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Vacation rentals in Hagerstown

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Popular amenities for Hagerstown vacation rentals

Dog friendly vacation rentals in Hagerstown

Guest favorite
A heated pool is surrounded by a stone wall and lush greenery, offering a serene atmosphere. The lodge features large windows and a balcony overlooking the pool area, seamlessly connecting indoor and outdoor spaces.
Guest suite in Myersville
4.92 out of 5 average rating, 315 reviews

Harmony Lodge nestled in wooded tranquility!

ErinRating, 5 stars1 week ago
Harmony Lodge was the perfect getaway to relax with my husband and our dog. The lodging itself is clean, quiet, and well equipped for a vacation weekend . The kitchenette is cozy but has all of the basic utensils and several options to cook food. The bedrooms were spacious. Upstairs the loft is a great spot to unwind. The pool was just as idyllic as it looks in the pictures. But the best part is how ideal her property is set up for dogs. The smartly fenced off areas between the pool, her home, and our entrance was the best experience I have had renting a space while traveling with my pup. Elisa was very respectful of our privacy but also a super friendly host. We enjoyed chatting with her and meeting her pups. We found plenty to do within ~20 minutes of the property: hiking, birding, tasty places to eat and found some good beer. I can't recommend Harmony Lodge enough for anyone looking to unwind with their dog AND enjoy the luxury of a swim!
Guest favorite
A well-organized kitchen features white cabinetry and dark countertops, complemented by light wood flooring. A small dining table with black and white checkered placemats is set for meals. Open shelving displays decor and essentials, while a refrigerator and appliances are neatly arranged for convenience.
Apartment in McConnellsburg
4.86 out of 5 average rating, 123 reviews

The Resting Place

JessicaRating, 5 stars1 week ago
This was our second stay at Sherry's it's such cozy place to stay. It's always so clean and welcoming. We were in the area again for a weekend long stockdog clinic and were so grateful that Sherry allows our dog to stay with us.
Top guest favorite
A spacious grassy area is framed by a charming yellow house nestled among trees, where several goats graze peacefully. A car is parked nearby, and outdoor seating is arranged on a wooden platform in the background, creating a welcoming rural scene.
Farm stay in Round Hill Village
4.93 out of 5 average rating, 412 reviews

The Goat Loft - A Private, Peaceful Getaway!

AnnaRating, 5 stars5 days ago
We loved our stay at the Goat Loft! The goats had so much personality and were so interactive. The space was lovely and so well kept. We had everything we needed and felt right at home. We were in town for a wedding but really loved exploring the wineries and local towns. Brian was welcoming and very responsive. Would absolutely stay here again and recommend it to friends and family as a peaceful and unique experience!
Guest favorite
Cabin in Hedgesville
4.94 out of 5 average rating, 121 reviews

Modern Cabin: Hot Tub, Arcade, FirePit, Pets+Pool

MargaretRating, 5 stars1 day ago
We loved our stay! The house is so cute, and the bed was amazingly comfortable. I slept like a rock! We look forward to staying again with our kids in the future.
Guest favorite
Two lounge chairs with neutral cushions are positioned on a wooden deck, surrounded by lush greenery. Sunlight filters through the trees, casting shadows on the deck surface, creating a relaxing outdoor space.
Cabin in Berkeley Springs
4.8 out of 5 average rating, 305 reviews

Cozy Cabin with Creek Access

NicholasRating, 5 stars1 month ago
This cabin is absolutely perfect for a peaceful, quiet get away. The place is gorgeous with an amazing view, wonderful for a break from a hectic life and completely private. Furnishings includes everything you need, kitchen was very well stocked. Not the most difficult place to find but you will need the, very detailed, directions as Google maps just gives up. Will absolutely look to stay here again. Mai-Li was very quick to respond to any messages, and very kindly made sure I got there ok, and sent on a list of local events. Thank you Mai-Li
Guest favorite
A cozy living area is featured, furnished with a black leather sectional sofa and two armchairs. A coffee table sits in the center, surrounded by decorative pillows. A bright wall art piece adds character, while a warm floor lamp provides soft illumination. The open spiral staircase leads to the lofted area.
Chalet in Martinsburg
4.96 out of 5 average rating, 184 reviews

The Sage Chalet

DionicioRating, 5 stars2 weeks ago
We had a great stay! Really enjoyed sitting outside on the patio and enjoying the surroundings. Had some great Sunday cookouts and enjoyed sitting outside with the family and enjoying our meal. Lori was very responsive and checked in often during our extended stay. Overall great experience!
Guest favorite
The log cabin features a spacious covered porch surrounded by trees. The wooden structure blends into the natural setting, while large windows invite natural light. The front yard is landscaped with shrubs, providing a warm and inviting entrance.
Home in Thurmont
4.87 out of 5 average rating, 551 reviews

Cabin in the Woods - Weekday Specials!

EwoudRating, 5 stars1 week ago
Very peaceful surroundings, enjoyed sitting on the front porch during the rain
Guest favorite
A spacious log cabin surrounded by trees features a large multi-level deck with a hot tub and outdoor seating. The inviting interior includes a cozy fireplace, a comfortable bed, and ample natural light, providing a serene atmosphere for relaxation.
Cabin in Berkeley Springs
4.92 out of 5 average rating, 542 reviews

Horizon Hill-Log Cabin w/Hot Tub & Views!

BrianRating, 5 stars1 week ago
Overall excellent experience. High on the hill with a little view. The hot tub was very clean, private and can’t be seen from any neighboring house. The driveway is a tight turn in a full size truck so watch for the ditches. It was rainy and in the high 70s for the 3 days I was there and the wall mounted air conditioner kept up good. Ceiling fans throughout were nice. I will stay here again.

Vacation rentals with pools in Hagerstown

Top guest favorite
The swimming pool is illuminated at night, casting a soft light on the water's surface. Surrounding trees create a serene backdrop, while a dog walks along the poolside. An orange traffic cone is positioned in the foreground.
Home in Sabillasville
4.93 out of 5 average rating, 121 reviews

Stoney Spring Overlook

TracyRating, 5 stars5 days ago
This BnB is in contention for my FAVORITE stay of all time. Family of 6 adults and 1 child had more than enough space, and Jeanne really made our stay effortless. We felt right at home and we didn't have to make that last minute trip to the store you sometimes have to make bc the host skimped on providing toilet paper or dish soap, because she honestly thought of EVERYTHING ❤️ My granddaughter loved the pool and dips in the hot tub after swimsmade the adults happy. The location and view are to die for, and the two pups were ecstatic playing in the large fenced area. We spent a lot of time outside, plenty of furniture, fire pit, just eating dinner on the deck. (Missing NOTHING in the kitchen either!) Our last night we spent sitting and talking on the deck trying to identify the multitude of frog voices from the pond, before we parted ways to our various home states. I am most grateful for memories made and we are definitely considering a repeat! ❤️Thank you!
Guest favorite
A community sports center is seen featuring a large outdoor pool surrounded by wooden decking. The pool's reflection can be observed on the calm water, creating a serene atmosphere. Lush green grass and trees are visible in the background, under a partly cloudy sky.
Cabin in Hedgesville
4.92 out of 5 average rating, 264 reviews

Bear Pines Retreat ~ Game Room ~ Screened Porch

DeepaRating, 5 stars1 week ago
Lou's place is great! We were 5 people, 3 adults and 2 kids. The house had plenty of space for us to enjoy ourselves. The kids loved the game room and roasting marshmallows in the fire pit. The community was also lovely with two outdoor pools and an indoor pool. we really appreciated the guest passes that allowed us to enjoy the pools for both days we were there. Many thanks, Lou!
Guest favorite
Cabin in Hedgesville
4.94 out of 5 average rating, 119 reviews

Dog-friendly, boutique & chic + fireplace

EricRating, 5 stars4 weeks ago
Teddi and Adam were great hosts and have such a beautiful place that provided some much needed peace and quiet! We really enjoyed our stay!
Guest favorite
A charming cabin is nestled among lush trees, featuring a spacious deck that overlooks the surrounding greenery. The structure highlights a gabled roof and large windows, inviting natural light into the house. The forested setting enhances the feeling of seclusion and tranquility.
Cabin in Hedgesville
4.88 out of 5 average rating, 115 reviews

Five Oaks Cabin at The Woods Resort

MelissaRating, 5 stars1 month ago
We really enjoyed our stay here. The house offered so many things for us to do as a family. We had such a good time playing darts, pingpong, board games, and hanging out around the fire pit. The Woods is our favorite place to go because of all the amenities. Highly recommend!
Guest favorite
Cabin in Hedgesville
4.94 out of 5 average rating, 143 reviews

Starcatcher Chalet, The Woods Resort

GlennRating, 5 stars6 days ago
Beautiful place in a beautiful area! They had everything we needed
Top guest favorite
A vibrant array of flowers in various colors frames the freshwater lap pool, leading to a two-story guest house. The building features a balcony above large glass doors, with the serene pool reflecting the surrounding greenery.
Home in New Market
4.94 out of 5 average rating, 142 reviews

Historic Peace and Plenty Farm: Pool House

JenniferRating, 5 stars1 week ago
Duane and Matt were absolutely wonderful hosts! They helped make our quick weekend getaway truly unforgettable. Every amenity at the property was thoughtfully provided, and our daughters enjoyed every bit of it. Even while traveling internationally, Duane remained incredibly attentive and responsive, going above and beyond to ensure our stay was perfect. One of the highlights for our girls was getting to meet a baby sheep—such a thoughtful and special touch! They were especially taken with little Pinky Pie and are still talking about her. Thank you again, Duane, for sharing your beautiful property and creating such a memorable experience for our family!
Superhost
Cabin in Hedgesville
4.85 out of 5 average rating, 199 reviews

Stylish Retreat w Fireplace, Games & Pool Access

AmberRating, 5 stars2 weeks ago
It's a beautiful escape from the city, tucked away in the woods. very peaceful and Serene, there wasn't too much around but it's the perfect getaway.
Guest favorite
Chalet in Mercersburg
4.94 out of 5 average rating, 112 reviews

Amazing Summer Holiday and Mountain Retreat

AndreaRating, 5 stars3 months ago
This is an excellent home for staying near the slopes! The beds were super comfortable, the welcome basket, kid friendly amenities, and provided essentials were very much appreciated. We would love to stay here again.

Other great vacation rentals in Hagerstown

Top guest favorite
The charming A-frame structure is surrounded by lush greenery, blending seamlessly with the wooded environment. Large windows provide a view into the inviting interior, while a stone pathway leads to the entrance, accentuated by decorative elements and natural landscaping.
Place to stay in Shippensburg
5 out of 5 average rating, 374 reviews

The Frame ~ Charming Nature Escape ~ Hot Tub ~ BBQ

DarrienRating, 5 stars2 weeks ago
Wandas place was immaculate, we enjoyed our two night stay. Wanda communicated throughout, to make sure everything was well. We have no complaints, location was great, kitchen fully stocked. Such a great experience, we will be back!
Top guest favorite
A modern black structure is nestled among trees, illuminated by soft sunlight filtering through the leaves. A gentle slope leads to a walkway, providing accessible entry. Nearby, a circular seating area with chairs invites relaxation amidst the natural surroundings.
Cabin in Berkeley Springs
4.98 out of 5 average rating, 119 reviews

Monte Vista~Golf~Views~PS5~Sport Court~EV Charger

EmilyRating, 5 stars2 weeks ago
Breathtaking views…this house did NOT disappoint! We loved every single detail and thought put into this property. We will definitely be going back in the future. If you’re looking for a unique property look no further!
Top guest favorite
The log cabin features a warm wooden exterior with a blue metal roof, nestled among trees. A screened porch allows for outdoor enjoyment while a fire pit is positioned nearby, surrounded by natural stone. The peaceful setting invites relaxation amidst the greenery.
Cabin in Myersville
4.98 out of 5 average rating, 140 reviews

Sleepy Hollow Log Cabin

AbigailRating, 5 stars5 days ago
Very beautiful area, incredibly stocked space. The nearby snowcone shop has lots of activities and trails nearby.
Top guest favorite
A wooden deck features two outdoor chairs positioned to overlook a lush expanse of greenery. The surrounding trees offer a vibrant backdrop, creating a serene setting ideal for relaxation.
Tiny home in Harpers Ferry
4.98 out of 5 average rating, 123 reviews

Enchanting PET FREE W/Amazing ViewHot Tub Overlook

RebeccaRating, 5 starstoday
Brian was an extremely kind and gracious host. The property was scenic and really beautiful. The yard was lit up with fireflies at night and it was a short walk to the overlook of the river. The only thing we weren’t sure about when we arrived was the hot tub. It wasn’t an issue by any means. I would highly recommend Brian and the tiny home.
Top guest favorite
Home in Sharpsburg
4.96 out of 5 average rating, 156 reviews

Steps to Winery & Battlefield-Pvt Acre w/ Hot Tub!

YasminRating, 5 stars4 days ago
We loved our stay here. Super comfortable and cozy, beautiful patio and garden and such a pretty view! Highly recommend!
Guest favorite
A calm river stretches ahead, flanked by lush greenery on both banks. The stillness of the water reflects the surrounding trees, creating a tranquil scene. A paddle is held in the foreground, indicating an active exploration of the serene environment.
Tiny home in Jefferson County
4.89 out of 5 average rating, 475 reviews

❤️ Secluded 1940s Romantic Tiny House on the River

HavenRating, 5 stars1 month ago
I spent the previous 3 nights camping while cycling the GAP/C&O trail from Pittsburgh to DC.... this cabin was the perfect place to relax and recharge; especially since rain was forecastee overnight. The cabin is in a real beautiful area just through Shepherdstown. if you are on a bike and did a long day, stop and get dinner before you go to the cabin... there are a few hills between downtown and the cabin that might hurt a bit.
Guest favorite
A quaint cabin is nestled among lush greenery, showcasing wooden siding and a slanted roof. A spacious deck extends from the front, featuring rocking chairs and surrounded by a tranquil forest setting, inviting a peaceful retreat in nature.
Cabin in Paw Paw
4.96 out of 5 average rating, 232 reviews

Easygoing

RachelRating, 5 stars1 day ago
Wow. Raymond's cabin in the woods is extraordinary. It is indeed off the beaten track, but well worth it. We felt like we were the only humans for miles (we weren't) and we enjoyed the sounds of the forest. The cabin is comfortable, and well appointed. We both enjoyed the outdoor shower, though I cannot imagine doing that in the winter, but I'm a wimp. :) There are horseshoes, and a porch swing, as well as hammock chairs to enjoy the view. We are already discussing returning to this gem next year for a much longer stay.
Top guest favorite
The cottage's exterior features a wooden facade with a red door framed by two windows. Soft landscaping surrounds the entrance, while a gravel path leads to the front door. The structure is set against a backdrop of green trees and blue sky, creating a serene country feel.
Cottage in Fairfield
4.96 out of 5 average rating, 330 reviews

The Cottage

AlanRating, 5 stars4 days ago
Great place to stay! Clean - and Eugene was very helpful.

Quick stats about vacation rentals in Hagerstown

  • Total rentals

    90 properties

  • Nightly prices starting at

    $30 before taxes and fees

  • Total number of reviews

    3.3K reviews

  • Family-friendly rentals

    40 properties are a good fit for families

  • Pet-friendly rentals

    40 properties allow pets

  • Rentals with a pool

    10 properties have a pool

Frequently Asked Questions

  • Are there apartment rentals with a dedicated workspace in Hagerstown?

    Yes! Work meets play with ease at over 10 apartment rentals in Hagerstown featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • How much does it cost to stay in house rentals in Hagerstown?

    Experience the best of Hagerstown with our house rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly apartment rentals in Hagerstown?

    Four-legged friends are welcome in Hagerstown. Choose from more than 10 apartment rentals for guests traveling with pets.

  • Are there Hagerstown vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Hagerstown, available on Airbnb. Make a splash and soak up the sun in style!

Destinations to explore

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  2. United States
  3. Maryland
  4. Washington County
  5. Hagerstown