House holiday rentals in Maryland

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Top-rated house rentals in Maryland

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Guest favourite

Home in Windham

4.88 out of 5 average rating, 135 reviews

Live the Slow Life at an All-Season Mountain Escape

A private, spacious 4 bedroom house located in the Catskills Mountain, in the Town of Windham, NY just 2 hours from New York City. Perfectly suited for all 4 seasons. Minutes away from Windham Mountain Resort, the Northeast’s year-round outdoor lifestyle destination and about 20 minutes to Hunter Mountains. Wake up to breathtaking views of the mountains all year-round from large windows. Four bedrooms: 2 with queen size beds; 1 with bunk bed (twin and full size bed at the bottom) and 1 with two single beds. Five Star Cottage comfortably sleeps 8 to 9 guests. The main floor has a open floor plan, multiple large skylights and views of Windham Mountains. Cozy living room with wood burning fireplace, Smart TV with WiFi plus dining area with table that seats 6 and opens up to accommodate 10. Full kitchen with upgraded stainless steel appliances. A bedroom with 2 single beds. Also, a half bath and spa room are located in the main floor. Large deck with seating and gas grill to enjoy life outdoors. The top floor have 2 bedrooms (one with a private balcony), a full bath with tub and shower. Catwalk overlooking the living room on the main floor. The lower level is home to one bedroom with a queen size bed, a full bathroom with shower and tub plus a beautiful den with a large sectional sofa, Smart TV with WiFi and multiple board games. Plus, laundry room with new washer and dryer. Walk out into the yard from lower level and enjoy life outdoors. Guests will have full access at Five Star Cottage which includes 4 bedrooms, 2.5 bathrooms, full kitchen with pots, pans and utensils, family room, two TV's with WiFi, den, laundry room with washer and dryer, spa room with hot tub, private balcony, large deck and 2-acres of land. Please contact me for instructions to get access to the house. The cottage is within minutes of Windham Mountain, the closest ski resort to NYC. Hiking trails and golf courses are nearby, as are places to go mountain biking and horseback riding. Nearby Windham Path is a family-friendly spot for novice hikers. The best way to get around is by car.

Top guest favourite

Home in Lanesville

4.97 out of 5 average rating, 130 reviews

THE LUXURY LODGE - SKI, RIDE, GOLF, BIKE, HIKE

Have you ever dreamed of stepping into a fairy tale? Come experience the magic of our log house, where fairy tale dreams come to life amid the beauty of nature! Perched on a hillside of the famous Hunter Mountain, just a short walk from the ski slopes in winter and mere steps from the lake in summer. With unlimited hiking options and top-notch golf courses just minutes away, our location truly has it all for those seeking adventure and relaxation or a memorable venue for reunions and gatherings.

Top guest favourite

Home in Canajoharie

4.92 out of 5 average rating, 157 reviews

2 homes on large private mountain views getaway

Rent these 5 bedroom 4 bath houses for your next vacation. House sits on top of a hill and has breath taking views, amazing sunrises from the master suite and sunsets from the great room. Home has octagon shape great room with open timber ceiling, large indoor fireplace. Very large and great kitchen for your cooking. Studio has a projector style TV 100 plus inches. Red House/game room with additional 3 queen log beds, full kitchen and bathroom, laundry etc. This home has beautiful open timber.

Top guest favourite

Home in North Blenheim

4.92 out of 5 average rating, 111 reviews

Think Summer! Hike, Hot Tub, or Relax by the Fire!

Large house perfect for groups & entertaining surrounded by 11 acres near 3 skiing resorts, hiking, state park & more. HUGE WRAP DECK & HOT TUB. 3 Bedrooms & large open loft. Plenty of entertainment space inside & out on 2 floors. New Wood stove, Hi speed WIFI, 2 large TVs, free Prime, Netflix, WII console and plenty of games. Lots to do, day and night inside and out! Beautiful retreat to relax & have fun! Primary and most guests must be over 25 years old,unless family traveling with children.

Guest favourite

Home in Stamford

4.96 out of 5 average rating, 124 reviews

Mountain House Family Getaway!

The Mountain House is a 4 bed + loft, 3 bath home located minutes to town, hiking, fishing, and many wedding venues and ski mountains. Tucked away in the peaceful woods, we offer a place to relax and unwind. Start your day while enjoying your morning brew or an evening BBQ on the spacious deck. Kids and adults can enjoy games indoors and out while reconnecting. Visit local farmers markets then prepare in a generous kitchen. Want to hit the slopes Hunter, Plattekill,Windham all 30 mins away.

Guest favourite

Home in Cooperstown

4.86 out of 5 average rating, 108 reviews

The Ultimate Lake Home. HUGE Floating Trampoline!!

A premiere lake front home on Otsego lake; Cooperstown's perfect multi-family vacation home! 10 minutes to downtown Cooperstown, Hall of Fame and restaurants. 15 minutes to Dreams Park and 30 minutes to All Star Village. Unwind: enjoy the hot tub, sauna and steam bath, relax in the hammock. Take to the lake: swim, fish, boat, kayak. Otsego is the region's BEST lake! Safe and easy car parking for you and your guests. Docks are in June 1st to Sept 1 and sometimes longer.

Superhost

Home in Middletown

4.9 out of 5 average rating, 125 reviews

Riverfront! Swim, Fish, Hot Tub & Game Barn.

Fish, Tube, Hot tub and Game room! All in one property! This exquisite riverfront home has 3 bedrooms and a sleeping loft. This magical property is 7 acres on the River. Bellayre beach 15 mins and Windham mountain biking 30 mins. Hike, s’mores by the fire, hang out in the 3 season game barn equipped with a pool table and darts, have a drink in the riverside hot tub. 5 mins to retro bowling and restaurants. NO FIRST TIME RENTERS ID VERIFIED/REVIEWED RENTERS ONLY.

Top guest favourite

Home in Milford

5 out of 5 average rating, 122 reviews

At Home Base North

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.

Superhost

Home in Roxbury

4.84 out of 5 average rating, 164 reviews

Stunning mountain retreat with fireplace and deck!

Perfect for large groups, this huge light-filled house is a mixture of modernity and classic Catskills charm. Cook meals in the fully stocked kitchen or grill out on the deck. Dine al fresco under the trees or in the bright modern dining/living space, watching the sun set over the mountains. Then relax together in the lodge-like map room with giant stone fireplace. Surrounded by Catskills beauty and minutes from the best ski slopes, farmers markets and hikes.

Top guest favourite

Home in Hunter

4.99 out of 5 average rating, 153 reviews

Mountain Magic awaits you!

Spacious and gorgeous! Private, newly built, log-sided home on 5 acres for your best-ever getaway. Main floor features cozy fireplace living area with leather sofas and chairs, massive reclaimed lumber dining table for 14 and well-equipped cook's kitchen. Living area opens to a huge deck featuring expansive mountain views, and a hot tub for six. The game room features a living area, kitchenette, pool table, air hockey and ski-themed pinball machine.

Top guest favourite

Home in Roxbury

4.99 out of 5 average rating, 237 reviews

Charming Cottage on 12 Secluded Acres + Hot Tub

This Catskill cottage is situated on 12 secluded acres with stunning mountain and valley views. The main house features three well-appointed floors with two bedrooms downstairs, a primary bedroom with ensuite on the top floor and a wood burning stove on the main floor. The property also features a separate studio with a large stone patio, fire pit, cedar hot tub, pond, and scenic forest trail beyond. Close to skiing, hiking and golfing!

Guest favourite

Home in Cooperstown

4.95 out of 5 average rating, 390 reviews

Cooperstown Hall of Fame, Dreams Park Baseball

***** From September 1, 2024 to May 31, 2025- Please be sure to add the number of guests staying at the property to get the appropriate pricing. There is an additional fee after 2 guests. *****There is an additional fee for pets. It is a $150 fee per pet per stay. ***** From May 25 to August 29, 2025 Please put in only ONE guest to get the summer pricing. it is a SIX day minimum/maximum stay. Check out time is 9 am in the summer.