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, 137 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, 119 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 two-story gray exterior townhouse is visible, featuring multiple windows and a welcoming entrance. The property is situated on a quiet street, with an accompanying staircase leading to the front door. Decorative details reflect its historical charm, while modern elements blend seamlessly.

4.95 out of 5 average rating, 182 reviews

Heart of Old Town One-Bed (Right-side Duplex)

Enjoy this charming 2-story townhouse with private entrance built in 1900 with the quaint characteristics of an antique harbor side home. Located in the heart of Old Town, close to Crocker Park and overlooking the Harbor, it is walking distance to everything! Our space features a full kitchen, dining room and living room (with twin sofa bed) on the first level and 1 king bedroom with full bathroom upstairs. Also on the 2nd level is a study with day-bed and desk. We look forward to hosting you!

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, 213 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

A charming tiny house with a two-story design is framed by blooming yellow forsythia. The house features large windows and a welcoming front door, situated on a lush green lawn with a wooden bench visible nearby, enhancing the serene outdoor setting.

4.99 out of 5 average rating, 230 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, 230 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, 292 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.

4.98 out of 5 average rating, 132 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.

4.91 out of 5 average rating, 280 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.

4.91 out of 5 average rating, 229 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.

Condo in Lakeside Marblehead

The living area features a mix of comfortable seating, including a floral-patterned sofa and a plaid armchair. A round coffee table sits atop a light blue area rug, and large windows allow natural light to fill the space, enhancing the cozy ambiance.

4.99 out of 5 average rating, 230 reviews

Harbor View Suite

Harbor View Suite is a beautifully decorated two story Unit within a newly renovated Victorian house on the harbor located in Historic Old Town Marblehead, Massachusetts. This accommodation offers a rooftop terrace with panoramic views of the Harbor. Views of the harbor also from the kitchen deck. Perfect for families & friends. One dog allowed no cats please PLEASE note - parking on site is very tight small cars compact SUVs only

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Popular amenities for Marblehead vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Marblehead boutique hotels

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 Downtown Boston

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, 154 reviews

Harborside Inn-Boutique Hotel

A cozy sleeping area features a spacious bed dressed in neutral tones, complemented by decorative pillows in red and beige. A bedside table with a lamp sits next to the bed, and a window with blinds allows natural light to enter the room.

Hotel room in Cambridge

4.6 out of 5 average rating, 48 reviews

Hotel : Contemporary rooms Near Red Line T

4.91 out of 5 average rating, 22 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

4.92 out of 5 average rating, 78 reviews

A well-lit guest room features a full-size bed with crisp white linens. Two windows provide natural light, framed by light gray curtains. A small desk and chair are situated by one window, while a patterned chair adds an element of comfort to the space.

Hotel room in Cambridge

(SG) Sunny single, yard-facing with shared bath

4.78 out of 5 average rating, 27 reviews

A standard king room features a spacious bed with a light-colored headboard, nestled under sloped ceilings with exposed wood beams. A seating area and a desk are provided, along with a window revealing natural light and views of the outside. Simple decor enhances the inviting space.

Hotel room in Cambridge

Prentiss House by Thatch | King Rm #14

Hotel room in Coolidge Corner

A cozy bedroom is furnished with a spacious bed covered in a patterned blanket. A bedside lamp provides soft lighting beside the bed, while a small table and chair complete the inviting arrangement. Light enters through a nearby window, adding a warm ambiance.

4.93 out of 5 average rating, 29 reviews

Charming 1-BDR Brookline Boutique Hotel & Lodging

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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, 48 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, 61 reviews

Old Town Gardens, Private Getaway

The living room features a comfortable couch adorned with patterned cushions, a rustic wooden coffee table, and a bookshelf filled with decorative items. Natural light enters through large windows, which are dressed with woven shades. A patterned rug covers the hardwood floor, adding texture to the space.

5 out of 5 average rating, 16 reviews

1st Floor, Single Level Apartment in Old Town MHD

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, 40 reviews

Captain’s Quarters

A bright bedroom features a spacious bed with soft bedding and a decorative throw at the foot. A ceiling fan provides airflow, and natural light fills the room through multiple windows with shades. Light-colored walls and hardwood floors complete the cozy atmosphere.

4.96 out of 5 average rating, 24 reviews

Beautiful flat in Marblehead

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 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.

4.93 out of 5 average rating, 15 reviews

The Tiny Hideaway

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.