Pet-Friendly Vacation Rentals By Owner In Rockport, MA

Showing 48 Of 48 Vacation Rentals

$300.84

Lovely Rockport Apartment, Walk to Beaches!

Rockport, Massachusetts, United States

Experience a relaxing coastal retreat in the historic town of Rockport, Massachusetts, when booking this charming vacation rental! Situated within walking distance of the ocean, this 2-bedroom, 1-bath apartment is the perfect home away from home for those looking to explore miles of beautiful beaches nearby. Take advantage of the convenient location and stroll over to Bearskin Neck to browse local wares or spend your day lounging at Front Beach with your group!brbr-- THE PROPERTY --brbrMass Tax ID: C0332175296 | Pet Friendly w/ Fee | Furnished Deck brbrBedroom 1: Queen Bed | Bedroom 2: 2 Twin Beds | Additional Sleeping: Pack ‘n PlaybrbrHOME HIGHLIGHTS: Smart TV, window A/C unit, dining table, electric fireplace, gas grillbrKITCHEN: Fridge, stove, dishwasher, coffee maker, microwave, cooking basics, toaster, dishware/flatware, trash bags/paper towels, blenderbrGENERAL: Free WiFi, coin laundry on-site, keyless entry, baseboard heating, complimentary toiletries, hair dryer, linens/towels, iron/boardbrFAQ: Pet fee (paid pre-trip)brSUITABILITY: Stairs required to enter, single story, bathroom is en-suite to Bedroom 2brPARKING: Off-street parking (1 vehicle), free street parking (first-come, first served)brbr-- THE LOCATION --brbrCOASTAL SIGHTSEEING: Back Beach Landing (0.3 miles), Front Beach (0.3 miles), Harvey Park (0.6 miles), Old Garden Beach (1 mile), Sandy Bay (1 mile), The Whispering Pines (2 miles), Straitsmouth Cove Landing (2 miles), Cathedral Rocks (2 miles), Loblolly Dive Site (3 miles), Pebble Beach (3 miles), Halibut Point State Park (3 miles), Good Harbor Beach (4 miles), Plum Cove Beach (4 miles), Long Beach (5 miles)brLOCAL FUN: Mill Pond Park (0.2 miles), Whale's Jaw (0.3 miles), Rockport Art Association & Museum (0.4 miles), Rockport Music-Shalin Liu Performance Center (0.4 miles), Dogtown Square (7 miles)brGREATER AREA: Gloucester (5 miles), Hammond Castle Museum (7 miles), Essex (11 miles), Manchester-by-the-Sea (12 miles), Castle Hill on the Crane Estate (17 miles)brAIRPORT: Boston Logan International Airport (47 miles)brbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- Pet friendly w/ $125 fee (+ fees & taxes) br- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- NOTE: The property requires exterior stairs to access the entrance

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Exceptional(33)

$514.6

/ Nightly

Cottage

Charming year round cottage - Pet Friendly with Wi-Fi

Rockport, Massachusetts, United States

Please contact us for more details. We would love to discuss your vacation plans at our Home Away from Home.brbrWe are Pet Friendly and are happy to welcome any fur members of your family. brbrOur cottage is newly renovated, with a full kitchen and two bathrooms. Our living room has a flat screen TV and a working fireplace for the crisp New England Autumn nights. Upstairs there are three bedrooms with views to the ocean. brbrOutside is a garden oasis, which includes a small garden, backyard deck, and large grill set up. brbrWe are only a two minute walk to the beach and the park. We are also within easy walking distance to the Shalin Liu Performance Center, where music artists play throughout the year. brbrCottage on the Lane is perfect for your vacation get away or family reunion. brbrStep away from your hectic life. Welcome to our homes by the sea. The scent of the ocean. The crack of a lobster claw. Stirring coffee as your eyes dance over to the sun rising over the old church steeple. New England life at its finest.brbrMaybe you’ll while the day away in the numerous quaint art galleries. Maybe you’ll sample the best fresh seafood on the eastern seaboard. Or simply spend the day staring at the ocean. We can’t think of a better way to spend a vacation.brbrSure, we’re biased. Our family has had a home in Rockport for almost 400 years. Each of the three cottages were built by our ancestors who were local fishermen, and has been a base for our family throughout the seasons and years. Let us open our homes and welcome you to spend time in this little slice of perfection.brbrShould your reservations need to be cancelled, we respectfully request that we receive such notice as soon as possible. With such a short summer season, refunds or partial refunds will be based on timing as our calendars fill up a year in advance and difficult to rebook for long range planning.brbrKeywords: ocean, beaches, Gloucester, Rockport, Boston, Train Station, art, cottage, year round, Martha Stewart perfect, sea views, great location, renovated, pet friendly, charming decor, two minute walk to beach, walk to Bear Skin Neck, fully furnished, available year round, backyard oasis,

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$718.04

/ Nightly

Private Vacation Home

Waterfront Rockport Gem Steps to Shops and Beaches

Rockport, Massachusetts, United States

Escape to our stunning oceanfront cottage in Rockport (with 20+ Five Star Reviews on the other site)! This open-concept home has a spacious living area with large floor to ceiling windows that bring in natural light and breathtaking ocean views, a fully equipped kitchen, 1 bathroom, and 3 cozy bedrooms, sleeping 6. Spend your days relaxing on the two oceanfront balconies or at Bearskin Neck’s charming shops, dining, and beaches. Our home is the ideal spot for small families and groups of friends seeking a peaceful seaside getaway.brbrProudly hosted by HelmsBnB. With sweeping ocean views, an open-concept layout, and a prime location just a short walk from Rockport’s beaches, shops and restaurants, this cottage is the perfect spot to call home during your getaway to the North Shore. Sleeping 4 guests comfortably (or 6 if you have kids or friends that like to be close!), this 3-bedroom, 1-bathroom home with an open floor plan is the perfect getaway for small families/groups of friends and couples.brbrLocation, location, location! Under a 10 minute walk from Front Beach and Old Garden Beach, you can easily swim, sunbathe, or simply soak in the coastal ambiance. Once you`ve had your fill of the sun, stroll right outside your door down to Bearskin Neck and explore this historic street lined with quaint shops, seafood restaurants and art galleries (Rockport has long been an artist`s haven, so enjoy a plethora of works by local and renowned artists!). Don`t forget to snap a photo at Motif Number 1, `the most painted building in America!`. Rockport`s Cape Ann neighbors like Gloucester, Manchester-By-The-Sea, and Marblehead are just a short drive away, offering additional dining and entertainment options!brbrFirst Floorbr-Open concept fully stocked kitchen with bar seating for 4br-Living room with comfortable seating, smart TV, and full ocean viewsbr-Balcony access from the living roombr-Laundry room with start up laundry suppliesbrbrSecond Floorbr-Primary bedroom with a queen bed and a twin bed with a high ceiling opening onto the 3rd floor balconybr-Ensuite full bathroom (please note this is the only bathroom and is only accessible through the primary bedroom)br-Second queen bedroombr- Private ocean front balcony with seating perfect for your morning coffee with a viewbrbrThird Floorbr-Loft bedroom with full bed and twin bedbrbrFront Beach, Back Beach, Long Beach, Cape Hedge Beach, Pebble Beach, and Old Garden Beach are all an easy walk from our house -please note that only Front Beach has lifeguards on duty. We provide beach chairs, beach towels, and a wagon for your usebrbrHalibut Point State Park is only a 10 minute drive, where you can hike along scenic trails with breathtaking ocean views and explore the iconic Halibut Point Quarry.brbrDuring May-Oct, Rockport is the perfect spot to set out on a whale watching tour.brbrWe are dog friendly and require a non-refundable $125 dog fee, per dog (2 dogs, max). This does not cover any damage or waste pickup and all dogs must be house trained. If you are bringing your pup along, we must know at the time of booking and prior to your arrival. Please note that we do not allow cats due to guest allergies.brbrGuests have full access to the house with the exception of one locked storage closet.brbrAlways available, but never overbearing.brbr:::PLEASE NOTE THE FOLLOWING::: brbrThe house comfortably sleeps 4, but can sleep up to 6-7 if you`re very close or if some of your party are children! brbrWhile there are three separate sleeping areas, the loft is open to both the primary bedroom and the back bedroom. The only bathroom is located in the primary bedroom. brbrThe steps to the loft are steep and not safe for young children without adult supervision. brbrParking can be a challenge in Rockport during the summer - there is abundant street parking, including four spots right in front of our home but they fill up fast and are metered for a max of 2 hours. There is a free pier parking lot next to the house, but it`s only available on one side and again, fills up fast and you have to be out by 6 PM. brbrFor longer term parking, there is a parking lot less than a mile away at the Blue Gate Meadow lot. From the parking lot, it is about a 3/4 mile walk or trolley ride to downtown Rockport. Fortunately, everything in Rockport is less than a 10 minute walk from the house and unless you`re visiting the other Cape Ann towns (which we encourage!) you won`t need your car.brbrWe have installed exterior only security cameras for the safety of both guest and property. These cameras are actively recording both audio and video on all exterior entrances and side doors. Any tampering with cameras, including, but not limited to covering and otherwise disabling of these cameras are grounds for early termination of reservation with no refunds whatsoever.brbrAbsolutely no smoking inside, on the porches, or near open exterior doors - there is a $250 fee if this is violated.brbrWhile we strive to minimize guest disturbances, we regularly maintain our home and may conduct lawn care during reservations, particularly on weekdays or during longer stays.brbrPlease note that any refunds made in accordance with our cancellation policy will be less any credit card fees.

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Exceptional(12)

$829.14

/ Nightly

Private Vacation Home

Sage Hill: Long Beach & More!

Rockport, Massachusetts, United States

Midway between two picturesque places, the seaside village of Rockport and the historic fishing port of Gloucester, Sage Hill is the perfect vacation destination. Walk to Long Beach (about a 5 minute walk), or take a short drive to Good Harbor Beach.brbrSage Hill is well appointed, with a roomy eat-in kitchen, a breakfast bar and an adjoining deck with comfortable seating – a great place for family and friends to gather. There are 3 bedrooms with AC, two queen and one double, as well as 3 full baths, including a full bath on the first floor. There is also a single bed tucked in a comfortable downstairs room, adding to your flexibility.brbrSage Hill has plenty of outdoor seating, a large lovely deck and yard, a fire pit area, and an outdoor shower to wash the sand off after a day at the beach. The house is privately situated on a large wooded lot. Explore the surroundings of Cape Ann from your private and charming home away from home. Snip some herbs from the garden, watch humming birds at the feeder, toss a book from the library into your beach bag and enjoy your stay.

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Exceptional(23)

$258.92

/ Nightly

Private Vacation Home

Home with washer/dryer, gas grill, & outdoor dining - walk 5 minutes to beach

Rockport, Massachusetts, United States

Made for Beach OtherbrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrJust a short stroll from the beach and the scenic downtown area, this two-story home provides the perfect coastal escape. After an afternoon spent stretched out in the sand, walk to one of many restaurants for a bite to eat or stop inside local shops for a vacation souvenir. Located right across the street from the train station, you'll also have convenient access to making a day trip to Boston.brbrSpend time outdoors at home in the spacious backyard. Sizzle favorite barbecue recipes on the gas grill, then dine alfresco at the six-person dining table that sits beneath a solar-lit pergola. The grassy area provides ample space to play lawn games in the sun. Inside the home, a cozy living area invites you to unwind with a good book or movie on the smart TV. The chef in your group can prepare home-cooked meals in the kitchen. A table for five offers the ideal perch for family dinners followed by board game nights.brbrTHINGS TO KNOWbrThe living room has a double sofa bed.brStreaming is available using your own accounts.brPartial air-conditioning is provided via a window unit in the living room.brbrIf you are bringing a dog on your trip, the pet fee is already included in your quote when selecting ‘Yes’ to pets. If you would like to add more dogs, please contact us.brbrParking notes: There is free parking available for 3 vehicles.brbrSecurity camera details: Ring doorbell camera monitoring the front doorbrbrbrbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.

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Exceptional(63)

$772.87

/ Nightly

Private Vacation Home

Historic waterfront home w/ a sun room, ocean views, dog-friendly

Rockport, Massachusetts, United States

Andrews Point Ocean HomebrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrThis historic waterfront home offers a spectacular setting for your next extended family vacation or group getaway. Located at the northern end of Rockport in the highly desirable neighborhood known as “The Avenues,” this spacious two-story retreat combines classic New England character with sweeping ocean views.brbrInside, you'll find several inviting gathering spaces, including a bright sunroom with ocean views and comfortable living areas throughout the home. Beautiful decorative stone fireplaces add distinctive architectural character and historic charm. A well-equipped full kitchen makes it easy to prepare meals for the whole group, while the generous layout provides plenty of space to relax and reconnect.brbrOutside, the expansive grassy backyard meets the shoreline, where a slate patio at the water’s edge offers a perfect place to enjoy the coastal scenery.brbrWhat’s nearby:brKayakers and confident swimmers can access the water directly from the backyard, with additional launching spots just down the street. The historic Atlantic Path, located directly in front of the home, provides a scenic coastal walk past Sea Rocks and toward Cathedral Avenue.brbrThe charming seaside town of Rockport is just three miles away, offering restaurants, shops, galleries, museums, and performances at the Shalin Liu Performance Center. Back Beach, Front Beach, and Old Garden Beach are all within four miles for easy beach days.brThings to know:brThe fireplaces are non-operationalbrFree WiFibrFull kitchenbrGas grillbrA crib, high chair, Pack-N-Play, changing table, and booster seat are all providedbrThe family dogs are welcome to join you herebrFront door access ramp for guests with limited mobilitybrbrIf you are bringing a dog on your trip, the pet fee is already included in your quote when selecting ‘Yes’ to pets. If you would like to add more dogs, please contact us.brbrParking notes: There is free parking available for 4 vehicles.brbrPlease note: this home resides in a noise-sensitive area and the owners participate in our Good Neighbor protection program. Our smart home technology will alert our team if excessive decibel or occupancy levels are detected, allowing us to reach out directly with a reminder of maximum occupancy and quiet hours. This technology is privacy compliant, and only monitors the presence of decibels and devices-not any personal conversation or information. Thank you for supporting our efforts to be good neighbors!brbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.

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Exceptional(128)

$453.74

/ Nightly

Private Vacation Home

Quaint getaway with full kitchen and lush yard - close to the beach and downtown

Rockport, Massachusetts, United States

Vintage Rockport EscapebrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrBright colors, rich fabrics, and antique furnishings make this three-bedroom, dog-friendly home truly special. Enjoy a variety of amenities, including a full kitchen, a lush yard, and a patio with a gas grill - all three short blocks from the beach.brbrLocated on a quiet residential street, this Rockport home is conveniently close to Main Street for unique shops and incredible seafood restaurants. Take a trip back in time at a number of local museums and historic homes like the Old Castle and the Seawall-Scripture House, or enjoy a scenic, romantic walk along the shore. You're conveniently located less than a half-mile from a pharmacy, hardware store, household goods store, commuter-rail train station to and from Boston, and sweet treats at Dunkin’ DonutsbrbrPerfect for a family vacation, this home offers free WiFi to easily plan out your days, flatscreen TVs in each bedroom, a private washer/dryer, and a well-equipped kitchen. With the gas grill outside on the patio, you can augment your home-cooked menus with a few summertime cookouts. Your dog is even welcome to join you.brbrDon't let this unique Rockport home slip away. Make your reservation today!brbrIf you are bringing a dog on your trip, the pet fee is already included in your quote when selecting ‘Yes’ to pets. If you would like to add more dogs, please contact us.brbrParking notes: There is free parking available for 2 vehicles.brbrPlease note: this home resides in a noise-sensitive area and the owners participate in our Good Neighbor protection program. Our smart home technology will alert our team if excessive decibel or occupancy levels are detected, allowing us to reach out directly with a reminder of maximum occupancy and quiet hours. This technology is privacy compliant, and only monitors the presence of decibels and devices-not any personal conversation or information. Thank you for supporting our efforts to be good neighbors!brbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.

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Exceptional(1)

$385.11

/ Nightly

Private Vacation Home

Downtown home: walk to town, beach & regional rail station

Rockport, Massachusetts, United States

Blue Moon CottagebrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrNestled in the heart of Rockport, this charming cottage offers a peaceful retreat just steps away from the vibrant downtown. Surrounded by greenery, this cozy getaway is perfect for guests looking to unwind in a serene environment. Leave your car behind and explore the many attractions that Rockport has to offer, including the iconic Bearskin Neck, local shops, art galleries, weekly farmers market, and restaurants.brbrEnjoy a leisurely stroll to Front Beach, where you can soak up the sun or take in the stunning views of the ocean. Don't miss the chance to see the famous 'Motif #1' and catch a performance at the Shalin Liu Performance Center, where the ocean serves as a breathtaking backdrop. The nearby train station provides easy access to Boston and other destinations along the North Shore.brbrThis dog-friendly home is equipped with all the amenities you need for a comfortable stay, including a fully stocked kitchen, a separate dining room, sunroom, home office and a basement laundry room. Spend your mornings sipping coffee on the deck, and your afternoons lounging on the beach, exploring the rocky coastline on foot or in a rented kayak or indulging in a delicious lobster roll from Roy Moore Lobster Company Sandy Bay Provisions, also nearby, is a great place to pick up supplies for your stay.brbrWith a variety of outdoor activities at your fingertips, from mountain biking to beachcombing, this Rockport retreat is perfect for families, couples, or adventure seekers. Experience the beauty and charm of Rockport while enjoying the comforts of home. Book your stay today and create unforgettable memories in this picturesque coastal town!brbrThings to Knowbrbr- There is a twin bed with a smaller child sized trundle bedbrbrIf you are bringing a dog on your trip, the pet fee is already included in your quote when selecting ‘Yes’ to pets. If you would like to add more dogs, please contact us.brbrParking notes: There is free parking available for 1 vehicle.brbrbrbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.

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Rent a place that suits your needs

Private vacation home

View 66 Private vacation home

Most popular vacation rentals in Rockport

Exceptional(1)

$759.72

/ Nightly

Private vacation home

Inviting Rockport Rental w/ Deck: Walk to Beach!

Rockport, Massachusetts, United States

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Exceptional(1)

$850.64

/ Nightly

Private vacation home

The View: The Name Says It All

Rockport, Massachusetts, United States

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Exceptional(1)

$837.73

/ Nightly

Private vacation home

Sur la Mer: Ocean views in Rockport

Rockport, Massachusetts, United States

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Exceptional(1)

$820.65

/ Nightly

Private vacation home

NEW *Rosea's Home by the Sea* Steps to Beach

Rockport, Massachusetts, United States

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Exceptional(1)

$815.33

/ Nightly

Private vacation home

Breathtaking Newly Renovated Rockport Retreat

Rockport, Massachusetts, United States

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Exceptional(1)

$781.90

/ Nightly

Private vacation home

Brilliant Ocean Views. Two Cottages - One price.

Rockport, Massachusetts, United States

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Sleeps

Exceptional(1)

$683.49

/ Nightly

Private vacation home

Beautiful Newly Built Custom Home, Spectacular Ocean Views

Rockport, Massachusetts, United States

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Bath

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Exceptional(1)

$627.05

/ Nightly

Private vacation home

The Nest at Pigeon Cove: Modern farmhouse with all the comforts of home!

Rockport, Massachusetts, United States

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Bath

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Exceptional(1)

$659.03

/ Nightly

Private vacation home

Ocean views just steps to Back Beach, Front Beach, and downtown Rockport

Rockport, Massachusetts, United States

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Bath

Sleeps

Exceptional(1)

$871.26

/ Nightly

Private vacation home

Rockport, MA 3 BR 2017 Old Garden Beach Home With Gorgeous Views And Hot Tub

Rockport, Massachusetts, United States

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Pet-Friendly Vacation Rentals By Owner In Rockport, MA

$300.84

$514.6

$718.04

$829.14

$258.92

$772.87

$453.74

$385.11

Rent a place that suits your needs

Most popular vacation rentals in Rockport

$759.72

$850.64

$837.73

$820.65

$815.33

$781.90

$683.49

$627.05

$659.03

$871.26

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