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

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 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

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 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.

Lakefront Cabin • Dock • Sunset Views
Gather your people and settle into this spacious Lake Anna waterfront cabin, thoughtfully designed for families, multi-generational groups, and friends traveling together. Enjoy open lake views, a screened-in porch, a private dock, kayaks, paddleboards, and a well-equipped kitchen perfect for cooking and gathering around a large dining table. With plenty of room to spread out and welcoming hosts who are always available, this is a relaxed, comfortable lake home made for connection.

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.

Knot Loggin’ Inn - Rustic charm with modern comfor
Welcome to Knot Loggin' Inn, a year-round family retreat where you can unplug from your daily routine and reconnect with yourself, family, friends, and nature. This extraordinary log cabin home on 3+ acres of southern exposure waterfront property with 200 degrees of water views, exuding rustic charm not found in a typical suburban community - all without losing the modern amenities and comforts that you desire.

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

Lakefront at Turtle Cove

Harrison Hideaway

Sunrise view - Open water front - Dog Friendly

5BR Wellness Retreat-Hot Tub+Cold Plunge+Sauna+Gym

Lakefront Cabin Boat slip Wifi Fishing Firepit

Lakeview Hideaway. Large lakefront home.

R&R at LAKE ANNA Waterfront 6 BR/6 Bath Dogs yes

Lakefront Chic: Hot Tub Beach Game Room Grill Dock
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 vacation rentals with a kayak

Porch & Paddle

Farmers' Landing

NEW 7BR Lakefront Lake Anna, Dock, Beach, Deck

Cozy Farm getaway on Lake Anna

Turtle Cove Cottage

6BR Lakefront @ Lake Anna, Deck, Boat House, Beach

Lakefront Access|4BD 3Bath|Free Water Toys

Panorama Shores
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- Rentals with a kayak United States
- Kings Dominion
- Luray Caverns
- Early Mountain Winery
- Robert Trent Jones Golf Club
- James Monroe's Highland
- Massanutten Ski Resort
- Lee's Hill Golfers' Club
- Prince Michel Winery
- Lake Anna State Park
- The Foundry Golf Club
- Kinloch Golf Club
- Chisholm Vineyards at Adventure Farm
- Leesylvania State Park
- Blenheim Vineyards
- Spring Creek Golf Club
- Farmington Country Club
- Grand Prix Raceway
- Birdwood Golf Course
- Cardinal Point Winery
- Little Washington Winery
- The Car and Carriage Caravan Museum
- Glass House Winery
- Burnley Vineyards
- Monticello




