Holiday rentals with a hot tub in Orange County

Lakefront Lake Anna, Pool, Spa, Dock

Your backyard opens directly to Lake Anna. From the main deck, the trees part and the cove appears—quiet water, private dock, heated pool and spa (seasonal), and a boathouse that feels like your own waterfront clubhouse. Inside, you’ll find a chef’s kitchen, multiple lounge spaces, a dedicated theater, karaoke room, full game floor, kids’ treehouse loft, office/den, and beautifully styled bedrooms (plus an optional 2-bedroom guest house above the carriage garage). This home was designed for mult

Lake Anna Home-lake access/boat slip/hot tub

Step into this brand new, custom-built, lake access (with assigned boat slip), dog friendly vacation home! Lake access- not lake front! Located on the public side of lake Anna, this house offers a spacious 1600 square feet, open floor plan, and convenient one level living. Brand new appliances and furniture, as well as a hot tub and fire pit complete this cozy retreat. Spend your days out on the water, relax on the covered back deck in the hot tub or roast some marshmallows around the fire pit.

The Studio at Dark Run Retreat

Quiet studio on a secluded 5 acres only 3 miles from town. Kick back and relax by the pool in the warmer months, or in the hot tub in the cooler months. Small trails lead to the creek running along the property, maybe you'll even catch a glimpse of the deer or turkey that wander thru...we've even seen a lil bear once! There is an apartment above the studio, so we ask that you be mindful of those guests if occupied. *The studio got a make-over! As of 10/6/20, we will no longer be hosting pets*

3 Acre 5BR Resort: private pool, hot tub boat dock

Gather your loved ones at a secluded 5BR lakehouse on 3 lush acres at Lake Anna. Dive into the new heated Salt-Water Infinity pool & hilltop lake view hot tub, soothe muscles in the sauna, or spark friendly rivalries in the game room and volleyball court. Cook up joy in the fully stocked kitchen and unwind by the fire under crystal clear starry skies. Serene water views, fireside chats, and room for every adventure, this is where cherished memories are made—your ultimate private escape awaits!

The Reserve

Need to get away and enjoy a quiet retreat? Star gaze at night via hot tub, roast marshmallows from the fire pit and take in the mountainside ambiance from the porch. The Reserve is conveniently located between Charlottesville and Culpeper, Va. Newly constructed, this mid-century modern design delivers luxurious amenities with a breathtaking "tree house" feel, featuring an open concept living area surrounded with panoramic views. Seeing is believing in this one of a kind getaway in the woods.

The Lake Lodge: Private Slip, Lake Access, Hot Tub

Welcome to the Lake Lodge! You're invited to this peaceful retreat among a canopy of trees. The home is a 3 minute walk to the lake (public side), with a private slip, HOA sitting area, & boat ramp. When you aren't admiring the lake views from the HOA dock, savor the forested yard with built in firepit, cozy hot tub, & gigabit WIFI. After a long day of fishing, boating, or hiking, the home welcomes you with a stocked kitchen, outdoor grill, TVs in each room & a soaking tub. Relaxation awaits!

Lakefront Retreat | Hot Tub • EV Charger • Gazebo

⭐ ABOUT THIS SPACE ⭐ Escape to your own private lakefront retreat on Wilderness Run Lake. Wake up to peaceful water views, spend your day kayaking or fishing right from the dock, and unwind in the hot tub surrounded by trees as the sun sets. 🌿 WHAT MAKES THIS PLACE SPECIAL 🌊 Direct lake access with private dock and kayaks 🛁 Secluded hot tub 🌳 Gazebo for enjoying nature and flat top grill for breakfast 🔥 Outdoor chimney by the lake 🔌 EV charger on-site (perfect for Tesla & EV travelers)

Spacious log house retreat w/ hot tub & pool table

Nestled on 30 acres of serene woods & open pastures, this spacious retreat is perfect to unwind & reconnect w/ nature. Whether you're here for a family gathering, retreat, or simply a break from the everyday, you'll find plenty of room to breathe, relax, & explore. Take a peaceful walk along the nearly one-mile trail through the woods leading to a tranquil creek/ As night falls, don’t miss the breathtaking stargazing from our hot tub! Fresh air, open skies, and quiet moments awaits you!

Cox Mill House at Wolftrap Farm: Escape the City!

Get outdoors on our 600 acre horse & cattle farm, which is just across a country backroad from this house. Great for families visiting Monticello, UVA, attending weddings, or for groups coming to enjoy the local wineries and other Charlottesville area attractions. This makes our seventh vacation home at Wolf Trap Farm. Guests may visit the horses and cattle, hike the farm roads and woodland trails, swim in our creek, fish in our ponds, use our Game Barn, and book our hot tub patio.

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.

Hidden Haven

Hidden Haven is just that! A 600 square foot romantic, private, peaceful, little haven. Hidden in the woods just 6 miles outside of the Town of Orange. Open the garage door in the living area and step out on the 300 square foot screened in porch where you can relax at the firepit under the covered roof. On the porch at Hidden Haven, we like to say, "time wasted is time well spent". The romantic vibe and modern amenities make it a prefect place for a couple's getaway.

Romantic A-Frame for 2 w/ Hot Tub + Fire Pit

Escape to your own private A-frame retreat—designed for couples seeking romance, relaxation, and unforgettable time together. This cozy getaway blends nature, privacy, and comfort in one unforgettable setting. Spend your evenings soaking in the private hot tub under the stars, gather by the fire pit. Whether you’re celebrating an anniversary, planning a surprise getaway, or simply craving time away together, Escape was created for meaningful moments.