Vacation 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 out of 5 average rating, 142 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.

Condo in Lakeside Marblehead

An open-concept living and dining area is showcased, featuring a wooden dining table with chairs, a comfortable sofa, and a flat-screen TV mounted on the wall. Natural light enters through multiple windows, enhancing the bright and airy feel of the space.

4.98 out of 5 average rating, 121 reviews

Samuel Tucker House - Downtown Luxury 2 Bed Condo

Presenting the newly restored Samuel Tucker House. Located in the heart of Marblehead's downtown and walking distance to local shops, restaurants and beaches, this bright and charming newly renovated 2 bedroom and 2 bath condo is a masterful blend of historic detail and modern design. Amenities include a private entrance, open concept living and dining areas that connect to a nicely appointed kitchen, fireplace, workspace, washer/dryer, central A/C, exterior dining area, and dedicated parking.

A wooden deck is situated in the foreground, featuring a small seating area and an umbrella. Lush greenery, including tall evergreen trees and colorful shrubs, creates a natural backdrop. A stone pathway leads into the garden area, enhancing the tranquil outdoor space.

4.94 out of 5 average rating, 204 reviews

Two bedroom Apt with a deck

2nd floor apt, located on Pleasant St, the main road into Historic downtown Marblehead. Cute deck, main entrance to apt is off the deck. The apt is only minutes walk from great restaurants, gym, yoga studio, bike /running trail. 15 min walk to the beach (4 min drive) and historic downtown and uptown where you will find tons of really great shops. The apt is tastefully decorated and is quiet.see house rules Dogs are very welcome, but need to be house trained + friendly with other dogs/people.

Condo in Lakeside Marblehead

A comfortable living room features a soft gray sofa flanked by two armchairs. A round coffee table sits in the center, adorned with a decorative bowl. Natural light enters through a window adorned with white shutters, and a cozy rug enhances the inviting ambiance.

4.99 out of 5 average rating, 186 reviews

Harbor Hideaway

A uniquely detailed single-floor unit in a 2 unit house featuring a large kitchen/dining room, living room, and a private cozy veranda. Queen Bedroom & additional sleeping for 2 with a deluxe air mattress. This space is perfect for couples, families with young children, or a single person. Only one dog allowed no cats. This unit is on the lower floor of a two-family house occasionally you can hear steps from the upstairs. PLEASE note parking on site is very tight small cars compact SUVs only.

A bright sleeping area features a spacious white bed adorned with crisp linens. Natural light enters through sheer curtains, highlighting the wooden flooring and exposed beam ceiling. A small side table holds a lamp, creating a serene environment complemented by indoor plants.

4.98 out of 5 average rating, 214 reviews

Authentic Rustic Single Family Home in Old Town

Restored 1800's little single family home. Cozy, clean and artistically renovated to retain authenticity. Located in Old Town - walk to everything! Back yard patio with BBQ, perfect for morning coffee. Off street Parking! 4.6 miles to salem witch museum. Boston is 19 miles. Starbucks is a 2 minute WALK. Explore our little town and fall in love. Please this is not a party house. It is in a tiny little neighborhood. Quiet time 10pm - 8am. I want my precious home back in clean condition. Thx

Tiny home in Lakeside Marblehead

4.99 out of 5 average rating, 234 reviews

Marblehead Tiny House

This new 360 square foot tiny house sleeps four comfortably. A mile from old town, down town, and just steps from Salem Harbor for breathtaking sunsets. The house is located in private, wooded back yard of our home. Kitchen is outfitted with small refrigerator, instant pot, air fryer, hot plate with pots and pans, microwave oven, blender, toaster, coffee maker, and electric tea kettle, as well as glasses, plates, flatware, etc for eating in. Kitchen table and chairs comfortably seats four.

Guest suite in Lakeside Marblehead

A cozy living room is showcased with light green walls and wide pine floors. A comfortable sofa and armchair with patterned cushions surround a wooden coffee table, accented with a decorative item. Natural light enters through a partially sheer window, enhancing the inviting space.

4.92 out of 5 average rating, 235 reviews

Antique Garden Cottage

Ours is a cozy, 2 bedroom & living room suite in an antique garden cottage with private bath and entrance and on site parking. It is attached to our home but is a separate private space with no shared living areas and its own patio English Garden. It is situated on 2 floors (bathroom upstairs). It is a short walk to beaches, shops, restaurants & historic sites. The suite has a small breakfast table, microwave, minifrig, Keurig, electric kettle & toaster, but not a full kitchen.

An inviting outdoor deck features a seating arrangement with matching dark wicker chairs and a lounge chair, surrounded by vibrant flower pots. The entrance is framed by a dark door, and large windows allow natural light to brighten the space.

4.96 out of 5 average rating, 296 reviews

Mid Town Marblehead 1 B/R Pvt. Wing w/Own Entrance

Charming bright 1 bedroom (queen bed) with spacious living area and large bathroom (handicapped accessible). Total privacy means you never have to see us unless you need assistance. Hardwood floors throughout and beautifully decorated. Kitchenette with full refrigerator and eating area. Comfortably sleeps 2 and has a roll away cot available for 1 more person. Conveniently located in the middle of town. Easy access to Salem and surrounding area. Parking for 1 car available.

Cottage in Lakeside Marblehead

An aerial view of a charming neighborhood in Marblehead, showcasing a quaint cottage with a private backyard pool. The vibrant blue water of Marblehead Harbor is visible in the distance, dotted with boats. Lush trees and well-maintained gardens frame the outdoor space.

4.99 out of 5 average rating, 137 reviews

Available This Weekend! - 4 Houses from Harbor

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.

Loft in Lakeside Marblehead

A well-lit living room features a comfortable sofa facing large windows, allowing natural light to fill the space. A wooden coffee table is centered on a patterned area rug, and a globe adds a decorative touch. A vintage armchair and decorative items enhance the inviting atmosphere.

4.91 out of 5 average rating, 195 reviews

Comfy & Cozy Apartment with Free Parking

Located in the historic and quiet town of Marblehead, this cozy apartment can home up to four people. There is one parking spot on the premises, but also plenty of street parking. Even though the apartment is located on one of the main streets in the heart of MHD, it is very peaceful. This location is close to everything you’d need and is very close to the historic district. We are pet friendly and you’ll find many games, toys and entertainment for you and your fur babies!

Guest suite in Lakeside Marblehead

A light-filled living area features a pull-out sofa adorned with striped cushions and a coffee table with a decorative book and lamp. A sliding glass door opens to a sleeping area with a spacious bed, while bright curtains frame the window, offering a view of the exterior.

4.9 out of 5 average rating, 282 reviews

Ocean Park Retreat

Bright and cheery 1 bedroom ground floor apartment with two+ car parking on quiet street in Marblehead's Ocean Park neighborhood, just steps from the ocean. Full size bed and pull-out full-size sofa in living room, private bathroom with in-floor heating, kitchenette with microwave, dishwasher, sink, double induction cook-top, refrigerator, and toaster oven. Laundry access. Walk to the waterfront, watch the sailboats drift by. Fifteen- minute walk to Historic town center.

An aerial view captures the two-story townhouse with a pointed roof, surrounded by a landscaped neighborhood. The outdoor area features green spaces and trees, while Marblehead Harbor, dotted with boats, is visible in the background under a clear blue sky.

4.89 out of 5 average rating, 247 reviews

Heart of Old Town Duplex (LEFT), Steps from Harbor

A well-appointed 2 story townhouse located in the heart of Old Town Marblehead and footsteps from Crocker Park overlooking Marblehead Harbor. Walking distance to everything! Our space includes 1 queen bedroom and 1 bathroom upstairs with a kitchen, dining room, and living room (with full sofa bed) downstairs. A private entrance right off main street allows for some R&R while being close to all that Marblehead has to offer. We look forward to hosting you!

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Popular amenities for Marblehead vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Boutique hotels in Marblehead

5 out of 5 average rating, 4 reviews

A spacious bedroom features a King-sized bed with decorative pillows. A wooden tray holds a coffee cup and snacks, positioned on the bed. Soft lighting is provided by wall-mounted lamps, and natural light fills the room through a skylight above.

Hotel room in Ipswich

Ipswich Inn | Wilcomb Suite | Wetbar+Smart TV

5 out of 5 average rating, 21 reviews

A bright and airy bedroom is highlighted by a spacious bed with crisp white linens. Accented by a colorful bicycle-themed artwork, the space features a vibrant rug and warm lighting from bedside lamps. Natural light enters through two windows adorned with patterned curtains.

Hotel room in Rockport

Luxury Queen Room in Rockport Boutique Hotel

Hotel room in Financial District

The exterior of the Harborside Inn is displayed at dusk, showcasing its robust stone facade and illuminated signage. Outdoor seating is visible on the patio, accompanied by bright lights. The contemporary design integrates seamlessly with the historic architecture, providing a welcoming entrance.

4.86 out of 5 average rating, 159 reviews

Harborside Inn-Boutique Hotel

4.83 out of 5 average rating, 24 reviews

A well-lit living area is presented with two comfortable chairs and a coffee table situated on a neutral carpet. Large windows allow natural light to fill the space, and a flat-screen television is mounted on the wall, complementing the serene decor.

Hotel room in Salisbury

Beautiful Living Room | King | Close to Downtown

A spacious guestroom features a large bed with soft pillows and a gray throw. Opposite, a second sleeping area contains a single bed. Warm wooden cabinetry complements the blue accent walls, while large curtains frame a window, allowing natural light to brighten the space.

Hotel room in Downtown

4.57 out of 5 average rating, 539 reviews

FOUND Boston Common - Double Queen Room

A cozy room features a spacious bed with decorative pillows in contrasting colors. A bedside table with a lamp is positioned next to the bed. Natural light filters in through a window adorned with horizontal blinds, and a piece of artwork adds a pop of color to the wall.

Hotel room in North Cambridge

4.71 out of 5 average rating, 125 reviews

Hotel: Near T, Cambridge, Queen bed, private bath

4.93 out of 5 average rating, 59 reviews

A well-appointed sleeping area features a queen size bed dressed with crisp linens and two fluffy pillows. A piece of colorful artwork adorns the wall above the headboard, while natural light filters through a nearby window, accompanied by patterned curtains. A bedside lamp provides additional lighting.

Hotel room in Cambridge

(SQ) Perfect WFH set up in Harvard/MIT

Hotel room in Coolidge Corner

4.93 out of 5 average rating, 30 reviews

Brookline Boutique Hotel & Lodging| Charming 1 BDR

Other great vacation rentals in Marblehead

A charming blue house is surrounded by lush greenery and vibrant orange flowers, creating a welcoming entrance. A brick pathway leads to the front door, framed by well-maintained gardens that evoke a sense of tranquility and connection to nature.

4.98 out of 5 average rating, 65 reviews

Old Town Gardens, Private Getaway

Cottage in Lakeside Marblehead

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.

4.98 out of 5 average rating, 49 reviews

Marblehead, Cottage on Whittier, new construction

The exterior of the home is presented, featuring a light blue facade with white trim. A spacious deck is visible on the upper level, while a neatly landscaped yard with a manicured lawn and stone walkway leading to a white picket fence invites a welcoming atmosphere.

5 out of 5 average rating, 27 reviews

Marblehead Neck Cottage, Harbor Views & Roof Deck

A warm living area features a leather armchair with a cozy throw, accompanied by a small wooden side table. A fireplace is positioned against the wall, with decorative accents placed above it. Natural light enhances the hardwood flooring and walls.

4.98 out of 5 average rating, 46 reviews

Captain’s Quarters

A panoramic view of a harbor filled with boats is presented from a balcony. The scene features a cluster of houses in the foreground, with lush green trees and the expansive blue sky complementing the tranquil waters.

4.96 out of 5 average rating, 26 reviews

Rooftop View & King-Size Comfort

A charming red cottage is showcased with white trim and a sloped roof. Flower boxes filled with greenery adorn the windows, and a welcoming entrance is visible. The surrounding pathway is lined with trees, creating a pleasant outdoor setting in a quaint neighborhood.

4.94 out of 5 average rating, 17 reviews

The Tiny Hideaway

Guest suite in Lakeside Marblehead

A gray-shingled studio addition is set against a backdrop of a well-maintained garden filled with colorful flowers. Sunlight streams down, highlighting the blooming plants and creating a serene outdoor space. The studio features several windows, providing natural light and views of the lush surroundings.

4.98 out of 5 average rating, 50 reviews

Seaside Studio Shipyard District