
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.

2BR Directly on Pleasant Beach – 30 Steps to Ocean
You are not near the beach- You are on it! Only 30 steps from your door to the ocean! Fall asleep to waves. This is a true beachfront cottage located directly on Pleasant Beach. Drink your morning coffee watching the tide roll in. This adorable cottage is reflective of old Cape Cod and is part of a direct beachfront triplex property in the heart of Cape Cod with panoramic views of Pleasant Beach. You'll never feel like you need to leave the cottage but it is close to the quaint Harwich village.

Walk to Beach - Experience Dennis Beach House - AC
A quaint, cozy, well-decorated & well-equipped Cape Cod cottage located .2 miles away from Sea St Beach and a variety of other bars/restaurants, coffee shops and more. The house sleeps 5 people comfortably and has 1 small bathroom. Kitchen is fully stocked. 4-6 bath towels will be provided. The house has many smart home tech amenities, central air, Temperpedic mattresses, and a lovely & large outdoor space/back deck. First time booking on Airbnb? Save using link: www.airbnb.com/c/brianm30025

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

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!

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

★Waterview ★Pet Friendly ★Kayaks ★Trails ★

3BR 1BA House Dennis Port - 1/2 mile to beach

Fabulous Waterfront with Spectacular Sunset Views!

Joe's Beach Hideaway

3BR Dennis Port | 5-Min Walk to Beach

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

Expansive Ocean Views

Sandy Feet Retreat
Family-friendly home rentals with a pool

Cozy Studio Just Steps Away From the Beach!

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

King Bed Suite (Pet Friendly) in a great location

Falmouth, Cozy Studio Near Old Silver Beach

Bright and Lovely Cottage With Community Pool

Cozy cottage steps to the beach!

Steps from Bass River Marina · Private Balcony

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 | $470 NZD | $461 NZD | $461 NZD | $427 NZD | $461 NZD | $564 NZD | $665 NZD | $649 NZD | $516 NZD | $443 NZD | $463 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 fire pit Dennis Port
- Rentals with a washing machine and dryer Dennis Port
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- Rentals with a fireplace Dennis Port
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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
- New Silver Beach
- Coast Guard Beach
- Nauset Beach
- Falmouth Heights Beach
- Skaket Beach
- Saquish Beach
- Race Point Beach
- Cape Cod Inflatable Park
- Nickerson State Park
- Lighthouse Beach
- Cape Cod Canal
- Popponesset Peninsula
- Cahoon Hollow Beach
- Sea Gull Beach
- Marconi Beach





