Family-friendly holiday rentals in Wareham

5 out of 5 average rating, 232 reviews

The cottage exterior is illuminated by warm lights, showcasing a spacious deck with inviting seating. Lush greenery surrounds the property, with a vibrant purple flowering bush nearby. The serene atmosphere is enhanced by the evening sky, providing a cozy and welcoming retreat.

Cottage in Marion

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.

A tranquil waterfront scene is illuminated by twilight, showcasing a calm body of water reflecting the deep blue and orange hues of the sky. A small boat rests gently near the shore, surrounded by grasses, while trees outline the distant horizon.

5 out of 5 average rating, 11 reviews

Waterfront, 10 minutes to Cape Cod & Mass Maritime

Relax with family and friends at this waterfront glass-front beach cottage—your new favorite hideaway. Enjoy 2 bedrooms with new Sealy queen beds, a queen Lazy Boy sleeper sofa in the living room, vaulted ceilings, a full kitchen with coffee bar, and a washer and dryer. Take in views of Crab Cove with 2 kayaks and a canoe, or unwind under the power awning and a comfortable table for 6. Includes fire table, Adirondack chairs, and more. Just 8 miles from Cape Cod—your perfect getaway awaits!

4.98 out of 5 average rating, 341 reviews

A cozy living space features a striped sofa and a round table set near a rug. Light from the windows brightens the room, which leads to a bedroom visible in the background, adorned with a patterned quilt and vibrant pillows.

Cottage in Pocasset

Upper Cape Cozy Cottage

Simple but cozy cottage on an acre property next to the main house. Moderate sized bedroom and living room. Small kitchen and bathroom. The kitchen is fully equipped for cooking. Air conditioning is a portable unit and only in the bedroom. Games, books, and puzzles provided. There is no cable but a smart TV is included with access to Netflix etc. if you have an account. Outdoor area includes charcoal grill and seating . Large back yard with yard games, basketball hoop and fire pit.

4.81 out of 5 average rating, 141 reviews

Cottage in Wareham

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.

4.84 out of 5 average rating, 281 reviews

A serene view of a clear, spring-fed pond is visible, edged by lush greenery. A wooden dock extends into the water, inviting activities such as swimming or kayaking. Gentle waves ripple on the surface, reflecting the surrounding trees under a clear blue sky.

Cottage in Wareham

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

4.96 out of 5 average rating, 230 reviews

The kitchen features stainless steel appliances, including a refrigerator and a gas stove. Light grey walls are complemented by granite countertops. Natural light enters through a window above the sink, with kitchen essentials and decor items visible on the counters.

Townhouse in Wareham

The Gateway to Cape Cod townhouse !

SUMMER 26 AVAIL Aug 13-16, 26-28 Sept 4-10, 12-18,23-25,27-30 BEACH PASS PROVIDED PLEASE CHECK OUT SLEEPING ARRANGEMENTS PRIOR TO BOOKING MAX 6 adults only Ideal for families Parking for 2 vehicles only WELCOME to Wareham! The town with the most coastline out of any town in MA 60 miles! Minutes to Water wizz and TONS of local beaches! Wareham center and a local grocery store are both walking distance away! Great proximity to Boston , providence , Plymouth, cape

Tiny home in Mattapoisett

A welcoming living area features comfortable electric recliners and a small table, set against neutral-colored walls. A nautical-themed rug lies on the floor, while wall art and colorful flags add character. Natural light flows in through the window, which is adorned with blinds.

4.99 out of 5 average rating, 139 reviews

101 Steps to Beach/Island/Bike Path

Experience the Seaside Town of Mattapoisett. Location! Relax in this cozy cottage that is 101 steps from the front door to the Beach/Island/Bike Path. Enjoy this popular, sought after scenic Path for walking, biking, or a day at the Beach. The path is known for its picturesque coastal views. Walking distance to the Quaint Town, Shipyard Park, and many great restaurants. Ned's Point Lighthouse- 5min. Day trip to the Vineyard? Ferry- 14 min. 10% off 4 or more nights.

4.97 out of 5 average rating, 231 reviews

A handcrafted tree house is perched among trees, supported by wooden stilts. The structure features a rustic exterior with a metal roof and large windows, surrounded by greenery and vibrant pink flowers in the foreground, creating a serene and natural setting.

Treehouse in Wareham

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.

4.87 out of 5 average rating, 134 reviews

A cozy living area features light peach walls and warm wooden flooring. A comfortable sofa is situated beside a small coffee table. A circular chair is placed nearby, with a dining table and chairs in the background, illuminated by natural light from multiple windows.

Flat in Wareham

⭐ Beach Vibes & Fun Colors -- The Seashell Suite

Beach vibes and fun colors are the main features of this cozy 1 bedroom suite. With brand new pine floors, a full kitchen, and a full bathroom, this suite provides all the amenities for your beachside stay. The bed is topped with memory foam for extra comfort. This bright, first floor suite provides easy access to the beach, park, and village. We also have beach towels and 2 lightweight beach chairs for your use :)

An indoor game wall is featured, showcasing a variety of games displayed on wooden panels. A small, cozy table with a dark finish sits nearby, creating a casual gathering space for guests to enjoy games or meals together.

4.98 out of 5 average rating, 43 reviews

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!

A serene sunset over a calm body of water reflects vibrant orange and soft blue hues. Lush green grass borders the shore, while silhouettes of distant trees frame the scene. A dock is visible on the left, offering a peaceful spot to enjoy the view.

4.99 out of 5 average rating, 109 reviews

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.

The exterior of the cottage is presented, showcasing a light-colored façade with dark shutters. Steps lead to the inviting entrance, framed by a decorative awning. Lush greenery and well-maintained flower beds enhance the front yard, contributing to a welcoming atmosphere.