House holiday rentals in Charlottesville

Three Springs with EV charging station

Beautiful 3-bedroom home outfitted to accommodate a variety of visitors with high-speed internet, 2 large screen TVs, whirlpool tub, hiking, wildlife, and a huge deck. Nestled in a quiet cove in the beautiful Blue Ridge mountains. Located on Nelson's Craft Beverage Trail and a short drive to Charlottesville, Lynchburg, Staunton, Wintergreen, and Skyline Drive. Close to Oak Ridge for music festivals/events. Larger parties, see the Three Springs Plus listing. EV charging available for $20/night.

Spring Escape Near Massanutten Adventures & Trails

Breathe the mountain air of the Shenandoah Valley! Relax in our lovely home and enjoy the Massanutten Resort and Shenandoah Park. Our prime location is 5 min from hiking, adventure park, water park, horseback riding, golf course, mini golf, skiing and tubing, spa, and bumper cars. 15 min to Skyline Drive, 15 min to Shenandoah River Enjoy nearby wineries, farms, caverns. *High-speed internet, streaming services, fully equipped kitchens, and comfortable bedding. **Driveway is very steep**

Belleview Retreat | 5 Bedroom Home Near Downtown

Charming 5 bedroom house in Charlottesville located just 1.6 miles from downtown. The Rivanna River Trail is only a five minute walk away. Amazing shopping and dining is close by. The house comes with two kayaks and two bikes for your enjoyment! Use this space as your starting point for vineyard/brewery tours. Whether you're visiting the area for a weekend getaway, a wedding, graduation, UVA event, or anything else, the Belleview Retreat is the perfect place to stay to experience our area!

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.

Close to UVA/Downtown - for Large Groups

Specious house in one of the nicest neighborhoods in Charlottesville close to Stonefield Shopping Center, Whole Foods and Trader Joe's and 5 min drive from UVA and Downtown. You can enjoy the gorgeous view from all floors. The house has a lot of space for large groups and includes DeLonghi Espresso Machine, K-Cup and Regular Coffee Makers, Air Hockey, Oculus VR, Netflix, HBO Max, Disney Plus, Hulu, ESPN+, Prime Video and 245+ channels. The house is well equipped for families with kids.

Waterfront retreat w/private dock/hot tub/kayaks

Homeport Harbor is the ultimate lake vacation home! Unwind in this spacious, cozy waterfront retreat located on the public side of Lake Anna! This 1,800 sq ft. home is located on one acre and is beautifully decorated; including completely all brand new furniture, kitchen upgrades and new mattresses throughout. Spend your days relaxing at the water’s edge on the private dock, screened in porch or large deck and your evenings roasting marshmallows gathered around the built-in fire-pit.

Stone Spring - Heated Salt Pool - on 2.5 Acres

Heated Salt water pool and hot tub on 2.5 Acres. Lawn games & outdoor living room! New for '21 - Stove, Upstairs Flooring, Foosball Table, Board Games, paint New for '20 - Antimicrobial door handles, kitchen items Completely separate owner/caretakers quarters onsite, occupied by our property manager. Pool, hot-tub, grilling, etc are private spaces for guests and NOT shared *entrance and egress through pool area* *playhouse removed, gas fireplaces inoperable *no pets

Pleasant Place near Massanutten Resort!

Located near Massanutten Four Season Resort, Pleasant Place offers everything you need for a comfortable stay. Whether you are looking for a weekend getaway or new views for your telework station, this property has it all. With an abundance of light, an outdoor firepit, and full deck dining, you are sure to get some much-needed relaxation in the mountains. Minutes away from Massanutten Ski Lodge, two 18-hole golf courses, year round indoor/outdoor water park, and more!

Beauchamp House 2 BD Fishing Hiking Lake

The Beauchamp House is in the Blue Ridge Mountains of Virginia, near the Shenandoah National Park and Charlottesville, Va. Ideal for couples, friends and families. One pet welcome with additional $100 fee. Enjoy 129 acres with hiking trails, small lake, free mountain bikes, canoes, fishing. Wineries and fine dining nearby. Includes high speed internet and Roku TV. House has a separate basement apartment with a separate entrance and driveway.