Holiday rentals in Manchester-by-the-Sea

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Top-rated holiday rentals in Manchester-by-the-Sea

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

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Top guest favourite
The image captures a serene waterfront scene with comfortable Adirondack chairs arranged on a grassy area overlooking a calm harbor. The view includes a small dock with boats and a waterfront lined with rocky formations, creating a peaceful coastal ambiance.
Flat in Rockport
4.98 out of 5 average rating, 241 reviews

Winter retreat & waterviews in downtown Rockport

Rockport is charming over the holidays with lights, music and shopping! This brand new waterfront apartment is in a historic home with onsite parking & a private entrance. Galleries, restaurants, coffee shops, live music and shopping on Bearskin Neck are steps away. Features full kitchen and bathroom with new applicances and fixtures. Living room has a loveseat, swivel chair, dining table, coffee table, roku TV, games, puzzles & books. Kitchen has a fridge, stove, oven, microwave and Keurig.

Top guest favourite
A spacious living area features a light grey sectional sofa accented with decorative pillows. A round coffee table sits at the center, adorned with candles and a decorative piece. Natural light floods the room through multiple windows, highlighting the warm wood flooring.
Flat in Rockport
4.96 out of 5 average rating, 102 reviews

Balcony|KING Suite|Walk2Beach+Bearskin|Parking

Inquire about our winter rental rates! • Steps to Front Beach, Bearskin Neck cafes, restaurants, boutiques, art shops, and the Shalin Liu • Private off street parking spots for 2 cars • High Speed Wi-Fi • 10 minute walk from commuter rail to Boston • Smart TV equipped to stream all your favorites • Fully stocked kitchen • Balcony with cafe seating • Ensuite bathroom with large Kohler soaking tub • Comfortable king and queen size memory foam beds • Convenient EV charging right across the street!

Superhost
A comfortable living area features a plush L-shaped sofa adorned with decorative pillows. A stylish coffee table is situated on a patterned area rug. A full-size mirror and a workspace with a desk and chair are visible, providing a functional and inviting atmosphere.
Flat in Beverly
4.83 out of 5 average rating, 193 reviews

Charming Downtown Gem ~ 2min to Salem ~ Workspace!

Step into the modern and comfortable 2BR 1Bath apartment nestled in the picturesque downtown of Beverly, MA. It offers a relaxing getaway near excellent restaurants, shops, attractions, landmarks, major hospitals, and colleges, making it ideal for leisure and business guests. Stylish design and a rich amenity list will satisfy your every need. ✔ Two Comfortable Bedrooms ✔ Fully Equipped Kitchen ✔ Smart TV ✔ Workspace ✔ High-Speed Wi-Fi ✔ Free parking but only on Street; No dedicated parking

Guest favourite
A light-filled living area is arranged with a spacious sofa adorned with colorful cushions. A round coffee table sits at the center, complemented by a textured area rug. There are large windows allowing natural light, and decorative elements enhance the cozy ambiance.
Flat in Rockport
4.98 out of 5 average rating, 114 reviews

Downtown 1 bedroom w parking

Enjoy our fully refurbished historical home located in the heart of the coastal town of Rockport, Massachussetts. Perfect for couples or small families. This cozy basement unit offers a comfortable stay with with parking and a new kitchen, bathroom and washer and dryer, Our unit features a bedroom with a comfortable king size bed, The living space is tastefully decorated with a queen sofa bed. Walk to the beach, Bearskin neck, restaurants, Shalin Liu music center, art galleries and shops.

Top guest favourite
An expansive view of the ocean showcases rolling waves under a partially cloudy sky. A deck is visible, outfitted with outdoor seating, surrounded by lush greenery and coastal vegetation, creating a serene outdoor space.
Flat in Magnolia
4.87 out of 5 average rating, 128 reviews

Amazing Ocean View In-Law Apt.

Step into a breath-taking magical seaside residence with 180-degree ocean views. This private in-law apartment has a sprawling lawn, steps to the ocean, and landscaped gardens. The apartment has one queen size bed with sliding doors opening out to the lawn, a queen pullout couch, granite counter-top complete kitchen including micro and dishwasher, ping-pong table, flat screen TV, home office and bathroom/ shower. The apartment has been thoroughly cleaned and meets all covid-19 standards.

Top guest favourite
The exterior of the apartment is framed by lush greenery, showcasing a well-maintained lawn. A winding pathway leads to a red door framed by a white porch. Surrounding flowers add color amidst the soft shade of nearby trees, creating a serene atmosphere.
Flat in Beverly
4.94 out of 5 average rating, 723 reviews

Beverly Farms Apartment “Homeport”

"Homeport" - A nautical themed apartment, nestled in the small coastal village of Beverly Farms. The village has cafes, restaurants, beaches and is nearby “Witch City” Salem MA. Homeport has a private entrance, den, two bedrooms, 1.5 baths with essential amenities and guest parking. The local area is famous for beaches, museums, galleries, eateries and many historic attractions. Explore the North Shore or take a commuter train to explore Boston, saving time and expense of driving.

Guest favourite
A quaint stone cottage is surrounded by lush greenery and colorful flowers, with a well-maintained garden featuring clusters of purple blooms. The cottage's rustic charm is complemented by a sloped lawn and mature trees, creating a serene outdoor atmosphere.
Guest house in Gloucester
4.93 out of 5 average rating, 113 reviews

Plum Cove Cottage with king suite!

A quaint 1900's cottage Plum Cove beach is just 500 ft away! The full gourmet kitchen has granite counters and stainless steel appliances. There is also a spa shower, romantic king bedroom with maple spiral stairs and 3 skylights which provide amazing light throughout. Watch the spectacular sunsets voted one of the best in the world by National Geographic. This is the premier location to begin your exploration of Cape Ann. Beach umbrellas and chairs provided.

Guest favourite
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.
Flat in Lakeside Marblehead
4.9 out of 5 average rating, 264 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!

Guest favourite
A cozy living space features a light-colored sectional sofa in front of a wall-mounted television. A framed artwork decorates the white walls, and a small round table sits between a patterned area rug and the sofa, adding comfort to the setting.
Flat in Stoneham
4.87 out of 5 average rating, 379 reviews

Entire guest suite in Stoneham

Come enjoy this quiet and comfy home in the heart of Stoneham—your perfect getaway just 20 minutes from the airport and the historic city of Boston. Conveniently located near shopping malls, restaurants, coffee shops, grocery stores, and the natural beauty of Middlesex Fells Reservation and Stone Zoo, this peaceful retreat is designed to make your trip relaxing, enjoyable, and stress-free.

Guest favourite
A spacious room features a queen bed with a gray blanket, a bedside table, and a kitchenette area with an electric kettle. Light enters through large windows with shades, illuminating the teal walls, while a soft rug is placed on the wooden floor.
Flat in Beverly
4.88 out of 5 average rating, 128 reviews

Private Studio Near Downtown & Ocean

Take advantage of the thriving communities of the north shore with this cozy space just steps away from downtown Beverly. This room comes with a queen size bed, its own 3/4 bath, kitchenette and a private entrance in the back of our family home. Enjoy easy walking to the beach, multiple parks and restaurants and the train station to travel anywhere including Boston and downtown Salem.

Top guest favourite
A bright loft bedroom features a spacious bed with fresh white linens. A cozy window seat overlooks coastal views, adorned with soft pillows. Natural light fills the room, highlighting light beige walls and minimal decor, creating a serene sleeping area.
Flat in Rockport
4.97 out of 5 average rating, 302 reviews

Chic Downtown Loft ☆ Private Parking ☆ Ocean View

Enjoy ocean views from this bright, renovated loft on Dock Square—the heart of Rockport. Steps from beaches, Bearskin Neck cafés, Motif No. 1, boutiques, and the Shalin Liu. Walk everywhere and soak in the seaside vibe. 1-min → Bearskin Neck 5-min → Front Beach 8-min drive → Halibut Point Park 25-min → Salem | 1 hr → Boston | 15-min walk → MBTA train

Guest favourite
A spacious living area features a large, sectional sofa with neutral upholstery, oriented towards a wooden coffee table. Bright light filters through multiple windows, illuminating the room. A dining area with wooden chairs is visible in the background, along with built-in storage cabinets.
Flat in Manchester-by-the-Sea
4.9 out of 5 average rating, 183 reviews

Modern Space With Pool Close To Singing Beach

Situated in a very quiet neighborhood, you will rest comfortably. Drive five minutes and you can be in downtown Manchester-By-The-Sea with singing beach and great restaurants. secluded back yard with fire pit and pool. Inside you'll find a freshly updated and modern living space with fireplace. (Pool open from 5/27-9/8).

Popular amenities for Manchester-by-the-Sea holiday rentals

Frequently Asked Questions

  • What are the most popular amenities for House Rentals in Manchester-by-the-Sea?

    Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with a bbq area, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Where should I stay in Manchester-by-the-Sea?

    Make yourself at home in Manchester-by-the-Sea by choosing from our most frequently booked neighborhoods. We have over 30 vacation rentals in Bakers Island, and over 1,180 vacation rentals in Manchester-by-the-Sea.

  • Are there vacation rentals with a dedicated workspace in Manchester-by-the-Sea?

    Yes! Work meets play with ease at over 10 vacation rentals in Manchester-by-the-Sea featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do house rentals in Manchester-by-the-Sea have wifi?

    Absolutely! We offer over 10 house rentals with wifi in Manchester-by-the-Sea. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Manchester-by-the-Sea have a bbq area?

    Absolutely! We offer over 10 house rentals with a bbq area in Manchester-by-the-Sea. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in house rentals in Manchester-by-the-Sea?

    Experience the best of Manchester-by-the-Sea with our house rentals, starting at about $80 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Manchester-by-the-Sea?

    Four-legged friends are welcome in Manchester-by-the-Sea. Choose from more than 10 vacation rentals for guests traveling with pets.

  • Do house rentals in Manchester-by-the-Sea have air conditioning?

    Absolutely! We offer over 10 house rentals with air conditioning in Manchester-by-the-Sea. Enjoy a tailored experience with all the comforts you desire.

Quick stats about holiday rentals in Manchester-by-the-Sea

  • Total holiday rentals

    Explore 30 holiday rentals in Manchester-by-the-Sea

  • Nightly prices starting at

    Manchester-by-the-Sea holiday rentals start at £37 per night before taxes and fees

  • Verified guest reviews

    Over 1,720 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space & child-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    30 of Manchester-by-the-Sea holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill and Laptop-friendly workspace across Manchester-by-the-Sea rentals

  • 4.8 Average rating

    Manchester-by-the-Sea stays are highly rated by guests – averaging 4.8 out of 5!