
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.

★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

Cape Escape-The Perfect Getaway
Enjoy Nantucket Sound beaches, Cape Cod Rail Trail bike path, shops, restaurants and charter boat fishing. Take a scenic drive to Provincetown or stroll seaside festivals. You will love this quintessential Cape cottage for its charm, location, and outdoor space. Spring and fall are beautiful times with everything open without the crowds of the summer. Winter provides a combination of solitude and comfort. Explore the nuances of Cape Cod from this centrally located cottage All are welcome!

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

Romantic Cottage w/ Bikes, Paddle Boards & Kayaks
This newly remodeled, nautically themed cottage includes countless amenities designed for a fun, romantic getaway with all the comforts of home. - Bikes, paddle boards, 2-person kayak, yard games, beach chairs/towels & cooler - Outdoor fire pit and gas grill - Stocked kitchen with quality cookware, organic coffee/tea, water filtration pitcher + more - Organic, vegan, unscented, allergen-free soaps & cleaning products - Extreme COVID sanitation protocols as well as quarterly deep cleanings

Lovely! 4Bed 3baths Walk to Beach DennisPort
Dennisport! Excellent location! Great for groups and families! Easy walk to 3 public Beaches with the warm waters of Nantucket sound! This lovely home is fully equipped, comfortably sleeps 6 with 4 bedrooms, 3 baths, al fresco dining on deck or porch. A mile to downtown where you'll find great restaurants, cafes, bars and shopping. Walk to fine dining at The Ocean House, Pelham House, desert at Sundae School and several restaurants! Easy drives to Cape Cod's 6A, Hyannis and Chatham.

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.

@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.

#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.

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!

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

Find Serenity in South Yarmouth - The Boat House
Welcome to The Boat House! Find a peaceful setting in this private suite nestled amid the charm of our one acre property. This nautical themed retreat provides a spacious yet cozy suite with private and exclusive entrance, and is outfitted with a queen bed, living and dining area, well-equipped kitchenette and full bath. The gas stove adds cozy ambiance for a night in while guests can also enjoy the beautiful backyard and koi pond.
Popular amenities for Dennis Port family-friendly rentals
Family-friendly home rentals with a hot tub

Slate House - a modern waterfront getaway

Villa Costa

The Lotus-Hot Tub/Kayaks/Ebikes/Waterfront

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

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

Walk2Beach, HotTub, FirePit, PetsOk

Ocean Edge: 2 bed/2 bath - Pools & Resort Access

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

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

gorgeous waterfront cottage w/4kayaks and 2 SUPs

Bold Oceanfront Cottage w/Pvt Beach ~ Lil Sea Sass
Cape Cod Classic Cottage Near Forest Beach

Cape Hideaway

Sandy Feet Retreat

Windfall Townhouse - 1/2 mile to Nantucket Sound

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

Harwich Haven: Pool & Fire Pit

Cape Cod Condo,Walk to Beach, near Nantucket Ferry

Hidden Hideaway

Walk to the beach or sit poolside! Updated studio!

Bright and Lovely Cottage With Community Pool

Oct + Nov Discount | Central | Private Balcony

Private Pool, near beaches, 3 BR/3 BA, Central Air

The Sea Salt Studio - Steps to the Beach!
When is the best time to visit Dennis Port?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $355 AUD | $369 AUD | $347 AUD | $369 AUD | $398 AUD | $486 AUD | $574 AUD | $560 AUD | $445 AUD | $366 AUD | $356 AUD | $350 AUD |
| 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 370 holiday rentals in Dennis Port

Nightly prices starting at
Dennis Port holiday rentals start at $122 AUD per night before taxes and fees

Verified guest reviews
Over 9,780 verified reviews to help you choose

Pet-friendly accommodation
Find 70 rentals that welcome pets

Holiday rentals with a pool
40 properties feature pools

Rentals with dedicated workspaces
120 properties have a dedicated workspace

Wi-Fi availability
360 of Dennis Port holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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
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