Holiday rentals with a kayak in Orange County

La Vita Bella at Lake Anna, Lake Front Resort Home

Live the Beautiful Life at La Vita Bella at Lake Anna. This gorgeous and spacious 6000+ SqFt home sits on a hill overlooking Lake Anna's most coveted cove. Take in morning sunrises with your coffee from one of two porches or make your way down to your private dock and watch the birds dive and fish jump. Enjoy time on the water exploring the cove in the two kayaks or take dip in the lake. This is a special place, and you and your guests will find new levels of relaxation while enjoying your stay.

Blue House and a Pool

Relax at Lake Anna with friends and family at your own pool, hot tub and dock. Blue house boasts numerous spaces for entertaining and private chill time. House features 4 bedrooms, 3 large couches and 3 full bathrooms. The gourmet kitchen is fully stocked and ready for a home cooked meal after a full day on the lake. Tim's at Lake Anna is a short car ride or boat ride to enjoy a meal and cocktail. The Cove and Lake Anna Plaza at the 208 bridge are close by including boat and jet ski rentals.

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!

Lakefront at Turtle Cove

Enjoy the lake life in a peaceful quiet cove on the gorgeous large lake within Lake of the Woods. When not enjoying the newly renovated home with a vaulted ceiling great room, huge screened porch, and a desk and flat screen TV in each room, you can swim, float, kayak, or paddleboard in the quiet, secluded cove, or enjoy the 9 beaches or 2 community pools. Catch fish off the dock in one of the best fishing coves on the lake, and then warm up at night by the fire pit . Great for families.

Harrison Hideaway

Introducing Harrison Hideaway, a peaceful family friendly lake front getaway at Lake of the Woods! The full renovation of this lake front home is now complete & is available for rent to family groups. Our house features 5 bedrooms, 3 full baths, a sunroom, a great room with kitchen, dining/family room with lake views & a lower level rec room with ping pong table. You can also charge your electric car in the carport with our level 2 charger. We also have a canoe, kayak and paddle boards.

7BR Lakefront Boat Dock, Kayaks & Amazing Sunsets

Welcome to Terry's Run Getaway! This stunning waterfront lodge on Lake Anna offers prime sunset views and is perfect for large family gatherings. Enjoy spacious outdoor living with a private boat dock, kayaks, paddleboards, floats, and lawn games. Grill on the main deck, relax in the lakeside hammock, or unwind around the firepit. Inside, a cozy great room with a gas fireplace and a game room await. Amenities include high-speed Wi-Fi, central AC, a washer/dryer, and a Level 2 EV charger.

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.

Lake Anna Getaway • HotTub, GameRoom & Lake Access

Looking for lake access without the crowds? This beautifully designed home offers access to a private community boat slip, paddleboards, and peaceful surroundings—perfect for families or small groups seeking a relaxing escape. Enjoy evenings by the firepit, game nights in the open-concept living room, or morning coffee on the deck surrounded by nature. Just minutes from dining, wineries, and local fun.

Lakeside Escape- quiet space, w/ beautiful views!

★☆ ABOUT THIS SPACE ☆★ Welcome to your perfect getaway in Lake of the Woods! Whether you're sipping your morning coffee or unwinding in the evening, the scenery is sure to captivate you. This home features a full wrap-around porch, perfect for relaxing and taking in the surrounding views. You'll love easy access to the nearby beaches for a day of sun and sand.