Vacation rentals with outdoor seating in Culpeper

4.98 out of 5 average rating, 100 reviews

Double doors open to reveal a spacious terrace surrounded by greenery and brick walls. A cozy chair is positioned near the entrance, while soft curtains frame the view, allowing natural light to brighten the room.

Apartment in Culpeper

Downtown Suite with Outdoor Terrace

Transport yourself to your very own Italian Villa Terrace, located directly in the heart of Culpeper on Davis Street. Featuring a beautiful King bed, large soaking tub, ornate fireplace and stunning outdoor terrace for you to enjoy all to yourself, this space is one of a kind. Walk down the stairs and around the corner to all of the restaurants, shopping and breweries within a one minute walk. The suite has a shared entryway with one other suite (also available on Airbnb) but is very private.

4.96 out of 5 average rating, 141 reviews

The exterior of the tiny house is shown, featuring a light-colored siding and several windows that allow natural light inside. A wooden deck with steps leads to the entrance, and a fenced area provides privacy. Lush greenery surrounds the home, adding a natural backdrop.

Tiny home in Culpeper

3 Bed Tiny House in Culpeper w/ Kitchen & Firepit!

Welcome to our cozy tiny house in Culpeper, VA! This is the perfect retreat for couples/small groups looking for a unique & memorable experience. W/ open 2 lofts & a pull out couch this home sleeps up to 6 guests. The fully equipped kitchen allows for easy cooking. The composting toilet is an eco-friendly alternative w/o giving up convenience. Enjoy the outdoor fire pit & lounge area or visit some of the nearby attractions like Shenandoah National Park, shops downtown, & Death Ridge Brewery!

A spacious bedroom features a large bed with crisp white linens and a decorative blanket. Soft lighting is provided by two bedside lamps, and a comfortable seating area is visible beside a window with sheer curtains. A ceiling fan adds comfort to the room.

4.99 out of 5 average rating, 106 reviews

Stylish & Cozy Getaway in Historic Culpeper

Welcome to your own private Culpeper retreat! This brand new house is the perfect place to unwind and soak in the experience of southern hospitality along with photo worthy moments. The outdoor space provides the perfect place to relax and take in the stunning sunset. You’ll love spending time outside, whether you’re grilling up a delicious meal or just lounging with a good book. Thoughtfully designed to provide a comfortable modern stay. Have fun with the whole family at this stylish place.

4.98 out of 5 average rating, 130 reviews

A cozy living area is equipped with a vibrant yellow armchair and a light gray sectional sofa. A large screen TV is mounted on the wall, and natural light enters through a window adorned with white curtains. A round wooden coffee table sits on a patterned area rug.

Apartment in Culpeper

Red Fox Retreat

Easily walkable to Downtown Culpeper! This restored and newly renovated historic property allows easy access to Downtown Culpeper. It features a large outdoor fire pit and expansive grounds to spread out and relax. This 1000 sqft unit is located in the upper level with views of the surrounding grounds and trees. Brightly decorated and designed in partnership with Lets Go and Stay properties; the Red Fox retreat is a great place to stay while visiting Culpeper and the surrounding area.

4.97 out of 5 average rating, 119 reviews

A rustic log cabin is surrounded by lush greenery in a serene wooded setting. The spacious front lawn is fenced, providing a safe area for pets. The porch features a swing, inviting relaxation amidst the natural landscape.

Cabin in Madison

Relaxing 2BR CABIN, 12 acres, dog friendly, hiking

Bring the whole fur family & enjoy precious time away from the hustle & bustle of everyday life. This updated cabin sits on 12.5 acres of mainly wooded land in the heart of the blue ridge- Madison County. Within 30 minutes of wineries, breweries, hiking, & Charlottesville! Boasting a primary loft bedroom w/ a queen bed and a bonus room w/ a full bed, this home away from home can comfortably sleep 4-5! Front porch swing & fenced yard for the pups to play. Guests can completely relax!

4.98 out of 5 average rating, 167 reviews

Cozy Farmhouse Getaway

Life is good on the farm! Our charming three-bedroom guest house offers a true home-away-from-home experience, where rolling fields, open skies, and friendly cows are your closest neighbors. Enjoy breathtaking sunrises and sunsets in a peaceful countryside setting, just 11 miles from downtown Culpeper. You’ll be close to numerous wineries, breweries, and historic sites, with easy day trips to the Shenandoah Mountains, Lake Anna, Fredericksburg, Charlottesville, and Washington, DC.

4.95 out of 5 average rating, 456 reviews

A welcoming entrance to the duplex is highlighted by a stone pathway leading to a wooden porch. Lush greenery surrounds the porch, with shrubs and trees providing a serene atmosphere. The sky is partially cloudy, adding to the tranquil outdoor setting.

Home in Madison

Unit A-Mountain Retreat- SAUNA-Hiking-Wineries

Renovated duplex in Madison, VA. Enjoy a peaceful setting, amazing views and convenient to wineries, wedding venues & hiking. SAUNA! On-site walking trail. Near Early Mtn Vineyards, Prince Michelle Winery, Yoder's Market, Bald Top Brewing & Plow & Hearth. A 30 min drive to Charlottesville, Shenandoah Nat. Park, Culpeper & Orange. Shopping, restaurants, breweries, antiquing, site seeing and more. *RENT ENTIRE HOME* - Inquire for our unit A & B combined rate. Dogs allowed-$30 fee.

4.95 out of 5 average rating, 135 reviews

A calm pond is viewed from the foreground, reflecting a blue sky with clouds. Lush greenery surrounds the water, with a dock visible in the distance. The scene conveys a sense of tranquility, highlighted by the still surface and natural surroundings.

Cabin in Culpeper

Stanley’s Cabin- Beautiful farm with private pond

Located at the foothills of the Blue Ridge Mountains in rural Culpeper County, Stanley’s Cabin sits on a private 7 acre pond surrounded by trees, open land, and grazing cattle. Ideal for couples, families, or small groups! Play a game of corn hole, fish for large mouth bass, take the kayak or canoe on the water, or just enjoy a peaceful walk. Many tourist attractions and activities are within proximity. Stanley’s Cabin awaits your next adventure or trip for rest and relaxation!

A welcoming living room features a cozy sectional sofa and a yellow accent chair, complemented by a clear coffee table. Natural light enters through two windows draped with patterned curtains. Decorative items include a mirror, wall art, and a soft throw blanket on the sofa.

4.95 out of 5 average rating, 474 reviews

Cute Home in Downtown Culpeper with many extras!

Enjoy our recently updated home in downtown Culpeper. Our small home sits in a prime location within 1-3 blocks of amazing restaurants, breweries, and interesting shops.The house is located in a safe and quiet part of town. Convenient distance from Blue Ridge Mountain hiking. This property is professionally cleaned and sanitized after each reservation. Perfect for a family getaway! We are now accepting longer-term reservations. Top-rated accommodation in Culpeper for 2018-2022

Superhost

A spacious bed is adorned with a heart made of towels and surrounded by red rose petals. Red throw pillows with romantic phrases are positioned against the headboard, adding a touch of intimacy to the setting.

Dome in Unionville

4.84 out of 5 average rating, 171 reviews

luxury couples retreat with HOT TUB!

This geodesic dome is more than a place to stay; it's an invitation to a world of intimacy and enchantment. It's designed exclusively for couples seeking a secluded and meaningful escape. Whether you're celebrating a special occasion or simply craving quality time together, our dome is the perfect setting. Has all you need King size bed, A/C, heating, luxurious bath, modern kitchenette, private outdoor space, hot tub, fire pit and grill all yours for an unforgettable ESCAPE!

The exterior of a blue farmhouse is framed by lush greenery and a vibrant garden. A large tree provides shade, and an American flag hangs from the porch, welcoming guests. The house features multiple windows, highlighting its spacious design.

4.95 out of 5 average rating, 431 reviews

Charming Restored Farmhouse Minutes from Culpeper

STRICT NO PETS POLICY! This spacious farmhouse, built in 1898, has been tastefully restored to accommodate modern living without sacrificing the charm of history. It is bright and airy, with open, spacious rooms and some smaller rooms for fun or quiet times. The house has a calming feel, with all the comforts of home. The farmhouse is a celebration of the richness of all things Virginia; its history, its vineyards, its fox hunts and the alluring charm of Old Virginia.

4.95 out of 5 average rating, 280 reviews

A classic A-frame cabin is surrounded by trees, featuring a spacious deck with comfortable lounge seating. Soft lighting accentuates the inviting outdoor space, while large glass doors provide a glimpse into the cozy interior. The modern roof complements the rustic wooden facade.

Cabin in Front Royal

The Wizard's Chalet • Cozy nature escape • Hot Tub

Looking for a fun getaway in a relaxing, secluded spot? Come visit The Wizard's Chalet, a cozy & upgraded cabin located in the Shenandoah Valley just one mile from Shenandoah River access and a few miles from restaurants, wineries, basketball & volleyball courts, and more! With a fully stocked kitchen, three cozy bedrooms, high speed WIFI, hot tub, and several beautiful outdoor gathering spaces, this magical cabin is perfect for couples, friends, or the entire family!

Popular amenities for Culpeper outdoor seating rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with outdoor seating

Home in Wintergreen Resort

A panoramic view of rolling mountains is framed by lush green treetops. Soft mist blankets the valleys below, gently illuminated by the sunlight above. The vibrant sky showcases clear blue hues with wisps of clouds, creating a serene and peaceful atmosphere.

4.97 out of 5 average rating, 118 reviews

Cliffs Edge -A Contemporary Mountain Home

4.94 out of 5 average rating, 132 reviews

The Ordinary is surrounded by a spacious lawn, framed by trees and greenery. A small outbuilding is visible to the left, while the house features a welcoming porch and a pitched roof. Natural light brightens the exterior, emphasizing its classic Virginia charm.

Home in Barboursville

Historic 1790 House Near Charlottesville

4.93 out of 5 average rating, 176 reviews

A spacious screened porch features a comfortable sectional sofa arranged around a wooden coffee table. Natural light filters through the screens, providing views of the surrounding trees and expansive yard.

Home in Luray

Cabin on River with Private Waterfront, Fast Wifi

5 out of 5 average rating, 181 reviews

The exterior of a light blue cottage features a welcoming front porch with white railings. A red convertible sports car is parked on the gravel driveway. Lush greenery surrounds the property, complemented by a stone pathway leading to the entrance.

Home in Washington

Mint Cottage at Little Washington

4.99 out of 5 average rating, 188 reviews

An outdoor patio area is shown with a wooden picnic table and several blue chairs arranged for seating. A grill is positioned nearby under a blue umbrella, with a pergola providing partial shade. Colorful flowers and greenery enhance the surrounding landscape.

Home in Leesburg

Willow’s View

4.98 out of 5 average rating, 238 reviews

A charming Colonial house features a sloped green metal roof and pale exterior walls. The landscape is trimmed with shrubs and small ornamental figures. A gravel path leads to the entrance, surrounded by a well-maintained yard. Blue sky and trees are visible in the background.

Home in Washington

Across from The Inn 2BR Half/Historical House

4.98 out of 5 average rating, 176 reviews

A modern cabin-style home is nestled among tall trees, showcasing a sleek black exterior. A spacious screened-in porch is visible, supported by a deck with steps leading down to a gravel path. Large windows enhance the connection with the natural surroundings.

Home in Orange

Hidden Haven

5 out of 5 average rating, 114 reviews

A comfortable living area features a gray sofa adorned with patterned throw pillows. A modern table sits in front, displaying a potted plant and a decorative tray. Colorful artwork hangs above the sofa, while a lamp provides soft lighting in the corner.

Home in Keswick

One Level Living at Shadwell Terrace

Apartment rentals with outdoor seating

4.9 out of 5 average rating, 154 reviews

An open-concept living area features a large leather sofa, ample natural light from oversized windows, and a cozy dining space. A central kitchen island with a light-colored countertop provides a functional work space, while decorative elements add a hint of charm.

Apartment in Springfield

Peaceful Family-Friendly Retreat Near DC · Pets OK

4.95 out of 5 average rating, 344 reviews

A serene bedroom space features a spacious bed with a light-colored blanket and decorative pillows. A comfortable armchair is positioned beside a nightstand with a lamp. Natural light filters in through a nearby window, illuminating the room's neutral tones and cozy elements.

Apartment in Washington

The Loft: In Little Washington, VA

4.97 out of 5 average rating, 160 reviews

A blue front door with decorative glass accents is framed by a brick wall. A modern keypad entry system is visible next to the door handle. A whimsical butterfly-shaped yard decoration stands nearby, offering a cheerful welcome to guests.

Apartment in Culpeper

Aron’s Place (on the edge of Sugar Bottom)

Apartment in Fredericksburg

A well-equipped kitchen features white cabinetry and a spacious countertop. Stainless steel pots hang above the gas stove, while a microwave and dishwasher are visible. Natural light is provided by overhead lighting, highlighting the organized kitchen tools and appliances.

4.86 out of 5 average rating, 288 reviews

Cozy Entire Apt Designer Kitchen 4 miles from Expo

Apartment in Wintergreen Resort

A balcony is featured, showcasing two Adirondack-style chairs positioned for optimal mountain views. Sunrise illuminates the expansive horizon, with soft light reflecting off the distant landscapes. The floor is made of wood, enhancing the outdoor ambiance.

4.99 out of 5 average rating, 115 reviews

Endless Mountain Top Views from All The Way Up!

4.99 out of 5 average rating, 184 reviews

A contemporary living space features a living area with a gray sofa and a wooden coffee table, complemented by a side lamp. A dining table with place settings is positioned alongside an equipped kitchen, while a cozy rug ties the room together. Large windows allow natural light to fill the space.

Apartment in Sperryville

Stonewall Abbey Apartment

4.95 out of 5 average rating, 318 reviews

Apartment in Bluemont

A Great Getaway — Foxglove Retreat

4.87 out of 5 average rating, 135 reviews

A comfortable living area features a light gray sectional sofa paired with a modern wooden chair. A low coffee table sits atop a light-patterned rug, with a decorative vase positioned centrally. Natural light filters through the nearby window, enhancing the neutral tones of the space.

Apartment in Arlington

STUNNING, FULLY RENOVATED APARTMENT

Condo rentals with outdoor seating

A spacious living area is furnished with a comfortable couch adorned with multiple pillows. A wooden coffee table sits on a textured rug, complemented by a small side table with a plant. Bright light emanates from a floor lamp, while a ceiling fan provides air circulation.

4.89 out of 5 average rating, 130 reviews

Blue Ridge Retreat: Your Cozy Mountain Getaway

4.95 out of 5 average rating, 135 reviews

A cozy seating area features a patterned sofa and a coffee table, positioned in front of a queen-size bed with red and blue accents. Exposed stone walls create a rustic charm, while soft lighting enhances the inviting ambiance.

Condo in Warrenton

Historic Two Bedroom in Old Town Warrenton

4.87 out of 5 average rating, 110 reviews

A modern living area features a light-colored sectional sofa adorned with a patterned throw. A kitchen with a wood countertop and seating area can be seen in the background, complemented by pendant lighting. Mirrored walls enhance the sense of space, reflecting the inviting atmosphere.

Condo in Mount Jackson

Bike,Hike,Relax in Lux! at Bryce Resort

Superhost

A welcoming living room features a gray sofa adorned with colorful throw pillows, flanked by two yellow armchairs. A light wood coffee table sits atop a textured area rug, with a serene wall art piece above. Natural light is provided by nearby windows.

Condo in West Springfield

4.84 out of 5 average rating, 249 reviews

Beautiful 2BR/1BA Renovated Condo near DC

Superhost

A cozy living area features natural stone accents around a wood-burning fireplace. A small dining table with two chairs is positioned near large windows, allowing ample natural light. Green accent walls enhance the inviting atmosphere, while a comfortable seating area is visible nearby.

4.89 out of 5 average rating, 213 reviews

Tips Up: Cozy Slopeside Retreat w/ Fireplace

4.91 out of 5 average rating, 512 reviews

A charming brick building is visible, showcasing a mix of architectural styles with sharp gables and multiple windows. The street in front features several parked cars. Surrounding greenery adds a touch of nature to the urban space.

Condo in Occoquan

The Daisy in Historic Occoquan (Mins to DC)

A scenic waterfall cascades down a rocky hillside, surrounded by trees that stretch upward toward the sky. Moss-covered stones are visible in the foreground, adding to the natural setting. Sunlight filters through the branches, illuminating the waterfall's flowing movement.

4.91 out of 5 average rating, 161 reviews

Cozy Comfort with a View - Wintergreen Resort

A glass of white wine is positioned in the foreground, capturing the warm hues of a sunset. The sun's golden rays reflect off the wine, while silhouettes of trees and distant mountains create a tranquil backdrop in the evening sky.