Vacation rentals in Maryland

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Top-rated vacation rentals in Maryland

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

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A charming tiny cabin features a triangular architecture, surrounded by snow-covered ground and trees. Soft, warm lights are strung along the deck, illuminating the entrance. A bubbling hot tub is positioned on the wooden deck, with steam rising from the water's surface.
Cabin in Downsville
4.87 out of 5 average rating, 335 reviews

Tiny glamping cabin with mineral spring hot tub

This off grid, alternative powered site is located towards the front of a large twelve acre estate, alongside a flowing brook. Elevated over a natural spring that flows year round, the Japanese inspired aesthetics of this private, tiny cabin sits perched atop a deck among the wooded trees overlooking the waterway the mineral spring feeds, but not before filling the in-ground, cedar lined, two person, bubbling hot tub heated with a wood burning stove. One of two glamping sites on the 12 acres.

Top guest favourite
A spacious gazebo with wooden beams overlooks a serene pond. Adironack chairs are arranged for seating, and a small table is centered on the deck. A vibrant rug adds color to the wooden floor, while greenery surrounds the tranquil setting.
Guesthouse in East Meredith
4.97 out of 5 average rating, 156 reviews

The Lily Pad

The Lily Pad is a comfy one room king bed cottage with a porch overlooking the pond. A private full bath is 30 steps away (attached to our home for plumbing purposes, but you have a private entry). The paved path is well lit. The cottage is insulated, heated,air conditioned, has electricity,Wi-Fi, and a smart tv to be used w/ your own accounts. Fishing pole provided. The cottage is separated from our home by a garage. We leave guests uninterrupted unless they want to interact or need anything.

Top guest favourite
Cabin in Oneonta
4.99 out of 5 average rating, 197 reviews

Romantic Cozy Cabin with a View of the Wetlands

Summer baseball renters please note: availability is Dreams Park tournament schedule ONLY -- not All Star! Perfect for a couple's getaway, a writing retreat, or a cozy home base to explore the area! Built in the 18th century, it now boasts an adorable fully-equipped kitchen, a charming wood interior, a vaulted ceiling, and a spacious deck with a view of the birdlife and wetlands. Swimming, hiking, and fishing on Goodyear Lake 5 mins away! Minutes from live music, cafes, and antique shops!

Guest favourite
Cabin in Bovina Center
4.98 out of 5 average rating, 101 reviews

Renovated 1800s Schoolhouse: Private, Scenic Stay

Wake up as natural light finds its way into the home and enjoy relaxing to the sounds and sites of nature. By day, enjoy the views from a 1500 square foot wrap-around deck and explore the adorable nearby towns of Bovina, Andes, Delhi and more. By night, star gaze from the comfort of a cozy loft or sit by the wood stove on a chilly night. The Bovina Schoolhouse offers the perfect getaway for a couple, small family, or friends. An open layout is perfect for cooking, dining and lounging.

Top guest favourite
A charming house is set against a backdrop of vibrant autumn foliage. The surrounding yard is blanketed with fallen leaves, and a well-tended garden area is visible. The peaceful landscape features trees in warm hues, enhancing the serene rural atmosphere.
Home in Davenport
4.96 out of 5 average rating, 120 reviews

Cooperstown Vicinity Country Home near Motorsports

Charming open concept house nestled in the Catskill mountains 20 min E. of Oneonta. Exquisite Views! (**Adjacent to motorcycle racetrack. It's not visible, but noisy in daytime 9am-5pm 4-5 days/wk.) Enjoy a morning read in our comfy sofas and armchairs or get cozy by the gas fireplace at night. Explore our 20-acre property or relax out on the wide, sunny lawn. Outdoor table and chairs by the firepit are perfect for an evening meal overlooking the beautiful, ancient Catskill Mountains.

Top guest favourite
The modern A-frame cabin is surrounded by vibrant autumn foliage, featuring hues of red, orange, and yellow. A spacious outdoor deck is furnished with seating and a dining area, providing a comfortable space to enjoy the serene landscape. A gentle lawn leads to the forest edge.
Cabin in Stamford
4.97 out of 5 average rating, 317 reviews

The A-Frame at Harvest Moon Acres

Escape to this cozy, pet friendly Aframe tucked in the mountains - perfect for a peaceful getaway surrounded by nature with fireplace and mountain views in Stamford, NY, where the beauty of the Catskill Mountains surrounds you. Whether you’re sipping coffee by the fire, exploring nearby trails, or unwinding under the stars, the cabin is designed for comfort, relaxation and a little adventure Close to scenic hiking trails and nature spots. Short drive to local coffee shop and cafe.

Top guest favourite
A charming black house is nestled in a snowy landscape, with warm light glowing from the windows. The structure features a sloped roof and is surrounded by gently illuminated trees under a clear night sky.
Cabin in Walton
4.95 out of 5 average rating, 238 reviews

The Mill House: An Enchanting Stream-Side Retreat

Nestled in the heart of the Catskills and just a 2.5-hour drive from NYC, escape to the perfect fall retreat where you can reconnect with nature and enjoy the serene beauty of the season. This historic gem underwent a recent restoration, marrying its saw mill heritage with contemporary luxuries, including a Nest thermostat, smart speakers, keyless entry, and fast wifi. Original exposed post and beam construction and Scandinavian-inspired design make for a unique and cozy atmosphere.

Top guest favourite
Cabin in Summit
4.98 out of 5 average rating, 124 reviews

Little Green Lake House

Owned and styled by an artist couple with the dream of creating a place for others to escape, reflect, and feel reinvigorated by nature, this rustic lake house sits right on the banks of Summit Lake in the Catskill Mountains. This thoughtfully renovated 1940s cabin is perfect for couples seeking a romantic weekend, small families wanting a restorative break, writers and artists looking for inspiration, or anyone in need of a quiet, peaceful sanctuary.

Guest favourite
A geodesic dome is situated amidst expansive green pastures, surrounded by rolling hills and trees. The outdoor dining area with lounge chairs and a firepit can be seen adjacent to the dome, offering a scenic view of the countryside.
Dome in Cobleskill
4.96 out of 5 average rating, 116 reviews

Dome on Agroforestry Farm w/ Mountain View & Ponds

Welcome to The Dome on Long Future Farms! Our unique lodging is designed to provide a relaxing experience for 2-4 guests, with a focus on minimizing our environmental impact and supporting local ecological farming. (There are currently NO animals on the farm, as this is primarily a nut tree farm.) Our dome offers a breathtaking view of our 171-acre agroforestry land, hills and ponds, allowing you to truly connect with the natural beauty of the region.

Guest favourite
A rustic cabin is nestled among lush greenery, surrounded by trees. The structure features a metal roof and wooden walls, with warm light emanating from the windows, creating a welcoming contrast with the natural environment.
Place to stay in Downsville
4.87 out of 5 average rating, 222 reviews

Half Moon: Fairytale Catskills Retreat

Enjoy nature in style at this fairytale in the forest. This idyllic escape combines whimsical structures, curated gathering spaces and a private wooded hillside surrounded by hiking trails and quaint towns. Disclaimer: This is a rustic cabin. Heating is from a wood-burning stove, there is no AC. The bath house is a separate structure from the cabin, up a hillside with stone steps. Cooking is via charcoal grills, small outdoor kitchenette or fire.

Top guest favourite
Treehouse in Willow
4.96 out of 5 average rating, 855 reviews

Willow Treehouse - secluded, unique, romantic

The Willow Treehouse is settled among the trees, overlooking a small, swimmable pond, on a wooded property 15min away from the town of Woodstock. It is cozy, yet has all you need to cook dinner, enjoy reading, sit on the couch and stare outside the window, or swim. No WiFi and no cell service = fully disconnecting from daily life and true relaxation. Perfect for couples and solo adventurers (2 adults max). STR operating permit #21H-109

Guest favourite
A covered porch offers a view of a serene lake, framed by trees. A grassy yard extends towards the water, with seating provided by a woven chair and a rustic bench. Sunlight filters through the trees, creating a calm atmosphere.
Home in Oneonta
4.91 out of 5 average rating, 117 reviews

Lakefront, family friendly home -Baseball campers!

- Lake/waterfront home on Goodyear Lake. - Conveniently located close to local baseball camps, SUNY Oneonta and Hartwick college - Large lake view patio and yard for games or campfires and lakeside deck and dock. - Enjoy swimming, excellent fishing, and watersports. Canoe, row boat, and pedal boat on site for guests. - Updated spacious home, including a fireplace and air conditioning. - Away from it all, but close to all amenities!

Popular amenities for Maryland vacation rentals

When is the best time to visit Maryland?

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Avg. price$248 CAD$256 CAD$255 CAD$192 CAD$283 CAD$404 CAD$436 CAD$400 CAD$323 CAD$285 CAD$255 CAD$247 CAD
Avg. temp-4 °C-3 °C2 °C9 °C15 °C20 °C23 °C22 °C18 °C11 °C5 °C-1 °C

Frequently Asked Questions

  • Are there family-friendly vacation rentals in Maryland?

    Maryland has more than 40 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in cabin rentals in Maryland?

    Experience the best of Maryland with our cabin rentals, starting at about $150 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Maryland?

    Four-legged friends are welcome in Maryland. Choose from more than 10 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Maryland?

    Yes! Work meets play with ease at over 20 vacation rentals in Maryland featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do cabin rentals in Maryland have air conditioning?

    Absolutely! We offer over 10 cabin rentals with air conditioning in Maryland. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Maryland have a kitchen?

    Absolutely! We offer over 30 house rentals with a kitchen in Maryland. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Maryland have wifi?

    Absolutely! We offer over 30 house rentals with wifi in Maryland. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Maryland have free parking?

    Absolutely! We offer over 30 house rentals with free parking in Maryland. Enjoy a tailored experience with all the comforts you desire.

Quick stats about vacation rentals in Maryland

  • Total vacation rentals

    Explore 60 vacation rentals in Maryland

  • Nightly prices starting at

    Maryland vacation rentals start at $28 CAD per night before taxes and fees

  • Verified guest reviews

    Over 2,140 verified reviews to help you choose

  • Family-friendly vacation rentals

    40 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    60 of Maryland vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Maryland rentals

  • 4.9 Average rating

    Maryland stays are highly rated by guests—averaging 4.9 out of 5!

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