
Holiday rentals in Maryland
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Top-rated holiday rentals in Maryland
Guests agree: these stays are highly rated for location, cleanliness and more.

Winter Wonderland Glamping at Maia's Place
Enjoy a true a winter paradise on your own private property! 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, and queen-sized bed with an east-facing window for the perfect sunrise! Please note that during winter months you'll need to park by the entrance and walk to the tiny home (2 min walk)

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

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!

The Lily Pad
If you want to experience nature, our homestead has a separate one room king bed cottage, with a front porch, between 2 ponds. A private full bath is 25 steps away (attached to our home for plumbing purposes). Enjoy the serenity of the ponds and birds. The cottage is insulated, heated, has electricity,Wi-Fi, and a smart tv to be used with your own accounts. Fishing pole provided. The cottage is separated from our home by a garage. We leave guests uninterrupted unless they want/need anything.

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.

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!

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.

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

Panoramic Mountain View Agri-Cabin
Nestled in the serene foothills of the Catskill Mountains, a hidden gem awaits in Gilboa - a charming cabin that embodies the perfect blend of comfort and rustic charm. Clad in warm knotty pine and enriched with hardwood floors, granite countertops, and unique touches like taxidermy and handcrafted stained glass, this cozy retreat beckons you to escape the hustle and bustle of your day to day life.

"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.

Tiny Cabin in The Catskill Mountain
Enjoy and relax roaming our 4 acres, amazing sunset views, and mesmerizing magic star gazing when the sun goes down. Our cabin offers one beautiful cozy bedroom comfortably sleeping two + two childrens , with one full bathroom. fully laundry with washer and dryer. The cabin is good for a couple, solo adventurers, or families (with kids) just be careful there is a steep latter going up the bedroom.

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
Other great holiday rentals in Maryland

1 BR apartment

Hilltop Haven w/ Casual Pickleball Court

Little White Schoolhouse

46 Main St - Apt. 3

Village Suite Walking Distance to Everything

Catskill Cabin, Zen Mantra Apt. #9 * * * * *

The Cabin at Jack’s Hill

Last Stand. Private apartment over workshop/studio
When is the best time to visit Maryland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £103 | £140 | £91 | £105 | £155 | £221 | £239 | £219 | £177 | £135 | £112 | £113 |
| 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.
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 £15 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 & 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
50 of Maryland holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi 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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