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Family-friendly vacation rentals in Hagerstown

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Hagerstown family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favorite
A log cabin with a green metal roof is nestled among trees, featuring a spacious wooden deck. Outdoor seating is arranged on the deck with a railing, providing a place to relax in nature. Natural surroundings create a serene atmosphere.
Cabin in Berkeley Springs
4.91 out of 5 average rating, 148 reviews

Private Modern Log Cabin w/Hot Tub

RandallRating, 5 stars6 months ago
We enjoyed our time and the hot tub was great. Truly peace and quiet
Guest favorite
A spacious two-story home is depicted, featuring a classic white exterior and a welcoming front porch. Lush greenery surrounds the building, and a gravel path leads to the entrance, contributing to the property's inviting appearance.
Home in Harpers Ferry
4.89 out of 5 average rating, 118 reviews

Hot Tub, Wi-fi, Rural Setting, Smrtv, Convenient

JasonRating, 5 stars1 month ago
This is our second time staying at one of Laura's properties and each time has been terrific! What you see is what you get... a large fully functioning home with easy check-in, nice amenities, responsive host and easy check out! My family and I had a great time, thank you Laura!
A two-story townhome is showcased, featuring a brown exterior with wooden steps leading to the entrance. Lush green grass and well-maintained shrubs frame the pathway, while tall trees provide a natural backdrop, enhancing the peaceful surroundings.
Townhouse in Hedgesville
4.89 out of 5 average rating, 64 reviews

Cozy Townhome At The Woods Resort Golf,SPA,Tennis

RogerRating, 5 stars8 months ago
We had a great time and the check in process was seamless. Keith was proactive and very responsive.
Guest favorite
An aerial view captures the cottage nestled among vibrant autumn foliage, surrounded by colorful trees. The serene pond reflects the rich hues of fall, while solar panels are visible on the cottage roof. A winding dirt road leads to the property, enhancing the secluded atmosphere.
Home in Clearville
4.93 out of 5 average rating, 298 reviews

Grouseland's Pondside Vacation Cottage

GinaRating, 5 stars1 month ago
We loved our short stay at Mason’s place!! We needed a peaceful getaway to just relax and it’s exactly what we needed. The hot tub was amazing, and we hiked all around the property and campgrounds! Had so much fun connecting with nature and relaxing. Also loved how many amenities, spices, oils, pots and pans, etc in the kitchen!!
Top guest favorite
A hot tub is situated inside a gazebo with a wooden ceiling. Surrounding greenery provides a natural backdrop, while the tub features built-in seating and a clear view of the outdoors, promoting a serene relaxation experience.
Tiny home in Orrtanna
4.93 out of 5 average rating, 442 reviews

Apple Blossom Cottage HT is extra$

VictoriaRating, 5 stars1 month ago
My father and I stayed at Elizabeth’s place for my brother’s graduation from Gettysburg. We thoroughly enjoyed the peace and quiet of the location. Elizabeth’s place was beautifully styled and I really appreciated her attention to detail. Elizabeth was a great host. She was so responsive and I could tell genuinely cared for our every need. I would recommend her place!
Top guest favorite
The log home is situated among trees, with soft snow covering the ground and rocks. A front porch is visible, featuring a screened area, while the wooden exterior blends harmoniously with the surrounding woodland atmosphere.
Cabin in Berkeley Springs
4.96 out of 5 average rating, 310 reviews

Wild, Wonderful Five-Bedrm Loghome

GailRating, 5 stars2 weeks ago
Susan's house was exactly what we wanted for our girl's weekend. We take this trip annually, and all we want to do is relax. We eat, drink and play games. Susan's house was perfect. The screened in porch was our favorite place to be. Susan was wonderful - gave detailed instructions ahead of time, left a ton of breakfast choices - eggs in the fridge, and bagels, muffins, etc. in the freezer. The kitchen had everything you could possibly need. The house is surrounded by beautiful trees and rocks. We will definitely return!
Guest favorite
Chalet in Great Cacapon
4.95 out of 5 average rating, 432 reviews

Fern Haven - Waterfront Chalet w/ WiFi & Hot tub!

ErinRating, 5 stars3 days ago
We had a lovely stay! The outdoor space was beautiful and the hot tub and deck were the perfect place to relax. Inside was comfortable and clean. The beds and furniture could probably be updated a bit but that didn’t make our stay less enjoyable. Peaceful to relax and close to Berkley Springs to enjoy the shops and restaurants.
Superhost
The cabin's living area features a warm wood interior with vaulted ceilings and large windows offering views of the lake. A comfortable brown leather sofa is positioned near a coffee table, complemented by two wooden armchairs. A cozy wood stove adds to the inviting atmosphere.
Cabin in Harpers Ferry
4.81 out of 5 average rating, 438 reviews

Cozy Cabin Hidden Away on a Lake!

JohnRating, 5 stars1 month ago
Excellent stay! Beautiful locale! Would stay again for sure!

Family- and pet-friendly home rentals

Top guest favorite
A single-story cottage is nestled among tall trees, with a grassy area in the foreground. The exterior is light-colored with contrasting dark shutters. A welcoming front porch is visible, adorned with potted plants, while a grill is positioned nearby, providing a cozy outdoor space.
Guesthouse in Aspers
4.92 out of 5 average rating, 396 reviews

Cottage on our horse farm

FrancisRating, 5 stars1 week ago
I can't wait to go back! The house itself was more than comfortable for 2 very large dogs and my husband and I. The property is very serene, private and just beautiful! Sitting outside you can watch their 3 horses in the pasture or look at the lake (or walk around it) with it's gorgeous white water lilies. If your looking for a place to destress or just looking for a quiet area, this is the place. My dog's go 160 and 114, so you can bring your pups here too
Guest favorite
A wooden walking bridge connects to a secluded cabin situated on an island, surrounded by lush greenery and a calm lake. Gentle hills rise in the background, providing a scenic view of the countryside.
Cabin in Upperville
4.94 out of 5 average rating, 155 reviews

Island cabin

WilliamRating, 5 stars1 month ago
Julia's place is an Idyllic setting - so tranquil, yet close enough to a great tavern for dinner. Amazing - we cannot wait to come back.
Guest favorite
A charming two-story house is set amidst greenery, featuring a yellow exterior with multiple gabled windows. The entryway is marked by a welcoming path, bordered by neatly trimmed shrubs and decorative pots, leading to a spacious driveway.
Home in Strasburg
4.9 out of 5 average rating, 249 reviews

Shenandoah Siesta

PaulaRating, 5 stars2 weeks ago
Clean, well-stocked, spacious, and comfy! Town was a five minute walk with some great local shops and restaurants. Enjoyed our stay!
Top guest favorite
A charming multi-story home features a light-colored wooden exterior, complemented by stone pathways and a staircase. Flags adorn the exterior, and a spacious deck area is visible, surrounded by greenery. The building's architectural details showcase a blend of historical and modern design.
Home in Harpers Ferry
4.94 out of 5 average rating, 398 reviews

Gayte House Gay Owned, Liberal Oasis

LeslieRating, 5 stars3 weeks ago
This house was adorable and is in a location that couldn't be beat! We enjoyed our stay - coffee and wine on the decks and easy walks around the sites and shops in the lower town. Beds were comfortable, kitchen was well-stocked and the views from everywhere were amazing! Easy 20-ish minute drive over to Loudon County wine country, if that's your destination. Check-in and check-out was great. Easy with flexible timing, which we greatly appreciated. Dean was VERY helpful, especially when it came to parking - we brought three cars and he made sure we had ample space, even when some of our drivers were unsure of the narrow roads. (Roads are hilly and corners are sharp in the mountains, if you are not used to that.) The house could use a good dust and sweep, but dishes and linens were clean and plentiful. Not a dealbreaker, unless you have allergies - but it is an old house, after all, so some of it is to be expected. We would gladly stay again!
Guest favorite
An open-concept kitchen and dining area features modern appliances and a spacious island countertop. A large dining table is surrounded by sleek chairs. Natural light pours in through multiple windows, highlighting the warm wood floors and neutral color palette.
Home in Middleburg
4.98 out of 5 average rating, 182 reviews

Modern Home on Middleburg Equestrian Farm

RozRating, 5 stars1 week ago
We loved the area. The house was very clean and we felt very comfortable. We enjoyed coming back to the house after the horse show and just relaxing. We hope to book it for next year.
Top guest favorite
The cabin features a rustic wooden exterior with a spacious screened-in porch. Surrounded by lush greenery, it includes a visible canoe along the side. A metal trash can stands nearby, emphasizing the natural setting and accessible outdoor area.
Cabin in Great Cacapon
4.92 out of 5 average rating, 274 reviews

Rustic Cabin on Cacapon River for Private Getaway

WilsonRating, 5 stars1 month ago
Jonathan's place is wonderful as always. Had an exciting weekend to disconnect and enjoy good company in beautiful scenery. Look forward to coming back!
Guest favorite
The living area features a pull-out futon in front of a patterned area rug. Two wooden chairs are positioned at a small table beside a large window, with a vibrant artwork depicting a barn mounted on the wall. A kitchenette area is visible in the background.
Home in Knoxville
4.91 out of 5 average rating, 348 reviews

Outdoor Basecamp at Tiny Hidden Ridge

DaleaRating, 5 stars1 month ago
Tara and Shawn were great hosts! The place was comfy, they were easy to communicate with, and great of all, we got to hang out with their awesome goats and feed them snacks!
Superhost
The living room area features a light-colored sofa with cushions and a wooden side table beside it. Bright yellow curtains frame the windows, while a decorative mirror reflects the room. A small lamp adds illumination, and a patterned rug runs along the wooden floor.
Home in Aspers
4.89 out of 5 average rating, 199 reviews

Bear Mountain Getaway

ChristopherRating, 5 stars3 days ago
When Luann says it's in the woods...she means it. Beautiful wooded lot with a paved driveway. The house was perfect for our stay. If you don't like the woods this place is not for you. Very quiet, very peaceful. The house is well kept and has everything you could need. Although tricky to get to, pay attention to her directions and you'll have no trouble getting there.

Family-friendly home rentals with a pool

Superhost
A charming cabin is nestled among trees, featuring a sloped roof and large glass windows that offer abundant natural light. A wraparound deck provides outdoor space, while a cylindrical chimney and air conditioning unit are visible on the exterior.
Cabin in Hedgesville
4.88 out of 5 average rating, 225 reviews

Deer Crossing at The Woods

LauraRating, 5 stars5 months ago
This was our second stay at Janel's place and it was just as enjoyable as the first time. We loved the fireplace and views from the A frame windows. The hot tub wasn't working unfortunately, but things happen and Janel was communicative about it. Had a great weekend regardless. Also love that Janel is accommodating of dogs. Our fur babies were happy to join us on our getaway.
Top guest favorite
A serene outdoor scene features a gazebo near a tranquil pond, surrounded by lush greenery. A swimming pool is seen with an inviting blue hue, accompanied by sun loungers positioned along the poolside. The backdrop includes rolling hills and trees, enhancing the natural setting.
Apartment in Hamilton
4.97 out of 5 average rating, 60 reviews

Goose Hill

JesseRating, 5 stars6 months ago
The place was charming, well stocked and very comfortable. The communication was great and we would definitely rent again.
A rectangular swimming pool is set against a brick wall, surrounded by lush greenery. The water is clear and inviting, with a light blue hue. A diving board is visible at one end, and the poolside area features concrete decking.
Cabin in Keedysville
4.8 out of 5 average rating, 120 reviews

Quiet Antietam Cabin

TheodoreRating, 5 stars20 months ago
A very nice area to see fall colors, out of the way but easy to reach a store for anything needed
Guest favorite
Cabin in Berkeley Springs
4.89 out of 5 average rating, 76 reviews

Hiking, WiFi, 4 Decks, King Suite, Community Pool

MaryRating, 5 stars4 weeks ago
The location was nice, really quiet and private and right in the woods. There are hiking trails right there, so we could do a 2-3 mile hike in the morning before heading out to activities. It's just a 10 minute drive to Berkeley Springs. The views out of the picture windows in the living room, or on the deck, were great. The house is very spacious and clean, with a well stocked kitchen. Everyone found all the beds to be very comfortable with nice linens, features not always found in rental houses. The living room fireplace was welcome as it was chilly when we were there. I can't think of anything we needed that the house didn't have. One thing to note is that the driveway is graveled and there is a little slope to the door. Having said that our mid-80s parents had no issues; just something to keep in mind if you have someone with mobility issues. We enjoyed our stay and would recommend!
Guest favorite
A well-maintained pool area features an inviting, blue water pool surrounded by a spacious deck. A pool house with several lounge chairs offers additional seating options. Lush greenery and flower beds frame the scene, enhancing the serene outdoor setting.
Home in Leesburg
4.97 out of 5 average rating, 121 reviews

Potomac Overlook Farms: 6 BR, 10 Acre River Estate

MelissaRating, 5 stars1 month ago
We had a wonderful family reunion here with 3 generations. Each family had their own private space but there was tons to do on the property together as well. The hosts were very responsive to our questions and made sure we were comfortable and happy! We appreciated that the kitchen was well stocked, too.
Guest favorite
A pool area is framed by an arch covered in vibrant flowers. The inviting water reflects the clear blue sky, while lounge chairs line the deck. Lush greenery surrounds the space, and a gazebo is visible in the background, enhancing the serene landscape.
Guest suite in Purcellville
4.82 out of 5 average rating, 230 reviews

Monet Suite, elegnt lrg 2rm suite/blcny in villa

GwenRating, 5 stars2 weeks ago
My husband and I stayed here right after we hot married and it was the most lovely experience! It was an absolute blast, I wouldn’t have changed a thing except I wish I could’ve stayed longer. Maud was so sweet and I loved having her as a host. Cannot recommend enough!
Top guest favorite
An aerial view captures a large swimming pool surrounded by sun loungers and umbrellas. Green trees frame the scene, while campers and vehicles are visible in the surrounding area. The spacious pool area is designed for relaxation and enjoyment during warmer months.
Home in Harpers Ferry
4.92 out of 5 average rating, 168 reviews

The McCoy House at the Harpers Ferry KOA

MalcolmRating, 5 stars3 days ago
The home was big and beautiful. It was much more than I was expecting and the access to the KOA was a plus. My family and I can’t wait for an opportunity to return.
Guest favorite
The chalet is surrounded by towering trees, showcasing a seasonal display of vibrant autumn foliage. A screened-in porch extends from the structure, providing a shaded space. The home integrates seamlessly into the natural landscape of the Appalachian Mountains, creating a tranquil and inviting retreat.
Home in Berkeley Springs
4.84 out of 5 average rating, 74 reviews

Autumn Wings - wifi, screen porch, pool access

Jennifer And SteveRating, 5 stars7 months ago
Although our stay was short, it was just the change of scenery we needed! The community is so quiet and feels secluded — a great escape from the city! We enjoyed being tucked in the woods with the remnants of fall foliage around us. Yet the property is just a short distance from downtown Berkeley Springs and Cacapon State Park and other things to do. We especially appreciated the great setup for kids. Our rambunctious toddler stayed busy on a rainy day by cooking in the play kitchen and reading books. He also loved riding in the push-car on the deck!

Quick stats about vacation rentals that are family-friendly in Hagerstown

  • Total rentals

    40 properties

  • Nightly prices starting at

    G$8,364 GYD before taxes and fees

  • Total number of reviews

    2K reviews

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    40 properties include access to wifi

Destinations to explore