Holiday rentals in Chatham

4.94 out of 5 average rating, 171 reviews

Home in Alton

8 mi. to VIR! 18 min to Danville, South Boston, Va

Spacious, clean, relaxing- this home is less than 8 miles from VIR and 18 mi to Danville, South Boston, or Roxboro. The listing is on one floor level to accommodate those with mobility issues. High-speed satellite WiFi. Bedrooms provide linens/pillows/blankets. Bathrooms provide towels, toilet tissue, handsoap, bodywash, & shampoo. Fully functional kitchen w/coffee. Oversized paved parking with easy accessibility. Perfect for trailers/multiple large vehicles. Strict no smoking or pets please

4.98 out of 5 average rating, 254 reviews

Apartment in Moneta

Fun Lake Getaway with Breathtaking Views

Fantastic getaway on beautiful Smith Mountain Lake! Enjoy stunning views on two sides of this top-floor, corner condo with a wrap-around deck and natural shade. It is perfect for a relaxing break or an adventure! Activities include boating (with guest docks), swimming (indoor and outdoor), pickle ball, working out, and relaxing in the hot tub, steam room or sauna! If you are working remotely, this quiet space includes a desk and high-speed wireless. The individual HVAC unit also has a UV light.

4.97 out of 5 average rating, 141 reviews

Cottage in Bassett

Cozy, peaceful, private cottage in the country.

Peaceful country living near Philpott Lake. Outdoors trails, hunting and fishing. Near Blue Ridge Parkway, National and State parks. Enjoy the nature in a very private, quiet cottage. Very clean non smoking, 65" TV/home theatre, WI-FI , Wood Burning Stove, and outdoor fire pit (wood provided) for your enjoyment. Come and distress yourself at Hope Haven Cottage. Pets: We welcome pets. If you have more than 2 pets, please contact us for approval. There is a pet fee of $50 for the entire stay.

4.97 out of 5 average rating, 210 reviews

Home in Sandy Level

Antler Ridge Lodge

Only 3 miles from SMITH MOUNTAIN! Zip Code 24161. (There's another Sandy Level near NC.) It is well-stocked and waiting for your next get-a-way! Even have Gas Logs in the fireplace! Explore acres of yard, woods & creek. Leesville & SML beaches & boat launches are 9-30 mi away. Walk or ride 1/2-mi to the road's end at Leesville Lake. Horses/hikers/bikers are welcome along the 5-mi ridge of Smith Mt minutes away. Relax around a fire enjoying the starry sky or kick back in the comfortable lodge.

Guest house in Collinsville

4.95 out of 5 average rating, 708 reviews

5 Star Apartment (1000sf) w/Garage(NoCleaningFees)

This 5 Star private guest suite located in Henry County, VA is separate from the main house. The apartment is 1000 square foot of living space. The new addition has beautiful granite countertops, ceiling fan, and a large bathroom with a ceramic walk-in shower. Great neighborhood, this in-law suite is about 40 miles from the Blue Ridge Parkway and 20 minutes from the Martinsville Speedway. Philpott Lake is 8 miles away. Industrial Park is less than 2 miles away. It is 8 minutes from SOVAH.

4.97 out of 5 average rating, 159 reviews

Home in Lynchburg

Cozy and private lower level just minutes from LU!

Welcome to our convenient lower level apartment! Our family lives in this home upstairs and we have remodeled our basement for hosting and love to share with families, college students, commuters, and everyone else! Our home has an excellent and desirable location in a quiet neighborhood less than 10 minutes from LU and CVCC, and about 15 minutes from downtown. You will love our home because of the private entrance, convenient location, modern decor, fast Wi-Fi, and homemade kitchenette!

4.99 out of 5 average rating, 102 reviews

Cabin in Vinton

Forest Cabin Retreat | Hot Tub & Creekside

Welcome to The Cabin! •15 min to the Blue Ridge Parkway •20 min to Smith Mountain Lake •25 min to Downtown Roanoke •40 min to Peaks of Otter Follow our IG @rambleonpines for cabin tours and photos Awaiting guests deep in the poplars that over took this holler years ago after all the green beans and potato crops were pulled from this fertile soil, is a modern chic cabin over looking a babbling creek with all the luxuries one would need for a weekend away from the grind of life.

4.9 out of 5 average rating, 191 reviews

Cabin in Brookneal

Rustic Cabin on a 350+ acre Camp

This charming rustic cabin is located at Hat Creek Camp, a 350+ acre camp with over 7 miles of hiking trails and two lakes. The cabin has three rooms, a bedroom, bathroom, and common space/kitchen. The kitchen includes a stove, fridge, blender, coffee maker, and microwave. The bedroom has a Queen bed, and the bathroom has a spacious shower. This cabin is small but very personable, around the camp it is affectionately known as The Pickle. Perfect for quiet getaways in the country.

Guest house in Martinsville

4.91 out of 5 average rating, 179 reviews

Private Guesthouse w/Kitchen - Minutes from Uptown

Welcome to The Blue Door on Mulberry! This private guesthouse is on a centrally-located lot at the front of Martinsville’s Mulberry neighborhood. Maintain your sense of privacy while still being close to everything Martinsville has to offer. The property is less than 5 mins from the Martinsville Uptown District, under 10 mins to the Martinsville Speedway, under 4 mins to the SOVA Hospital, and walking distance to the Virginia Museum of Natural History, Piedmont Arts, and more!

4.97 out of 5 average rating, 106 reviews

Farm stay in Hurt

18th Century Cabin Retreat

Come enjoy our 18th century cabin! They don't make them like this anymore. One side built in 1750, the other in 1825. Sit under the giant white oak and enjoy the country air. This is a wonderful retreat to kick back and relax. Enjoy the pool, horseshoes, and fire pit. In the winter months, cozy up by the wood stove or fire place with gas logs. NO PETS!!! Please do not bring your pets. Owners live on site, so if you are in need of anything, please ask!

4.99 out of 5 average rating, 136 reviews

Large 4 BR, Game Room, *Midweek stay discounts*

Welcome to River City Retreat's The Grove Park House! * 4 Large Bedrooms * 3 Full Bathrooms * Well equipped large kitchen * 4 TV's w Free Disney+ Streaming * Game Room/ Basement Bar * Additional Basement Living Room and Kitchenette * Screened in Porch * Firepit with Adirondack Chairs * Large driveway and plenty of street parking available * Quiet, safe, family friendly neighborhood * 5 mins from SOVAH Danville Hospital * 7 mins from Caesars Virginia Casino

4.99 out of 5 average rating, 112 reviews

Cottage in Eden

Hope Hideaway

If you love rich history, and privacy then you will love this peaceful oasis. As soon as you pull into the main property entrance, you will naturally leave the world behind. You will take a right by the Hope sign and come upon this adorable one bedroom cottage. You will enjoy this newly remodeled home. It features a wrap around porch, deck with grill and it’s own personal lavender garden by the fire pit. It is peaceful and cozy.

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Other great holiday rentals in Chatham

4.93 out of 5 average rating, 15 reviews

Home in Gretna

Farmhouse in Gretna, Virginia

AdrienneRating, 5 stars2 weeks ago

Great place to stay! We were competing in a local event and needed a place to stay that was comfortable and quiet. This place was perfect. Very clean, good beds, plenty of bathrooms, great A/C and a well stocked kitchen. Would happily stay here again!

5 out of 5 average rating, 21 reviews

Flat in Martinsville

Cozy Apartment

LisaRating, 5 stars1 week ago

We just stayed two nights in this apartment while in town to watch my son race at Lake Sugar Tree MX track in Axton. It was just a nice 20 minute drive. This apt is one of the cleanest Airbnb rentals we’ve stayed at. Beautifully decorated, super comfortable bed and pillows! Quiet and private. Will definitely book again for future stays.

5 out of 5 average rating, 82 reviews

Cabin in Meadows of Dan

Cabin with expansive mountain views on 35 acres

KathyRating, 5 stars1 week ago

If you’re looking to get away from a busy lifestyle & need to unwind , the cabin is the perfect place. Not many places you can lay in bed & watch the sunrise. Truly a very special place & my husband & I feel very blessed to have spent a weekend there.

5 out of 5 average rating, 14 reviews

Home in Huddleston

Lake Haven - Hot Tub! Mountain Views!

MikeRating, 5 stars3 weeks ago

This lakefront spot was perfect for a laid-back weekend with my childhood friends. The house was clean, updated, and had plenty of space for all of us to hang out and relax. The private dock was a standout—we spent a ton of time by the water, just catching up and enjoying the quiet. The host made everything easy, from check-in to check-out. Whether we were grilling, enjoying the hot tub, or just kicking back on the deck, it was exactly the kind of getaway we needed. Would definitely come back.

4.99 out of 5 average rating, 77 reviews

Flat in Bassett

The Porch at Fairystone

ScottRating, 5 stars1 week ago

This place looks exactly like the pictures on the site. It was immaculate inside and the AC cranks (which is great on a hot day)! Spencer was awesome to work with. Extremely quick responses and accommodating. I would definitely recommend this place if you are in the area!

4.97 out of 5 average rating, 32 reviews

Relaxing oasis

Alisha Rating, 5 starstoday

Nice neighborhood, friendly neighbors, home was spotless, close to everything we were in town for!

4.96 out of 5 average rating, 68 reviews

Historic house w/modern touches

CarleighRating, 5 stars2 weeks ago

Juli’s place was in a super cute neighborhood and not far from downtown. The place was clean and I loved all the art and throughout the house. We even got a visit from peppers, the neighborhood cat. Would definitely stay again!