Winters Vacations Rentals - Vacation Rentals in Essex County
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Luxury Places to Stay in Essex County
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Top-Rated Vacation Rentals with a Pool in Essex County
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Pet-Friendly Vacation Rentals in Essex County
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Large Vacation Homes & Villas in Essex County
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Wheelchair Accessible Vacation Homes in Essex County
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Essex County Vacation Rentals and Airbnb Places to Stay Under $200
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Instantly Bookable Vacation Homes in Essex County
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About Essex County Vacation Rentals
With more than 2122 Essex County vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Wintersvacationsrentals and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Essex County.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Wintersvacationsrentals Essex County, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Essex County. Places to stay near Essex County are 861 ft² on average, with prices averaging US $539 a night.
Wintersvacationsrentals makes it easy and safe to find and compare vacation rentals in Essex County with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.
Top Rental Accommodation Types in Essex County
| Type | Count |
|---|---|
| Vacation Homes | 1030 |
| Holiday Apartments | 601 |
| Hotels | 181 |
| Cottages | 121 |
| B&B | 24 |
| Villas | 8 |
| Others | 4 |
| Cabin Rentals | 2 |
| Resorts | 2 |
Use these Quick Filters to Find a Vacation Rental in Essex County
★ Pro Tip: Wintersvacationsrentals makes it easy to compare the best listings on Wintersvacationsrentals homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Wintersvacationsrentals homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Essex County.
Weather in Essex County
View the weather forecast for Essex County before booking your Essex County Vacation Rentals to confirm your best time to go.
Top Attractions Around Essex County, MA
Wintersvacationsrentals offers a large selection of top attractions around Essex County. Research things to do on your vacation before you visit Essex County.
Other Places to Stay Near Essex County, MA
Complexes around Essex County, MA
Essex County Vacation Rental Frequently Asked Questions
What are the top vacation rentals in Essex County?
There are a lot of options in Essex County. If you plan on staying in the Essex County area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Essex County:
- Leslie's Retreat: Spacious home ideally located to everything
- Good Harbor Beach House - walk to beach, close to restaurants and shopping!
- 4 Bedroom LUX House/with Pool Next Door
- Artist's Studio turned Guest House Sleeps up to 3
- 'We can't wait to return to Four Winds'
- Sweeping Harbor Views, Private Deck, Historic District, Walk To Everything!
- Charming private townhouse-style lodging, a block from Marblehead Harbor
- WaterViews Overlooking Gloucester Inner Harbor/Sunroom/Deck/Walk to Town/AC
- Marblehead. Cottage on Whittier, new construction
- Harbor View Retreat with Large Private Deck - Walk to Downtown Gloucester
How many vacation rentals have private pools in Essex County?
There are 25 vacation rentals with private pools near Essex County. Top-rated homes that have access to a swimming pool include:
Which vacation homes in Essex County are best for families?
If you are looking for a family-friendly vacation home in Essex County, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Essex County:
How many vacation rentals are available in Essex County?
Currently, the total number of properties listed in 2026 is over 2122 in the Essex County area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Essex County.
