Family-friendly holiday rentals in McHenry

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Popular amenities for McHenry family-friendly rentals

Family-friendly home rentals with a hot tub

Home in McHenry
4.88 out of 5 average rating, 16 reviews

Eagle's Rest | Close to Ski Slopes, Rafting + Golf

SeanRating, 5 stars1 month ago
The place was very nice! It was located in a gated community which was quiet and peaceful. The instructions to get into both the community and the house were very clear. All of the homes in the neighborhood were beautiful and well kept. The house exceeded our expectations and we would definitely stay there again. Taylor-Made was also very responsive with any questions we had before our stay and everything was easy to find in the house. Thank you for a great weekend!
Guest favourite
Cabin in Terra Alta
4.94 out of 5 average rating, 78 reviews

(Bears Den) Near Deep Creek Lake (No extra Fees)

MadisonRating, 5 stars2 months ago
Beautiful place! Went on a girls trip and it fit exactly what we needed, cozy, nice views and relaxing. Only things I feel the need to make people aware of are that the hot tub is off the side of the house and you have to walk over gravel to get to it so bring flip flops, and that there are a TON of bugs in the house, we had ladybugs and stink bugs all over, fine for us but if it’s not something you can handle then bring traps. Overall amazing trip!
Superhost
Cabin in Swanton
4.8 out of 5 average rating, 97 reviews

"Whispering Pines"

SusanRating, 5 stars2 weeks ago
Great place on the water! Great location, close enough to town for activities, far enough to be peaceful and private. Great amenities and plenty of space. The hot tub was a great place to unwind on a cool day with a great view.
Top Guest favourite
Chalet in Swanton
4.83 out of 5 average rating, 60 reviews

Deep Creek Lake - Lakefront pup-friendly Chalet!

ConstanceRating, 5 stars4 months ago
Cabin and location is in a prime location right on the lake. My family went there on a weekend that was snowy, rainy, dreary. We could not do outdoor activities, so we drove to Walmart ordered food and had an amazing weekend in the cabin. Ample space, stocked kitchen, clean bathrooms, pool table, plethora of games, large dining room table where we had a ball! Very peaceful and relaxing atmosphere, made for great pictures. Paul is an incredible host. Responsive, honest, reliable. I highly rec this location and my family and I will return.
Superhost
Cabin in McHenry
4.85 out of 5 average rating, 33 reviews

Big Timber Retreat at Deep Creek Lake

ElizabethRating, 5 stars3 weeks ago
We had an awesome stay at Big Timber! We traveled with two families, including 5 kids - between the arcade, mini golf, fire pit and board games, our time passed so quickly and a great time was had! The place has a great authentic cabin feel, and it’s even better than the photos! Rick was easy to communicate with, and was always responsive. We will definitely try to return in the future!
Guest favourite
Home in McHenry
4.83 out of 5 average rating, 12 reviews

Woods-Stock | Close to Skiing, Golf, Rafting!

GenovevaRating, 5 stars1 month ago
Thank you very much for everything! The house was amazing, spotlessly clean and far exceeded our expectations! My friends and I had an incredible weekend here, especially enjoying the hot tub and relaxing around the fire pit. We’ll definitely be back!
Home in McHenry
4.87 out of 5 average rating, 117 reviews

The Great Escape @ Deep Creek Lake

SapneshRating, 5 stars5 months ago
From the moment we stepped in, we were impressed by the thoughtfully designed interiors that radiated both warmth and elegance. The property truly exceeded our expectations. The spacious layout provided plenty of room for everyone to relax, while the play options for the kids were an absolute delight—they had such a great time! The well-appointed kitchen, with its clean and modern utilities, made cooking feel like a treat. Every detail was clearly curated with care and attention, creating an environment that felt inviting and luxurious at the same time. It added so much joy to our trip, and we’ll always treasure the memories we made here. We hope to return someday!
Home in McHenry
4.73 out of 5 average rating, 11 reviews

Main Street Connection | Ski In/Out, Hot Tub!

CrysRating, 5 stars5 months ago
Amazing home! Perfect for our family! We loved the fun of the lower level and hot tub! Super close wisp!

Family- and pet-friendly home rentals

Superhost
Cabin in McHenry
4.83 out of 5 average rating, 12 reviews

Walden Cabin on Deep Creek Lake

ChristinaRating, 5 stars71 months ago
Great retreat from DC. It was a completely unique experience in the woods with outdoor showers, fire pits and trails - but without being forced to camp. You don’t have to spare any amenities with a comfy bed, very clean house, real bathroom and super nice towels. As a city girl I loved it - and my Eagle Scout boyfriend did not feel robbed from nature (although he called it a hotel). My bulldog Tony didn’t know what to do with all the grass and trees. A true treat. We’ll be back!
Guest favourite
Hut in Oakland
4.87 out of 5 average rating, 87 reviews

Large estate, miles of trails, cozy hut Stanley

EricaRating, 5 stars2 weeks ago
Dan was absolutely wonderful, they were so friendly and kind and always made sure we were okay and had supplies, I can’t say enough about these wonderful people and will 12/10 recommendation this place to everyone I know!
Guest favourite
Hut in Oakland
4.93 out of 5 average rating, 85 reviews

Large estate, miles of trails, cozy hut Delta

TarynRating, 5 stars7 months ago
This is our second year staying here, and everything was perfect as always. Dan was very quick and helpful to respond to any questions that I had prior to our arrival. And, the maintenance staff was very helpful and friendly for our needs during our stay. We will definitely be back. Thank you very much.
Superhost
Cabin in McHenry
4.89 out of 5 average rating, 9 reviews

Bella Donna on Deep Creek Lake

LizelleRating, 5 stars3 months ago
We loved this tiny home. It was perfect for our family of 4 plus 2 dogs. It’s a 5 min drive to wisp ski resort so makes quick trips back and forth very easy. This little cabin is tucked up a private road into the woods and we love the charm that the owners and crew who work on the property have instilled into the houses with the use of eco friendly and reused items. There’s a nice little trail at the back also where we walked with the dogs and even saw a quiet porcupine! We’d love to come back in the fall and next winter of course for more ski time. Thank you again.
Guest favourite
Cabin in McHenry
4.94 out of 5 average rating, 17 reviews

Funkomatik 513 on Deep Creek Lake

Katharine Rating, 5 stars4 days ago
I just wanted to share my thoughts on the eco-friendly tiny cabin we stayed at in McHenry, Maryland. First off, it was super cozy and had all the comforts of home—perfect for relaxing. We loved the peaceful surroundings, and it was great to have a pet-friendly place where our furry friend could join us. If you’re considering a getaway, I highly recommend this spot for a tranquil retreat!
Guest favourite
Cabin in McHenry
5 out of 5 average rating, 14 reviews

MoonShadow Cabin on Deep Creek Lake

CassieRating, 5 stars2 weeks ago
We celebrated our 2 year wedding anniversary here and loved it! The trails around the cabin were perfect for us to walk in the morning with our dog. The cabin itself was very clean and comfortable. The location was really nice and relatively close to everything we wanted to do!
Superhost
Cabin in McHenry
5 out of 5 average rating, 5 reviews

Luna Bleu Cabin on Deep Creek Lake

JohnRating, 5 stars58 months ago
Great location just above the lake and close to everything you could want! A one of a kind lake vacation, and one we look forward to doing again.
Superhost
Cabin in McHenry
5 out of 5 average rating, 15 reviews

Cairn Cabin on Deep Creek Lake

MaryRating, 5 stars2 months ago
A great place to stay at Deep Creek Lake. It has everything u need for a relaxing weekend. So many things to do and great places to eat. The chairs on front porch were great for relaxing. Definitely will be back.

Family-friendly home rentals with a pool

Guest favourite
Home in McHenry
4.86 out of 5 average rating, 21 reviews

5BR | Lakefront | Private Dock | Hot Tub[corkawy]

BrandonRating, 5 stars1 week ago
Very nice place and location
Home in Swanton
4.62 out of 5 average rating, 110 reviews

Priv. Indoor Pool, Hot Tub, Free Golf&Mini,Tennis

ChristopherRating, 5 stars9 months ago
Everything was phenomenal. Plenty of space to maneuver and have gatherings with loved ones.
Home in McHenry
4.6 out of 5 average rating, 5 reviews

4BR | Fireplace | Ski In/Out | Fire Pit [mileabv]

JonathanRating, 5 stars71 months ago
The outdoor deck space and amenities at this property were great. Between a hot tub, pool table, foosball, and cornhole, there was plenty for everyone to do at the house. The interior was very well done and felt cozy.
Home in McHenry
4.65 out of 5 average rating, 31 reviews

Mountain Top Lodge | Private Community Near Wisp!

TamerdisRating, 5 stars2 months ago
The experience was seamless and relaxing. The response time was impeccable. Highly recommend. My family enjoyed every second. Only drawback, we were a party of 7, the house holds a small water heater. After a few showers and washing, the hot water was cold, then needing to wait until the tank filled for hot water. This wasn’t even close to a deal breaker. We will be back many times over.
Guest favourite
Cabin in McHenry
4.86 out of 5 average rating, 44 reviews

Cloud 10 at Deep Creek Lake

RachelRating, 5 stars4 months ago
The house had so much to do which was fantastic for our kids. They were happy to spend the whole day being entertained by the arcade, pool, and other amenities. Thanks!
Guest favourite
Home in McHenry
4.91 out of 5 average rating, 11 reviews

5BR | Dock | Grill | Hot Tub [rapture]

GlenRating, 5 stars2 months ago
Had a great stay at this beautiful house in Deep Creek Lake! House was very large with plenty of bedrooms for everyone. Game room was a big hit with the kids. Jacuzzi was well maintained. House is located directly across from Wisp Resort, you can see the ski slopes from the house. Lots to do in the area, wish we had more time! Highly recommend!
Home in McHenry
4.62 out of 5 average rating, 21 reviews

Vista Bonita | Lake View, Community Pool!

RyanRating, 5 stars1 week ago
Great host, the house is beautiful inside and out. All guest enjoyed themselves and are already plans to go back in a few months.
Home in McHenry
4.75 out of 5 average rating, 16 reviews

Hawk Mountain | Amazing Views, Community Amenities

DeanRating, 5 stars10 months ago
Nice house, matched the pictures. Taylor Made was prompt and responsive.

Quick stats about holiday rentals that are family-friendly in McHenry

  • Total rentals

    360 properties

  • Nightly prices starting at

    $100 NZD before taxes and fees

  • Total number of reviews

    5.6K reviews

  • Pet-friendly rentals

    130 properties allow pets

  • Rentals with a pool

    90 properties have a pool

  • Rentals with dedicated workspaces

    260 properties have a dedicated workspace

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