Holiday houses in Cockeysville

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Top-rated holiday rentals in Cockeysville

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite

Apartment in Monkton

4.94 out of 5 average rating, 137 reviews

Apartment in the 1858 Monkton Hotel!

Love the outdoors? Love to fish, hike, bike, kayak? All of the above? The Monkton Hotel is a registered landmark that sits on the NCR trail, which runs along the Gunpowder River, home for some of the best trout fly fishing in the country. This fully renovated apartment, themed the "Fisherman's Lodge", is on the second floor and has the latest amenities. Nothing in the area matches the charm, convenience and history. A yoga studio, bike and tube rental and great cafe are all in the same building.

29 Jun – 6 Jul

$230 NZD per night

Guest favourite

Apartment in Sykesville

4.96 out of 5 average rating, 130 reviews

Hickory Haven •1B King •Bsmt Apt •Clean •LG

Walk into a generously spacious, open-concept apt. The comfortable furnishings in this home blend authentic styles with modern design. Start your mornings w/ a meticulously clean bathroom. Enjoy movie night in the large living room, or lay on the comfortable king-sized bed. Read through the night by a warm stove fire. Stay in the backyard and enjoy the serenity of Sykesville! Enjoy the high-speed internet and the large space for your work-at-home needs. Stay-a-while and make the place your home.

24 Jun – 1 Jul

$184 NZD per night

Guest favourite

Home in Monkton

4.89 out of 5 average rating, 35 reviews

Charming 3-bedroom in Historic Monkton Village

Whether you are coming for the world renowned trout fishing on the Gunpowder River, the excitement of steeplechase racing or just to relax in the country, you are only 30 minutes from Baltimore Walk just 300 feet to fish or float on the river Enjoy 3 local farm to table breweries Listen to live music at 2 exceptional wineries Experience the famed Manor Tavern Walk through the historic Ladew Gardens Or Enjoy a local polo match Whatever you choose, my house is your house. See guidebook for details

14–21 Sep

$265 NZD per night

Guest favourite

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.

12–19 Aug

$226 NZD per night

Guest favourite

Guest suite in Forest Hill

5.0 out of 5 average rating, 111 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.

20–27 Sep

$190 NZD per night

Superhost

Guest suite in Jarrettsville

4.88 out of 5 average rating, 172 reviews

Modern Farmhouse Retreat Surrounded by Farmland

Tucked away in idyllic Jarrettsville and surrounded by farmland is the modern farmhouse retreat that elevates the Airbnb experience for every guest. Jarrettsville is right in the sweet spot within 30 minutes to major cities in the Greater Baltimore area and Southern PA and close to a plethora of local breweries and wineries as well as local shops, restaurants, events, and outdoor activities including hiking, biking, fishing and tubing. Breakfast snacks, soaking tub, and campfires all included!

7–14 Nov

$219 NZD per night

Guest favourite

Guesthouse in Owings Mills

4.97 out of 5 average rating, 118 reviews

Shamrock cabin with hot tub, large yard

Please no cats! We are allergic. Backyard tiny house/guest house fits 2 adults comfortably. Equipped with small kitchenette, queen bed, and private bathroom. Kitchenette equipped with mini fridge, toaster oven, microwave, Keurig coffee machine, and silverware/dishware. Snacks/breakfast items and assorted k-cups provided. Dog friendly with spacious enclosed back yard containing private hot tub, small above ground pool, propane grill, fire pit, and badminton net. Includes Wi-Fi & TV with roku.

29 Jun – 6 Jul

$181 NZD per night

Guest favourite

Guest suite in Phoenix

4.95 out of 5 average rating, 42 reviews

Luxury 2 Bedroom Apartment near Baltimore

Welcome to your home away from home! Enjoy this two bedroom luxury apartment (1200 sq ft). You can stay in a natural setting but still be close to everything. You will have two queen beds, a jacuzzi tub, a brand new kitchen, a 55 inch QLED TV, and your own deck with a dining table and swing. While you are here, you can enjoy the firepit and nature trails and wake up listening to the birds outside your room. You can also drive 23 min and be at the Inner Harbor! 65 min to the National Mall!

20–27 Jul

$359 NZD per night

Guest favourite

Guest suite in Monkton

4.96 out of 5 average rating, 137 reviews

Private Garden Apartment in Historic District

Our 1919 charming home, surrounded by 50 acres of preserved land, is in an historic district and a stone's throw from the NCR hike/bike trail. We have tubes to float down the Gunpowder River which winds around our property and is accessible by foot. The bike path is lovely! Inverness Brewery is located 5 minutes away, Starbright farm is a glorious lavender farm 15 minutes north, Boordy Vineyards, a family run winery, is 20 minutes east, and Ladew Toipiary Gardens is another gem to behold!

18–25 Dec

$190 NZD per night

Guest favourite

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.

4–11 Dec

$190 NZD per night

Guest favourite

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.

$134 NZD per night

Guest favourite

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

9–16 Sep

$316 NZD per night