Family-friendly vacation 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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Guest favorite

Home in North Cape May

4.97 out of 5 average rating, 198 reviews

Beautiful Capemay Corner Home! Holiday Ready!

Our corner property home is in a perfect quiet neighborhood. We are surrounded by such wonderful neighbors that are lucky enough to live here all year round. We are literally 10min by car to west Capemay & wildwood crest, either way. Smack in the middle! Our home is all newly updated to everyone’s likings. We always replenish with each season, bedding, towels, area rugs and linens. We know how important a clean, comfortable home is! Our home sleeps 6-8 comfortably. The GREAT room is a huge PLUS!

Guest favorite

Condo in Wildwood

4.88 out of 5 average rating, 294 reviews

2nd Floor Two Bedroom Cozy Condo in Wildwood.

JUST 3 BLOCKS to BEACH and BOARDWALK and Amusement Piers, this inviting 2nd floor 2 bedroom vacation getaway accommodates up to 4 guests. Enjoy the relaxing shared yard with fountain. No cable but Wi-Fi is available. Plus Smart TV and DVD player. Convenient access to various amenities such as restaurants, Wawa, Supermarket and Post Office. 15 minutes to beautiful Cape May, Cape May County Zoo, and just 45 minutes Window AC in both bedrooms is provided 5/1-10/15. Heat provided from 10/15-5/1.

Guest favorite

Bungalow in Wildwood Villas

4.96 out of 5 average rating, 379 reviews

Bungalow on the Cape with Hot Tub

Our midcentury inspired bungalow is an escape from the norm. We are a block and a half from the beautiful sand dunes of the Delaware Bay beach that's great for soaks, sunning and letting the kids or pups play. Wildwood and Cape May beaches are an easy 10-15 min drive. Breweries, wineries, distilleries, minigolf are all within 5-10 mins. Nature hikes, birding and sunsets are abundant. Come relax and recharge at our getaway! *update: hardwired the tv to the router to address connectivity issues!

Guest favorite

Rental unit in Cape May

4.9 out of 5 average rating, 297 reviews

Seashore Suite

Quiet Mother In-Law apartment with private entrance on a dead end street with giant wrap around porch. Apartment is connected to the main residence by a laundry room with a keyed door on both sides. Bedroom has a Queen size memory foam mattress, TV w/Roku. Living area has a Queen size sleeper sofa with memory foam mattress, 42in TV with Roku to access Netflix, Hulu, etc. Outside Entry door has a keypad that will be programmed with a 4 digit pin specifically for your check in to check out time.

Guest favorite

Cottage in Cape May

4.9 out of 5 average rating, 233 reviews

House on the Hill- Dog Friendly Near Cape May

This charming, fully renovated house is not just “dogs allowed”, but is truly dog-friendly. Bring your best friend along and enjoy all that the area has to offer. The property is nearly two acres of woods, which attract interesting birds to the yard all year round. The first floor offers a well-equipped kitchen, dining porch, comfy living room, laundry/ half bath. Upstairs offers a main bedroom with balcony overlooking woods, bath with tub and tile shower, and a second bedroom with twin beds.

Guest favorite

Home in Frederica

4.91 out of 5 average rating, 304 reviews

Bowers Beach - pets ok - low cleaning fee

Welcome to Bowers Beach! This house is walking distance to the beach, Bay View Bar/Restaurant/Live Music, JP's Wharf (waterfront restaurant), and The Captains Lady charter boat. Driving distance to DE Turf Sports Complex (12min), Dover (20min), Harrington (23min), and Tanger Outlets/Rehoboth Beach (41min). We welcome couples, solo adventurers, business travelers, families, tournament teams, big groups, and Dogs welcome (NO CATS). However quiet or lively your stay, our location has it all.

Guest favorite

Rental unit in West Cape May

4.88 out of 5 average rating, 220 reviews

Affordable Apt-Historic W Cape May

Weekly bookings run from FRIDAY to FRIDAY mid-June through the end of September. Check-in and out any day at other times subject to minimum stay requirements. 1 bedroom, 1st-floor APARTMENT with PORCH in VICTORIAN BUILDING. FABULOUS central LOCATION! Your on-premises host is a Cape May native happy to share info on Cape Island's best & its best-kept secrets. BEACH, BIRDING, SIGHTSEEING, theater, WINERIES, breweries, distilleries, carriage rides...SHOP local favorites from art to honey.

Guest favorite

Cottage in Cape May

4.92 out of 5 average rating, 590 reviews

Charming Bayfront Tranquility

Bayfront location! Just 20 steps to the beach! My place is close to restaurants and dining, amazing views, the city center, art and culture, and parks. You’ll love my place because of the beachfront access, and the ambiance. My place is good for couples, solo adventurers, and furry friends (pets). Please NOTE: Minimum stays of (2 days or more are required.) Special consideration for longer or shorter stays can be discussed upon booking. PLEASE read over all instructions when booked

Guest favorite

Cottage in Millville

4.89 out of 5 average rating, 228 reviews

Grandpa's House

Come stay at Grandpa's house! Quiet and private century-old renovated farmstead set in 100 peaceful acres on the wild & scenic Maurice River. Great for family getaways, boy's & girl's weekends, or just tromping around in the woods. Enjoy more than an acre of open meadows, canoeing and kayaking from a free boat ramp/parking two miles away! There is a bonfire pit in the old barn ruins. Plenty of room for a trailer, all your friend's cars, and throwing a ball around at the same time!

Guest favorite

Cottage in West Cape May

4.99 out of 5 average rating, 302 reviews

West Cape May Cottage

The cottage is close to the premier birding area of the eastern migratory route , The rural setting is minutes from the city center, art and culture, restaurants and dining.Close to the Beach , Willow Creek Winery, Beach Plum Farm,Cape May Nature Conservatory, the Meadows and numerous hiking trails. The cottage is perfect for couples, solo adventurers, and business travelers. A quiet peaceful setting. The cottage is not childproof and not suitable for children 2 to 12 years.

Guest favorite

Rental unit in Ventnor City

4.81 out of 5 average rating, 176 reviews

Cozy Beach House, a Block to the Beach!

This cozy beach house is in prime location. It is a block from the beach and boardwalk. Also, within a block you have the convenience of a wawa, ice cream shop, pizza, sack'o sub shop, other sit down restaurants, coffee shop, liquor store, and bike shop. The jitney to Atlantic City is walking distance as well. We have 2 beach chairs and 4 beach tags available. Please reference our other listings to see reviews (cozy beach house, walk to beach and cozy beach house 1st floor).

Superhost

Home in Ocean City

4.8 out of 5 average rating, 226 reviews

Willowtree Beach Cottage

Wake up with coffee in a lounge chair on the covered deck overlooking our native seaside garden, before taking a short walk down to the beach. Afterwards, enjoy a relaxing outdoor shower followed by a meal at the deck-side dining table. Take an evening stroll to Asbury Avenue's downtown shops or hit the rides on the boardwalk. Everything you've come to Ocean City for is within walking distance!