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Adorable Cottage by the Sea

Quaint, adorable cottage near the sea, located on a quiet loop street. Located 3 minutes from Plum Cove Beach, and a 15 minute drive to downtown Rockport, Gloucester, Wingaersheek and Good Harbor Beaches. Cottage was recently renovated and has 3 bedrooms and a charming screened in porch, where you can enjoy beautiful sunrise and sunset views over Ipswich Bay. Perfect for a family or group of friends! 30 minutes from Salem for Halloween fun! We are open to a WINTER rental (October to May 1)!

Annisquam Village Bunny Cottage

This beautiful Annisquam Village cottage was renovated to the highest level of quality by two artist's. Located just 5 minutes from Lighthouse Beach, Cambridge Beach and Talise Restaurant. Bunny Cottage has beautiful gardens, is surrounded by water on 3 sides, and has peek-a-boo views of Wingaersheek Beach from the bedroom window. The house is charming, with top notch amenities, like, heated floors, air conditioning (indoor/outdoor living). Mass Dept. of Revenue Certificate Number: #C0022781070

Waterfront Downtown Apartment • Walk Everywhere

Dreaming of a magical seaside getaway? Our charming eco-apartment in the Dream House awaits you! A beach lover's paradise, we're located directly on the ocean in the heart of downtown on Bearskin Neck. Watch the sunset from our amazing windows overlooking the harbor. Park the car and walk to shopping, dining, art galleries, Front Beach and Motif #1. Accessible by train and easy to get to from Boston and Salem. Make a trip to this charming New England seaside village a priority!

Oceanfront Dock Escape ~ Kayaks & Paddleboards

This 4-bedroom house is in a prime location & has EVERYTHING you need for an amazing vacation to Gloucester, MA! • 13-minute drive to Wingaersheek Beach • 10-minute drive to Downtown Main Street in Gloucester • 2 inflatable Paddleboards • 4 Kayaks Available! • Outdoor Patio w/ Oceanfront Views • Large Jenga set • Fully Stocked Kitchen • Multiple Outdoor Spaces: Balcony/Deck • Family Friendly- Pack n Play & High Chair • Beach Essentials: Chairs, Umbrellas, Life Vests, Towels

Fall Asleep to Waves — Steps to Shops & Dining

• Ocean-view bedroom • Steps to Front Beach • Walk to Bearskin Neck • Pet friendly •15-min walk to commuter rail • Contemporary art gallery downstairs Cozy one-bedroom apartment ideally located in downtown Rockport, with a peaceful harbor view from the bedroom. Guests enjoy direct, private seasonal access to Front Beach via a staircase on the property. This is one of three private guest apartments at The Pearl, located just behind Thalassa, our contemporary art gallery.

Lane's Cove Bijou

Kick back and relax by the cozy gas fireplace as you take in spectacular sunsets over the ocean. This calm, stylish space features a gourmet kitchen and a luxurious master bedroom suite that make this jewel of a house the perfect retreat for a couple. The spa-like master bath includes a large walk-in shower and a clawfoot tub with views of the cove. A second bedroom provides space for an additional guest. The dining table expands to comfortably seat eight for shared meals.

Plum Cove Cottage with king suite!

A quaint 1900's cottage Plum Cove beach is just 500 ft away! The full gourmet kitchen has granite counters and stainless steel appliances. There is also a spa shower, romantic king bedroom with maple spiral stairs and 3 skylights which provide amazing light throughout. Watch the spectacular sunsets voted one of the best in the world by National Geographic. This is the premier location to begin your exploration of Cape Ann. Beach umbrellas and chairs provided.

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.

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.

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

Sunny & private cottage in Lanesville Village

Sunny private 2 bedroom cottage with large garden, deck,and great Lanesville location near the ocean. Living room with large flat screen smart TV with Roku, fast internet, and lounge with pull out couch and pocket door for privacy. Now with mini-split A/C throughout and new windows in the bedrooms! Dogs under 55 lbs allowed (no more than 2 ) no cats. Yard is not fenced in.

On the Water Gem - 2 BR -The Cove Lanesville

Enjoy our immaculate 2 BR at The Cove Lanesville, on lovely Ipswich Bay. Two spacious decks overlook spectacular sunsets. You can be as active...or as chill as you desire; great restaurants, world-renowned beaches, shopping, Everything in the Arts, woodland quarry walks. No matter what the season the beauty of this special island does not disappoint.