Chelsea Vacation Rentals

Our Favorite Vacation Rentals in Chelsea

  • Private Rooms in Cozy Homestay Minutes From Logan Airport
     Family Stay
    Booking.com
    From
    $90
  • Luxury Suite, Moroccan Furnishings, Boston
    ExcellentHome/Apartment
    HolidayLettings
    From
    $415
  • Broadway arms
     Home/Apartment
    Booking.com
    From
    $99
  • Spectacular Luxury Super Yacht In Boston Harbor Sleeps Eight In Four Staterooms
    Good4br Boat
    HolidayLettings
    From
    $5,154
  • Downtown Boston , Casino , Shopping.
     Home/Apartment
    Booking.com
    From
    $125
  • Boston, New Beautiful chic 3BR 3BA apt. sleeps 7 (M1G)
    Good2br Home/Apartment
    HolidayLettings
    From
    $827
  • Clean Comfy Centrally Located Private Room
     Family Stay
    Booking.com
    From
    $68
  • Sonder | The Conrad | Pristine 2BR + Laundry
    Excellent2br Home/Apartment
    HolidayLettings
    From
    $265

Check prices for these upcoming dates

Chelsea Vacation Rentals with a Pool

  • Support Local Businesses by Staying with GoLocal!
    GoodHome/Apartment
    Airbnb
    From
    $214

Chelsea Vacation Rentals with Wi-Fi

  • Family friendly 2BR 5mins to Boston w st parking
    Excellent2br Home/Apartment
    Airbnb
    From
    $137
  • Modern Condo - minutes to Airport & Encore Casino!
    ExcellentHome/Apartment
    Airbnb
    From
    $79
  • COZY ,Convenient homey. Room # 2
    GoodHome/Apartment
    Airbnb
    From
    $68
  • Updated 2 bed condo minutes from train to downtown
    Excellent2br Home/Apartment
    Airbnb
    From
    $161

Chelsea Pet-Friendly Vacation Rentals

  • Sweet studio 15 minutes from Bos.Logan Airport. 10 miles to downtown crossing.
     -1br Studio
    HolidayLettings
    From
    $110
  • Modern Studio By With Kendall Harvard
     -1br Studio
    HolidayLettings
    From
    $256
  • Rodri and Wandy's Place
     3br Home/Apartment
    HolidayLettings
    From
    $304
  • Global Luxury Suites Longwood Medical
    Okay2br Home/Apartment
    HolidayLettings
    From
    $480

Chelsea Travel Guide

Chelsea is located in Eastern Massachusetts, just North of Boston. It is an ideal spot for family fun, a couples' getaway or even a long weekend with friends. Chelsea is mainly known for having some of the best views of the Boston skyline as it sits directly across the Mystic River.

Things to Do in Chelsea

Chelsea and Boston are full of early American History. You might want to visit where it all began at the Bunker Hill Monument, which is where one of the first major battles between British and Patriot forces took place in the American Revolutionary War in 1775.

You can dive into Naval history and take a tour of the USS Constitution, or go for a walk along the shoreline at Boston Harborwalk and see big ships.

Best Time to Visit Chelsea

Visit Chelsea during summer when the weather should be warm and sunny and you can explore the charming, historic city on foot.

Food in Chelsea

Floramo's is known for having some of the best Italian food in the area and it's unusual to see the place packed. If you prefer gastro pub food, then you're also going to want to check out Chelsea Station.

Price and Availability in Chelsea

Most expensive
Most availability
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The cheapest day to stay at a vacation rental in Chelsea tends to be Tuesday, while the most expensive day tends to be Saturday. Vacation homes in Chelsea tend to be busiest on Fridays, while it tends to be much quieter on Mondays.
The most expensive month to stay in a vacation rental in Chelsea is in August, while the cheapest month is in February. The most popular time to book a vacation rental in Chelsea is in the high season in May. Chelsea has its low season in January, when less people are visiting and the vacation home occupancy rate drops.

The Weather in Chelsea

Rainy days
70° 14°
9
65° 20°
3
61° -2°
5
72° 10°
4
64° 16°
5
70° 29°
5
90° 44°
2
92° 49°
3
98° 61°
5
98° 62°
5
97° 53°
5
86° 34°
4
Nov
Dec
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Rainy days

This climate histogram shows you the weather patterns in Chelsea. The warmest months in Chelsea are May and June, when temperatures reach 98 ˚F. The coolest month is December, when temperatures drop to -2 ˚F. The wettest month in Chelsea is February with 9.26 inches of rain, while the driest month is August with 1.9 inches of rain.

What Expert Travelers Think

  • — Site is easy to use; clean, laid out well, good colors and branding, fun logo and title that connects to the purpose of the brand. The blog, vacation destinations, and rental destinations is a great feature and really make the brand stand apart from other sites!

    Laurelle McVicker
    Laurelle McVickerLaurelle McVicker
  • — Whenever I am making travel plans I always use comparison sites to find the best accommodation for us at the best price. Whether it be for hotel stays or private rentals AllTheRooms makes this so much easier and quicker as it brings all my searches into one place, with a great offering of options

    Sarah Pool
    Sarah PoolTammymum
  • — When I first opened up the AllTheRooms.com site, I was impressed right away... When I’m traveling, I don’t like to waste time searching multiple engines for accommodations, it gets overwhelming and frustrating fast. I want a unique, comfortable stay for the best deal

    Kaelin
    KaelinKindly Kae

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