Rockport holiday lettings

We found 446 holiday rentals — enter your dates for availability

Select from 92 houses, 37 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:25 Sept - 2 Oct

Image gallery for Clean Waterfront Classic Cottage with Private Beach

View of property from road
9.8 out of 10, Exceptional, (25 reviews)
Exceptional
(25 reviews)

Clean Waterfront Classic Cottage with Private Beach

Gloucester

7% off
Price is £2,422
for 7 nights, 1 home
£346 per night
includes taxes & fees
Clean Waterfront Classic Cottage with Private Beach

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Why visit Rockport

  • Stunning beaches: Relax on beautiful sands at Front Beach and Cape Hedge Beach, perfect for sunbathing and swimming.
  • Scenic harbour views: Discover the picturesque Motif Number 1 and enjoy the charm of local fishing shacks.
  • Quaint shopping and art galleries: Stroll along Bearskin Neck, lined with unique shops and vibrant art spaces.
  • Cultural events: Experience local culture at community events like the Rockport HarvestFest.
  • Charming accommodations: Choose from cosy cottages and vacation rentals for a delightful seaside retreat.

Popular types of accommodation in Rockport

Welcome to Rockport, Massachusetts, a charming coastal town renowned for its stunning ocean views and vibrant arts scene. Explore picturesque beaches, such as Front Beach and Cape Hedge Beach, or wander through the scenic streets adorned with galleries and unique shops. For a truly memorable stay, consider one of the many vacation rentals available, including private homes, apartments, and cosy cottages that offer the perfect retreat after a day of adventure in this delightful seaside destination.

  • Houses: These spacious and fully equipped residences offer a home-like experience, making them the top choice for visitors seeking comfort and privacy in Rockport.
  • Apartments: Ideal for couples or solo travellers, these self-contained units provide a convenient and central base for exploring the area.
  • Condos: These modern accommodations often feature community amenities, appealing to those looking for a blend of luxury and leisure.
  • Cottages: Quaint and charming, these properties embody the coastal charm of Rockport, perfect for a rustic getaway.
  • House Boats: For a unique experience, staying on a houseboat offers a distinctive way to enjoy the scenic waters of Rockport.**

Top attractions in and around Rockport

Rockport, Massachusetts, is a charming seaside town perfect for a beach getaway, offering stunning scenery and outdoor activities. Visitors can explore its beautiful beaches, historic houses, and nature reserves. The town hosts friendly events like the Rockport HarvestFest, inviting travellers to immerse themselves in local culture and enjoy various outdoor experiences. With its picturesque landscapes and vibrant community, Rockport promises a delightful vacation for all.

  • Cape Ann: A picturesque cape offering stunning coastal scenery, perfect for leisurely strolls along its beaches and breathtaking views of the Atlantic. The natural beauty and tranquillity make it an ideal spot for relaxation and exploration.
  • Motif No 1: This iconic historic building is a symbol of Rockport's fishing heritage, renowned for its charming red façade. It embodies the town's artistic spirit and is a favourite subject for photographers and artists alike.
  • Wingaersheek Beach: A beautiful sandy beach known for its gentle waves and family-friendly atmosphere. Ideal for sunbathing, beachcombing, and enjoying the stunning sunsets over the water.

Things to do recommended for couples

Rockport offers a charming escape for couples. Enjoy a leisurely stroll along the scenic Bearskin Neck, explore art galleries, or indulge in a romantic seafood dinner by the harbour. Don’t forget to catch a stunning sunset at the picturesque Rockport beaches for a truly memorable experience.

Things to do recommended for families

Families visiting Rockport can explore the stunning beaches, take a scenic boat tour to spot seals, and enjoy a hands-on experience at the Cape Ann Museum. Don’t miss the charming shops and ice cream parlours along Bearskin Neck for a delightful treat.

Things to do recommended for groups

Explore the stunning coastline on a group kayak tour, visit the picturesque Bearskin Neck for unique shops and galleries, or enjoy a whale-watching excursion from nearby Gloucester. Don't miss the chance to savour fresh seafood at local eateries for an authentic taste of New England.

*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 longer stays, it’s important to filter based on your specific needs. Here are some helpful booking tips for using Vrbo.

  • Traveling to Rockport with a group: Think about how many bedrooms you'll require, along with features like a fully equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for these options and much more on Vrbo.
  • 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 ensuring that suitable amenities, like a private swimming pool, are available. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Rockport: For many, a family holiday isn’t truly complete without their furry companion by their side. If this resonates with you, explore Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds to ensure that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Rockport: If you're in search of holiday rentals with special offers for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly seek out and save on monthly accommodations. Don't forget to include extras such as 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 scenic getaway. Visitors can enjoy stunning beaches, picturesque harbours, and vibrant arts scenes. Explore the iconic Motif Number 1, known for its charming fishing shacks, or take a leisurely stroll along Bearskin Neck, lined with quaint shops and galleries. The breathtaking views and friendly atmosphere make Rockport an idyllic destination for those seeking relaxation and cultural enrichment amidst the beautiful New England coastline.

  • Gloucester: Located a mere 6km from Rockport, Gloucester is a vibrant city renowned for its stunning beaches and picturesque scenery. Visitors flock to Gloucester for outdoor adventures and cultural experiences. You can immerse yourself in local music at various concert venues or explore the arts centre that showcases regional talent. The city's beautiful beaches, including family-friendly spots and scenic capes, provide the perfect backdrop for a day of relaxation or fun in the sun.
  • Annisquam: Just 5km from Rockport, Annisquam is a charming neighbourhood that offers a delightful coastal experience. Known for its beautiful beaches and breathtaking views, Annisquam attracts those seeking outdoor activities and a serene atmosphere. The local arts centre and nearby amusement rides add an element of excitement, while the golf course provides a leisurely outing. With its family-friendly beaches and scenic capes, Annisquam is an ideal spot for a peaceful getaway.
  • North Shore: Also situated 5km from Rockport, the North Shore is celebrated for its outdoor experiences and family-friendly environment. This area offers a variety of activities, from educational attractions to shopping centres that cater to all tastes. The pristine beaches and tranquil lakes are perfect for family outings, making it a popular destination for visitors of all ages. Whether you fancy a relaxing day at the beach or a lively shopping experience, North Shore has something to suit every traveller.

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 Vrbo is simple

Looking to make the most of your next holiday? Consider being flexible with your travel dates, as this can significantly impact the prices available. Moreover, opting for a longer stay often results in substantial savings. To discover the ideal Vrbo property that fits your budget, utilise our filters to search by price, location, and type of holiday rental.

Vrbo Trips: Planning as easy as it gets

Vrbo's cutting-edge Trip Board offers you a dedicated space to plan new journeys, pick up where you left off, or manage your travel arrangements. You can easily access the properties you've previously saved and booked in the sections for Potential, Upcoming, or Current Trips. To make the most of 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)
  • 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)
  • The Collection (16.7 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)
  • Cape Ann (1.4 mi / 2.3 km)
  • Cape Hedge Beach (1.6 mi / 2.5 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)

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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