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

4.97 out of 5 average rating, 305 reviews

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.

Home in Bolivar

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.

4.79 out of 5 average rating, 185 reviews

A view from a covered porch includes two white Adirondack chairs positioned on a wooden deck. The railing offers an unobstructed sightline to the river, framed by trees with early spring foliage along the shore, creating a peaceful atmosphere.

Home in Shepherdstown

Plum Lazy on the Potomac

With stunning views and prime river access, Plum Lazy is nestled on three partially-wooded acres sloping gently to the water's edge. Enjoy 150 feet of shoreline with a large landscaped expanse of grass perfect for play, picnics, or just shady naps. This riverfront area is exclusively for you and guests at our cabin on Knott Road. A rocky peninsula extends your riverfront another 100 feet into the Potomac. The large deck and stone patio features a variety of seating options and gas grill.

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!

4.95 out of 5 average rating, 182 reviews

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.

Home in Bolivar

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.

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!

4.92 out of 5 average rating, 125 reviews

A spacious bedroom features exposed wooden beams and rustic log walls. A plush white bed is centered in the room, flanked by two bedside tables with lamps. A wooden wardrobe and an armchair are positioned by the window, enhancing the cozy atmosphere.

Guest house in Waterford

Cabin On The Creekside

Cabin on the Creekside is a log cabin located on beautiful wooded property just outside of Waterford, VA. The cabin is a perfect spot to unwind, relax, and come explore Loudoun County which is filled with wineries, breweries, farm to table restaurants, hiking trails and more! Beautifully decorated space, king size bed, large comfy couch, 75 inch TV, and kitchenette are a few highlights of the space. Looking forward to your stay!

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!

Unwind at this breathtaking 1-acre hilltop retreat overlooking Antietam Battlefield and lush vineyards. Perfect for a romantic escape or family getaway, our newly remodeled home offers stunning views from the deck, a relaxing year-round hot tub, cozy interiors, and easy access to Antietam Creek Vineyards—just a short walk away! Explore nearby trails or soak under the stars in the hot tub, all while enjoying the comforts of home.

4.94 out of 5 average rating, 412 reviews

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

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

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

4.99 out of 5 average rating, 323 reviews

The farmhouse is set on a spacious green lawn, surrounded by tall trees. A nearby structure with a cylindrical silo complements the main house, which features a blue-green roof and a wide porch. A bright sky with scattered clouds enhances the serene landscape.

Home in Purcellville

Whole House -Seven Elms Farm B&B

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, 357 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

4.91 out of 5 average rating, 127 reviews

A bright living and dining area features light-coloured furnishings, including a comfortable sofa and a wooden dining table set with dinnerware. A television showcases a scenic view. Warm wooden flooring complements the space, enhanced by natural light from multiple windows.

Home in Middletown

Cozy Reliance Retreat with Beautiful Views

Pet-friendly home rentals with a pool

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!

4.88 out of 5 average rating, 215 reviews

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.

Home in Harpers Ferry

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

4.91 out of 5 average rating, 100 reviews

An indoor saltwater pool area features a large, tranquil pool surrounded by multiple windows allowing natural light. Lounge chairs line one side, with red and white striped towels neatly arranged. The ceiling is accented with skylights, enhancing the spacious feel.

Villa in Luray

Private Indoor Pool~WiFi~ Arcade~Fire Pit~Views

4.94 out of 5 average rating, 145 reviews

A gravel area features several rustic wooden chairs arranged around a stone fire pit, with a gentle fire burning. Soft string lights illuminate the space, enhancing the cozy atmosphere. The exterior of the cabin is visible in the background, surrounded by trees.

Cabin in Hedgesville

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

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

5 out of 5 average rating, 8 reviews

Home in Lovettsville

The Dutchmans Creek Farmhouse

4.98 out of 5 average rating, 47 reviews

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.

Home in Harpers Ferry

Gorgeous cabin on Blue Ridge

4.9 out of 5 average rating, 439 reviews

The cabin exterior features a rustic log design with a metal roof. A star motif is displayed prominently above the front porch, enhanced by flower boxes and decorative accents. The yard includes a garden area and several trees, creating a peaceful outdoor setting.

Cabin in Middletown

Charming vintage cabin in the ❤️ of Middletown.

4.99 out of 5 average rating, 113 reviews

A charming exterior view of a cabin-style home is presented, featuring a welcoming porch with black railings and lantern-style lights. The house is surrounded by trees, with warm light streaming from the large windows, creating a sense of comfort and connection to nature.

Cabin in Hedgesville

Whiskey Acres | Modern Cabin w/ Hot Tub, Axes, etc

4.92 out of 5 average rating, 74 reviews

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.

Home in Bolivar

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