Discover a selection of 1,000 vacation rentals in Marblehead, MA that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and WiFi. Prices start at $146 per night, and houses and condos are popular options for a stay in Marblehead. Either way, you'll find a rental for everyone's needs.
Top rated rentals — Marblehead
Destination guide

Travel to lively Marblehead

The area's live music and history are just a few of the reasons to vacation in Marblehead. Travelers to this relaxing city praise the sailing, seaside and cheese shops. TD Garden and Fenway Park are just a couple of the must-sees in the area. Many of our vacation rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Things to do

Marblehead's handsome historical homes

You'll find all manner of must-visit attractions on the doorstep of your Marblehead vacation rental. For an unforgettable trip back in time, visit the Jeremiah Lee Mansion. This imposing colonial Georgian home was built in 1768, and has been beautifully preserved, with original hand-painted wallpapers and other decorative features impressively intact. Across the street stands the J.O.J. Frost Gallery, home to a collection of early 20th-century folk art, inspired by Marblehead and its maritime heritage. Meanwhile, the Civil War and G.A.R. Museum brings the region's military history to life in vivid fashion.


Festivals and high sea adventures in Marblehead

Marblehead is widely renowned as one of North America's premier yachting destinations. Its spectacular natural harbor is invariably packed with gently bobbing boats of all shapes and sizes, making it an extremely photogenic spot for a leisurely stroll. If you fancy heading out on your own aquatic expedition, you can learn to sail from scratch, or hire your own boat if you already have some experience under your boat. Naturally, the town is home to numerous luxurious yacht clubs, where you can feast like royalty on fresh, locally caught seafood. Marblehead boasts a jam-packed events program, particularly during the warmer months, when you can enjoy everything from jazz and classical concerts to bustling farmers' markets.

Natural features

Marblehead's migrating songbirds and marine life

Many of Marblehead's most enthralling attractions are entirely natural. The Marblehead Neck Wildlife Sanctuary offers easy-to-follow trails through lush woodlands, and during the spring and fall, it's a haven for migrating birds like warblers and black-crowned night herons. Visit in the warmer months, and you might also catch sight of painted turtles soaking up some rays. If you're visiting between April and October, be sure to hop aboard a boat bound for the nearby Stellwagen Bank National Marine Sanctuary. This is home to an abundance of mesmerizing marine life, from graceful dolphins and playful harbor seals, to majestic humpback and finback whales.

How to get there

How to get to and around Marblehead

Fly into Logan International Airport (BOS), the closest airport, located 12.4 mi (19.9 km) from the city center. If you can't find a flight that's convenient for your trip, you might consider flying into Boston, MA (BNH-Boston Harbor Seaplane Base), which is 12.9 mi (20.8 km) away.

What are the top vacation rentals in or near Marblehead?

From extravagant condos to simple log cabins, Vrbo has properties to match all tastes and budgets. Pack your bags and check out these top vacation rentals in Marblehead:

  • "Charming, Beloved House": If you're on the hunt for a comfy living space in Boston, this rental won't let you down. It comes with 4 bedrooms and a host of amenities including a dishwasher and a stovetop.
  • "Quaint One Bedroom Overlooking Nature Trail In Historic Marblehead": Located in Boston, this sought-after getaway has 1 bedroom and plenty of handy amenities. Nearby birdwatching activities and a free nearby fitness center are just a couple you'll find here.

For even more great options, use the search bar at the top of the page to find the perfect Marblehead vacation rental for you.

What are the top-rated vacation rentals for weekend getaways in or near Marblehead?

There's nothing quite like a quick break to lift your mood. If you're ready to switch off and unwind, these top weekend getaways in and near Marblehead make the ideal base for a mini break:

  • Located around 11 miles to the southwest of Marblehead, "Guest House At Hooper" has everything you need for a fun weekend escape, including cable/satellite TV services and a barbecue grill. When you're ready to head out and explore, there are lots of outdoor attractions to get to like Front Beach and Black Falcon Cruise Terminal.
  • Also consider "Leslie's Retreat: Spacious Home Ideally Located To Everything", which is around 5 miles northwest of Marblehead. After exploring nearby natural attractions like Nutting Lake Conservation Land and Stoney Point, relax in your rental and make use of a water view, a living room and more.

Can I find studio apartments for rent in and around Marblehead?

Usually small in size, economical and conveniently located, it's difficult not to fall for the charms of a studio apartment. Escape to one of these options and get acquainted with Marblehead up close:

  • Make "Historic Home At Freedom Trail" your home for a couple of days or more. This wonderful property comes with amenities including a kitchen and WiFi.
  • Another appealing option is "Romantic Ocean And Boston Skyline Views". Take advantage of an ice maker, a balcony and other convenient amenities during your vacation.

With the moolah you save on your studio apartment, you can afford to explore even more of Marblehead. Cultural sights like New England Conservatory of Music and Handel and Haydn Society will help you better understand the personality of this destination.

Can I find short term rentals in or near Marblehead?

Just because you only have a few short days off work doesn't mean you need to spend it in a boring hotel room. Take a vacation but still have the comforts of home at one of these short-term rentals in or around Marblehead:

  • If you want to be near the action, "Harborfront Villa, Charming Mix Of Contemporary And Turn Of The Century Elegance" has your name on it. It's within reach of the heart of Marblehead and a great base to check out sights like Fenway Park and TD Garden.
  • "Ocean Dreams, Waves As Far As The Eyes Can See" is another enticing option. Remember to add Boston Common and Faneuil Hall Marketplace to your to-do list when you're ready to sightsee.

What are the best romantic weekend getaways in or near Marblehead?

Forget chocolates and flowers. Sometimes all you need is to escape for the weekend, just you and your sweetheart. At Vrbo, we've got romantic getaways in and around Marblehead that would make Cupid swoon. Here are some we think you'll fall hard for:

  • Around 13 miles from Marblehead, "Near Boston Historic Two - Bedroom With Modern Amenities" is an ideal place for adoring couples. A balcony and a dining table are some of the many amenities here.
  • Another place where you can spend a few wonderful days together is "Historic Home At Freedom Trail". Located 14 miles from Marblehead, beauty services and a restaurant dining guide add to the ambiance here.

Are there mansions for rent in or near Marblehead?

Nothing screams "Best. Vacation. Evvv-er." like staying in a mansion. Treat your loved ones to a memorable escape at one of these mansions for rent in and around Marblehead:

  • Located around 5 miles to the northwest of Marblehead, "Historic Brick Federal Period Mansion On Fabled Chestnut Street" is the place to go to relax in total luxury. Amenities offered here include golf and a fireplace.
  • Another popular option is "1855 Grand Mansion In Historical Charlestown" 6 Bed 4. 5 Bath Renovated 2021". Approximately 14 miles to the southwest of Marblehead, this swish vacation rental is the crème-de-la-crème of homes and offers a fireplace, a firepit and more.

What are the best houses for rent with a pool in or near Marblehead?

Of all the conveniences a vacation rental can offer, a pool delivers the most fun. Browse these houses for rent with a pool in or near Marblehead and spend your time splashing around. Just don't forget to bring your unicorn floatie:

  • Pack your swimming gear and book a few days at "Guest House At Hooper". There are plenty of other appealing amenities here, including a TV and coffee and tea making facilities.
  • Spend leisurely vacation days swimming or simply unwinding by the water at "Charming, Beloved House". This vacation home is another sought-after option and offers nearby birdwatching activities, a balcony and more.

Wondering what the weather is like in Marblehead? It has a humid subtropical climate, with average temperatures in summer ranging from 65 ºF to 75 ºF. If you're seeking more inspiration on places to stay in this exciting destination, use the search bar at the top of the page and adjust the filters to look through our entire range of Marblehead vacation rentals.

What are the best large family vacation rentals in or near Marblehead?

No matter if your idea of the perfect escape is up in the hills or by the beach, you'll enjoy it even more if you share the experience with loved ones. Consider one of these large family vacation rentals in or near Marblehead and bring the whole crew:

  • Get your group under the same roof at "Leslie's Retreat: Spacious Home Ideally Located To Everything", which has 5 bedrooms sleeping up to 11 guests. This retreat is located 5 miles to the northwest of Marblehead and comes with amenities such as childrens activities and beach sun loungers.
  • "Harborfront Villa, Charming Mix Of Contemporary And Turn Of The Century Elegance" is another excellent option. It's about 11 miles to the southwest of Marblehead, has 4 bedrooms and accommodates up to 10 guests. Handy amenities here include a dining table and a living room.

If you'd love to sightsee, there are plenty of family-friendly attractions nearby to add to your to-do list. New England Aquarium, Newbury Street and CoCo Key Water Resort - Boston are excellent places to start.

Are there one-bedroom vacation rentals in or near Marblehead?

Romantic retreats, business trips or solo adventures — a one-bedroom vacation rental is an ideal solution for a multitude of occasions. One of our options in or near Marblehead is sure to be just the thing:

  • It's true! Good things really do come in little packages, and "Quaint One Bedroom Overlooking Nature Trail In Historic Marblehead" is a fabulous example of this. This one-bedroom vacation property can be found in a handy central location and features amenities like nearby museums and a nearby marina.
  • Also within easy reach of all the delights of Marblehead, "Zen Vacation In Historic Colonial Marblehead" is another popular one-bedroom option. After a day of exploring, return and take advantage of a kitchen and a fireplace.

Can I find two-bedroom vacation rentals in or near Marblehead?

It's easy to plan a fantastic vacation with Vrbo. Whether you're looking for a cute cabin or a chic apartment, we've got plenty of two-bedroom options in or near Marblehead: Here are just a few of our favorites:

  • First on the list — "Stunning Beach Cottage Just Steps From Marblehead Harbor And Town". This two-bedroom stay offers amenities like a kitchen and a nearby waterfront. You can easily explore Marblehead's various attractions from this comfortable pad.
  • "Charming Private Townhouse - Style Lodging" is another popular two-bedroom option in the Marblehead area. It comes packed with convenient amenities like a fireplace and a water view.