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 cozy living area is displayed with warm wooden walls and a plush sofa adorned with vibrant pillows. A small green side table complements the space. A wood stove is positioned nearby, with a window allowing natural light to illuminate the area.
Cabin in Bovina Center
4.97 out of 5 average rating, 434 reviews

Delightful Cabin with Extras

Come to beautiful Delaware County and settle into serene and comfortable surroundings for a restorative getaway in any season at this lovely Bovina cabin. Enjoy the hot tub, wrap-around deck, firepit, and pristine pond on 8 acres of rolling hillside property. *Notes: While our Air BnB Plus photo shoot was taken in winter, the cabin is a fantastic year-round respite, beautiful in every season. Also - each adult beyond 2 is $25 per night, but we do not charge for children, so do not include kids in your guest # (but let us know). Inside this 2- bdrm Catskills cabin, you'll find an open living/kitchen space with comfy couches and wood stove. Outside, there's a wrap-around deck with grill and hot tub. The cabin sits mountainside on eight beautiful acres of meadows, forest, a fantastic swimming pond and a fire pit. Swimming pond, deck, grill, fire pit, outdoor hot tub, wi-fi, and great local dining and festivals. Nearby farm stands, hiking, skiing, fishing, golf, tennis, and low-key town pool (in Andes). Amazing beef cattle are just down the road, so if you'd like some for the grill, we can put it in the fridge! We live right up the road so are readily available to answer all of your questions and provide whatever we can to make your stay memorable. The cabin is on Bramley Mountain in the beautiful town of Bovina Center. Neighboring farms offer organic veggies, grass-fed meat, cheese, and milk. The town also has top-rated Catskill dining, including Brushland Eating House, Table on Ten, and the Mountain Brook Inn. We're three hours from NYC by car. A beautiful ride! Buses also run regularly from Port Authority to nearby Andes or Delhi, so if you don't have a car, we're happy to pick you up. Fully equipped kitchen, 2 bedrooms (1 queen bed and 1 full bed), blow-up bed, games, books, DVDs and video streaming access.

Top Guest favourite
Cabin in Roxbury
4.97 out of 5 average rating, 128 reviews

Mountainscape: Peaceful- Skiing & Hiking

Our property is nestled in the Catskills mountains, offering mountain views and serene landscapes. You'll be staying in a cabin with 2 beds, Queen & Full, fold out couch, a kitchen, Wi-Fi, fire pit, & charcoal grill. Games to play both inside & outside provided. 4 ski resorts 16-32 min away such as Plattekill, Belleayre, Hunter, Windham Mountains. Nearby: Scenic Railcar rides, Cooperstown Baseball Hall of Fame, Howe Caverns, hiking, kayaking, biking & waterfalls. Restaurants in driving distance.

Superhost
A tiny cabin with a unique Japanese-inspired design is nestled among tall trees, accompanied by a gravel pathway and a small fire pit. The cabin's natural wood exterior blends with the forest surroundings, creating a serene atmosphere beside a flowing brook.
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 close but not attached (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 used with your accounts. Fishing pole provided. The cottage is separated from our home by a garage. We leave guests uninterrupted unless they want to interact/need anything.

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, 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!

Top Guest favourite
The A-frame cabin is framed by vibrant autumn foliage, featuring warm lighting that highlights its contemporary exterior design. A spacious wooden deck is furnished with seating and a dining area, overlooking a manicured lawn. The surrounding trees display a palette of orange and yellow leaves.
Cabin in Stamford
4.97 out of 5 average rating, 318 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
Cabin in Walton
4.95 out of 5 average rating, 239 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
A welcoming entrance is featured with a set of steps leading to a covered porch. A rail surrounds the porch, while hanging plants add a touch of greenery. Paved pathways and a level concrete area are visible, providing accessibility and a minimalist outdoor space.
Home in Milford
4.99 out of 5 average rating, 145 reviews

At Home Base - Guest House

Enjoy the Cooperstown experience while having all the comforts of home. The Baseball Hall of Fame (6 miles), Brewery Ommegang (5.4 miles), and The Cooperstown Dreams Park (0.5 miles) are all conveniently located. Scenic views from the large-covered deck of the rolling hills set on 20 acres. Check out all of the amenities including high speed internet, central air, and a BBQ grill. View our other “Home Base” listings here on Airbnb, all in the vicinity of one another.

Top Guest favourite
Cabin in Summit
4.98 out of 5 average rating, 125 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 rustic cabin is nestled among lush trees, featuring a metal roof and warm, inviting windows. Soft lighting from the windows enhances the natural surroundings, while a stone walkway leads to the entrance, blending harmoniously with the forest landscape.
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.

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
4.91 out of 5 average rating, 118 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 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, 310 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

Popular amenities for Maryland holiday rentals

When is the best time to visit Maryland?

MonthJanFebMarAprMayJuneJulyAugSeptOctNovDec
Avg. price$251 AUD$260 AUD$258 AUD$194 AUD$286 AUD$409 AUD$441 AUD$405 AUD$327 AUD$289 AUD$258 AUD$250 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 house rentals in Maryland?

    Maryland has more than 30 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • 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.

  • 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 house rentals with a dedicated workspace in Maryland?

    Yes! Work meets play with ease at over 10 house 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 cabin rentals in Maryland have wifi?

    Absolutely! We offer over 10 cabin rentals with wifi 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.

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 $28 AUD per night before taxes and fees

  • Verified guest reviews

    Over 2,140 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

    60 of Maryland holiday rentals include Wi-Fi 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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