A harbor with boats and houses in the background.

Holiday Homes in Manchester-by-the-Sea

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Manchester-by-the-Sea holiday 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 NZ$1,164
includes taxes & fees
30 Sept - 1 Oct
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 NZ$511
includes taxes & fees
19 Oct - 20 Oct
The Essex of Gloucester
A staircase with wooden steps leading to a room with a wooden ceiling.

3. 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 NZ$755
includes taxes & fees
28 Sept - 29 Sept
Oceanside Village Home~Private Fenced Yard~Reserved Parking
A living room with a sectional sofa, a wooden coffee table, and a ceiling fan.

4. Cozy two bedroom house in the heart of Gloucester

Cozy two bedroom house in the heart of Gloucester
Gloucester
9.2 out of 10, Wonderful, (23 reviews)
"For our one night stay it was perfect, Clean and comfortable, plenty of basic's, bedding, towels and kitchen supply's."
United States
CHARLES
The price is NZ$746
includes taxes & fees
27 Sept - 28 Sept
Cozy two bedroom house in the heart of Gloucester
A patio with a table and chairs, surrounded by lush greenery and flowering plants.

5. 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 NZ$1,244
includes taxes & fees
28 Sept - 29 Sept
Brackett Cottage: Near Salem! Heart of Historic Marblehead; Walk to Shops & Dining
A cozy living room with a fireplace, wooden beams, and comfortable seating.

6. 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)
"Everything was lovely. The home was wonderful and communication with our host was top notch. Thank you so much!"
United States
Terry F.
The price is NZ$1,622
includes taxes & fees
26 Oct - 27 Oct
Beverly 5BR • 1686 Historic • Beach • Firepit • Sleeps 8
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 NZ$1,308
includes taxes & fees
20 Oct - 21 Oct
Historic Marblehead Nautical Home • Minutes to Salem
A two-story house with a wrap-around porch, a curved driveway, and a view of a large body of water.

8. 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 NZ$1,894
includes taxes & fees
26 Oct - 27 Oct
Classic Coastal Family Home | Walk to Sea;King Bed
A bedroom with a bed, bedside tables, a desk, and a bench.

9. 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 NZ$1,306
includes taxes & fees
26 Oct - 27 Oct
Oceanview Home/Walk to Lanes Cove and Plum Cove beach I Sleeps 6
A modern living room with a grey sofa, wooden coffee table, and white cabinets.

10. Prime Location!WALK TO WATER & HISTORIC DISTRICT!PRIVATE Large first floor apt!

Prime Location!WALK TO WATER & HISTORIC DISTRICT!PRIVATE Large first floor apt!
Downtown Salem
9.6 out of 10, Exceptional, (116 reviews)
"This place was perfect. Clean, a saved parking spot, within walking distance of everything you could want in Salem as well as the train station. Will definitely be looking into this if we decide to come back"
United States
Jacob
Prime Location!WALK TO WATER & HISTORIC DISTRICT!PRIVATE Large first floor apt!
A room with a large window overlooking a wooden deck with white railings and a lighthouse in the distance.

11. 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 NZ$1,322
includes taxes & fees
29 Sept - 30 Sept
The Sunset Lighthouse Marblehead - Exclusive Waterfront 3brm/2.5bath Home
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 NZ$1,142
includes taxes & fees
27 Sept - 28 Sept
The widow’s walk your very own spa experience
A wooden staircase with a railing leading to a covered deck area.

13. 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
10.0 out of 10, Exceptional, (19 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
3BR Oceanview Townhouse on Boulevard I Walk to downtown l Sleeps 8
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.

14. 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 NZ$1,232
includes taxes & fees
7 Oct - 8 Oct
Historic Renovation, Walk to Front Beach and Shopping
A modern living room with a sectional sofa, a wooden coffee table, patterned rugs, and a kitchen in the background.

15. Heights House - 93 Walkscore~Halloween~Grill

Heights House - 93 Walkscore~Halloween~Grill
Salem
9.0 out of 10, Wonderful, (4 reviews)
"Apartment was very clean and close to downtown Salem but on a quiet block. Host was very responsive and helpful. Would definitely stay here again. "
United States
Steve R.
The price is NZ$751
includes taxes & fees
29 Sept - 30 Sept
Heights House - 93 Walkscore~Halloween~Grill
A modern kitchen with white cabinets, a stainless steel refrigerator, a built-in oven, and a coffee machine.

16. Peaceful 3-bedroom house with 5 minute driving distance to Downtown

Peaceful 3-bedroom house with 5 minute driving distance to Downtown
Salem
The price is NZ$1,045
includes taxes & fees
6 Oct - 7 Oct
Peaceful 3-bedroom house with 5 minute driving distance to Downtown
A cozy living room with a grey sofa, a round wicker ottoman, a leopard print rug, and a dining area with a table and chairs.

17. Best location in Old Town, 5 minutes to everything, enjoy the difference!

Best location in Old Town, 5 minutes to everything, enjoy the difference!
Marblehead Historic District
9.0 out of 10, Wonderful, (12 reviews)
"Very welcoming and responsive to everything! Enjoyed the home very much"
United States
Denise S.
The price is NZ$1,786
includes taxes & fees
27 Sept - 28 Sept
Best location in Old Town, 5 minutes to everything, enjoy the difference!
A room with a large window, a sofa, and several chairs.

18. Rockmere Inn: Colonial Charm – Celebrate 250 Years in Historic Marblehead!

Rockmere Inn: Colonial Charm – Celebrate 250 Years in Historic Marblehead!
Marblehead Historic District
The price is NZ$1,816
includes taxes & fees
28 Sept - 29 Sept
Rockmere Inn: Colonial Charm – Celebrate 250 Years in Historic Marblehead!
A bedroom with a large bed, wooden beams, a white brick column, and a view of the living area.

19. Magical Little Home in Historic District • Parking • Rustic Luxury • Outdoor..

Magical Little Home in Historic District • Parking • Rustic Luxury • Outdoor..
Marblehead Historic District
10.0 out of 10, Exceptional, (53 reviews)
"This place was comfortable, clean and in a perfect location to walk to town, the water, and enjoy summer in Marblehead. Look forward to staying here again!"
United States
Michele P.
The price is NZ$1,298
includes taxes & fees
4 Oct - 5 Oct
Magical Little Home in Historic District • Parking • Rustic Luxury • Outdoor..
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".

20. 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, (62 reviews)
"Beautiful 2 bedroom, close to everything , host was wonderful, we will be back. "
United States
Charlene
The price is NZ$988
includes taxes & fees
29 Sept - 30 Sept
Cozy Salem Getaway. Historic Home Near All the Sights
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

Encore Boston Harbor

Encore Boston Harbor

10/10 Excellent
"Amazing hotel, very impressive look, fantastic harbour view, luxury rooms, attention to details, good food. Negatives - during my stay (I am assuming due to the labor strike at that time) many amenities were not available (a few restaurants were closed, food room service was not available, free shuttle and water taxi was not available), so it was a bit disappointing - in terms of hotel location - there is really nothing to do around and nowhere to go, you need to uber everywhere from there - also the gym/fitness centre closes at 9 pm which is quite unusual and not convenient. Many people come to Boston for meetings/ conferences and many conferences with the following dinner end at 8 pm, so is is almost impossible to fit in an evening workout. The gym should be open until at least 11 pm or midnight, especially that the facility is self-attended and there no staff at the gym anyway."
Joanna 3-night trip
Posted 1 hour ago
Encore Boston Harbor

Find out more about Manchester-by-the-Sea

Manchester-by-the-Sea Holiday Homes information

Number of reviews
279
Accommodation
528 Holiday Homes
Lowest Price
NZ$511
Highest Price
NZ$1,894