
Family-friendly vacation rentals in Dennis
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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

Large Sunny Deck, Harbor View, Walk to Town.
Classic little Cape cottage in an ideal location. Less than ten minute drive to amazing ponds and bayside or ocean beaches. Views of the harbor from the large sunny deck with attached outdoor shower. Ten minute walk into town along Duck Creek marsh & over scenic Uncle Tim’s Bridge. Visit the shops & galleries, have lunch or grab a drink at one of the many restaurants in town. Walk to the fish market and come home grill dinner on the deck. 15 minutes bike ride to the closest ocean beach.

★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

Pet Friendly - Walk to Downtown Dennis Port!
Newly renovated - cozy, clean and bright! PET FRIENDLY! (PRE APPROVAL required) All amenities provided for an enjoyable and relaxing family vacation or quick get-a-way! Three car driveway and private outdoor shower. Five minute walk to Dennis Port Main Street shopping, restaurants, yoga, Pet Salon, and Town playground. South Side Beaches and Ponds just 1 mile away as well as Cape Cod Bike Trail minutes away! Pet friendly beaches in Dennis after Labor Day and before Memorial Day weekends.

★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" walk to ocean beach, dog park & 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 counter ✅ 2 Bike w helmets ✅ Deck w/furniture & charcoal BBQ ✅ Parking-2 cars ✅ Separate bedroom ✅ Full A/C ✅ Bring your sheets/towels- or our cleaners can provide for a charge ✅ Pet friendly-only 1 pet $25/nt

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 Holly Cottage
Welcome to Centerville, enjoy this fully equipped 1 bedroom 1 bath home with an easy walk or ride to just about everything. Enjoy the nearby ocean and beaches, or take a ride downtown to Main Street for dining and entertainment. Only a short distance to the ferries for a day trip to the islands and you can be back in time to catch a concert at the Melody Tent. Enjoy your days by the pool and your evenings grilling out on the large deck or chatting with the koi fish.

#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
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

Hot Tub/Kayaks/Ebikes/Waterfront-The Lotus

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

Great Chatham Location w/ Hot Tub, Near Beach!

Manomet Boathouse Station #31

Awesome Cottage near Beach, Backyard Bar & Hot Tub
Family- and pet-friendly home rentals

*Bass River Victorian Escape* Central A/C*WiFi

gorgeous waterfront cottage w/4kayaks and 2 SUPs

5 min walk to beach w/modern amenities

Escape to the Cape! Close to Mayflower Beach!

Charming Cape Near Beaches + Dog Friendly

Delightful Chatham Cottage, Cheerful and Clean

Waterfront Romantic get away Nest

~2mi. to Mayflower/Bayside Beaches, BIG Yard
Family-friendly home rentals with a pool

House on Cape Cod with pool close to beach

Fenced Pool, Fire pit, Outside dining, Coffee bar

King Bed Suite (Pet Friendly) in a great location

Falmouth, Cozy Studio Near Old Silver Beach

Seaview Summit | Ocean Views, Indoor Pool, Beach

Mid Cape Cod, 3 Season Haven by Bass River

Great Location. Near Beach & Main Street. Unit M1

Jolly Captain Lighthouse
When is the best time to visit Dennis?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$56,507 GYD | G$57,553 GYD | G$57,553 GYD | G$53,995 GYD | G$61,111 GYD | G$69,901 GYD | G$85,806 GYD | G$85,388 GYD | G$62,785 GYD | G$56,925 GYD | G$57,553 GYD | G$57,553 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$8,371 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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- Cape Cod
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