Family-friendly holiday rentals in Wareham

Coastal Retreat

Experience luxury coastal living in this fully remodeled 2 bedroom 1 bath retreat in Indian Mound Beach. Every detail has been upgraded with high end finishes from the fully stocked kitchen to the living room where sliders open to a beautiful deck with views of Buttermilk Bay. Perfect for barbecues and year round relaxation. Steps to warm water swimming, short drive to the Cape Cod Canal for fishing, biking, etc., Local favorite restaurants surround you. Saturday to Saturday in the Summer.

Kitchen · Family · Sleep quality

Little Boho Retreat by the Beach

Kick back and relax in the most calming, low charm country, coastal cottage the town of Marion has to offer. You’ll experience spectacular view of the beach right from the deck to watching the boats from the harbor. Don’t just limit yourself to life at the beach in just the summer months, come and make memories in this beautiful year-round cozy cottage. It's a perfect retreat to go swimming, kayaking, fishing, bird/seal/crabs watching and more right here in a private community on Dexter Beach.

Kitchen · Indoor spaces · Cleanliness

☀️ Spacious and Bright -- The Sailboat Suite

Spacious, open, and bright, the Sailboat Suite is in an amazing location just steps from Onset Beach, village, boat rentals, market, & restaurants! Located on the first floor of a renovated Sea Captain's house, this large apartment gets great natural light. A/C included in all bedrooms. Fully stocked kitchen. Fiber WiFi & Smart TV. Nice covered deck with park and bay views. One of the very best locations in Onset! Pet friendly as well 🙂 Perfect spot for a beach getaway or family vacation.

Indoor spaces · Family · Hospitality

Quintessential Waterfront Historic Cottage

Set in a historic district and on a quiet pond shore, create memories with family and friends that will last a lifetime. Enjoy quintessential New England views from every angle. Coffee, restaurants, shopping & a fresh spring water fountain within a short walk to village center and under a mile to the nearest beach. Spend time walking the local area, exploring Cape Cod and relaxing in an atmospheric setting. Each room has been curated in a timeless tone, with relaxation and comfort in mind.

Family · Kitchen · Check-in

140 Steps to Beach with Water Views

This small rustic unique cottage is ready for you to enjoy on Buttermilk Bay. Located within a sought after cape style cottage community. It offers a Pristine Private Association Beach. There are water views from both the living room and deck. Grab the provided beach chairs, cooler and walk a 140 steps from the deck to the beach. Location! Close to Cape Cod Canal, Restaurants, Beaches, Walking Trails, Golf Courses and Cape Cod Bridge. 10% off 4 or more days. Last Min- August/ Sept 15%.

Kitchen · Family · Barbecue

The Gateway to Cape Cod Loft!

Summer of 2027 calendar is open! Avail Summer 26’ Aug 11-13 , 23-28 Sept 9-11,21-30 BEACH PASS PROVIDED Please read Can sleep a 6th SMALL CHILD (5 or under) in this unit. 5 adults MAX parking for 2 cars only FAMILY FRIENDLY WELCOME to Wareham,the town with the most COASTLINE out of any town in Mass (60 miles!) Minutes away from Water wizz and TONS of local beaches.Wareham Center and a local grocery store are both walking distance away! Near Plymouth, Cape, Boston and providence

Family · Kitchen · Outdoor spaces

Peaceful waterfront home, large deck, 4 bedrooms

Nestled in Broad Cove on Buzzards Bay, this inviting home is perfect for family gatherings. The open-concept first floor connects the kitchen to the living room, offering stunning bay views through 3 sliding glass doors. Upstairs, find 4 bedrooms, including a master suite overlooking the water. Enjoy 65 feet of private beach and easy access to Onset beach and restaurants, just a 15-20 minute walk or 5-minute drive. A coastal retreat that blends convenience with scenic tranquility.

Kitchen · Family · Bathroom

Charming cottage just 100 steps from the beach!

This beach cottage just steps from beautiful Onset Beach was restored in 2021. It boasts a brand new bathroom and kitchen, new flooring throughout and is tastefully decorated in coastal blue hues with a touch of shabby chic. Walk to the beach without having to pay or battle parking. You are also a 3-5 minute walk to restaurants, the grocery store, an ice cream parlor and more. Hot/cold outside shower. Window AC units in bedrooms & living space. Onset, the gateway to Cape Cod.

Indoor spaces · Family · Getting around

Cozy Cottage on a Private Pond

This cozy cottage is located on a private 42 acre, spring fed, crystal clear private pond. Enjoy kayaking, swimming or fishing from the dock or just relax on the deck overlooking the pond. Sleeps 5 in 2 bedrooms and trundle bed in the 4 season room. There is good fishing and canal cruises, cafes and restaurants close by and a summer concert series in park. Many of our guests with children have visited Edaville Railroad and "Thomasville" It is about 15 miles from the cottage

Family · Indoor spaces · TV

Mink Cove Treehouse

A unique adult adventure awaits in this cozy hand crafted tree house! Nestled 12 feet off the ground amongst the chirping birds, red oaks & breathtaking views of Mink Cove in Buzzards Bay. The tree house is accessible by a suspension bridge that leads you to a partially covered porch where you can enjoy a cup of coffee or sit back & take in the sunset with a glass of wine. Step inside to the living space & snuggle up on the couch for an intimate evening.

Kitchen · Indoor spaces · Breakfast

GameWall Steps2Beach Pet&KidFriendly BunkBeds!

Welcome to Onset Ocean Escape! Your charming, fully renovated beach retreat is just steps from the shore (less than 500 ft!). You will love our built-in bunks, AC, and all the modern comforts you will need for a relaxing getaway. Whether you're here for a weekend escape or a longer stay, you'll love the convenience and comfort of this coastal retreat! Book your stay and start your beachside memories now!

Family · Kitchen · Accuracy

Sunset Cove Beach

This ocean view cottage is perfect for you and your family to relax, unwind and adore the wonderful scenery it has to offer. This charming cottage is on a quiet dead-end street, suitable for a small family or a couple, seeking to appreciate the neighborhood and beaches without the hassle of cape traffic. Come and enjoy the warm water, beautiful sunrises, breathtaking sunsets, and much more.

Indoor spaces · Family · Comfort