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Family-friendly holiday rentals in Dennis

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Dennis

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

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Top guest favourite
A private balcony featuring four blue Adirondack chairs surrounds a central fire pit. The space is set on a light-colored surface and is bordered by white railings, with greenery visible in the background, creating a serene outdoor setting.
Cottage in Cape May
4.91 out of 5 average rating, 262 reviews

Cozy 2-bedroom cottage close to everything

Perfect home for small families or couples to relax, enjoy, and explore everything Cape May has to offer. Enjoy your morning coffee on your private balcony or a meal with the family out on the patio. Spend a day on the beach with our provided beach tags then walk the boardwalk at night. Stop in at one of the many oceanside restaurants or play some games at the arcade. Looking for some family fun? Visit the Cape May County zoo or the local alpaca farm. There's something for everyone in Cape May.

Top guest favourite
A serene bedroom is featured, with light blue walls and a large bed adorned with a fish-patterned quilt. Two bedside lamps flank the bed, and ocean-themed artwork hangs above it. Framed photos are displayed on the walls, contributing to a coastal atmosphere.
Guest suite in Dennis
4.98 out of 5 average rating, 220 reviews

Boutique suite, Palace in the Woods

⚽️⚽️ WELCOME FIFA ⚽️⚽️ The Palace in the Woods is a “ NO CHORES STAY AIRBNB “ just what you need for a peaceful visit to Cape May County BEACHES & BOARDWALKS . Located in the woods, just ten to fifteen minutes from Sea Isle, Avalon, and Stone Harbor, and the Cape May County ZOO - a little bit further to Ocean City, Wildwood and Cape May. A perfect location for beachgoers, birders, cyclists, and foodies. Please read house rules ( additional rules ). If you have any questions, feel free to ask.

Top guest favourite
Flat in Wildwood
4.98 out of 5 average rating, 224 reviews

All Season Holiday ~Cozy Vibes~ Seashore Getaway

Top 1% ranked home, perfect for solo travelers, couples, or small families. Unbeatable location: steps to Boardwalk, Beach, Amusements, and Waterparks! - 4.98 Superhost Rating - Steps to beach - EV Charger across street - 10G High-Speed Wi-Fi - Modern Kitchenette - Comfy Beds &USB - Outdoor Seating - Self Check-in Cozy studio for 4, (2) beds, clean bathroom, kitchenette. Unwind with 50" Smart TV. Guests rave about value, location amenities. Prime dates go fast! Click 'Check Availability' NOW!

Top guest favourite
Flat in Villas
4.98 out of 5 average rating, 204 reviews

Waterfront | Sunsets | 2Br | Peaceful | Firepit

Just steps away from the Delaware Bay beach. View sunsets every night from your second floor deck. Built in 2025 enjoy our new two bedroom, one bathroom, open concept living room/kitchen/dining apartment. Located 15 minutes from Cape May & Wildwood. Plenty of Wineries and Breweries within 10 miles. We are located on the “Flats,” when the tide goes out it leaves pools of water for many birds fish. We are not able to host service dogs, our dog is not dog friendly. We are smoke free. WiFi

Top guest favourite
The exterior of a two-story condo is displayed, featuring a staircase leading to the second floor. An outdoor patio area with a dining table and chairs is visible, surrounded by a wooden fence. The sky is clear, enhancing the overall bright atmosphere.
Apartment in Ocean City
4.97 out of 5 average rating, 203 reviews

Beach Condo w/ Loft 1 Block to Beach | Parking

1 bedroom condo w/loft in a private location at 9th & Ocean yet only steps (5 min walk) from the beach and boardwalk (1 block) and short walk to the shopping/dining of Asbury Ave. This airy 2nd floor unit features large living area with open dining/kitchen, a large bedroom with the attached bathroom and a cozy loft hideaway. Enjoy your private balcony or one of the many shared outdoor spaces in the complex. Features an outdoor shower for convenience. Dedicated parking spot 1 block away.

Top guest favourite
The exterior features a pink house with a welcoming entrance, framed by vibrant orange lilies and a white picket fence. Two chairs are positioned on the patio, inviting relaxation in the outdoor space. A sign indicating the house number is visible beside the door.
Apartment in Wildwood
4.94 out of 5 average rating, 288 reviews

Rancher Private Relaxing 2 Bedroom in Wildwood.

JUST 3 BLOCKS to the BEACH and BOARDWALK and Morey's Amusement Piers. This charming 2 bedroom vacation Rancher accommodates up to 4 guests. Enjoy the magical shared yard with fountain. No cable but Wi-Fi is available. Plus Smart TV and DVD player. Walkable to various amenities such as restaurants, Wawa, Supermarket and Post Office. 15 minutes to Victorian Cape May, and the County Zoo. Just 45 minutes to Atlantic City. Central AC provided 5/15-10/15. Heat provided from 10/15-5/1.

Top guest favourite
A light-filled living area features a neutral-colored sofa and an area rug with intricate patterns. A small dining table sits next to the bright window. Soft blue artwork is displayed on the wall, and a coffee maker and microwave are available in the kitchenette.
Apartment in Ocean City
4.96 out of 5 average rating, 416 reviews

Beach bungalow steps from Ocean City beach!

Welcome to the Beach Bungalow! I am so happy to share my hometown with all of you. Ocean City is filled with quaint coffee shops, boutiques, & beautiful beaches. The beach & boardwalk are steps from the unit. Less than a 5 minute walk! Comfortable space for a family of four or a couple looking for a weekend getaway! Would not recommend for more than two adults. A/C wall unit located in the bedroom. Please leave door open during the day for maximum airflow throughout the unit.

Top guest favourite
The exterior of a two-story duplex is presented, featuring light grey siding and white trim. Balconies with railings are visible on the upper level. The well-maintained yard includes low shrubs and a pathway leading to the entrance, with neighboring buildings in the background.
Home in Ocean City
4.98 out of 5 average rating, 150 reviews

Ocean View Corner Condo

Second floor duplex condo, with direct ocean views. Stainless steel appliances, quartz counter tops, Casper mattresses. Smart TV's in living room and bedrooms. Located on the quiet south end of Ocean City. Two minute walking distance to the beach. On-site parking. Additional notes: Year-round owner on-site in downstairs condo. This home is ideal for couples and families. Not suitable for parties or events. Quiet hours after 10pm. No pets. *Minimum rental age of 25 years old.

Top guest favourite
A cozy living area is illuminated by natural light streaming through a skylight and large windows. A light-colored sofa with accent pillows invites relaxation, while a soft ottoman and a blue bookshelf add a splash of color. A ceiling fan and decorative lamp contribute to the ambiance.
Guest house in Dennis
4.94 out of 5 average rating, 397 reviews

Shore Cottage~minutes to beach, breweries,wineries

The Shore Cottage is a cozy one bedroom guest house with vaulted ceilings and abundant natural light nestled in quiet Ocean View - just 5 minutes from Sea Isle City beaches and less than 10 minutes from the beaches of Avalon & Stone Harbor. In addition to the beaches, Abbie Homes Estate, local breweries, wineries, and golf courses are within minutes of the Shore Cottage. Situated in a centrally located neighborhood, kick back and experience all that the shore has to offer.

Guest favourite
A cozy studio apartment features a spacious bed adorned with a seashell-patterned blanket. A small kitchenette is visible, along with a dining area that includes a chair and lamp. Natural light streams through multiple windows, creating a bright and airy atmosphere.
Apartment in Ocean City
4.87 out of 5 average rating, 141 reviews

Efficiency studio (3 min. walk to Beach)

Small condo perfect for 2 people. -Private, stocked with linen, basic toiletries, Smart TV with Netflix, WI-FI, and air conditioner -Extra Perks: 2 beach tags, 2 beach towels, 2 chairs, 1 umbrella, Complimentary coffee. -Unit 302 does not have dedicated parking, but several options are nearby like street parking, parking lots within walking distance, metered parking nearby -Building Amenities: On-site laundry facilities, outdoor shower. Check-in: 4PM Check-out: 11AM

Guest favourite
A spacious living area is highlighted by a large sectional couch and a wooden coffee table at the center. Natural light filters through multiple windows, and a small plant adds greenery. The walls are decorated with minimalist art, contributing to a relaxed setting.
Home in Ocean City
4.82 out of 5 average rating, 184 reviews

Willow's Beachside Loft - 2BD, sleeps 6, big yard!

Nestled under the eaves of our 2nd story beach cottage, this bright and comfortable two bedroom beachside loft captures amazing natural light and embodies the true beach house experience! It comfortably sleeps 6 and is centrally located in a quiet neighborhood just 3 blocks from the beach and Boardwalk. Enjoy a bright & cheery open floor plan, a big fenced-in yard, and a patio for relaxing & entertaining. Easy access to the Boardwalk, Beach, shopping, & local food!

Top guest favourite
A scenic view captures a ferris wheel rising above Ocean City, with the ocean visible in the background. The image showcases a neighborhood of homes with muted colors under a warm sunset sky, creating a tranquil coastal atmosphere.
Apartment in Ocean City
4.87 out of 5 average rating, 258 reviews

Cute & Cozy Retro Condominium

Welcome to the shore! This turnkey studio (with peek-a-boo ocean views) may not be huge, but it has everything you'll need for a wonderful stay in the heart of Ocean City - less than 600 feet to the beach and boardwalk & walking distance to all local attractions & restaurants. Featuring beach theme decor throughout condo, this is the place to enjoy yourselves while Making memories :) (Check in is at 2:30pm) Book early for discounted prices Off street parking only

Popular amenities for Dennis family-friendly rentals

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Quick stats about holiday rentals that are family-friendly in Dennis

  • Total holiday rentals

    Explore 110 holiday rentals in Dennis

  • Nightly prices starting at

    Dennis holiday rentals start at £52 per night before taxes and fees

  • Verified guest reviews

    Over 2,310 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 30 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    100 of Dennis holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Dennis rentals

  • 4.9 Average rating

    Dennis stays are highly rated by guests – averaging 4.9 out of 5!