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
Cabin in Blackstone

Rustic Forest Cabin at Whetstone Creek Farm

Unwind in your own private mini retreat- enjoy waking up in the king size bed to forest views, birdsong, and a front porch made for sitting! Listen to rain on the tin roof or enjoy a bonfire in the fire pit after taking a stroll down our private wooded trails or wading in the creek. Stay connected with WiFi, or just cozy up with a book or a game. Wildlife abounds on this woodland plant farm. Approximately 15 minutes from downtown Blackstone and Ft. Pickett, this is the perfect place to get away!

4.96 out of 5 average rating, 291 reviews
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

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.

4.98 out of 5 average rating, 340 reviews
Top Guest favourite
A gravel driveway leads toward a scenic countryside view, framed by trees on either side. At the entrance, two large tree stumps stand prominently, while a mailbox and a signpost indicate the property location. A soft sunset glow is visible in the distance.
Home in Farmville

The Hide-A-Way

Follow a long gravel driveway before you can view this comfortable house in the country. This house is 12 easy miles from the Town of Farmville and all it has to offer. Longwood University and Hampden-Sydney College is near by. Visit High Bridge State Park for hiking and Greenfront is a shopping destination. Lots of dining options will appeal to every taste and plenty of other activities to enjoy in this area. There is no phone-internet or satellite at The Hide-A-Way, Cell phones do work.

5.0 out of 5 average rating, 150 reviews
Top Guest favourite
Farm stay in Farmville

Lewis Estate Farm

Where luxury meets the natural elements. Reconnect with nature at this nearly 300 acre unforgettable escape. Create experiences and memories. Whether you’re a busy professional looking for an escape from city life, a family looking for a meaningful time away with your kids or a large group wanting to celebrate with a family reunion in mind, we believe our location is the perfect place for you, providing comfort, relaxation and an inspiring stay. Sip on a glass of wine while star gazing.

5.0 out of 5 average rating, 24 reviews
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

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.

4.91 out of 5 average rating, 240 reviews
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

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

4.99 out of 5 average rating, 163 reviews
Guest favourite
Home in Rice

The Back House at Gully Tavern

Discover the perfect escape at our family-friendly cottage! Ideal for contractor crews, adventurers, or families seeking relaxation, our spot has it all. Nestled near trails, lakes, and wedding venues like The Barn @ Gully Tavern, enjoy hiking, fishing, or relaxing by the fire pit. Just 10 minutes from Longwood and 15 minutes from Twin Lakes State Park’s beach, it’s perfect for stargazing, grilling, and making memories. Escape to nature and experience convenience, relaxation, and fun.

4.87 out of 5 average rating, 315 reviews
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

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.

4.86 out of 5 average rating, 148 reviews
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

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.

4.99 out of 5 average rating, 123 reviews
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 Pamplin City

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.

4.96 out of 5 average rating, 141 reviews
Guest favourite
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

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.

4.95 out of 5 average rating, 444 reviews
Guest favourite
A charming two-story home features a spacious front porch with two benches, inviting guests to relax. The exterior is painted in white with contrasting dark trim and a gray shingled roof. Lush greenery surrounds the property, enhancing the outdoor appeal.
Cottage in Farmville

Downtown Farmville, VA

Two blocks from Longwood University, this home is terrific to visit either Longwood or Hampden-Sydney College. Maybe you are interested in furniture shopping in Farmville, a round of golf at The Manor or biking the High Bridge Trail. This home, built in 1940, was completely renovated recently to give it a new life for the next 100 years. Follow the house on Instagram @farmvillecottage.

4.93 out of 5 average rating, 182 reviews

Popular amenities for Hampden-Sydney holiday rentals