Rockport holiday lettings

We found 428 holiday rentals — enter your dates for availability

Select from 90 houses, 39 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.

Holiday rentals with weekly discounts - Rockport

Showing deals for:15 May - 22 May

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

Essex River is one of the main waterways in what is called The Great Marsh
9.6 out of 10, Exceptional, (27 reviews)
Exceptional
(27 reviews)

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

Essex

20% off
Price is £2,336
for 7 nights, 1 home
£334 per night
includes taxes & fees
❤️ of Cape Ann, - Historic Antique Colonial yet new & modern Close 2 Everything

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Why visit Rockport

  • Beautiful Beaches: Relax on the stunning Rockport Beach, perfect for sunbathing and swimming.
  • Historic Sites: Explore charming historical houses that reflect the town's rich heritage.
  • Nature Reserves: Enjoy tranquil walks in nearby nature reserves, immersing yourself in the local flora and fauna.
  • Coastal Scenery: Take leisurely strolls along the picturesque coastline, offering breathtaking views.
  • Varied Accommodations: Choose from a range of options, including private homes and cosy apartments for a comfortable stay.

Popular types of accommodation in Rockport

If you're considering a getaway to Rockport, you'll find a delightful selection of accommodation options tailored to your needs. The most sought-after choices include houses, cosy apartments, and modern condos, ensuring a perfect stay. Whether you're looking for spacious house rentals or charming apartments in Rockport, our platform provides all the information you need for a seamless booking experience. Enjoy your holiday with transparency, savings, and peace of mind.

  • Houses: The top choice for visitors in Rockport, offering spacious and comfortable stays perfect for families or groups.
  • Apartments: A popular option for those seeking convenience and a homely feel, ideal for couples or solo travellers.
  • Condos: Well-liked for their modern amenities and shared facilities, providing a relaxed atmosphere for holidaymakers.
  • Cottages: Charming and cosy, these are perfect for a quaint getaway close to nature.
  • House Boats: A unique experience, allowing guests to enjoy the water while staying in a floating home.**

Top attractions in and around Rockport

Rockport, Massachusetts, is a delightful destination for beach lovers and outdoor enthusiasts, offering stunning scenery and a rich cultural experience. Visitors can enjoy the beautiful Rockport Beach, explore local historic houses, and unwind in nature reserves. This charming coastal town caters to those seeking relaxation by the shore or a taste of history and culture, making it an ideal spot for a memorable holiday.

  • Good Harbor Beach: A stunning stretch of sandy shoreline, Good Harbor Beach offers a quintessential seaside experience with its tranquil waves and sun-kissed sands, perfect for sunbathing and swimming.
  • Cape Ann: Nestled within Rockport, Cape Ann boasts breathtaking coastal scenery, featuring dramatic cliffs and picturesque beaches, ideal for leisurely strolls and admiring the stunning ocean views.
  • Hammond Castle: This enchanting castle, set amidst beautiful gardens, exudes an air of romance and culture, showcasing intriguing architectural details and hosting captivating exhibitions.

Things to do recommended for couples

Rockport offers delightful experiences for couples. Enjoy a captivating concert at the Shalin Liu Performance Center, embark on an adventurous whale watch with Capt Bill & Sons, or savour a romantic afternoon at Mill River Winery. Each activity promises unforgettable moments together.

Things to do recommended for families

During your family holiday in Rockport, you can unwind at Halibut Point Reservation, enjoy thrilling rides at the Water Park of New England, or explore the fun-filled arcade at Salem Willows Park, all perfect for creating memorable experiences together.

Things to do recommended for groups

Embark on a scenic hike at Dogtown, just 1.2km from Rockport, or enjoy a captivating performance at the Gorton Theatre, 2.5km away. For a relaxed evening, visit the Ipswich Bar, 5.6km from town, perfect for a social gathering with a touch of romance.

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

If you're planning a trip with a group, family, or pets, or if you're considering an extended stay, it's important to apply the appropriate filters to suit your needs. Here are some helpful booking tips for Vrbo.

  • Traveling to Rockport with a group: Think about how many bedrooms you require, as well as features like a fully equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for all these options, and more, on Vrbo.
  • Traveling to Rockport with young kids: Travelling with young children can present its own set of challenges. It's important to prioritise their comfort and safety, as well as access to suitable amenities, like a private swimming pool. Additionally, it would be wise to think about how close you are to attractions that are enjoyable for families.
  • Taking your pets with you to Rockport: For many families, a holiday isn’t truly complete without their furry companion by their side. If you can relate, take a look at Vrbo accommodations that welcome pets. Most pet-friendly properties offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Rockport: If you're seeking holiday rentals with offers for stays of a month or more, you've come to the perfect spot. By using the appropriate filter, you can effortlessly discover and save on monthly accommodations. Don't forget to include amenities like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Rockport

Rockport, Massachusetts, offers a delightful blend of stunning scenery and a family-friendly atmosphere, making it an ideal beach getaway. Enjoy leisurely strolls along the picturesque coastline, explore charming historical sites, and immerse yourself in the local culture. With its seasonal weather, summer in Rockport is particularly inviting, providing ample opportunities to indulge in outdoor activities and relish the natural beauty that surrounds this quaint coastal town.

  • Gloucester: Located 2.5km from Rockport, Gloucester is a vibrant city renowned for its stunning beaches and outdoor adventures. Visitors are drawn to its picturesque seaside scenery and lively atmosphere. The city hosts a variety of events, including music concerts and educational programmes, making it an excellent destination for families and culture enthusiasts. Key attractions include the beautiful family-friendly beaches and the scenic Cape Ann area, where you can enjoy breathtaking coastal views and explore the rich maritime history of this charming city.
  • Annisquam: Situated a mere 1.9km from Rockport, Annisquam is a quaint neighbourhood that offers a delightful mix of outdoor activities and family-friendly experiences. Known for its lovely beach and serene lake, Annisquam is perfect for those seeking relaxation amidst nature. The local arts scene flourishes here, with opportunities to enjoy theatre performances and visit arts centres. The tranquil atmosphere and picturesque surroundings make Annisquam an idyllic spot for a leisurely day spent exploring the beauty of the Massachusetts coastline.
  • North Shore: Just 1.9km from Rockport, the North Shore region is a wonderful destination for families and couples alike. This area is ideal for outdoor enthusiasts and those looking for a romantic getaway, featuring beautiful beaches and serene lakes. Visitors can enjoy a variety of activities, including shopping at local centres and attending theatrical performances. The North Shore's combination of natural beauty and vibrant community life makes it a must-visit for anyone looking to experience the charm of coastal Massachusetts.

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 a breeze

Are you keen to cut costs on your upcoming journey? 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 Vrbo property that suits your budget, utilise our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning made easy

Vrbo’s clever Trip Board offers you a dedicated space to plan new getaways, pick up from where you last stopped, or review and arrange your travel plans. You can easily access properties you've previously saved or booked in the sections for Potential, Upcoming, or Current Trips. To start using Trip Boards, simply visit: https://www.vrbo.com/en-gb/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:

  • 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)
  • Salem Willows Park (15.2 mi / 24.5 km)
  • Mud Puddle Toys (15.7 mi / 25.2 km)
  • Bewitched in Salem (16.6 mi / 26.8 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)
  • Back Beach (0.4 mi / 0.6 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)

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 best area to stay in Rockport when booking a holiday rental?
When considering a holiday rental in Rockport, Massachusetts, the best area to stay is the picturesque Bearskin Neck. This charming neighbourhood is known for its stunning coastal views and vibrant artistic community. Here, visitors can explore an array of quaint shops, art galleries, and delightful seafood restaurants that line the narrow, winding streets. One of the top attractions in Bearskin Neck is the iconic Motif Number 1, often hailed as one of the most painted buildings in America, which captures the essence of New England's fishing heritage.

Another fantastic option is the area around Rockport's Main Street, which offers a blend of local shops, eateries, and easy access to the beautiful beaches. This area is particularly popular among families and those looking to immerse themselves in the local culture. The nearby Sandy Bay provides a lovely spot for swimming and sunbathing, while the scenic Cape Ann Trail offers opportunities for hiking and enjoying the stunning coastal landscapes.

In terms of holiday rentals, Rockport boasts a variety of properties, from charming cottages to more modern homes, suiting different tastes and budgets.
How much does it cost to rent a holiday home in Rockport?
Prices for holiday rentals in Rockport vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Rockport to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Rockport holiday house rentals?
You can find great discounts on house rentals in Rockport on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best areas for renting a beach house in Rockport?
For renting a beach house in Rockport, consider the picturesque area around Bearskin Neck, known for its charming seaside cottages and stunning views of the Atlantic Ocean. Many properties here come with essential amenities such as private decks, outdoor seating areas, and modern kitchens, making them ideal for families or friends wanting to enjoy the coastal lifestyle. The proximity to local shops, art galleries, and fresh seafood restaurants adds to the appeal, allowing guests to immerse themselves in the local culture.

Another popular area is the coastline near Cape Ann, where you can find a variety of beach houses that often feature amenities like outdoor showers, spacious living areas, and access to sandy beaches. Some properties might even offer private beach access or be just a short stroll away from the water, superb for those wanting to enjoy the sun and surf. The nearby Halibut Point State Park is also worth exploring, with scenic walking trails and breathtaking views of the rocky shoreline, enhancing the overall beach experience. Find your rental near the beach in Rockport.
What is the most popular type of holiday rental accomodation in Rockport?
In Rockport, holiday houses are the most popular type of holiday rental, with approximately 332 available throughout the area. These properties are often situated near the picturesque waterfront and charming local shops, providing a great base for exploring the scenic beauty of Cape Ann. Most holiday houses come with spacious layouts, multiple bedrooms, fully equipped kitchens, and outdoor areas for enjoying the coastal atmosphere.

Apartments are also a common choice, numbering around 140, often found in close proximity to Rocky Neck Art Colony and Bearskin Neck, where visitors can experience local art and dining. These apartments typically feature comfortable living spaces, modern amenities, and some may offer stunning views of the sea.

Cottages, with about 104 options, present a quaint and cosy alternative, often located in tranquil spots, making them great for a peaceful getaway. Many cottages come with unique charm, including traditional furnishings, small gardens, and outdoor seating areas. Lastly, there are around 28 condos available, which usually offer contemporary amenities and communal facilities like pools or fitness areas, often located near the beach.
Are there any family house rentals in Rockport?
In Rockport, Massachusetts, there are some family-friendly house rentals available, with approximately 82 options scattered throughout the town. This picturesque coastal community offers a delightful mix of properties suitable for families, particularly in neighbourhoods like Bearskin Neck and Rockport Village.

Many of these homes provide spacious living areas, well-equipped kitchens for preparing family meals, and outdoor spaces ideal for children to play. Visitors can expect amenities such as Wi-Fi, air conditioning, and laundry facilities, ensuring a comfortable stay.

The area is rich in attractions, with the scenic Rockport Harbor and beautiful beaches nearby, making it superb for family outings. Additionally, the charming shops, art galleries, and local eateries in the village cater to all ages, enhancing the overall experience for guests.
Can I rent a holiday home with a pool or hot tub in Rockport?
In Rockport, Massachusetts, there are several holiday homes available for rent that feature pools and hot tubs. This charming coastal town, known for its picturesque beaches and artistic community, offers a variety of options for travellers seeking relaxation and leisure. Many properties come equipped with private pools, great for enjoying the warm summer days, as well as hot tubs for unwinding after a day of exploring the local sights.

In addition to these amenities, holiday rentals in Rockport often include fully equipped kitchens, spacious living areas, and outdoor decks or patios where guests can take in the beautiful surroundings. The town's proximity to scenic spots like Bearskin Neck and the stunning Cape Ann coastline makes it an ideal destination for a holiday getaway, combining comfort with the allure of the New England seaside. Find your rental in Rockport with a pool or a hot tub.
Can I find long-stay holiday rentals in Rockport?
A long-stay holiday rental in Rockport is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Rockport?
In Rockport, Massachusetts, there are numerous pet-friendly house rentals available, with around 54 options to choose from. This picturesque coastal town is known for its charming New England atmosphere, and many holiday rentals come equipped with amenities such as outdoor spaces, modern kitchens, and comfortable living areas, making them ideal for families or groups travelling with pets.

You can find properties near the scenic waterfront, which offer easy access to beautiful beaches and local parks. The area features dog-friendly spots like Cape Ann's Dog Park, where pets can enjoy some outdoor playtime. Additionally, Rockport's quaint downtown area boasts pet-friendly cafes and boutiques, allowing visitors to explore the town with their furry companions.
Are there any remote work holiday rentals in Rockport?
In Rockport, Massachusetts, there are numerous options for remote work holiday rentals, with around 520 properties available to accommodate work and leisure needs. The picturesque coastal town is known for its charming art scene and stunning ocean views, providing an inspiring backdrop for remote work. Many of these rentals come equipped with amenities conducive to productivity, such as high-speed Wi-Fi, comfortable workspaces, and often stunning views to enhance the working experience.

Travellers can expect a variety of property types, including cosy cottages and spacious homes, many featuring fully equipped kitchens, outdoor spaces, and comfortable living areas. The proximity to local attractions, such as the scenic Bearskin Neck and the iconic Rockport Harbor, allows for enjoyable breaks during the workday. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Rockport holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Rockport with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Rockport?
In Rockport, popular rental amenities include kitchens, which allow guests to prepare their own meals, and decks or patios that provide outdoor spaces for relaxation and enjoying the coastal views. Many rentals also feature coffee and tea makers for convenient morning brews, along with onsite parking to simplify travel arrangements.
When is the best time to visit Rockport for a holiday rental?
The best time to visit Rockport for a holiday rental is during the summer months, with July being particularly popular. This peak season, which spans from June to August, draws visitors eager to enjoy the coastal charm, picturesque beaches, and vibrant arts scene that Rockport has to offer. Expect warm temperatures averaging around 20 to 26 degrees Celsius, superb for outdoor activities, leisurely strolls along the scenic waterfront, and exploring the local galleries and shops.

In July, the town buzzes with energy, making it an ideal choice for travellers. You'll find a plethora of activities, from kayaking in the calm waters to indulging in fresh seafood at charming local eateries. The pleasant weather enhances the experience, allowing for comfortable sightseeing and ample opportunities to soak up the sun.

For those looking for a more budget-friendly option, consider visiting Rockport in December. While this may be considered the low season, it offers a unique charm as the town transforms into a serene winter escape. You can enjoy quieter walks along the beaches and marvel at the coastal landscape dressed in winter hues, all while avoiding the summer crowds.

Ultimately, your choice depends on whether you prefer the lively summer atmosphere or the peaceful beauty of winter in Rockport.
How early should I book a Rockport holiday rental?
Book your Rockport holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Rockport?
In Rockport, Massachusetts, visitors can enjoy a lot of attractions that showcase the town's charming coastal character. The picturesque Bearskin Neck, a narrow, rocky peninsula, is lined with quaint shops, galleries, and seafood restaurants, making it a lovely spot for a leisurely stroll. Just a short walk away, you'll find the iconic Motif Number 1, a red fishing shack that is one of the most photographed buildings in America and a symbol of Rockport's fishing heritage.

The town's scenic beaches, such as Front Beach and Back Beach, are superb for sunbathing and swimming during the warmer months. For those interested in nature, Halibut Point State Park offers stunning ocean views, hiking trails, and opportunities to explore the unique coastal landscape. Furthermore, the Rockport Art Association & Museum is a must-visit for art enthusiasts, showcasing works from local artists and hosting various exhibitions throughout the year.

Visitors can also take advantage of the area's vibrant arts scene by checking out local performances and festivals, particularly during the summer months.
Can I change or cancel my Rockport home rental booking on Vrbo?
To find Rockport holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Rockport holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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