
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

4 Minute Walk to Beach, Cape Cod Serenity
Located on a quiet corner with lots of privacy, 2 full baths, 4 bedrooms, outdoor shower, and a quick stroll to the beach. Activities, great restaurants and shopping are moments away! Fully equipped kitchen, linens included, outdoor seating, a grill and beach accessories will make your trip great. 1 full bath down with two bedrooms, 1 full bath up with two bedrooms. AC/Heating units installed to make your stay more enjoyable! June, July and Aug are 7 day stays w/ Friday as arrival day!

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

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!

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 8 with 4 bedrooms, 3 baths, outdoor shower and al fresco dining on deck or porch. A mile to downtown where you'll find great restaurants and cafes. The space is designed for comfort and convenience and exploring the Cape from this Dennisport home is easy due to it's central location.

@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.

Waterfront Cottage on White Pond(Graham Cracker)
Our cottage (Graham Cracker House) sits steps from crystal clear White Pond. The cottage offers private access to the pond for swimming, fishing and boating. The large outdoor space is great for dining and relaxing by the pond. It is 1.5 miles to the Cape Cod rail trail (bike trail), close to many dining options and 3 miles to some of the best beaches Cape Cod has to offer. There is another cottage on the property for rent that sleep 4 guests. No sharks here!

#1 Mermaid Haven 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 twin bed, 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.

Dennis Port Townhouse3 close to Beach & Dining
Welcome to Blue Ocean Cottage! Located in the heart of beautiful Dennis Port on Cape Cod, MA. Our 1 queen bedroom also has a twin bed in same room and the living room has a full sleep sofa. Located 3/4 of a mile to oceanside beaches this townhouse is a short walk to downtown and restaurants. There are many beaches & restaurants in the area. This townhouse has everything you will need to make your vacation special! ~~~SEE PROFILE FOR OTHER PROPERTIES

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!

Walk to beach - firepit - fireplace
Classic Cape cottage with new bamboo hardwood flooring, updated kitchen, beautiful new tiled bath and overall decorated like a true Cape Cod cottage. *There is parking for 2 cars only.* Linens can be provided for a fee of $20 per bed. One dog under 50 lbs. $50 wknd/$100 week pet fee. No Cats allowed. Walk to beach, Seaview Park and restaurants/ice cream. Nice patio with firepit and large yard.
Popular amenities for Dennis Port family-friendly rentals
Family-friendly home rentals with a hot tub

Slate House - a modern waterfront getaway

Hot Tub/Kayaks/Ebikes/Waterfront-The Lotus

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*

Lakeside Waterfront House in Harwich: 4+beds, 3bth
Family- and pet-friendly home rentals

★Waterview ★Pet Friendly ★Kayaks ★Trails ★

Joe's Beach Hideaway

Cape Cottage✦Walk to Beaches✦Large Fenced Yard

Cape Hideaway

Windfall Townhouse - 1/2 mile to Nantucket Sound

Charming Cottage near Beach and Ferry.

Tiki Bar, Firepit, Pond View | Cottage near Beach

LUXHOME★Walk2Beach★Firepit★PetOK★Kingbed
Family-friendly home rentals with a pool

Beachside Condo with Balcony - Oceanside Condos

Renovated Cape Oasis W/ New Pool and Game Room!

House on Cape Cod with pool close to beach

Seaview Summit | Ocean Views, Indoor Pool, Beach

Endless Summer - #3

Studio vacation home with pool! Walk to the beach!

Cozy cottage steps to the beach!

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 | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £173 | £180 | £169 | £180 | £194 | £237 | £280 | £273 | £217 | £186 | £195 | £187 |
| 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 £37 per night before taxes and fees

Verified guest reviews
Over 9,000 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
120 properties have a dedicated workspace

Wifi availability
340 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 Dennis
- Family-friendly rentals Barnstable County
- Family-friendly rentals Massachusetts
- Family-friendly rentals United States
- Cape Cod
- Mayflower Beach
- West Dennis Beach
- Craigville Beach
- East Sandwich Beach
- Duxbury Beach
- Onset Beach
- Coast Guard Beach
- New Silver Beach
- Pinehills Golf Club
- Sandy Neck Beach
- Cahoon Hollow Beach
- Nickerson State Park
- Lighthouse Beach
- Popponesset Peninsula
- Cape Cod Inflatable Park
- Saquish Beach
- Nauset Beach
- Race Point Beach
- Skaket Beach
- Sea Gull Beach
- Marconi Beach
- Sandwich Glass Museum
- New Bedford Whaling Museum




