Vacation rentals in Prospect

5 out of 5 average rating, 116 reviews

Cottage in Covesville

Historic cottage with stunning mountain views

Welcome to Rose Cottage in picturesque Albemarle County, where you'll enjoy expansive 360-degree views of the mountains surrounding historic Cove Lawn Farm. Relax in the tranquil rural setting or stroll more than two miles of comfortable walking paths that wind through 25 acres of stream-lined hayfields. From Rose Cottage, you're just minutes from the best local cideries, distilleries, and wineries including Pippin Hill Farm & Vineyards. Easy 20-minute drive to UVa and 22 minutes to Monticello.

Apartment in Wintergreen Resort

5 out of 5 average rating, 8 reviews

3 Ridges 3 min walk to slopes,besides inn,King bed

Best of Wintergreen located in beautiful three ridges community, great location besides Wintergreen Inn, Parking in front of condo, short 3 min straight walk to the slopes , all in walking distance, enjoy garden ground level from your beautiful terrace, peacefull and private, Master bedroom with memory foam King Bed, Comfortable queen Sofa bed, granite kitchen, Central a/c cold and heat,hot water,wifi,TV with netflix,Keurig machine, regular coffee maker, Check in and out Time Flexible Please ask

4.94 out of 5 average rating, 54 reviews

Panorama Peak Lodge-4 bedroom with sweeping views

Panorama Peak Lodge provides the perfect setting - both indoors and outdoors - to relax with friends and family. This house has been entirely renovated and is ready to hit the vacation rental market for the very first time. The location is stunning and provides both sunrise and sunset views. The 4 bedroom, 3 bathroom house is located on a private culdesac with nearly 4 acres and a long, flat driveway. There are several hiking trails nearby and the Wintergreen Lodge is less than a mile away.

4.9 out of 5 average rating, 141 reviews

Cottage in Powhatan

Evening breeze cottage, nestled in the woods

Experience the perfect blend of comfort, tranquility, and tradition in this beautifully maintained home, steeped in a rich heritage of faith and family. Whether you're seeking a peaceful, cozy retreat to unwind or a welcoming base during your time in the area, this home provides an inviting atmosphere where you can truly relax. With its warm, quiet ambiance and pristine cleanliness, it offers an ideal sanctuary for both short stays and longer visits, ensuring your stay is restful and memorable.

5 out of 5 average rating, 13 reviews

Home in Roseland

Hot Tub! Wintergreen Resort!

Check out our 5 star reviews on VRBO and "cozy cabin at wintergreen dot com". Prepare to escape and relax at our three bedroom, two bath cabin, nestled atop the Blue Ridge mountains, a short walk (5 Houses) to the Devils Knob Overlook. This luxury resort retreat is perfect for couples getaway, wedding, family vacation or girls weekend. Spend the day brewery hopping down the famous Route 151, where you have over twelve wineries and breweries to visit. Or enjoy hiking, skiing, spa & golfing.

Superhost

4.86 out of 5 average rating, 107 reviews

Hot Tub Pool Table Dog OK Tennis Golf Shuffleboard

Sweeping views year round. Retreats, romantic weekends or adventurous getaways. Close to wineries, breweries, farmers market, and walking distance to three great hiking trails. Sleeps 16: K, K, Q, 2 DBL,4 twin, 1PO ★Dogs OK ★2,714sqft ★HOT TUB for 7 ★Sound system ★2-Story vaulted ceiling, gas fireplace, 60"TV ★Dining table for 6 + breakfast bar ★Workspace w/ FAST Wi-Fi ★Shuffleboard ★Pool table Seasonal pool/tennis. Resort access not included. Pet fee $150. 8min walk or 3min drive to ski.

Condo in Wintergreen Resort

4.98 out of 5 average rating, 130 reviews

1 bedroom condo, hiking, breweries, wineries

Enjoy the mountains in the spring & summer enjoy hiking or a swim in the heapool! 1BR 1BA centrally located in Wintergreen 5 minute walk to Wintergreen resort Close to many hiking trails Enjoy the many breweries & wineries in the area Mountaintop Market is across the street 1 Bedroom 1 Bath & New queen sleeper sofa Stocked kitchen, cookware, spices & cooking oils Premium coffee & assorted tea Private furnished patio Wood burning fireplace, all you need for a quiet getaway

5 out of 5 average rating, 27 reviews

5-star Luxury 4BR/4BA Lodge w/ HotTub!

Rustic, 5-star lodge great for a Guys or Gals weekend, weddings and family gatherings. Well-appointed with 4 cozy bedrooms each with their own private en suite bathroom. Unleash your inner chef in the gourmet kitchen w/ sun-filled dining area. Spread out in the 2-story family room with gas fireplace. Head outside to the expansive deck overlooking the 14th hole on Devils Knob golf course and enjoy the hot tub and firepit.

4.98 out of 5 average rating, 47 reviews

Super Comfy Mtn Escape w/ 4 Bedrooms & Hot Tub

Bring the whole family or group of friends to this awesome, comfortable home with lots of room for fun; a brand new hot-tub and huge patio; plenty of parking/two-car garage; and central location for epic views, hikes, and skiing. Two master bedrooms on each end with king size beds. One bedroom with a queen and another with two twin beds and a crib make it a perfect place for multiple families.

Condo in Wintergreen Resort

5 out of 5 average rating, 79 reviews

Cozy Laurelwood condo - 5 min walk to slopes

This beautiful 1 bedroom 1 bath Laurelwood condo is located in short walking distance to the ski slopes, Market, coffee shop, restaurants and Wintergreen Conference Center. It offers a full kitchen, king size bed and private deck and it’s nestled within a lush surrounding forest. Enjoy a wood burning fireplace with a complimentary firewood.

4.95 out of 5 average rating, 75 reviews

Home in Palmyra

Quiet, country house - 30 min from downtown Cville

Welcome to Friendship Road, a comfy, rural home away from home located in the peaceful countryside of Palmyra, Virginia! The 3-bedroom Craftsman is perfect for families or groups, offering an open kitchen/living room floor plan, ample sleeping room, and all the modern amenities you need to make your stay comfortable and convenient.