Cottage vacation rentals in Stoneham

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Top-rated cottage rentals in Stoneham

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Guest favorite

A vibrant red front door is the focal point of this beachfront house, framed by light-colored siding. The door features multiple square window panes, allowing natural light to enter. In the background, the calm ocean meets the horizon, with beach chairs visible on the rocky shore.

Cottage in Scituate

4.96 out of 5 average rating, 49 reviews

Oceanside | Family-Friendly Oceanfront Home

This wonderful, family friendly waterfront 4 bedroom, 1.75 bath House is located on a privately owned beach in the Sand Hills Neighborhood of Scituate MA. It offers splendid, unobstructed views and direct access to the Atlantic Ocean and Minot Lighthouse. Enjoy the enclosed outdoor shower to rinse off after a day on the beach. The open living area has amazing views of the ocean and access to the screened in porch and wrap around deck. Inside and Outside dining space for 10 and outdoor sectional!

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, 109 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, 49 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

4.93 out of 5 average rating, 55 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!

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

4.91 out of 5 average rating, 22 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, 475 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

An aerial view captures the charming cottage nestled beside the marsh, surrounded by vibrant greens and a network of winding waterways. The expansive landscape showcases the tranquility of nature, with the distant ocean visible under an open sky.

Cottage in Scituate

5 out of 5 average rating, 33 reviews

Expansive coastal views, 3/2 newly renovated

Stella Serena has undergone extensive renovations. It is a completely renovated, charming, 3/2 home with most importantly, views of the marsh and waterways of Scituate from every window. Whether you are coming to unwind, kayak, go to the beach, or all of it, Stella Serena will give you the rare place to recharge & have fun. We provide bikes, kayaks, paddleboard, cornhole for fun. A firepit & gas fireplace for relaxation. Breathtaking, everchanging views daily and incredible sunsets.

Top guest favorite

The exterior of the cottage is adorned with natural wood siding and features a decorative chimney. Vibrant flowering bushes and greenery surround the outdoor deck, creating a welcoming outdoor space that invites guests to enjoy the fresh air.

Cottage in Lakeside Marblehead

5 out of 5 average rating, 84 reviews

In Old Town, Near Shops, Restaurants, Crocker Park

Quaint "Cottage" in historic Old Town, close to Marblehead Harbor, Crocker Park, shops, and dining, and a short distance from Fort Sewall. Historic, classic architectural detail blends seamlessly with contemporary touches. Hardwood floors, stone fireplace (decorative only), shiplap walls, and living room with breakfast bar. Modern kitchen boasts brass hardware and island. Upstairs holds 2 bedrooms, 1 bathroom. Front and back decks, outdoor dining area. 2-car off-street parking included!

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

4.99 out of 5 average rating, 137 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

4.92 out of 5 average rating, 48 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.

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

4.96 out of 5 average rating, 274 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.