Kid-friendly vacation rentals in Dennis

Find and book unique kid-friendly rentals on Airbnb

Top-rated kid-friendly rentals in Dennis

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

0 of 0 items showing

1 of 3 pages

Top guest favorite

The living area features a light-colored sofa adorned with decorative cushions. Light streams through multiple windows, illuminating the wooden ceiling beams. An inviting entryway is visible, alongside a door that opens to outdoor space, emphasizing the fresh and open atmosphere.

Cottage in Dennis Port

4.95 out of 5 average rating, 119 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! Nip back to the cottage to cool off before heading out to enjoy the local attractions. You’ll also be just 3 miles from the bike trail! Return for a blissful end to your day watching a beautiful Cape Cod beach sunset and enjoying the starry sky. *Positive reviews required please

Guest favorite

Cottage in South Dennis

4.97 out of 5 average rating, 116 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 & *new high-end sofas in a peaceful backyard 🕊️ 2️⃣ Kayaks- Outdoor Shower- Gas Grill 🔥 Indoor Gas Fireplace ❄️ Mini Splits ✔️Games ✔️Washer/Dryer 📺 55” Sony TV w/ Apps 🛋️ Comfy Furnishings➕Stocked Kitchen Watch the birds, relax out back in peace & privacy or go explore! 📍 Centrally located ❌ NO FEES ⛱️ Year Round Beach Vacation ➡️Bayside_Retreat_Capecod

Top guest favorite

A light-filled living area features a cozy love-seat, beige ottoman, and a round dining table with four chairs. The walls are painted in a calming turquoise, while decorative fish accent the space. A soft area rug complements the wooden flooring, enhancing the inviting ambiance.

Guest suite in Yarmouth

4.99 out of 5 average rating, 297 reviews

Sweet Little Suite in South Yarmouth

Welcome to the Jelly Shop! Enjoy your own free-standing, private cottage on this beautiful family-owned compound. This cozy retreat will provide ample living space, romantic captain's bed, kitchenette with fridge, microwave and Keurig coffeemaker. Enjoy your own private patio for lounging and dining. A beautiful stroll through this historic neighborhood will bring you to the Windmill on Bass River and close enough to other beaches, year-round attractions, restaurants and more! Welcome!

Top guest favorite

A wooden sign is displayed, featuring a welcoming message that reads 'welcome to Cape Cod.' The text is artistically styled, with blue waves and a small sailing boat illustrated underneath.

Guest suite in Brewster

4.97 out of 5 average rating, 373 reviews

Sheep Pond Get-Away

The AirbNB Studio Space is Private w/ its own separate entrance & exit. Our home is set in the 'Sheep Pond' area. We are walking distance to Sheep Pond to kayak & swim. We have kayaks, paddleboards, beachchairs, & towels for your use. A backyard w/ your own picnic table, seating area, & hammock. An outdoor shower ! Minutes away from bay & oceanside beaches, biking, hiking & Nickerson State Park. 40 mins from Provincetown; & surrounded by quaint Route 6a, restaurants & shopping !

Guest favorite

A spacious bedroom features a four-poster bed with a light bedding set, complemented by two large, round ottomans. A patterned wall adds texture, while a cozy seating area is visible in the background. Soft lighting enhances the calm ambiance.

Apartment in Dennis Port

4.97 out of 5 average rating, 103 reviews

Apartment suite|pond access|Firepit|Private Deck

Enjoy a stylish experience at this centrally-located spot. Our newly built apartment suite is within walking distance of Dennis Port for restaurants, yoga, and an organic market. Private parking, entrance, and deck along w/ water access to Swan Pond. A full kitchen & Bath equipped with a new LG washer + dryer makes this space feel like your home away from home. Explore, play, rest & relax. We have all you need for a wonderful retreat to make your trip to the Cape an enjoyable one.

Top guest favorite

A tranquil scene captures a couple seated on a dock, surrounded by tall green grasses. The calm water reflects soft hues of pink and blue from the sunset, creating a serene backdrop of trees across the pond.

Home in Dennis Port

4.96 out of 5 average rating, 198 reviews

Lakefront House/Private Dock/Year Round Hot Tub/AC

Beautiful cottage nestled on a half-acre of waterfront property on Swan Pond. The dock offers direct water access. Available are two kayaks, a canoe and two paddleboards. The kitchen offers beautiful views of the water while you enjoy your morning coffee. Local beaches are just minutes away. Enjoy the hammock, swings, hot tub, grill, outdoor fire pits and cocktails on the deck. Wanderers' Rest is located close to bike trails, boat rentals, movie theaters, restaurants, and bars.

Top guest favorite

A green canoe is positioned at the edge of a tranquil lake, reflecting the clear blue sky. Gentle ripples caress the water's surface, framed by lush greenery along the shoreline, creating a serene natural setting.

Cottage in Dennis

4.98 out of 5 average rating, 182 reviews

★Waterview ★Pet Friendly ★Kayaks ★Trails ★

Welcome to SEAGLASS COTTAGE! ✅ 200 MBPS WIFI ✅ Steps to sandy beach on a crystal clear pond ✅ Pet friendly ✅ Linens & towels are included. Beds will be made ✅ Swim, fish or use our 2 kayaks & 2 SUP’s ✅ Bluestone private patio w/waterviews+charcoal BBQ ✅ Outdoor shower ✅ Sunroom w waterview ✅ Washer+dryer ✅ Fully equipped kitchen w/Carrera marble counter ✅Gas firepit ✅Ductless A/C & Heat ✅Small library of books, didn't finish the book? Take it! ✅Pet fee $25/day

Superhost

A bright and airy interior space features a light wood table accompanied by two chairs. A comfortable gray sofa is positioned nearby, with decorative cushions adding a touch of color. Large windows allow natural light to fill the room, enhancing a cozy atmosphere.

Cottage in South Dennis

4.88 out of 5 average rating, 416 reviews

Waterfront Cottage on White Pond(Graham Cracker)

Our cottage (Graham Cracker House) sits steps from crystal clear White Pond. The cottage offers private access to the pond for swimming, fishing and boating. The large outdoor space is great for dining and relaxing by the pond. It is 1.5 miles to the Cape Cod rail trail (bike trail), close to many dining options and 3 miles to some of the best beaches Cape Cod has to offer. There is another cottage on the property for rent that sleep 4 guests. No sharks here!

Top guest favorite

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

4.95 out of 5 average rating, 184 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 favorite

The cottage is illuminated at dusk, showcasing large windows that reveal warm, inviting light inside. A well-maintained lawn features seating areas on the patio, framed by an attractive fence, creating a cozy and relaxed outdoor atmosphere.

Cottage in West Dennis

4.99 out of 5 average rating, 115 reviews

5 min walk to beach w/ Fire Pit & Modern Amenities

Just 5 minutes from the beach, this updated Cape Cod home is perfect for small families seeking a relaxing getaway. Inside, enjoy a remodeled space with modern comforts and cozy charm. Out back, unwind on the patio with a lush lawn and easy-start gas fire pit—great for dinners or s’mores under the stars. Stocked with linens, beach gear, toys, games, Wi-Fi, AC, full kitchen, and grill. Close to Holiday Hill mini golf, ice cream, and seafood shacks!

Top guest favorite

The exterior of the cottage is showcased, featuring shiplap siding in soft gray tones. A solid white door with a round window is visible, as well as well-maintained shrubs and trimmed landscaping. Natural light enhances the inviting feel of the home.

Cottage in Dennis Port

4.92 out of 5 average rating, 175 reviews

Cape Cod Cottage 3/4 Mile from the Beach

Welcome to Surfside Cottage! Located in the heart of beautiful Dennis Port on Cape Cod, MA. Our cottage has everything you will need to make your vacation or quick getaway special. Located less than a mile to oceanside beaches and a short walk to downtown and restaurants. You will love this cozy cottage!

Guest favorite

The living room features two light gray sofas with decorative pillows, situated around a wooden coffee table atop a woven rug. A stone fireplace with a television mounted above is visible, along with large windows allowing natural light to fill the space.

Home in Yarmouth

4.92 out of 5 average rating, 133 reviews

*Barefoot Bungalow* Cozy Cape Cod Beach House

Welcome to the Barefoot Bungalow; our newly renovated 2 bed / 2 bath nestled in a quiet neighborhood, minutes from local beaches, shops, golf, restaurants and family attractions. This classic Cape Cod home is tastefully decorated and carefully designed to provide you with a clean, cozy & memorable stay.