Vacation rentals in Marblehead

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Top-rated vacation rentals in Marblehead

Guests agree: these stays are highly rated for location, cleanliness, and more.

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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, 146 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, 127 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, 209 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 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.
Apartment in Lakeside Marblehead
4.95 out of 5 average rating, 193 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!

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, 243 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 favorite
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, 242 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
A charming two-story house with blue siding and white trim features a welcoming front porch. The yard is surrounded by a white picket fence, with a path leading to the entrance. Vibrant foliage adds a touch of color to the landscape.
Guest suite in Lakeside Marblehead
4.85 out of 5 average rating, 169 reviews

The Knotical (private suite, separate entrance)

Downtown Marblehead! Separate entrance to a private one bedroom/one bathroom apartment with living area and efficiency kitchen. Enjoy your own space in the Shipyard District just of off Atlantic Ave, close to Old Town, yacht clubs, and Devereaux Beach. This is a separate space within a larger house with parking. The ceilings are low (this is Marblehead, after all), and the space is the downstairs unit of a three level house. Anyone over about 6 feet will need to watch their head!

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, 300 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.

Guest favorite
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, 289 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.

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, 242 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

Top guest favorite
A cozy sleeping area features a queen bed with decorative pillows and a textured blanket. Two large windows provide natural light, while a charming quilted wall hanging adds character. A wooden dresser and seating area with wicker chairs enhance the inviting atmosphere.
Guest suite in Rockport
4.98 out of 5 average rating, 719 reviews

Halibut Point State Park. Nature Lovers Retreat

"Tween Coves Cottage" lies nestled next to breathtaking Halibut Pt. State Park. A short walk along wooded paths will lead to the ocean where you can picnic by the water, explore tidal pools, and enjoy a variety of wildlife and vegetation. Distance to the center of Rockport by car is under 10 minutes/ walking is approx. 50 minutes. Distance to the railway station is approx. 5 minutes by car/ walking is approx. 40 minutes.

Popular amenities for Marblehead vacation rentals

When is the best time to visit Marblehead?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$35,357 GYDG$34,311 GYDG$37,449 GYDG$41,424 GYDG$47,072 GYDG$50,838 GYDG$53,558 GYDG$54,186 GYDG$59,625 GYDG$79,500 GYDG$51,466 GYDG$41,424 GYD
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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 700 vacation rentals in Marblehead Historic District, over 700 vacation rentals in Salem Neck, and over 700 vacation rentals in Downtown Salem District.

  • 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 bed and breakfast rentals in Marblehead?

    Experience the best of Marblehead with our bed and breakfast rentals, starting at about $110 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do condo rentals in Marblehead have wifi?

    Absolutely! We offer over 50 condo 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 House Rentals in Marblehead?

    Enhance your stay in our House Rentals with the most popular amenities: over 120 homes with wifi, over 10 homes with a gym, over 20 homes with self check-in, over 20 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about vacation rentals in Marblehead

  • Total vacation rentals

    Explore 410 vacation rentals in Marblehead

  • Nightly prices starting at

    Marblehead vacation rentals start at G$14,645 GYD per night before taxes and fees

  • Verified guest reviews

    Over 27,100 verified reviews to help you choose

  • Family-friendly vacation rentals

    220 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 70 rentals that welcome pets

  • Rentals with dedicated workspaces

    200 properties have a dedicated workspace

  • Wi-Fi availability

    400 of Marblehead vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Self check-in, Gym, and BBQ grill across Marblehead rentals

  • 4.9 Average rating

    Marblehead stays are highly rated by guests—averaging 4.9 out of 5!

Destinations to explore

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