Discover a selection of 209 vacation rentals in Kingston, MA that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and private pools. Prices start at $159 per night, and houses and cabins are popular options for a stay in Kingston. Either way, you'll find a rental for everyone's needs.
Top rated rentals — Kingston
Destination guide

History meets coastal charm in picturesque Kingston

The picture-postcard image of a coastal New England town, Kingston offers a unique mix of colonial history and serene ocean life. Just 35 miles south of bustling Boston, a Kingston vacation rental feels worlds away from big-city life. The charming town center has an eclectic mix of local shops and restaurants. Venture slightly south, and you'll find yourself in the midst of history with the famous Plymouth Rock at your feet. Keep going and you'll hit Cape Cod, with its countless sandy beaches and coastal towns for whiling away the warm summer days.

Things to do

Follow in the footsteps of the Pilgrims

You may not have thought about the Pilgrims since you were in grade school, but you will if you visit Kingston. A haven for history buffs, Kingston is just a short drive from Plymouth Rock, the supposed site where the Pilgrims first set foot in the new world in 1620. You'll also be on the doorstep of Plimoth Plantation, a living history museum replicating 17th-century life in the original Pilgrim settlement (buckled shoes optional). Head north from your Kingston vacation rental and you'll hit all the top sights of downtown Boston; head south and you're in Cape Cod beach heaven.


That sweet New England beach life

Coastal living wouldn't be complete without some quality time unwinding at the beach. Gray's Beach, in the heart of town on Kingston Bay, gives you your first taste of sand beneath your toes. You'll no doubt want more, and you're in luck -- Kingston is the gateway to Cape Cod and its world-renowned beaches. If you're feeling adventurous, drive all the way to the tip and stop at several beaches along the way. Closer to home, Kingston's state forest has plenty of trails for biking and off-roading, plus some prime hunting ground (permit only, of course).


Get a true taste of all four seasons in Kingston

Kingston experiences each of the seasons to its fullest. It's warmest from May to September, with temperatures rising to the 80s and humidity soaring in July and August. May and June are mild, while September and October see a fiery display of changing fall foliage. New England winters can seem intense to those from warmer climates, with freezing temperatures and several inches of snow a common sight anytime between November and April. Pack a warm coat and some boots to make the most of your Kingston vacation rental in the coldest months.

Natural features

Bask in a land of coastal breezes and sunny beaches

Soothing waves and sandy beaches are the hallmarks of the New England coast, and Kingston is no exception. The salty air carries through the charming downtown and the surrounding flat lands. The beaches only multiply and become more picturesque as you head through the length of Cape Cod, an ocean lover's paradise. Further inland you'll find a natural wonderland of forests, trails, and streams where you're likely to encounter some friendly wildlife. For a unique outdoorsy experience, arrange a tour of one of the local cranberry bogs.

How to get there

Transportation options to and around Kingston

Fly into Plymouth, MA (PYM-Plymouth Municipal), the closest airport, located 5.2 mi (8.4 km) from the city center. If you're unable to find a flight that fits your schedule, you could book a flight to New Bedford, MA (EWB-New Bedford Regional), which is 24.2 mi (38.9 km) away.

If you'd rather travel by train, you can make your way to Kingston Station.

How many vacation rentals are available around Kingston, MA?

Our 2021 property listings offer a large selection of 209 vacation rentals around Kingston. From 184 house rentals to 34 cabin rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

Can I rent Houses in Kingston?

Yes, of course. Vrbo has 184 Houses in Kingston. Our other popular types of vacation rentals in Kingston include:

  • Cabins: 34 rentals available
  • Cottages: 34 rentals available
  • Bungalows: 34 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Condos/Apartments and more.

Can I find a vacation rental with pool in Kingston?

Yes, you can select your preferred vacation rental with pool among our 7 vacation rentals with pool available in Kingston. Please use our search bar to access the selection of vacation rentals available.