Rockport vacation rentals

We found 445 vacation rentals — enter your dates for availability

Welcome to Rockport, where stunning beaches meet charming local culture, creating an idyllic coastal escape. Picture yourself basking in the sun on pristine sands, exploring the historic streets lined with captivating architecture, and soaking in breathtaking views at the picturesque Rockport Harbor. With a variety of vacation rentals—from cozy cottages to stylish condos—you’ll find the perfect home base for group adventures, ensuring comfort and convenience while creating cherished memories in this enchanting seaside town.

Holiday rentals with weekly discounts - Rockport

Showing deals for:Dec 11 - Dec 18

Patio with panoramic view of our lawn and miles of beautiful marshes - see video
Lawn and gardens below patio, overlooking hundreds of acres of beautiful marshes
Breakfast table (kitchen) with a view
Living room has panoramic views
Exceptional
(50 reviews)

PREMIUM Modern Home on 2 Acres - Panoramic Marsh Views - NEW Video Tour

Gloucester

8% off
$655
$4,586 for 7 nights
All fees included
PREMIUM Modern Home on 2 Acres - Panoramic Marsh Views - NEW Video Tour
Interior
Exterior
Terrace/patio
Private kitchen
Exceptional
(27 reviews)

❤️ of Cape Ann, - Historic Antique Colonial yet new & modern Close 2 Everything

Essex

22% off
$361
$2,525 for 7 nights
All fees included
❤️ of Cape Ann, - Historic Antique Colonial yet new & modern Close 2 Everything
Exterior detail
Property grounds
Private kitchen
Dining
Exceptional
(9 reviews)

Tranquil 7-bedroom house with Ocean views in Gloucester's charming Rocky Neck

Gloucester

9% off
$1,550
$10,853 for 7 nights
All fees included
Tranquil 7-bedroom house with Ocean views in Gloucester's charming Rocky Neck
Exterior
Exterior
Living area
Dining
Excellent
(8 reviews)

Walk to Good Harbor and Long Beach -Vacation Home

Gloucester

9% off
$402
$2,814 for 7 nights
All fees included
Walk to Good Harbor and Long Beach -Vacation Home
Interior
Property grounds
Property grounds
Dining
Exceptional
(68 reviews)

Ocean views just steps to Back Beach, Front Beach, and downtown Rockport

Rockport

8% off
$538
$3,769 for 7 nights
All fees included
Ocean views just steps to Back Beach, Front Beach, and downtown Rockport
Living area
Marina
Exterior detail
Room
Exceptional
(63 reviews)

Sea Mist Cottage, Rockport, MA

Rockport

9% off
$193
$1,348 for 7 nights
All fees included
Sea Mist Cottage, Rockport, MA
Living area
Living area
Outdoor dining
Room
Exceptional
(20 reviews)

Charming Retreat

Gloucester

7% off
$270
$1,892 for 7 nights
All fees included
Charming Retreat
Marina
Private kitchen
Property grounds
Living area
Exceptional
(12 reviews)

Newly Updated! Private Pool! Walk to Beach, Shops, Restaurants & Train to Salem!

Rockport

8% off
$339
$2,372 for 7 nights
All fees included
Newly Updated! Private Pool! Walk to Beach, Shops, Restaurants & Train to Salem!
Living area
Interior
Living area
Private kitchen
Exceptional
(11 reviews)

C by the Sea - Ocean View Penthouse

Gloucester

9% off
$483
$3,380 for 7 nights
All fees included
C by the Sea - Ocean View Penthouse
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, yards and more
  • More for less

    More space, more privacy, more amenities — more value
  • A place for everyone

    We stand for diversity, inclusion and families everywhere.
    Learn more

Find out more about Rockport

Why visit Rockport

  • Beautiful Beaches: Rockport boasts stunning coastal scenery, perfect for sunbathing and relaxing by the ocean.
  • Outdoor Activities: Explore nature reserves and enjoy fishing in the charming harbor for a taste of adventure.
  • Rich Local Culture: Experience the town's historic houses and vibrant arts scene that reflect its unique heritage.
  • Family-Friendly Attractions: Nearby towns offer a variety of activities suitable for all ages, enhancing your vacation experience.
  • Comfortable Accommodations: Choose from cozy vacation rentals that provide a perfect blend of comfort and coastal charm.

Popular types of accommodation in Rockport

Planning a getaway to Rockport? You're in for a treat. Discover the best vacation rentals in Rockport, MA, featuring houses, cozy apartments, and charming condos. Whether you’re seeking Rockport homes or quaint cottages, we have the perfect options to suit your needs. Enjoy the beauty of this coastal town while staying in accommodations that offer comfort and convenience. Let the adventure begin.

  • Houses: The top choice for travelers in Rockport, these homes offer spacious and comfortable settings for families and groups.
  • Apartments: A popular option for couples and solo travelers, apartments provide convenient and cozy living spaces in the heart of Rockport.
  • Condos: Ideal for those seeking modern amenities and community features, condos are a well-liked accommodation type.
  • Cottages: Quaint and charming, cottages offer a unique stay with a homey feel, perfect for a romantic getaway.
  • House Boats: For a distinctive experience, house boats allow you to enjoy the waters of Rockport while relaxing in style.**

Top attractions in and around Rockport

Rockport, Massachusetts is perfect for beach lovers and outdoor enthusiasts, offering stunning scenery and a rich cultural experience. Visitors can explore beautiful beaches, nature reserves, and historic houses, making it an ideal destination for those seeking relaxation and adventure. With a variety of attractions to choose from, Rockport promises an unforgettable vacation filled with natural beauty and local charm.

  • Cape Ann: A stunning coastal cape offering picturesque scenery, charming beaches, and vibrant beach vibes. Enjoy breathtaking views and explore quaint seaside towns.
  • Wingaersheek Beach: Located 3 miles from Rockport, this beautiful beach features soft sand and inviting waters, perfect for sunbathing and beach activities.
  • Hammond Castle: Situated 6 miles away, this enchanting castle blends romance and culture with its medieval architecture and lush gardens, providing a unique glimpse into history.

Things to do recommended for couples

For a romantic getaway in Rockport, catch a performance at the Shalin Liu Performance Center, enjoy an adventurous whale watch with Capt Bill & Sons, or savor exquisite wines at Mill River Winery. Each experience offers a unique blend of entertainment and romance, perfect for couples.

Things to do recommended for families

Enjoy a day at Halibut Point Reservation for relaxation and nature. For adventure, visit the Water Park of New England, offering thrilling rides just 18 miles away, or explore the family-friendly arcade at Salem Willows Park, located 15 miles from Rockport.

Things to do recommended for groups

Experience the beauty of Dogtown's hiking trails, just 2 miles from Rockport, perfect for outdoor adventures. Enjoy a show at the Gorton Theatre, 4 miles away, offering culture and entertainment. Don't miss the Todd Farm Flea Market, 13 miles out, for a fun local shopping experience.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Rockport

If you’re traveling with a group, family, or pets, or planning an extended stay, be sure to prioritize your filters accordingly. Here are some helpful Vrbo booking tips to consider.

  • Traveling to Rockport with a group: Think about how many bedrooms you’ll require, as well as any amenities you might want, like a full kitchen or outdoor space for group activities. The good news is that you can easily filter for these options and more on Vrbo.
  • Traveling to Rockport with young kids: Traveling with young kids can present its own set of challenges. It's important to prioritize their comfort and safety, along with finding age-appropriate amenities, like a private pool. Additionally, you may want to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Rockport: For many families, a vacation wouldn’t feel complete without their furry companion. If you relate to this, explore Vrbo listings that welcome pets. Many pet-friendly properties offer amenities like feeding bowls and cozy beds, ensuring that everyone feels at home.
  • Planning for a long term stay visiting Rockport: If you're in search of vacation rentals that offer discounts for stays of a month or more, you've come to the perfect spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Rockport

Rockport, Massachusetts, is a charming coastal town perfect for a beach getaway. Explore its picturesque scenery, friendly atmosphere, and rich local culture. Enjoy fishing in the quaint harbor or relax under the oak trees. Nearby towns offer family-friendly activities and historical sites, adding to your vacation experience. Discover vacation rentals that provide a comfortable stay while soaking in the coastal charm that makes Rockport a must-visit destination.

  • Gloucester: Located a mere 4 miles from Rockport, Gloucester is a vibrant coastal city renowned for its stunning beaches and outdoor activities. Visitors flock to enjoy the picturesque scenery, with opportunities for music concerts and educational experiences. Notable attractions include the beautiful family-friendly beaches and the iconic Cape Ann area, perfect for a day of sun and relaxation. Whether you're looking to explore the local art scene or indulge in fresh seafood at waterfront restaurants, Gloucester offers a rich travel experience for all ages.
  • Annisquam: Just 3 miles from Rockport, Annisquam is a charming neighborhood that embodies the essence of coastal New England. Travelers are drawn here for its family-friendly atmosphere and scenic beaches. Enjoy a day at the beach or explore the nearby lake, perfect for picnics and outdoor fun. Annisquam is also home to a thriving arts scene, featuring local theaters and an arts center that showcases the talent of the community. Golf enthusiasts will appreciate the nearby courses, making this quaint neighborhood an ideal spot for relaxation and recreation.
  • North Shore: Also located 3 miles from Rockport, North Shore is a delightful area known for its family-friendly vibe and romantic settings. Visitors can explore local theaters and indulge in shopping at various malls and centers, making it a great destination for both relaxation and entertainment. The region boasts beautiful beaches and serene lakes, perfect for leisurely strolls or adventurous water activities. North Shore offers a well-rounded travel experience, combining outdoor fun with cultural attractions, making it a must-visit during your vacation.

Best time to go to Rockport

If you're planning a trip to Rockport, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from June to August, while off-peak times, like November to January tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January31.1°F (-0.5°C)Light RainMostly SunnyModerately LowSlightly Low
February31.8°F (-0.1°C)Light RainMostly SunnyAverageSlightly Low
March36.7°F (2.6°C)Light RainMostly SunnyAverageSlightly Low
April45.1°F (7.3°C)Light RainMostly SunnyAverageAverage
May54.3°F (12.4°C)Light RainMostly SunnyAverageAverage
June62.4°F (16.9°C)Light RainMostly SunnyModerately HighSlightly High
July69.6°F (20.9°C)Light RainMostly SunnyModerately HighSlightly High
August69.4°F (20.8°C)Light RainMostly SunnyModerately HighSlightly High
September64.0°F (17.8°C)Light RainMostly SunnyAverageAverage
October55.2°F (12.9°C)Light RainMostly SunnyAverageAverage
November45.1°F (7.3°C)Light RainMostly SunnyModerately LowAverage
December37.4°F (3.0°C)Light RainMostly SunnyModerately LowAverage

Booking with Vrbo is simple

Are you hoping to save on your next adventure? Being open to adjusting your travel dates can help, as prices can vary. Additionally, booking a longer stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, take advantage of our filters to sort by price, location, and type of rental. We're here to help you find the best options.

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board is designed to help you plan your travel seamlessly. You can create new trips, manage your existing plans, and keep your bookings organized all in one place. Your saved or booked properties are conveniently categorized into Potential, Upcoming, or Current Trips. To start exploring your Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Delight in the waterfront landscape of Rockport

Enjoy the art galleries and other features of Rockport. Travelers to this scenic city praise the seaside, boating and seafood restaurants. If you need more space to accommodate a family vacation or friends trip, rental homes often come with separate dining areas and spacious living rooms.

Sightseeing in and around Rockport

Are you searching for things to do while you're in the area? Venture out of your vacation home and check out everything that Rockport has to offer. These are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city center:

  • Salem Willows Park (15.2 mi / 24.5 km)
  • Bewitched in Salem (16.6 mi / 26.8 km)
  • Appleton Farms Grass Rides (13.1 mi / 21.1 km)
  • Mill River Winery (15.2 mi / 24.4 km)
  • Mud Puddle Toys (15.7 mi / 25.2 km)
  • Sisters We Three (16.7 mi / 26.8 km)

Exploring the natural features in Rockport

Whether you're an adventurous traveler or just want to take in the scenery, Rockport is a great place to get outside. These are some of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city center:

  • Front Beach (0.2 mi / 0.4 km)
  • Cape Ann (1.4 mi / 2.3 km)
  • Long Beach (1.8 mi / 2.9 km)
  • Halibut Point State Park (2.3 mi / 3.7 km)
  • Plum Cove Beach (2.5 mi / 4 km)
  • Good Harbor Beach (2.6 mi / 4.1 km)

Seasonal weather in Rockport

If you're hoping to enjoy some warm-weather activities on your vacation, July, August, September and June are the hottest months to visit, when temperatures average 66°F.

Transportation options to and around Rockport

Fly into Beverly, MA (BVY-Beverly Municipal), the closest airport, located 15.6 mi (25.2 km) from the city center. If you can't find a flight that's convenient for your trip, you might consider flying into Lawrence, MA (LWM-Lawrence Municipal), which is 25.8 mi (41.5 km) away.

If you prefer train travel, the main station serving the city is Rockport Station.

Frequently asked questions

What is the most popular type of vacation rental accommodation in Rockport?
Apartments are the most popular style of vacation rental in Rockport, according to our data. Even if you have something a little different in mind, Vrbo has properties in all sizes and shapes. Explore our options to find your perfect pad.
How much does it cost to rent a vacation rental in Rockport?
Several factors can influence the price of a vacation rental in Rockport, such as the type of property, length of stay and season. Still, all of our vacation homes have something in common — incredible value. Simply enter your travel dates to find your home away from home.
How much does it cost to rent a beach house in Rockport?
When you travel and the style and size of the property will determine the cost of your beachside stay. Put in your Rockport travel dates to see your options on Vrbo. Did someone just say "private pool"? Use our filters to choose the features and amenities you need.
Are there pet-friendly vacation rentals in Rockport?
Pack a suitcase for your puppy dog because Rockport has 138 stays that throw out the welcome mat to pets. Let your happy hound join in with the family fun at one of our pet-friendly vacation rentals on Vrbo. Simply enter your destination and travel dates, then check our "Pets allowed" filter box.
What are popular rental amenities in Rockport?
When it comes to rental amenities that people are searching for in Rockport, a fireplace, a barbecue grill and a firepit are the most popular. With Vrbo vacation rentals, you'll enjoy options to fit your style and taste, whether you're going on a trip with family, friends or even pets.
Are there large group vacation rentals in Rockport?
Pick from 17 vacation rentals in Rockport that can host a group of 10 or more people. Whether you're planning time away with the family or a celebration like an anniversary, there's plenty of room to get your favorite people together under one roof.
Are there vacation rentals in Rockport that welcome kids?
Rockport has 135 family-friendly vacation homes to choose from. And tracking down a stay that welcomes kiddos is super easy with Vrbo's "Properties good for families" filter. On top of having the entire place to yourselves, you'll also enjoy access to amenities and perks such as bunk beds, kitchens and private pools.
What are the top attractions for families in Rockport?
You'll find loads of exciting things to do and see with the family in Rockport, including:
  • Thatcher Island National Wildlife Refuge
  • Straightsmouth Island Lighthouse
  • Halibut Point State Park
Are there one-bedroom vacation rentals in Rockport?
Yes, you can pick from 35 one-bedroom rentals in Rockport. Whether you'd prefer a cozy chalet or a cabin, our one-bedroom rentals are ideal if you don't require huge amounts of space. One of the main perks of having your own digs? You won't ever have to share your vacation with strangers.
Can I find two-bedroom vacation rentals in Rockport?
Rockport has 33 two-bedroom vacation properties that you can choose from. Enjoy a vacation home with all the privacy and space you need at a fantastic price on Vrbo.
Are there vacation rentals with WiFi in Rockport?
Rockport has 43 vacation rentals with WiFi, so you'll be able to stay connected while traveling. Simply check the "WiFi" box in our handy search filter for a list of properties with this feature. From streaming movies with the family to catching up on social media, these Vrbo homes make it easy to get online.
How can I find vacation rentals with air conditioning in Rockport?
Work out your travel dates and then use our filter tool to see vacation rentals with ac in Rockport on Vrbo. With 117 air-conditioned properties on offer here, you can enjoy a cool and comfy stay.
How old do you have to be to rent a vacation rental in Rockport?
We recommend you check with the Rockport vacation property you'd like on Vrbo as age restrictions vary. However, generally it's 16, 18 or 21.
How long can I rent a vacation rental in Rockport for?
It's up to the Rockport property. To view a list of options offering extended stays, just type your travel dates and number of guests into the Vrbo search page. Look forward to having the whole place to yourself, as well as comforts such as a kitchen, air conditioning and outdoor spaces where the kids can burn off energy. Keep an eye out for long-term stays that offer weekly or monthly discounts.
Does Vrbo offer discounts for vacation homes in Rockport?
On Vrbo, we've got some incredible bargains and discounts for Rockport. Check out our newly listed homes, as well as our weekly and monthly discounts on vacation rentals. Whether you're looking for a short getaway or a much longer stay, Vrbo offers options for every style and budget.

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