Rockport, MA Vacation Rentals

Our Favorite Vacation Rentals in Rockport

  • Olde New House
     Home/Apartment
    Booking.com
    From
    $93
  • Admire ocean views from the deck of this gorgeous, family-friendly getaway
     3br Home/Apartment
    HolidayLettings
    From
    $510
  • Serenity
     Country House
    Booking.com
    From
    $132
  • Modern beach home w/ deck, central AC, & free WiFi, steps from the ocean
     3br Home/Apartment
    HolidayLettings
    From
    $384
  • Manchester by the sea
     Family Stay
    Booking.com
    From
    $100
  • Good Harbor Beach House - Walk to Shops
     3br Home/Apartment
    HolidayLettings
    From
    $211
  • Vintage Rockport Escape
     Country House
    Booking.com
    From
    $128
  • Waterfront 2 Bedroom !
    Excellent2br Home/Apartment
    HolidayLettings
    From
    $352

Check prices for these upcoming dates

Rockport Vacation Rentals with Wi-Fi

  • The Dogtown Cabin at Applecart Farm
    Excellent2br Home/Apartment
    Airbnb
    From
    $189
  • Rockport Guest House Master Suite | Near Beaches
    ExcellentHome/Apartment
    Airbnb
    From
    $141
  • A Breezy Cottage
    Excellent2br Home/Apartment
    Airbnb
    From
    $212
  • Beautiful Apartment Near Town & Beaches
    ExcellentHome/Apartment
    Airbnb
    From
    $88

Rockport Pet-Friendly Vacation Rentals

  • Quaint getaway w/ a full kitchen & lush yard - close to the beach & downtown
     3br Home/Apartment
    HolidayLettings
    From
    $262
  • NEW LISTING! Dog-friendly apartment in a prime location - walk to town beaches!
     Home/Apartment
    HolidayLettings
    From
    $176
  • Cozy Seaside Bungalow- Enjoy Rockport Year-Round
    Excellent2br Home/Apartment
    Airbnb
    From
    $220
  • Wingaersheek Beach House (Private)
    Excellent6br Home/Apartment
    Airbnb
    From
    $2,189

Rockport Travel Guide

Rockport is a historic coastal town in Massachusetts that offers an outdoor getaway you won’t forget. There are miles of beaches for a leisurely stroll and woods you can go hiking through, as well as boasting a picturesque harbor. There are also lots of art galleries in Rockport due to the city’s seaside beauty and, as you can imagine, seafood is the main local cuisine here. Of course, there are plenty of casual and fine-dining options offering ocean views. Downtown Rockport is ideal for shopaholics to discover unique handcrafted jewelry, crafts, gifts, and clothing stores.

Things to Do in Rockport

Tourists love a trip to Bearskin Neck in Rockport where there's everything from art galleries and shops to views of Rockport Harbor. All of these places are in old fishermen shacks that have been converted. There are fantastic views out to the Atlantic Ocean at The Point, while at Pebble Beach you can walk along the sand and admire the sea. Alternatively, head to Front Beach, near to shops and restaurants. A famous spot for tourists is the Motif Number 1, a red fishing shack that is the most painted building in the world and something you could only find at the seaside. It's a great photo opportunity and can be spotted around Rockport. You can even get a boat out to Thatcher’s Island, where there are two twin lighthouses. Instagrammers be ready!

Best Places to Stay in Rockport

Rockport is known for its welcoming hospitality and visitors can find everything from cozy inns to budget motels.

Best Time to Visit Rockport

For sunshine and hot temperatures, the months of June, July, and August are a winner in Rockport. There is also pleasant weather during spring for this lovable costal spot.

Price and Availability in Rockport

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The cheapest day to stay at a vacation rental in Rockport tends to be Tuesday, while the most expensive day tends to be Friday. Vacation homes in Rockport tend to be busiest on Saturdays, while it tends to be much quieter on Tuesdays.
The most expensive month to stay in a vacation rental in Rockport is in August, while the cheapest month is in December. The most popular time to book a vacation rental in Rockport is in the high season in August. Rockport has its low season in January, when less people are visiting and the vacation home occupancy rate drops.

The Weather in Rockport

Rainy days
69° 12°
10
62° 15°
3
62° -4°
2
76°
4
62° 13°
5
69° 24°
5
89° 37°
2
88° 48°
3
96° 52°
3
94° 53°
5
93° 45°
6
83° 25°
5
Nov
Dec
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Rainy days

This climate histogram shows you the weather patterns in Rockport. The warmest months in Rockport are June and May, when temperatures reach 96 ˚F. The coolest month is December, when temperatures drop to -4 ˚F. The wettest month in Rockport is February with 10.2 inches of rain, while the driest month is August with 1.73 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

Vacation Rentals in Rockport

At AllTheRooms.com we have accommodations from all of the best providers - Airbnb, Bed and Breakfast, Priceline and others. Rockport has 804 hotels, vacation rentals and other unique places to stay, with prices to suit careful travellers, extravagant travelers and everything in between. When traveling on a budget, the cheapest place to stay in Rockport is available at $30 per night. An average vacation rental in Rockport costs on average $330 a night.

If you want an internet connection during your stay in Rockport, then you can choose from over 287 accommodations that have WiFi internet. 44 of our accommodations come with breakfast in the price. If you are driving to Rockport, you'll want to pick from 258 places to stay that provide parking. We have 14 places to stay that have a pool or jacuzzi.

If you're traveling with a furry friend, then be sure to choose one of the 62 pet-friendly accommodations available.

477 of our accommodations in Rockport have been rated by previous guests. They rated 68% as great. 262 accommodations allow instant booking.

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