Holiday rentals with a pool

    40 properties feature pools

  • Rentals with dedicated workspaces

    130 properties have a dedicated workspace

  • Wi-Fi availability

    350 of Dennis Port holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Dennis Port rentals

  • 4.8 Average rating

    Dennis Port stays are highly rated by guests—averaging 4.8 out of 5!