
House holiday rentals in Rockport
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Top-rated house rentals in Rockport
Guests agree: these houses are highly rated for location, cleanliness and more.

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.

*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.

Waterfront Rockport Gem Steps to Shops and Beaches
Escape to our stunning oceanfront cottage in Rockport! 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.

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!

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.

Historic Oceanfront Home - Walk to Downtown
Escape to the charm of Rockport, MA in this historic, light-filled, 4 bedroom, 1 1/2 bath well equipped home located across the street from Back Beach and just a short stroll from Bearskin Neck and the picturesque harbor. Enjoy breathtaking ocean views from nearly every room in the house. Whether you're here for a romantic weekend, a family vacation, or a peaceful retreat, this inviting space offers the perfect base to experience all the beauty of Cape Ann.

Sea Vagabond - Watch the waves, stroll to the sand
"The Sea Vagabond House is an expanded 1932 summer cottage, with spectacular views of the ocean waves, with the tidal Saratoga Creek offering a mesmerizing and changing scenes from inside and outside this charming vacation home. The home sleeps eight comfortably in beds. Each level offers a full bathroom with a bathtub/shower. There are plenty of bath towels and beach towels for each guest. "Comfortable, clean and close to the beach, we will return."

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

Nana-tucket Inn

Beach Getaway Minutes from the Ocean!

Fantastic Kittery Home with Pool

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

Sleeps 10, Indoor Pool, Hot Tub, Pups Ok

Bauhaus Retreat in Nature Preserve w/ Pool

Beautiful Spacious 4BRM House!

Spacious vacation unit in premium suburban town
Weekly house rentals

Chic Coastal Retreat

PVT Waterfront Deck|Firepit|Workspace|Free Parking

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

Brand new home minutes to the ocean

Rockport ~ Entire 3000 Square Foot Relaxing Home!

William Haskell House First Period Colonial Home

Stay at Little River

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

Stylish Kittery Retreat w/ Hot Tub & Game Room

Surprise Lodge/Sauna /Near Plum Island &3 beaches

Harbor House with Ocean Views

Lake Attitash Waterfront home w/ private dock

Annisquam Getaway - Water View+Walk To The Beach

Cheerful 3-bedroom home with easy access to beach

Lovely home by the sea!

Gloucester Beach House
When is the best time to visit Rockport?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £222 | £218 | £231 | £203 | £274 | £296 | £333 | £344 | £283 | £275 | £237 | £259 |
| 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 £89 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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- Hampton Beach
- Fenway Park
- TD Garden
- Harvard University
- Boston Common
- Ogunquit Beach
- Wells Beach
- New England Aquarium
- Revere Beach
- Boston Seaport
- Northeastern University
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- Freedom Trail
- Boston Convention and Exhibition Center
- Long Sands Beach
- MIT Museum
- Canobie Lake Park
- Crane Beach
- York Harbor Beach
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- Quincy Market
- Roxbury Crossing Station
- Museum of Fine Arts
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