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
A three-story blue house is framed by well-manicured greenery, including shrubs and small trees. A stone pathway leads to a welcoming front door, flanked by two rocking chairs. A balcony above adds architectural interest, and large windows allow for natural light.
Flat in Gloucester
5 out of 5 average rating, 73 reviews

Blue Magnolia

High in the treetops, this spacious apartment is only two blocks from the Atlantic Ocean! You'll enjoy 1400+ square feet with beautiful hardwood floors, an all-new kitchen, and your choice of two comfortable bedrooms -- one king and one queen. With a sleeper sofa, the apartment can sleep six total. This is a 2-flight walkup with private entrance, plus access to a large patio and well-established plantings including roses & a grassy yard. Offstreet parking in back if needed, thru driveway gates.

Top guest favourite
A charming guest suite is visible amidst a well-kept yard, characterized by a blend of unique architectural elements. The structure features multiple windows and a welcoming entrance. Surrounding greenery and trees provide a sense of tranquility, enhancing the inviting outdoor space.
Guest suite in Beverly
5 out of 5 average rating, 133 reviews

Peaceful, 1888 Mediterranean Manor by the Beach

Architectural charm in this newly renovated, eco-friendly guest suite, could be a destination in itself with a granite kitchen, open living/dining, large yard, patio, private outdoor fireplace and fountain, and brick courtyard. A block away are beaches, lighthouse, playgrounds and a seaside park. Beverly has historic theatres, top-notch dining, cafes and microbrews. Boston is conveniently 30 mins away; other attractions like museums, castles, trails, water sports and whale watching are nearby.

Top guest favourite
A charming white cottage is set amidst lush greenery, featuring a bright blue door and stylish outdoor lighting. Flanking the entrance are planters with flowers, and neat landscaping enhances the inviting facade. A paved path leads to the cottage, surrounded by well-maintained grass.
Cottage in Gloucester
5 out of 5 average rating, 44 reviews

Shore Cottage • Peaceful Coastal Retreat

Tucked away in a quiet, private residential neighborhood, our cozy cottage offers the ideal home base for your Gloucester getaway. Located just steps from the city’s famous boulevard, beautiful beaches, and a variety of local hotspots, you’ll have the best of Cape Ann at your fingertips. The cottage sits behind the main house on the property, offering a peaceful retreat with all the comforts of home. Whether you’re out exploring or simply kicking back and relaxing, this is your place to unwind.

Guest favourite
A spacious porch features outdoor seating arranged around a wicker coffee table, with views of Gloucester Harbor visible in the background. The sky is partly cloudy, allowing natural light to illuminate the wooden deck. Railings surround the area, providing a sense of openness.
Apartment in Gloucester
4.95 out of 5 average rating, 43 reviews

Retreat to tranquility - water views

Kick back and relax in this calm, stylish space. Look out to gloucester harbor from the big front porch. Look out to river views out the back porch. Two bedrooms, one smaller than the other. One full bathroom with tub/shower and laundry. One parking space is guaranteed but lots of off street parking. Less than a mile to downtown with shops and amazing restaurants. This unit is located on the top/3rd floor and will entirely be yours. Gloucester offers beaches, restaurants, art galleries.

Guest favourite
A modern suite features a queen bed adorned with a white quilt, accented by decorative pillows in soft tones. A sleek gas fireplace is situated beside a wall-mounted TV. Natural light streams through an adjacent window, illuminating the stylish design of the room.
Guest suite in Beverly
4.97 out of 5 average rating, 556 reviews

The Hideaway | Beach | Theater | Fireplace

The Hideaway is a modern luxury suite located right in the center of it all. You can stroll a 1/2 mile to the beach, cozy up to the fireplace, walk downtown, catch a show at the theater, or discover Boston, Salem (2 miles away), or other quaint seaside towns. Tucked around the corner from downtown Beverly, in a quiet and historic neighborhood. This suite is located in the lower level of our home, and you’ll have your own private entrance, queen bed, fireplace, desk, fridge, and full bathroom.

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 Gloucester
4.86 out of 5 average rating, 136 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
A garden path winds through a colorful array of blooming flowers, including pink peonies and purple alliums. Green shrubs and neatly trimmed plants line the gravel walkway, which leads towards a decorative archway amidst a backdrop of lush trees.
Cottage in Essex
4.95 out of 5 average rating, 297 reviews

French Flair "Pied a Terre" Cottage on the Marsh

Sunny cottage with marsh views, under 5 minute walk to town. Eat on the water in one of the many village restaurants, rent a kayak or paddle board. Go "down river" like a local! Shop the world renowned antique stores or enjoy the local beaches. There are many unique places to visit in Gloucester, Manchester, Rockport, Ipswich, Salem and of course Boston. There is a Visitor Manual for your convenience and we would be happy to answer questions that you might have.

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, 730 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, no kitchenette, 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.

Top guest favourite
A bright sleeping area features a spacious bed with decorative pillows. A light-colored area rug with subtle stripes covers the floor, and a window allows natural light to fill the room. A small wooden side table and a ladder-style shelf provide functional accents.
Guest suite in Beverly
4.98 out of 5 average rating, 42 reviews

Beverly Farms Guest Suite

Newly finished one bed, one bathroom, 3rd floor private space steps from the heart of Beverly Farms. Walking distance to commuter rail, library, restaurants & shops, as well as park and beach. Also located near trails ideal for walking or biking. Within two miles of Gordon College and Endicott College - perfect accomodation for parent's weekend and/or graduation. Just a short drive or train ride to Salem, Rockport, and other North Shore attractions.

Top guest favourite
A light-filled living area features a soft blue sofa adorned with cushions in vibrant colors. Large windows offer views of the serene water outside, while greenery and a stylish glass coffee table enhance the inviting atmosphere.
Guest suite in Beverly
4.99 out of 5 average rating, 109 reviews

Shoreview Studio Lounge

This historic Victorian residence, is today host to this seaside studio lounge. Once inside, you’ll fall captive to the seascape off Independence Park. The Atlantic panorama provides an awe-inspired sunrise daily. From its elevated perch, the studio has a contemporary feel with its private observation deck to its sophisticated lighting and wet bar design. Comforts include heated floors, air conditioning and powered room-darkening blinds.

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
4.91 out of 5 average rating, 190 reviews

Private Pool Retreat w/Fire Pit Near Singing Beach

Relax in a private coastal retreat with a pool and fire pit just minutes from Singing Beach. This updated suite offers a clean, modern layout with fireplace, comfortable sleeping space, and is ideal for relaxing stays or remote work. Enjoy a secluded backyard—rare this close to the beach. Located in Manchester-by-the-Sea near downtown, dining, and coastal views. Private entrance, free parking, and fast WiFi. Seasonal pool (5/20–9/8).

Top guest favourite
Flat in Rockport
4.99 out of 5 average rating, 80 reviews

Oceanfront Rockport Getaway with Loft & Views

Beautifully renovated top-floor apartment in the heart of Rockport’s historic downtown, set right on the water. This light-filled retreat features a private deck with ocean views, one dedicated parking space, and direct seasonal private access to Front Beach via a staircase on the property. Please also consider our two other apartments in same building. See host profile for details or contact us!

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

Frequently Asked Questions

  • 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.

  • 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 a bbq area, over 10 homes with air conditioning, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

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

    Manchester-by-the-Sea has more than 20 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • 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 $90 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • 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.

  • 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.

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 $65 SGD 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!