Rockport, MA Vacation Rentals

Our Favorite Vacation Rentals in Rockport

  • Vintage Rockport Escape
    ExcellentCountry House
    Booking.com
    From
    $164
  • Breezy home w/patio -dogs OK, walk to beach, harbor & restaurants
     2br Home/Apartment
    HolidayLettings
    From
    $333
  • Atlantic Highlands Apartment
    ExcellentCountry House
    Booking.com
    From
    $156
  • Charming 2 bedroom Rockport Carriage House
    Excellent2br Home/Apartment
    HolidayLettings
    From
    $366
  • Olde New House
     Home/Apartment
    Booking.com
    From
    $138
  • 4 Bedroom Cottage on the Beach!
    Excellent4br Home/Apartment
    HolidayLettings
    From
    $576
  • Starfish Cottage
     Country House
    Booking.com
    From
    $168
  • Modern beach home w/ deck, central AC, & free WiFi, steps from the ocean
     3br Home/Apartment
    HolidayLettings
    From
    $437

Check prices for these upcoming dates

Rockport Vacation Rentals with Wi-Fi

  • Charming Studio in the Pines
    ExcellentHome/Apartment
    Airbnb
    From
    $123
  • Rockport Guest House Master Suite | Near Beaches
    ExcellentHome/Apartment
    Airbnb
    From
    $192
  • Ocean View 1br apt. minutes walk to beach & train
    GoodHome/Apartment
    Airbnb
    From
    $170
  • Beautiful Apartment Near Town & Beaches
    ExcellentHome/Apartment
    Airbnb
    From
    $170

Rockport Pet-Friendly Vacation Rentals

  • Quaint getaway w/ a full kitchen & lush yard - close to the beach & downtown
     3br Home/Apartment
    HolidayLettings
    From
    $328
  • NEW LISTING! Oceanfront condo w/ shared pool, WiFi, full kitchen.
     Home/Apartment
    HolidayLettings
    From
    $249
  • The Little Red House with Prize Ocean View
     2br Home/Apartment
    HolidayLettings
    From
    $183
  • New Listing - Summer Retreat in the Trees
    Excellent2br Home/Apartment
    Airbnb
    From
    $311

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

Most expensive
Most availability
, , , , , , , , , , , Jan , Feb , Mar , Apr , May , Jun , Jul , Aug , Sep , Oct , Nov , Dec 1 , 0.9 , 0.8 , 0.7 , 0.6 , 0.5 , 0.4 , 0.3 , 0.2 , 0.1 , 0 , , , , , , , , , , , , , , , , , , , , , , Jan , Feb , Mar , Apr , May , Jun , Jul , Aug , Sep , Oct , Nov , Dec 1 , 0.9 , 0.8 , 0.7 , 0.6 , 0.5 , 0.4 , 0.3 , 0.2 , 0.1 , 0 , , , , , , , , , , , , , , , , , , , , , , Jan , Feb , Mar , Apr , May , Jun , Jul , Aug , Sep , Oct , Nov , Dec 1 , 0.9 , 0.8 , 0.7 , 0.6 , 0.5 , 0.4 , 0.3 , 0.2 , 0.1 , 0
Powered by:
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
93 º45
6
83 º25
5
69 º12
10
62 º15
3
62 º-4
2
76 º7
4
62 º13
5
69 º24
5
89 º37
2
88 º48
3
96 º52
3
94 º53
5
Sep
Oct
Nov
Dec
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
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

  • — 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
  • — As a mom of 5 kids who enjoy traveling, I love AllTheRooms! It is quick and easy to find the best deal on lodging that fits our family, in the area we'd like. AllTheRooms really does save you time, money, and hassle.

    Becky
    BeckyKid World Citizen
  • — I love AllTheRooms because it is not only local homes for renting, and not only hotels, but everything combined. When I am about to book a place to stay, I usually spend a couple of hours looking through both hotel sites and local home sites, comparing the prices and places.

    Alli Sims
    Alli SimsAlli Sims

Vacation Rentals in Rockport

At AllTheRooms.com we have accommodations from all of the leading providers - Airbnb, Bed and Breakfast, Priceline and many more. We have 781 vacation rentals, hotels and other places to stay in Rockport ranging from cheap options to luxury places to stay. A vacation in Rockport can be budget-friendly - our cheapest price vacation rental is available at $30 per night. An average rental in Rockport costs on average $333 a night.

If you want internet access during your time in Rockport, then you can choose from over 392 places to stay that have WiFi internet. 40 of our accommodations include a breakfast in the price. You can maintain your workout routine by staying at one of 7 accommodations that provide gym facilities. If you are driving to Rockport, you'll want to pick from 357 places to stay that provide parking. We track 14 accommodations that have a pool or jacuzzi.

Those traveling with a cat, dog or some other animal can stay in one of 91 accommodations that are designated as pet-friendly.

485 of our accommodations in Rockport have been reviewed and rated. 67% are rated great. 252 places to stay in are instantly bookable.

Destinations near Rockport

  • Boston4,331 Properties
  • Nantucket3,128 Properties
  • Provincetown2,330 Properties
  • Eastham1,533 Properties
  • Dennis Port1,499 Properties
  • Brewster1,409 Properties
  • Chatham1,335 Properties
  • Wellfleet1,271 Properties
  • Orleans1,221 Properties
  • Oak Bluffs1,148 Properties
  • Somerville1,102 Properties
  • Cambridge996 Properties
  • Edgartown994 Properties
  • West Yarmouth960 Properties
  • Falmouth925 Properties
  • Hyannis890 Properties
  • Mashpee881 Properties
  • Brookline846 Properties
  • Tisbury755 Properties
  • South Yarmouth750 Properties
  • East Falmouth675 Properties
  • Plymouth671 Properties
  • Gloucester645 Properties
  • South Chatham591 Properties
  • North Truro572 Properties
  • Dennis538 Properties
  • Lenox535 Properties
  • West Dennis520 Properties
  • Harwich516 Properties
  • Worcester503 Properties
  • Centerville496 Properties
  • East Sandwich465 Properties
  • Salem451 Properties
  • Harwich Port442 Properties
  • Waltham438 Properties
  • Great Barrington434 Properties
  • Hancock407 Properties
  • Lee406 Properties
  • Northampton393 Properties
  • Vineyard Haven383 Properties
  • Newton382 Properties
  • Revere352 Properties
  • Sandwich350 Properties
  • Williamstown345 Properties
  • Newburyport341 Properties
  • Quincy340 Properties
  • Truro340 Properties
  • Medford338 Properties
  • North Falmouth337 Properties
  • Watertown318 Properties
  • Pittsfield305 Properties
  • Marblehead304 Properties
  • Amherst263 Properties
  • Chelsea263 Properties
  • Marshfield256 Properties
  • South Dennis255 Properties
  • Stockbridge254 Properties
  • Arlington239 Properties
  • Osterville232 Properties
  • Barnstable230 Properties
  • Woburn224 Properties
  • Scituate211 Properties
  • West Harwich203 Properties
  • Wareham201 Properties
  • Sturbridge190 Properties
  • Bourne180 Properties
  • Chilmark174 Properties
  • Marlborough152 Properties
  • Fairhaven132 Properties
  • Winthrop121 Properties
  • Westport121 Properties
  • West Stockbridge115 Properties
  • Ipswich115 Properties
  • Hull109 Properties
  • Sheffield84 Properties
  • Manchester83 Properties
  • New Marlborough81 Properties
  • Concord78 Properties
  • Springfield67 Properties
  • Sudbury52 Properties
  • Ashburnham34 Properties
  • Cheshire27 Properties
  • Hubbardston8 Properties