Vacation rentals in Old Garden Beach

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Top-rated vacation rentals in Old Garden Beach

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Guest favorite

Condo in Rockport

4.99 out of 5 average rating, 186 reviews

6 Tuna Wharf - Harbor right outside kitchen door!

Dreaming of summer vacation in Rockport? This condo is in the middle of the action and excitement of Bearskin Neck yet private & directly on the wharf. Classy beachy condo overlooking Rockport Harbor & Motif 1. Steps from shops, beaches, restaurants, art galleries & beaches. Outside the kitchenette, a private patio on the wharf for morning coffee, grilling or evening happy hour. Relax and watch the boats go by year round! A fun getaway even in the off season. Book early to secure your trip!

Guest favorite

Apartment in Rockport

5.0 out of 5 average rating, 29 reviews

Little Apartment by the Sea

Small completely furnished apt. for 1 or 2. Beautiful scenic Rockport, MA. Seconds from Back Beach & min. from Front Beach. 10 min. walk to Train to Boston. Small kitchen. Living/ bedroom combo. 2 twin beds. 43" flat screen. Dishwasher. A/C. Washer/dryer. Parking for 1 car. Patio table & chairs for picnicking. 5 minutes to Bearskin Neck for shopping, restaurants & art galleries. No pets. No smoking. No handicapped access. Stairway with railings to walk down to the yard & apt. 3 night minimum.

Guest favorite

Apartment in Rockport

4.96 out of 5 average rating, 259 reviews

Harbor Retreat | Ocean View | Heart of Downtown

Discover Rockport's Harbor View Apartment! 🌊 This newly renovated 1-bedroom on the second level boasts stunning harbor views from a private deck. Steps from Bearskin Neck, enjoy proximity to unique shops 🛍️, fine dining 🍽️, and beaches 🏖️. Equipped with high-speed WiFi, a 55" Smart TV, and a Murphy couch. Perfect for experiencing Rockport's vibrant atmosphere. Note: Guests must climb stairs and the downtown location can be lively and noisy 🌆. Book your unforgettable seaside escape today! ⚓

Guest favorite

Loft in Rockport

5.0 out of 5 average rating, 199 reviews

Chic Downtown Loft ☆ Private Parking ☆ Ocean View

Enjoy the coastal and seaside views from the renovated and bright "jewel" located in the charming seaside New England town of Rockport on Cape Ann. The loft is centrally located is literally steps to the beaches, the Bearskin Neck cafes, restaurants, boutiques, art shops, and the Shalin Liu. 1-min walk to Bearskin Neck & Motif No.1 5-min walk to Front Beach + easy access to many others 8-min drive to Halibut Point Park 25-min drive to Salem 1-hour drive to Boston 15-min walk MBTA Train Station

Guest favorite

Guest suite in Gloucester

4.95 out of 5 average rating, 37 reviews

Live Like a Local, Just Steps From The Beach

Beautiful and private 2 bedroom suite, located on the upper floor of stylish 19th century beach house. Steps (literally steps) from Plum Cove Beach and Lanes Cove you'll have choices of where to swim or watch the sunset over the water. Guests will have the entire 2nd floor, with a private entrance and is western facing for beautiful sunset views. Located within a 15 minute drive to downtown Rockport, Gloucester, Wingaersheek and Good Harbor Beaches. 30 minutes from Salem for Halloween fun!

Guest favorite

Condo in Rockport

4.99 out of 5 average rating, 146 reviews

Bearskin Neck Rockport ★ Amazing Views ★ Parking

From the deck of this New England vacation retreat enjoy amazing views of Rockport Harbor and the iconic Motif #1. Steps from delightful shops, restaurants, and ice cream & coffee shops, this recently updated 1-bedroom, 1-bathroom condo with rare, on-site parking is located in the heart of Rockport right on Bearskin Neck. Enjoy beautiful ocean breezes sipping coffee or cocktails on the deck of this sweet beach retreat nestled on the Atlantic coast. Come fall in love with charming Rockport!

Guest favorite

Tiny home in Rockport

4.94 out of 5 average rating, 129 reviews

Little Red House on Bearskin Neck!

Rockport is a lovely seaside town just 40 miles northeast of Boston at the tip of Cape Ann. It is a small peninsula surrounded by the Atlantic Ocean known for its beaches, seafood, art, and one of a kind shopping. Full of beauty&serenity RCKPT invites you to slow down. Of course you can come explore too! There is no shortage of beaching, swimming, sailing, trailing, kayaking, paddle boarding and diving . The Lil House sits in the center of it all (the neck!) Beauty awaits!

Guest favorite

Cottage in Gloucester

4.97 out of 5 average rating, 103 reviews

Sunny & private cottage in Lanesville Village

Sunny private 2 bedroom cottage with large garden, deck,and great Lanesville location near the ocean. In the off-season, a quiet escape -perfect for focused work, writing, painting or reading, Please contact host for discounts on longer stays (of a week or more) Living room with large flat screen smart TV with Roku, fast internet, and lounge with pull out couch and pocket door for privacy. Dogs under 55 lbs allowed (no more than 2 ) no cats. Yard is not fenced in.

Guest favorite

Home in Rockport

4.97 out of 5 average rating, 283 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.

Guest favorite

Cottage in Rockport

4.98 out of 5 average rating, 100 reviews

Periwinkle Cottage #1 -walk to everything!

In 2024 - we are honored to celebrate 15 years in business! A warm and cozy vibe will welcome you to Unit 1 with its light colored walls and bold artwork. This unit has everything you'll need for a short getaway or a longer stay. Walking distance to everything Rockport has to offer with full kitchen, parking, laundry (laundry available for stays 7-nights or longer only), gas grill, Wifi with all linens supplied and more. Quiet and private. Book your stay today!

Guest favorite

Guest suite in Rockport

4.99 out of 5 average rating, 98 reviews

Large Suite in the Historic District of Rockport.

This large suite is the entire top floor of a Historic home, approx. 750 sq. feet. Enjoy a short walk to Old Garden Beach , Front beach, Heath’s Tea Room , Shalin Liu Performance Center and all of downtown Rockport many shops, restaurants and art galleries. You will enter your suite via a keyless door up a private “good morning” staircase to the third floor. Includes use of a screened porch, side porch with rockers and grilling area.

Guest favorite

Guest suite in Rockport

4.99 out of 5 average rating, 615 reviews

Halibut Point State Park. Nature Lovers Retreat

"Tween Coves Cottage" lies nestled next to breathtaking Halibut Pt. State Park. A short walk along wooded paths will lead to the ocean where you can picnic by the water, explore tidal pools, and enjoy a variety of wildlife and vegetation. Distance to the center of Rockport by car is under 10 minutes/ walking is approx. 50 minutes. Distance to the railway station is approx. 5 minutes by car/ walking is approx. 40 minutes.