
Family-friendly vacation rentals in Dennis
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Top-rated family-friendly rentals in Dennis
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★TINY HOUSE★4/10mi Beach & Village★Pet OK★2 Bikes
Welcome to SAND PEBBLE COTTAGE! We are PET FRIENDLY! ($25/nt) This 300sq.ft "TINY HOUSE" is 0.4 mi from the ocean beach & 1/2 mi from Dennisport village At the end of a cul-de-sac, this tiny cottage has everything you need ✅ 4/10mi to beach & village ✅ Kitchen w/marble counters ✅ 2 Bike ✅ Deck w/furniture & charcoal BBQ ✅ Parking-2 cars ✅ Separate bedroom ✅ Full A/C ✅ Bring your sheets/towels-we do not provide linens ✅ Pet friendly-only 1 pet as the cottage is tiny $25/nt

★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

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 & 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

Apartment suite|Firepit|Private Deck|Pond Access
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.

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.

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.

Central Location Near Beach 3 Bed 2 Bath Huge Yard
This property is in a perfect location, providing easy access to both the upper & lower Cape, near numerous restaurants & activities, in a quiet neighborhood & within a short walking distance to some of the Cape's best Nantucket Sound beaches. With Bass River Beach nearby & Windmill Beach even closer, you can enjoy a short walk or take your bike. The kitchen and living room were fully renovated in Spring 2022 and both full bathrooms were gut-renovated in January 2020.

@TheCapeSummerHouse - 2bdrm Cottage in Dennisport
Explore Cape Cod from a Beautiful Cottage in Dennisport Village Freshly updated and sunny! This cozy cottage exudes coastal charm. It has a large yard perfect for the kids to play & located just .2 miles to Glendon Beach on Nantucket Sound. It’s a great place to get away for a Cape Cod vacation: central AC, fenced-in backyard with a Weber gas Grill & fire-pit, quintessential outdoor shower, WiFi, Smart TV’s, updated kitchen including a dishwasher, washer & dryer.

#4 Starfish Studio, 300 yards to Glendon Beach
Newly renovated 250 square ft studio at Near Beach Rentals. 300 yards to Glendon Beach. Fully furnished studio waits for your Cape Cod getaway. Head to the beach in the morning and you're close enough to walk back for lunch. Studio comes with a queen bed, a twin bed, kitchenette 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.

Fall Smores! Close to beach w/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!

Cape Hideaway
Private suite on the first floor guests have exclusive use of the entire place. The second floor is my residence. The suite has a bedroom with queen temperpedic mattress, living room with queen sleep sofa, small kitchenette and bath. The kitchen is equipped with a small refrigerator, microwave, coffee maker, kettle, single burner cooktop and crockpot. Guests have access to the upper deck (shared space) which has a patio set and gas grill.

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
Popular amenities for Dennis family-friendly rentals
Family-friendly home rentals with a hot tub

Slate House - a modern waterfront getaway

Violet’s Place- king bed- pet friendly- hot tub!

Hideout at Water's Edge, 131 North Shore Blvd, #4

Walk2Beach, HotTub, FirePit, PetsOk

Manomet Boathouse Station #31

Ocean Edge Resort-Pool Access-CentralAC-2 bdr/2bth

Luxury House 0.25 mi from Craigville Beach

Ocean Side, Amazing View, close to town/beach, Spa
Family- and pet-friendly home rentals

Sandy Feet Retreat

Windfall Townhouse - 1/2 mile to Nantucket Sound

Walk to beach - firepit - fireplace

Modern Beach & Pond Getaway | Heart of Cape Cod

Shining Sea Condo

LUXHOME★Walk2Beach★Firepit★PetOK★Kingbed

Upper Cape Cozy Cottage

The Cape Cod Perch at West Dennis Beach Studio Apt
Family-friendly home rentals with a pool

Stylish & Modern Studio Condo - Steps to the Beach

Hidden Hideaway

Cape Cod Lakefront Home

Rock on Wellfleet!

Mid Cape Cod, 3 Season Haven by Bass River

Yarmouthport house heated pool/hot tub near beach.

Cape Cod Oasis: pool, hot tub, firepit & grill!

Private Pool, near beaches, 3 BR/3 BA, Central Air
Quick stats about vacation rentals that are family-friendly in Dennis
Total rentals
1.3K properties
Nightly prices starting at
R695 ZAR before taxes and fees
Total number of reviews
35K reviews
Pet-friendly rentals
330 properties allow pets
Rentals with a pool
100 properties have a pool
Rentals with dedicated workspaces
470 properties have a dedicated workspace
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- Family-friendly rentals Barnstable County
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- Cape Cod
- West Dennis Beach
- East Sandwich Beach
- Craigville Beach
- Duxbury Beach
- Onset Beach
- Sea Street Beach - East Dennis
- Horseneck Beach State Reservation
- White Horse Beach
- Coast Guard Beach
- Chapin Memorial Beach
- Pinehills Golf Club
- Nauset Beach
- Lighthouse Beach
- Inman Road Beach
- Town Neck Beach
- Ellis Landing Beach
- Minot Beach
- New Silver Beach
- Nickerson State Park
- Falmouth Beach
- Cape Cod Inflatable Park
- Scusset Beach
- Peggotty Beach