
Holiday rentals with a kayak in Orange County
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Top-rated rentals with kayak in Orange County
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NEW 7BR 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

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.

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!

Lake Anna Waterfront Cabin w/Private Dock & Views
This charming lakefront cabin offers the perfect blend of rustic comfort and relaxed waterfront living. Nestled on a private wooded acre with 250' of prime main lake frontage, the home invites quiet mornings on the deck, sun-soaked afternoons on the dock, and peaceful evenings gathered around the fire pit under the stars. With its sandy beach, hammock, and deep-water dock, you are ready for relaxation and adventure with a variety of watercraft (canoe, kayaks, SUP), swimming, and fishing.

Lakefront Cabin Boat slip Wifi Fishing Firepit
An AMAZING, RELAXING/ADVENTOUROUS, retreat with gorgeous lake views and access. *Perfect for Business Retreats, Personal Getaways, Family Vacations, Friend-cations, or anyone wanting a spectacular time and enjoy natures beauty. *Lake Front PUBLIC SIDE *Boat slip/dock access *3.5-levels *4bdr/4.5 ba (sleeps up to 13 guests) *Pool table *Grill *Hammock *Firepit *Fishing *Near wineries, breweries, cideries *Grocery shopping minutes away *Restaurants *Wood burning fireplace *Games *Books

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.

Lakefront Villa on Lake Orange VA
In this 13.4 acres of wood and surrounded by the lake including half an acre private pond for fishing and have a nature walk through the wooded area and the peninsula. Quarter of a mile from the property on the other side of the lake there is a fishing bait store and boat rental. Whether you're seeking a peaceful retreat or an active lakeside adventure, our villa offers the best of both worlds. Book your stay today and experience the beauty and tranquility of Lake Orange in style. I

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.

Life on the Lake, enjoy the peace and kayaks
Located within 20 minutes of both Fredericksburg and Culpeper, Virginia, this 2000 square foot home offers lakefront living on the 24-acre Keaton’s Lake within the gated community of Lake of the Woods. Keaton’s lake is ideal for fishing, swimming, kayaking or just lounging on the hammock or by the firepit enjoying the peaceful setting and beautiful view. Guests can also enjoy the 500 acre Main Lake and its beaches and parks.

Lake Anna Getaway • HotTub, GameRoom & Lake toys
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.
Popular amenities for kayak rentals in Orange County
House rentals with a kayak

Lakefront Access | Hour from DC | Kayaks Provided

Lakefront Mad Hen: Hot Tub Firepit Dock Game Room

*Spring Fun*|4BR Lakefront|Fireplace| Firepit|BBQ

Dog Friendly w/fence | Lake | Hot Tub| Dock Slip

Sunrise view - Open water front - Dog Friendly

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

Paradise Found: Lakefront Home in Locust Grove

5BR Wellness Retreat-Hot Tub+Cold Plunge+Sauna+Gym
Cabin rentals with a kayak

Bearfoot Den: Waterfront kayaks firepit jet tub

Lakefront Cabin • Dock • Sunset Views

7BR Lakefront Boat Dock, Kayaks & Amazing Sunsets

Cozy Cabin on the Cove
Other holiday rentals with a kayak

Comfy Room by the Lake

Avalon II - Lake Anna waterfront

Reel Relaxation/Private Dock/Jacuzzi Tub

Stone Bridge Farm - 1 BR Riverfront ADA Apartment

*BRAND NEW* On the water w/ long & wide lake view!

Cozy Farm getaway on Lake Anna

Lakeside Retreat / Seclusion Foliage Firepit

Lake Anna Lakefront Retreat
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- Shenandoah National Park
- Kings Dominion
- Luray Caverns
- Early Mountain Winery
- University of Virginia
- Downtown Mall
- Lake Anna State Park
- James Monroe's Highland
- Prince Michel Winery
- Blenheim Vineyards
- Cardinal Point Winery
- John Paul Jones Arena
- Monticello
- Jiffy Lube Live
- Glass House Winery
- Shenandoah River Outfitters
- The Rotunda
- Grand Caverns
- White Lotus Eco Spa Retreat
- Cooter's Place
- James Madison's Montpelier
- Skyline Caverns
- IX Art Park
- Shenandoah Caverns




