
Family-friendly vacation rentals in Dennis
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Dennis
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.

★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

Relaxing and Cozy Cape Cod Gem
1 bedroom apartment is located across from Bass River Golf Course, and central to beaches, walking trails, Cape Cod Rail trail, kayaking, and wonderful restaurants. This former in-law-apartment, is attached to our home. We want to assure you that our apartment is thoroughly cleaned and then sanitized to help protect our guests. Maximum occupancy is 2 ( exceptions discussed with host) **If only 2 nights are open on my calendar in the summer months, please inquire for availability to book.

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

MODERN 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

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.

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!

SUMMERS OFF CAPE HOUSE
All new paver patio and landscaping with enormous back yard. Spacious home on large corner lot just 5 minute walk to downtown Dennis Port or Inman Beach. Fully stocked kitchen. Huge LR w/ 2 couches, large fireplace and TV/DVD. BD#1 has a queen bed with a 1/2 bath ensuite. BD#2 has a queen bed. BD#3 has 2 twin over full bunk beds as well as pack n'play for infants. Covered front porch, screened in side porch, gas and charcoal grill, horseshoe pit and spacious outdoor shower.

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.

2BR Suite•Full Kitchen•Walk to Parkers River Beach
Your perfect Cape Cod getaway! This charming 2-brm, 1-bath suite in South Yarmouth is ideal for families and small groups. Nestled in a quiet neighborhood, it’s just a ~10-min walk to Parker River Beach and minutes from top attractions like Pirate’s Cove Adventure Golf, Skull Island, Cape Cod Inflatable Park, and the Whydah Pirate Museum. Indulge in fresh seafood at Skipper Chowder House or Captain Parker’s Pub. End your day relaxing on the private patio with a BBQ grill.

@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.
Popular amenities for Dennis family-friendly rentals
Family-friendly home rentals with a hot tub

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!

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

Great Chatham Location w/ Hot Tub, Near Beach!

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

Manomet Boathouse Station #31

Waterfront Spa|Hot Tub+Cold Plunge in Lake|King bd
Family- and pet-friendly home rentals

Peace By The Bay
Cape Cod Classic Cottage Near Forest Beach

Sandy Feet Retreat

Cozy Waterfront Apartment, Private Beach Access

Windfall Townhouse - 1/2 mile to Nantucket Sound

Walk to beach - firepit - fireplace

*Tiny Cottage* Dog Friendly*1/2 mile2beach

Charming cape cod cottage
Family-friendly home rentals with a pool

Chic Pool Condo Near Mayflower Beach

Hidden Hideaway

Cape Cod Lakefront Home

Rock on Wellfleet!

Great Location. Near Beach & Main Street. Unit M1

Steps to the Beach & Heated Pool!

Oct + Nov Discount | Central | Private Balcony

Private Pool, near beaches, 3 BR/3 BA, Central Air
When is the best time to visit Dennis?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ914 | ﺩ.ﺇ914 | ﺩ.ﺇ918 | ﺩ.ﺇ948 | ﺩ.ﺇ1,072 | ﺩ.ﺇ1,227 | ﺩ.ﺇ1,506 | ﺩ.ﺇ1,498 | ﺩ.ﺇ1,102 | ﺩ.ﺇ999 | ﺩ.ﺇ1,010 | ﺩ.ﺇ1,010 |
| 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 1,240 vacation rentals in Dennis

Nightly prices starting at
Dennis vacation rentals start at ﺩ.ﺇ147 per night before taxes and fees

Verified guest reviews
Over 34,310 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
480 properties have a dedicated workspace

Wi-Fi availability
1,230 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!
Destinations to explore
- Plainview Vacation rentals
- New York Vacation rentals
- Tuckahoe Vacation rentals
- Long Island Vacation rentals
- Boston Vacation rentals
- East River Vacation rentals
- Hudson Valley Vacation rentals
- Jersey Shore Vacation rentals
- Philadelphia Vacation rentals
- South Jersey Vacation rentals
- Pocono Mountains Vacation rentals
- The Hamptons Vacation rentals
- Rentals with a kayak Dennis
- Rentals with a hot tub Dennis
- Hotel rooms Dennis
- Bed and breakfasts Dennis
- House rentals Dennis
- Rentals with outdoor seating Dennis
- Boutique hotels Dennis
- Rentals with breakfast Dennis
- Apartment rentals Dennis
- Rentals with a washer and dryer Dennis
- Rentals with beach access Dennis
- Villa rentals Dennis
- Cottage rentals Dennis
- Private suite rentals Dennis
- Rentals with a patio Dennis
- Rentals with lake access Dennis
- Waterfront rentals Dennis
- Beachfront rentals Dennis
- Condo rentals Dennis
- Rentals with pools Dennis
- Rentals with a fire pit Dennis
- Rentals with a fireplace Dennis
- Guesthouse rentals Dennis
- Pet-friendly rentals Dennis
- Rentals with an EV charger Dennis
- Family-friendly rentals Barnstable County
- Family-friendly rentals Massachusetts
- Family-friendly rentals United States
- Cape Cod
- Mayflower Beach
- West Dennis Beach
- East Sandwich Beach
- Craigville Beach
- Duxbury Beach
- Onset Beach
- Coast Guard Beach
- Pinehills Golf Club
- Sandy Neck Beach
- New Silver Beach
- Lighthouse Beach
- Cahoon Hollow Beach
- Nickerson State Park
- Cape Cod Inflatable Park
- Popponesset Peninsula
- Sea Gull Beach
- Skaket Beach
- Race Point Beach
- Scusset Beach State Reservation
- Nauset Beach
- Saquish Beach
- Sandwich Glass Museum
- Bass River Beach




