Vacation rentals in Marblehead

Home in Lakeside 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, 140 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, 120 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, 203 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, 185 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.

Tiny home in Lakeside Marblehead

4.99 out of 5 average rating, 233 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.

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, 232 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, 294 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

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.

4.99 out of 5 average rating, 136 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.

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, 194 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!

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, 281 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.

A spacious sleeping area features a floral-patterned bedspread with coordinating pillows atop a plush bed. Soft lighting illuminates the space, highlighting the warm-toned decor and framed artwork on the wall. A staircase is visible in the background, leading to additional areas of the suite.

4.9 out of 5 average rating, 231 reviews

"Sweet 57" - private entrance suite

Suite with private entrance in quiet family home. Includes kitchenette with a microwave, mini fridge, and coffee maker. Washer/dryer available for week+ long stays (subject to host assistance). Includes access to family room with tv. Ample closet space. Beach chairs, towels, & bikes available. Come for a day or a week. You will not run out of things to do and will find your accommodations private, quiet and safe. NO SMOKING permitted in or anywhere near home.

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.

4.9 out of 5 average rating, 246 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 Winthrop

4.7 out of 5 average rating, 27 reviews

(S202) Studio close to airport, hospitals & Beach

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.

4.85 out of 5 average rating, 158 reviews

Harborside Inn-Boutique Hotel

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, 124 reviews

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

A cozy sleeping area is presented with a black metal bed frame and crisp white bedding. A bedside table is located next to the bed, featuring a small safe and a few colorful books. The wall above displays an assortment of framed artwork in various sizes.

Hotel room in Back Bay

4.71 out of 5 average rating, 17 reviews

Cozy Double - Copley Square Hotel

4.67 out of 5 average rating, 12 reviews

A spacious room features a large bed with decorative bedding and an upholstered headboard. Soft lighting is provided by two bedside lamps. A seating area includes an armchair and a small table, while a television is mounted on the wall opposite the bed.

Hotel room in Salisbury

Large King - 10, Guest House

Hotel room in Aggasiz - Harvard University

A king bed is positioned against a decorative accent wall featuring subtle floral patterns. Natural light enters from a large window covered with a light-filtering shade. A modern TV is mounted on the opposite wall, while additional artwork adorns the space. A minimalist chandelier provides overhead lighting.

4.9 out of 5 average rating, 39 reviews

Prentiss House by Thatch | King Rm #3

Other great vacation rentals in Marblehead

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

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, 64 reviews

Old Town Gardens, Private Getaway

An aerial view of a charming neighborhood reveals a mix of houses and a glimpse of Marblehead Harbor in the distance. Trees in autumn colors frame the scene, while rooftops and outdoor spaces provide a sense of community and coastal living.

4.97 out of 5 average rating, 30 reviews

Rooftop Deck, Old Town, Harbor Peeks, Near Shops

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, 44 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, 24 reviews

Rooftop View & King-Size Comfort

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

Home in Lakeside Marblehead

An outdoor patio features a spacious stone-paved area with a wooden dining table surrounded by four chairs. Two lounge chairs are positioned for relaxation. Potted plants and a large umbrella enhance the space, which is bordered by a wooden fence and greenery.

4.97 out of 5 average rating, 72 reviews

Old Town & Walking Distance to Everything