
House holiday rentals in Rockport
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Top-rated house rentals in Rockport
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Breathtaking Retreat - Walk to Beach & Downtown
Welcome to your beautiful Rockport retreat! We are steps from the water and in the heart of everything that makes Rockport so special. With soaring ceilings, a custom chef's kitchen, two living areas, two lofts, a fully finished basement, and a gorgeous outdoor space, this home sleeps up to 10 & gives everyone room to spread out and settle in. A short drive or leisurely stroll to Front Beach and the iconic shops & seafood of Bearskin Neck - this is the ideal home base for your Cape Ann vacation

Views over Lobster Cove! Book spring/summer now
Booking spring and summer. Water views/access, sunsets above Lobster Cove on Washington St. Ideal for couple, NEW KING BED in master, queen in 2nd. Fast WiFi./TV. Not suitable for young children. Central A/C. 2nd fl unit large windows. Large living/dining/kitchen area. Comfy new mattresses, 100% cotton sheets,sound machines. Overlooks beautiful Lobster Cove and footbridge. Minutes walk to the village of Annisquam and Lighthouse Beach. Small deck. Swim/kayak out your door. Parking for one car

Walk to Beach & Shops 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.

The Fort Hideaway- top of Bearskin Neck
Enjoy a memorable stay at The Fort, a historic landmark atop Bearskin Neck. Experience the bustle of Bearskin neck with its shops, galleries and eateries while having a peaceful waterfront oasis stay. This rarely available space is on the lower level of a charming house with light and glorious water views at every angle... A cooks kitchen enhances this two bedroom unit, with an adjoining dining room and a living room. Enjoy an outside stone patio with dining and seating by the waters edge…
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.

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.

Sunny Salem Condo: Quiet, convenient & parking.
Enjoy historic Salem in this bright, lovely condominium on the second and third floors of a fully renovated house. Two bedrooms, two family rooms, hardwood floors, and full kitchen with major appliances, dishwasher, and a sunny table for dining. In unit washer and dryer and two parking spots in a private driveway. Walking distance to Hocus Pocus house, downtown Salem, and a great local grocery store. This location is incredibly comfortable, clean, private and relaxing.

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.

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.

Ocean views! Welcome to Sea Breeze! Winter rates!
Sea Breeze offers a spacious, newly renovated, 4 bedroom escape, that smiles down upon Good Harbor beach. Take in the refreshing salt air breezes while enjoying the solitude of being situated at the end of a quiet cul de sac. A short 3-5 minute drive gets you into the Good Harbor parking lot or take a 20 minute walk instead. Close-by downtown Gloucester is teeming with spectacular restaurants and activities for the whole family.

Nana-tucket Inn
Charming historic town, home of Brooks School and Phillips Academy, 30 minutes to Boston and Seacoast. Families will enjoy our children’s park and town park, just a short walk from property. Enjoy pastural views while relaxing poolside (availability May 1 - Oct 1)in a quiet & private backyard setting. Hot tub is also open May 1 til Nov 1. Seven minutes to commuter rail for those who desire traveling into Boston, no hassle!

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
Popular amenities for house rentals in Rockport
House rentals with a pool

Beach Getaway Minutes from the Ocean!

Summer heated Pool ~Easy Boston Access! STR-25-22

Sleeps 10, Indoor Pool, Hot Tub, Pups Ok

Pool Is Open! 4-Bed Home w/Pool + Walking Trails

Ocean Breeze Hideaway

Sleeps 10-4/2 Cozy Beach Cottage, Pool, Porch, BBQ

Beautiful Spacious 4BRM House!

Explore Boston in style! Dream home (STR-26-3)
Weekly house rentals

Lane's Cove Bijou

Chic Coastal Retreat

Cottage/Loft Combo!|Deck|Sleeps 7|2 Parking Spaces

Brand new home minutes to the ocean

Rockport ~ Entire 3000 Square Foot Relaxing Home!

Stay at Little River

William Haskell House First Period Colonial Home

93 by the Sea
Private house rentals

PVT Waterfront Deck|Firepit|Workspace|Free Parking

Surprise Lodge/Sauna /Near Plum Island &3 beaches

Harbor House with Ocean Views

Annisquam Getaway - Water View+Walk To The Beach

Cheerful 3-bedroom home with easy access to beach

Gloucester Beach House

The Spinnaker: Roof Deck Views of Rockport

Large Yard|Fire Table|6min walk DNTN|New
When is the best time to visit Rockport?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $384 SGD | $378 SGD | $399 SGD | $351 SGD | $475 SGD | $512 SGD | $576 SGD | $595 SGD | $490 SGD | $476 SGD | $410 SGD | $448 SGD |
| Avg. temp | -1°C | 0°C | 4°C | 9°C | 15°C | 20°C | 23°C | 23°C | 19°C | 13°C | 7°C | 2°C |
Quick stats about house rentals in Rockport

Total holiday rentals
Explore 120 holiday rentals in Rockport

Nightly prices starting at
Rockport holiday rentals start at $154 SGD per night before taxes and fees

Verified guest reviews
Over 3,480 verified reviews to help you choose

Family-friendly holiday rentals
110 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wifi availability
120 of Rockport holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Rockport rentals

4.8 Average rating
Rockport stays are highly rated by guests – averaging 4.8 out of 5!
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- Rentals with a washing machine and dryer Rockport
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- Hampton Beach
- Fenway Park
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- Harvard University
- Boston Common
- Ogunquit Beach
- Wells Beach
- New England Aquarium
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- Northeastern University
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- MIT Museum
- York Harbor Beach
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- Crane Beach
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- Quincy Market
- Roxbury Crossing Station
- North Hampton Beach
- Museum of Fine Arts





