House holiday rentals in Maryland

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Popular amenities for house rentals in Maryland

House rentals with a pool

Guest favourite
Home in Roxbury
4.95 out of 5 average rating, 64 reviews

Canopy Hill House - Modern w/ Pool+Hot Tub+Mt View

BenRating, 5 stars1 month ago
I hope to stay at this home again sometime soon! So clean and stylish. The best house we’ve rented in the Catskills by far. Host super responsive. Thanks again!
Guest favourite
Home in Woodstock
4.92 out of 5 average rating, 239 reviews

Little owl Japanese teahouse: pool and tennis

MichaelRating, 5 stars4 months ago
Lovely spot for our weekend getaway- quiet place to rest and recharge.
Superhost
Home in Oneonta
4.81 out of 5 average rating, 36 reviews

Poolside

PaulRating, 5 stars6 months ago
If your attending a tournament at CASV , this is the ideal spot. Nice view , a pool to relax and ample space for your entire family.
Superhost
Home in Lanesville
4.83 out of 5 average rating, 6 reviews

New 8BR/4B home Pool, Hottub & sauna in Hunter

YaakovRating, 5 stars6 months ago
We went on a family summer vacation and we had an amazing experience! The house was clean and spacious and even nicer then the pictures listed. The pool was clean the sauna worked well. There are air condions in all the rooms and David was extremely helpful. it's a beautiful area with a lots of attractions for kids and adults close by, we hope to come back again
Top guest favourite
Home in Stamford
4.98 out of 5 average rating, 109 reviews

Hawk View

NateRating, 5 stars3 weeks ago
Omer had a beautiful spot nestled high up on a hill overlooking the mountains 🏔️. I can promise you, being from the city, the pictures do not do the views justice! They’re absolutely stunning! Luckily we had couple of snowy days up there, where we were able to ski and enjoy some local eateries, so it made the scenery that much more romantic! The best was enjoying a drink or two in the hot tub and overlooking the scenic views of the mountains while the snow fell…couldn’t imagine a more perfect weekend getaway! I will be back up again!
Guest favourite
Home in Cooperstown
4.95 out of 5 average rating, 62 reviews

Inviting Family Getaway ~ 2 Mi to Dreams Park

KristinRating, 5 stars2 months ago
We were a family of 12 that spent Christmas at this beautiful home. The large farmhouse table was perfect for all of our food, crafts, cookies AND all of us! Enjoyed the hottub, the foosball table, the ping pong table, and our little guy loved the classic arcade games! (So did we ;). Great house for a large family gathering! Also Cassandra was very friendly and responsive!
Superhost
Home in Milford
4.93 out of 5 average rating, 14 reviews

Family Friendly Cottage

KeithRating, 5 stars4 months ago
Great location for our stay. Beautiful area this time of year. House was everything we needed and more.
Superhost
Home in woodstock
4.86 out of 5 average rating, 506 reviews

CABIN WITH HOT TUB OUTDOOR FIREPLACE PIZZA OVEN

HeatherRating, 5 stars4 months ago
Had an enjoyable stay at Ralph’s Woodstock location. Ralph was accommodating regarding the hot tub, as it was not working during our stay- We really appreciate it! The area itself was secluded and peaceful. The town of Woodstock was super cute. A great place to relax and unwind!

Weekly house rentals

Guest favourite
Home in Mount Tremper
4.9 out of 5 average rating, 220 reviews

Stunning Modern Barn minutes from Woodstock 21N195

ShirleyRating, 5 stars1 week ago
John and Lizz's place was the perfect blend of spacious yet also cozy, with many of the rooms leading to the open main living room with lots of light. It was the perfect place to spend time with a larger family or group of friends. The beds were comfortable, and everything was clean when we got there. Would definitely stay again when in the area!
Top guest favourite
Home in Andes
4.99 out of 5 average rating, 232 reviews

Delaware House Inn - Farmhouse

ChrisRating, 5 stars4 months ago
My wife and I have stayed multiple times at the Delaware house in Andes , NY . We have stayed in studios in the Long House and have stayed in the Main Delaware house . All of it is great and comfortable , this weekend we had the main house to ourselves with two cats and had a great weekend , super cozy and clean . Andes is a great middle ground area for us to stay because we enjoy driving around seeing different farms , hiking , restaurants and discovering new towns, although Andes is our quiet town to enjoy some peace. Much to offer .
Top guest favourite
Home in Windham
4.99 out of 5 average rating, 360 reviews

Custom Catskills retreat 7 mins from skiing

TinaMarieRating, 5 stars2 weeks ago
We had a lovely time at Arin’s Catskills getaway! It was the perfect place to relax and recharge! We had a beautiful day snowboarding at Hunter and enjoyed long conversations by the fire! Would definitely return!
Guest favourite
Home in Hunter Mountain, Hunter
4.96 out of 5 average rating, 104 reviews

Private Mountain Lodge, 10mins to Hunter & Windham

PaulRating, 5 stars3 weeks ago
My family's second visit to this beautiful gem overlooking the mountains and frozen pond. Our hosts are highly communicative and helpful. The description is accurate. Considering our 2nd visit and rebooked for 3rd in 2026 - this speaks volumes -- more than meets our needs, well stocked. We're looking forward to visiting during the summer months to further appreciate the views. Grateful to them for sharing their home with us.
Guest favourite
Home in hunter
4.83 out of 5 average rating, 190 reviews

Cozy 3 bedroom summer winter home

AidanRating, 5 stars1 week ago
Great house in walking distance of Hunter Mountain.
Top guest favourite
Home in Cooperstown
4.95 out of 5 average rating, 106 reviews

Walk to Brewery & Near Dreams Park

DebraRating, 5 stars1 month ago
We spent a long weekend at Emily's place, was just what we needed. Emily responded quickly when I asked about local recommendations for dinner. Perfect location for what we wanted, nice quite family weekend. We will be back and rent again. Thank you.
Top guest favourite
Home in Jewett
4.88 out of 5 average rating, 56 reviews

2023 Cave mountain house -Hunter/Windham mountain

BenRating, 5 stars2 months ago
For our purposes, which was a winter getaway with extended family and friends, this was a great spot. Location great if you want to ski in Catskills. Wonderful hikes right there. Fun space for entertaining. Would return 100%
Guest favourite
Home in Mount Tremper
4.97 out of 5 average rating, 155 reviews

Perfect Abbey Road Retreat

MeganRating, 5 stars2 months ago
What a beautiful place to spend Christmas!! Before moving to Australia next year we wanted one more cold snowy holiday. While we didn’t have as much snow as we’d hoped, it was still an amazing stay. The house is so homey and comfortable. With two young neurodivergent kids it’s hard being in a new place and the kids room was absolutely essential to our time there. The mattress in the primary bedroom is heavenly, and the overall decor and vibe of the house were incredible with enough room for everyone to have their own space (MIL included!). The kitchen was perfectly stocked and felt like we were right at home. We made a day trip out to Hunter Mountain to go tubing and a trip down to Kingston to Aldi and Target as well. Noah and Brandon were absolutely amazing hosts, Noah was extremely responsive even before we booked, and made sure we had what we need as our trip got closer. I would absolutely make the trip again and am so thankful for the memories we made!

Private house rentals

Superhost
Home in Windham
4.88 out of 5 average rating, 56 reviews

Beautiful ski home on private road with Hot Tub

InnieRating, 5 stars2 months ago
It was great place for getting out of city and enjoying the nature. Though it was cold outside it was great to have fireplace inside. Overall, the stay was great.
Top guest favourite
Home in Mount Tremper
4.92 out of 5 average rating, 190 reviews

Rippleside Retreat - Stay and Relax

ChristineRating, 5 stars1 month ago
The house is extremely comfortable. The open living area is cozy but large with high ceilings and a tv area, dining area and stools at the kitchen bar. We did not feel on top of each other. The gas fireplace is so nice in the winter and gives off heat as well as creates ambiance. The bedrooms are great with very comfortable mattresses and nice linens. Overall adorable cabin in the Catskills right off of 28 so you can easily get to other areas like skiing and dining. We would definitely come back!
Guest favourite
Home in West Shokan
4.87 out of 5 average rating, 126 reviews

Quiet, Peaceful & Secluded Streamside House,

ValerieRating, 5 stars2 months ago
2nd time staying here. Love the location and charm of the home. Great escape from NYC offering all you need - huge and well stocked kitchen, warm cozy fireplace, and great property/outdoor space.
Superhost
Home in Chichester
4.87 out of 5 average rating, 141 reviews

Make it your home away from home

HungRating, 5 stars1 month ago
I had a great time at Tracy’s place. The house was really new (much better than the photos). Location was amazing!
Guest favourite
Home in Franklin
4.9 out of 5 average rating, 59 reviews

Catskill Village House to Rent!

DebbieRating, 5 stars1 week ago
My husband and I took our 5 year old granddaughter to visit our son, his partner and our 18 month old grandson who recently moved to Franklin. Coming from Hawaii, we knew we’d be spending a lot of time indoors because of the cold temperatures in Franklin. We had the most wonderful stay at Anna’s house. It was a creative haven, thoughtfully curated by an amazing artist. The home is spacious, comfortably furnished and had everything we needed to enjoy making delicious meals and sleep soundly in comfortable beds. What made this home so special was how it was designed as a learning and play space for children. Our grandkids thrived coloring, writing, making puzzles, playing games, and engaging in play acting. Anna was communicative, receptive and available if we needed anything. The home, the artistry and thoughtful touches made it feel like a true gem in Franklin! Highly recommend for families or anyone looking to connect with creativity and enjoy an enriching stay.
Guest favourite
Home in Prattsville
4.91 out of 5 average rating, 306 reviews

Yanity House

HeidiRating, 5 stars1 day ago
Denise was thorough, responsive, prompt, and accommodating for us during our stay; it was so easy to check in and get settled in. Our dog loved it and felt right at home right away (which he doesn't always in a new space) and he/we loved going for a walk - very beautiful and peaceful. It was such a nice place to be after spending our day outside in the mountains, and we would definitely stay here again. Thank you so much, Denise!
Guest favourite
Home in Fultonham
4.96 out of 5 average rating, 26 reviews

Private 3-bedroom, 2-bath ranch house with hot tub

GreggRating, 5 stars2 weeks ago
We are a family of four with 5 and 7 yr old kids. Debbie’s home worked great for us. The house is extremely well stocked—more than enough blankets, towels, toiletries, kitchenwares, spices, condiments in the refrigerator—many of which are often missing in Airbnb rentals these days—just makes for an easier time for those who don’t want to have to plan to bring every little thing with you. The neighborhood is very quiet and close to any nature-oriented activity you might be interested in. Also close to groceries/farm markets, restaurants when needed. Thank you Debbie!
Guest favourite
Home in Lexington
4.75 out of 5 average rating, 89 reviews

Grand Lady Victoria

CraigRating, 5 stars2 weeks ago
We had a nice stay. There were a lot of issues with the heating system after a deep freeze. Vasili spared no expense to get in pros to get the heat working again. When we told Vasili that the bbq needed cleaning and some replacement parts there was someone there the next day to clean and repair the grill. Just a really caring homeowner who does his best. The 15+ person home-built table in the living room is the best feature of this house. Lots of good meals there together.

Quick stats about house rentals in Maryland

  • Total rentals

    30 properties

  • Nightly prices starting at

    £46 before taxes and fees

  • Total number of reviews

    570 reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 properties include access to wifi

Destinations to explore

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