Cottage vacation rentals in North Shore

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Top-rated cottage rentals in North Shore

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Guest favorite

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, 103 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 favorite

A deck overlooking the water features a round table surrounded by four chairs, each with turquoise cushions. An umbrella stands in the center of the table, providing shade. A decorative rug with an oceanic design is positioned underneath the table, complementing the serene water views.

Cottage in Eliot

4.99 out of 5 average rating, 153 reviews

Salty Mermaid Cottage/Boat House

This 2br home is nestled at the end of a peninsula’s over the water, 5min drive to downtown Portsmouth. Spend the day on the on deck, grilling or enjoy your own authentic Maine lobster bake, swimming and treasure hunting the shore. Also explore Kittery or downtown Portsmouth, both just five minutes away. Enjoy this freshly renovated home, water views from every room and window, all bedrooms are equipped with a/c, free WiFi and smart TVs. Fully equipped kitchen has an amazing view of the water.

Top guest favorite

A bright living room features a vaulted ceiling with exposed wooden beams. A stone fireplace is centered against a soft blue wall. Comfortable seating includes light-colored sofas and armchairs. A glass coffee table sits atop a patterned rug, with a contemporary chandelier providing overhead lighting.

Cottage in Newbury

4.84 out of 5 average rating, 114 reviews

Designer decorated-Sunset Bliss- Beach 3 min walk

Peaceful Plum Island cottage, renovated fall of 2018 and 2023 with New England coastal charm. Open floor plan and water views of the marsh, a short 3 minute walk to the beach. Watch the sun rise over the Atlantic and enjoy the spectacular sunset directly in front of the house for a nightly show. Walk the cottage for ice cream, Rip tide & the Sunset Club for cocktails and dinner. Beach, boating, fishing, wildlife sanctuary, and the historic downtown Newburyport all just 40 miles from Boston!

Guest favorite

A welcoming living area features a light grey sofa and a cozy armchair, arranged around a round coffee table with a decorative plant. Natural light enters through sheer curtains, illuminating the light wood flooring and accentuating the white shiplap walls. A wall-mounted TV and fireplace complete the space.

Cottage in Newburyport

4.99 out of 5 average rating, 169 reviews

True North Cottage*Ocean side of Boat Basin!*

Re-center yourself at True North Cottage while staying in our thoughtfully designed & styled cottage, nestled along the breath taking barrier beach at the northern point of Plum Island, Newburyport, MA. Take-in ocean views via beach access across the street or walk the low tide sand of the Boat Basin and admire the steeples above historic Newburyport, both within a 2 to 3 min walk. Weather just relaxing at the beach, biking or kayaking, an experience awaits you at True North.

Top guest favorite

The inviting backyard features a clear pool reflecting a serene atmosphere. A patio with seating is visible near the pool. The house, with large windows, provides a bright indoor space that overlooks the outdoor area, surrounded by lush greenery and charming landscaping.

Cottage in Lakeside Marblehead

4.98 out of 5 average rating, 122 reviews

House with Pool, 4 Houses from Harbor, Fort Sewall

Marblehead Harbor is just 4 houses away from this beautiful antique home with a backyard pool in Old Town Marblehead. This quaint cottage is surrounded by a beautiful garden and is just steps away from The Barnacle Restaurant. Walkable to attractions like Fort Sewall, Fort Beach, Gas House Beach and local shops and restaurants. Car-free convenience in Old Town Marblehead. Perfect for couples or families seeking a charming and convenient getaway that offers off-street parking.

Guest favorite

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

4.95 out of 5 average rating, 261 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 favorite

A cozy living area features a green-tiled fireplace framed by two botanical prints. A wooden bench table with a dark finish is positioned nearby, enhancing the cottage's retro charm. Accent chairs and a patterned rug complete the warm, inviting space.

Cottage in Hull

4.97 out of 5 average rating, 116 reviews

Retro summer cottage - walk to the beach!

A peaceful beach retreat that's close to all the action. This one-bedroom cottage is the oldest in the neighborhood and is full of retro charm. The house is within walking distance of Nantasket Beach and is set back from the road in a large, quiet yard. Don't worry about beach parking—the driveway is big enough to park two cars. Hull has plenty of restaurants and activities. Grab a post-swim ice cream in the summer and watch the sunset on the secluded patio.

Guest favorite

A spacious living area features a comfortable sectional sofa with patterned upholstery, situated alongside large windows offering expansive views of the waterfront. Natural light floods the room, complemented by warm wooden accents on the ceiling and floor. A dining table for four is placed near the windows.

Cottage in Newburyport

4.93 out of 5 average rating, 119 reviews

Sunset Waterfront Privacy Beach

Newly renovated waterfront with private beach and panoramic views. Enjoy the private pool (open June through September). Unmatched privacy and large outdoor living. Front row wildlife views of marsh. Bikes to venture out and discover the island. Evenings by the firepit watching the tides roll in. Amazing sunsets! Private sleeping loft in bedroom 3 perfect for older kids. Modern kitchen with a washer/dryer combo. Wake up to a fresh Tea or Coffee.

Guest favorite

The cottage, featuring rustic cedar shingles, is set among lush greenery. A screened porch with large windows invites fresh air and natural light. The spacious yard is accented by varied plant life, contributing to a serene and private outdoor environment.

Cottage in Kittery

4.96 out of 5 average rating, 302 reviews

Charming Coastal Maine Cottage

Charming Coastal cottage on private way. Two bedrooms w 1 bath upstairs. Additional pullout futon in separate room downstairs. Sleeps up to 5. Surrounded by Rachel Carson National Wildlife Refuge, walk to Seapoint Beach, beautiful and peaceful. Large screened porch to relax in. Bird watchers paradise. Eclectic restaurants, galleries, museums, local food purveyors, breweries and more all 10-15 minutes away in Kittery/Portsmouth .

Guest favorite

A charming garden area surrounds the cottage, featuring vibrant flowers and greenery. A white picket fence defines the space, while two blue shutters flank the windows. A small stone feature adds interest, and a soft gravel path leads up to the entrance.

Cottage in Gloucester

4.97 out of 5 average rating, 135 reviews

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 and new windows in the bedrooms! Dogs under 55 lbs allowed (no more than 2 ) no cats. Yard is not fenced in.

Guest favorite

A cozy living area features two upholstered chairs in a warm floral pattern, facing a wooden coffee table. Natural light filters through sheer curtains covering the windows. Shelving holds glasses, and a wooden console with a lamp is visible against the wall.

Cottage in Stow

4.96 out of 5 average rating, 182 reviews

White Pine Cottage

Cozy 1930s cottage in Stow, MA with modern amenities. Great landing pad if you are visiting the area. Located in quiet neighborhood with very little traffic. Convenient to local farms, orchards, golfing, parks and more. Hudson, Sudbury and Maynard's restaurants and shops 15 minutes away and big city Boston / Cambridge only 40 minutes.

Top guest favorite

Two individuals are seated in white chairs on a stone patio, positioned around a crackling fire. The cottage is visible in the background, showcasing large windows and a rustic wooden deck. Lush greenery frames the area, contributing to the natural surroundings.

Cottage in Epsom

4.97 out of 5 average rating, 216 reviews

Smokey Pines Camp

Cozy, private cottage on the Suncook river. Great for kayaking, fishing, tubing and swimming. Very private with meadow, outdoor picnic areas and fire pits. Within walking distance to Bear Brook state park. 40 minute drive to Portsmouth, Manchester, lake Winnepasakee. One hour away from New Hampshire White Mountains and Boston.