
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.

Annisquam Village Bunny Cottage
This beautiful Annisquam Village cottage was renovated to the highest level of quality by two artist's. Located just 5 minutes from Lighthouse Beach, Cambridge Beach and Talise Restaurant. Bunny Cottage has beautiful gardens, is surrounded by water on 3 sides, and has peek-a-boo views of Wingaersheek Beach from the bedroom window. The house is charming, with top notch amenities, like, heated floors, air conditioning (indoor/outdoor living). Mass Dept. of Revenue Certificate Number: #C0022781070

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.

Springtime waterviews in downtown Rockport
Come to Rockport this spring and stay at this renovated waterfront apartment in a historic home with onsite parking, yard and a private entrance. Our prime downtown location is steps from beaches, restaurants, coffee shops, live music, and shopping on Bearskin Neck. 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.

Rocky Neck Retreat
.Relaxing private location .4 beds 2 baths with full kitchen/pans/Dishwasher/Wash/Dryer.Renovated organic design integrates historic architecture with modern touches.If you come for hikes, beach/music/food scene, you will enjoy the Rocky Neck District .The unique home has 4 bedrooms /4 Queen Beds. Speedy WIFI .Parking is up a steep narrow drive . NO trucks or XL SUVs. 2 cars max. Note* Kitchen and LR are upstairs.There are stairs. Contact owner for questions re:parking or limited mobility.

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.
Wonderful Rocky Neck home on Gloucester harbor
2 Bedroom with Loft, 1 Bathroom fully furnished Home on Gloucester harbor. Dead end street with 3 off street parking spots. Restaurants, local art gallery's, the beach all just a short walk away. Wake up with the sweet smell of ocean air and the sound of seagulls calling. Enjoy your breakfast with a million dollar view on the 4 season porch with 8 sliding windows overlooking the harbor. You could spend hours watching the boats go by as you read a good book with your fur baby on your lap.

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).

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.

Charming Toe-Hold, A Short Walk to Town and Beach
Toe-Hold is a wonderful year-round 1846 home with plenty of rooms, reading nooks and quiet spaces for family and friends of all backgrounds to eat and play together. The gorgeous beaches and picturesque downtown, great restaurants, art galleries and shops for the whole family, are within 10-15 minute walk. Rockport is one of the oldest art colonies in the US, and home to generations of fishermen. Day trips by car or train to Boston and other beautiful historic towns.

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.

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.
Popular amenities for Manchester-by-the-Sea holiday rentals
Other great holiday rentals in Manchester-by-the-Sea

Northridge View

AbytheBay - Stunning Seaside Apt

Charming upscale apartment

Singing Beach Cottage in Manchester by the Sea

Beverly Cove Area cozy 1 bedroom apartment

Stay at Little River

William Haskell House First Period Colonial Home

Friendship Acres Barn Apartment B
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 $64 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!
Destinations to explore
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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
- Gillette Stadium
- Canobie Lake Park
- Crane Beach
- Duxbury Beach
- York Harbor Beach
- Quincy Market
- Museum of Fine Arts
- North Hampton Beach
- Prudential Center
- Roxbury Crossing Station




