Family-friendly vacation rentals in Bolivar

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Popular amenities for Bolivar 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
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 stars4 weeks 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
A charming cabin is positioned on a stone patio, framed by trees. The early morning sun casts warm light over the scene, enhancing the natural landscape. A fire pit is visible in the foreground, surrounded by a low stone wall, creating an inviting outdoor gathering space.
Home in Chester Gap
4.95 out of 5 average rating, 227 reviews

The Nest

ChristopherRating, 5 stars4 weeks ago
Really beautiful place with lots of character! So peaceful and amazing views!! We loved it. :). Thanks Julie!
Guest favorite
Chalet in Great Cacapon
4.95 out of 5 average rating, 429 reviews

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

BerkeleyRating, 5 stars2 weeks ago
We are so thankful to Jason and his family for sharing their special place with us. We immediately felt right at home and had more than enough room for all 3 adults. We were immediately blown away with the breathtaking river right in the front yard! We never saw anyone else on the river the whole trip so it felt like we had it all to ourselves too. We started our day listening to the river while drinking coffee on their beautiful deck. And, then later in the day, we enjoyed tubing down the river, leaving from a nearby bridge and ending the trip back at the property. I have a service dog, named Charlie, that did everything with us too (including floating down the river) and I think he enjoyed it as much, or more, than we did too. We wish we had made the trip a little longer because we never got a chance to use the hot tub on the deck, or the fire pit, etc. We hope Jason’s family will have us again because we’re already dreaming about coming back again next summer!
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!
Guest favorite
A covered porch is supported by rustic wooden beams, featuring two green adirondack chairs and a circular coffee table. A hanging fern adds a touch of greenery above. Stone flooring complements the natural surroundings, which include lush shrubs and plants just beyond the porch.
Home in Fairfield
4.93 out of 5 average rating, 243 reviews

Brent Road Retreat

LiamRating, 5 stars3 weeks ago
We had a great golf weekend in the area and really liked the accommodations. It was private, enough to fit 8 golfers, and close to many of the course we played. We will go back again.

Family- and pet-friendly home rentals

Guest favorite
A welcoming living area features a patterned couch adorned with soft pillows, positioned under warm lighting. A small coffee table rests in front, and a TV stands on a wooden console. Minimalist decor includes floral artwork on the wall, complemented by wooden accents.
Guest suite in Winchester
4.81 out of 5 average rating, 339 reviews

Safe, cozy oasis with private living & bath.

FionaRating, 5 stars2 weeks ago
This place was perfect for what I needed. It was cozy, clean and in close proximity to restaurants, downtown, and close access to main roads in and out of town. I brought my dog and her fenced in yard was so convenient. I had the pleasure of meeting the Dianne and you could not finder a nicer host. 10/10 recommend!
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!
Guest favorite
The exterior of a renovated Victorian home is showcased, featuring a symmetrical façade with multiple windows and a welcoming front porch. Lush greenery surrounds the property, while the two-story structure is accentuated by decorative elements on the roofline.
Home in Boonsboro
4.93 out of 5 average rating, 254 reviews

Garden View

MonicaRating, 5 stars2 days ago
We had a lovely stay in Boonsboro with our group of 6. The house is full of charming features, with antiques, art, and a stocked kitchen for cooking. We also enjoyed sitting on the porch and listening to the water in the fish pond and watching the fireflies in the garden. It was easily accessible to the Appalachian trail via Washington Memorial State Park. We also ventured into town for some nice food, and to tour the caverns nearby. Overall, we had a lovely stay and would highly recommend!
Top guest favorite
A comforting sleeping area features a spacious bed topped with a patterned quilt. A soft cloud-shaped pillow adds a touch of whimsy. Light flows through a window adorned with soft shades, with a small round table nearby, enhancing the inviting ambiance of the room.
Apartment in Front Royal
4.98 out of 5 average rating, 119 reviews

Cozy 1BR for Couples & Solo Travel~No Cleaning Fee

SachiRating, 5 stars1 week ago
Super nice, cozy and well thought out decor. Close to Front Royal downtown and conveniently located close to restaurants and Shenandoah National Park’s North Entrance. Space was just right for me and hubby. The place had private access/stairs up (1 flight or so) to the Apt offering a quiet stay and extra privacy. Would stay here again and def recommend this place!
Top guest favorite
An aerial view of the open living area, showcasing a comfortable leather sofa paired with a coffee table. A wooden dining table seating six is positioned nearby, while a cozy fireplace provides warmth. Natural light illuminates the rich wooden walls and modern furnishings.
Cabin in Berkeley Springs
4.84 out of 5 average rating, 206 reviews

Retriever’s Retreat ~ High-Tech Log Cabin Oasis

BenRating, 5 stars1 week ago
This was our second time staying at Claudio’s cabin, but the first time with our children. It is a nice change of pace from the busy day to day we are used to. They really enjoyed the cabin atmosphere. The cabin is clean and updated. There are plenty of tips and instructions, so any question you could possibly have is answered with the guide. Our favorite part of the brief trip was going by to the Cacapon State Park to enjoy the lake beach with the kids. Great for young families and just a 5 minute drive from the stay. We will definitely stay here again when we come back to the area.
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 stars2 weeks ago
Very peaceful surroundings, enjoyed sitting on the front porch during the rain
Guest favorite
A wooden cabin is set on a raised deck, surrounded by tall trees. Large windows illuminate the interior with warm light. A stone fire pit is situated in the foreground, and various outdoor equipment is visible near the cabin, enhancing the rustic appeal.
Cabin in Great Cacapon
4.94 out of 5 average rating, 144 reviews

Cozy Cabin on the Cacapon River

JamieRating, 5 stars4 weeks ago
It’s a beautiful, nice relaxing place to be able to take the family, including your fur family. The dogs had a great time just being able to enjoy the outdoors with us without the cities surroundings.
Top guest favorite
The historic Quaker colonial farmhouse, established in 1753, features a stone exterior with white trim and a large front porch. The structure displays a balanced symmetry, with multiple windows reflecting the natural surroundings, surrounded by lush greenery and a spacious lawn.
Farm stay in Hamilton
4.97 out of 5 average rating, 235 reviews

Ballenger Farm

PhilRating, 5 stars4 weeks ago
Ballenger Farm is perfectly situated right before entering Purcellville, which gives you the perfect balance of feeling like you're away in the country, but with everything you need including gas, restaturants, pharmacy, and grocery stores within a 2 mile square radius. It's perfec for letting the dogs run around leash free and letting the kids explore every nook and cranny of the property. Not having screens in front of their faces was amazing and they just lit up and had so much fun. Exactly what we wanted! From fishing in the pond every day and catching multiple perch, to smores by the firepit, the family had the perfect little Memorial Day weekend! Thank you to our hosts for being super friendly and responsive!

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 stars3 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 stars1 day 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 Bolivar

  • Total rentals

    30 properties

  • Nightly prices starting at

    ﺩ.ﺇ477 before taxes and fees

  • Total number of reviews

    3.3K reviews

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    30 properties include access to wifi

Destinations to explore