You know you need something to look forward to right about now (we do too!). These vacation rentals are the ticket. They tick all the boxes: driving distance from Boston, an easy vacation for kids and best of all, a pool for on-site entertainment. Here are our favorite vacation rentals for families near Boston.

North Andover Stunner

Airbnb

You'll definitely feel the New England vibes of this 4-bed, 3-bath house located in the quiet hamlet of North Andover. Enjoy the pool and hot tub while you are grilling and then take on the kids in a game of volleyball or badminton. There's a children's park just a short walk away and don't miss a stop at Cows Rock for ice cream. 

Sleeps: 8
Cost: $600/night
Online: airbnb.com/rooms/24250099

Brand-New Home with Pool | Woburn, MA

Airbnb

Your family will love this pristinely-clean home in a nice suburban neighborhood for your next family adventure. The highlight is definitely the pool; bring your floaties and plan to spend a lot of time out there. Dogs are welcome and the fenced-in backyard works great if you bring them with you.

Sleeps: 8
Cost: $228/night
Online: airbnb.com

Sunsets, Salty Air & Harbor Views | Marblehead, MA

Airbnb

You'll have ocean views as you dine by this home's in-ground pool. The whole family will love it! Overlooking Salem Harbor, this apartment is located on the first floor with some of the best views! Neighborhood beach access a block away and the Marblehead public boat landing is a short 5 minute walk. 

Sleeps: 6
Cost: $214/night
Online: airbnb.com

Country Estate with Massive Pool | Manchester-by-the-Sea, MA

Airbnb

This 6,000-square foot home is perfectly set up to host your next family get together. This historic home with updated with modern charm and it is only five minutes from two of New England's most beautiful beaches. 

Sleeps: 10
Cost: $550/night
Online: airbnb.com

Magnificent Waterfront Estate | York, ME

Airbnb

This beautiful, waterfront estate with 220 feet of ocean frontage offers all you need for a luxurious, relaxing seaside vacation. Spectacular ocean views from every room. This beautifully designed and furnished home offers all required for a luxurious seaside vacation. BBQ, heated pool, gourmet kitchen, open family room, 2 master suites, 4 additional bedrooms and 5 spa bathrooms.

Sleeps: 16
Cost: $1,707/night
Online: airbnb.com

Cottage with Hot Tub | Hampton, NH

Airbnb

This cute cottage is just a 7-minute walk to the beach and it has a lot to offer families. There's an above-ground pool and hot tub, fun loft room for the kids and fire pit for cooler nights. 

Sleeps: 4
Cost: $199/night
Online: airbnb.com

Grand Maine Seaside Cottage | York, ME

Airbnb

When you're ready to book your next family reunion, mark this one down. It has 7 bedrooms and 5.5 bathrooms so you can really invite the whole crew. Views of the harbor can's be beat. You'll have access to all the amenities at Stage Neck Inn, including the indoor and outdoor pools. 

Sleeps: 16
Cost: $1,650/night
Online: airbnb.com

Beach House with Pool | Kennebunk, ME

Airbnb

This home is perfect for gathering with families. You can enjoy your meals outdoor by the fire pit and massive pool. Walk one mile to the beach to feel the sand on your toes. With two kitchens, your crew can cook up a storm. 

Sleeps: 12
Cost: $450/night
Online: airbnb.com

—Kate Loweth

Featured image: Jayden Burdick via Pexels 

RELATED STORIES

The 48 Most Amazing Airbnbs for Families Across the Country

24 Incredible Train Car Stays You Need to Book Now

23 Incredibly Unique Overnight Stays That Are Anything but Boring

Family-Friendly Wineries Where You Can Stay the Night

16 Family Resorts with Jaw-Dropping Water Features

Advertisement
phone-icon-vector
Your daily dose of joy and connection
Get the Tinybeans app