Family-Friendly Vacation Rentals in Orient Heights, MA: Compare 10+ Sites & Save

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  2. Family Vacation Rentals
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  4.  Massachusetts

  5.  Boston
  6.  Orient Heights

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600 Best Family Vacation Rentals in Orient Heights (Starting from $97)

Walk to Constitution Beach Mid-Century Boston Gem
Walk to Constitution Beach Mid-Century Boston Gem
Apartment
Boston, MA, USA
0.3k from Orient Heights center

Apartments, Cheap, Accommodations, Parking, Spa, Lodgings, Places to stay

3 Bedrooms6 Guests
10.0

Exceptional

3 reviews

$321
Average price / night
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Furnished Apartment Near Logan Airport
Furnished Apartment Near Logan Airport
Apartment
Boston, MA, USA
0.5k from Orient Heights center

Apartments, Cheap, Accommodations, Lodgings, Places to stay

7 Bedrooms16 Guests
8.2

Very Good

5 reviews

$262
Average price / night
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Harborfront Villa, Charming Mix of Contemporary and Turn of the Century Elegance
Harborfront Villa, Charming Mix of Contemporary and Turn of the Century Elegance
Villa
Boston, MA, 02128, United States
1.0k from Orient Heights center

AC, Balcony, Barbecue, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms10 Guests
10.0

Exceptional

133 reviews

$724
Average price / night
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Waterfront Escape - Close to Airport & Downtown
Waterfront Escape - Close to Airport & Downtown
Villa
Boston, MA, USA
1.3k from Orient Heights center

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

4 Bedrooms10 Guests
10.0

Exceptional

2 reviews

$1247
Average price / night
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3BR1.5BA Retreat - Near Airport
3BR1.5BA Retreat - Near Airport
House
Revere, MA, 02151, United States
1.5k from Orient Heights center

AC, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

3 Bedrooms10 Guests
9.8

Exceptional

21 reviews

$679
Average price / night
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2 Bedroom apartment
2 Bedroom apartment
Apartment
Revere, MA, USA
1.4k from Orient Heights center

Apartments, Accommodations, Lodgings, Places to stay

2 Bedrooms5 Guests
New to Booking
$596
Average price / night
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4 BR 4000 SF OCEANFRONT MODERN HOME NR BEACH, DOWNTOWN, AIRPORT - 31 DAY MINIMUM
4 BR 4000 SF OCEANFRONT MODERN HOME NR BEACH, DOWNTOWN, AIRPORT - 31 DAY MINIMUM
House
Revere, MA, 02151, United States
1.7k from Orient Heights center

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

4 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$587
Average price / night
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Stylish and Cozy at Revere Beach
Stylish and Cozy at Revere Beach
Apartment
Revere, MA, USA
1.4k from Orient Heights center

Apartments, Accommodations, Lodgings, Places to stay

1 Bedroom3 Guests
New to Booking
$396
Average price / night
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Charming 2-bedroom condo in delightful Chelsea with WiFi, AC
Charming 2-bedroom condo in delightful Chelsea with WiFi, AC
Condo
Chelsea, MA, 02150, United States
2.0k from Orient Heights center

AC, Crib, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking, Toys

2 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$443
Average price / night
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Revere Vacation Rental Near MBTA about 7 Mi to Boston!
Revere Vacation Rental Near MBTA about 7 Mi to Boston!
Apartment
Revere, MA, USA
1.4k from Orient Heights center

Apartments, Cheap, Accommodations, Parking, Lodgings, Vacation rentals, Places to stay, Beach rentals

3 Bedrooms6 Guests
9.0

Fabulous

4 reviews

$329
Average price / night
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Cape Cod style Oceanside cottage, near Boston, train, Airport
Cape Cod style Oceanside cottage, near Boston, train, Airport
Apartment
Revere, MA, 02151, United States
2.1k from Orient Heights center

AC, Balcony, Dryer, Fireplace, Fitness Equipment, Free Parking, Hot Tub, Internet, Kitchen

3 Bedrooms6 Guests
9.8

Exceptional

156 reviews

$566
Average price / night
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Boston Area Vacation Rental 3 Mi to Airport!
Boston Area Vacation Rental 3 Mi to Airport!
Apartment
Revere, MA, USA
1.4k from Orient Heights center

Apartments, Accommodations, Parking, Lodgings, Vacation rentals, Places to stay, Beach rentals

2 Bedrooms3 Guests
6.5

Good

2 reviews

$239
Average price / night
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Vibrant Winthrop Apartment - Close to Ocean!
Vibrant Winthrop Apartment - Close to Ocean!
Apartment
Winthrop, MA, 02152, United States
2.5k from Orient Heights center

AC, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking

1 Bedroom4 Guests
9.8

Exceptional

18 reviews

$217
Average price / night
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Boston 3BD-Walk to Train station-Beach-Near Airport
Boston 3BD-Walk to Train station-Beach-Near Airport
Apartment
Revere, MA, USA
1.8k from Orient Heights center

Apartments, Accommodations, Parking, Lodgings, Places to stay

3 Bedrooms8 Guests
New to Booking
$329
Average price / night
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The Maverick - Luxurious Apartment - Near Airport/Downtown - Free Parking!
The Maverick - Luxurious Apartment - Near Airport/Downtown - Free Parking!
House
Chelsea, MA, 02150, United States
2.7k from Orient Heights center

AC, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

5 Bedrooms10 Guests
9.2

Superb

13 reviews

$533
Average price / night
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Sage Apartments Boston Logan Airport Chelsea
Sage Apartments Boston Logan Airport Chelsea
Apartment
Chelsea, MA, USA
1.9k from Orient Heights center

Apartments, Accommodations, Parking, Lodgings, Vacation rentals, Places to stay

5 Bedrooms16 Guests
New to Booking
$420
Average price / night
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Cozy/warm Near-Commuter rail, Boston, Airport, Casino and More !
Cozy/warm Near-Commuter rail, Boston, Airport, Casino and More !
Apartment
Chelsea, MA, 02150, United States
2.8k from Orient Heights center

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

2 Bedrooms4 Guests
9.8

Exceptional

41 reviews

$290
Average price / night
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Pet-Friendly Revere Getaway, Steps from the T!
Pet-Friendly Revere Getaway, Steps from the T!
House
Revere, MA, USA
1.9k from Orient Heights center

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

2 Bedrooms4 Guests
New to Booking
$253
Average price / night
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Cody's Place  Winthrop Boston Logan Airport  Beaches
Cody's Place Winthrop Boston Logan Airport Beaches
Apartment
Winthrop, MA, 02152, United States
2.9k from Orient Heights center

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

1 Bedroom2 Guests
10.0

Exceptional

37 reviews

$396
Average price / night
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Cozy Apt, minutes from Boston!
Cozy Apt, minutes from Boston!
Apartment
Revere, MA, USA
2.0k from Orient Heights center

Apartments, Cheap, Accommodations, Pet-friendly, Lodgings, Places to stay, Family, Self-catering

1 Bedroom4 Guests
9.0

Fabulous

5 reviews

$375
Average price / night
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LUXE 3BR Near Boston, Airport, and Beach!
LUXE 3BR Near Boston, Airport, and Beach!
House
Revere, MA, 02151, United States
3.3k from Orient Heights center

AC, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

3 Bedrooms6 Guests
9.6

Exceptional

7 reviews

$385
Average price / night
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Waterfront House Minutes from the Boston Downtown, Airport, Encore Casino
Waterfront House Minutes from the Boston Downtown, Airport, Encore Casino
House
Chelsea, MA, 02150, United States
3.4k from Orient Heights center

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

3 Bedrooms8 Guests
9.4

Superb

102 reviews

$689
Average price / night
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Entire House w/parking mins to Historical Boston
Entire House w/parking mins to Historical Boston
House
Everett, MA, 02149, United States
3.4k from Orient Heights center

AC, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms8 Guests
9.6

Exceptional

10 reviews

$770
Average price / night
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Modern 3BR Home Near Downtown Boston • Walk to T • Minutes to Logan
Modern 3BR Home Near Downtown Boston • Walk to T • Minutes to Logan
Apartment
Boston, MA, 02128, United States
3.5k from Orient Heights center

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

3 Bedrooms8 Guests
New to Booking
$1214
Average price / night
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Charming Boston Area Home < 1 Mi to Revere Beach!
Charming Boston Area Home < 1 Mi to Revere Beach!
House
Revere, MA, 02151, United States
4.2k from Orient Heights center

AC, Dryer, Internet, Kitchen, Laundry, Microwave, No Smoking, Outdoor Space, Patio

1 Bedroom2 Guests
9.4

Superb

13 reviews

$97
Average price / night
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Stylish 6-Bedroom Home Near Boston – Dual Units, Yard & Parking Included!
Stylish 6-Bedroom Home Near Boston – Dual Units, Yard & Parking Included!
House
Everett, MA, 02149, United States
4.3k from Orient Heights center

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

6 Bedrooms10 Guests
4.0

Review score

1 reviews

$976
Average price / night
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Boston Condo with Free Parking
Boston Condo with Free Parking
Apartment
Boston, MA, 02129, United States
4.6k from Orient Heights center

AC, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking

1 Bedroom4 Guests
New to Booking
$373
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 Orient Heights.

Stay Near Orient Heights's Top Attractions

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Orient Heights Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 600 verified family-friendly vacation rentals in Orient Heights. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Orient Heights vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $97 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Orient Heights 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 Orient Heights 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 Orient Heights often include amenities such as Child Friendly, Fireplace/Heating, and Internet. 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.