Holiday houses in Woodstock

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Top-rated holiday rentals in Woodstock

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Top Guest favourite
A green and white sign presents a welcoming message for guests, indicating the designated parking area. The sign is situated on a grassy lot, surrounded by freshly mulched flower beds and an asphalt surface.
Guest suite in Woodstock
4.99 out of 5 average rating, 202 reviews

Our Retreat -in a country 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
The open-concept living space features a combination of comfortable furniture, including two green chairs and a gray sofa. A wooden coffee table occupies the center of the room, surrounded by an area rug. A fireplace and bookshelves add warmth and character to the setting.
Apartment in Sykesville
4.95 out of 5 average rating, 216 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.

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.
Apartment in Sykesville
4.97 out of 5 average rating, 337 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
A private hot tub is featured under a shaded area, surrounded by wooden lattice and fencing. The spa is filled with clear water, and light reflections dance across the surface. A decorative sign is visible nearby, adding a touch of personality to the serene space.
Apartment in Woodstock
4.96 out of 5 average rating, 27 reviews

Resort studio apt w/ pool, hot tub, fire pit, gym

Resort living at it’s best! Everything you need in this studio apartment equipped with gym equipment (treadmill, Peloton bike, weights), large smart tv, WiFi, hot tub, firepit, full bath, kitchen, queen bed, washer/dryer on a golf course resort with free access to the community pool (Memorial Day through Labor Day) and community gym, walking distance to the public golf course (Waverly Woods), restaurants, shops, and grocery store. Walkable neighborhood just minutes from Patapsco state park.

Guest favourite
A spacious brick home is showcased, featuring a classic facade with white columns and large windows. A well-maintained front yard is visible, adorned with tidy shrubs and a mature tree, while the clear blue sky creates a bright backdrop.
Guest suite in Ellicott City
4.93 out of 5 average rating, 15 reviews

Comfortable luxurious private guest suit

Enjoy your comfortable stay in our guests suit (LL accessory apartment) with private entrance, covered patio with furnitures, part of a owner-occupied luxurious SF-home located in elegant, safe, community in Ellicott city, Howard County, MD. Easy access to major highways (I-70/I-695/Rte-32/40/I-95) to Baltimore DT, Columbia, Washington DC, BWI airport with short driving. Perfect for professionals, travel nurses, corporate visitors, graduate students for enjoying a relaxing, worry free stay.

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.
Apartment in Marriottsville
5 out of 5 average rating, 54 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 .

Top Guest favourite
An A-frame cabin is nestled in a wooded area, showcasing a blue exterior with large windows. A deck features two orange chairs, inviting relaxation. Surrounding trees display autumn foliage, while a layer of snow covers the ground, enhancing the tranquil setting.
Chalet in Marriottsville
5 out of 5 average rating, 100 reviews

Renovated 1973 Aframe with Hot Tub

Welcome to Hickory Roots Aframe! Nestled on a hill in the middle of a tranquil 1.13-acre lot, this luxurious 1,050 sq ft A-frame was originally built in 1973 and completely remodeled in 2023 with a mid-century design keeping in mind today's conveniences! Enjoy a relaxing stay - hang out at the fire pit, curl up with a book inside or soak in the covered hot tub. Conveniently located with easy access to I-70, I-795 and just 35 minutes from downtown Baltimore & 60 minutes from Washington DC!

Top Guest favourite
The exterior of a two-story house is surrounded by trees, with warm lights framing the balconies. Large glass windows provide visibility into the interior. A deck with a railing is seen above, and decorative elements are positioned outside the entrance.
Guest suite in Smithsburg
4.98 out of 5 average rating, 315 reviews

Creekside Retreat at the Jewel Vinsota

Relax in a quiet, curated, pet-friendly art exhibit. Live with paintings & sculptures that are for sale. This garden apartment is tucked into a hillside above a creek, along the Jewel Vinsota Sculpture Trail. Your host/gallery curators live upstairs. The “Artist’s Guesthouse” is next door. The private entrance is down a stone-stepped path. Perfect for 2 w/ the queen bed but room for 3 w/ the living room futon. Fully equipped kitchen. Private charcoal grill and fire pit next to the creek.

Guest favourite
The bedroom features a spacious bed adorned with a patterned blanket and decorative pillows. A circular area rug adds warmth to the space. Surrounding wall art complements the vintage aesthetic, while table lamps provide soft lighting. A rocking chair and another seating option are positioned nearby.
Guesthouse in Ellicott City
4.88 out of 5 average rating, 69 reviews

Cozy Historic Guest House

Located in the heart of Old Ellicott City! This studio is warm, cozy and decorated with almost all vintage furnishings to pay tribute to the 1800s home. The space offers a well stocked bedroom, full bathroom and kitchenette. Relax on the patio or walk to the many cafes and shops on Main Street. Parking is included. The home is built into a hill so you will need to walk up a series of steps in the back from the parking area to enter. Due to this our home may not be ideal for everyone.

Top Guest favourite
A historic stone house features a welcoming front porch with white railings, flanked by lush greenery and blooming flowers. The American flag adds a charming touch. A gently sloping landscape guides the eye towards the two-story structure, surrounded by natural beauty.
Home in Ellicott City
4.96 out of 5 average rating, 77 reviews

Historic Riverside Cottage

Its prime location in the Granite Hill area of Oella offers the charm of Old Ellicott City's shops and restaurants within walking distance. With river views and quick access to the hiking and mountain biking trails of Patapsco State Park, it blends nature’s beauty with urban comforts. It is also close to Merriweather Post Pavilion for easy access to concerts and events. The historical essence of the 1809-built house is preserved through a comprehensive 2023 renovation.

Guest favourite
An outdoor seating area features two vibrant red chairs placed on a mulch bed. A small table stands between the chairs, surrounded by greenery and decorative plants. A bright red door provides an inviting entrance, while a vintage wrought iron fence encloses the area for privacy.
Guesthouse in Catonsville
4.96 out of 5 average rating, 300 reviews

Fox Cottage *Pet Friendly*

Fox Cottage is a modern addition to our 115 year old Victorian home. It’s a One Bedroom Queen size mattress & memory foam topper. There’s a Loft with a Full Size Memory Foam Mattress. The loft is a cozy space accessible by a vintage wooden ladder. It is not appropriate for people who cannot climb a ladder. There’s an outdoor seating area with a Chiminea to light a fire, enjoy a cup of coffee or wine, work or just listen to the birds.

Guest favourite
A colorful living space features a turquoise sectional sofa adorned with yellow and white pillows. A patterned area rug lies beneath a glass coffee table. Natural light filters through sheer curtains, highlighting shelves with decorative items. A spiral staircase leads to the upper level.
Tiny home in Ellicott City
4.93 out of 5 average rating, 247 reviews

The Duchess of Font Hill {a tiny house}

This charming 525 square foot tiny house is nestled back in Font Hill, an amazing and sought after Howard County neighborhood. It sits at the end of a driveway at a single family dwelling. 3 miles from Historic Ellicott City, Turf Valley Resort + Spa, Merriweather Concert Pavillon. BWI airport is about 25 minutes away, and Baltimore City is 30 minutes from our home. 1 queen bed, 1 dual shower, a full kitchen, space is private.

Popular amenities for Woodstock holiday rentals

  1. Airbnb
  2. United States
  3. Maryland
  4. Howard County
  5. Ellicott City
  6. Woodstock