
Holiday rentals in Maryland
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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 €18 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 & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
60 of Maryland holiday 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!
Top-rated holiday rentals in Maryland
Guests agree: these stays are highly rated for location, cleanliness and more.

Succurro : Tent with a View - Order
A perfect getaway for friends, couples or small families! This listing is for one of 4 raised platform tents, located at the top of a hill, with a beautiful view. The tent has 1 full bed and 1 twin bed, a set of shelves and drawers for storage, and front porch to relax on. There is a fire pit, outhouses, outdoor showers (cold only!), trails in the woods to roam, and stream to wade in. Bring your groceries - there is a fully equipped outdoor kitchen with grills, fridges, and all the necessities!

The Waterfall Casita: A-frame with 30ft Waterfall
Nestled among Hemlock trees & steps from a 30 ft waterfall is our cozy A-frame cabin. Sitting on 33 private acres connected to state land, enjoy waterfall views while sipping coffee in front of the fireplace. The casita was intentionally designed to feel like a home away from home. In summer, cool off in the waterfalls & private streams, in autumn take in the stunning foliage & in winter ski/snowboard at Belleayre (25 mins away). Alder Lake & the Pepacton Reservoir fishing are a 10 min drive.

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.

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.

Main Street in the Mountains. See sights & scenery
Enjoy nature: hiking, fishing, (backyard creek/nearby lake) or enjoy the sights. Located 20 minutes from Cooperstown, Oneonta, & Cobleskill. Be moments from local attractions: Baseball Hall of Fame, Farmer's Museum, & more like local breweries (Ommegang), baseball camps; Dreams Park/All Star Village, colleges: Hartwick, SUNY Oneonta, & SUNY Cobleskill, & Bassett Healthcare locations. If staying in, there's high speed internet, streaming channels, washer & dryer, private porch, & access to yard

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!

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.

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.

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.

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.

Inez's Studio
A former Catskills painting studio re-imagined as a quiet mountainside retreat on 23 acres. 16ft ceilings and walls of windows let in amazing light, uninterrupted nature, and solitude. Open floor plan with the main bedroom downstairs and a loft bed upstairs. Step out the back door and into a private backyard and lower field with views of the upstate NY mountains. Also check out our other 1br listing: Table on Ten Earth House

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
Other great holiday rentals in Maryland

Cabin at Smokey Hollow

A Retreat of One's Own

Porchlight Pines | Hot Tub + Cold Plunge

Book Village Inn - Twain Room Queen Bed

Romantic 1 BR shipping container in the Catskills

Catskills Cabin on Creek near Belleayre

New Cabin w/Hot tub, Fire-pit, near Baseball camps

The Cabin at Jack’s Hill
When is the best time to visit Maryland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €158 | €163 | €163 | €122 | €180 | €258 | €278 | €255 | €206 | €182 | €163 | €157 |
| Avg. temp | -4°C | -3°C | 2°C | 9°C | 15°C | 20°C | 23°C | 22°C | 18°C | 11°C | 5°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 cabin rentals in Maryland have a kitchen?
Absolutely! We offer over 10 cabin 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 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.
Destinations to explore
- New York City Holiday rentals
- Montreal Holiday rentals
- Philadelphia Holiday rentals
- Washington Holiday rentals
- Boston Holiday rentals
- Ocean City Holiday rentals
- Niagara Falls Holiday rentals
- Mississauga Holiday rentals
- Jersey City Holiday rentals
- Newark Holiday rentals
- Baltimore Holiday rentals
- Portland Holiday rentals
- Hunter Mountain
- Belleayre Mountain Ski Center
- Howe Caverns
- Windham Mountain
- Glimmerglass State Park
- Plattekill Mountain
- Thacher State Park
- Zoom Flume
- Hunter Mountain Resort
- Colgate University
- Rivers Casino & Resort
- Mine Kill State Park
- Utica Zoo
- Adirondack Animal Land
- The Farmers' Museum
- The Andes Hotel
- Secret Caverns





