
Family-friendly holiday rentals in Dennis Port
Find and book unique family-friendly homes on Airbnb
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 $106 NZD per night before taxes and fees

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

Pet-friendly accommodation
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

Wi-Fi availability
350 of Dennis Port holiday rentals include Wi-Fi 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!
Top-rated family-friendly rentals in Dennis Port
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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

Gorgeous Modern Ocean-Front Cottage With Hot Tub
*OCEANFRONT PRIVATE COTTAGE* "Cape Escape" is a luxurious beachfront escape offering unparalleled ocean views and the soothing sounds of crashing waves. Imagine waking to the breathtaking sunrise over the Atlantic, then spending your days basking in the sun with direct semi-private beach access. This exceptional property boasts a rejuvenating hot tub, perfect for unwinding. As the evening descends, gather around the crackling fire pit, sharing stories and creating lasting memories.

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!

5 min walk to beach w/modern amenities
Welcome to west_dennis_rental! 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!

Dennis Port Townhouse3 close to Beach & Dining
Welcome to Blue Ocean Cottage located in Cape Cod Dennis Port, MA. Our 1 queen bedroom also has a twin bed in same room. The kitchen is downstairs and the downstairs living room has a full sleep sofa. Located 3/4 of a mile to Sea Street beach and a short walk to downtown and restaurants. The queen bedroom is upstairs with a twin bed in that same room. The bathroom is upstairs and you need to walk through the bedroom to get to the bathroom. ~~~SEE PROFILE FOR OTHER PROPERTIES

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

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.

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 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

Villa Costa

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

Great Chatham Location w/ Hot Tub, Near Beach!

Local Beach+ Fireplace + Hot Tub Under the *Stars*

Awesome Cottage near Beach, Backyard Bar & Hot Tub

Waterfront Escape: HotTub, Pets OK, Pool Table
Family- and pet-friendly home rentals

New! Beach Cottage| 3 min walk to Beach| Pet Ok

★Waterview ★Pet Friendly ★Kayaks ★Trails ★

Joe's Beach Hideaway

Delightful Chatham Cottage, Cheerful and Clean

3BR Dennis Port | 5-Min Walk to Beach

King Bed Suite (Pet Friendly) in a great location

Sandy Feet Retreat

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!

Falmouth, Cozy Studio Near Old Silver Beach

Cozy cottage steps to the beach!

Steps to the Beach & Heated Pool!

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
When is the best time to visit Dennis Port?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $470 NZD | $461 NZD | $461 NZD | $427 NZD | $461 NZD | $563 NZD | $664 NZD | $649 NZD | $516 NZD | $443 NZD | $462 NZD | $445 NZD |
| 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 |
Destinations to explore
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- Rentals with a hot tub Dennis Port
- Family-friendly rentals Dennis
- Family-friendly rentals Barnstable County
- Family-friendly rentals Massachusetts
- Family-friendly rentals United States
- Cape Cod
- Mayflower Beach
- West Dennis Beach
- Craigville Beach
- Onset Beach
- East Sandwich Beach
- Duxbury Beach
- Pinehills Golf Club
- Sandy Neck Beach
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- Popponesset Peninsula
- Cahoon Hollow Beach
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- Marconi Beach





