
Family-friendly vacation rentals in Dennis Port
Find and book unique family-friendly homes on Airbnb
Quick stats about vacation rentals that are family-friendly in Dennis Port

Total vacation rentals
Explore 400 vacation rentals in Dennis Port

Nightly prices starting at
Dennis Port vacation rentals start at G$16,734 GYD per night before taxes and fees

Verified guest reviews
Over 8,860 verified reviews to help you choose

Pet-friendly vacation rentals
Find 80 rentals that welcome pets

Vacation rentals with a pool
50 properties feature pools

Rentals with dedicated workspaces
140 properties have a dedicated workspace

Wi-Fi availability
400 of Dennis Port vacation 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.

Sunset Sabbatical Cape Cod
**Newly updated Bathroom for 2026 Season!** Put your feet up and enjoy yourself! Just a 5 minute walk to South Village Beach, you will enjoy everything Cape Cod has to offer. A backyard oasis, complete with Outdoor Shower, beautiful lights, fire pit and grill - you will create family memories here for a lifetime. Updated kitchen with new gas stove, dishwasher and microwave. High-speed WiFi, Roku TVs, luxury pottery barn linens & towels. Small Hypoallergenic Dog(s) allowed with a $50 pet fee.
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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.
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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!
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Salt Cottage Dennis Port, Cape Cod, MA
Two bedroom cottage that is merely a few steps to a private beach. **Can be booked with it’s adjacent sister properties, ‘Seabbatical (Sea) Cottage and Shore Thing (Shore) Cottage,’ for larger groups. Views of the ocean from front windows & deck. Salty breezes to breathe in and the sound of waves to put you to sleep nightly. Everything you need for a summer vacation. Perfect beach for families-close enough to hop back to the cottage for whatever you need. Relax, unwind & enjoy Cape Cod.
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★ 0.4mi Beach &Village ★Firepit & Fireplace★ Bikes
✅4 adult bikes / helmets / beach chairs ✅Woodburning FPL in LR w/65” ROKU TV ✅Located at end private cul-de-sac, 0.4mi to ocean beach & 1/2mi to Village ✅Steps to restaurants & Sundae School Ice-Cream ✅Enjoy the backyard w/plenty of seating, fire-pit, outdoor shower & hammock ✅Large eat-in kitchen w/Island ✅2 Queen BR’s downstairs & 2 twin + rollaway in loft plus 1/2 bath ✅Pet Fee $30/day ✅1200 Mbps FastWiFi ✅Washer/Dryer ✅ Full A/C ✅All linens included & beds made Locally managed
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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
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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.
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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.
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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!
Indoor spacesKitchenWalkability

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.
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@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.
FamilyIndoor spacesBathroom

#3 Seashore 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.
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Popular amenities for Dennis Port family-friendly rentals
Family-friendly home rentals with a hot tub

Lakefront House/Private Dock/Year Round Hot Tub/AC
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Waterfront Escape: HotTub, Pets OK, Pool Table
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Local Beach+ Fireplace + Hot Tub Under the *Stars*
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Sun Sand & Sea House- Fenced Yard and Hot Tub!
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Hideout at Water's Edge, 131 North Shore Blvd, #4
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Luxury House 0.25 mi from Craigville Beach
FamilyIndoor spacesLocation

Ocean Edge Resort/Pool access/2bedroom-2bath Condo
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Great Chatham Location w/ Hot Tub, Near Beach!
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Family- and pet-friendly home rentals

Walk to beach - firepit - fireplace
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Sandy Feet Retreat
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*Bass River Victorian Escape* Central A/C*WiFi
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Cozy Family Retreat Sleeps 14 Pets Fire Pit
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The Cape Cod Perch at West Dennis Beach Studio Apt
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5 min walk to beach w/modern amenities
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Spacious cottage beach Wychmere < 4 min Central AC
KitchenIndoor spacesBeach

Stunning Waterfront with Serene Sunrise Views!
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Family-friendly home rentals with a pool

Sea Salt Studio - Steps to Glendon Rd Beach
FamilyKitchenNearby

"Cape Escape" luxury home w/pool & beach access.
KitchenIndoor spacesWifi

The Holly Cottage
FamilyKitchenBeach

X Marks the spot
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Modern Oasis, Heated Saltwater Pool, Beach, Golf
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Cozy cottage steps to the beach!
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Poolside studio home! A walk to the beach!
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King Bed Suite (Pet Friendly) in a Great Location
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When is the best time to visit Dennis Port?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$55,433 GYD | G$54,387 GYD | G$54,387 GYD | G$54,387 GYD | G$61,708 GYD | G$71,749 GYD | G$78,442 GYD | G$76,560 GYD | G$60,871 GYD | G$52,295 GYD | G$54,596 GYD | G$52,504 GYD |
| 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
- Condo rentals Dennis Port
- Rentals with pools Dennis Port
- Apartment rentals Dennis Port
- Hotel rooms Dennis Port
- Beachfront rentals Dennis Port
- Pet-friendly rentals Dennis Port
- Boutique hotels Dennis Port
- Cottage rentals Dennis Port
- House rentals Dennis Port
- Rentals with a hot tub Dennis Port
- Waterfront rentals Dennis Port
- Rentals with breakfast 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
- Saquish Beach
- Sandy Neck Beach
- Nauset Beach
- New Silver Beach
- Skaket Beach
- Falmouth Heights Beach
- Pinehills Golf Club
- Cape Cod Canal
- Popponesset Peninsula
- Race Point Beach
- Coast Guard Beach
- Inkwell Beach
- Cape Cod Inflatable Park
- Nickerson State Park
- Cahoon Hollow Beach
- Sea Gull Beach
- Marconi Beach





