
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.

Walk to West Dennis Beach-Fire Pit-Outdoor Shower
Wake up, walk to the beach, rinse off in the outdoor shower, fire up the grill on the deck and end the night around the fire pit under the Cape Cod stars. Welcome to our cozy West Dennis beach house located in one of the most desirable neighborhoods on Cape Cod. A great walking/biking neighborhood that kids love! West Dennis Beach is just five blocks away (about a 7-minute walk), making it easy to spend your days swimming, relaxing on the sand, or watching the famous Nantucket Sound sunsets.

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

*Bass River Victorian Escape* Central A/C*WiFi
Get away from it all. This beautiful Victorian semi-detached home is part of a former sea captain’s house. Refurbished to a high standard, it is light and spacious with 2 bedrooms and 1.5 bathrooms, fully equipped kitchen, and a 3-season porch with its own entrance. The open floor plan, central A/C, W/D in basement, WiFi, smart TV, outdoor BBQ, and shelves filled with books and games for all ages will make your family vacation that much better. Ask about 20% off weeklong stays in Sept & Oct.

★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

Billy's Beach Bungalow
Step into vacation mode at this stunning, fully remodeled Cape Cod retreat, designed to deliver the ultimate coastal getaway. Located on the exclusive bay side of South Dennis, you’ll be less than 10 minutes away from Mayflower Beach, Corporation Beach, Chapin’s Bayside and more! Enjoy high-end finishes, a designer kitchen, two spa-style bathrooms, and a finished basement perfect for entertaining. Outside, relax in a private fenced-in yard with an updated outdoor shower, deck, and fire pit!

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!

Sauna · Fireplace · Waterfront · 2 Kings · DogsYes
☆ Waterfront, located on private saltwater beach (with central location) ☆ Sauna (year-round) ☆ Cozy fireplace (electric) ☆ 3-season patio ☆ 1% donated to Cape nonprofits ☆ 2 Kayaks & 2 Paddle boards ☆ Outdoor fire pit & charcoal grill ☆ Ample workspace ☆ Dog Friendly ☆ Washer/dryer ☆ 2 King Beds with 50" TVs in bedrooms ☆ Outdoor shower (open May through fall) ☆ Beach chairs provided ☆ Linens, all towels provided ☆ 10min from bay or ocean beach ☆ 15min MV & Nantucket ferries

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.

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.

#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.

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

Bayside Oasis with Hot Tub & Game Room
Welcome to your Cape Cod retreat, just 5 minutes from the breathtaking Mayflower Beach! Spend your days enjoying the soft sands and stunning sunsets, then return to our fully updated property. Featuring an outdoor kitchen, a cozy fire pit, and a basement game room, there's plenty of space for relaxation and fun. Modern amenities ensure a comfortable stay, whether you’re cooking meals or winding down after a day at the beach.
Popular amenities for Dennis family-friendly rentals
Family-friendly home rentals with a hot tub

Golf simulator, Sauna, Hot Tub, mayflower beach

Slate House - a modern waterfront getaway

Villa Costa

Great Chatham Location w/ Hot Tub, Near Beach!

Manomet Boathouse Station #31

Awesome Cottage near Beach, Backyard Bar & Hot Tub

Waterfront•Hot Tub • Kayaks/SUP's • King Bed •Dock

Luxury House 0.25 mi from Craigville Beach
Family- and pet-friendly home rentals

gorgeous waterfront cottage w/4kayaks and 2 SUPs

Joe's Beach Hideaway

Charming Cape Near Beaches + Dog Friendly

Dennis Getaway & Chill

Waterfront 3 BR Cottage

Pet Friendly - Walk to Downtown Dennis Port!

Cottage near Beach, Firetable, Private Patio, A/C

Dennis Retreat
Family-friendly home rentals with a pool

Comfy Cape Escape! Spacious, Cozy, Close to Beach!

Breezy Pool Retreat Near Mayflower Beach

Mid Cape Cod, 3 Season Haven by Bass River

Great Location. Near Beach & Main Street. Unit M1

Steps from Bass River Marina · Private Balcony

Private Pool, near beaches, 3 BR/3 BA, Central Air

Sea Salt Studio - Steps to Glendon Rd Beach

King Bed Suite (Pet Friendly) in a Great Location
When is the best time to visit Dennis?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$56,477 GYD | G$57,523 GYD | G$57,523 GYD | G$53,967 GYD | G$61,079 GYD | G$69,865 GYD | G$85,762 GYD | G$85,344 GYD | G$62,753 GYD | G$56,896 GYD | G$57,523 GYD | G$57,523 GYD |
| Avg. temp | 0°C | 0°C | 3°C | 7°C | 12°C | 17°C | 21°C | 21°C | 18°C | 13°C | 8°C | 3°C |
Quick stats about vacation rentals that are family-friendly in Dennis

Total vacation rentals
Explore 1,290 vacation rentals in Dennis

Nightly prices starting at
Dennis vacation rentals start at G$8,367 GYD per night before taxes and fees

Verified guest reviews
Over 33,910 verified reviews to help you choose

Pet-friendly vacation rentals
Find 340 rentals that welcome pets

Vacation rentals with a pool
90 properties feature pools

Rentals with dedicated workspaces
490 properties have a dedicated workspace

Wi-Fi availability
1,280 of Dennis vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Dennis rentals

4.8 Average rating
Dennis stays are highly rated by guests—averaging 4.8 out of 5!
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- Family-friendly rentals Barnstable County
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- Cape Cod
- Mayflower Beach
- West Dennis Beach
- Craigville Beach
- East Sandwich Beach
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