Cottage vacation rentals in Stoneham

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Top-rated cottage rentals in Stoneham

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Top 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, 105 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 charming bungalow is set amidst well-maintained landscaping, featuring a combination of stone pathways and grassy areas. The home showcases large windows and a distinctive roof, while trees and shrubs provide natural shading, enhancing the outdoor ambiance.

Cottage in Lakeside Marblehead

4.98 out of 5 average rating, 48 reviews

Marblehead, Cottage on Whittier, new construction

Minimum age requirement is 23 to book. Property is a new bungalow style, 760 s.f. unique home that is exceedingly comfortable. Sunny and spacious front room has a cathedral ceiling a natural light on three sides from ten large windows. Central heating and cooling. A wood burning Jotul stove adds ambience and warmth on cool evenings. A spiral staircase leads to a loft with a skylight and futon. This lends itself well to stargazing, yoga, or a work loft. Exterior electric outlet for EV charging.

Top guest favorite

The bright living area features oversized windows that frame views of Spy Pond, allowing natural light to flood the space. Two armchairs and a round dining table with four chairs are arranged for comfort. A potted plant and decorative items enhance the inviting atmosphere.

Cottage in Arlington

4.92 out of 5 average rating, 49 reviews

Charming Waterfront Cottage Near Cambridge/Boston

Delightful 1-bedroom guest cottage in Arlington with picturesque waterfront views and cozy interiors. Tucked away on Spy Pond, the cottage offers a peaceful retreat and a short drive to Cambridge (10 min to Harvard Square), Boston (20-25 minutes to Logan Airport), and Harvard, MIT, Tufts, BU. Comfortable furnishings and an abundance of windows overlooking the water create a bright and calming backdrop for your stay. Enjoy getting away from it all, while being close to everything you might need!

Top guest favorite

A light-filled living area is presented, featuring a comfortable white couch adorned with decorative pillows. A rustic coffee table with drawers sits at the center, complemented by a woven area rug. A tall plant adds a touch of greenery, with windows offering views of the outdoors.

Cottage in Lakeside Marblehead

5 out of 5 average rating, 19 reviews

Cozy cottage, downtown Marblehead

Step back in time when you stay at this unique and historic place in the heart of Old Town Marblehead. 2 car parking, fireplaces and a private patio. Period details throughout including exposed brick and wide pine floors. This is the perfect home for a cozy, fun getaway and ideally located to take advantage of all Marblehead has to offer. Steps to the harbor, restaurants and shopping. The property is a stand-alone single home next to The Landing, Maddies, Barnacle, Driftwood & 15 mins to Salem

Top guest favorite

An individual is skating on a frozen pond in front of a dark blue cottage adorned with solar panels. The cottage is surrounded by trees and snow-covered ground, creating a serene winter scene.

Cottage in Winchester

4.96 out of 5 average rating, 73 reviews

The Little House - a historic New England cottage.

This old fashioned New England cottage in a pocket of wooded suburbs just 9 miles from Logan Airport. 4 miles from Lexington Green where the revolutionary war began. Inside the 128 beltway, its an oasis of calm in the heart of Metro Boston. Keyless entry for easy check in. A highly sought location for ice skating in winter. In summer, enjoy a chorus of frogs every night & ample wildlife sightings. Your hosts live next door, in a quiet, family neighborhood. Kids are welcome, parties are not.

Top guest favorite

The exterior of the private studio is shown, featuring a light blue siding with a gray shingled roof. A welcoming front door is flanked by a light fixture and a decorative sign. Flowering plants are arranged in front, enhancing the outdoor space.

Cottage in Winthrop

4.98 out of 5 average rating, 473 reviews

J&K's BnB .... Private studio Airbnb with parking

Our non-smoking private Studio Bnb is located by the airport in Point Shirley; a small safe seaside community. Daily continental breakfast is provided. No cooking allowed, kitchenette with a microwave, coffee maker, a refrigerator. Private bathroom with corner shower, free 5G wireless WiFi, RokuTV, one car off-street parking. Due to our severe medical health allergies to animal hair, fur & feathers, Airbnb has granted us an exemption not to host guests service or emotional support animals.

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, 130 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.

Top guest favorite

A comfortable living area features a red armchair beside a coffee table, with a sofa in soft grey nearby. A brick fireplace is centered on the wall, while artwork and personal items are displayed on shelves. Natural light filters through sheer curtains.

Cottage in Andover

4.91 out of 5 average rating, 45 reviews

Cute Downtown Andover Cottage w/ Parking and Yard

Cute and classic. This home is one of the few mid-century cottages located in vibrant downtown Andover. A short walk to cafes, brewery, restaurants, Whole Foods and the Boston commuter rail. This bright 1,100 square foot cottage features two bedrooms and 1.5 baths, and includes ample driveway parking and a new deck looking over the large back yard. The home has a kitchen with full amenities and butcher block countertops. Fast wifi and smart TV help you work and play.

Top guest favorite

The living room presents a spacious layout with a large television mounted above a sleek black fireplace. Comfortable seating is provided by two gray armchairs and a plush couch. Natural light floods the room through multiple windows, offering views of the waterfront from various angles.

Cottage in Windham

5 out of 5 average rating, 26 reviews

Ponder Point waterfront cottage at Cobbetts Pond

Come enjoy the breeze at this waterfront cottage located at Cobbetts Pond. This property has 2 bedrooms (1 king bed, 1 queen bed and a full size futon in living room). Perfect for 4 people but up to 5 with a blow up mattress. We offer kayaks, an outdoor grill and a firepit. Although we are by the pond, the cottage is located minutes away from several hiking spots, dining, shopping, Canobie Lake Park, Tuscan Village etc. Agreement will have to be signed no exceptions.

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, 266 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, 122 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.

Top guest favorite

A charming cottage sits on a sandy beach, surrounded by greenery. The structure features large windows and a covered porch, allowing for views of the shoreline. Nearby, white chairs are arranged for relaxation, and neighboring homes are visible on the rising landscape.

Cottage in Ipswich

5 out of 5 average rating, 9 reviews

Beachfront family dream escape

Book your perfect family get away on the coast of the North Shore in our 5 bedroom 1 bath house on the beach. This stylish cottage is just the start of your idyllic stay. Consider us for additional travel concierge services for everything you need including activity and meal planning, special details that can be handled for all of your needs to help make your stay a true 5 star custom tailored experience.