Destination guide

Chelsea is a thriving riverfront community

Located just across the mighty Mystic River from bustling Boston, Chelsea is both a great base from which to explore the iconic Massachusetts metropolis, and a vibrant destination in its own right. Multicultural and densely populated, this compact city is dotted with handsome historical buildings, eclectic eateries, boutique breweries, and picturesque parks. With an extensive array of Chelsea vacation rentals to pick from, you're bound to find one to suit your needs and wants. And should you ever need a change of scenery, the cavernous museums, majestic monuments, and revered cultural venues of Boston are all just a stone's throw away.

Things to do

Chelsea's historical homes and pristine parks

You'll find an array of attractions within easy reach of your Chelsea vacation rental. For a compelling trip back in time, be sure to stop by the Governor Bellingham-Cary House Museum. Built in 1659, it's one of the most beautifully preserved and historically significant buildings linked to the founding of the Massachusetts Bay Colony. Friendly local experts will be all too happy to give you a guided tour, but opening hours are limited, so be sure to check listings before you visit. Mary O'Malley State Park is a lush, green riverside park with spectacular views of the Boston and Charlestown skylines. From here you can also marvel at the handsome Tobin Bridge, which connects Chelsea to Boston.


Spa days and indulgent nights in Chelsea

Massachusetts boasts a thriving craft beer scene, and Chelsea is home to boutique breweries and tap rooms, where you can sample all manner of lovingly made pale ales, porters, and stouts. If you're after a more virtuous form of self-indulgence, there are also tranquil spas, where you can treat yourself to an invigorating massage, or a traditional Russian steam bath. And no visit to Chelsea is complete without an aquatic adventure or two. Take a leisurely sunset cruise around handsome Boston harbor, race down the Mystic River in your own mini speed boat, or embark on a whale-watching expedition.


Enjoy 4 distinct seasons in Chelsea

Chelsea experiences a wide range of weather conditions over the course of each year. Summer days are long, warm, and sunny, which means that Chelsea vacation rentals are in high demand between June and August. Early fall brings a crispness to the air, but temperatures usually remain pleasant until November. You'll need to wrap up warm if you're visiting in winter, although the temperature tends to hover around freezing, rather than plunge too far beneath it. Snowfall is highly variable from year to year, but certainly a common occurrence between December and February.

Natural features

Whale watching and fall foliage in Chelsea

If you want to escape the hustle and bustle of the city, you'll find an abundance of natural spectacle within easy reach of Chelsea. If you're visiting between March and November, you can hop on a high-speed catamaran bound for Stellwagen Bank Marine Sanctuary, where you're very likely to catch a glimpse of several species of whales. If you're visiting in fall, Massachusetts is a prime spot for leaf peeping. Hire a car and take an unforgettable trip through the countryside, marveling at forests full of radiant red and glowing golden trees.

How to get there

Transportation options to and around Chelsea

Fly into Boston, MA (BOS-Logan Intl.), the closest airport, located 2.2 mi (3.6 km) from the city center. If you can't find a flight that works for your travel itinerary, you might consider flying into Bedford, MA (BED-Laurence G. Hanscom Field), which is 13.8 mi (22.2 km) away.

If you'd rather travel by train, the main station is Chelsea Station.

Can I find a vacation rental around Chelsea?

Yes, our 2020 property listings offer a large selection of 471 vacation rentals near Chelsea. From 103 Houses to 306 Condos/Apartments, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Chelsea for a holiday or a weekend are on HomeAway.

What is the best area to stay when traveling to Chelsea?

Whether you're traveling with family or friends, here are the areas with the largest selection of vacation rentals for a holiday trip or just for a weekend in Chelsea:

  • North End: 95 vacation rentals
  • Back Bay: 139 vacation rentals
  • Beacon Hill: 105 vacation rentals
  • Downtown: 152 vacation rentals
  • South End: 147 vacation rentals

For other neighborhoods, please use our search bar to access the selection of vacation rentals available.

What are the popular points of interest near where I can stay when traveling to Chelsea?

HomeAway offers a large selection of vacation rentals near lovely places in Chelsea. From HomeAway travelers, the most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Chelsea Garden Cemetery: 624 vacation rentals
  • Chelsea Station: 623 vacation rentals
  • Apollinaire Theatre Company: 623 vacation rentals
  • Boston Paintball: 627 vacation rentals
  • Bellingham Square Historic District: 627 vacation rentals

But there are many other points of interest around Chelsea listed on HomeAway where you can find your place to stay. Please use our search bar to access the selection of vacation rentals available near the point of interest of your choice.

Can I rent Houses in Chelsea?

Yes, of course. HomeAway has 103 Houses in Chelsea. Our other popular types of vacation rentals in Chelsea include:

  • Condos/Apartments: 306 rentals available
  • Villas: 2 rentals available
  • Cabins: 2 rentals available

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

Can I find a vacation rental with pool in Chelsea?

Yes, you can select your preferred vacation rental with pool among our 14 vacation rentals with pool available in Chelsea. Please use our search bar to access the selection of vacation rentals available.

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