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.

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Guest favorite

Apartment in Pasadena

4.99 out of 5 average rating, 547 reviews

Sea Dreamer aka Phenomenal Hospitality

Stunning sunrises free in a tranquil, riverfront, apartment with front entrance. Split foyer home, I am upstairs, you are downstairs. 2 separate bedrooms, one overlooking the river. Living room includes dining area, office space, comfy seating, and a massage chair!. Full bath, best showerhead, soaps, shampoos, and towels. Pull out sofa bed for larger parties. Kitchenette has everything necessary to cook with. BWI 20 min, 40 Annapolis, 60 to DC. Patio, fire pit, grill, deck and beach walks.

Nov 14 – 21

G$19,659 GYD per night

Guest favorite

Bungalow in Baltimore

4.96 out of 5 average rating, 154 reviews

RetroLux Guest Suite 20 min to Downtown Baltimore

Retro-Lux Suite has the feel of a luxurious separate apartment with all the necessities you may need during your stay; from a warm and cozy bedroom, a clean and airy bathroom, to an inviting bright living room/kitchenette combo well stocked for your needs. The icing on the cake is a fantastic zen-like sunroom to enjoy your morning coffee/tea, or a glass of wine in the evening. Best of all, it's on the first floor, easy to get in and out; you can't go wrong staying at this unique guest suite.

Jul 9 – 16

G$25,613 GYD per night

Guest favorite

Guest suite in Arnold

4.96 out of 5 average rating, 565 reviews

Old Bay Bungalow

This in-law apartment located in the lower level of my occupied home is just moments outside of Annapolis, mere blocks from the Magothy River. I enjoy inviting guests into the space, and take pride in treating new friends like family. Come rest your weary bones in your private retreat with its own separate entrance, relaxing sunporch, and stocked kitchenette. Reach into the fridge and enjoy cold soda or a local beer on me! Sit around our fireplace and relax. Settle into the Old Bay Bungalow!

Jul 14 – 21

G$23,339 GYD per night

Guest favorite

Guest suite in Forest Hill

5.0 out of 5 average rating, 110 reviews

Scenic, private 2 room-guest suite, near Bel Air

Relax and enjoy the scenic view of the countryside in this spacious (3 room) guest suite. The sunset is gorgeous! Spend the weekend enjoying the local activities: Dance under the stars at Boordy Vineyard Taste the craft beers at local breweries Hiking at Rocks State Park Biking nearby at the old railroad trail Explore the shops and restaurants on Main Street in historic Bel Air Spend a work trip in this peaceful, quiet space, located close to Aberdeen Proving Grounds, Peach Bottom Plant.

Nov 3 – 10

G$21,311 GYD per night

Guest favorite

Apartment in Baltimore

4.87 out of 5 average rating, 163 reviews

Cozy Studio Apartment

Cozy little separate entrance studio in the basement of my house. Has a queen size memory foam bed, comfy large couch, bean bag, 73 inch screen tv, 2 seater table, mini fridge, coffee maker, and insta pot. Bathroom stocked with soap & shampoo mini bottles. Quiet hours Sunday-Thursday is 10pm to 7am. Friday & Saturday 12am to 7am. I do have a cat that runs around upstairs and I also play music as well as take zoom calls throughout the day. At night the house is QUIET. No smoking. No parties.

Jul 11 – 18

G$14,193 GYD per night

Guest favorite

Guesthouse in White Marsh

4.97 out of 5 average rating, 140 reviews

Bird River Bottega - A Waterfront Oasis!

Private entrance studio located on a waterfront property. The Bottega is perfect for couples, solo travelers, and business professionals; best suited for two travelers. Enjoy your morning coffee by the water and watch the Ospreys, herons, ducks, hawks, and bald eagles galore. Whether you are fishing, lounging, or kayaking the Bird River (home to the Chesapeake Bay), you are bound for relaxation. Surrounded by a plethora of eateries, shopping, and entertainment all within a 25 minute drive.

Oct 7 – 14

G$18,470 GYD per night

Guest favorite

Cottage in Glen Burnie

4.92 out of 5 average rating, 140 reviews

Home away from home

This is a small house with private parking close to Baltimore and Annapolis. I have one queen size Murphy bed, one single pull out couch. It has an updated kitchen, updated bathroom, walk-in closet, Internet and heating and cooling. I also have a pellet stove. my kitchen is fully stocked with dishes, knives, forks, pots and pans. The bathroom has towels and rugs. I tried to add all the amenities to make it as comfortable as home. Look at pet rules under the other things to note section.

Jan 19 – 26

G$16,727 GYD per night

Superhost

Apartment in Baltimore

4.78 out of 5 average rating, 365 reviews

Awesome studio tucked away & Centrally located !

Bayview is very close to Greektown, Little Italy, Fells Point and Canton. Each of these commercial developments are no more than 1-2 miles from Drew Street. Restaurants, the waterfront and shopping districts are all located in each of these developments and provide a wide array of tastes and treats. Therefore, if you are a foodie, like wine/beer, antique shops or like to hear a band or singer every once in a while, you can definitely find something to do and travel via Uber, Lyft or Taxi.

Jul 3 – 10

G$13,621 GYD per night

Guest favorite

Guest suite in Lutherville-Timonium

4.92 out of 5 average rating, 383 reviews

* Spacious Private Suite Full of Style & Comfort *

Welcoming brand new private basement suite with trendy decor and style! The one bedroom spot offers so much more than just that. You will have full use of the open shelf kitchen, perfectly setup cozy living room, spacious full bathroom, breakfast nook, and laundry room if needed. Any couple, working professional, or small family / group of friends would love the stay here. Not to mention the great location convenient to all Baltimore attractions. Plenty of parking available.

G$16,556 GYD per night

Guest favorite

Guest suite in Parkville

4.96 out of 5 average rating, 189 reviews

A home away from home

This spacious 2 bedroom apartment is located in a lovely, safe suburban neighborhood. Guest will enjoy the lovely garden setting and patio. Only a short drive to The Inner Harbor, Annapolis, Camden Yards, M&T Bank Stadium,Johns Hopkins, just to name a few. Guests will definitely feel right at home with free wi fi ,HBO and Showtime. We are a retired couple who reside in the upper level of this house. The apartment is spacious and completely private with a well appointed full kitchen

Sep 15 – 22

G$29,707 GYD per night

Guest favorite

Apartment in Crownsville

4.98 out of 5 average rating, 163 reviews

“River Sweet" Private Apartment

River Sweet has everything you need for a fun and relaxing getaway. Cozy and clean, River Sweet provides all the comforts of home, including your own driveway and entrance. You'll delight in privacy while enjoying a safe, waterfront neighborhood. A local mini mart and restaurant are close by. And, you are centrally located between Annapolis, Baltimore and Washington for fun excursions! Please let us know if you need a long-term stay. We would be happy to accommodate you.

Aug 16 – 23

G$22,266 GYD per night

Guest favorite

Guest suite in Joppatowne

5.0 out of 5 average rating, 82 reviews

Cozy, clean & spacious lower level of a new home

This is a spacious lower level of a newly built home. This private guest area has a lounge, dinning, and kitchenette in addition to a bedroom and a bathroom. Guests share only the main entrance of the townhouse with owners who live upstairs. This private decorated space includes a smart TV, comfortable seating, dining for 4, microwave, coffee maker, full refrigerator, toaster/air fryer, queen bed, wardrobe and dresser. Washer/dryer available upon request.

May 12 – 19

G$15,744 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Essex vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Essex's top sights

Pizza John's5 locals recommend

Sunset Cove @ Maryland Marina Waterfront Dining5 locals recommend

Food Lion7 locals recommend

Autobahn indoor Speedway & Events - Baltimore North / White Marsh, MD3 locals recommend

Carson's Creekside Restaurant3 locals recommend

The Crazy Tuna Bar & Grille3 locals recommend

Other great vacation rentals in Essex

Guest favorite

Guest suite in Middle River

4.97 out of 5 average rating, 34 reviews

Boho-Chic Private Ground Floor

Sep 15 – 22

G$20,158 GYD per night

Guest favorite

Apartment in Dundalk

5.0 out of 5 average rating, 14 reviews

independent and private studio-apartment

Aug 29 – Sep 5

G$16,798 GYD per night

Guest favorite

Home in Essex

4.85 out of 5 average rating, 13 reviews

Waterfront getaway Essex, MD

Nov 2 – 9

G$39,964 GYD per night

Guest favorite

Apartment in Sparrows Point

5.0 out of 5 average rating, 27 reviews

Safe, quiet neighborhood close to downtown!

Jun 8 – 15

G$23,672 GYD per night

Guest favorite

Cottage in Essex

5.0 out of 5 average rating, 27 reviews

The Little House of Rockaway Beach, Maryland

Jul 11 – 18

G$50,964 GYD per night

Guest favorite

Guest suite in Baltimore

4.97 out of 5 average rating, 37 reviews

Studio w/Kitchen & Hi-Speed WiFi in Beverly Hills

Mar 16 – 23

G$15,213 GYD per night

Guest favorite

Home in Perry Hall

4.98 out of 5 average rating, 55 reviews

Cheerful 1-bedroom home in quiet neighborhood

Dec 15 – 22

G$21,999 GYD per night

Guest favorite

Home in Rosedale

4.94 out of 5 average rating, 50 reviews

Culinary delight/Wi-Fi/Large Deck/Ample Parking

Jul 29 – Aug 5

G$45,850 GYD per night

Show all

Quick stats about vacation rentals in Essex

Total rentals
40 properties
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
930 reviews
Nightly prices starting at
G$6,253 GYD before taxes and fees

Frequently Asked Questions

How much does it cost to stay in house rentals in Essex?
Experience the best of Essex with our house rentals, starting at about $60 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 House Rentals in Essex?
Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with air conditioning, over 20 homes with free parking, over 20 homes with a kitchen, over 20 homes with wifi, 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 house rentals in Essex have free parking?
Absolutely! We offer over 20 house 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 20 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

Vacation rentals in Essex

Top-rated vacation rentals in Essex

Vacation rentals for every style

Hotels

Unique stays

Homes

Popular amenities for Essex vacation rentals

Stay near Essex's top sights

Other great vacation rentals in Essex

Guest suite in Middle River

Apartment in Dundalk

Home in Essex

Apartment in Sparrows Point

Cottage in Essex

Guest suite in Baltimore

Home in Perry Hall

Home in Rosedale

Quick stats about vacation rentals in Essex

Total rentals

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

How much does it cost to stay in house rentals in Essex?

What are the most popular amenities for House Rentals in Essex?

Are there pet-friendly vacation rentals in Essex?

Do house rentals in Essex have wifi?

Do house rentals in Essex have free parking?

Do house rentals in Essex have a kitchen?

Do house rentals in Essex have air conditioning?

Are there family-friendly vacation rentals in Essex?

Destinations to explore