Holiday houses in Hampden-Sydney

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Top-rated holiday rentals in Hampden-Sydney

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
A cozy living area is presented with wooden walls and ceiling, featuring a comfortable sofa and a coffee table. A dining table with checkered tablecloth is visible beside the sofa. Wall art depicting a serene landscape is hung, accompanied by a clock and welcoming text.
Cabin in Kenbridge
4.96 out of 5 average rating, 125 reviews

The Rustic Retreat

Rest and relax here! Beautiful, cozy little cabin in a rustic, country setting. Watch the sun set over tranquil fields and enjoy deer and other wildlife. Charmingly built and waiting for you! This cabin features: -Fully furnished kitchen -Spacious bedroom with queen bed -1 bathroom (small)(shower) -Beautiful wood throughout, with lots of live-edge charm -Clean and cozy -Wake up to homemade cinnamon rolls and coffee, or choose from a variety of restaurants within 25 minutes or less

Top Guest favourite
A rustic cabin nestled among lush greenery is depicted, featuring a wood-paneled exterior and a metal roof. A picnic table is situated nearby, surrounded by garden paths and natural landscaping, with mountains visible in the background under a blue sky.
Cabin in Schuyler
4.99 out of 5 average rating, 235 reviews

Cozy cabin for 2 w/mountain views & trails

Cozy cabin in the woods with beautiful mountain views from covered back deck! Perfect for nature lovers, couples, singles. Ideal for a peaceful escape or visiting local wine/brew trail. While remote, also a convenient base to visit area attractions, hikes & easy drive to C'ville. Relax on the covered back deck watching the sunset and wildlife. Over 2 miles of wooded trails on property for guest use. 15-20 min walk through woods trails (part of this walk is on a hill) to access Rockfish River.

Top Guest favourite
The exterior of the log cabin is highlighted by a blend of natural wood and green metal roofing. Lush greenery surrounds the house, with vibrant pink flowers adding a touch of color. Windows maintain a classic design, framed in white, complementing the cabin's rustic charm.
Cabin in Farmville
4.98 out of 5 average rating, 126 reviews

Caryn’s Cozy Cabin Hampden-Sydney

Beautifully restored spacious and peaceful log cabin with curated finishes, furniture, and fixtures throughout. Kitchen layout, along with adjoining sunroom and deck are perfect for family gatherings. Incredible location. Less than 4 miles from Hampden-Sydney, Longwood University, Downtown Farmville, Appomattox River, High Bridge Trail, and Dining Shopping. 4 bedrooms -2 queen beds and 4 twin- 3 full bathrooms. Central air, fireplace, WiFi, 3 TVs, and washer and dryer. Managed locally

Top Guest favourite
A charming two-story house features a welcoming front porch with white railings and multiple gabled roofs. The neatly landscaped yard is complemented by a paved driveway leading to a detached garage. Surrounding greenery provides a serene backdrop against the clear blue sky.
Guesthouse in Farmville
4.98 out of 5 average rating, 321 reviews

BrightEyes Alpaca Retreat Farmville ,Virginia

Separate apartment ABOVE detached garage; Modestly equipped kitchen. KING bed, sitting area,. TV in living room. NO WiFi. Your HOTSPOT works great here. PET FREE indoor/outdoor. *PET FREE/NO pets allowed* , no exceptions. NO smoking (any device/format) on the premises.-posted!! Max 3/No children under 5. Apartment access is thru INDOOR garage stairs;not recommended for individuals with mobility issues. No outside entrance by deck (there are no lights). No EV charging available onsite.

Guest favourite
Home in Boonsboro
4.93 out of 5 average rating, 112 reviews

Brand New 3bd Home with Outdoor Sanctuary

Welcome to "Our Well Place", a brand new 3 bedroom home. Professionally decorated with tribal inspirations that include high end Chic, Modern, and Tulum décor. This is a fully stocked home that has a K Café Keurig, UHD Smart TV's in each bedroom and living room, and an infrared gas grill. The property is an outdoor haven that includes a covered front patio and 3 different decks in the back overlooking a creek. Perfect for a quiet getaway in the mountains with your loved ones and friends.

Top Guest favourite
A circular firepit made of natural stones is surrounded by a gravel and mulch base, with a crackling fire at its center. The rustic cabin with a metal roof and large windows can be seen in the background, framed by lush greenery.
Home in Farmville
4.92 out of 5 average rating, 229 reviews

The Inn at Hampden-Sydney

A peaceful, quiet, and cozy home on 36 acres of beautiful land that rests just 5 minutes from Hampden-Sydney College and 10 minutes from Longwood University. We want your stay to be comfortable and relaxing, which is why each bed is comfortable and topped with luxurious linens. The house is equipped with 3 big screen tv's. You can also watch the deer from the enclosed front porch or open back deck. Enjoying sitting around the firepit or walking along one of the many paths on the property.

Top Guest favourite
An aerial view captures the surrounding area, highlighting a baseball field with well-maintained grass and a nearby parking lot filled with cars. The landscape includes green trees and distant hills under a partly cloudy sky, showcasing the neighborhood's proximity to key facilities.
Home in Farmville
4.99 out of 5 average rating, 132 reviews

Farmville-Entire House - walk to Downtown & Campus

King Bed added. Entire house - you’ll be the only ones there. 3 Bedrooms & 2 Full Baths. It's like having 3 Hotel Rooms but you get a full kitchen & family room. Walk to Downtown Farmville / Longwood Univ. Primary BR has a King Bed / private bath w walk-in shower. BR 2 has a Queen bed & twin daybed w access to 2nd hall bath w tub. 3rd BR has a Queen bed w twin bunk. Great location across the street f/Longwood Baseball field. Your door code will be specific to you and not re used

Superhost
A tranquil lake scene is depicted, surrounded by lush green grass and bordered by trees. The water reflects the clear blue sky dotted with soft clouds, creating a peaceful natural setting. A small, unoccupied dock is visible in the distance along the shoreline.
Farm stay in Meherrin
4.87 out of 5 average rating, 134 reviews

Lakeside Farm Retreat

Quaint mobile home with remodeled interior on 270 acre family farm. This property stretches the length of a 20 acre private lake(we own the side the rental site) boasting great fishing and swimming opportunities, kayaks for use with your rental, and amazing star gazing away from the city lights! So, whether you are looking to escape the bustle of everyday life or you're just passing though, let our rustic farm help you disconnect and relax! Not the Hilton, but has character.

Top Guest favourite
A rustic log cabin is nestled among lush greenery, surrounded by trees. A grassy yard extends in front, with a vehicle parked nearby. The structure features multiple windows, showcasing its charming facade and creating a sense of tranquility in the natural setting.
Cabin in Keysville
4.98 out of 5 average rating, 152 reviews

Peaceful Log Cabin in the country (no extra fees)

Hand-Hewn Log Home on 1.5 acres with a newly added outdoor area in Sept 2025. 20 minutes to Pineview, Waverly and Pavilion @Mimosa wedding venues. 5 Minutes from town, 35/40 minutes to Longwood U and Hampden Sydney College. Zero traffic! Plenty of room - 2 bedrooms, fully stocked kitchen, Coffee & Tea Bars. Clean and cozy. The perfect place to unwind, unplug and reset your clock We strive to go beyond expectations designing our cabin the way Airbnb vacations once were.

Top Guest favourite
A charming two-story farmhouse is set amidst greenery, featuring a metal roof and classic white siding. A covered front porch is showcased, adorned with red chairs, while seasonal foliage adds color to the serene landscape. The spacious yard is littered with fallen leaves.
Home in Charlotte Court House
4.99 out of 5 average rating, 110 reviews

Couples retreat, family getaway, spacious, private

The farmhouse is a wonderful destination for those looking for a quiet place to stay in a farm setting. Surrounded by hayfields, cow pastures, and mature hardwood trees, this third generation home, dating back to 1919, provides ample space for guests to relax and enjoy themselves. Recently renovated using wood cut from the property and farmhouse style decor (Joanna Gaines inspired), this home is the perfect place to get away from the hustle and bustle of everyday life.

Top Guest favourite
Guesthouse in Schuyler
4.92 out of 5 average rating, 406 reviews

Homestead at HeartRock

Welcome to HeartRock Homestead. Our sweet spot offers rustic charm and modern comfort. Come for a private grownup nature camp! A getaway for couples, friends, and families. There is something for everyone! We have great check in and check out times to maximize your stay! Have you ever heard the whippoorwill sing while watching the stars? Or felt grazed organic cut flowers amongst the morning dew? Or felt a seasoned sunset kiss your heart? We hope to see you soon!

Top Guest favourite
The front of the farmhouse displays a sloped roof and a porch with seating. A small table and two chairs are set on the grassy area. Large glass doors offer a view into the living space, framed by surrounding greenery.
Cottage in 501
4.95 out of 5 average rating, 129 reviews

A Perfect Country Getaway

Heron Hill 49 is a place for people who want to unplug, get away, and appreciate the quiet of country life. It’s an ideal space to relax or to work without distractions. Fiber optic internet is provided; cell service is limited. (We recommend wi-fi calling.) Guests will enjoy walking the property, following Spring Creek, and exploring the remains of an old, hand-built stone dam in the woods. Birdwatchers will find an abundance of species.

Popular amenities for Hampden-Sydney holiday rentals