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, 100 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.

Guest favorite

A person swims in clear water with a boat bobbing gently in the foreground. Lush green trees and charming cottages are visible along the shoreline under a bright blue sky dotted with a few white clouds.

Cottage in Northwood

4.91 out of 5 average rating, 253 reviews

Cottage near lake! Kayaks & canoe! Dog friendly!

Come relax, sit by the fire pit, walk the dirt roads & trials! Walk 2 min. to the boat launch/swim area & enjoy the canoe. WIFI. 500 mbps. Yard: grill out, make s'mores by the fire pit, play horse shoes. Inside: play games, complete puzzles, cuddle up and watch movies. Outings: Antique Alley, Chucksters, Stonehouse Pond, Meadows State Park, Portsmouth,Concord. *Sleeps 4. *PET FEE $25 per dog/ night. 1-2 behaved dogs. Dogs only due to health concern for cleaner. *Wear life jackets provided.

Guest favorite

An outdoor seating area features bright orange Adirondack chairs arranged around a fire pit, complemented by a shaded area provided by a large umbrella. The cottage is visible in the background, showcasing its coastal charm with fresh landscaping enhancing the inviting space.

Cottage in Newbury

4.84 out of 5 average rating, 111 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 private outdoor shower features a wooden enclosure and a rain shower head, situated in a spacious yard surrounded by trees. A fire pit area with rocks is visible in the foreground, creating a cozy atmosphere for evening gatherings.

Cottage in York

4.85 out of 5 average rating, 114 reviews

Long Sands Cottage - Walk to Beach

Walk to Long Sands Beach - we are 0.4 miles from the beach, about a 7 minute walk. July/August are 7-day Sat to Sat only rentals. BYO Linens and Towels. Cottage is on a charming unpaved road in a quiet neighborhood of small 1950's vintage seasonal cottages. Walking distance to downtown York Beach which has a zoo, restaurants, penny arcade and fun shops. There is a rolling beach cart and two beach chairs available for your use. If you are looking for a restaurant close by try Stones Throw.

Top guest favorite

Cottage in Kittery

4.95 out of 5 average rating, 156 reviews

Cozy Maine Cottage by the Sea

Cozy one bedroom beach cottage for rent in picturesque Kittery Point, ME. The cottage is located in a quiet coastal community over looking Chauncey Creek, but is just minutes to all the seacoast has to offer. Short drive to many area beaches (Hampton, NH; York, Ogunquit, Wells, ME). Better yet, walk to Kittery's own quiet Seapoint Beach, paddle at the bottom of the hill in the two kayaks provided or just relax on the peaceful deck with a book, a beverage and the gas fire pit for ambience...

Superhost

A charming cottage exterior is showcased, featuring a sloped roof and wooden steps leading to the entrance. Lush greenery and well-maintained shrubs surround the home, while a patio umbrella provides shade on the deck. A spacious yard with mature trees adds to the serene setting.

Cottage in York

4.77 out of 5 average rating, 292 reviews

Sweet cottage in quiet convenient coastal setting.

Our cottage is featured i n Terry John Woods "Summer House" as a quintessential cottage of Maine. Relax in our private, romantic Cape Neddick cottage, overlooking a 2 acre meadow and woodland, close by foot, bike, to the amenities of York, Ogunquit, Kennebunk, Kittery, and Portsmouth and within a ten minute ride to five beautiful beaches. Cape Neddick Beach being the closest one, a five minute ride. Our cottage is off the beaten path on a quiet private way, near the Cape Neddick River .

Guest favorite

A cozy cottage is illuminated at night, showcasing a welcoming front porch with seating. Surrounded by tall trees and a grassy area, the exterior is complemented by soft lighting, highlighting the vibrant flowers near the windows.

Cottage in York

4.98 out of 5 average rating, 136 reviews

Tiny house living close to Ogunquit center!

The cottage was completely remodeled in spring of 2018. It is one of 21 cottages built in 1920. The back of the cottage is a rolling meadow and woods. It feels secluded, yet you are only a mile from all the wonderful happenings in Downtown Ogunquit, Perkins Cove & Ogunquit beach. Come enjoy the beach, shopping and amazing restaurants. Check out the Nubble Lighthouse, shop the outlets in Kittery or walk around Portsmouth NH. This tiny cabin is convenient to so much. Come rejuvenate!

Guest favorite

The cozy cottage is blanketed in snow under a night sky, with warm lights illuminating its facade. The front porch features subtle holiday decorations and small shrubs adorned with lights, creating a welcoming atmosphere. An American flag stands at the edge of the property.

Cottage in Kittery

4.94 out of 5 average rating, 144 reviews

Badgers Island Cottage

You will fall in love with this cozy Maine cottage on Badgers Island! From its lovely views of the Piscataqua River, to its gardens, open-concept floor plan and tasteful style -- it is everything an island home should be. Features an updated kitchen with brand new appliances with granite counters, Brand new tub, toilet, and vanity, wood floors in every room, and full walk-out basement. Walk to Portsmouth or sit on the porch and watch the boats go by -- island living at its best!

Superhost

A charming cottage is viewed from the front, featuring a gabled roof and a welcoming entryway. Large windows allow light to fill the space, surrounded by lush greenery and stone landscaping. A small chair is placed near the entrance, inviting guests to relax outdoors.

Cottage in Ogunquit

4.85 out of 5 average rating, 264 reviews

The Little Cottage - Under the Trees & By the Sea

It's been called Magical Maine and that it is. Located just 1.5 hours from Boston, Ogunquit is a quaint coastal town offering restaurants, shopping, wild-life & hiking at Mt Agamanticus and, best of all, the beach! Our little home is tucked away on a 1/2 acre of wooded land just down the way from a frog pond, but still within walking distance to town and the beach. Perfect for a family vacation, romantic weekend getaway, reunion amongst friends or even solo trip!

Guest favorite

A wooden deck overlooks marsh views, featuring tall bar stools and small tables arranged neatly. Guests can be seen enjoying their time at the water's edge as the sun sets, casting a warm glow across the scene.

Cottage in Essex

4.95 out of 5 average rating, 252 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 lush garden scene is framed by two sturdy trees, with vibrant green grass underfoot. A variety of flowers and plants, including clusters of white blooms, create a colorful display. A wooden archway is visible in the background, adding an inviting touch to the natural landscape.

Cottage in Kittery

4.96 out of 5 average rating, 295 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

The living area features a stone fireplace and a flat-screen television mounted above. The space includes a mix of comfortable seating, such as a blue sofa and patterned armchairs. Exposed wooden beams and a spiral staircase add architectural interest to the cozy environment.

Cottage in Stow

4.95 out of 5 average rating, 173 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.