
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.

4 Bed Water view Downtown with Parking
Your family and friends will be close to everything when you stay at this centrally-located home. Steps to the Ocean and walk into historic Bearskin Neck. Enjoy panoramic coastal views from the family room, kitchen and master bedroom. Deck space to enjoy outdoor dining, glass of wine, or a morning cup of coffee. Everything to do in Rockport is a short walk from this downtown home. Restaurants and coffee shops, Art Galleries, shopping and the town beaches are steps away. Parking spots included.

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.

The Bookstore|King Beds|Walk2Beach|Private Parking
Inquire about our winter rental rates! KEY FEATURES: • Newly furnished and professionally designed space! • Steps to Front Beach, Bearskin Neck cafes, restaurants, boutiques, art shops, and the Shalin Liu Performance Center. • 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 • 2 Comfortable KING memory foam beds • Convenient EV charging right across the street!

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.

Harbor View Walk to Beach & Town, 6Guests KingBeds
Spectacular Gloucester home on Cape Ann. Walk to Stage Fort Park & local beaches right across the street. Gloucester center is about 1 mile. On the way to town, walk by beaches & the park with waterfront tennis & bocce ball courts, plus a great water view playground and playing fields. Just beyond the park is famous Stacy Boulevard with the Fisherman's Memorial Monument along the waterfront. There are beautiful white sandy beaches (Good Harbor, Wingaersheek, Singing, & Crane's Beach).

Mary's By The Sea
A unique 650 square foot ground floor apt across the street from Front Beach. 6 minute walk from the Rockport MBTA . There is a separate bedroom with a queen mattress and a pullout sofa bed in the living area. The pullout sofa is best for teens or smaller kids . There is a bathroom with a sink and toilet. There is another room with a sink and shower. The kitchen area is more like a kitchenette than a full-size kitchen. We provide one parking spot next door at The Cove parking lot.

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.

2.4 miles to Salem Spacious &1st Floor near beach2
Welcome to our beautiful 1st floor 2 bedroom in Beverly! Just steps from the beach. Warm,Spacious & comfortable easily accommodates 5 people & has pull out sofa for more. Great Location close to many shops, restaurants, and places to explore. Dane’s Beach is diagonally Across street & Play structure. Fully equipped with a Galley kitchen, high-speed Wi-Fi, &TV streaming services, we've thought of everything to make your stay as comfortable as possible.7 min drive to Salem

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.

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.

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).

Downtown, Shops, Beach, Deck, Close to Salem
Charming Downtown Gloucester Loft 🏙️🌊 Escape to this stylish and spacious loft at 278 Main St, Unit B, Gloucester, MA 01930, located in the heart of downtown Gloucester. Perfect for couples, friends, or small families, you’ll be just steps from restaurants, boutique shops, and the scenic Good Harbor Beach—the ideal blend of city and coastal charm. 🛍️☀️
Popular amenities for Manchester-by-the-Sea holiday rentals
Other great holiday rentals in Manchester-by-the-Sea

Northridge View

The Great White Shack

Marshside one-bedroom with stunning view

Harbor Views in Rockport

The Pearl, Apt. #2

Artist Retreat

Winter Promo -Lakefront 2 Bed / 3 bath + Extra Bed

Sea Vagabond - Watch the waves, stroll to the sand
Frequently Asked Questions
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 1,180 vacation rentals in Manchester-by-the-Sea, and over 30 vacation rentals in Bakers Island.
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 air conditioning, over 10 homes with a bbq area, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Are there family-friendly house rentals in Manchester-by-the-Sea?
Manchester-by-the-Sea has more than 10 family-friendly house rentals. 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 $80 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.
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.
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!
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- Hampton Beach
- Fenway Park
- TD Garden
- Harvard University
- Boston Common
- Ogunquit Beach
- Revere Beach
- Boston Seaport
- Boston University
- Freedom Trail
- New England Aquarium
- MIT Museum
- Long Sands Beach
- Boston Convention and Exhibition Center
- Canobie Lake Park
- Gillette Stadium
- Crane Beach
- Duxbury Beach
- Quincy Market
- York Harbor Beach
- Museum of Fine Arts
- North Hampton Beach
- Roxbury Crossing Station
- Prudential Center




