Family-friendly holiday rentals in Harwich

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.

Harwich Retreat on Cape Cod - Relax or explore!

Enjoy the tranquility of Cape Cod in all seasons. Short walk to the beach. Sleeps 8. Comfortable colonial with open living, dining & kitchen floor plan. 1st floor: full bath with large custom shower & laundry, 4th bedroom/study with picture window overlooking beautiful English-styled gardens. Dining room opens through french doors to a small deck & extensive outdoor living areas with pond, fire pit & outdoor shower. 2nd floor: 3 bedrooms (King, Queen & Twin), luxurious bath w/ deep soaker tub.

* Top Rated - Free Cleaning & Linens - SuperHost!

This special home is central to all of Cape Cod, making it easy to plan your visit! Newly renovated unique 3 bedroom ranch located in a quiet area that's just a 5-minute drive to the best beaches in Harwich, 1-minute to great golf and the preeminent Cape Baseball League, walking distance to the town center with corner and package stores, breakfast, lunch, dinner, cocktails, pickleball, tennis, playground, library and a 1-minute walk to the Cape's famous Rail Trail with 25 miles of paved paths.

Cape Cod Retreat close to bike path

A sweet light filled 4 season single family home with three-bedroom, two full bathrooms, central ac and a huge outdoor shower in Harwich, MA. This home is set back from the road with foliage providing privacy and an expansive back yard. The main living area boasts gorgeous, wide pine floors and an open concept floor plan with a bright fully equipped kitchen and vaulted ceilings. With a huge backyard with plenty of privacy, it is perfect for relaxing with friends and family. Close to bike path.

Newly renovated Cape Coddage! Location! Location!

Newly renovated! Harwichport home- 2 min walk to beach, sleeps 10. Located right by Bank St Beach In Harwichport! Walk 1-2 minutes to the beach or walk 1-2 minutes in the other direction to Main Street where you will find shops and restaurants. Ember, The Port, 3 Monkeys, Beer Garden, and Mad Minnow. This home is in the dream location. Pull in and you don't need to drive until you leave. Walkable to Wychmere beach club. This home is often shared by guests of events celebrated at Wychmere.

Romantic getaway suite

GENEROUS DISCOUNT FOR LONG TERM OFF SEASON STAYS. ( February, March, November, and December) Contact direct. Eleven year old private one bedroom lavish suite over two car attached garage with private entrance, deck, and parking in a quiet neighborhood central to all the Cape has to offer. Beautifully furnished with central air, gas fireplace, hardwood floors, double slipper clawfoot soaking tub, separate subway tiled shower, wireless internet and Sony 49 inch 4KUHD edge -lit streaming TV.

Spacious cottage beach Wychmere < 4 min Central AC

Entire spacious newly renovated modern cottage in Harwich Port. Open concept living room with a large kitchen island. Great space for families ! Bank street Beach and Wychmere Beach Club wedding venue are 4 min drive from us ! We’re very close to Harwich Port downtown with great restaurants. We’re centrally located, close to Chatham, Brewster and Dennis. Freedom Cruise Line ferry to Nantucket at the end of our street. Enjoy the bike trail nearby with rental location if needed.

The Osprey Nest - Beach house with stunning views

The Osprey Nest is a classic Cape Cod beach house just steps to the ocean with panoramic views across the protected marsh. A cozy and timeless retreat, with modern amenities and spacious and light-filled rooms. This home has been in my family since the 1960’s and you will feel the warmth and charm the minute you step in the door. The location is perfect for nature lovers but within 10 minutes of stores, restaurants, and charming towns. A perfect base for Cape Cod sightseeing.

Entire Home - Steps to Beach/Downtown - Gameroom

Welcome to Dragonfly By The Sea! This beautifully renovated 4-bedroom, 2-bath + Private Outdoor Shower Cape Cod retreat features all-new 2026 furnishings, premium amenities, and a private outdoor shower. Enjoy an unbeatable location just a 1-minute walk to the beach and 5 minutes to downtown Harwich Port's shops, restaurants, cafés, and bars. Linens, towels, and professional cleaning are included. Hosted by experienced 5-star hosts dedicated to making your stay unforgettable.

Cozy Family Retreat Sleeps 14 Pets Fire Pit

There are two homes that combine to create the picture-perfect Cape getaway for your extended family! As you pull onto the shell and stone driveway, you are welcomed by planters adorning every first-floor window. Both structures have been completely renovated in 2021/22. No detail was spared - from the countertops reminiscent of the sea and surf, the finest fixtures and faucets, wicker and rope decor bringing all the coastal vibes in, and nautical details around every turn.

Lake House with Private Lake Access

Lake front house with peaceful view and PRIVATE LAKE ACCESS in the heart of Cape Cod (mid Cape). Crystal clear and clean pond for swimming, kayaking, & paddle boarding. Kayak & paddle boards provided. Large patio overlooking the entire pond. Fire pit. Recently renovated interior. Central A/C. Free Wifi & parking. Minutes to beach, bike trail, golf, tennis/basketball/tennis courts with light, fishing, supermarket, shopping, and etc. Primary renter must be 25+ yr.

Cape Hideaway

Private suite on the first floor guests have exclusive use of the entire place. The second floor is my residence. The suite has a bedroom with queen temperpedic mattress, living room with queen sleep sofa, small kitchenette and bath. The kitchen is equipped with a small refrigerator, microwave, coffee maker, kettle, single burner cooktop and crockpot. Guests have access to the upper deck (shared space) which has a patio set and gas grill.