House holiday rentals in Marblehead

The living area features a dark blue sofa facing a mounted flat-screen TV. A wooden coffee table is positioned in front, surrounded by natural light from nearby windows. The white walls and sleek countertops contribute to a modern, open space. A minisplit unit is visible for climate control.

5.0 out of 5 average rating, 166 reviews

Seaside Cottage

Here you are down the street from some of Marblehead's hidden gems such as Redds Pond, Browns Island & Old Burial Hill Cemetery. One car parking. 5 minute walk to the beach, shops & restaurants. Fully fenced in yard with turf grass. One bedroom with a low profile queen sized bed. In unit washer/dryer. Full bath with tub. Newly renovated kitchen with major appliances: stove, oven, dishwasher, fridge, Nespresso maker & microwave. Sheets & bath linens provided. Minisplit A/C. Home is all one level.

4.9 out of 5 average rating, 395 reviews

The charming exterior of an antique colonial-style home is displayed, featuring a yellow facade with dark green shutters. Flower boxes adorn the windows, filled with colorful blooms. A welcoming front entry is accentuated by steps leading up to the door, with a neatly landscaped garden visible.

Home in Downtown Salem

Henry Derby House

This antique home is perfect for families or wedding parties traveling together looking to explore downtown Salem. Experience the charm of Salem's McIntire district in the home originally built for tailor Henry Derby in 1838. This 7 bedroom 4 bathroom colonial style home will give you the feel of old Salem with some modern amenities in the updated kitchen and baths. The house is centrally located in walking distance to all of Salem's attractions as well as the T, but also off the beaten path.

4.93 out of 5 average rating, 144 reviews

Home in Swampscott

Oceanfront Retreat | Salem 7 min by train

Relax at Casa de Mar, our 3 bedroom / 3 full bathroom oceanfront North Shore home with panoramic views of Swampscott Bay to Nahant. Walk to the train — downtown Salem in 7 min, Boston in 23 min. Enjoy a bright great room with 25’ ceilings, 70” TV, and modern kitchen. The master bedroom has a king bed, sitting area, TV, private balcony, and en suite bath. The first floor queen bedroom has a private balcony. The third queen bedroom has en suite bath. Perfect for family getaways and group trips.

4.96 out of 5 average rating, 152 reviews

The exterior view of the home reveals a modern wooden structure surrounded by lush greenery. A spacious deck extends from one side, while stone pathways weave through well-maintained gardens. Soft blue skies and gentle clouds create a serene atmosphere.

Home in Gloucester

Harbor View Walk to Beach & Town, 6Guests KingBeds

Spectacular Gloucester home on Cape Ann. Walk to Stage Fort Park & local beaches right across the street. Gloucester center is about 1 mile. On the way to town, walk by beaches & the park with waterfront tennis & bocce ball courts, plus a great water view playground and playing fields. Just beyond the park is famous Stacy Boulevard with the Fisherman's Memorial Monument along the waterfront. There are beautiful white sandy beaches (Good Harbor, Wingaersheek, Singing, & Crane's Beach).

A renovated kitchen features contemporary cabinetry and a sleek gas stove with an oven. A patterned tile backsplash adds visual interest. Modern appliances, including a microwave and refrigerator, are present. The warm wooden floor complements the light grey tones throughout the space, providing a welcoming environment.

4.96 out of 5 average rating, 110 reviews

Beautiful Kitchen | Deck | Yard | Salem/Marblehead

This charming and recently renovated 3-bedroom, 1.5-bathroom house is the perfect retreat for your New England family getaway. Nestled directly between historic Marblehead and Salem downtown, you'll find yourself surrounded by the rich maritime history and colonial charm that these picturesque towns have to offer. Enjoy charming downtown Marblehead or enjoy the bewitching ambiance in Salem. Come home to glass of wine on the deck while the kids play freely in the backyard.

4.98 out of 5 average rating, 143 reviews

A covered porch is seen, featuring a wooden deck and decorative planters filled with vibrant flowers. Lush greenery lines the street beyond, providing a view of trees and nearby homes. Soft sunlight enhances the inviting outdoor space.

Home in Salem

Sunny Salem Condo: Quiet, convenient & parking.

Enjoy historic Salem in this bright, lovely condominium on the second and third floors of a fully renovated house. Two bedrooms, two family rooms, hardwood floors, and full kitchen with major appliances, dishwasher, and a sunny table for dining. In unit washer and dryer and two parking spots in a private driveway. Walking distance to Hocus Pocus house, downtown Salem, and a great local grocery store. This location is incredibly comfortable, clean, private and relaxing.

4.97 out of 5 average rating, 259 reviews

The image features a historic home entrance adorned with an American flag hanging from the porch. Lush greenery and colorful plants are arranged alongside the white railings, with brick sidewalks extending alongside the property. Natural light illuminates the charming details of the exterior.

Home in Salem

Witch City Getaway for 2+ Walk Downtown!

A charming and private third floor (former attic) of historic home. Enter from the back of the house and take the stairs up to an apartment-like getaway. Includes bathroom with dressing area, living room with Murphy bed, and private bedroom with great light (w/ blackout curtain), cozy bed, and closet. Includes mini fridge, coffee maker, TV, and WiFi. NOTES: No full kitchen Two steep flights of stairs (not suitable for people with mobility issues or small children)

4.96 out of 5 average rating, 213 reviews

A dining area is showcased with a rustic wooden table surrounded by four chairs and a bench. An arrangement of circular placemats lies on the table. Natural light enters through a window, illuminating the wooden floor and a potted plant sits on the table.

Home in Downtown Salem

Beautiful very spacious historical house in Salem

The whole group will enjoy easy access to everything from this centrally located place. A few minutes walk to a multitude of great restaurants, shops, galleries, the witch house, ghost and witch tours, trolley tours, Salem ferry, Pickering wharf, Salem witch museum, witch dungeon museum and a few minutes drive to Salem Willows and the house of the seven gables. All three bedrooms that are on the second floor will have AC units from mid June till September.

4.97 out of 5 average rating, 238 reviews

1800s Loft Old Town Marblehead Fire Pit Near Salem

Escape to a restored 1800s single-family home in historic Old Town Marblehead. This artistic retreat blends rustic charm with modern comfort, featuring a king loft, private patio with a fire pit, and a dedicated workspace. Perfectly suited for a couple's getaway, it includes rare off-street parking for 2+ cars. Walk to shops, dining, and the waterfront from this unique, cozy home tucked away on a classic crooked street. Comfortably fits 2 guests.

4.94 out of 5 average rating, 104 reviews

Jersey St Lovely

Beautiful Harbor views of Salem Harbor from a classic New England home for your vacation! A friendly neighborhood. In the summer the back deck for lunch. Dinner on front porch for sunset watching. Upgraded kitchen & bath make for comfortable living. Short walk to downtown. Up street from a beach!! Note-separate apartment is attached to house. However there is no shared common space! The house has the entire front porch & back deck.

4.86 out of 5 average rating, 222 reviews

Colorful stacked kayaks are arranged on a grassy area overlooking the water. A sandy beach is visible in the foreground, leading to a stone jetty extending into a calm body of water. A clear blue sky with scattered clouds fills the background.

Home in Beverly

Beverly Beach House- Upper Deck

Half block from the beach in the scenic North Shore. Get away from it all in this beach bungalow. Close to downtown restaurants and shops, Historic Cabot theater and more. Large historic colonial home with 3 bedrooms and 2 bath with ocean views and off street parking. Large deck and full kitchen. 30 min train to Boston. Easy quick access to popular destinations such as Marblehead, Rockport, Newburyport, Gloucester and more.

The house is set beside a tranquil pond, featuring a spacious deck surrounded by greenery. The reflection of the structure on the water adds to the serene atmosphere. The shingle-style exterior complements the natural surroundings, creating a harmonious blend with the landscape.