
Family-friendly vacation 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.

Spacious Modern Cottage, beach& Wychmere <1.4mile
Entire spacious newly renovated modern cottage in Harwich Port. Sun filled open concept living room with a large kitchen island. Great for families ! Less than 4 min drive to Red River beach and Bank street Beach. 3 min drive to Wychmere Beach Club wedding venue. Close to Harwich Port downtown. Centrally located, close to Chatham, Brewster and Dennis. Freedom Cruise Line ferry to Nantucket at the end of our street. Enjoy a hike to Harwich Thompson's field Conservation area. Close to bike trail

★ 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

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.

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!

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

Cape Cod Beachfront 2 bedroom Cottage Harwich
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. Although you'll never feel like you need to leave the cottage because of its enviable location and views, it is close to the quaint Harwich village which boasts art and culture, restaurants and dining, shopping and family-friendly activities. This cottage is great for couples, families (with kids), and groups (up to 5).

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.

Sandy Feet Retreat
Located on highly desirable Oak Street in Dennisport, you will relax and unwind in a newly updated 3BR/ 2 BA home. 2021 updates included a fully fenced in backyard and central air conditioning! Exterior renovations will be done Spring 2022! Updated master bedroom with a master bathroom including Electrolux washer and dryer. Less than 1000/ft walk to private Oak Street Beach and located in a family friendly neighborhood with many restaurants within walking distance.

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.

#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.

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

Slate House - a modern waterfront getaway

The Lotus-Hot Tub/Kayaks/Ebikes/Waterfront

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!

Awesome Cottage near Beach, Backyard Bar & Hot Tub

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

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

Peace By The Bay

Stunning Home in Harwich Port

Spacious house steps to Craigville beach! Dog ok!

Cozy Waterfront Apartment, Private Beach Access

*Tiny Cottage* Dog Friendly*1/2 mile2beach

Cheerful, renovated 2 bdrm-block to beach. Dog ok.

West Dennis Beach Retreat
Family-friendly home rentals with a pool

Hot Tub, Game Room, near mayflower beach

Stunning Cape Home - Inground Pool, 5 Min To Beach

Hidden Hideaway

Bright and Lovely Cottage With Community Pool

Cozy cottage steps to the beach!

Steps to the Beach & Heated Pool!

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 | ﺩ.ﺇ852 | ﺩ.ﺇ885 | ﺩ.ﺇ834 | ﺩ.ﺇ885 | ﺩ.ﺇ955 | ﺩ.ﺇ1,168 | ﺩ.ﺇ1,377 | ﺩ.ﺇ1,344 | ﺩ.ﺇ1,069 | ﺩ.ﺇ878 | ﺩ.ﺇ856 | ﺩ.ﺇ841 |
| 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 Port

Total vacation rentals
Explore 370 vacation rentals in Dennis Port

Nightly prices starting at
Dennis Port vacation rentals start at ﺩ.ﺇ294 per night before taxes and fees

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

Pet-friendly vacation rentals
Find 70 rentals that welcome pets

Vacation 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 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!
Destinations to explore
- Rentals with a hot tub Dennis Port
- Rentals with beach access Dennis Port
- Rentals with lake access Dennis Port
- Condo rentals Dennis Port
- Hotel rooms Dennis Port
- Rentals with outdoor seating Dennis Port
- Apartment rentals Dennis Port
- Rentals with pools Dennis Port
- Rentals with a patio Dennis Port
- Fitness-friendly rentals Dennis Port
- Beachfront rentals Dennis Port
- Pet-friendly rentals Dennis Port
- Cottage rentals Dennis Port
- Rentals with a fire pit Dennis Port
- Rentals with breakfast Dennis Port
- Boutique hotels Dennis Port
- Rentals with a washer and dryer Dennis Port
- Rentals with a fireplace Dennis Port
- House rentals Dennis Port
- Waterfront rentals 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
- East Sandwich Beach
- Craigville Beach
- Duxbury Beach
- Onset Beach
- White Horse Beach
- Horseneck Beach State Reservation
- Coast Guard Beach
- Pinehills Golf Club
- Chapin Memorial Beach
- Inman Road Beach
- Nauset Beach
- Lighthouse Beach
- Town Neck Beach
- Ellis Landing Beach
- Linnell Landing Beach
- New Silver Beach
- Peggotty
- Nickerson State Park
- Falmouth Beach
- Cape Cod Inflatable Park
- Scusset Beach




