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Vacation rentals in Marblehead

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Top-rated vacation rentals in Marblehead

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Top guest favorite

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.

Home in Lakeside Marblehead

5 out of 5 average rating, 141 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.

Top guest favorite

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.

Condo in Lakeside Marblehead

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.

Top guest favorite

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.

Apartment in Lakeside Marblehead

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.

Top guest favorite

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.

Home in Lakeside Marblehead

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

Top guest favorite

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.

Guest suite in Lakeside Marblehead

4.92 out of 5 average rating, 233 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.

Top guest favorite

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.

Apartment in Lakeside Marblehead

4.96 out of 5 average rating, 295 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.

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.

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.

Loft in Lakeside Marblehead

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!

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.

Guest suite in Lakeside Marblehead

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.

Apartment in Lakeside Marblehead

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!

Top guest favorite

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.

Condo in Lakeside Marblehead

4.99 out of 5 average rating, 234 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

Laptop-friendly workspace

Boutique hotels in Marblehead

The room features two queen beds with light-colored linens and decorative headboards. A comfortable seating area is present with a woven bench. A small desk with a chair is situated beside the window, and a flat-screen television is mounted on the wall.

Hotel room in Salisbury

4.68 out of 5 average rating, 37 reviews

Close to Downtown | Double Queen | Coastal living

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

5 out of 5 average rating, 4 reviews

Ipswich Inn | Wilcomb Suite | Wetbar+Smart TV

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

5 out of 5 average rating, 21 reviews

Luxury Queen Room in Rockport Boutique Hotel

Hotel room in Winthrop

4.71 out of 5 average rating, 28 reviews

(S202) Studio close to airport, hospitals & Beach

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.

Hotel room in Downtown Boston

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 Cambridge

4.71 out of 5 average rating, 125 reviews

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

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.

Hotel room in Cambridge

4.9 out of 5 average rating, 40 reviews

Prentiss House by Thatch | King Rm #3

Top guest favorite

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

4.93 out of 5 average rating, 58 reviews

(SQ) Perfect WFH set up in Harvard/MIT

Other great vacation rentals in Marblehead

Top guest favorite

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.

Apartment in Lakeside Marblehead

4.98 out of 5 average rating, 65 reviews

Old Town Gardens, Private Getaway

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

Top guest favorite

A bright, spacious kitchen features a large marble island with seating for six. Modern white cabinetry and a stainless steel gas range are complemented by warm wooden accents. Natural light fills the room through large windows at the back, enhancing the inviting atmosphere.

Home in Lakeside Marblehead

4.99 out of 5 average rating, 75 reviews

Hideaway House: Modern home, historic seaside town

Top guest favorite

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.

Apartment in Lakeside Marblehead

4.98 out of 5 average rating, 45 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.

Apartment in Lakeside Marblehead

4.96 out of 5 average rating, 25 reviews

Rooftop View & King-Size Comfort

Top guest favorite

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.

Guest suite in Lakeside Marblehead

4.98 out of 5 average rating, 50 reviews

Seaside Studio Shipyard District

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

Top guest favorite

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.

Home in Lakeside Marblehead

4.97 out of 5 average rating, 72 reviews

Old Town & Walking Distance to Everything

Quick stats about vacation rentals in Marblehead

Total rentals
390 properties
Nightly prices starting at
R868 ZAR before taxes and fees
Total number of reviews
25K reviews
Family-friendly rentals
210 properties are a good fit for families
Pet-friendly rentals
70 properties allow pets
Rentals with dedicated workspaces
200 properties have a dedicated workspace

Frequently Asked Questions

Where should I stay in Marblehead?
Make yourself at home in Marblehead by choosing from our most frequently booked neighborhoods. We have over 650 vacation rentals in Marblehead Historic District, over 650 vacation rentals in Downtown Salem District, and over 650 vacation rentals in Salem Neck.
Are there vacation rentals with a dedicated workspace in Marblehead?
Yes! Work meets play with ease at over 200 vacation rentals in Marblehead featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Marblehead?
Four-legged friends are welcome in Marblehead. Choose from more than 70 vacation rentals for guests traveling with pets.
How much does it cost to stay in apartment rentals in Marblehead?
Experience the best of Marblehead with our apartment rentals, starting at about $100 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Marblehead have wifi?
Absolutely! We offer over 120 house rentals with wifi in Marblehead. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Marblehead have a bbq area?
Absolutely! We offer over 20 house rentals with a bbq area in Marblehead. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Marblehead have a gym?
Absolutely! We offer over 10 house rentals with a gym in Marblehead. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Marblehead have self check-in?
Absolutely! We offer over 30 apartment rentals with self check-in in Marblehead. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in Marblehead?
Marblehead has more than 90 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
What are the most popular amenities for Apartment Rentals in Marblehead?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 130 homes with wifi, over 30 homes with self check-in, and more. Indulge in the ultimate retreat, tailored to your preferences.

Destinations to explore