Home Pet-Friendly Vacation Rentals By Owner In Rockport, MA

Showing 40 Of 48 Vacation Rentals
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Exceptional(40)

$781.9

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Private Vacation Home

Brilliant Ocean Views. Two Cottages - One price.

Rockport, Massachusetts, United States

'Back Beach Cottages' is a unique property with a two cottage set up. Both houses have wonderful views of the ocean and share a private yard/ garden. brThe property offers the best of both worlds in that it's an ideal location for enjoying a quiet beach while also only being a 10-minute walk to downtown Rockport. brThe property is steps away from Back Beach and a 5-minute walk to Front Beach. The property comes with 2 off street parking spots in driveway.brProperty has Tesla Charger (220V).brbrSome details on each of the houses: The 'Main House' has 2 bedrooms and 2 bathrooms; a master bedroom with queen sized bed and en suite bathroom. The Main House second bedroom has 2 twin beds. brThe Main House has an open kitchen/dining room and a living room with bay windows that look out to the ocean. brbrThe Back Cottage is located just behind the Main House and has 1 Bedroom on the second floor (up a set of spiral stairs). The bedroom has a king sized bed. There is a deck located off of bedroom with views of the ocean. The Back Cottage has a galley kitchen, stove, and refrigerator (no dishwasher), and bathroom. The couch on the first level in Back Cottage has a double pullout bed for additional guests. (2) Wonderful views of the ocean from bedroom and balcony off of the bedroom.brbrEvery Sunday in the summer the town band gives a concert at the bandstand in front of the house in the evening. You can hear the music and see the performance from the house and yard and makes for a wonderful evening. This takes place 1-2 nights a week in June, July and Aug.brbrPlease note - Houses are rented together during the summer months.br
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Bath 3

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Exceptional(13)

$538.87

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Private Vacation Home

The Captain John Butman House

Rockport, Massachusetts, United States

Located in Rockport Village, Captain John Butman House is steeped in history, originating in the days before the United States of America came to be.brbrWith its strong colonial bones, this delightful rental home was lovingly restored and refinished with modern upgrades while maintaining its historic essence. Downtown Rockport is a short stroll or drive to explore the art galleries, shop in and around Bearskin Neck's unique boutiques, dine at the many restaurants, or simply enjoy nature at the local beaches or on hiking trails. The commuter rail is in close distance to take the train to Boston or other North Shore destinations.brbrThe main living level consists of a spacious open plan living/dining area, a remodeled, fully applianced kitchen, a family room with large TV, a small office, and full bath with the washer/dryer. Upstairs are the three bedrooms and the second full bath.brbrLIVING/DINING ROOM: Enter the rental home into the open plan living and dining area. The living space has a large couch and two chairs. The dining table comfortably seats up to four. There is a leaf to extend the table to seat 6.brbrKITCHEN: The kitchen is fully applianced with a refrigerator, stove and oven, dishwasher, and microwave. The door opens to the back patio and yard.brbrFAMILY ROOM: This room is the perfect for gathering to watch movies other family favorite programs on the large TV while relaxing on the large sectional sofa or a chaise lounge chair. There is also a beautiful built-in library with shelves containing books and games. OFFICE: There is a small office with a desk off of the living/dining room.brbrBATH 1: The full bath has a tiled walk-in shower. The washer and dryer are also located in the first floor bathroom.brbrSECOND FLOORbrbrBR1: The primary bedroom has a King bed.brbrBR2: This room has a Queen bed. It also connects to the third bedroom.brbrBR3: This bedroom has a set of Twin bunk beds. Access this room through the Queen bedroom.brbrEXTERIORbrbrEnjoy relaxing outdoors on the Adirondack chairs on the lovely stone patio overlooking the lush green back yard and gardens. It is also a great place to barbecue and dine outside. After a day at the beach, rinse off using the outdoor shower station.brbrPARKINGbrbrThere is off-street parking for one car in the driveway.
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$812.01

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Private Vacation Home

HOT TUB I Downtown Rockport w/parking I Sleeps 8

Rockport, Massachusetts, United States

☆Backyard oasis next to beautiful stream - landscaped backyard with grill + patio, featuring new HOT TUB!br☆ Primary suite with King Bed + Smart TVbr☆Walk to Downtown Rockport - shops, restaraunts, and beaches just steps awaybr☆3 bedrooms plus sleeper sofa for additional guestsbr☆Open floor plan w/ heated sunroombr☆Newly remodeled kitchen fully equipped with high-end appliancesbr☆Hi-speed WiFibr☆Avoid Rockport parking with an off-street drivewaybr☆Central AC for hot summer days!brbrThe spacebrNestled into a quiet neighborhood in the heart of Rockport's picturesque village lies this charming coastal cottage. Walk to Rockport’s beaches, shops, cafes, and galleries, then end your day in a private backyard oasis. Grill a homemade meal out on your patio and take a dip in the hot tub.brbr5 Min Walk to Front Beach + Rockport's Main Streetbr30 Min Drive to SalembrbrExperience Rockport, the most scenic seaside village, With Us & Learn More Below!brbr☆☆ MAIN LEVEL ☆☆brEnjoy convenient off-street driveway parking then step up into a warm sunroom with comfortable seating and coastal decor. The perfect spot for morning coffee, remote work, or a cozy reading nook.brbrThe spacious living room features a comfortable sleeper sofa and a Smart TV — ideal for relaxing after a day at the beach. The beautifully remodeled kitchen is equipped with all you need to cook meals during your stay. The kitchen flows seamlessly into both the dining and living areas, making it perfect for gathering and entertaining.brbrThe dining room overlooks the professionally landscaped backyard, creating a warm and inviting setting for meals together. A convenient half bathroom completes this level.brbr☆☆UPPER LEVEL☆☆brHeat upstairs and you’ll find three comfortable bedrooms with generous closet space. The primary suite on this level features a comfortable king bed and smart TV. A full bathroom with shower/tub combo is a cozy spot to get ready.brbr☆☆OUTDOOR SPACE☆☆brStep outside to your private backyard oasis, beautifully landscaped and framed by classic New England rock walls — an ideal place to unwind after a beach day. Relax in the brand new barrel-style hot tub, gather around the fire pit, or enjoy outdoor dining with plenty of seating. This space also features a gas grill and a lounge area covered in string lights, perfect for morning coffee or evening drinks. You can even hear the nearby stream flowing in the background, adding to the peaceful atmosphere. Whether you're soaking under the stars or enjoying a quiet night by the fire, this outdoor space is designed for total relaxation. All this just steps away from all the sights and attractions of Rockport!brbr★☆ Book Today & Let Us Take Care Of You at the Rockport Garden Getaway! ☆★brbrGuest accessbrGuests have access to the entire home with an exception of the basement.brbrOther things to notebr• Check-in is anytime after 4:00 PMbr• Check-out is 11:00 AM or earlierbr• No early check-in or late check outbr• Quiet hours are from 10:00 PM to 8:00 AM
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Exceptional(27)

$1183.85

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Private Vacation Home

Sunrise on the Cove: Unparalleled Views!

Rockport, Massachusetts, United States

From its waterfront perch, this vacation rental home overlooks Rockport's picturesque Pigeon Cove harbor and has spectacular, unobstructed views of Sandy Bay. The location of the home is ideal, away from all the hustle of town, but within a 10-15 minute walk to everything you might want, including Front Beach, restaurants, galleries and shops and the world class Shalin Liu Performing Arts Center.brbrEnjoy the water views from the deck, porch, and patio that grace each level of the home or from just about every room. You'll enjoy nature's show, the ebb and flow of the tide, with the quiet passing of the lobster boats and their omnipresent gull followers.brbrThe living room, with sliders to the wraparound farmers porch, is open to the dining area and kitchen beyond. This is the perfect place to watch the sunrise (if you choose), from any of the decks or waterfront yard complete with a large fire pit.brbrThe granite kitchen has stainless appliances and stylish new cabinets.brbrThe main floor has two bedrooms, one queen with water views and another double bedroom. There is also a full bath with a tub and shower on this level. The second floor is the primary queen suite with a sitting area, flat screen TV and sliders to its own deck with those amazing views. Air conditioning will keep you cool, even on the hottest summer days. The bathroom is separated with a sink and toilet in a separate room and another sink outside in the main room for easy access.brbrThere is a bonus living and sleeping area on the lower level with a queen bed, double futon and flat screen TV as well as an oversized bath with a shower and laundry room. Sliders lead to the patio and spacious yard, and waterfront fire pit.brbrCome and enjoy your little slice of waterfront heaven at Sunrise on the Cove. Please note that this is a waterfront property; younger children should be supervised at all times.brbrParking for 6 cars. Dogs allowed. No smoking. No events or parties.
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Exceptional(18)

$260.72

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Cottage

Charming Pet Friendly Studio Cottage On Quiet Lane

Rockport, Massachusetts, United States

Step 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.brbrWe love animals so warmly welcome your furry one and as the dog/people park is just down the lane, it is a short walk for your pet to enjoy a good run.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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$788.79

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Private Vacation Home

Holbrook House - Waterviews & Walk to Beach

Rockport, Massachusetts, United States

New for 2026! Recently updated and thoughtfully designed, this inviting three bedroom home offers peaceful views overlooking Mill Pond Park stretching out to Front Beach. Step directly from the house through a private gate into the park, wander past the pond, and continue on to Front Beach, then right into downtown Rockport.brbrInside, the home is well laid out for comfort and convenience. The first floor features a king bedroom with an en-suite bathroom and pond views, ideal for guests seeking easy, single-level living. Upstairs, you’ll find two additional bedrooms, a twin bedroom and a queen bedroom. Additionally, there is a full bathroom and a sunny den on the second level.brbrThe main level features a comfortable living room and a dining room with a slider to a small deck with a scenic view where you can catch an ocean breeze.brbrJust 0.3 miles from both Front Beach and Back Beach, and less than 0.5 miles from the heart of downtown Rockport, this home combines a tranquil setting with quick access to Rockport’s most popular spots, perfect for relaxed coastal getaways.brbrPlease note that this is part of a three family property, so other people may walk by the front door to access the lower areas. There is dedicated off-street parking for 1 car and free parking on King St. if available. There is other metered parking available close by.brbrNo smoking. No events or parties.
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Exceptional(15)

$386.96

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Cottage

STUNNING OCEAN VIEWS FROM OUR COZY 2 BEDROOM COTTAGE! WEEKLY- SUNDAY TO SUNDAY

Rockport, Massachusetts, United States

The Seaward is located in a spectacular setting, (known by some as the golden road of Rockport). brSpruce Cottage is a quaint and cozy two bedroom cottage with ocean views, plenty of free parking for you and your visitors & a working wood burning fireplace. It has a queen bed in one room and a twin bed in the other. The living room has a kitchen, dining table, tv and working woodburning fireplace. Bring your bicycle to enjoy the winding rocky coastal roads and pathways with stunning vistas and breathtaking sunrises and sunsets. Waking up in this tranquil setting is such a pleasure! Enjoy your coffee on the adirondack chairs just outside your door while listening to the gulls, the sea breezes and watching the boats come and go. No worries except to ponder the fun you are planning for the day. It's a little piece of heaven!brYou will experience the charm, serenity, and unspoiled beauty that is The Seaward. brbrSPRUCE COTTAGE FEATURES:br- Ocean Viewbr- 2 Bedrooms (1 Queen, 1 Twin)br- Sleeps 3 guestsbr- 1 Bathroom with hairdryer and tub/showerbr-Linens, blankets and bath towelsbr- Kitchenette equipped with microwave, toaster, stove, refrigerator and coffee maker. Dishes, eating utensils, drinking glasses, wine opener, can opener, pots, pans, and cooking utensils are also provided.br- Air conditioning and heatbr- Fireplacebr- DirectTVbr- Free wireless internetbr- Dining areabr- Gas grill (shared)br-Picnic tablebr-shared Laundry facilitybrbrIMPORTANT BOOKING AND RENTAL INFORMATION:brbrRENTALS RUN WEEKLY SUNDAY TO SUNDAY. brPlease don't delay in booking your stay with us to ensure you receive the dates you desire. brbrAREA INFORMATION:brThe Seaward is located on Marmion Way, a quiet residential street, known for its lovely homes, gardens and views. We are a short & scenic mile to downtown Rockport which can be accessed along a seaside path. Along the way you’ll pass Old Garden Beach; a good spot for a dip, and 'Headlands' for an outstanding view of Sandy Bay Harbor. If you prefer, take the car or borrow one of our bikes and explore the art galleries, shops and restaurants of downtown Rockport. In town, one can also rent sea kayaks or bikes (and e-bikes) to tour the magnificent Cape Ann coast. brRockport is rich with history, art and culture. Dogtown, considered a ghost town, is a large wooded area between Rockport and Gloucester. Most suitable for the adventurous, it affords rich recreation opportunities to hikers and mountain bikers, dog-walkers, nature lovers, geologists and historians. brHalibut Point State Park, and the Atlantic Path are two other treasures which will delight the outdoor enthusiast. Whether you prefer the rocky coastline, a quiet beach, reading a good book, artistic endeavors, biking, birding, kayaking, ocean front dining, theater or music at the renowned Shalin liu, Cape Ann has it all...and more.brbrNEARBY ATTRACTIONS:br- Rockport beachesbr- Golfbr- Shalin Liu Performance Center (concerts and shows)br- Art galleries, theaters, museumsbr- Kayaking and sailingbr- Snorkeling and scuba divingbr- Whale watchingbr- Hikingbr- Fishingbr- Cyclingbr- TennisbrbrTRANSPORTATION: brWe are about 1.25 miles to Rockport Train Station, by which one can conveniently get to historic Salem or Boston. Trolleys and buses are also available in Rockport as well as a Gloucester Taxi company. Want to come to Rockport by train Let us know, we might be able to pick you up at the station.
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Exceptional(35)

$538.57

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Cottage

Private Pet Friendly hideaway near the beach and town center.

Rockport, Massachusetts, United States

Cottage on the Pond is tucked away from the summer crowds at the end of a picturesque lane with ocean views from the front porch, and views of the mill pond. We are conveniently located to all Rockport amenities – a two minute stroll to Front Beach; a one minute walk to the park and five minutes to famous Bearskin Neck alive with boutique shoppes, seafood restaurants and attractions for all ages. Some of our favorite moments here are sipping coffee while watching the sunrise from the privacy of our screened in porch, afternoons grilling outside in the backyard as the sun sets through the old oak trees, and cool rainy days by a cozy fire. With three bedrooms that sleep up to six people, the Cottage on the Pond is the perfect family destination.brbrWe are pleased and excited to share with you that we have completed the renovation of an additional second bathroom with laundry and an updated kitchen expansion to our beloved Cottage on the Pond. At the same time we have remodeled the existing bathroom offering our guests more comfort and convenient but without giving up the charm of the old twenties style cottage. We now have a new washer and dryer. The porch has great views to the ocean and the backyard overlooking the mill pond will still be the gathering place for family and friends around the fire pit. brbrOur unique location offers up to eight parking spaces for all three cottages, working fireplaces, an abundance of linens and inclusive items that make for a seamless vacation all within a two minute walk to Front Beach. As always, your family pets are welcome at no extra charge. brbrThe high season from mi-June through mid-September will remain a two week minimum stay or better. Recharge your soul, rest, relax and rejuvenate. Life is good in Rockport and even better at “Cottage on the Pond”!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.
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Exceptional(37)

$1828.59

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Private Vacation Home

Oceanfront 4 BR/2 Bath Long Beach Vacation Home - Grill, Outdoor shower, AC

Rockport, Massachusetts, United States

Enjoy a good old fashioned summer in this classic 1930's four-bedroom beachfront cottage. It is all about LOCATION, LOCATION, LOCATION. Front door is 15 feet from one of New England's best soft-sand beaches - Long Beach! Wake up to breathtaking ocean views every morning.brbrThis spacious home boasts 4 bedrooms, each with comfortable beds and plenty of storage space for your belongings. Enjoy cool ocean breezes or take advantage of the AC in each bedroom. The open floor plan of the living room, dining room, and kitchen makes it easy to spend time with friends and family all while enjoying the sunset views over the ocean.brbrThe cottage still has many of the 1950’s charm which we are updating over time but we have also made some recent renovations like new flooring throughout!brbrYou're unlikely to want to leave this prime oceanfront spot but we are only minutes away from Rockport's Bearskin Neck, Whale Watching in Gloucester, and so much more!brbr- Everything you need for your beachfront vacation. Pack light and enjoy our beach gear available to guests. Come back and rinse off in the outdoor shower!br- Open the slider doors and wake up to the sound of waves!br- Cook outside on the grill and enjoy an oceanside mealbr- Less than 5 miles from all the shops and restaurants of Rockport's iconic Bearskin Neckbr- A 10 minute drive to all the attractions of Downtown Gloucesterbr- Hi-speed WiFibr- Free washer/dryerbr- Fully equipped + stocked kitchenbr- Sun loungers out front and outdoor shower to rinse off after a day at the beach
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Exceptional(81)

$473.01

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Private Vacation Home

Walk to Town, Beaches & Train to Salem - 1st Fl BR/Bath, AC, Parking, Pets OK

Rockport, Massachusetts, United States

Just an hour from Boston, this classic New England cottage puts you in the heart of Rockport.brbrStroll to Front and Back Beaches, grab an ice cream on Bearskin Neck, or walk to the Rockport commuter rail and ride straight to Salem for Halloween fun—no traffic or parking headaches. Stay on the train a little longer and you’re in Boston.brbrInside, you’ll find a fully equipped kitchen with stainless steel appliances, central A/C, and blazing-fast Wi-Fi (500 Mbps). The first floor includes a queen bedroom, a private twin bedroom, and the home’s full bathroom. Upstairs, there are two additional bedrooms—one with a queen bed and one with a full bed.brbrYou’re also a short drive from Halibut Point and Good Harbor Beach in Gloucester. Whether you’re tide pooling, gallery hopping, or relaxing with your pup, this pet-friendly cottage is the perfect North Shore getaway.brbrPLEASE NOTE:brbr- The stairs to the second floor are steep and may not be suitable for guests with mobility concerns.br- The home is located on a small town main road, and some vehicle noise may be heard indoors.br- The upstairs bedrooms connect through open doorways. There are no doors between them, but the rooms are offset so there is no direct line of sight. This setup works well for families or close friends.br- The twin bedroom also contains the washer and dryer. It is a private first-floor room with a door and is ideal for a child, teen, or solo guest.
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