Vacation rentals in Milk Island

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Top-rated vacation rentals in Milk Island

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Guest favorite

Loft in Rockport

5.0 out of 5 average rating, 198 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

Mar 31 – Apr 7

€ 188 per night

Guest favorite

Apartment in Rockport

4.96 out of 5 average rating, 257 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! ⚓

Dec 1 – 8

€ 170 per night

Guest favorite

Condo in Rockport

4.99 out of 5 average rating, 144 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!

Nov 20 – 27

€ 342 per night

Guest favorite

Guest suite in Gloucester

4.98 out of 5 average rating, 376 reviews

SplashLanding Private Beach Getaway in Gloucester

Jan-March 2024 open for monthly rentals. Must Book Summer 2024 via Airbnb website not the APP! *Our 2nd unit SquishInn has openings beginning April 2024 airbnb.com/h/squishinn-gloucester-ma Long walks on a private beach. Get sun-kissed; toes in the sand. Romantic dinners on the deck. Cozy in Winter (Energy Star home and Radiant heat throughout). TRAVELING WITH ANOTHER COUPLE? Book Private Beach Getaway SquishInn. Our 2nd unit for adult couples. Now another 2 friends can join you!

Nov 29 – Dec 6

€ 324 per night

Guest favorite

Loft in Gloucester

4.9 out of 5 average rating, 167 reviews

Rocky Neck Studio/Loft, Gloucester, Mass.

Welcome 2024! We look forward to you visiting RockyNeck in Gloucester. You will be sure to enjoy various special activities and events this summer and fall. We are located in the "quiet end", on a private residential dead end street in a historic artist colony . Nearby public transportation, Audubon sites, cultural events, the Gloucester Stage Co and beaches . Parking is on street with a parking lot nearby, if needed. PLEASE NOTE: the yard is private Bring your passcodes for TV

Dec 4 – 11

€ 143 per night

Guest favorite

Apartment in Rockport

4.94 out of 5 average rating, 148 reviews

Mary's By The Sea

A unique 650 square foot ground floor apartment across the street from Front Beach. A 6 minute walk from the Rockport Commuter Train Station, MBTA. We have an in town location . There is a separate bedroom with a queen mattress and a pullout sofa bed in the living area. The pullout sofa is most ideal for teens or smaller kids .There is a bathroom with a sink and toilet. There is another room with a sink and shower. We provide one parking spot next door at The Cove parking lot.

Mar 30 – Apr 6

€ 221 per night

Guest favorite

Cottage in Gloucester

4.97 out of 5 average rating, 101 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.

Apr 11 – 18

€ 201 per night

Guest favorite

Home in Rockport

4.97 out of 5 average rating, 282 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.

Feb 21 – 28

€ 274 per night

Superhost

Apartment in Rockport

4.79 out of 5 average rating, 170 reviews

Rockport's Best Kept Secret: 2 Bed/1 Bath on Bears

Experience the charm and uniqueness of Rockport, Ma on Bearskin Neck! Stay in a historic building, formerly the Sail Loft, with exposed beams and hooks embedded in posts from mending sails. Enjoy a small Juliette style balcony overlooking Bearskin Neck from the comfort of this two bedroom, two bathroom property. Located in a prime location close to the ocean, restaurants, shops, and beaches, you won't want to miss out on this one-of-a-kind experience!

Jan 8 – 15

€ 180 per night

Guest favorite

Cabin in Rockport

4.97 out of 5 average rating, 406 reviews

The Solar Powered Dogtown Cabin at Applecart Farm

Beautiful hand built very private cabin with master bedroom and large loft located deep in the woods of Cape Ann. Walking distance to down town Rockport and waterfront. Friendly miniature horses just 200 feet away that children love to visit. Applecart Farm is happy to have guests of diverse backgrounds and interests. Pets are allowed only with advanced request to ensure safety of guest and residents pets. NEM 1450 plug for EV charging.

Nov 14 – 21

€ 347 per night

Guest favorite

Guest suite in Rockport

4.99 out of 5 average rating, 611 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.

Feb 12 – 19

€ 144 per night

Guest favorite

Apartment in Rockport

4.9 out of 5 average rating, 146 reviews

Sweet short term rental in Rockport

Lovely hilltop unit located on private wooded property, steps away from 2 beaches. Built on a massive granite boulder, the property is one of kind with stunning seasonal views of the Atlantic. Fully equipped kitchen, flat screen TV, WiFi, and everything to make your stay pleasant and comfortable. We're a 7 minute drive from downtown Rockport and Gloucester, a 7 minute walk to Cape Hedge and Long Beaches.

Sep 4 – 11

€ 264 per night