Chelsea Vacation Rentals

Our Favorite Vacation Rentals in Chelsea

  • Eco & Cruelty-Free Charlestown Home with Free Parking
    ExcellentHome/Apartment
    Booking.com
    From
    $250
  • Entire Private 2Bd Apartment/Condo Near Airport Blue Line Train Station Boston
    Excellent2br Home/Apartment
    HolidayLettings
    From
    $400
  • Perkins Inn
     Home/Apartment
    NextTrip
    From
    $243
  • BOSTON AIRBNB SAVE $$$ ON STAY #1A
    NiceHome/Apartment
    Booking.com
    From
    $126
  • Houseboat in Boston Harbor
    GoodBoat
    Flipkey
    From
    $546
  • KING BED // BOSTON HARBOR CASINO FLAT // 4 GUEST
     Country House
    Booking.com
    From
    $178
  • Attractive Stay Alfred on Longfellow Place
    Good3br Home/Apartment
    HolidayLettings
    From
    $486
  • Anastasia House
    GoodFamily Stay
    Booking.com
    From
    $108

Check prices for these upcoming dates

Chelsea Vacation Rentals with a Pool

  • Comfort ,Large Apartment/Airport/Downtown/TDgarden
    GoodHome/Apartment
    Airbnb
    From
    $251
  • Oceanfront Pool. Close to Boston. Free Parking.
    ExcellentHome/Apartment
    Airbnb
    From
    $259

Chelsea Vacation Rentals with Wi-Fi

  • 5minAirportCozyApt 10 minsto Boston
    NiceHome/Apartment
    Airbnb
    From
    $137
  • (3R) Private room. 10 mins from Logan Airport.
    ExcellentHome/Apartment
    Airbnb
    From
    $81
  • Beautiful Apartment with a View
    Good2br Home/Apartment
    Airbnb
    From
    $355
  • Cozy Apartment 10 min to Airport and city
    Good3br Home/Apartment
    Airbnb
    From
    $209

Chelsea Pet-Friendly Vacation Rentals

  • Modern Studio By With Kendall Harvard
     -1br Studio
    HolidayLettings
    From
    $256
  • Rodri and Wandy's Place
     3br Home/Apartment
    HolidayLettings
    From
    $304
  • Historic Brownstone
     Home/Apartment
    HolidayLettings
    From
    $540
  • Clarendon Road
    ExcellentHome/Apartment
    HolidayLettings
    From
    $162

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
97 º53
5
86 º34
4
70 º14
9
65 º20
3
61 º-2
5
72 º10
4
64 º16
5
70 º29
5
90 º44
2
92 º49
3
98 º61
5
98 º62
5
Sep
Oct
Nov
Dec
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Rainy days

This climate histogram shows you the weather patterns in Chelsea. The hottest month in Chelsea is May, when temperatures peak at 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

  • — 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
  • — The great thing about AllTheRooms is their ability to cover all bases. If you are travelling solo, with a partner, friends or even a larger family. There is something there for everyone and that is a hugely powerful tool that I believe it boasts moreso than competitors.

    Max Hobbs
    Max HobbsLTL Mandarin School
  • — I travel to Boston regularly and I like to use AllTheRooms as it’s tricky to find good accommodation at a good price. The platform is easy to use and provides a complete set of features that saves me time and money on every trip

    Clwyd Probert
    Clwyd ProbertWhitehat

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