Holiday rentals in Maryland

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Top-rated holiday rentals in Maryland

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Guest favourite

Cabin in Bovina Center

4.97 out of 5 average rating, 395 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

Home in Canajoharie

4.92 out of 5 average rating, 162 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.

Guest favourite

Home in Windham

4.88 out of 5 average rating, 136 reviews

Catskills Retreat: Hot Tub | Fireplace | Firepit

Year-Round Catskills Retreat Escape to Five Star Cottage in Windham, NY, just 2 hours from NYC. This spacious 4-bedroom, 2.5-bath home features stunning mountain views, a cozy wood-burning fireplace, a hot tub, and a large deck for year-round enjoyment. Ski in the winter, and explore nearby hiking trails, lakes, and waterfalls in the warmer months. Ideal for families and groups seeking adventure, wellness, or a peaceful retreat. Book your stay today and experience the beauty of the Catskills!

Guest favourite

Chalet in Shandaken

5 out of 5 average rating, 6 reviews

Serenity Estate: Farmhouse+Cottage w Pool & HotTub

Book your dream getaway at our luxurious Catskills Airbnb, Serenity Manor Retreat! Perfect for large groups & families, this charming vacation rental is just 8 minutes from Phoenicia & close to Breweries. Enjoy a swim in the heated pool or relax in the hot tub, gather around the fire pit, and take in the breathtaking Mountain Views. With its storybook charm and modern amenities, this is the perfect escape from the city. Book now & create unforgettable memories in the heart of the Catskills!"

Top guest favourite

Home in Windham

4.96 out of 5 average rating, 25 reviews

“Amazing Mtn & Ski Slope Views “

The highest breathtaking Mtn Views in Windham w ski slope and lake views. This amazing resort like atmosphere includes a 8 person hot tub w 5 acres of tranquility ,3 outdoor firepits , walking pathways through beautiful gardens with a ski lift chair and Adirondack chairs at fire pits also a Japanese style garden with serene lake & Mtn views as well as from every room in the home. Two fireplaces and a lg bar w game rm as well as 2 living rooms w tvs. A 4 min drive to town & 6 min to slopes.

Top guest favourite

Home in Hunter

4.96 out of 5 average rating, 98 reviews

Upstate Escape Private Lake Tennis Court Views

Four season resort like chalet in the heart of the Catskills next to its own lake. Play a game of tennis on the private court or rejuvenate in the Swedish sauna. Vaulted ceilings, exposed stonework,oversized furniture,incredible views. Swim, fish,or stand up paddle board/raft. Outdoor fire-pit. Sit on the back deck or 3 season porch w/a cup of coffee/glass of wine watching the sunrise/set.15 scenic acres, private lake & tennis court.4 well appointed bedrooms.New fine linens.

Superhost

Home in Middletown

4.9 out of 5 average rating, 131 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

Cottage in Milford

4.99 out of 5 average rating, 122 reviews

At Home Base Yellow Cottage

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.

Guest favourite

Home in Cooperstown

4.95 out of 5 average rating, 398 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.

Superhost

Cabin in Davenport Center

4.87 out of 5 average rating, 30 reviews

Butterfly Bungalow

Have fun with the whole family at this stylish mini-cottage located on a historic barn property on 29 acres. It has a bedroom, bathroom and a convertable futon within the kitchenette area. The kitchenette includes a refrigerator and microwave. Each room has it's own TV with free wifi. For additional housing check out: airbnb.com/h/ranchersretreat

Superhost

Cabin in Oneonta

5 out of 5 average rating, 9 reviews

Fantastic views & fresh air from Poolside 4

Summer getaway with a million dollar view - social distance in the fresh air with us. Every cabin has its own fire pit and is a stones throw away from the pool. Fish in our stocked pond, hike one of our many trails or just relax in the fresh mountain air. Our cabins make for a perfect family escape or are great for friends getaways.

Top guest favourite

Cabin in Lanesville

5 out of 5 average rating, 27 reviews

A-frame next to Hunter Mountain

Recently renovated top to bottom charming A-frame located seconds away from Hunter Mountain Ski Resort and centrally located to Hunter and Tannersville restaurants and shopping. This house features a brand new kitchen and bathrooms, a crown XLNordic Hot tub, and indoor and outdoor fireplaces.