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Vacation rentals in Essex
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Top-rated vacation rentals in Essex
Guests agree: these stays are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Essex vacation rentals
Other great vacation rentals in Essex
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Oasis in the woods
Helen’s place felt like home and was an amazing place for our family to have some time with our Midshipman from the Naval Academy. Helen was kind and super responsive in communication. We would definitely visit again.
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Beautiful Home Near Beach and Patapsco River
House looks even better than the pictures. Very nice, very modern and all amenities were wonderful. I am looking to come back in the summer and enjoy the lovely pool area.
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The Apartment ...relax and enjoy Annapolis.
Clean, bright, peaceful place to stay. Nice distance to USNA, downtown Annapolis and the stadium. Easy to find and check in. Clean like a hotel room with so much more space.
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Artsy, Historic Rowhouse with Striking Harbor Views
The place is exactly as pictured and listed, very cozy for our group of 3 small families. Hosts were extremely responsive and accommodating with all our requests, and there were lots of conveniences such as extra towels and blankets, coffee beans and grinder, toiletries, baking sheets, kid related supplies, and more. Dining and lounge areas will be a tad short on seating for a max group of 8, but we adapted just fine to that. It was below freezing for much of our stay but the house stayed very comfortable for us. We found the area to be quiet, but we aren't sound sensitive so YMMV. There's a large grocery store and quite a few good restaurants within walking distance. DEFINITELY hit up Cafe Dear Leon if you can, it is a bakery in walking distance and all 8 of us raved about every item.
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Lovely 1-Bedroom rental unit, with great view
This was our second time staying here and it’s great! Super clean and always a super easy stay and very great location
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Bright 2br w amazing loc and view
Mark was very communicative and helpful. The condo was in a great location near the metro with lots of things to do nearby. The space was clean and comfortable with a nice view. Would absolutely recommend.
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La Casa Maya
Jose and Carolyn are great hosts. Lovely welcoming touch of coffee maker, fresh ground coffee, and coffee filters. Wonderful open layout with delightful special features. 20-minute walk to silver spring metro or an easy block to the 5-bus that will drop you there.
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Beautiful 2 bedroom, 2-story condo
My spouse and I just moved to the area. The condo was great and exactly what we needed as we looked for permanent housing!! Overall, the place was clean and tidy. When we arrived there were some strange stains in the carpet, but Kierstin responded away and got it cleaned. A few of the dishes and pots were on the verge of breaking and, again, Kierstin responded right away and had new dishes and pots sent to the condo. The place is conveniently located with easy access to 695 as well as some good restaurants. For a 6 week stay, this place was great!
Quick stats about vacation rentals in Essex
Total rentals
40 properties
Nightly prices starting at
$30 before taxes and fees
Total number of reviews
1.2K reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Frequently Asked Questions
How much does it cost to stay in apartment rentals in Essex?
Experience the best of Essex with our apartment rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
What are the most popular amenities for Apartment Rentals in Essex?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 10 homes with free parking, over 10 homes with wifi, over 10 homes with air conditioning, over 10 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.
Are there pet-friendly vacation rentals in Essex?
Four-legged friends are welcome in Essex. Choose from more than 10 vacation rentals for guests traveling with pets.
Do house rentals in Essex have wifi?
Absolutely! We offer over 20 house rentals with wifi in Essex. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Essex have free parking?
Absolutely! We offer over 10 apartment rentals with free parking in Essex. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Essex have a kitchen?
Absolutely! We offer over 20 house rentals with a kitchen in Essex. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Essex have air conditioning?
Absolutely! We offer over 20 house rentals with air conditioning in Essex. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly vacation rentals in Essex?
Essex has more than 30 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
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