Pet-friendly holiday rentals in Bolivar

4.91 out of 5 average rating, 353 reviews

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

Outdoor Basecamp at Tiny Hidden Ridge

Our basecamp apartment is perfect for the outdoor enthusiast looking for an escape to the countryside. We are 1/2mile from the C&O Towpath and Potomac river and less than 2 miles from Harpers Ferry and the Appalachian Trail. Our location makes this perfect for couples, families or groups looking to hike, bike, or raft. Make use of our deck, grill, fire pit, and bike tools. We recently got internet. But no TV, and weak cell signal. The kitchenette has a hotplate, toaster oven, and coffee maker.

Guest suite in Shepherdstown

A spacious sleeping area is centered around a beautifully made bed with a textured gray coverlet. Nightstands on either side feature stylish lamps and small potted plants. Art is displayed on the wall, contributing to a serene atmosphere, with natural light filtering through the window.

4.96 out of 5 average rating, 696 reviews

Historic Scrabble, Shepherdstown

The perfect private guest cottage situated beside a beautiful historic home in the unique community of Scrabble Unincorporated just a half-mile from the Potomac River. Modern, comfortable and tastefully decorated with full amenities and parklike surroundings with an abundance of nature at your doorstep. Close to Shepherdstown / Shepherd Univeristy (12 minutes), Martinsburg (20 minutes), Harpers Ferry (20 minutes) and in the heart of civil war history including the famed Antietam National Park.

4.99 out of 5 average rating, 569 reviews

An outdoor seating area is set in a grassy space, featuring weathered chairs arranged around a stone fire pit. A wooden picnic table is visible, surrounded by lush greenery and trees. The backdrop reveals a scenic view of the rolling hills under a partly cloudy sky.

Cabin in Bluemont

Rustic Blue Ridge Cabins

Quaint Rustic Cabin nested at the top of the Blue Ridge Mountains w/detached 150 ft² bedroom Cabin, located in the heart of Western Loudoun Wine Country. Sitting on 1/3rd of an Acre with access to wooded a trail featuring Cold Springs. Amenities-4 person hot tub, beautiful view of the Loudoun Valley, Wifi, Loft bedroom with a loft ladder, hiking along the Appalachian Trail,Shenandoah River, with restaurants, breweries, distilleries, and wineries close by! These are rustic not luxurious Cabins

A living area features a comfortable beige sofa and an adjacent dining table with two chairs. A small desk with a chair and laptop is positioned nearby. Sunlight enters through a window adorned with white blinds, illuminating the relaxed atmosphere.

4.97 out of 5 average rating, 305 reviews

Day Street - Walk to Harpers Ferry NP

This stylish apt with fenced yard is located just mins to the HFNP Park. 24/7 convenient store just 1 block away; library across the street; a corner lot in a very quiet neighborhood. Perfect place to start your hikes or just to rest for the weekend. The home has 1 BR, kitchen, full bath and coffee bar - Keurig; coffee pot; coffee press; pour over coffee; beans and grinder; teas bags w/ water pot and private parking for our guests. Please note that the living area for this home is upstairs.

Guest suite in Smithsburg

The exterior of a two-story house is surrounded by trees, with warm lights framing the balconies. Large glass windows provide visibility into the interior. A deck with a railing is seen above, and decorative elements are positioned outside the entrance.

4.98 out of 5 average rating, 306 reviews

Creekside Retreat at the Jewel Vinsota

Relax in a quiet, curated, pet-friendly art exhibit. Live with paintings & sculptures that are for sale. This garden apartment is tucked into a hillside above a creek, along the Jewel Vinsota Sculpture Trail. Your host/gallery curators live upstairs. The “Artist’s Guesthouse” is next door. The private entrance is down a stone-stepped path. Perfect for 2 w/ the queen bed but room for 3 w/ the living room futon. Fully equipped kitchen. Private charcoal grill and fire pit next to the creek.

4.97 out of 5 average rating, 254 reviews

The entrance to The Crooked Cottage is framed by wooden planks and surrounded by greenery. Two windows offer glimpses into the inviting interior, while a gravel pathway leads up to the door, playfully adorned with a sign featuring the name of the cottage.

Home in Myersville

The Crooked Cottage: a Cozy, Curated Escape

You will instantly relax in this stylish, pet-friendly home only 8 mins from I-70, exit 42. Under a canopy of trees find a beautifully landscaped yard with decks and two fire pit areas. Enjoy the well-apportioned kitchen with organic, fair trade coffee. Relax with 2 Roku TVs, games and puzzles, bathe with soaking salts and Turkish towels. For outdoor enthusiasts, pitch your tents. Sit by the wood-stove in the winter, or lay in a hammock when it’s warm. Welcome to The Crooked Cottage!

The spa-inspired master bath features a freestanding tub with a sleek design, set against a backdrop of rich wooden tile. A wooden stool complements the space, while a glass shower enclosure and minimalist fixtures contribute to a modern aesthetic.

4.95 out of 5 average rating, 182 reviews

Fall Colors. spa like tub giant TVs Best beds ever

Fall colors soon End Sept to early Nov. You will want to stay...longer. The most comfortable beds ever. You’re on vacation, so comphy sleep should be priority #1. Our luxury design is unmatched in the area. And our location is at the best end of Washington St. 0.25 miles away. No train noise all night like near the town. Spa master bath/ free-standing tub, relaxing deck. Movie room w/ 92" smart TV. Luxury design (West Elm, CB2, Roche Bobois, etc.). Super Strong mesh WiFi.

5 out of 5 average rating, 209 reviews

The treehouse is elevated among the trees, featuring large windows that offer views of the surrounding forest. The exterior is constructed with dark wood shingles and is supported by sturdy stilts, blending seamlessly with the natural environment.

Treehouse in Waterford

Hummingbirds Hideaway Treehouse

Come experience the magic of being among the treetops at our newly built treehouse. Whether you are seeking a romantic getaway, peaceful retreat, or family fun our little slice of heaven will offer you an unforgettable stay. Features large windows for stunning views of the surrounding woods and very detailed woodwork. 2 bedrooms with king beds, open living space with full kitchen and bathroom will be sure to impress. Please Please Please message us prior to booking

4.93 out of 5 average rating, 131 reviews

A dining area is visible, featuring a small round table with two metal chairs. A kitchenette is seen in the background, showcasing cabinets and a countertop with appliances. The room is softly lit, with a patterned rug beneath the table and a view of the bedroom through an open door.

Flat in Harpers Ferry

Top o' the Hill Apt. in historic Harpers Ferry

Spacious 1 bedroom apartment in the perfect location for exploring all of Harpers Ferry. Across the street from the Appalachian Trail Conservancy, just a short walk from Harpers Ferry National Park and great restaurants. ⚡️ Level 2 EV charger Private entrance. We kindly request that guests sign our "Potomac Adventure" rental agreement within 72 hrs of booking. We'll send an email with the link to our agreement as soon as you finalize your reservation.

4.97 out of 5 average rating, 220 reviews

A charming view of downtown Shepherdstown showcases a row of historic buildings, each displaying unique architectural features. A vibrant green tree adds a touch of nature, while a clear blue sky enhances the picturesque streetscape.

Flat in Shepherdstown

The 1763 House - Stay in Downtown Shepherdstown

Welcome to our charming downtown Shepherdstown apartment, originally built in 1763 and nestled in the heart of town. Ideal for getaways, visiting family/friends, or university trips. Enjoy a spacious interior, comfortable living room, state-of-the-art kitchen, and private patio. Our downtown location on the Main Street offers convenient access to a wide selection of restaurants, unique shopping, and the Potomac river, all just a short walk away!

4.98 out of 5 average rating, 125 reviews

Delicate white flowers bloom on branches, contrasting with the brown siding of the historic house. The background reveals a green door and two windows, allowing glimpses of the home’s rustic charm. The scene captures the tranquility of the surroundings, marked by budding magnolia blossoms.

Flat in Burkittsville

Charming Burkittsville 1747 Home

Studio apartment located in the rural historic town of Burkittsville MD (Est. 1824) at the base of South Mountain, surrounded by beautiful farmland. About 25 minutes to Antietam battlefield, Harpers Ferry WV, Shepherdstown WV, Middletown MD, Frederick MD. Close to many activities including wineries, breweries, award winning restaurants, theater, hiking, biking, river activities, Appalachian trail, C&O canal, national and state parks.

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.

4.94 out of 5 average rating, 412 reviews

Gayte House Gay Owned, Liberal Oasis

Cozy and charming 1840's home in the heart of town. Steps from the National Park, feet from the Appalachian Trail. Relax by the fire, on the porch or on the river. We have something for every season and every age. Steve and I have lived here In HF 20 yrs., 13 of those at the Gaytehouse. We live right next door now and Love both our homes. Please, Check out the beautiful and cherished home we offer for your stay.

Popular amenities for Bolivar pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.92 out of 5 average rating, 316 reviews

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

Grouseland's Pondside Vacation Cottage

4.94 out of 5 average rating, 156 reviews

The cabin is illuminated at night, showcasing its rustic charm among surrounding trees. Warm lights accentuate the porch and pathway, enhancing the inviting atmosphere. The outdoor space is highlighted by well-placed rocks and greenery, creating a serene outdoor retreat.

Home in High View

Mtn. View~Cave Hot Tub~50 Ac~ATV Trails~Fishing

The exterior of the farmhouse is showcased at dusk, highlighting the blend of historic and modern architecture. A stone path leads to the welcoming entry, framed by glowing flower pots. The wraparound porch features multiple illuminated windows, reflecting a cozy and inviting ambiance.

4.97 out of 5 average rating, 204 reviews

Historic Farmhouse w/ Heated Pool, Harpers Ferry

4.97 out of 5 average rating, 580 reviews

A welcoming single-story house is shown, featuring a front yard with neatly arranged shrubs and flowers. A pathway leads to the entrance, which is flanked by potted plants. A carport is visible on one side, providing covered parking.

Home in Edinburg

Jay Birds Nest - Pet Friendly

4.95 out of 5 average rating, 241 reviews

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

The Nest

4.97 out of 5 average rating, 356 reviews

The living area features a spacious sofa in muted tones, complemented by two armchairs and a round dining table with chairs. Soft natural light fills the space, highlighting a blue accent pillow and a decorative wall piece with rural imagery.

Home in Greencastle

Country 2-Bed/2-Bath Barndominium w/Beautiful View

4.92 out of 5 average rating, 314 reviews

A panoramic view of lush green mountains stretches out below, with a soft sunrise illuminating the horizon. The scene captures varying shades of green from the trees, contrasting with the delicate pastel colors of the sky.

Home in Hedgesville

Round Mountn Top House! Prof. Cleaned w EV-chrger

4.96 out of 5 average rating, 185 reviews

A hot tub is situated under a pergola adorned with string lights, offering a relaxing spot to enjoy open views of lush greenery and distant hills. Potted plants flank the area, enhancing the serene outdoor ambiance. The deck provides a spacious layout for guests.

Home in Sharpsburg

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

Pet-friendly home rentals with a pool

4.94 out of 5 average rating, 138 reviews

A spacious mountain home is set against a backdrop of trees, with a gently sloping field leading to a small pond in the foreground. A wooden fence encircles the property, highlighting the serene outdoor environment that encompasses the house.

Home in Sabillasville

Stoney Spring Overlook

Superhost

A cabin exterior is illuminated by string lights, surrounded by trees. A fire pit with flames can be seen in the foreground, accompanied by two camping chairs. A hammock is strung nearby, creating a tranquil outdoor space for relaxation.

Tiny home in Fort Valley

4.8 out of 5 average rating, 295 reviews

Tiny Cabin Retreat 1 @ Camp Shenandoah Meadows

Guest suite in Myersville

A stone fire pit surrounded by wooden adirondack chairs is visible, with a warm glow emanating from the fire. The lodge stands in the background, illuminated and nestled among snow-covered trees, creating a cozy, inviting atmosphere.

4.92 out of 5 average rating, 330 reviews

Harmony Lodge nestled in wooded tranquility!

A spacious backyard is surrounded by a wooden fence, showcasing a patio area with multiple seating options. A hot tub is visible, along with a fire pit and several Adirondack chairs arranged for gathering. Lush green grass and mature trees enhance the outdoor setting.

4.88 out of 5 average rating, 215 reviews

The Historic Booth House at the Harpers Ferry KOA

Farm stay in Purcellville

A horse stands peacefully in a lush green pasture, surrounded by a black wooden fence. In the background, a well-maintained barn with a cupola is visible, complemented by a clear blue sky and scattered clouds.

4.98 out of 5 average rating, 202 reviews

The Hunt Box @ Tally Yo Farm

4.88 out of 5 average rating, 130 reviews

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

Five Oaks Cabin at The Woods Resort

4.95 out of 5 average rating, 315 reviews

Flat in Bluemont

A Great Getaway — Foxglove Retreat

4.85 out of 5 average rating, 126 reviews

A spacious outdoor area features a large in-ground pool surrounded by a patio. Lounge chairs in a bright blue color are arranged along the edge. A picnic area with tables and chairs is also visible, along with a children's play area nearby.

Home in Lovettsville

Cozy 3500sf Private 10ac.Pool-hot tub-pickle ball

Private, pet-friendly home rentals

Superhost

A cozy living area features two red armchairs and a leather sofa, arranged near a decorative fireplace with a black mantel. A mirror hangs above the fireplace, while a patterned rug adds warmth to the hardwood floor. Stairs lead to an upper level.

4.82 out of 5 average rating, 39 reviews

Vacation Rental Thistle Cottage

5 out of 5 average rating, 8 reviews

Home in Lovettsville

The Dutchmans Creek Farmhouse

A well-lit deck hosts a modern soaking tub, surrounded by forest views. Steps lead down from the deck, which is adorned with warm lighting that highlights the natural wood. The evening sky offers soft hues as the sun sets beyond the trees.

4.98 out of 5 average rating, 47 reviews

Gorgeous cabin on Blue Ridge

Superhost

A single-story house is shown amidst a well-maintained yard featuring a variety of blooming plants. The wood-sided exterior is complemented by a welcoming front porch with a railing, leading to a front door framed by large windows.

4.92 out of 5 average rating, 74 reviews

House of Ruslan Cozy 3-Bedroom Home Sauna/Hot Tub

5 out of 5 average rating, 5 reviews

The spacious living area features sleek black and white furniture, complemented by a crystal chandelier. Large windows allow ample natural light to fill the room, showcasing wall art and decorated shelves. A bright green plant adds a touch of nature to this modern space.

Flat in Bolivar

VIVO Peaceful Breeze Suite!

4.99 out of 5 average rating, 75 reviews

Cottage in Harpers Ferry

Town Square Cottage | Walk to all of downtown HF

4.95 out of 5 average rating, 214 reviews

The entryway of the cottage is framed by neatly trimmed shrubbery and stone pathways. The front door, featuring glass panels, offers a welcoming view of the interior. The soft glow of evening light and the surrounding greenery enhance the inviting atmosphere.

Cottage in Middleburg

Waterfront Cottage at Goose Creek