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Welcome to Rockport, where stunning beaches meet charming local culture, creating an idyllic coastal escape. Picture yourself basking in the sun on pristine sands, exploring the historic streets lined with captivating architecture, and soaking in breathtaking views at the picturesque Rockport Harbor. With a variety of vacation rentals—from cozy cottages to stylish condos—you’ll find the perfect home base for group adventures, ensuring comfort and convenience while creating cherished memories in this enchanting seaside town.
Holiday rentals with weekly discounts - Rockport
Showing deals for:Jan 15 - Jan 22
Image gallery for Tranquil 7-bedroom house with Ocean views in Gloucester's charming Rocky Neck
1010 out of 10, Exceptional, (14 reviews)
Exceptional
(14 reviews)
Tranquil 7-bedroom house with Ocean views in Gloucester's charming Rocky Neck
"Easy to park right at the door. Lovely, clean house. But, I think the limited headroom around the loft bed needs to be mentioned. I am short, but a tall person would be uncomfortable I believe. "
"Easy to park right at the door. Lovely, clean house. But, I think the limited headroom around the loft bed needs to be mentioned. I am short, but a tall person would be uncomfortable I believe. "
"Diana’s place was perfect! Super comfy furniture and beds. The apartment had everything you would need and more! Great location! Short walk to everything! Such a friendly, happy town. Rockport is our granddaughters favorite place to vacation. We all hope to return next summer!"
"Diana’s place was perfect! Super comfy furniture and beds. The apartment had everything you would need and more! Great location! Short walk to everything! Such a friendly, happy town. Rockport is our granddaughters favorite place to vacation. We all hope to return next summer!"
"The property was 100% as advertised. Clean, modern, well-appointed, and right in the middle of town, walkable to Front beach (3-5 minutes) and Bearskin Neck (3-5 minutes). Bed and couches were comfortable and the kitchen was nicer that you would find in most homes.
Rachel the host was amazingly responsive always getting back to us within minutes of any question.
The view was phenomenal which you can see in the online pictures.
Not negatives, but things to be aware of:
1) There are two steep...
"The property was 100% as advertised. Clean, modern, well-appointed, and right in the middle of town, walkable to Front beach (3-5 minutes) and Bearskin Neck (3-5 minutes). Bed and couches were comfortable and the kitchen was nicer that you would find in most homes.
Rachel the host was amazingly responsive always getting back to us within minutes of any question.
The view was phenomenal which you can see in the online pictures.
Not negatives, but things to be aware of:
1) There are two steep...
"This property was absolutely beautiful! Loved everything from the decor to an awesome deck with very nice views. The location on Bearskin Neck is so convenient to all the shops and the Pewter Shop is amazing! Also having a designated parking spot was a godsend. We will definitely be coming back again."
"This property was absolutely beautiful! Loved everything from the decor to an awesome deck with very nice views. The location on Bearskin Neck is so convenient to all the shops and the Pewter Shop is amazing! Also having a designated parking spot was a godsend. We will definitely be coming back again."
"The accommodations were simply beautiful. The place was impeccably clean, spacious, and thoughtfully designed. The attention to detail was evident, from the bedding to the stunning harbor views outside our window—such a relaxing and beautiful home. Furthermore, our gracious host, Eydie, exemplified the epitome of hospitality—readily accessible and incredibly responsive. Without a doubt, we eagerly anticipate returning for many more years to come."
"The accommodations were simply beautiful. The place was impeccably clean, spacious, and thoughtfully designed. The attention to detail was evident, from the bedding to the stunning harbor views outside our window—such a relaxing and beautiful home. Furthermore, our gracious host, Eydie, exemplified the epitome of hospitality—readily accessible and incredibly responsive. Without a doubt, we eagerly anticipate returning for many more years to come."
Beautiful Beaches: Rockport boasts stunning coastal scenery, perfect for sunbathing and relaxing by the ocean.
Outdoor Activities: Explore nature reserves and enjoy fishing in the charming harbor for a taste of adventure.
Rich Local Culture: Experience the town's historic houses and vibrant arts scene that reflect its unique heritage.
Family-Friendly Attractions: Nearby towns offer a variety of activities suitable for all ages, enhancing your vacation experience.
Comfortable Accommodations: Choose from cozy vacation rentals that provide a perfect blend of comfort and coastal charm.
Popular types of accommodation in Rockport
Planning a getaway to Rockport? You're in for a treat. Discover the best vacation rentals in Rockport, MA, featuring houses, cozy apartments, and charming condos. Whether you’re seeking Rockport homes or quaint cottages, we have the perfect options to suit your needs. Enjoy the beauty of this coastal town while staying in accommodations that offer comfort and convenience. Let the adventure begin.
Houses: The top choice for travelers in Rockport, these homes offer spacious and comfortable settings for families and groups.
Apartments: A popular option for couples and solo travelers, apartments provide convenient and cozy living spaces in the heart of Rockport.
Condos: Ideal for those seeking modern amenities and community features, condos are a well-liked accommodation type.
Cottages: Quaint and charming, cottages offer a unique stay with a homey feel, perfect for a romantic getaway.
House Boats: For a distinctive experience, house boats allow you to enjoy the waters of Rockport while relaxing in style.**
Top attractions in and around Rockport
Rockport, Massachusetts is perfect for beach lovers and outdoor enthusiasts, offering stunning scenery and a rich cultural experience. Visitors can explore beautiful beaches, nature reserves, and historic houses, making it an ideal destination for those seeking relaxation and adventure. With a variety of attractions to choose from, Rockport promises an unforgettable vacation filled with natural beauty and local charm.
Cape Ann: A stunning coastal cape offering picturesque scenery, charming beaches, and vibrant beach vibes. Enjoy breathtaking views and explore quaint seaside towns.
Wingaersheek Beach: Located 3 miles from Rockport, this beautiful beach features soft sand and inviting waters, perfect for sunbathing and beach activities.
Hammond Castle: Situated 6 miles away, this enchanting castle blends romance and culture with its medieval architecture and lush gardens, providing a unique glimpse into history.
Things to do recommended for couples
For a romantic getaway in Rockport, catch a performance at the Shalin Liu Performance Center, enjoy an adventurous whale watch with Capt Bill & Sons, or savor exquisite wines at Mill River Winery. Each experience offers a unique blend of entertainment and romance, perfect for couples.
Experience the beauty of Dogtown's hiking trails, just 2 miles from Rockport, perfect for outdoor adventures. Enjoy a show at the Gorton Theatre, 4 miles away, offering culture and entertainment. Don't miss the Todd Farm Flea Market, 13 miles out, for a fun local shopping experience.
*Distances are measured in a straight line; actual driving distances may vary depending on the route.
What do I need to keep in mind when booking a vacation in Rockport
If you’re traveling with a group, family, or pets, or planning an extended stay, be sure to prioritize your filters accordingly. Here are some helpful Vrbo booking tips to consider.
Traveling to Rockport with a group: Think about how many bedrooms you’ll require, as well as any amenities you might want, like a full kitchen or outdoor space for group activities. The good news is that you can easily filter for these options and more on Vrbo.
Traveling to Rockport with young kids: Traveling with young kids can present its own set of challenges. It's important to prioritize their comfort and safety, along with finding age-appropriate amenities, like a private pool. Additionally, you may want to think about how close you are to family-friendly attractions.
Taking your pets with you to Rockport: For many families, a vacation wouldn’t feel complete without their furry companion. If you relate to this, explore Vrbo listings that welcome pets. Many pet-friendly properties offer amenities like feeding bowls and cozy beds, ensuring that everyone feels at home.
Planning for a long term stay visiting Rockport: If you're in search of vacation rentals that offer discounts for stays of a month or more, you've come to the perfect spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search as well.
Where to stay near Rockport
Rockport, Massachusetts, is a charming coastal town perfect for a beach getaway. Explore its picturesque scenery, friendly atmosphere, and rich local culture. Enjoy fishing in the quaint harbor or relax under the oak trees. Nearby towns offer family-friendly activities and historical sites, adding to your vacation experience. Discover vacation rentals that provide a comfortable stay while soaking in the coastal charm that makes Rockport a must-visit destination.
Gloucester: Located a mere 4 miles from Rockport, Gloucester is a vibrant coastal city renowned for its stunning beaches and outdoor activities. Visitors flock to enjoy the picturesque scenery, with opportunities for music concerts and educational experiences. Notable attractions include the beautiful family-friendly beaches and the iconic Cape Ann area, perfect for a day of sun and relaxation. Whether you're looking to explore the local art scene or indulge in fresh seafood at waterfront restaurants, Gloucester offers a rich travel experience for all ages.
Annisquam: Just 3 miles from Rockport, Annisquam is a charming neighborhood that embodies the essence of coastal New England. Travelers are drawn here for its family-friendly atmosphere and scenic beaches. Enjoy a day at the beach or explore the nearby lake, perfect for picnics and outdoor fun. Annisquam is also home to a thriving arts scene, featuring local theaters and an arts center that showcases the talent of the community. Golf enthusiasts will appreciate the nearby courses, making this quaint neighborhood an ideal spot for relaxation and recreation.
North Shore: Also located 3 miles from Rockport, North Shore is a delightful area known for its family-friendly vibe and romantic settings. Visitors can explore local theaters and indulge in shopping at various malls and centers, making it a great destination for both relaxation and entertainment. The region boasts beautiful beaches and serene lakes, perfect for leisurely strolls or adventurous water activities. North Shore offers a well-rounded travel experience, combining outdoor fun with cultural attractions, making it a must-visit during your vacation.
Best time to go to Rockport
If you're planning a trip to Rockport, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from June to August, while off-peak times, like November to January tend to have fewer bookings and better deals.
Calendar Month
Temperature
Precipitation
Cloudiness
Occupancy
Pricing
January
31.1°F (-0.5°C)
Light Rain
Mostly Sunny
Moderately Low
Slightly Low
February
31.8°F (-0.1°C)
Light Rain
Mostly Sunny
Average
Slightly Low
March
36.7°F (2.6°C)
Light Rain
Mostly Sunny
Average
Slightly Low
April
45.1°F (7.3°C)
Light Rain
Mostly Sunny
Average
Average
May
54.3°F (12.4°C)
Light Rain
Mostly Sunny
Average
Average
June
62.4°F (16.9°C)
Light Rain
Mostly Sunny
Moderately High
Slightly High
July
69.6°F (20.9°C)
Light Rain
Mostly Sunny
Moderately High
Slightly High
August
69.4°F (20.8°C)
Light Rain
Mostly Sunny
Moderately High
Slightly High
September
64.0°F (17.8°C)
Light Rain
Mostly Sunny
Average
Average
October
55.2°F (12.9°C)
Light Rain
Mostly Sunny
Average
Average
November
45.1°F (7.3°C)
Light Rain
Mostly Sunny
Moderately Low
Average
December
37.4°F (3.0°C)
Light Rain
Mostly Sunny
Moderately Low
Average
Booking with Vrbo is simple
Are you hoping to save on your next adventure? Being open to adjusting your travel dates can help, as prices can vary. Additionally, booking a longer stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, take advantage of our filters to sort by price, location, and type of rental. We're here to help you find the best options.
Vrbo Trips: Planning as easy as it gets
Vrbo’s Trip Board is designed to help you plan your travel seamlessly. You can create new trips, manage your existing plans, and keep your bookings organized all in one place. Your saved or booked properties are conveniently categorized into Potential, Upcoming, or Current Trips. To start exploring your Trip Boards, simply visit: https://www.vrbo.com/trips.
**Based on Vrbo properties bookings.
Frequently Asked Questions
What is the best area to stay in Rockport, Massachusetts, United States of America when booking a vacation rental?
When considering a vacation rental in Rockport, Massachusetts, a popular area to stay is the charming downtown district. This area is not only picturesque, with its quaint streets and beautiful harbor views, but it also offers easy access to a variety of shops, galleries, and local eateries that showcase the town's vibrant arts scene.
Staying in downtown Rockport places you within walking distance of popular attractions such as Bearskin Neck, a historic fishing pier lined with unique boutiques and art studios, as well as the iconic Motif Number 1, often regarded as one of the most painted buildings in America. The area is known for its friendly atmosphere and provides a great base for exploring the picturesque coastline.
Another excellent option is the area around Rockport's beaches, which offer stunning views and recreational activities like swimming, kayaking, and sunbathing. This neighborhood is great for those who appreciate the natural beauty of the coastline and want to enjoy outdoor adventures while still being close to the town's amenities.
How much does it cost to rent a vacation home in Rockport?
Prices for vacation 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 vacation 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, you should explore the area around Cape Ann, particularly near the Rockport Harbor and the scenic beaches like Old Garden Beach and Bearskin Neck. The waterfront properties in this region often provide stunning views of the ocean and easy access to sandy shores, making them superb for sunbathing and swimming. Many of these houses come with amenities such as outdoor decks, private patios, and fully equipped kitchens, ideal for families or groups looking to enjoy a relaxed beach vacation.
Additionally, the area around the Rockport Art Association and the charming shops on Bearskin Neck adds a cultural touch to your stay, with plenty of opportunities for dining and exploring local art. Rentals here often feature cozy living spaces with fireplaces, superb for cooler evenings, and some properties may even include extras like outdoor grills and fire pits for evening gatherings under the stars.
For those who enjoy outdoor activities, the nearby Halibut Point State Park offers beautiful hiking trails with breathtaking coastal views, and many rentals are conveniently located to provide easy access to these natural attractions. Find your rental near the beach in Rockport.
What is the most popular type of vacation rental accomodation in Rockport?
In Rockport, vacation houses are the most popular type of rental, with about 83 available throughout the area. These homes are often located near scenic spots like the picturesque Bearskin Neck and the stunning Atlantic coastline, providing guests with easy access to local attractions. Most vacation houses feature multiple bedrooms, fully equipped kitchens, and outdoor spaces such as decks or patios, great for enjoying the coastal views and fresh sea air.
Additionally, there are around 35 apartments and 26 cottages available, offering a range of options for different group sizes and preferences. Apartments typically come with cozy living areas and kitchen facilities, while cottages provide a charming, rustic experience with unique character and homey amenities.
Are there any family house rentals in Rockport?
In Rockport, Massachusetts, families will find a wide selection of rental homes, with approximately 82 properties available throughout the area. Many of these accommodations are situated close to picturesque beaches like Front Beach and Old Garden Beach, providing easy access for fun-filled days by the water.
Travelers can expect these homes to offer spacious living areas, full kitchens for preparing family meals, and outdoor spaces superb for barbecues or relaxing after a day of exploration. Some properties may also feature amenities such as game rooms, private gardens, or even proximity to scenic walking trails.
The charming downtown area, with its vibrant art galleries, quaint shops, and seafood restaurants, is just a short distance away, allowing families to immerse themselves in the local culture.
Can I rent a vacation home with a pool or hot tub in Rockport?
In Rockport, there are several vacation homes available for rent that feature pools and hot tubs, making it an attractive destination for travelers seeking relaxation and fun. This picturesque coastal town along the Massachusetts shoreline offers a variety of charming neighborhoods, including the scenic Bearskin Neck area, known for its vibrant arts scene and stunning ocean views.
Travelers can expect amenities such as private pools, luxurious hot tubs, outdoor dining spaces, and fully equipped kitchens in many of these rentals, allowing for a superb blend of comfort and entertainment.
Can I find long-stay vacation rentals in Rockport?
A long-stay vacation rental in Rockport is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there pet-friendly house rentals in Rockport?
In Rockport, there are numerous pet-friendly house rentals available, offering travelers a variety of accommodations to choose from. Many of these homes are located close to the beautiful coastline, allowing for easy access to scenic beaches and picturesque views. Expect to find amenities such as fully equipped kitchens, spacious living areas, and outdoor spaces like decks or patios, great for enjoying the ocean breeze with your furry companions.
The vibrant downtown area of Rockport is also nearby, featuring charming shops, art galleries, and cafes that welcome pets. Additionally, the nearby Bearskin Neck area is a delightful spot for leisurely walks with pets, showcasing stunning views of the harbor.
Are there any remote work vacation rentals in Rockport?
In Rockport, Massachusetts, there are plenty of remote work vacation rentals available, with around 130 options superb for those looking to blend work and leisure. Many of these properties are equipped with essential amenities such as high-speed Wi-Fi, dedicated office spaces, and comfortable living areas that allow for productive working environments. Travelers can expect features like fully equipped kitchens for convenient meal preparation and outdoor spaces for relaxation after a workday.
The charming coastal town offers a mix of scenic beauty and artistic culture, with easy access to local galleries, shops, and stunning views of the Atlantic Ocean. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Rockport vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Rockport with parking available—perfect for families or travelers 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 vacation rental amenities include well-equipped kitchens, allowing travelers to prepare their own meals while enjoying the local seafood. Many rentals feature decks or patios, superb for relaxing and taking in the coastal views after a day of exploring the nearby attractions like Bearskin Neck and the scenic beaches. Coffee and tea makers are commonly found in these properties, suiting those who enjoy their morning brew. Additionally, onsite parking is a convenient amenity for visitors traveling by car, and many rentals offer outdoor patios for gatherings or peaceful evenings under the stars.
When is the best time to visit Rockport for a vacation rental?
The best time to book a vacation rental in Rockport is during the summer months, particularly in July. This peak season, spanning from June to August, draws many visitors eager to experience the charming coastal town, with its vibrant arts scene and picturesque ocean views. July offers warm temperatures, typically ranging from the mid-60s to low 80s Fahrenheit, making it ideal for enjoying outdoor activities such as kayaking, swimming, and exploring the scenic rocky shorelines.
During this lively period, you can also partake in various local festivals and events that showcase Rockport's unique culture and artistic spirit. The bustling atmosphere creates an engaging experience for travelers seeking both relaxation and adventure.
For those looking for a more budget-friendly option, consider planning your visit in December. While the winter months might be quieter, they provide a beautiful backdrop for a cozy retreat, with opportunities to enjoy holiday festivities and the serene beauty of the coastal landscape.
How early should I book a Rockport vacation rental?
Book your Rockport vacation 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 vacation rental, the better the price.
*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Rockport, Massachusetts, United States of America?
In Rockport, visitors can enjoy a variety of attractions that showcase the town's coastal charm. The picturesque Bearskin Neck area is famous for its artisan shops, galleries, and seafood restaurants, making it a vibrant spot for exploring local culture. Here, you can also find the iconic Motif Number 1, a red fishing shack that is one of the most photographed buildings in America.
The scenic views from the Rockport Harbor are breathtaking, and many rentals are located nearby, providing easy access to the water for boating and fishing activities. Additionally, the nearby Halibut Point State Park offers stunning ocean vistas and walking trails through natural landscapes, superb for outdoor enthusiasts.
For those interested in art and history, the Rockport Art Association and Museum showcases local artists and hosts various exhibitions throughout the year.
Can I change or cancel my Rockport home rental booking on Vrbo?
To find Rockport vacation 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 rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, 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 travelers 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 cozy cabin or a beach condo, 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 vacation 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 like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.
Vrbo also offers support via live chat through our Help Center, 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 organizing 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.