Holiday houses in Maryland

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Top-rated holiday rentals in Maryland

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

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Top Guest favourite
A large, circular hot tub is situated on a wooden deck, offering uninterrupted views of lush green hills and a clear blue sky. The still water reflects the vibrant clouds and distant mountains, creating a serene outdoor setting.
Cabin in Delhi
4.92 out of 5 average rating, 448 reviews

Catskills Cabin on 34 acre Estate stunning views

Before booking or inquiring *PLEASE READ * the ENTIRE listing especially the “GUEST ACCESS and HOUSE RULES” sections for more info on the Property and Hot Tub (access is shared). NO PETS or SMOKING of ANY Kind. Welcome to The Monroe House Cabin. Tucked away just behind our Main house and Barn Apt on our picturesque 34 acre estate. Guests will have *shared access* to our Hot Tub with stunning views of the Catskill mountains. December - March an AWD or 4x4 vehicle is HIGHLY RECOMMENDED

Top Guest favourite
A rustic cabin is set against a backdrop of lush greenery, featuring a spacious wooden deck with a dining table and chairs. Inside, a cozy sleeping area showcases a neatly made bed with soft linens, while the warm wood interior adds to the inviting ambiance.
Cabin in Oneonta
4.99 out of 5 average rating, 178 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!

Top Guest favourite
A spacious guesthouse and main house are visible, both surrounded by greenery. The guesthouse, featuring a peaked roof and front porch, is set beside the main house, which includes a symmetrical design and large garage doors. A gravel pathway leads to both structures.
Guesthouse in Fort Plain
4.99 out of 5 average rating, 580 reviews

Starhaven: Baseball HoF, Mineral Mining & More

Our guesthouse is minutes from the interstate, but you'll swear that you've traveled miles out in "God's country." Surrounded by many Amish neighbors, we are centrally located to Cooperstown, Howe Caverns, the Southern Adirondacks, Saratoga, Albany, Utica, and the Mohawk Valley (all within an hour's drive or less.) Enjoy a quiet retreat far off the road with authentic Amish furniture and decor and modern conveniences (washer & dryer, dishwasher, Keurig, AC/Heat, WiFi and streaming TV.)

Top Guest favourite
Cabin in Walton
4.94 out of 5 average rating, 195 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
The exterior of the cabin is showcased, featuring a wooden facade with a steeply pitched roof. A welcoming porch with wooden railings surrounds the entrance, leading to a front door flanked by windows. Lush greenery surrounds the cabin, enhancing its secluded setting.
Guesthouse in Delhi
4.97 out of 5 average rating, 176 reviews

Catskills Peakes Brook Cabin-Creek, Pond & Privacy

Take a breath at Peakes Brook Cabin, our cozy and private cabin on a pond, with the brook steaming beside it. Our beloved property is perfect for couples needing to escape the city, decompress and deplug. You're minutes to charming Delhi and other Catskill villages, with nature all around. We are very excited to announce that our cabin has a huge upgrade as of Spring '25. We now have a full bathroom with running water! Note that cabin has a kitchenette, not full kitchen.

Superhost
A cozy sleeping area features a queen-sized bed with light bedding and soft throw blankets. A large picture window provides views of the surrounding greenery. The wood-paneled walls and floor create a warm, natural atmosphere, complemented by a small table and a minimalist chair.
Tiny home in Worcester
4.88 out of 5 average rating, 123 reviews

Tiny Home Glamping @ Maia's Place

Enjoy a true Tiny Home Glamping experience at Maia's Place! Located only 20 minutes from Cooperstown and baseball fields. Enjoy beautiful views of the mountains all around. This tiny home sits on a private two acres, has an outdoor patio area for lounging, grilling, and star gazing at night. The inside is fully equipped with a convection stovetop, fridge, bathroom, wifi hotspot, and queen-sized bed with a 5x5 east-facing picture window to capture the perfect sunrise!

Top Guest favourite
The exterior of a charming farmhouse is captured, showcasing a green facade with white trim and a red roof. A spacious porch can be seen, providing an inviting entrance. Surrounding grassy areas and trees complement the rural setting, illuminated by natural sunlight.
Apartment in Roxbury
4.93 out of 5 average rating, 322 reviews

"Your Country Getaway at Beulah Land Farm."

Enjoy a one bedroom apartment with a private entrance. Head up the old rear staircase around the back of a quaint 100 year old farmhouse. Stairs are a little steep. There is a kitchenette with a two burner stove, sink and under counter fridge. There is one full bath with a shower stall. In the living area there is a day bed with an extra twin mattress underneath. There is wireless internet for your use as well. It is 25 minutes to ski areas.

Guest favourite
A rustic cabin with a green metal roof features a spacious front porch adorned with comfortable seating. Large windows provide ample natural light, and a well-maintained lawn with trees offers a scenic backdrop. The tranquil setting invites relaxation and outdoor enjoyment.
Home in Oneonta
4.92 out of 5 average rating, 111 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!

Top Guest favourite
The entrance to a rustic cabin is framed by logs, featuring a welcome sign and a seasonal wreath on the door. A pair of wooden rocking chairs sits on a spacious porch, accompanied by a decorative pumpkin and a carved wooden stump.
Cabin in Cooperstown
4.98 out of 5 average rating, 118 reviews

An Upstate NY getaway treasure!

Take it easy at this unique and tranquil getaway. For several hundred years our family has been a part of the Cooperstown community and we look forward to sharing it with you! On over 20 acres of land , you can explore the beautiful landscape of water and woods. Just over the hill from Otsego Lake. Only 3.9 miles (8 min) to Cooperstown’s Main Street in the spring, summer and fall and 5.7 miles (10 min) in winter.

Top Guest favourite
The exterior of the A-frame glamp is shown, surrounded by lush greenery and tall trees under a blue sky filled with gentle clouds. A large window reflects the natural scenery, enhancing the connection to nature. The interior view captures a distinctive moon-shaped light fixture suspended from the high ceiling, complementing the triangular architecture.
Place to stay in Oneonta
4.99 out of 5 average rating, 258 reviews

Creekside of the Moon A-frame Cabin

Creekside of the moon A-frame glamp. Float, fish and play in the Catskills. Glamp on the Charlotte Creek in a newly built modern tiny a-frame. Sleep under the full moon. A giant moon light hangs over the bed(s) with a stunning reflection in the window at night over the creekview. Perfect for a romantic getaway, fishing trip, or glamping spot in the Catskills. Close to Cooperstown, NY IG @aframe_moon

Top Guest favourite
A serene cabin is nestled amidst a lush green landscape, surrounded by tall trees and vibrant foliage. The charming structure features a blue roof and large windows that offer an inviting appearance. Wildflowers and grasses frame the view, enhancing the peaceful setting.
Cabin in Jefferson
5 out of 5 average rating, 504 reviews

"Far from the Madding Crowd" Cozy Cabin Retreat

Cabin Clack is a quiet, stream-side retreat bordering 1000 acres of wild trails in NY State Forest. The cabin is a historic hunting cabin from circa 1935. The cabin is good for a couple, solo adventurers, or families (with kids). We welcome pets, and they will love exploring the secluded forest and the freedom of our virtually traffic-free dead-end road. There is a spring fed pond you can swim in.

Top Guest favourite
An open-concept kitchen and dining area is displayed, featuring a large island with seating for four. Sunlight fills the space through multiple windows, illuminating the dining table with chairs. Modern appliances and a light color palette create a bright and welcoming environment.
Home in Milford
4.97 out of 5 average rating, 273 reviews

Creekside: Cozy Cooperstown Retreat

Welcome! Creekside is a ranch style home overlooking a scenic pond. It is a 3 bedroom, 2 bath home with cathedral ceilings and a beautiful open concept feel. If your group would like to spread out, we have an option to add a 4th bedroom and living space with a basement apartment option. Decks on both the front & back of the home let you enjoy all the surrounding nature.

Popular amenities for Maryland holiday rentals

When is the best time to visit Maryland?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$212 AUD$287 AUD$186 AUD$216 AUD$318 AUD$454 AUD$490 AUD$450 AUD$363 AUD$278 AUD$229 AUD$233 AUD
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.

  • Do house rentals in Maryland have air conditioning?

    Absolutely! We offer over 20 house rentals with air conditioning in Maryland. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for Cabin Rentals in Maryland?

    Enhance your stay in our Cabin Rentals with the most popular amenities: over 10 homes with air conditioning, over 10 homes with free parking, over 10 homes with a kitchen, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • 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.

  • Do house rentals in Maryland have a kitchen?

    Absolutely! We offer over 20 house rentals with a kitchen in Maryland. Enjoy a tailored experience with all the comforts you desire.

  • Do cabin rentals in Maryland have free parking?

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

  • 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.

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

    Experience the best of Maryland 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.

Quick stats about holiday rentals in Maryland

  • Total holiday rentals

    Explore 60 holiday rentals in Maryland

  • Nightly prices starting at

    Maryland holiday rentals start at $31 AUD per night before taxes and fees

  • Verified guest reviews

    Over 2,040 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    50 of Maryland holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Maryland rentals

  • 4.8 Average rating

    Maryland stays are highly rated by guests—averaging 4.8 out of 5!

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