Apartment holiday rentals in Essex County

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Top-rated apartment rentals in Essex County

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

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Top guest favourite

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.

Apartment in Medford

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

Modern, sunny second floor space with chef's kitchen! Newly renovated with gleaming hardwood floors, ample free parking, in-suite laundry, seventy five inch 4K smart TV, dining area, two generous bedrooms (one has king bed), separate living room, and sun porch. All this located in an exceptional location just steps from the Wellington Station Orange Line MBTA (the T) / Station Landing, Starbucks, Encore Boston, Life Time Sports Club, Planet Fitness, Restaurants, CVS, Assembly Row, & morer

ValueFamilyCheckout

4.96 out of 5 average rating, 114 reviews

Top guest favourite

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.

Apartment in Salem

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!

ValueFamilyCleanliness

4.96 out of 5 average rating, 124 reviews

Top guest favourite

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.

Apartment in Downtown Salem

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.

FamilyValueLaundry

4.96 out of 5 average rating, 206 reviews

Top guest favourite

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.

Apartment in Rockport

Rockport Getaway near ocean, music hall & downtown

This private, newly-renovated, well-appointed entire two-bedroom garden apartment comfortably sleeps four with full kitchen, bathroom, washer/dryer, central A/C. Desirably located, just steps to Rockport Harbor, restaurants, shopping, Shalin Liu Performance Center and short walk to beaches. Free onsite parking for two cars. Exclusive side yard use with patio, outdoor furniture and table. Bright & airy, it's a quiet, restorative getaway. Available for longer winter rental too.

ValueFamilyIndoor spaces

5.0 out of 5 average rating, 110 reviews

Top guest favourite

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.

Apartment 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!

ValueLocationParking

4.99 out of 5 average rating, 228 reviews

Top guest favourite

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.

Apartment in Downtown Salem

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.

ValueFamilyCleanliness

4.98 out of 5 average rating, 372 reviews

Top guest favourite

A spacious game room features a stylish hanging chair and a classic arcade machine in the background. Natural light illuminates the wood-paneled ceiling and bright walls, creating a welcoming space ideal for family fun or relaxation.

Apartment in Gloucester

3BR Oceanfront Condo with decks

Have fun with the whole family at our stylish oceanfront condo. Capture exquisite sunrises and sunsets off of the decks overlooking the ocean. Spend time in the spacious arcade/game room with family and friends or listen to some smooth beats using our retro record player. Walk to downtown Gloucester where you will find a number of restaurants and bars or alternatively walk to exquisite beaches or parks all available steps from your front door.

LocationValueBiking

4.99 out of 5 average rating, 166 reviews

Top guest favourite

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.

Apartment 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

ValueLocationSleep quality

4.99 out of 5 average rating, 267 reviews

Top guest favourite

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.

Apartment in Salem

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.

LocationFamilyKitchen

4.97 out of 5 average rating, 267 reviews

Top guest favourite

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.

Apartment in Downtown Salem

*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

LocationFamilyCleanliness

4.97 out of 5 average rating, 316 reviews

Guest favourite

Apartment 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.

ValueFamilyQuiet

4.95 out of 5 average rating, 110 reviews

Superhost

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.

Apartment in Lynn

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

High Rock Home, a "wicked awesome" modern downtown Lynn condo. Close proximity to restaurants & shops, beaches, outdoor activities, casino and transportation. You'll love the gourmet kitchen, high ceilings, deck and proximity to the water, Boston, Salem and many coastal towns. High Rock Home is perfect for couples traveling in groups, adventurers, business travelers, & families with children.

FamilyLocationLaundry

4.91 out of 5 average rating, 274 reviews