Condo vacation rentals in Marblehead

4.99 out of 5 average rating, 154 reviews

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 Marblehead

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 framed artwork features the silhouette of a raven against a shimmering gold background. The ornate frame adds a touch of elegance, enhancing the gothic decor of the space.

4.96 out of 5 average rating, 124 reviews

The Raven!

Looking for the quintessential Salem stay? Look no further! The main bedroom is designed to get you in the Salem spirit, with its dark gothic decor. Take a reading break in the adjacent room, outfitted to look like a Victorian British library. A spacious living room, dining room, kitchen, and full bath complete this lovely property. Enjoy parking in a driveway in the typically-packed city. We are just a quick and enjoyable 12-minute walk to Essex street and all that downtown has to offer!

An open-concept living area is visible, featuring a modern dining table surrounded by chairs on a textured rug. A kitchenette is equipped with sleek cabinets and appliances. Natural light floods the space, highlighting wooden flooring and an art piece on the wall.

4.96 out of 5 average rating, 206 reviews

Park & Play | Walk To Bars | Sleep in Luxury

Modern Downtown Salem 3 Bedroom Condo - Luxury Bamboo Sheets with Memory Foam Beds, Central AC, Wi-Fi & Smart TV. - Walk to everything: Restaurants, shops, museums, and Haunted Happenings. - 14 mins to Brooksby Farm for apple picking! - Beaches: Sunbathe at Waikiki Beach or Dead Horse Beach at Salem Willows! - Salem 400+: Ideal home base for our historic 400th-anniversary summer events! - Easy transit: Steps to rail for day trips to Boston, Beverly, Gloucester, Rockport & Newburyport.

4.99 out of 5 average rating, 228 reviews

A private deck overlooks Rockport Harbor, featuring two white Adirondack chairs with turquoise cushions. The calm water is dotted with boats, and the iconic Motif #1 is visible in the background, enhancing the coastal ambiance.

Condo in Rockport

Bearskin Neck Rockport ★ Amazing Views ★ Parking

From the deck of this New England vacation retreat enjoy amazing views of Rockport Harbor and the iconic Motif #1. Steps from delightful shops, restaurants, and ice cream/coffee, this recently updated 1-bedroom, 1-bathroom condo with rare, on-site parking is located in the heart of Rockport on Bearskin Neck. Enjoy beautiful ocean breezes with coffee or cocktails on the deck of this sweet beach retreat nestled on the New England coast. Come fall in love with charming Rockport!

A spacious living area features a modern gray sectional sofa with an accent pillow. Two windows provide natural light, framed by elegant window treatments. A flat-screen TV is mounted on the wall opposite a small coffee table set on a textured area rug, enhancing the inviting atmosphere.

4.98 out of 5 average rating, 372 reviews

Charter Street: Historic Charm, Modern Comfort

*Perfect location according to our reviews: Walk to all of Salem's, restaurants, attractions and walking areas* Park your car and walk to all of Salem's main attractions! The Gilbert Chadwick House on Charter Street is a renovated, centrally located apartment perfect for visiting all of Salem's sites and having a nice place to relax at the end of the day. Previously owned by the Peabody Essex Museum, this property was lovingly restored with a modern look.

4.95 out of 5 average rating, 185 reviews

A neutral-toned seating area features a modern gray couch adorned with throw pillows. A wooden coffee table sits in front, while a bedside table with a lamp and decor completes the cozy atmosphere. Large windows allow ample natural light into the space.

Condo in Marblehead

1742 Marblehead Studio|Minutes to Salem|Parking

Inquire about our winter rental rates! KEY FEATURES: ☀️Reserved parking for 1 vehicle ☀️Fully equipped + stocked kitchen ☀️New stainless steel appliances ☀️Light and bright space with four oversized windows ☀️Smart 4K TV ☀️Keurig with complimentary coffee ☀️Family Friendly! We provide pack and play, high chair, bouncer and stroller. No need to overpack with all of that baby gear! ☀️Futon that turns into a full sized bed ☀️Lots of natural lighting

4.99 out of 5 average rating, 267 reviews

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 Marblehead

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

A cozy living space features a queen bed with an orange throw blanket, complemented by natural light filtering through double windows. A mounted TV is positioned above a brick fireplace, while a comfortable sofa and a coffee table enhance the inviting layout.

4.97 out of 5 average rating, 267 reviews

The Green Suite, Private Parking Included

Welcome to The Green Suite, a private condo within a historic home. The whole group will enjoy easy access to everything from this centrally located place. Just under a half a mile to all tourist attractions in Downtown Salem, but far enough away to be peaceful at night. Also a half mile from the commuter rail and a 40 minute ride from the airport. This listing includes one parking spot in an on site privately owned parking lot.

An open living area showcases a warm ambiance with string lights overhead. A dining table is set for six, and a cozy seating arrangement includes a colorful armchair and a plush sofa. A wall-mounted TV is positioned beside vibrant artwork against the white walls.

4.97 out of 5 average rating, 316 reviews

*1710 Historic Downtown 2BR |Salem+Witch Trials

🏆 Top 1% property in Salem! Welcome to The Archer House — your cozy winter getaway! ❄️ This 2-bedroom unit features free parking for 2 cars and all the comforts you need for a relaxing stay. Just steps from the Salem Witch Museum and downtown’s seasonal attractions, it’s the perfect winter escape! 🧙🏻‍♀️ Salem Witch Museum - 3 min walk 🎃 Witch House - 10 min walk ✨ Downtown Salem - 1 Min walk 🕸 Hocus Pocus House - 5 min drive

4.95 out of 5 average rating, 110 reviews

Condo in Swampscott

Ocean View Coastal Retreat | Minutes from Salem

Stay steps from the ocean in beautiful Swampscott, just a 3-minute walk to Fisherman’s Beach with front porch ocean views. Only 7 minutes to historic Salem, 5 minutes to the commuter rail, and about 30 minutes to Boston. Perfect for families, couples, girls trips, Salem visitors, and relaxing beach getaways looking to explore the North Shore and Boston while staying in a peaceful seaside neighborhood. Inhale the ocean air.

A small workspace features a marble-top table accompanied by a white chair with a fur throw. The green wall displays a variety of framed artwork and a small chalkboard with the word 'Welcome.' A mirror above the table reflects elements of the cozy room.

5.0 out of 5 average rating, 131 reviews

The Merchant's Carriage House - Downtown Salem

Conveniently located in downtown Salem, The Merchant's Carriage House invites you to stay in a piece of Salem history. Nestled behind Captain James Barr's home is his antique carriage house, complete with original exposed beams from the 1700s. Our cozy home is tucked just outside of Salem's bustling downtown, within walking distance of everything you've traveled to Salem to visit.

4.99 out of 5 average rating, 147 reviews

A dining area features a dark wooden table surrounded by four chairs, illuminated by a modern chandelier. Light enters through large windows with sheer white curtains, revealing glimpses of a vibrant outdoor view. A colorful area rug adds warmth to the hardwood floor.

Condo in Swampscott

Newly Renovated Victorian close to Salem

Welcome to The Ulman! Enjoy a stylish experience at our centrally-located historic condo. We are walkable to exquisite beaches and parks as well as downtown Swampscott where you will find shops, bars & restaurants to explore. If you feel like hanging in, share a meal/cocktail in the dining room. Perfect for a couples getaway or some friends looking to explore the North Shore.

Popular amenities for Marblehead condo rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly condo rentals

5.0 out of 5 average rating, 110 reviews

A charming three-story house features a light yellow exterior with large windows and a pitched roof. A welcoming front porch offers a mix of outdoor seating. Lush greenery and trees surround the property, creating a serene atmosphere.

Condo in Rockport

Rockport Getaway near ocean, music hall & downtown

A cozy living area features a dark sofa paired with decorative pillows, set atop a patterned area rug. A wooden coffee table occupies the center space, with a small plant adorning its surface. A doorway leads to a dining area visible in the background.

4.9 out of 5 average rating, 305 reviews

Beautiful Apartment in Nice Salem Area

4.91 out of 5 average rating, 274 reviews

A spacious living room features a gray sectional sofa adorned with decorative pillows in soft hues. A round coffee table with a textured surface is positioned in front of the sofa. Natural light filters through white window blinds, illuminating the light blue walls.

Condo in Lynn

High Rock Home-4BR, 2BA Modern, near downtown Lynn

4.94 out of 5 average rating, 126 reviews

A spacious living area is highlighted by framed windows that provide ample natural light and offer views of the sky. A modern couch and an antique roll-top desk are present, accompanied by a cozy armchair. A decorative star design in the area rug adds a unique touch.

Condo in Peabody

Peabody Penthouse Top of the World Sunset View

A bright living area features a red sofa and a beige ottoman, with a modern fireplace set into a light-colored wall. A television is mounted above the fireplace. Light wood flooring extends throughout the space, which is complemented by natural light from large windows.

4.82 out of 5 average rating, 104 reviews

Gorgeous townhouse in Salem w/ outdoor oasis

4.93 out of 5 average rating, 130 reviews

A comfortable living area features a large sectional sofa with an orange accent pillow. A wooden coffee table sits in front, complemented by a light-colored media console housing a mounted TV. Natural light enters through multiple windows, illuminating the gray walls.

Condo in Beverly

Downtown Beverly| Water view| 2 BR| Steps 2 beach

4.96 out of 5 average rating, 114 reviews

The modern kitchen features sleek stainless steel appliances and a spacious island with seating. Natural light fills the area from multiple windows, highlighting the granite countertops. A dining table sits within the open layout, creating an inviting space for meals.

Condo in Medford

Modern, Spacious, Top Floor Condo in A++ Location!

4.94 out of 5 average rating, 368 reviews

The private rooftop deck features a shaded seating area with sectional sofas adorned with cushions. Potted plants add greenery, while views of neighboring buildings and trees are visible in the background under a partially cloudy sky.

Condo in Roxbury

Boston Rooftop Retreat

Pet-friendly condo rentals

4.98 out of 5 average rating, 123 reviews

The exterior of a historic two-story building is shown, featuring blue siding and white trim. A tall tree stands at the front, providing shade, while a decorative fence encloses the property. Steps lead up to the entrance, enhancing the welcoming appeal of the home.

Condo in Winthrop

The Day-Burrill-Wadsworth-La Voix House

4.99 out of 5 average rating, 242 reviews

Condo in Winthrop

Truly Oceanfront! Spacious Family Petfriendly Home

4.94 out of 5 average rating, 262 reviews

The living area features two gray sofas positioned around a round wooden coffee table on a vibrant blue area rug. A cozy fireplace is situated against a striking red wall, complemented by a bookshelf filled with books. Natural light enters through a nearby window.

Condo in East Boston

Family Home + Near Downtown + Cool Backyard!

4.89 out of 5 average rating, 150 reviews

A well-lit bedroom features a spacious bed dressed in crisp white linens, flanked by small bedside tables with lamps. Large windows provide natural light and views of the surrounding area, while the soft blue walls create a calming ambiance.

Condo in South Boston

Penthouse 2 Beds /2 Baths luxury in South Boston

4.96 out of 5 average rating, 206 reviews

Condo in Gloucester

KeyWest Vibe, PrivatePatio, Close2Salem, WalkDWNTN

4.88 out of 5 average rating, 173 reviews

A bright living area is highlighted by a circular dining table surrounded by four chairs. A large round mirror above a white fireplace reflects the light. Warm wooden floors contrast with the cream walls, accentuated by subtle decor elements and natural light from nearby windows.

Condo in Boston

Condo in downtown Boston

4.94 out of 5 average rating, 225 reviews

A modern kitchen is showcased with light wood cabinetry and an expansive island featuring a white marble countertop. Pendant lights hang above, illuminating the space. The open layout leads to a cozy living area with a large sectional sofa, surrounded by windows that invite natural light.

Condo in East Boston

Luxury apt w/ sauna & deck | by airport, downtown

4.77 out of 5 average rating, 267 reviews

A well-appointed bedroom features a spacious bed with a light duvet and coordinating cushions. Two windows are dressed with patterned curtains, allowing natural light to fill the room. Artwork adorns the walls, complemented by a small desk with a potted plant and a chair.

Condo in North End

Gorgeous Huge Duplex 3 baths sleeps 6 Parking

Condo rentals with a pool

4.93 out of 5 average rating, 27 reviews

Condo in Cambridge

“Luxury 2BR Cambridge | Pool + Parking”

4.86 out of 5 average rating, 7 reviews

Condo in Fenway-Kenmore

Back Bay Hub for Red Sox & Fall Campus Trips

4.83 out of 5 average rating, 6 reviews

Private room in Roxbury

Private Room in Boston Apartment

A modern kitchen is shown with sleek cabinetry and stainless steel appliances. The large central island, topped with a light-colored surface, features seating with green bar stools. Unique pendant lights add a contemporary touch, and the space is illuminated by soft, ambient lighting.

Private room in Stoneham

Modern condominium just miles north of Boston.

5.0 out of 5 average rating, 4 reviews