
Family-friendly holiday rentals in Dennis Port
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Dennis Port
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Oyster Isle-Steps from the Beach!
A perfect seasonal escape, come enjoy the ocean waves and sunshine at this beach retreat! Spend time with family and friends exploring all the Cape has to offer in lively Dennis Port. Located steps from Haigas Beach, nearby playgrounds, ice cream shops, restaurants (Ocean House, Sandbar, Pelham House) and more. This 1 bedroom cottage comes fully equipped with a queen bed, beach essentials, outdoor shower, full kitchen & living space, A/C, parking, just steps from the beautiful Nantucket sound.

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

Escape to the Cape
Description Escape to the heart of Cape Cod and enjoy a relaxing stay in my charming 2 bedroom cottage in Dennis Port. Offering a cozy and inviting atmosphere, this home is perfect for families or small groups looking for a peaceful retreat. 0.9 miles to Sea Street Beach and 1.1 miles to Glendon Beach. Close to restaurants, ice cream shops, souvenir shops, bakeries, delis, markets, golf courses, boat rentals, and other attractions. This cottage has everything you need for a memorable stay.

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

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! You’ll also be just 3 miles from the bike trail! Nip back to the cottage to cool off before heading out to enjoy the local attractions. End your day watching a beautiful beach sunset and enjoying the starry sky on the patio. *Previous positive reviews are required to book

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!

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.

#2 Seahorse 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 fold down couch, 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.

Sunny, bright 4b/3ba Cape Cod house, near it all!
Bright, airy, well-appointed 4 bed/3 full bath home located in a quiet neighborhood, with quick access to the best of a Cape Cod vacation: the beach, good food, shopping, and nature! You’ll be walking distance to kayaking and great fried clams, and biking distance to the beach and the Cape Cod Rail Trail (don’t miss this!). Ample-sized bedrooms with space for your guests and all the amenities you need. Home away from home! Warm and welcoming!

The 5 minute walk to beach Super Cute Beach Condo
This conveniently located rental is just a 3 minute walk to the beach. This studio (245 sq ft) has 1 queen size bed, sleeper sofa, galley kitchen, dishes and silverware, pots and pans, refrigerator, microwave, coffee maker, WiFi, cable TV, beach chairs and umbrella and 2 boogie boards. There is a private patio with a table and a Webber Grill. PLEASE NOTE THE FOLLOWING: WE DO NOT PROVIDE LINENS OR TOWELS. THE BED IS QUEEN SIZE

Walk2Beach, HotTub, FirePit, PetsOk
Enjoy the perfect Cape Cod getaway in this spacious, updated home! Walk or bike to West Dennis Beach or South Village Beach and stroll to Cuffy’s World for shopping. Relax in the private backyard with outdoor dining, lounge seating, and a grill. Close to 16 public beaches, golf, mini golf, arcades, a water park, the Cape Cod Rail Trail, shopping, and ice cream — perfect for families and groups!
Popular amenities for Dennis Port family-friendly rentals
Family-friendly home rentals with a hot tub

Golf simulator, Sauna, Hot Tub, mayflower beach

Slate House - a modern waterfront getaway

Ocean Edge Resort-Pool Access-End Unit-2 bdr/2 bth

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

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

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

★Waterview ★Pet Friendly ★Kayaks ★Trails ★

Joe's Beach Hideaway

Charming Cape Near Beaches + Dog Friendly

Sauna · Fireplace · Waterfront · 2 Kings · DogsYes

Sandy Feet Retreat

Windfall Townhouse - 1/2 mile to Nantucket Sound

Walk to beach - firepit - fireplace
Family-friendly home rentals with a pool

Cozy Studio Just Steps Away From the Beach!

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

Seaview Summit | Ocean Views, Indoor Pool, Beach

Bright and Lovely Cottage With Community Pool

Cozy cottage steps to the beach!

Steps from Bass River Marina · Private Balcony

Steps to the Beach & Heated Pool!

Private Pool, near beaches, 3 BR/3 BA, Central Air
When is the best time to visit Dennis Port?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £199 | £195 | £195 | £181 | £195 | £238 | £281 | £274 | £218 | £187 | £196 | £188 |
| 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 holiday rentals that are family-friendly in Dennis Port

Total holiday rentals
Explore 350 holiday rentals in Dennis Port

Nightly prices starting at
Dennis Port holiday rentals start at £45 per night before taxes and fees

Verified guest reviews
Over 8,450 verified reviews to help you choose

Pet-friendly holiday rentals
Find 80 rentals that welcome pets

Holiday rentals with a pool
40 properties feature pools

Rentals with dedicated workspaces
130 properties have a dedicated workspace

Wifi availability
350 of Dennis Port holiday rentals include wifi access

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

4.8 Average rating
Dennis Port stays are highly rated by guests – averaging 4.8 out of 5!
Destinations to explore
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- Family-friendly rentals Barnstable County
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- Family-friendly rentals United States
- Cape Cod
- Mayflower Beach
- West Dennis Beach
- Craigville Beach
- East Sandwich Beach
- Duxbury Beach
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- Pinehills Golf Club
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- New Silver Beach
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- Horseneck Beach State Reservation





