Family-Friendly Vacation Rentals in Manchester-by-the-Sea, MA: Compare 10+ Sites & Save

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67 Best Family Vacation Rentals in Manchester-by-the-Sea (Starting from $287)

1 Mi to Beach Manchester-by-the-Sea Retreat!
1 Mi to Beach Manchester-by-the-Sea Retreat!
House
Manchester, MA, USA
0.4k from Manchester-by-the-Sea center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

3 Bedrooms6 Guests
New to Booking
$697
Average price / night
Check Availability
 Beach dreaming??
Beach dreaming??
Apartment
Manchester-by-the-Sea, MA, 01944, United States
0.2k from Manchester-by-the-Sea center

AC, Barbecue, Crib, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen

2 Bedrooms4 Guests
10.0

Exceptional

20 reviews

$461
Average price / night
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Garden Cottage By The Sea
Garden Cottage By The Sea
House
Manchester, MA, USA
2.4k from Manchester-by-the-Sea center

Cheap, Accommodations, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Beach, Places to stay

2 Bedrooms5 Guests
7.0

Good

2 reviews

$517
Average price / night
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Walk to the T: North Shore Retreat Near Salem Fun!
Walk to the T: North Shore Retreat Near Salem Fun!
House
Manchester-by-the-Sea, MA, 01944, United States
0.4k from Manchester-by-the-Sea center

AC, Barbecue, Crib, Free Parking, Heater, Kitchen, Living Area, Microwave, No Smoking

3 Bedrooms6 Guests
10.0

Exceptional

6 reviews

$578
Average price / night
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Black Cove Cottage
Black Cove Cottage
House
Manchester, MA, USA
2.5k from Manchester-by-the-Sea center

Accommodations, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Beach, Places to stay, Beach rentals

2 Bedrooms5 Guests
5.0

Review score

1 reviews

$495
Average price / night
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 Spacious 1790  Captain's estate,  large pool,  near beautiful beach
Spacious 1790 Captain's estate, large pool, near beautiful beach
House
Manchester-by-the-Sea, MA, 01944, United States
0.8k from Manchester-by-the-Sea center

AC, Barbecue, Dryer, Elevator, Fireplace, Fitness Equipment, Free Parking, Heater, Internet

5 Bedrooms12 Guests
10.0

Exceptional

49 reviews

$886
Average price / night
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Magnolia Tides
Magnolia Tides
House
Gloucester, MA, USA
5.0k from Manchester-by-the-Sea center

Accommodations, Villas, Vacation homes, Cottages, Lodgings, Places to stay

3 Bedrooms6 Guests
New to Booking
$943
Average price / night
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Spacious Home, 9BR/5BA, Pool, Walk to beach and town.
Spacious Home, 9BR/5BA, Pool, Walk to beach and town.
House
Manchester-by-the-Sea, MA, 01944, United States
1.4k from Manchester-by-the-Sea center

AC, Arcade, Balcony, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater

9 Bedrooms19 Guests
9.8

Exceptional

46 reviews

$1589
Average price / night
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Great Marsh House
Great Marsh House
House
Essex, MA, USA
5.1k from Manchester-by-the-Sea center

Cheap, Accommodations, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals, Places to stay

4 Bedrooms8 Guests
9.2

Superb

5 reviews

$586
Average price / night
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Elegant Italian Villa On The Scenic Coast of New England
Elegant Italian Villa On The Scenic Coast of New England
House
Manchester, MA, 01944, United States
1.5k from Manchester-by-the-Sea center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

10 Bedrooms18 Guests
9.4

Superb

125 reviews

$1500
Average price / night
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Little River Retreat
Little River Retreat
House
Gloucester, MA, USA
6.4k from Manchester-by-the-Sea center

Accommodations, Villas, Vacation homes, Cottages, Lodgings, Places to stay

2 Bedrooms4 Guests
6.0

Review score

1 reviews

$342
Average price / night
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Grafton Estate: Ultimate Luxury With Private Beach
Grafton Estate: Ultimate Luxury With Private Beach
House
Manchester-by-the-Sea, MA, 01944, United States
1.8k from Manchester-by-the-Sea center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

8 Bedrooms13 Guests
10.0

Exceptional

26 reviews

$1927
Average price / night
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Point Radio Cottage
Point Radio Cottage
Apartment
Gloucester, MA, USA
7.1k from Manchester-by-the-Sea center

Apartments, Accommodations, Serviced apartments, Cottages, Pet-friendly, Lodgings, Places to stay, Accessible hotels

1 Bedroom2 Guests
9.0

Fabulous

2 reviews

$338
Average price / night
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Secluded 20 acre 10BR ultra contemporary retreat
Secluded 20 acre 10BR ultra contemporary retreat
Villa
Manchester-by-the-Sea, MA, 01944, United States
1.9k from Manchester-by-the-Sea center

AC, Arcade, Balcony, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater

10 Bedrooms14 Guests
10.0

Exceptional

2 reviews

$1718
Average price / night
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Gloucester Home with Large Yard 1 Mi to Beach!
Gloucester Home with Large Yard 1 Mi to Beach!
House
Gloucester, MA, USA
7.2k from Manchester-by-the-Sea center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Family

2 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$474
Average price / night
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Walk to private beach, bay & village. Bedrooms AC & DOG friendly!
Walk to private beach, bay & village. Bedrooms AC & DOG friendly!
House
Manchester-by-the-Sea, MA, 01944, United States
3.9k from Manchester-by-the-Sea center

AC, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
10.0

Exceptional

14 reviews

$589
Average price / night
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Beach Gem
Beach Gem
House
Gloucester, MA, USA
7.5k from Manchester-by-the-Sea center

Air Conditioner, Security/Safety, Parking, Ocean View, View, Oceanfront, Internet

3 Bedrooms5 Guests
8.6

Fabulous

11 reviews

$482
Average price / night
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Stunning Views from Beachfront House in Manchester-by-the-Sea!
Stunning Views from Beachfront House in Manchester-by-the-Sea!
House
Manchester-by-the-Sea, MA, 01944, United States
4.0k from Manchester-by-the-Sea center

Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

5 Bedrooms11 Guests
10.0

Exceptional

74 reviews

$905
Average price / night
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Airstream and Ocean View Unique Gloucester Getaway
Airstream and Ocean View Unique Gloucester Getaway
House
Gloucester, MA, USA
7.5k from Manchester-by-the-Sea center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay, Glamping

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$287
Average price / night
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WINTER 2025 PROMO -Lakefront 2 Bed / 3 bath + Extra Bed off of living room
WINTER 2025 PROMO -Lakefront 2 Bed / 3 bath + Extra Bed off of living room
Cottage
Essex, MA, 01929, United States
4.8k from Manchester-by-the-Sea center

AC, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

3 Bedrooms6 Guests
10.0

Exceptional

25 reviews

$549
Average price / night
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Gloucester Getaway
Gloucester Getaway
House
MA, USA
7.6k from Manchester-by-the-Sea center

Accommodations, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

3 Bedrooms7 Guests
New to Booking
$302
Average price / night
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Winter deal!  Charming 3-bedroom house on one floor in Essex
Winter deal! Charming 3-bedroom house on one floor in Essex
House
Essex, MA, 01929, United States
6.0k from Manchester-by-the-Sea center

AC, Dryer, Free Parking, Heater, Internet, Laundry, Living Area, Microwave, No Smoking

3 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$560
Average price / night
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Gloucester Ocean View Escape! Calm, Design-Forward & Minutes to Downtown
Gloucester Ocean View Escape! Calm, Design-Forward & Minutes to Downtown
House
Gloucester, MA, 01930, United States
6.0k from Manchester-by-the-Sea center

AC, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms7 Guests
10.0

Exceptional

76 reviews

$451
Average price / night
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First Period Colonial Lodging in Gloucester MA
First Period Colonial Lodging in Gloucester MA
House
Gloucester, MA, 01930, United States
6.0k from Manchester-by-the-Sea center

AC, Barbecue, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking

3 Bedrooms8 Guests
10.0

Exceptional

17 reviews

$595
Average price / night
Check Availability
Stay at Little River
Stay at Little River
House
Gloucester, MA, 01930, United States
6.2k from Manchester-by-the-Sea center

AC, Arcade, Balcony, Barbecue, Crib, Dryer, Free Parking, Heater, Internet

4 Bedrooms7 Guests
10.0

Exceptional

5 reviews

$674
Average price / night
Check Availability
Winter deal! Delightful 3-4 bed one floor, 3 baths, fireplace
Winter deal! Delightful 3-4 bed one floor, 3 baths, fireplace
House
Essex, MA, 01929, United States
6.2k from Manchester-by-the-Sea center

AC, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

4 Bedrooms10 Guests
9.8

Exceptional

6 reviews

$560
Average price / night
Check Availability
❤️ of Cape Ann, -  Historic Antique Colonial yet new & modern Close 2 Everything
❤️ of Cape Ann, - Historic Antique Colonial yet new & modern Close 2 Everything
House
Essex, MA, 01929, United States
6.4k from Manchester-by-the-Sea center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

4 Bedrooms8 Guests
9.6

Exceptional

27 reviews

$424
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Family Vacation Rentals in Manchester-by-the-Sea.

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Manchester-by-the-Sea Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 67 verified family-friendly vacation rentals in Manchester-by-the-Sea. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Manchester-by-the-Sea vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $287 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Manchester-by-the-Sea offer baby-friendly items such as high chairs, cribs, or pack-and-play options. Availability can vary, so it’s helpful to check the listing details before booking.

Yes, some rentals in Manchester-by-the-Sea are well suited for multi-generational stays, offering multiple bedrooms, separate living areas, and enough space for larger groups to stay comfortably together.

For busy travel periods such as school holidays or summer breaks, booking 90 to 120 days in advance is recommended to secure the best options. Availability may be more flexible during quieter times of the year.

Family-friendly rentals in Manchester-by-the-Sea often include amenities such as Child Friendly, Fireplace/Heating, and Balcony/Terrace. These features help make stays more convenient and enjoyable for both adults and children.

You can use search filters to find rentals that offer features like game rooms, playgrounds, or entertainment areas. Checking property descriptions can also help you identify homes that are well suited for families with children.