Family-friendly holiday rentals in Wareham

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.

☀️ 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.

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.

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.

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

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. Deals- 10% off 4 or more nights.

The Gateway to Cape Cod Loft!

Avail Summer 26’ July 12-16 20-23 Aug 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

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.

Brand new! Whole apartment, huge tub, full kitchen

Beautiful self-contained apartment. Enjoy the blissful extra-long Kohler soaking tub, rain shower, and luxurious Matouk towels. Full kitchen and outdoor seating area. DreamCloud queen bed. Short walk to the center of the village and town wharf, providing easy access to all of Mattapoisett's charm, including Ned's Point Lighthouse and Town Beach. Outstanding local restaurants and sweet treats all close by.

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!

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 Flirty Flamingo-Wareham, Ma

Welcome to The Flirty Flamingo, a stylish coastal retreat near Cape Cod’s beautiful beaches. This bright, family-friendly home blends seaside charm with modern comfort, featuring a fully equipped kitchen, air conditioning, and inviting spaces to relax after a day of exploring. Conveniently located near Boston, Cape Cod, and Gillette Stadium, it’s the perfect home base for your getaway.