Rockport holiday lettings

We found 429 holiday rentals — enter your dates for availability

Select from 93 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.

Holiday rentals with weekly discounts - Rockport

Showing deals for:6 Mar - 13 Mar

Image gallery for C by the Sea - Ocean View Penthouse

Living area
10 out of 10, Exceptional, (9 reviews)
Exceptional
(9 reviews)

C by the Sea - Ocean View Penthouse

Gloucester, MA

8% off
Price is £2,803
for 7 nights, 1 apartment
£400 per night
includes taxes & fees
C by the Sea - Ocean View Penthouse

Find spaces that suit your style

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:

  • Dogs by Design & Cats Too (14.4 mi / 23.2 km)
  • Salem Willows Park (15.2 mi / 24.5 km)
  • Mill River Winery (15.2 mi / 24.4 km)
  • Bewitched in Salem (16.6 mi / 26.8 km)
  • Appleton Farms Grass Rides (13.1 mi / 21.1 km)
  • Mud Puddle Toys (15.7 mi / 25.2 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)
  • 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, a popular area to stay is the charming Bearskin Neck. This picturesque stretch of land is lined with quaint shops, art galleries, and delightful seafood restaurants, making it a vibrant hub for visitors. Here, you will find a variety of properties, from cosy cottages to modern apartments, providing a range of options to suit different preferences and budgets.

Another excellent choice is the Old Garden Beach area, renowned for its stunning coastal views and tranquil atmosphere. Staying here allows easy access to the beautiful sandy beach, superb for sunbathing or a relaxing stroll along the shore. Additionally, the iconic Rockport Art Association and Museum is just a short distance away, offering a glimpse into the local artistic talent that has flourished in this seaside town.
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, Massachusetts, travellers should consider the scenic area along Cape Ann, particularly near Front Beach and Good Harbor Beach. These local beaches provide a picturesque setting, with sandy shores and stunning ocean views, ideal for families and groups. Many holiday rentals in this area feature amenities such as outdoor decks, full kitchens, and spacious living areas, great for enjoying the coastal atmosphere.

Front Beach is particularly charming, offering close proximity to Rockport's quaint downtown, where visitors can explore local shops, galleries, and seafood restaurants. Properties here often come with outdoor seating areas, allowing guests to relax while taking in the coastal breezes.

Good Harbor Beach, slightly further north, is known for its wide sandy expanse and tidal pools, making it a great spot for families. Rentals nearby tend to offer features like outdoor showers for rinsing off after a day at the beach and ample parking, which is a bonus during the busy summer months. 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 rental option, with around 91 available throughout the charming coastal town. These properties typically feature multiple bedrooms, fully equipped kitchens, and often lovely outdoor spaces, making them ideal for families or groups looking to enjoy the scenic beauty of the area, particularly near attractions like Bearskin Neck and the picturesque Rockport Harbour. Additionally, there are about 40 apartments, which provide a more compact yet comfortable accommodation choice, usually equipped with kitchen facilities and inviting living areas. For those seeking a quaint experience, roughly 29 cottages are scattered across Rockport, offering a cozy atmosphere with rustic charm.
Are there any family house rentals in Rockport?
In Rockport, Massachusetts, there are numerous family-friendly holiday rentals available—approximately 84 options scattered throughout the area. The picturesque seaside town offers a mix of charming homes close to scenic beaches and vibrant local attractions. Properties typically boast spacious living areas, fully equipped kitchens, and outdoor spaces great for family gatherings or barbecues. Many homes also come with amenities such as Wi-Fi and central heating, ensuring comfort during your stay.
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 picturesque coastal town, known for its charming harbours and stunning ocean views, offers a variety of rental options. Many properties come with amenities such as private pools, hot tubs, outdoor entertaining spaces, and fully equipped kitchens, making them ideal for families or groups looking to enjoy a relaxing getaway by the sea. 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, there are numerous pet-friendly house rentals available, with around 53 options to choose from. This charming coastal town offers a variety of holiday homes that often feature amenities such as spacious living areas, fully equipped kitchens, and outdoor spaces like patios or gardens, superb for enjoying the fresh sea air with your furry companions. Many rentals are conveniently located near the picturesque beaches and scenic coastline, allowing for easy access to lovely walks along the shore. See all pet-friendly rentals in Rockport.
Are there any remote work holiday rentals in Rockport?
In Rockport, Massachusetts, there are numerous remote work holiday rentals available, with around 150 options to choose from. This picturesque coastal town offers a blend of stunning ocean views and charming New England architecture, making it an appealing destination for remote workers.

Travellers can expect properties equipped with essential amenities for a productive stay, including reliable Wi-Fi, designated office spaces, and comfortable desk setups with ergonomic chairs. Many rentals also feature laptop workspaces, ensuring that you have everything you need to stay connected while enjoying your surroundings. 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 typically include kitchens equipped with stovetops, microwaves, refrigerators, and essential cookware and dishware. These amenities are commonly found in the holiday rentals scattered throughout the town, allowing guests to prepare their own meals while enjoying the stunning coastal views. Many properties also feature comfortable living areas, making them ideal for relaxing after a day of exploring local attractions such as Bearskin Neck and the picturesque rocky shoreline.
When is the best time to visit Rockport for a holiday rental?
The best time to book a holiday rental in Rockport is during the summer months, particularly in July, when the town comes alive with vibrant energy and a plethora of activities. This peak season, stretching from June to August, is ideal for those looking to enjoy sunny coastal days, explore charming art galleries, and indulge in fresh seafood at local eateries.

July offers warm temperatures, often reaching the high 20s Celsius, superb for outdoor adventures like kayaking, hiking, and simply relaxing on the picturesque beaches. The town's scenic coastal views and delightful atmosphere make it a favourite among families and couples alike, as you can stroll along the waterfront or take in the stunning sunsets.

If you're seeking a more budget-friendly option, consider visiting Rockport in December. While this month is quieter, it presents a unique charm with festive decorations and a chance to experience the local holiday spirit. You can enjoy peaceful walks along the beach or explore the quaint shops without the summer crowds.
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, visitors can enjoy a variety of attractions that showcase the town's coastal charm and artistic spirit. The picturesque Bearskin Neck is a must-see, lined with galleries, shops, and seafood restaurants, offering a great blend of local culture and stunning ocean views. Holiday rentals in this area often provide easy access to the waterfront and the iconic Motif Number 1, a historic fishing shack that is one of the most photographed buildings in America.
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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