Holiday rentals in Sykesville

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Top-rated holiday rentals in Sykesville

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

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Guest favourite
A modern kitchen features a large island with bar seating and granite countertops. Stainless steel appliances and a six-burner gas range are present. Soft natural light filters through a window, illuminating a cozy living area with a comfortable sofa and decorative accents.
Guest suite in Glenelg
4.98 out of 5 average rating, 141 reviews

Lovely guest house with gourmet kitchen & King bed

If you're looking for a quick getaway or a brewery hopping good time we offer that and everything in-between. Locally offerings include walking trails/ restaurants, and family farms. We are located between Washington D.C. and Baltimore. Only a short 45 minute drive to D.C., you can spend the day exploring the museums and sites that the Nations Capital has to offer. Baltimore is 25 minutes away. A great place to see the National Aquarium. You will love your relaxing stay here in this rural area

Top guest favourite
Guest suite in Woodstock
4.98 out of 5 average rating, 233 reviews

Our Retreat -in a peaceful setting.

Private- apartment in the lower level of our house. House in a rural setting- you may spot white tail deer or other wildlife.Enjoy the peaceful tranquil setting.We are within 5 minutes by car to Rte 70 and shopping centers. Our space isn't childproof. Workout equipment available for use at your own risk. We control the HVAC and will adjust as requested. May not be suitable for those with mobility issues due to the walk to the entrance. Non smoking. We aren't set up for heavy cooking. No stove.

Top guest favourite
A spacious gathering area is highlighted by a comfortable sofa and a light armchair, complemented by a brown coffee table. Wall art and mirrors add character to the gray walls. Soft rugs cover the wood-like flooring, creating a cozy atmosphere for relaxation.
Flat in Sykesville
4.97 out of 5 average rating, 354 reviews

Heart of Sykesville! 2 Bedroom Suite! Walk to town

Located in the heart of Sykesville, Linden, a two bedroom basement suite, welcomes you to relax and rewind! We have designed our space to feel like your home away from home.The kitchenette includes a full refrigerator, microwave, slow cooker, Instapot, and a hot plate for meal prep. An easy stroll to Main Street will give your car a rest as you enjoy dining and shopping, live music from May/Oct and a wonderful Splash Park from May/Sept. Private guest patio with small gas grill. Dogs considered.

Top guest favourite
An inviting family room features a pool table at its center, surrounded by comfortable seating and dining areas. Natural light illuminates the space through large doors leading to the deck. Ceiling fans and a warm color palette contribute to the open, relaxed atmosphere.
Home in Columbia
4.94 out of 5 average rating, 119 reviews

Rancher by Wash/Balt/Annap w/pool table, Kit, Deck

My Columbia House sits between Baltimore, Washington DC, and Annapolis, plus Historic Ellicott City, (county seat), is 8 miles close. The kid friendly neighborhood is central to Columbia village centers offering shops, restaurants, entertainment, lakes, hiking trails + more. Guests will enjoy FiOS Quantum data-multiple Laptop friendly work areas, 2 TVs and data jacks thru-out the home. See owners' favorites' list for local treats like Savage Mill, Ellicott City, or Merriweather Post Pavilion

Guest favourite
The image depicts a small historic log cabin with white siding, surrounded by lush greenery and well-kept gardens. Nearby, a larger white building stands. The scene is set under a clear sky, with soft natural light illuminating the exterior.
Tiny home in Glenwood
4.89 out of 5 average rating, 166 reviews

Ellerslie cabin

Located in Glenwood, Maryland, Ellerslie is a 50 acre farm which dates back to 1763 with scenic views, fields of corn and a tranquil stocked pond. Nestled here is a small historic log cabin, built around 1810, that is charming and cozy. It has recently been restored and is equipped with all modern amenities, including a new stainless steel refrigerator and gas stove. The cabin is perfect for a business person who prefers staying in the country to a city setting or for a weekend getaway.

Top guest favourite
A stylish living area features two comfortable armchairs and a spacious sofa arranged around a wooden coffee table. A patterned area rug adds warmth to the hardwood floor. Natural light filters through large windows, illuminating a calming color palette and enhancing the inviting ambiance.
Flat in Marriottsville
5.0 out of 5 average rating, 71 reviews

Large Open Suite nestled among the Trees

Bright, open floor plan with private entrance and free parking nestled in a quiet residential tree lined cul-de-sac in beautiful Marriottsville. This is a private suite in our home with over 900 square feet of space. It includes an efficiency kitchen equipped with a mini fridge, toaster, microwave and hot plate. This suite is a wonderful short term option for professionals & interns. The neighborhood borders Patapsco State Forest which offers hiking, biking, horseback riding and kayaking .

Superhost
The historic stone house features a large front porch with a railing and several steps leading to the entrance. Its facade includes multiple windows framed by red shutters, with a modern addition visible on one side. Lush green grass surrounds the house, adding to the rural setting.
Farm stay in Mount Airy
4.98 out of 5 average rating, 121 reviews

Poole House at Friendship Farm

Welcome to Poole House at Friendship Farm! Escape to the country at this historic stone house built in the 1700s. With accommodations for eight guests it is perfect for a getaway with friends and family, wedding parties and work retreats. The house received a meticulous restoration that includes all mechanical systems and a modern addition with a gourmet kitchen and master bedroom. The property also includes a three car garage as well as a restored smoke house and log cabin.

Top guest favourite
A charming white farmhouse is set against a backdrop of rolling hills, with a vibrant row of sunflowers blooming in the foreground. The open pasture offers a serene landscape, enhanced by the warm light of the setting sun casting a gentle glow.
Farm stay in Mount Airy
4.98 out of 5 average rating, 106 reviews

Sunsets from a Haven on a Hill

Come rest & relax in the high hill country of Mount Airy, MD. Find an oasis of beautiful views, rolling hills, open skies, and pastureland. This three-story farmhouse sits on one of the highest points in Mount Airy, MD with views of both the sunrise and the sunset. With an open kitchen plan, large family room, and beds to sleep 9, it’s a perfect place to gather family together for the holidays. Unwind, unplug, and connect with your loved ones in this beautiful farm setting.

Top guest favourite
Home in Mount Airy
4.99 out of 5 average rating, 80 reviews

Private Sauna, Fireplace & Country Views

A peaceful Mount Airy retreat with an infrared sauna, cozy fireplace, 1 GB Wi-Fi, and plenty of space for families, wedding guests, winery weekends, and quiet midweek getaways near Frederick. Enjoy nature views, deer and bird sightings, workspace, game room, stocked kitchen, comfy beds, and inviting gathering spaces. Quiet cul-de-sac—less than 10 minutes to groceries, restaurants, Walmart, and downtown Mount Airy, with easy access to Frederick, DC, Baltimore, and Gettysburg.

Guest favourite
Home in Reisterstown
5.0 out of 5 average rating, 13 reviews

Baltimore area 4BR•Private Pool•Fenced•Pets•King

Welcome to Amber Oasis, a serene luxury retreat in a quiet Reisterstown neighborhood- just minutes from Owings Mills and only 25 minutes from Baltimore’s Inner Harbor. Designed for comfort, connection, and unforgettable stays, this spacious home is perfect for families, groups, and extended visits. This spacious property offers privacy, comfort, and thoughtful amenities- including a private fenced-in yard with pool and generous indoor living space.

Guest favourite
A bright and airy bedroom features a spacious bed with a white quilt and an accent pillow. Natural light filters through two windows, illuminating the wood floor. A small dining table with chairs and a wall-mounted air conditioner add functionality to the cozy space.
Guest house in Woodbine
4.95 out of 5 average rating, 160 reviews

Garden Cottage

Located in a beautiful and peaceful part of Maryland our Garden Cottage offers a cute and cozy getaway. A perfect escape from the city, our cottage is nestled among some of Maryland's best farmers markets, breweries, wineries, and outdoor experiences while still being conveniently located near several small towns and Frederick, MD. If you’re looking for a longer stay but our calendar looks booked please reach out to us!

Top guest favourite
A charming street scene showcases a row of colorful storefronts, including green, blue, and orange façades. Flags adorn the buildings, and overcast skies create a soft backdrop. Sidewalks are visible, inviting leisurely strolls through this quaint downtown area.
Home in Sykesville
4.91 out of 5 average rating, 99 reviews

Lovely Sykesville home w/ a 5 min walk to Main St

We are located about a 5-minute walk from Downtown Sykesville. Main Street is host to restaurants, shopping, craft cocktails, and amazing hiking/mountain biking trails. This is a perfect home for a weekend getaway, a wedding in the area, or as a business traveler. The entire house can sleep 4 comfortably and is a perfect alternative to staying in a hotel in Owings Mills, Westminster, or Turf Valley.

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