
Holiday rentals with a kayak in Orange County
Find and book unique kayak rentals on Airbnb
Top-rated rentals with kayak in Orange County
Guests agree: these rentals with kayak are highly rated for location, cleanliness and more.

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.

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!

Sunrise view - Open water front - Dog Friendly
Relax with the whole family at this peaceful and recently updated lakefront home with panoramic views of Lake Anna. Beautifully located in a safe neighborhood on the public side of the lake, this fantastic dog-friendly property features a huge water front lawn with shady trees, a private dock complete with a boat house, fire pit, and expansive decks. The property offers a wealth of amenities, including a water slide, kayaks, paddle board, paddle boat, lawn games, and other relaxing features.

5BR Wellness Retreat-Hot Tub+Cold Plunge+Sauna+Gym
Welcome to Soma Stays, a thoughtfully designed Wellness Retreat just 1.5 blocks from Lake Anna access. Our cozy vacation home is more than just a place to stay; it's an immersive experience crafted to elevate your well-being. Wellness amenities include a sauna, cold plunge, and fitness area. Our spacious home includes a game room and “speakeasy” area, 6 beds to sleep up to 9 adults or 12 w/ kids. From the moment you arrive, prepare to be enveloped in a world of relaxation and revitalization.

Lake Anna Lakefront Retreat
Rest, relax, repeat. Located at the most northern point of Lake Anna's public-side, this home offers renters an unforgettable experience to enjoy lakefront living, outdoor adventuring, nature at it's best with AT&T 5G and fiber connectivity. Home is 4,200 SQFT (2 levels), 4 BR, 4 Bath, 2 Kitchens, open / spacious floor plan with natural sunlight everywhere, private dock and firepits awaiting your enjoyment. For more information about the rental and local area please visit lkaretreat dot com

Lakefront Access | Hour from DC | Kayaks Provided
Welcome to Virginia’s Lakeside Retreat, located in the tranquil Locust Grove neighborhood. This charming residence is perfect for vacation, featuring a spacious backyard with direct lake access. Enjoy the convenience of an on-site grill for delightful barbecues and dine al fresco in our comfortable outdoor seating area. This home is a haven for friends, families, or couples looking for a peaceful getaway. Book your stay and experience the perfect blend of relaxation and Virginia charm!

Secluded Lakefront | Private Pool | Dock | Hot Tub
**Discover Ultimate Luxury at LesLee at the Lake: a Deep Water Lakefront Haven with Private Inground Pool, Hot Tub, and Dock** Nestled on the public side of Lake Anna, this picturesque 2.63-acre secluded property offers stunning waterfront views, a boat house for easy water access, and a lakefront fire pit. Our expansive and luxurious 9,000 sq. ft. home with game room, spacious kitchen, and movie theater, is ideal for an unforgettable escape and perfect for accommodating large groups.

Home with beautiful mountain and river views
Welcome to the Madison House! This custom designed and built estate rests on a knoll overlooking 13.5 private acres on the Robinson River in rural Madison County, VA. Views of the Blue Ridge Mountains and direct Robinson River frontage makes this property a perfect destination for all four seasons. The outdoor space is ideal for friends and family gatherings and is ideally located near restaurants, wineries and breweries. The indoor space is both spacious and cozy for ample relaxing.

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.
Popular amenities for kayak rentals in Orange County
House rentals with a kayak

Lakefront at Turtle Cove

Harrison Hideaway

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

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

Private Dock | Lakefront | Kayaks | 2 Firepits

Lake House | Outdoor Chimney | Gazebo & Dock

Paradise Found: Lakefront Home in Locust Grove

Lakefront Cabin Boat slip Wifi Fishing Firepit
Other holiday rentals with a kayak

Porch & Paddle

The Best Views on Lake Anna and Deepwater Dock!

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 Fall Retreat / Foliage & Firelight Nights

Renovated Cottage on the Main Lake (close to DMV)

4BR Lakefront Lake Anna|Kayaks|Firepit|Boat Slip
Destinations to explore
- Rentals with a firepit Orange County
- Bed and breakfasts Orange County
- Rentals with a fireplace Orange County
- Rentals with a hot tub Orange County
- House rentals Orange County
- Flat rentals Orange County
- Rentals with outdoor seating Orange County
- Rentals with lake access Orange County
- Rentals with breakfast Orange County
- Family-friendly rentals Orange County
- Rentals with pools Orange County
- Farm stay rentals Orange County
- Cottage rentals Orange County
- Rentals with a washing machine and dryer Orange County
- Pet-friendly rentals Orange County
- Rentals with a kayak Virginia
- Rentals with a kayak United States
- Shenandoah National Park
- Kings Dominion
- Luray Caverns
- Early Mountain Winery
- Downtown Mall
- James Monroe's Highland
- Lake Anna State Park
- Blenheim Vineyards
- Prince Michel Winery
- Cardinal Point Winery
- Glass House Winery
- University of Virginia
- John Paul Jones Arena
- Shenandoah River Outfitters
- Monticello
- Jiffy Lube Live
- White Lotus Eco Spa Retreat
- The Rotunda
- Cooter's Place
- Grand Caverns
- IX Art Park
- James Madison's Montpelier
- White Oak Lavender Farm & The Purple WOLF Vineyard
- Fredericksburg Battlefield Visitors Center




