Vacation rentals in Plum Cove

4.97 out of 5 average rating, 315 reviews

French doors open into a cozy living area where a sectional sofa is visible. A small green table with a bouquet of flowers sits in front, while sunlight illuminates the space. Outside, garden views reveal lounge chairs and vibrant flowers.

Guesthouse in Annisquam

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

Superhost

A quaint cottage is set on a quiet loop street, featuring a sloped roof and a welcoming front porch. The exterior, painted in muted tones, is surrounded by lush greenery and colorful shrubs. A gravel pathway leads up to the entrance, enhancing the home's inviting presence.

4.98 out of 5 average rating, 57 reviews

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)!

A wooden dock extends into calm waters, reflecting the vibrant colors of the sunset. Surrounding marshlands are visible in the distance, while gentle clouds drift across the sky. The scene evokes a sense of serenity and connection to nature.

4.96 out of 5 average rating, 46 reviews

Evensong: Lovely Oceanview Retreat with Dock

Unobstructed water views in this newly renovated "walls of glass" home boasting panoramic views of the Mill River, Anisquam, Wingaersheek Beach & beyond. Enjoy our dock (removed in Winter), shared with our neighbors below, and feel free to bring kayaks or paddleboards along. 1,600 square ft open concept home with 3 beds/3 baths. Large roof deck overlooking the water. Owners live nearby & also have a basement apartment (with separate entrance) at the property. Available for questions/requests.

4.99 out of 5 average rating, 172 reviews

The open kitchen features a large island with seating for several guests. A cozy living area is visible, with a comfortable seating arrangement and large windows allowing natural light and ocean views. Warm wood flooring complements the airy atmosphere.

Apartment in Rockport

4 Bed Water View w/ Parking

Your family and friends will be close to everything when you stay at this centrally-located home. Steps to the Ocean and walk into historic Bearskin Neck. Enjoy panoramic coastal views from the family room, kitchen and master bedroom. Deck space to enjoy outdoor dining, glass of wine, or a morning cup of coffee. Everything to do in Rockport is a short walk from this downtown home. Restaurants and coffee shops, Art Galleries, shopping and the town beaches are steps away. Parking spots included.

4.98 out of 5 average rating, 40 reviews

A serene waterfront scene captures calm waters reflecting clear blue skies. Boats are anchored in the bay, and a rocky shore is framed by lush greenery. In the distance, a quaint building with a blue roof stands on a pier, adding a touch of charm to the coastal view.

Home in Annisquam

Stroll to SeaView/Beach; Great Yard

Features 🌟Short walk to breathtaking views of Ipswich Bay 🌟Access to private estate with walking paths that connects residents to various estate amenities including two private beaches, a playground, and tennis court 🌟The historic farmhouse offers a taste of mid-19th-century charm designed for comfort and enjoyment 🌟Sizable yard with outdoor dining area 🌟Board games and beach essentials included (towels, chairs, and an umbrella) 🌟Outdoor shower 🌟BBQ grill 🌟In unit washer and dryer

A charming blue house is positioned over water, featuring multiple outdoor spaces. An expansive deck is visible with a red umbrella and seating, while two kayaks rest on a nearby floating dock. Surrounding greenery enhances the natural setting.

4.95 out of 5 average rating, 44 reviews

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

4.93 out of 5 average rating, 45 reviews

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.

4.97 out of 5 average rating, 372 reviews

A bright living area features large windows with views of a garden and ample natural light. A comfortable dark sofa and a plush chair are arranged around a glass coffee table on a colorful area rug. A wooden dresser and a small dining table add warmth to the space.

Home in Rockport

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.

4.94 out of 5 average rating, 124 reviews

A quaint stone cottage is surrounded by lush greenery and colorful flowers, with a well-maintained garden featuring clusters of purple blooms. The cottage's rustic charm is complemented by a sloped lawn and mature trees, creating a serene outdoor atmosphere.

Guesthouse in Gloucester

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.

4.89 out of 5 average rating, 101 reviews

A well-equipped kitchen features white cabinetry and a mix of appliances, including a refrigerator, stove, and microwave. Natural light enters through a window above the sink, while a small rug adds warmth to the space. A coffee maker and dishwater are also visible.

Apartment in Annisquam

Annisquam Village Abode - access to private beach

Annisquam Village Abode is a private second-floor apartment with its own entrance and one guest parking space. The apartment is reached by 1½ flights of exterior stairs and is not suitable for guests with mobility limitations. Children under 12 are not permitted. A working service dog lives with the hosts in the adjoining home. Guests traveling with a service animal must contact us through Airbnb before booking due to the shared residential setting.

4.98 out of 5 average rating, 758 reviews

A cozy sleeping area features a queen bed with decorative pillows and a textured blanket. Two large windows provide natural light, while a charming quilted wall hanging adds character. A wooden dresser and seating area with wicker chairs enhance the inviting atmosphere.

Guest suite in Rockport

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.

An open concept living area features a blue sectional sofa, a white coffee table, and a wall-mounted TV displaying a movie. Natural light fills the space through windows, highlighting kitchen cabinetry and a dining table for four in the background.