Holiday rentals 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
The cabin's exterior is surrounded by lush greenery, featuring a spacious porch with seating and a hot tub nearby. The two-story structure is constructed of wood, with large windows allowing natural light to fill the interior. A picnic table is located in the yard.
Holiday home in Lovingston
4.97 out of 5 average rating, 261 reviews

Ultimate cabin in the mountains

This unique and secluded cabin sits on 75 acres in the Blue Ridge mountains. Enjoy the cozy wood fireplace, hot tub, charcoal grill, and fast, reliable fiberoptic internet if you need to get some work done while you're away. It has a washer and dryer, a full kitchen, and is pet-friendly (no pet fee!), so you can enjoy it with the whole family. There is a 4K 55” smart TV with apps, a Tesla LVL 2 charger, a cabinet full of board games, books, and plenty of items to entertain both kids and adults!

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.
Guest house in Farmville
4.98 out of 5 average rating, 330 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-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 onsite. Strict occupancy codes.

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
4.99 out of 5 average rating, 134 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 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, 238 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, 146 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

Guest favourite
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, 142 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 cozy living area features wooden beams and log walls, creating a rustic ambiance. A comfortable sofa with cushions is centered on a soft area rug, while large windows allow natural light to fill the space. A kitchenette is visible in the background, enhancing functionality.
Cabin in Pamplin
4.96 out of 5 average rating, 54 reviews

Bittersweet Cabin

Welcome to Bittersweet cabin, we are glad you are here! Tucked away on a quiet 7 acres this cozy cabin has all you need for your weekend (or week) getaway. This one bedroom, one bath home hosts a king bed, one full bath/shower combo, fully furnished kitchen, gas fireplace and coffee bar. Enjoy your days rocking on our front porch. The campfire ring offers a great view, morning sunrise or evening sunsets. Let your worries flit away here in this quiet, peaceful haven.

Top guest favourite
A cozy chalet home is framed by vibrant blooming flowers and greenery, featuring a welcoming wooden staircase leading to the entrance. The red metal roof contrasts with the natural surroundings, providing a rustic charm amidst the wooded landscape.
Chalet in Farmville
4.97 out of 5 average rating, 65 reviews

The Longbranch Chalet

Beautiful, private, and cozy chalet style home on 9 wooded acres only five minutes from downtown Farmville. House sits in total privacy yet only five minutes to Longwood and thirteen to Hampden-Sydney. Light and airy vibe. Comfy beds, luxurious linens and a smart TV. Large open deck to enjoy the sounds of the forest and watch wildlife. Special price for monthly rentals. 4 bedrooms, 4 beds and one futon. 1 bed in the basement.

Guest favourite
A wooden welcome sign is displayed within an ornate metal frame, gently swaying in the breeze. The word 'Welcome' is elegantly inscribed, inviting guests to enter the space. The natural scenery of green grass and trees is visible in the background.
Farm stay in Keysville
4.93 out of 5 average rating, 15 reviews

Heavenly Sky Farm Retreat

Get away to the countryside and relax in our beautifully restored farmhouse. Surrounded by rolling fields and fresh country air, this serene getaway blends modern comforts with timeless charm. Enjoy spacious living areas, a fully equipped kitchen, and tranquil outdoor spaces. It’s the perfect place to unwind, whether you’re planning a family vacation, group retreat, or a romantic escape with someone special.

Superhost
A cozy cabin with a striking red metal roof is set amidst lush greenery. A stone pathway leads to the entrance, framed by trees and ivy. A classic lantern stands nearby, complementing the rustic charm of the wooden structure.
Cabin in Appomattox
4.95 out of 5 average rating, 431 reviews

Cozy and Private Riverfront Cabin on 50 Acres

Voted “Coolest AirBnb in Virginia” by Condé Nast www.cntraveler.com/gallery/best-airbnbs-in-the-us Nestled amongst a stand of mature hardwood trees, atop a bluff overlooking the scenic Appomattox River, this cozy cabin is a great place to let your stress melt away. Originally built in the 1800's and moved to its current location in the 1970's, it offers old-school charm and modern comfort.

Superhost
Home in Farmville
5 out of 5 average rating, 4 reviews

Trailside Cottage | 1BR Near Greenfront

Enjoy a stay at Trailside Cottages, a new 1-bedroom cottage in Farmville with a prime location near the High Bridge Trail. Walk to Greenfront and downtown for shopping, dining, and entertainment, or be downtown in only 3 minutes by car. Cozy, stylish, and convenient, it’s a great place to relax after a day of exploring. ***More photos coming. Adding finishing touches!***

Top guest favourite
A brand-new one-story house features a light yellow exterior with white trim and a metal roof. The entrance is accentuated by a small staircase leading to the front door, framed by large windows. Surrounding the home are well-maintained shrubs and a gravel driveway.
Home in Dillwyn
4.99 out of 5 average rating, 93 reviews

Vinca House

Designed to be a comfortable place to rest...or work. Easily accessible on State Route but set in a wooded lot in southern Buckingham County, fifteen minutes from Farmville and ten minutes from Dillwyn. Broadband internet for work or recreation. Sit outside and see the neighboring farm animals or the occasional wildlife activity. Our posted rate is for up to 2 guests.

Popular amenities for Hampden-Sydney holiday rentals