Rockport holiday rentals

We found 449 holiday rentals — enter your dates for availability
Select from 90 houses, 40 apartments and other holiday rentals to find the perfect place for your stay in Rockport. Whether you're going on holiday with family or friends, holiday rentals have the amenities that you need and want for your stay, which might include Wi-Fi and a washer and dryer. No matter what you're looking for, you're sure to find a property to rent that has what everyone needs, including a place that's non-smoking or offers accessibility.
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Why visit Rockport

  • Picturesque coastal charm: Rockport boasts stunning seascapes and sandy beaches perfect for relaxation and scenic walks.
  • Rich artistic heritage: Explore local art at the Rockport Art Association and enjoy the town's vibrant creative scene.
  • Historic allure: Discover quaint, historic houses and landmarks that tell the story of Rockport's maritime past.
  • Vibrant harbour and downtown: Stroll through a charming downtown filled with quaint shops and art galleries.
  • Outdoor adventures: Enjoy scenic walking trails and nature reserves, ideal for families and explorers alike.

Popular types of accommodation in Rockport

Planning a getaway to Rockport, Massachusetts? This charming coastal town offers stunning views, vibrant art scenes, and delightful seafood. Explore the picturesque beaches, visit the iconic Motif No. 1, and enjoy scenic walking trails. When it comes to accommodation, you'll find a variety of options including private holiday homes, apartments, and cozy cottages. Choose from the best Rockport holiday rentals for a memorable stay, whether you're after a weekend retreat or a week-long escape.

  • Private Holiday Homes: These spacious and comfortable residences offer a home-away-from-home experience, perfect for families and groups seeking privacy and flexibility.
  • Apartments: Ideal for couples or solo travellers, these self-contained units provide convenience and easy access to local attractions.
  • Condos: Combining the amenities of a hotel with the comforts of home, condos are a great choice for those looking for a bit more luxury.
  • Cottages: Quaint and charming, these small homes are perfect for a cosy retreat, often nestled in scenic surroundings.
  • House Boats: For a unique experience, enjoy a stay on the water, where you can relax with picturesque views and a tranquil atmosphere.**

Top attractions in and around Rockport

Rockport, Massachusetts, is a charming coastal town perfect for beach lovers and outdoor enthusiasts. Visitors can enjoy stunning landscapes, explore local art at the Rockport Art Association, and immerse themselves in the rich history of the area. With its picturesque beaches, nature reserves, and historic houses, Rockport offers a delightful mix of cultural and natural experiences, making it an ideal destination for a memorable holiday.

  • Cape Ann: A stunning coastal region within Rockport, Cape Ann boasts breathtaking beach views and picturesque scenery, perfect for leisurely strolls and photography enthusiasts.
  • Wingaersheek Beach: Located just 5km from Rockport, Wingaersheek Beach offers pristine sands and gentle waves, making it an ideal spot for sunbathing, swimming, and family-friendly beach activities.
  • Hammond Castle: Approximately 10km away, this enchanting castle features beautiful architecture and lush gardens, providing a romantic setting steeped in history and culture.

Things to do recommended for couples

Discover charming Rockport, where cosy harbour walks and delightful seaside picnics await. Enjoy intimate boat rides and explore scenic coastal paths for a memorable, romantic escape on your couple's holiday.

Things to do recommended for families

Families will enjoy exploring Rockport's scenic harbour and local galleries, experiencing maritime history, and sampling delightful seafood. A perfect blend of cultural discovery and coastal relaxation awaits your family holiday in this charming Massachusetts town.

Things to do recommended for groups

Explore the stunning coastal scenery on a group kayak tour around the picturesque Rockport harbours. Alternatively, indulge in a delightful seafood feast at a local restaurant or enjoy a fun-filled painting class at a nearby studio, perfect for creating memorable keepsakes together.

*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 travelling with a group, family, pets, or seeking extended stays, it's important to prioritise your filters accordingly. Here are some helpful booking tips from Stayz for your convenience.

  • Traveling to Rockport with a group: Think about how many bedrooms you'll require, as well as additional features like a fully-equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for all these options and more on Stayz.
  • Traveling to Rockport with young kids: Travelling with young children can present its challenges. It’s important to prioritise their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it’s wise to think about your closeness to family-friendly attractions.
  • Taking your pets with you to Rockport: For some families, a holiday isn’t truly complete without their furry companion. If this resonates with you, take a look at Stayz properties that welcome pets. Many of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels at home.
  • Planning for a long term stay visiting Rockport: If you are seeking holiday lettings with special offers for stays of a month or more, you have come to the right place. By using the appropriate filter, you can effortlessly discover and save on monthly rentals. You might also want to include a parking space, a well-equipped kitchen, or a private pool in your search.

Where to stay near Rockport

Rockport, Massachusetts, is a charming coastal town renowned for its stunning scenery and vibrant harbour. Visitors can stroll through the picturesque downtown, lined with quaint shops and art galleries, or relax on the sandy beaches. The stunning views from Bearskin Neck and the historic landmarks add to the town's allure. With its friendly atmosphere and rich culture, Rockport offers a delightful retreat for families and explorers alike, making it an ideal holiday destination.

  • Gloucester: Gloucester is a charming city located 6km away from Rockport. It offers a delightful blend of coastal beauty and cultural attractions. Visitors can enjoy an array of outdoor and scenic experiences, with activities ranging from beach excursions to exploring local arts centres and engaging in educational events. The city is well-known for its family-friendly beaches and captivating cape, making it an ideal destination for those seeking a mix of relaxation and cultural enrichment.
  • Annisquam: Annisquam is a picturesque neighbourhood situated 5km from Rockport. Renowned for its beautiful beaches and outdoor scenery, it provides a tranquil setting perfect for a leisurely holiday. The area boasts a variety of attractions, including arts centres, exciting amusement rides, and a golf course. With landmarks such as family beaches and a historic cape, Annisquam offers a serene and inspiring escape for visitors.
  • North Shore: North Shore, located 5km from Rockport, is celebrated for its exceptional outdoor and family experiences. This area is a haven for those who appreciate the beauty of nature, with its inviting beaches and a scenic lake. In addition to its natural allure, North Shore offers engaging activities such as educational visits and shopping experiences at local centres. It is an excellent choice for travellers looking to combine leisure with a touch of exploration.

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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
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 Stayz is a breeze

Are you hoping to cut costs on your next holiday? Being flexible with your travel dates can make a difference, as prices often fluctuate. Additionally, you can enjoy considerable savings by opting for a longer stay. To discover a Stayz property that suits your budget, feel free to use our filters to sort by price, location, and type of holiday rental.

Stayz Trips: Planning as easy as it gets

Stayz's innovative Trip Board offers you a dedicated space to plan new adventures, pick up where you last paused, or manage and organise your travel arrangements. You can easily locate the properties you've saved and booked under Potential, Upcoming, or Current Trips. To make the most of Trip Boards, simply visit: https://www.stayz.com.au/trips.

**Based on Vrbo properties bookings.

Delight in the waterfront landscape of Rockport

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

Sightseeing in and around Rockport

Do you want to find attractions to visit while you're in town? Venture out of your cosy holiday rental and check out everything that makes Rockport a fun spot to go on holiday. These are some of the major attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Salem Willows Park (15.2 mi / 24.5 km)
  • Bewitched in Salem (16.6 mi / 26.8 km)
  • The Collection (16.7 mi / 26.8 km)
  • Appleton Farms Grass Rides (13.1 mi / 21.1 km)
  • Dogs by Design & Cats Too (14.4 mi / 23.2 km)
  • Mill River Winery (15.2 mi / 24.4 km)

Exploring the natural features in Rockport

Whether you're looking for fun outdoor activities or just want to spend some time taking in the scenery, Rockport is a great place to spend some time outside. Here are a few of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city centre:

  • Front Beach (0.2 mi / 0.4 km)
  • Cape Ann (1.4 mi / 2.3 km)
  • Pebble Beach (1.7 mi / 2.7 km)
  • Long Beach (1.8 mi / 2.9 km)
  • Halibut Point State Park (2.3 mi / 3.7 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 holiday, July, August, September and June are the hottest months to visit, when temperatures average 19°C.

Transport 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 centre. If you're unable to find a flight that fits your schedule, you could also fly into Lawrence, MA (LWM-Lawrence Municipal), which is 25.8 mi (41.5 km) away.

If you'd rather travel by train, the main station is Rockport Station.

Frequently asked questions

What is the most popular type of holiday home accommodation in Rockport?
Apartments are the most popular kind of holiday home in Rockport, according to our data. Even if you have something bigger or smaller in mind, Stayz has holiday homes in all sizes and shapes. Filter our options to find your perfect Rockport pad.
How much does it cost to rent a holiday home in Rockport?
The average price for a holiday home in Rockport depends on a number of factors, such as property type, length of stay and season. Whether you're looking for a villa with space for extended family or a cosy cottage for just you and the kids, just enter your travel dates to view stays with great value.
How much does it cost to rent a beach house in Rockport?
Prices for beach houses in Rockport can differ depending on the type and size of the property and time of year you're travelling. Just enter your travel dates into Stayz and the number of guests to view available options and prices. From there you can use our filter tool to refine your search results by ratings, amenities, nearby activities and more.
Are there pet-friendly holiday homes in Rockport?
Good news. There are. You can choose from 38 holiday homes that allow pets in Rockport on Stayz. Our furry kids need to get away from it all too, so simply use our search function for pet-friendly holiday homes to book a place where Spot can lap up the fun.
What are popular home amenities in Rockport?
Some of the most popular home amenities people are looking for in Rockport include a fireplace, an ocean view and a firepit. Whether you're hitting the road with friends, family or even pets, Stayz holiday homes feature the best amenities for fun and relaxation with the people who matter most.
Are there large group holiday homes in Rockport?
With two holiday homes that can sleep 10 guests or more in Rockport, there's no need to leave anyone off your guest list. From fun family get-togethers to special events like Christmas and birthday parties, Stayz can help you find a large group home that fits the occasion.
Are there holiday homes in Rockport that welcome kids?
With 38 family-friendly holiday homes available in Rockport, now is a great time to introduce the little ones to the thrills of travel. Simply check our "Properties good for families" filter to look for stays packed with amenities ideal for families on the move, such as full kitchens, backyards, hot tubs and entertainment areas.
What are the top attractions for families in Rockport?
Keep the kids occupied at these fabulous family-friendly attractions in Rockport:

  • Good Harbour Beach
  • Hammond Castle
  • Wingaersheek Beach

Are there one-bedroom holiday homes in Rockport?
Yes, there are 14 one-bedroom properties in Rockport to select from. A one-bedroom holiday property is a superb choice if it's only the two of you or if you're travelling on your own. Throw in more convenience, privacy and space compared to a standard hotel, and you're sure to have a getaway to remember.
Can I find two-bedroom holiday homes in Rockport?
Take off with your besties and enjoy a relaxing escape in one of the 12 two-bedroom holiday homes Rockport has to offer.
Are there holiday homes with WiFi in Rockport?
Rockport has 12 holiday homes with WiFi, so you'll be able to stay connected during your trip. Simply check the "WiFi" box in our handy search filter to find the perfect property. From streaming movies with the family to sending emails, these Stayz homes make it easy to get online.
How can I find holiday homes with air conditioning in Rockport?
Rockport has 32 holiday homes where you'll be able to spend your days in air-conditioned comfort. To book a stay on Stayz offering this perk, enter your desired travel dates and use the handy filter tool to select the "air conditioning" box.
How old do you have to be to rent a holiday home in Rockport?
You'll have to check with the Rockport holiday home you'd like on Stayz as the minimum age varies. However, generally it's 16, 18 or 21.
How long can I rent a holiday home in Rockport for?
How long you can rent a holiday home in Rockport is down to the property. Just enter your desired dates to look at a list of options offering extended stays. With tons of creature comforts such as washing machines and air conditioning, as well as some offering weekly or monthly discounted prices, you're sure to discover a perfect place to call your home away from home in Rockport.