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Holiday rentals in North Shore

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Top-rated holiday rentals in North Shore

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A sunset over the lake creates a vibrant display of pinks and purples reflected in the calm waters. The surrounding trees frame the scene, enhancing the tranquility of the natural landscape.
Cottage in Essex
4.96 out of 5 average rating, 128 reviews

Lakefront cottage for a fun, relaxing getaway.

Enjoy a cozy stay in a lake front cottage. Located in Essex, on chebacco lake, this 3 bedroom, 1.5 bathroom home has everything you could need. Fully stocked kitchen, comfortable living space with wifi and a large TV, and a comfy couch overlooking the lake. We have a external monitor with a keyboard and mouse to set up a workstation if needed. A large deck and seasonal dock to hang out on. Close to the ocean if you get tired of the lake. It's an excellent home base on Boston's North Shore.

Top guest favourite
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.
Flat in Rockport
4.99 out of 5 average rating, 173 reviews

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.

Top guest favourite
A three-story blue house is framed by well-manicured greenery, including shrubs and small trees. A stone pathway leads to a welcoming front door, flanked by two rocking chairs. A balcony above adds architectural interest, and large windows allow for natural light.
Flat in Gloucester
4.99 out of 5 average rating, 89 reviews

Blue Magnolia

High in the treetops, this spacious apartment is only two blocks from the Atlantic Ocean! You'll enjoy 1400+ square feet with beautiful hardwood floors, an all-new kitchen, and your choice of two comfortable bedrooms -- one king and one queen. With a sleeper sofa, the apartment can sleep six total. This is a 2-flight walkup with private entrance, plus access to a large patio and well-established plantings including roses & a grassy yard. Offstreet parking in back if needed, thru driveway gates.

Guest favourite
A spacious bedroom features a four-poster bed with soft linens and an inviting throw, complemented by warm yellow walls. Two bedside lamps cast gentle light beside the bed, while a plush ottoman and a patterned area rug provide additional comfort. A fireplace and framed artwork add to the room's charm.
Guest suite in Newbury
4.97 out of 5 average rating, 102 reviews

Parker River House Two Bedroom

This is a private two bedroom one bathroom second floor suite in the owner occupied Tudor style Parker River House. Minutes from downtown Newburyport, the train to Boston, The Governor’s Academy and many outdoor recreational opportunities, the unit overlooks the Parker River and the Great Marsh. It offers a seasonal sleeping porch, a luxurious marble bathroom, large outside deck with a dining table, in unit laundry, refrigerator, microwave and Keurig. Private entrance and adjacent parking.

Top guest favourite
A welcoming living room features two grey sofas and a matching armchair, adorned with decorative pillows. A large area rug covers the hardwood floor, adding comfort. Natural light floods in through multiple windows, while a vibrant piece of artwork adds a touch of color to the space.
Townhouse in Essex
4.96 out of 5 average rating, 91 reviews

Cape Ann Gem close to Salem and beaches

Large beautifully restored and renovated 1888 colonial home with deep historical roots in Essex, on beautiful Cape Ann. This all 1 level completely renovated space offers 3 bedrooms, (with possible use of a 4th) full bathroom & loaded kitchen, original hardwood floors & details throughout. You'll be comfortable and at home able to enjoy all that beautiful Cape Ann has to offer - 15 minutes of SALEM. Conveniently location on the North Shore, easy access to SALEM, and IPSWICH for sure. WELCOME!

Guest favourite
Home in Ipswich
5.0 out of 5 average rating, 7 reviews

Direct Waterfront on Plum Island Sound Sunsets

Create lasting family memories at this unique direct waterfront home on Plum Island Sound in Ipswich’s peaceful Great Neck neighborhood. This 2 bed 2 baths offers stunning water views from nearly every room, ideal for family sunset dinners, open-concept living area with sunroom perfect for game nights or relaxing together. Spot wildlife along the shore or head to nearby Crane Beach one of New England’s most beautiful stretches of white sand with dunes, swimming, and endless family adventures.

Guest favourite
An expansive view of the ocean showcases rolling waves under a partially cloudy sky. A deck is visible, outfitted with outdoor seating, surrounded by lush greenery and coastal vegetation, creating a serene outdoor space.
Flat in Gloucester
4.86 out of 5 average rating, 138 reviews

Amazing Ocean View In-Law Apt.

Step into a breath-taking magical seaside residence with 180-degree ocean views. This private in-law apartment has a sprawling lawn, steps to the ocean, and landscaped gardens. The apartment has one queen size bed with sliding doors opening out to the lawn, a queen pullout couch, granite counter-top complete kitchen including micro and dishwasher, ping-pong table, flat screen TV, home office and bathroom/ shower. The apartment has been thoroughly cleaned and meets all covid-19 standards.

Superhost
Home in Gloucester
5.0 out of 5 average rating, 3 reviews

Stay at Windward Point

Welcome to Stay Cape Ann, where exceptional homes meet local hospitality. ✓ Direct waterfront setting with panoramic harbor views from nearly every room ✓ Seawall path wrapping the property with steps and ladders into the Atlantic ✓ Tidal beach that appears just outside the home ✓ Renovated open-concept living with vaulted ceilings, exposed beams, and stone fireplace ✓ Expansive deck, waterfront lawn and outdoor dining See more photos, videos, and local recommendations on IG @staycapeann

Top guest favourite
Flat in Gloucester
5.0 out of 5 average rating, 9 reviews

Stunning Ocean-View Retreat, Magnolia Beach

Escape to this luxury coastal retreat home overlooking the Atlantic ocean. Stunning newly renovated 2-bedroom, 2-bathroom apartment, offers 1,500 sq feet of bright and sunny living space. Free off street parking for two cars included. Bedrooms both have king size beds. Fully equipped kitchen with high-end appliances. Cable TV & WiFi included. Washer and dryer in unit. Located near Magnolia beach, Coolidge Reservation, Hammond Castle, Stage Fort Park. Beauport Hotel, downtown Gloucester.

Top guest favourite
The exterior of the apartment is framed by lush greenery, showcasing a well-maintained lawn. A winding pathway leads to a red door framed by a white porch. Surrounding flowers add color amidst the soft shade of nearby trees, creating a serene atmosphere.
Flat in Beverly
4.94 out of 5 average rating, 741 reviews

Beverly Farms Apartment “Homeport”

"Homeport" - A nautical themed apartment, nestled in the small coastal village of Beverly Farms. The village has cafes, restaurants, beaches and is nearby “Witch City” Salem MA. Homeport has a private entrance, den, two bedrooms, 1.5 baths, no kitchenette, with essential amenities and guest parking.The local area is famous for beaches, museums, galleries, eateries and many historic attractions. Explore the North Shore or take a commuter train to explore Boston.

Top guest favourite
A garden path winds through a colorful array of blooming flowers, including pink peonies and purple alliums. Green shrubs and neatly trimmed plants line the gravel walkway, which leads towards a decorative archway amidst a backdrop of lush trees.
Cottage in Essex
4.96 out of 5 average rating, 312 reviews

French Flair "Pied a Terre" Cottage on the Marsh

Sunny cottage with marsh views, under 5 minute walk to town. Eat on the water in one of the many village restaurants, rent a kayak or paddle board. Go "down river" like a local! Shop the world renowned antique stores or enjoy the local beaches. There are many unique places to visit in Gloucester, Manchester, Rockport, Ipswich, Salem and of course Boston. There is a Visitor Manual for your convenience and we would be happy to answer questions that you might have.

Top guest favourite
Home in Beverly
4.96 out of 5 average rating, 46 reviews

Villaggio By The Sea.

Peaceful hillside retreat on the North Shore offering scenic views and relaxing, escape, spectacular living room, fully equipped kitchen and dining area perfect for gathering features for large bedrooms, one king 2 queen 2 twin and three full bathrooms, enjoy patios, outdoors, entertaining, and a quiet deck, ideal for family, vacation, weddings, and special occasions, near beaches, dining, and historic coastal towns .On site property has a lower-level apartment

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