House holiday rentals in Rockport

The image features a serene marina scene under a clear blue sky, with various boats docked along the water. Towering trees and greenery frame the view, while the gentle architecture of nearby buildings adds to the coastal landscape.

4.99 out of 5 average rating, 212 reviews

Rocky Neck Retreat

.Relaxing private location .4 beds 2 baths with full kitchen/pans/Dishwasher/Wash/Dryer.Renovated organic design integrates historic architecture with modern touches.If you come for hikes, beach/music/food scene, you will enjoy the Rocky Neck District .The unique home has 4 bedrooms /4 Queen Beds. Speedy WIFI .Parking is up a steep narrow drive . NO trucks or XL SUVs. 2 cars max. Note* Kitchen and LR are upstairs.There are stairs. Contact owner for questions re:parking or limited mobility.

A welcoming living area features a comfortable gray sofa paired with a vibrant blue armchair. Natural light fills the space through multiple windows, highlighting the wooden ceiling beams. A dining table with two chairs sits nearby, complemented by decorative art and an accent rug.

4.98 out of 5 average rating, 109 reviews

Walk to Beach & Village at Historic Renovation

Are you dreaming of sun, sand and seafood?Stay at the 1767 Tuck House, where historic charm meets quintessential New England luxury! This is the perfect home for groups. Steps to the beach, shops, restaurants and arts. Home offers the privacy of boutique hotel with modern comforts: plush Casper mattresses, AC, 4K TV, laundry, heated floors, quartz counters, new appliances, 3BR, 3 Full Baths, 2 Kitchens, 2 Decks, Private Entries. A true Rockport gem, we promise a special stay.

A charming white house is positioned along a rocky shore, showcasing a four-season porch with large windows that provide views of the harbor. Lush greenery surrounds the property, complementing the tranquil water scene with boats in the distance.

4.93 out of 5 average rating, 175 reviews

Wonderful Rocky Neck home on Gloucester harbor

2 Bedroom with Loft, 1 Bathroom fully furnished Home on Gloucester harbor. Dead end street with 3 off street parking spots. Restaurants, local art gallery's, the beach all just a short walk away. Wake up with the sweet smell of ocean air and the sound of seagulls calling. Enjoy your breakfast with a million dollar view on the 4 season porch with 8 sliding windows overlooking the harbor. You could spend hours watching the boats go by as you read a good book with your fur baby on your lap.

5 out of 5 average rating, 104 reviews

A modern kitchen features dark stone countertops and antique-style cabinetry. A large island with seating is positioned at the center, complemented by stylish bar stools. High-end appliances are visible, and a window allows natural light to brighten the space.

Home in Greenland

Newly Restored 1850’s farm house 3 bedroom 2 bath

This farmhouse is newly renovated, featuring reclaimed antique furnishings salvaged from the property and our neighboring farm. It sits on 2 acres with plenty of open space, a modern gourmet kitchen, a claw foot soaking tub, and serene spaces to unwind and refresh. 10 minutes to the beach and downtown Portsmouth, 60 minutes to Boston, and 90 min to the mountains makes this beautiful and private home an ideal space to set up home base whole enjoying the beautiful New Hampshire seacoast.

4.98 out of 5 average rating, 355 reviews

A cozy living room features a white-brick fireplace, with a functional gas flame. Stylish furniture includes a patterned armchair and a soft couch, complemented by a light-colored striped wooden floor. Large windows allow natural light and offer views of the surrounding area.

Home in Rye

*Beachfront* Vintage Coastal Cottage - Relaxation

It's always about the view and this place will leave you feeling energized and calm. Situated on premium beachfront property, this single family home has luxurious amenities like super plush towels, organic cotton bedding and touches to make your getaway feel that much Take a virtual tour here once you book I can send you a link (per Airbnb’s rules) I’ve outfitted it with an extra monitor & a setup o WFH. Google home and Sonos systems bring this 100 year old beauty into this century.

The exterior view of the home reveals a modern wooden structure surrounded by lush greenery. A spacious deck extends from one side, while stone pathways weave through well-maintained gardens. Soft blue skies and gentle clouds create a serene atmosphere.

4.97 out of 5 average rating, 146 reviews

Harbor View Walk to Beach & Town, 6Guests KingBeds

Spectacular Gloucester home on Cape Ann. Walk to Stage Fort Park & local beaches right across the street. Gloucester center is about 1 mile. On the way to town, walk by beaches & the park with waterfront tennis & bocce ball courts, plus a great water view playground and playing fields. Just beyond the park is famous Stacy Boulevard with the Fisherman's Memorial Monument along the waterfront. There are beautiful white sandy beaches (Good Harbor, Wingaersheek, Singing, & Crane's Beach).

5 out of 5 average rating, 134 reviews

A bright living area features a cozy seating arrangement with a brown sofa and a patterned rug. A large television sits beside a white brick fireplace with decorative elements. Natural light fills the space through expansive windows, while a dining table with soft chairs is visible in the foreground.

Home in Plum Island

Plum Perch: Professionally Cleaned, Close to Beach

Enjoy the best of Plum Island at this getaway walking distance from the beach and town center. 5 min walk to Newbury Beach. Central A/C. 3 full bedrooms and a private loft w/ king size bed. 2 full baths. Expansive private deck w/seating. Ample parking for 4-5 vehicles, including garage parking. Dry basement with addl rec space. Full washer dryer. Stocked kitchen with major appliances: stove, dishwasher, refrigerator, Vitamix, and pod coffee maker. Sheets and bath linens provided.

5 out of 5 average rating, 178 reviews

A welcoming living area showcases a large screen displaying Netflix. Two brown armchairs with throw pillows are positioned beside a modern coffee table. A cozy fireplace adds warmth, while soft gray and blue tones create a relaxing atmosphere. Natural light filters through the windows.

Home in Kittery Point

A water view slice of heaven at Pepperrell Cove

Enjoy the peace and tranquility of staying in Kittery Point Maine’s exclusive Pepperrell Cove area. • Walk three minutes to dinner at one of three amazing waterfront restaurants • Enjoy a private chartered boat ride from across the street • Rent kayaks • Visit Fort McClary • Hike Cutts Island Trail • Visit Crescent and Seapoint beaches • Shop and dine in Kittery’s Wallingford Square, downtown Portsmouth, and the Kittery Outlets. Everything is within fifteen minutes away!

A bright living area features large windows with views of a garden and ample natural light. A comfortable dark sofa and a plush chair are arranged around a glass coffee table on a colorful area rug. A wooden dresser and a small dining table add warmth to the space.

4.97 out of 5 average rating, 353 reviews

Charming Toe-Hold, A Short Walk to Town and Beach

Toe-Hold is a wonderful year-round 1846 home with plenty of rooms, reading nooks and quiet spaces for family and friends of all backgrounds to eat and play together. The gorgeous beaches and picturesque downtown, great restaurants, art galleries and shops for the whole family, are within 10-15 minute walk. Rockport is one of the oldest art colonies in the US, and home to generations of fishermen. Day trips by car or train to Boston and other beautiful historic towns.

A cozy family room is filled with natural light from multiple large windows, offering views of the outside. A comfortable gray sofa and two white chairs are arranged around a glass coffee table. Decorative pillows and a fresh flower arrangement enhance the inviting setting.

4.96 out of 5 average rating, 106 reviews

Pleasant Place

Pleasant Place is a spacious, clean and centrally located spot to spend time with your family and friends. It has two bedrooms, two full bathrooms and a pull out couch. Sun soaked in natural light, it boasts a newly renovated kitchen, granite island, large dining room and a charming family room with views of the Rockport harbor. Walk downtown, to the beach, or drive around town and take advantage of your own parking spot in the busy summer.

An open concept living area features a blue sectional sofa, a white coffee table, and a wall-mounted TV displaying a movie. Natural light fills the space through windows, highlighting kitchen cabinetry and a dining table for four in the background.

4.92 out of 5 average rating, 106 reviews

Seaside Home|Sleeps 7|Plum Cove Beach+Rockport!

KEY FEATURES ☀️Cozy home with 3 floors of space ☀️10 minute drive to all the attractions of Downtown Gloucester ☀️Beach chairs at the home for your use ☀️Less than 2 miles from beautiful Halibut Point State Park ☀️Spacious and private fenced in backyard with outdoor furniture ☀️Hi-speed WiFi ☀️2 off street parking spots ☀️Dedicated workspace ☀️2 full bathrooms ☀️Washer/dryer ☀️Fully equipped + stocked kitchen

Two white rocking chairs sit invitingly along a stone walkway, facing a calm harbor. Reflections of colorful buildings and boats can be seen on the water's surface, framed by a vibrant sky during sunset.

4.97 out of 5 average rating, 91 reviews

Charming waterfront home. Patio, AC, Shops, Dining

Discover your dream Rockport getaway! You'll stay nestled on Bearskin Neck, in this cozy harborside condo boasting stunning views, steps from shops, beaches, & galleries. Relax on your private patio overlooking the iconic Motif #1 for your morning coffee or evening happy hour. Book now for a fun getaway, year-round! There is one bedroom upstairs and a pullout sofa downstairs that can sleep 2.

Popular amenities for house rentals in Rockport

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

Superhost

A spacious exterior view of a charming Georgian Colonial house surrounded by lush landscaping. A gravel driveway leads to a two-car garage. The vibrant green lawn is complemented by a stone path and mature trees, creating a welcoming atmosphere.

4.72 out of 5 average rating, 25 reviews

Mansion in Gloucester with Pool

4.94 out of 5 average rating, 174 reviews

A private backyard oasis is surrounded by lush greenery and blooming flowers. A swimming pool is featured in the foreground, reflecting blue skies. Outdoor seating areas are visible, providing space for relaxation and enjoyment.

Home in North Andover

Nana-tucket Inn

5 out of 5 average rating, 32 reviews

Home in Newton

Elegant & Spacious~Easy Boston Access! STR-25-22

4.98 out of 5 average rating, 63 reviews

An indoor pool is surrounded by light blue walls and gray tile accents. Natural light filters in through large windows, illuminating the water's surface. Steps lead from the pool to a door that opens to the outside area.

Home in Hampton

Sleeps 10, Indoor Pool, Hot Tub, Pups Ok

4.93 out of 5 average rating, 41 reviews

The outdoor space features a spacious fenced-in pool surrounded by a neatly manicured lawn. Several lounge chairs are set up around the pool, which is accompanied by colorful floats. A tree-lined backdrop and a house with multiple windows enhance the serene atmosphere.

Home in Marblehead

Dog-Friendly, 4-Bed Home w/Pool, Walking Trails

5 out of 5 average rating, 15 reviews

Home in Bedford

Bauhaus Retreat in Nature Preserve w/ Pool

4.94 out of 5 average rating, 48 reviews

A well-maintained swimming pool is featured in the backyard, surrounded by a patio. Lush greenery and mature trees offer privacy. The two-story house is visible in the background, with large windows allowing light to enter. A basketball hoop is positioned adjacent to the pool area.

Home in Arlington

Beautiful Spacious 4BRM House!

4.93 out of 5 average rating, 247 reviews

A spacious living room features a large sectional couch and an accent chair, both positioned on a patterned area rug. A wall-mounted TV is visible, with light streaming through the windows, highlighting the natural wood flooring and airy design.

Home in Derry

Sanctum by the Lake

Weekly house rentals

An aerial view of Front Beach showcases its sandy shoreline, with a gentle curve leading to calm waters. Small boats are seen dotting the bay, while the surrounding area features charming homes and pathways, highlighting the serene coastal environment.

4.9 out of 5 average rating, 41 reviews

Front Beach House Getaway!

A spacious private deck overlooks the tidal Annisquam River, featuring comfortable outdoor seating with blue cushions. A small table is placed beside the seating area. String lights illuminate the space, enhancing the inviting atmosphere for relaxation while enjoying scenic water views.

4.86 out of 5 average rating, 29 reviews

PVT Waterfront Deck|Firepit|Workspace|Free Parking

A spacious two-story home is shown, featuring a classic facade with white siding and dark shutters. A well-maintained yard includes a flowering tree and landscaped stone beds. A large driveway leads to an attached garage, while the surrounding area is marked by trees and greenery.

4.98 out of 5 average rating, 54 reviews

Rockport ~ Entire 3000 Square Foot Relaxing Home!

4.98 out of 5 average rating, 40 reviews

A quaint beach cottage is surrounded by a lush garden, featuring blooming flowers and greenery. Stone steps lead to the entrance, which is framed by white railing. Two individuals are seen tending to the garden, adding to the inviting atmosphere of the property.

Home in Annisquam

Annisquam Getaway - Water View+Walk To The Beach

An outdoor deck extends from the dwelling, featuring a dining table and chairs surrounded by greenery. In the background, wind turbines are visible beyond the landscape, enhancing the scenic coastal atmosphere.

4.97 out of 5 average rating, 31 reviews

“Sea La Vie” 4Bed / 3Bath Walk to Good Harbor

5 out of 5 average rating, 8 reviews

Little Pearl Cottage

A vibrant sunset casts warm orange and yellow hues across the ocean's surface, reflecting on gentle waves. Silhouetted rocks line the shore, while distant land appears along the horizon, creating a serene coastal scene.

4.8 out of 5 average rating, 90 reviews

Sea Vagabond - Watch the waves, stroll to the sand

A charming blue house is positioned over water, featuring multiple outdoor spaces. An expansive deck is visible with a red umbrella and seating, while two kayaks rest on a nearby floating dock. Surrounding greenery enhances the natural setting.

4.94 out of 5 average rating, 31 reviews

Oceanfront Dock Escape ~ Kayaks & Paddleboards

Private house rentals

The exterior of the home showcases a light gray facade with dark shutters and a steeply pitched roof. A wooden entryway is visible, leading to the front door. Surrounding greenery is neatly arranged, complemented by a clear blue sky.

5 out of 5 average rating, 20 reviews

Adorable renovated house, steps from Front Beach

4.96 out of 5 average rating, 27 reviews

Lane's Cove Bijou

4.95 out of 5 average rating, 43 reviews

A sandy beach area is equipped with a gas grill, dining table, and lounge chairs under a large umbrella. Kayaks are neatly arranged along the shoreline, while a view of the calm water and distant boats is visible beneath the clear blue sky.

Home in Annisquam

Private Beach!

4.98 out of 5 average rating, 61 reviews

The exterior showcases a charming entrance with light grey siding and white columns. A neat stone pathway leads to the door, flanked by vibrant flowers and shrubs. A well-maintained yard features green grass and seasonal decorations, creating a welcoming outdoor space.

Home in Danvers

Charming upscale apartment

5 out of 5 average rating, 16 reviews

Home in Newbury

Surprise Lodge/Sauna /Near Plum Island &3 beaches

Superhost

The exterior of the home is shown, featuring a grey wooden facade and a spacious deck. Lush greenery surrounds the base of the house, and large windows offer views into the living areas. The setting conveys a serene atmosphere backed by a blue sky.

4.85 out of 5 average rating, 60 reviews

Walk To Good Harbor, OCEAN VIEWS, Open All Year!

A historic Colonial home is depicted with dark wooden siding and multiple windows. The structure features a central door, surrounded by evenly spaced windows on the front facade. Trees and greenery are visible in the surrounding yard, under a bright blue sky.

5 out of 5 average rating, 30 reviews

William Haskell House First Period Colonial Home

The kitchen features a central round table surrounded by four wooden chairs. An array of cabinets and shelves are filled with dishware and kitchen essentials. A stainless steel refrigerator and stove are included, with a ceiling fan positioned above for comfort.