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
25 Sept - 27 Sept
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 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 €714
includes taxes & fees
4 Oct - 5 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, (13 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 €269
includes taxes & fees
22 Sept - 23 Sept
The Essex of Gloucester
A modern kitchen with a large island, white cabinets, and a view of a garden through a sliding glass door.

3. 2BR Historic Marblehead Home+Minutes to Beach

2BR Historic Marblehead Home+Minutes to Beach
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 €445
includes taxes & fees
20 Sept - 21 Sept
2BR Historic Marblehead Home+Minutes to Beach
A wooden staircase with a railing leading to a covered deck area.

4. 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, (17 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 €582
includes taxes & fees
7 Oct - 8 Oct
3BR Oceanview Townhouse on Boulevard I Walk to downtown l Sleeps 8
A living room with a sectional sofa, a wooden coffee table, and a ceiling fan.

5. Cozy two bedroom house in the heart of Gloucester

Cozy two bedroom house in the heart of Gloucester
Gloucester
9.4 out of 10, Exceptional, (21 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 €350
includes taxes & fees
21 Sept - 22 Sept
Cozy two bedroom house in the heart of Gloucester
A spacious living room with a large window, a sofa, a coffee table, a chair, and a TV mounted on the wall.

6. 3BR/2 BA Harborside Home · Fenced Backyard+Grill · Ocean Views

3BR/2 BA Harborside Home · Fenced Backyard+Grill · Ocean Views
East Gloucester
9.8 out of 10, Exceptional, (49 reviews)
"Beautiful, wonderfully well stocked home with everything anyone would need! And not just starter supplies either! They even have beach necessities in a shed out back! Quality and quantity amazing in everything! Beautiful views, comfortable rocking chairs on front porch. Everything was great!!"
United States
Michele V.
The price is €448
includes taxes & fees
15 Sept - 16 Sept
3BR/2 BA Harborside Home · Fenced Backyard+Grill · Ocean Views
A cozy living room with a fireplace, wooden beams, and comfortable seating.

7. Historic 1686 Home Near Downtown l 5BR Retreat

Historic 1686 Home Near Downtown l 5BR Retreat
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 €563
includes taxes & fees
15 Sept - 16 Sept
Historic 1686 Home Near Downtown l 5BR Retreat
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, (4 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 €824
includes taxes & fees
14 Sept - 15 Sept
Classic Coastal Family Home | Walk to Sea;King Bed
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, (14 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 €388
includes taxes & fees
28 Sept - 29 Sept
Oceanside Village Home~Private Fenced Yard~Reserved Parking
A room with a large window overlooking a wooden deck with white railings and a lighthouse in the distance.

10. 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, (23 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 €639
includes taxes & fees
21 Sept - 22 Sept
The Sunset Lighthouse Marblehead - Exclusive Waterfront 3brm/2.5bath Home
A modern living room with a sectional sofa, a wooden coffee table, patterned rugs, and a kitchen in the background.

11. 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 €471
includes taxes & fees
23 Sept - 24 Sept
Heights House - 93 Walkscore~Halloween~Grill
A spacious living room with a fireplace, a green sofa, a white armchair, and a small round table.

12. 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 €748
includes taxes & fees
16 Sept - 17 Sept
Rockmere Inn: Colonial Charm – Celebrate 250 Years in Historic Marblehead!
A hammock in a room with large windows, a wooden ceiling, and a view of the city.

13. 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 widow’s walk your very own spa experience
A dark-colored, two-story house with a symmetrical design, featuring a central door flanked by two windows, and a small porch area with decorative elements.

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

Cozy Salem Getaway. Historic Home Near All the Sights
Salem
9.6 out of 10, Exceptional, (61 reviews)
"Beautiful 2 bedroom, close to everything , host was wonderful, we will be back. "
United States
Charlene
The price is €440
includes taxes & fees
15 Sept - 16 Sept
Cozy Salem Getaway. Historic Home Near All the Sights
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 €482
includes taxes & fees
16 Sept - 17 Sept
Bright & Stylish Coastal Retreat in Marblehead Historic Center w Parking!
A modern living room with a grey sofa, wooden coffee table, and white cabinets.

16. 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, (115 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
The price is €460
includes taxes & fees
23 Sept - 24 Sept
Prime Location!WALK TO WATER & HISTORIC DISTRICT!PRIVATE Large first floor apt!
A wooden deck with wicker furniture and a white chair, overlooking a beach with a rocky shoreline and a clear blue sky.

17. 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.
Oceanfront 4 BR/2 Bath Long Beach Vacation Home - Grill, Outdoor shower, AC
A bedroom with a large bed, wooden beams, a white brick column, and a view of the living area.

18. 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 €635
includes taxes & fees
4 Oct - 5 Oct
Magical Little Home in Historic District • Parking • Rustic Luxury • Outdoor..
A living room with a sectional sofa, a fluffy ottoman, a side table with a lamp, and a painting on the wall.

19. Red Poof Inn: Historic Salem; 5min walk to Center

Red Poof Inn: Historic Salem; 5min walk to Center
Salem
The price is €602
includes taxes & fees
16 Sept - 17 Sept
Red Poof Inn: Historic Salem; 5min walk to Center
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.

20. 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 €512
includes taxes & fees
15 Sept - 16 Sept
Historic Renovation, Walk to Front Beach and Shopping
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

Holiday Inn Hotel & Suites Boston - Peabody by IHG

Holiday Inn Hotel & Suites Boston - Peabody by IHG

10/10 Excellent
"Hotel great Pool too cold Clean hotel"
scott 3-night trip
Posted 7 hours ago
Holiday Inn Hotel & Suites Boston - Peabody by IHG

Find out more about Manchester-by-the-Sea

Manchester-by-the-Sea Holiday Homes information

Number of reviews
409
Accommodation
536 Holiday Homes
Lowest Price
€269
Highest Price
€824