A harbor with boats and houses in the background.

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Manchester-by-the-Sea vacation homes

A beach with a sunset, rocky shoreline, and calm waters.

1. Singing Beach Passes|Outdoor fireplace|Wraparound Deck|King Bed

Singing Beach Passes|Outdoor fireplace|Wraparound Deck|King Bed
Manchester-by-the-Sea
9.2 out of 10, Wonderful, (14 reviews)
"Great house, great location, wonderful kitchen. Friends all had a great time"
United States
Colorado B.
The price is ￥66,477
￥131,696 total
includes taxes & fees
Oct 4 - Oct 5
Singing Beach Passes|Outdoor fireplace|Wraparound Deck|King Bed
A modern kitchen with white cabinets, a granite countertop, a built-in oven, and a stainless steel sink.

2. The Essex of Gloucester

The Essex of Gloucester
Gloucester
10.0 out of 10, Exceptional, (14 reviews)
"Very clean and perfect place to stay while we were in a wedding at the Beauport! The host checked in often and made us feel very welcomed and at home"
United States
Katie B.
The price is ￥25,443
￥32,480 total
includes taxes & fees
Oct 7 - Oct 8
The Essex of Gloucester
A wooden staircase with a railing leading to a covered deck area.

3. 3BR Oceanview Townhouse on Boulevard I Walk to downtown l Sleeps 8

3BR Oceanview Townhouse on Boulevard I Walk to downtown l Sleeps 8
Gloucester
9.8 out of 10, Exceptional, (20 reviews)
"Rachel was very responsive and attentive, excellent host. The house was in a great location, clean, and very comfortable. Would stay there again should the need arise."
United States
Betty
The price is ￥41,099
￥99,718 total
includes taxes & fees
Oct 7 - Oct 8
3BR Oceanview Townhouse on Boulevard I Walk to downtown l Sleeps 8
A kitchen with wooden cabinets, a central island with bar stools, a built-in bookshelf, and a view through glass doors.

4. Beach Life Bliss - steps to the beach

Beach Life Bliss - steps to the beach
Gloucester
9.8 out of 10, Exceptional, (57 reviews)
"Nice home with great kitchen and all the amenities."
United States
rick b.
The price is ￥20,544
￥56,486 total
includes taxes & fees
Oct 20 - Oct 21
Beach Life Bliss - steps to the beach
A spacious living room with a large TV, comfortable seating, and large windows offering a view of the outdoors.

5. Stay at Little River

Stay at Little River
Gloucester
10.0 out of 10, Exceptional, (9 reviews)
"My friend and I had a great time staying at the house. Beautiful view, close to great attractions, and the kitchen was well appointed."
United States
Caitlin D.
The price is ￥102,015
￥180,423 total
includes taxes & fees
Oct 15 - Oct 16
Stay at Little River
A two-story house with a wrap-around porch, a curved driveway, and a view of a large body of water.

6. Classic Coastal Family Home | Walk to Sea;King Bed

Classic Coastal Family Home | Walk to Sea;King Bed
Gloucester
10.0 out of 10, Exceptional, (5 reviews)
"Property was excellent, beautifully decorated with good taste, location was beautiful, everyone enjoyed the weekend stay. Rooms were clean, beds were comfortable."
United States
Maarij K.
The price is ￥64,644
￥171,818 total
includes taxes & fees
Oct 7 - Oct 8
Classic Coastal Family Home | Walk to Sea;King Bed
A modern kitchen with a large island, white cabinets, and a view of a garden through a sliding glass door.

7. Historic Marblehead Nautical Home • Minutes to Salem

Historic Marblehead Nautical Home • Minutes to Salem
Marblehead Historic District
10.0 out of 10, Exceptional, (25 reviews)
"We enjoyed our stay at this property. It is in a great location. Easy to walk to restaurants and stores in Marblehead. It was nice to not have to spend more time in our car after driving from Georgia. Property had everything we needed to live comfortably during our stay."
United States
Kevin H.
The price is ￥50,263
￥104,510 total
includes taxes & fees
Oct 19 - Oct 20
Historic Marblehead Nautical Home • Minutes to Salem
A room with a patterned armchair, a map on the wall, a framed picture, a bed with a patterned bedspread, and a red and blue rug.

8. Brackett Cottage: Near Salem! Heart of Historic Marblehead; Walk to Shops & Dining

Brackett Cottage: Near Salem! Heart of Historic Marblehead; Walk to Shops & Dining
Marblehead Historic District
The price is ￥48,205
￥124,976 total
includes taxes & fees
Oct 7 - Oct 8
Brackett Cottage: Near Salem! Heart of Historic Marblehead; Walk to Shops & Dining
A staircase with wooden steps leading to a room with a wooden ceiling.

9. Oceanside Village Home~Private Fenced Yard~Reserved Parking

Oceanside Village Home~Private Fenced Yard~Reserved Parking
Gloucester
9.6 out of 10, Exceptional, (15 reviews)
"Sparking clean property. Plenty of main floor gathering space (kitchen/dining/livingroom) with good separation of sleeping quarters, giving the opportunity for privacy and rest. Pretty back yard with Adirondack chairs to enjoy while reading or just resting. Easy drive to the main attractions of Gloucester and/or Rockport. All this and responsive owners too! "
United States
Karen T.
The price is ￥26,843
￥74,642 total
includes taxes & fees
Nov 2 - Nov 3
Oceanside Village Home~Private Fenced Yard~Reserved Parking
A guest entrance with two white doors, one with a wooden frame and the other with a black handle.

10. Wonderful 1-bedroom house in Salem perfect for a relaxing getaway

Wonderful 1-bedroom house in Salem perfect for a relaxing getaway
Salem
The price is ￥37,137
￥62,311 total
includes taxes & fees
Nov 2 - Nov 3
Wonderful 1-bedroom house in Salem perfect for a relaxing getaway
A bedroom with a bed, bedside tables, a desk, and a bench.

11. Oceanview Home/Walk to Lanes Cove and Plum Cove beach I Sleeps 6

Oceanview Home/Walk to Lanes Cove and Plum Cove beach I Sleeps 6
Gloucester
10.0 out of 10, Exceptional, (1 review)
"We loved our stay. The property is beautiful with wonderful views. Convenient to get most places."
United States
Sara G.
The price is ￥39,454
￥106,911 total
includes taxes & fees
Oct 26 - Oct 27
Oceanview Home/Walk to Lanes Cove and Plum Cove beach I Sleeps 6
A hammock in a room with large windows, a wooden ceiling, and a view of the city.

12. The widow’s walk your very own spa experience

The widow’s walk your very own spa experience
Marblehead
9.4 out of 10, Exceptional, (21 reviews)
"Great! Lots of activities on property. House is beautiful! You can access the wrap around deck around the widows walk"
United States
Lucy Danielle R.
The price is ￥55,311
￥104,981 total
includes taxes & fees
Oct 4 - Oct 5
The widow’s walk your very own spa experience
A coastal town with a marina filled with boats, surrounded by residential buildings and a large green area.

13. Newly Renovated 2BR Rockport Home w/ parking Steps to Back Beach+Bearskin Neck!

Newly Renovated 2BR Rockport Home w/ parking Steps to Back Beach+Bearskin Neck!
Rockport
10.0 out of 10, Exceptional, (45 reviews)
"Our family of four humans and two tiny dogs enjoyed our stay at this cozy home. The neighborhood is cute, quiet, and perfectly located to get in and out of town easily. The high appliances made cooking, laundry, and dishes convenient. We‘d love to stay here again."
United States
Bridget H.
The price is ￥33,920
￥82,906 total
includes taxes & fees
Oct 4 - Oct 5
Newly Renovated 2BR Rockport Home w/ parking Steps to Back Beach+Bearskin Neck!
A cozy living room with a fireplace, wooden beams, and comfortable seating.

14. Beverly 5BR • 1686 Historic • Beach • Firepit • Sleeps 8

Beverly 5BR • 1686 Historic • Beach • Firepit • Sleeps 8
Beverly
9.6 out of 10, Exceptional, (18 reviews)
"What a beautiful, historic property!!! Ideal for families or large groups visiting the area. Plenty of parking space! Don’t think twice about booking. Communication with the host was perfection. 5 stars for sure!"
United States
Kristen L.
The price is ￥80,889
￥189,239 total
includes taxes & fees
Oct 12 - Oct 13
Beverly 5BR • 1686 Historic • Beach • Firepit • Sleeps 8
A modern kitchen with white cabinetry, a central island with bar stools, and a window with a view of the outside.

15. Bright & Stylish Coastal Retreat in Marblehead Historic Center w Parking!

Bright & Stylish Coastal Retreat in Marblehead Historic Center w Parking!
Marblehead
10.0 out of 10, Exceptional, (31 reviews)
"great place and location"
United States
Kacey C.
The price is ￥51,360
￥85,790 total
includes taxes & fees
Oct 19 - Oct 20
Bright & Stylish Coastal Retreat in Marblehead Historic Center w Parking!
A room with a large window overlooking a wooden deck with white railings and a lighthouse in the distance.

16. The Sunset Lighthouse Marblehead - Exclusive Waterfront 3brm/2.5bath Home

The Sunset Lighthouse Marblehead - Exclusive Waterfront 3brm/2.5bath Home
Marblehead
9.8 out of 10, Exceptional, (24 reviews)
"The property was lovely and well kept! And the location was amazing! Very nice and quiet neighborhood - definitely recommend "
United States
Katherine B.
The price is ￥48,199
￥108,206 total
includes taxes & fees
Nov 2 - Nov 3
The Sunset Lighthouse Marblehead - Exclusive Waterfront 3brm/2.5bath Home
A waterfront property with a dock, a small house with a balcony, and a larger house with a garage.

17. Stay at Rocky Neck

Stay at Rocky Neck
Rocky Neck
10.0 out of 10, Exceptional, (15 reviews)
"Our host was amazing and this was the perfect getaway for us in a beautiful location!"
United States
Joy B.
The price is ￥170,024
￥267,114 total
includes taxes & fees
Oct 12 - Oct 13
Stay at Rocky Neck
A statue of a figure in a cloak on a stone pedestal with a shield, surrounded by a fence and flowers, in front of a building with a sign that reads "Stepping Stone Inn".

18. Cozy Salem Getaway. Historic Home Near All the Sights

Cozy Salem Getaway. Historic Home Near All the Sights
Salem
9.4 out of 10, Exceptional, (63 reviews)
"Super cute place, spare bedroom w/ bunk beds if you're bringing family, 20min walk to all the attractions and restaurants, I chose to use Uber instead. I had a great time."
United States
Mantas
The price is ￥49,779
￥88,789 total
includes taxes & fees
Oct 6 - Oct 7
Cozy Salem Getaway. Historic Home Near All the Sights
A spacious living room with a high ceiling, wooden beams, a sofa, a blue armchair, a coffee table, and a dining area with a table and chairs.

19. Historic Renovation, Walk to Front Beach and Shopping

Historic Renovation, Walk to Front Beach and Shopping
Rockport
9.8 out of 10, Exceptional, (9 reviews)
"This house worked well for our family with seven people of all ages and really enjoyed our first trip to the Rockport/Gloucester area. Hopefully we'll get a chance to return and would highly recommend the area and property."
United States
Dan K.
The price is ￥39,697
￥101,180 total
includes taxes & fees
Oct 7 - Oct 8
Historic Renovation, Walk to Front Beach and Shopping
A wooden deck with wicker furniture and a white chair, overlooking a beach with a rocky shoreline and a clear blue sky.

20. Oceanfront 4 BR/2 Bath Long Beach Vacation Home - Grill, Outdoor shower, AC

Oceanfront 4 BR/2 Bath Long Beach Vacation Home - Grill, Outdoor shower, AC
Rockport
10.0 out of 10, Exceptional, (38 reviews)
"Great spot right on Long Beach! Has great views of the ocean right on the water. We definitely stay there again pet friendly."
United States
Emmy D.
The price is ￥64,675
￥137,430 total
includes taxes & fees
Oct 25 - Oct 26
Oceanfront 4 BR/2 Bath Long Beach Vacation Home - Grill, Outdoor shower, AC
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Manchester-by-the-Sea Hotel Reviews

Doubletree By Hilton Boston Logan Airport Chelsea

Doubletree By Hilton Boston Logan Airport Chelsea

8/10 Good
"Room was large, accessibility to train was perfect as literally across the road, and staff was nice. Cookies prepackaged at front desk-just ask and yes they have allergen free cookies (gluten free/nut free). Shuttle to airport was nice as well-no need to sign up ahead of time. I had a hard time sleeping the first two nights as we were by the stairs and could hear people all night but otherwise would stay again!"
Hollie 3-night trip
Posted 1 hour ago
Doubletree By Hilton Boston Logan Airport Chelsea

Find out more about Manchester-by-the-Sea

Manchester-by-the-Sea Vacation Homes information

Number of reviews
369
Accommodation
523 Vacation Homes
Lowest Price
￥32,480
Highest Price
￥267,114