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Chelsea Vacation Rentals

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Our Favorite Vacation Rentals in Chelsea

  • Private Rooms, Shared Bath in Cozy Homestay Minutes From Logan Airport
     Family Stay
    Booking.com
    From
    $92
  • Casa Castor - 5 Minutes from Logan Airport
     3br Home/Apartment
    HolidayLettings
    From
    $338
  • Broadway arms
     Home/Apartment
    Booking.com
    From
    $131
  • Houseboat in Boston Harbor
    GoodBoat
    Flipkey
    From
    $546
  • Nice room in comfortable house
     Family Stay
    Booking.com
    From
    $128
  • Entire Private 2Bd Apartment/Condo Near Airport Blue Line Train Station Boston
    Excellent2br Home/Apartment
    HolidayLettings
    From
    $400
  • Charming & Stylish Studio on Beacon Hill #9
     Home/Apartment
    Booking.com
    From
    $127
  • Cozy Two Bedrooms near Airport East Boston Basement
     2br Home/Apartment
    HolidayLettings
    From
    $330
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Check prices for these upcoming dates

Chelsea Vacation Rentals with a Pool

  • Oceanfront Pool. Close to Boston. Free Parking.
    ExcellentHome/Apartment
    Airbnb
    From
    $232
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Chelsea Vacation Rentals with Wi-Fi

  • Updated 2 bed condo minutes from train to downtown
    Excellent2br Home/Apartment
    Airbnb
    From
    $203
  • Luxury Apartment/ with large Balcony
    GoodHome/Apartment
    Airbnb
    From
    $172
  • Boston / Charlestown Apartment
    ExcellentHome/Apartment
    Airbnb
    From
    $212
  • HOTEL-STYLE LUXURY SUITE - NORTH END
    ExcellentHome/Apartment
    Airbnb
    From
    $243
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Chelsea Pet-Friendly Vacation Rentals

  • Sweet studio 15 minutes from Bos.Logan Airport. 10 miles to downtown crossing.
     -1br Studio
    HolidayLettings
    From
    $116
  • Rodri and Wandy's Place
     3br Home/Apartment
    HolidayLettings
    From
    $336
  • Harvard Modern and Clean Apartment ★Free Parking★
     3br Home/Apartment
    HolidayLettings
    From
    $485
  • Boston Harbor Yacht
     2br Boat
    Flipkey
    From
    $567
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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.

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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.
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The Weather in Chelsea

Rainy days
65° 10°
3
70° 15°
3
77° 30°
7
89° 43°
3
87° 53°
5
98° 63°
6
95° 57°
3
92° 50°
2
81° 42°
4
72° 21°
3
63° 15°
6
59° 5°
4
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Jan
Rainy days

This climate histogram shows you the weather patterns in Chelsea. The warmest months in Chelsea are June and May, when temperatures reach 98 ˚F. The coolest month is December, when temperatures drop to 5 ˚F. The wettest month in Chelsea is September with 6.52 inches of rain, while the driest month is April with 2.16 inches of rain.

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What Expert Travelers Think

  • — 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
    LTL Mandarin School

  • — When I plan a trip, I no longer waste time visiting multiple websites in search of the best accommodations. Now, I just go to AllTheRooms and immediately find everything from luxury villas to pet-friendly rentals! All in one place

    Whitney Wear
    Whitney WearTravel Better Guide
    Travel Better Guide

  • — I love that AllTheRooms has everything in one place when I need to find accommodations that fit my family. Plus it provides all the details I need to help me make the best choice. I often recommend AllTheRooms to friends and family visiting NYC and they agree that it’s a great. Such a time saver!

    Monica
    MonicaNYCTechMommy
    Visit NYCTechMommy

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