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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Top Guest favourite
The living area features a cozy arrangement of blue sofas surrounding a coffee table, with artwork on the walls and soft lighting. A fire pit shines brightly in the backyard, where guests gather under string lights, creating a welcoming atmosphere. A spacious bedroom includes a neatly made bed with beach-themed decor and a fan overhead. A storage area displays bicycles, demonstrating available amenities for outdoor activities.
Home in Dennis Port
4.93 out of 5 average rating, 421 reviews

★ 0.4mi Beach &Village ★Firepit & Fireplace★ Bikes

✅4 adult bikes / helmets / beach chairs ✅Woodburning FPL in LR w/65” ROKU TV ✅Located at end private cul-de-sac, 0.4mi to ocean beach & 1/2mi to Village ✅Steps to restaurants & Sundae School Ice-Cream ✅Enjoy the backyard w/plenty of seating, fire-pit, outdoor shower & hammock ✅Large eat-in kitchen w/Island ✅2 Queen BR’s downstairs & 2 twin + rollaway in loft plus 1/2 bath ✅Pet Fee $30/day ✅1200 Mbps FastWiFi ✅Washer/Dryer ✅ Full A/C ✅All linens included & beds made Locally managed

Top Guest favourite
Two kayaks are stored beside a shed in a natural setting, surrounded by tall grass. A view of the calm water reflects the greenery of the area, while a cozy indoor space showcases a gas fireplace and comfortable furnishings.
Cottage in South Dennis
4.96 out of 5 average rating, 158 reviews

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

Welcome to the Bayside Retreat! Enjoy the real Cape Cod in this Quintessential Beach Rental Featuring: Private hot tub, outdoor patio & sofa set in a peaceful backyard 🕊️ 2️⃣ Kayaks- Outdoor Shower- Gas Grill 🔥 Indoor Gas Fireplace ❄️ Mini Splits ✔️Games ✔️Washer/Dryer 📺 55” Sony TV w/ Apps & DirectTV 🛋️ Comfy Furnishings➕Stocked Kitchen 🛁New Bathroom 🕊️Relax out back in peace & privacy or go explore! 📍 Centrally located ❌NO FEES ⛱️ Year Round Beach Vacation ➡️Bayside_Retreat_Capecod

Top Guest favourite
A cozy living area is equipped with comfortable seating, including a gray couch and armchair. A nautical-themed rug anchors the space, while a wall clock and decorative items add character. A fireplace against the light-colored wall enhances the welcoming atmosphere, with a view of the kitchen beyond.
Cottage in Dennis Port
4.94 out of 5 average rating, 236 reviews

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 30 lbs. $50 wknd/$100 week pet fee. No Cats allowed. Walk to beach (5 mins) Seaview Park with playground and pickleball court (2 mins), and restaurants and the famous Sundae School Ice Cream! Nice patio with lights and firepit in a spacious yard.

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
Cottage in Dennis Port
4.94 out of 5 average rating, 130 reviews

Steps to the Beach Kid Friendly

Sip your coffee on the patio or at the water with the sandpipers , spend some family time at the swings, making sandcastles or swimming in the warmer waters of Nantucket sound. It's all just footsteps from your door! You’ll also be just 3 miles from the bike trail! Nip back to the cottage to cool off before heading out to enjoy the local attractions. End your day watching a beautiful beach sunset and enjoying the starry sky on the patio. *Previous positive reviews are required to book

Guest favourite
The beachfront property is showcased against a vibrant sunset sky, with gentle waves lapping the sandy shore. Steps built into the rocky landscape lead down to the beach, while coastal homes are visible in the background, creating a serene and inviting setting.
Home in Dennis Port
4.83 out of 5 average rating, 101 reviews

Gorgeous Modern Ocean-Front Cottage With Hot Tub

*OCEANFRONT PRIVATE COTTAGE* "Cape Escape" is a luxurious beachfront escape offering unparalleled ocean views and the soothing sounds of crashing waves. Imagine waking to the breathtaking sunrise over the Atlantic, then spending your days basking in the sun with direct semi-private beach access. This exceptional property boasts a rejuvenating hot tub, perfect for unwinding. As the evening descends, gather around the crackling fire pit, sharing stories and creating lasting memories.

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!

Guest favourite
A quaint cottage exterior is featured, showcasing a covered porch with seating and a few decorative items. The shingle siding and gray roof complement the natural landscape. Grass and paved stones lead up to the entrance, enhancing the welcoming outdoor space.
Cottage in Dennis Port
4.81 out of 5 average rating, 26 reviews

Cape Dreams: Beach cottage, 2BR, private beach

BEST OF THE CAPE: Relax and beach with your family in this charming, 2BR cottage in Chase's Ocean Grove, a family-friendly ocean-side community in Dennis Port. 250 steps to private beach on beautiful Nantucket Sound. This community is old Cape Cod at its best! Great location in Dennisport with access to many attractions. Everything you need to enjoy a few days on the beach at the Cape! Linens not included. We hope you enjoy our cottage! Early check in available.

Top Guest favourite
A cozy studio space showcases a grey sofa with decorative cushions, positioned beside a small table featuring a fan. The kitchenette is visible in the background, equipped with white cabinetry and essential appliances. Natural light filters through a window, illuminating the warm and welcoming interior.
Apartment in West Dennis
4.99 out of 5 average rating, 134 reviews

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.

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.

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 studio interior is displayed, featuring a queen-size bed with striped bedding, a sleeper sofa in a bold hue, and a small wooden table. A blue dresser stands nearby, while large windows provide natural light with views of the private patio.
Condo in Dennis Port
4.87 out of 5 average rating, 238 reviews

The 5 minute walk to beach Super Cute Beach Condo

This conveniently located rental is just a 3 minute walk to the beach. This studio (245 sq ft) has 1 queen size bed, sleeper sofa, galley kitchen, dishes and silverware, pots and pans, refrigerator, microwave, coffee maker, WiFi, cable TV, beach chairs and umbrella and 2 boogie boards. There is a private patio with a table and a Webber Grill. PLEASE NOTE THE FOLLOWING: WE DO NOT PROVIDE LINENS OR TOWELS. THE BED IS QUEEN SIZE

Popular amenities for Dennis Port family-friendly rentals

When is the best time to visit Dennis Port?

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Avg. price$460 NZD$452 NZD$452 NZD$419 NZD$452 NZD$553 NZD$652 NZD$636 NZD$506 NZD$434 NZD$454 NZD$436 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 $104 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!