Rockport Holiday Rentals, Massachusetts: Private House Rentals

A crowded beach with people swimming and sunbathing, surrounded by colorful buildings and a church steeple.

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Our top choices for Rockport hotels

A modern house with a large patio area featuring outdoor furniture and a fire pit.

An indoor swimming pool with wooden beams, lounge chairs, and large windows.

A harbor with boats docked near a red building with an American flag.

A house with a covered patio, a stone pathway, and a fenced backyard.

1. Rockport Inn And Suites

Rockport

Aditya

฿4,501

฿5,028 total

includes taxes & fees

2 Nov - 3 Nov

A cozy living room with a sofa, armchair, and a coffee maker on a table.

A residential house with a stone pathway leading to the front door, surrounded by lush greenery and flowering plants.

A two-story building with a porch and a sign that reads "Addison Choate."

2. Addison Choate Inn

Rockport

Kimberlee

฿6,918

฿7,728 total

includes taxes & fees

9 Nov - 10 Nov

A covered outdoor deck with wicker furniture, a view of the sea, and houses in the background.

A sunlit room with wicker furniture, large windows, and a view of greenery outside.

A bay window with a bench, white railings, and a view of the sea.

A spacious dining area with a view of the sea, white furniture, and two exit signs.

3. The Cove at Rockport Hotel

Rockport

Justin

฿5,952

฿6,648 total

includes taxes & fees

2 Nov - 3 Nov

A hotel room with a large bed, a TV, a desk with a computer, and a window with curtains.

A room with a blue sofa, a round glass coffee table, and a chair.

A modern living room with a grey sofa, a round coffee table, and a TV mounted on the wall.

A two-story house with a porch, surrounded by lush greenery and trees.

4. The Rockport House

Rockport

Suzanne

฿4,418

฿5,873 total

includes taxes & fees

25 Oct - 26 Oct

A sign for the Sally Webster Collection by Addison Choate, mounted on a building with a window and greenery in the foreground.

A waterfront property with a prominent building featuring large windows and a balcony, situated next to a stone wall and a body of water.

A hotel room with a large bed, yellow curtains, patterned wallpaper, and two bedside lamps.

A rocky beach with clear blue water, people sunbathing, and umbrellas.

5. Sally Webster Inn

Rockport

Cara

฿5,519

฿6,165 total

includes taxes & fees

8 Nov - 9 Nov

A wooden deck with outdoor seating, overlooking a body of water and a rocky shoreline.

An outdoor patio with wooden tables and chairs, a pergola, and a view of the water and hills.

A hotel room with two beds, a small table with a chair, a TV, and a view of the sea through the window.

A coastal building with a balcony, large rocks in the foreground, and a clear sky.

6. Bearskin Neck Motor Lodge

Rockport

Mary Beth

฿8,056

฿8,999 total

includes taxes & fees

1 Nov - 2 Nov

A coastal building with a garden and a rocky shoreline.

A gazebo with a white roof and railing, surrounded by lush greenery and overlooking a body of water.

A dining area with tables and chairs, large windows, and a view of the water.

A bedroom with a large bed, wicker chairs, a glass table, and a view of the sea.

7. The Yankee Clipper Inn

Rockport

Anthony

฿6,683

฿7,465 total

includes taxes & fees

5 Nov - 6 Nov

An aerial view of a town with a prominent church, residential houses, and a large green arrow pointing downwards.

A dining area with a wooden table, chairs, and a ceiling fan.

A balcony with a table set for two, featuring a bottle of wine and glasses. A chair with a towel draped over it is visible.

A two-story white house with a red door, stone steps, and a stone wall.

8. Eagle House Motel

Rockport

Glen

฿7,888

฿8,811 total

includes taxes & fees

15 Oct - 16 Oct

A covered porch with white columns, a row of black rocking chairs, and a view of the ocean.

A hotel room with a large window, a bed with white linens, and a wooden headboard.

A room with a large window overlooking the ocean, two patterned armchairs, and a small table with a book.

A coastal landscape with rocky terrain, a clear view of the sea, and a distant shoreline with buildings.

9. Emerson Inn

Rockport

Keith

฿8,943

฿9,990 total

includes taxes & fees

3 Nov - 4 Nov

A beach with people sunbathing and swimming, a rocky outcrop in the foreground, and a small island in the background.

A harbor with several boats docked, a large ship with masts, and a church with a spire in the background.

A bedroom with a bed, dresser, TV, and windows with curtains.

A wooden house with a porch, stone steps, and flower beds.

10. Bell Buoy

Rockport

"The property is nicely located but in need of updates. A lot of the lamps are plug in vs light switch and there were some flickering lights behind the TV. One lamp was missing a light bulb. No outlet in the bathroom for a hair dryer. The second bathroom is missing a door handle making it hard to open and close. We were unable to reach the ceiling fan chain without having to get on the bed, The Air Conditioner wasn't working on he first floor which made it a bit stuff but with open windows at...

Amy

฿5,520

฿13,908 total

includes taxes & fees

8 Nov - 9 Nov

A small stone building with a red door, surrounded by trees and a picnic table.

A hotel room with a large bed, two bedside tables with lamps, a small desk, a chair, a mirror, and a window with curtains.

A parking area with a signpost indicating directions to 'Seal Lion' and 'Olde Town'.

A wooden deck with a red door and a window, surrounded by white railings and outdoor furniture.

11. Sea Lion Motel and Cottages

East Gloucester

Scott

฿5,807

฿6,486 total

includes taxes & fees

18 Oct - 19 Oct

Two individuals in white robes by a window overlooking a body of water with a distant shoreline.

A bar area with a long counter, multiple bar stools, and a variety of bottles and glasses.

A large hotel with multiple floors and a beach view.

A hotel room with a large bed, a fireplace, a television, and a view of the water.

12. Beauport Hotel Gloucester

Downtown Gloucester

Patricia

฿7,522

฿8,402 total

includes taxes & fees

2 Nov - 3 Nov

A large, white, two-story building with a balcony and a staircase leading to a lower level.

A spacious living room with a large bed, a sofa, and a chair. There is a chessboard on a table, and a view of the ocean through the windows.

A wooden boardwalk leading to a beach with a clear sky.

A poolside area with outdoor seating, a fire pit, and a building with multiple balconies and outdoor lighting.

13. Ocean House Hotel at Bass Rocks

East Gloucester

Suzanne

฿4,941

฿6,344 total

includes taxes & fees

3 Nov - 4 Nov

A coastal beach scene with a large house on a rocky outcrop, a sandy beach with people, and a clear blue sky.

A poolside area with lounge chairs and a tiled pool.

A hotel with a swimming pool, multiple guest rooms, and a red barn-like structure.

A motel named Vista with a signboard indicating amenities like efficiencies, HBO, Wi-Fi, and off-season rates.

14. The Vista

East Gloucester

Lisa

฿6,344

฿7,086 total

includes taxes & fees

3 Nov - 4 Nov

A coastal hotel with a rocky shoreline, multiple buildings, and a view of the ocean.

A pool area with lounge chairs, a sign for Atlantis Oceanfront Inn, and a view of the ocean.

A breakfast table with a view of the ocean and a sign reading "ATLANTIS".

A hotel room with two beds, a desk, and a chair. There is a large window with a view of the ocean and a balcony.

15. Atlantis Oceanfront Inn

East Gloucester

Daniel

฿7,586

฿8,474 total

includes taxes & fees

25 Oct - 26 Oct

A restaurant with large windows overlooking a marina.

A spacious indoor area with large windows, a yellow sofa, patterned ottoman, and a blue coffee table.

A marina with boats docked, outdoor seating with umbrellas, and a view of the water.

A neatly made bed with a tray holding a bottle of Chandon champagne and two glasses, a large headboard, and a modern chandelier.

16. The Hotel at Cape Ann Marina

Gloucester

Rob

฿7,217

฿8,061 total

includes taxes & fees

5 Nov - 6 Nov

A modern apartment with a dining area, kitchen, living room, and a large window.

A modern kitchen with a round dining table, wicker chairs, and a white countertop.

A hallway with a dining area, a round mirror, and a framed artwork of a marina.

A two-story house with a covered patio area featuring outdoor seating and a stone wall.

17. Long Beach Suites

East Gloucester

Kim

฿12,068

฿20,054 total

includes taxes & fees

31 Oct - 1 Nov

A covered porch with stone walls, wicker furniture, and a view of a house in the background.

A large, two-story house with a wrap-around porch and a stone foundation.

A bay window with two armchairs, a small table, and a decorative mirror.

A wooden-paneled room with a staircase, a chair, and a table.

18. Castle Manor Inn

Gloucester

Barb

฿5,411

฿7,169 total

includes taxes & fees

26 Oct - 27 Oct

A covered outdoor seating area with blue umbrellas, wicker chairs, and a view of the waterfront.

A cozy room with a view of the sea, featuring two armchairs, a round table, and a large window with curtains.

A dining area with a table set for six, surrounded by blue upholstered chairs.

A hotel with a sign reading "Harborview Inn" and a mailbox labeled "Vacancy".

19. Harborview Inn

Downtown Gloucester

Martin

฿6,344

฿7,086 total

includes taxes & fees

9 Nov - 10 Nov

A modern hotel room with a large bed, a flat-screen TV, a fireplace, and a chandelier.

A modern living room with a fireplace, a mounted TV, and a bar area with a bottle of champagne.

A long, narrow hallway with dark walls and wooden flooring.

A modern living room with a sofa, a small table, a zebra-patterned rug, and a staircase.

20. The Highliner Hotel

Downtown Gloucester

Matthew

฿5,793

฿11,720 total

includes taxes & fees

8 Nov - 9 Nov

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Stay near popular Rockport attractions

A harbor with several boats docked, surrounded by houses and a clear sky.

Cape Ann

9.4/10 (295 reviews)

Cape Ann blends coastal beauty with a vibrant arts scene, anchored by Rockport's iconic Motif No. 1. Explore charming Bearskin Neck's galleries or attend a concert at the oceanfront Shalin Liu Performance Centre.

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Front Beach

9.4/10 (93 reviews)

This sandy haven in Rockport offers gentle waters perfect for swimming and a unique floating dock for sunbathing. Explore nearby tide pools at low tide or enjoy a picnic with ocean views just steps from city centre.

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A red building with a sloped roof, a dock with boats, and a clear blue sky.

Motif No 1

9.4/10 (103 reviews)

This iconic red fishing shack, Motif No. 1, stands as America's most painted building on Rockport Harbour. Capture its timeless maritime charm while exploring nearby galleries.

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A rocky shoreline with a calm lake, surrounded by autumn-colored trees.

Halibut Point State Park

9.4/10 (90 reviews)

Explore a historic granite quarry surrounded by dramatic coastal scenery and expansive ocean vistas. Traverse 2.5 miles of trails winding through rocky shores and tide pools teeming with marine life.

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An auditorium with rows of seats facing a large window overlooking the sea.

Shalin Liu Performance Center

9.0/10 (39 reviews)

This intimate concert venue features a glass backdrop revealing Sandy Bay's shimmering waters behind performers. Experience world-class chamber music while sunset paints the ocean horizon beyond the stage.

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A coastal town with a sandy beach, rocky shoreline, and a prominent American flag.

Pebble Beach

9.2/10 (49 reviews)

Pebble Beach's shoreline of smooth, rounded stones creates a unique coastal escape along Cape Ann. Listen to waves tumble over stones while beachcombing or photographing the dramatic Atlantic scenery.

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A rocky shoreline with a sailboat on the water, a tree, and houses in the background.

Back Beach

9.0/10 (26 reviews)

Back Beach offers a serene mix of sandy and rocky shoreline with excellent scuba diving opportunities. Enjoy the peaceful New England coastal views or explore the rich Atlantic marine life beneath the waves.

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Long Beach

9.0/10 (83 reviews)

Why not spend a care-free afternoon at Long Beach during your travels in Rockport? While you're in the area, stroll along the seaside.

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Learn more about Rockport

Stroll past colourful fishing boats in Motif No. 1, America's most painted building, then explore local art galleries. Climb the granite boulders at Halibut Point State Park for stunning ocean views, or catch a sunset at Front Beach's calm waters.

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A harbor at dusk with boats, waterfront houses, and a church steeple.

Top Rockport Hotel Reviews

Ashworth by the Sea

10/10 Excellent

"Always enjoy staying here. It's my favorite hotel in Hampton"

Hampton House Hotel

8/10 Good

"The location is amazing. On the beach and on the boardwalk! It also had a small balcony. Comfy bed. Bit dated overall but the location made up for that!"

The Rockport House

10/10 Excellent

"Very charming stay."

The Cove at Rockport Hotel

8/10 Good

"I originally booked a room with a double queen for three people with an ocean view in April for an early October stay and paid in full at the time of booking. In July, I was informed that due to new construction at the property, the room was no longer an ocean view room. The option offered in response was an ocean view room (subject to availability) with only one queen bed, so this was not a viable option being offered by management as we originally booked two queen beds for three people. The other option was to remain in the double queen room, with an early check-out or late check-out as compensation. This was rather a pathetic attempt at compensating me for paying for an ocean view room, but giving me a non-ocean view room and I expressed this to the property manager. I asked that my room rate should be adjusted based on the difference between ocean and non-ocean view room, but the manager informed me the rates are different as of July so she couldn't do that (makes no sense). I eventually got a reduction in the room rate after much back and forth. I should not have had to argue for a reduction in the room rate. Also, given I was told in July about the issue, it was too late to try to book alternative ocean view rooms in the Rockport area as they were already booked up. Overall, management constantly left me feeling like I was being a burden with my inquiries and objections to the change in room reservation, and room rates. Great property, but poor on-site mgt."

DoubleTree by Hilton Boston North Shore

10/10 Excellent

"Nice property with onsite bar."

The Northshore Hotel - Boston/Danvers

10/10 Excellent

"Clean and spacious"

Emerson Inn

10/10 Excellent

"Charming, bright inn with historic charm and recent French-tinged facelift. Lovely!"

Rockport Inn And Suites

10/10 Excellent

"Great hotel easy walk to town and train"

Motel 6 Danvers, MA - Boston North

8/10 Good

"Clean room with easy check in. Tv didn’t work just flashed the Samsung screen off and on but the rest was as advertised and we didn’t run into any other issues."

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