
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 $87 AUD 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.

ONE Minute walk to BEACH! High end home special!
ONE Minute walk to the BEACH! High End, newly remodeled beach house SPECIAL! Walk to great bars, restaurants, breakfast spots, shopping and more! 3br, 2bath (1 full ba + 1 half ba + 1 enclosed outdoor shower) with high end granite kitchen. SPACIOUS living area and bonus sun porch & office! Newly landscaped yard, high end patio/driveway/walkways and built in fire pit next to a fully furnished outdoor lounge! Dishwasher, washer/dryer, Central AC, fully applianced kitchen w/ cookware and more!

★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

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.

★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

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!

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.

Waterfront Escape: HotTub, Pets OK, Pool Table
Enjoy stunning Swan River views from every room at this spacious Cape Cod getaway! Just 1 mile from South Village and West Dennis Beach, you can launch kayaks or paddle boards right from the property and float down Swan River to the ocean. Relax on the expansive deck with a large dining table, fire pit, and hot tub overlooking the water. Inside, enjoy two living rooms, a game room with pool table, foosball, and four bedrooms with 3.5 baths — perfect for families and groups.

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.

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.

#5 Nautical Nest Studio 300 yards to Glendon Beach
Newly renovated, 250 square ft studio at Near Beach Rentals. 300 yards to Glendon Beach. Fully furnished studio awaits for your Cape getaway. Head to the beach in the morning and you're close enough to walk back for lunch. The studio comes with a queen bed, a twin bed, kitchen 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 Port family-friendly rentals
Family-friendly home rentals with a hot tub

Slate House - a modern waterfront getaway

Villa Costa

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*

Awesome Cottage near Beach, Backyard Bar & Hot Tub

Luxury House 0.25 mi from Craigville Beach

Sun Sand & Sea House- Fenced Yard and Hot Tub!
Family- and pet-friendly home rentals

Ship Cottage | 5-Min Walk to Beach & Dining

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

Fabulous Waterfront with Spectacular Sunset Views!

Charming Cape Near Beaches + Dog Friendly

Sauna · Fireplace · Waterfront · 2 Kings · DogsYes

Sandy Feet Retreat

Walk to beach - firepit - fireplace

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

Beachside Condo with Balcony - Oceanside Condos

Cozy Studio Just Steps Away From the Beach!

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

Heated Pool | Waterfront | A/C | Kayaks | 3 Acres

Great Location. Near Beach & Main Street. Unit M1

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 | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $382 AUD | $375 AUD | $375 AUD | $347 AUD | $375 AUD | $458 AUD | $541 AUD | $528 AUD | $420 AUD | $360 AUD | $376 AUD | $362 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 |
Destinations to explore
- Rentals with lake access Dennis Port
- Rentals with beach access Dennis Port
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- Rentals with a fire pit Dennis Port
- Rentals with a washing machine and dryer Dennis Port
- Beachfront rentals Dennis Port
- Pet-friendly rentals Dennis Port
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- Boutique hotels Dennis Port
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- Rentals with a fireplace Dennis Port
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- Rentals with a hot tub Dennis Port
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- Family-friendly rentals Dennis
- Family-friendly rentals Barnstable County
- Family-friendly rentals Massachusetts
- Family-friendly rentals United States
- Cape Cod
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- West Dennis Beach
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- Inkwell Beach





