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.

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Guest favourite
The outdoor area features a large pool surrounded by sun loungers and shaded seating. Bright umbrellas provide respite from the sun. A blue house with a spacious deck is visible in the background, along with a storage shed and landscaped grassy areas.
Home in Mineral
4.88 out of 5 average rating, 41 reviews

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.

Top guest favourite
A spacious outdoor area features a built-in firepit surrounded by ten Adirondack chairs, set among trees. Inside, an open living space includes a dining area, cozy seating, and natural light. A hot tub is positioned on a patio overlooking the dock and lake.
Home in Mineral
4.99 out of 5 average rating, 184 reviews

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!

Top guest favourite
A scenic view of a quiet lake is framed by lush greenery and tall trees. A private dock with a small gazebo is visible, accompanied by a seating area featuring multiple chairs. Gentle ripples on the water reflect the morning light, creating a peaceful atmosphere.
Home in Orange
5 out of 5 average rating, 92 reviews

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

Superhost
A spacious wooden dock extends over the calm lake waters, featuring two lounge chairs positioned for relaxation. A small slide is visible, with fishing rods set up in the background. The surrounding greenery and clear blue sky create a serene waterfront setting.
Chalet in Mineral
4.72 out of 5 average rating, 304 reviews

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.

Guest favourite
A spacious living room features hardwood flooring and large windows offering views of the lake. Comfortable seating includes a light-colored sofa and wooden chairs. A television is positioned near a stone fireplace, enhancing the room's cozy feel.
Home in Locust Grove
4.81 out of 5 average rating, 91 reviews

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!

Guest favourite
Cabin in Orange
4.9 out of 5 average rating, 105 reviews

Book 2026! Lakefront Eco Retreat | 5BR Sunset View

Come experience lakeside cabin vibes at our modern Lake Anna log cabin—perfect for families and friends seeking space, style, and serenity! With five private bedrooms, a Tesla charger, private dock, and lakefront views, it’s ideal for reconnecting. Enjoy sunrise coffee on the screened balcony, family dinners with a view, and evening wine at the water’s edge. Thoughtfully designed for peaceful, eco-conscious stays where every detail invites you to slow down and savor. Year round retreat!

Guest favourite
A tranquil outdoor pool is featured, with clear blue water and a gentle slope leading into it. Surrounding trees provide a lush backdrop, while a small basketball hoop stands nearby, enhancing recreational opportunities.
Home in Mineral
4.91 out of 5 average rating, 81 reviews

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.

Top guest favourite
Three red Adirondack chairs are positioned in a grassy area overlooking a landscaped yard, with trees and bushes providing a natural backdrop. The soft glow of dusk casts a serene ambiance across the scene.
Home in Madison
5 out of 5 average rating, 74 reviews

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.

Guest favourite
Two kayakers are seen on calm water, paddling against a vibrant sunset backdrop. The sky is filled with shades of orange and purple, reflecting softly on the lake’s surface. Dark silhouettes of trees line the horizon, creating a peaceful and serene atmosphere.
Home in Mineral
4.93 out of 5 average rating, 163 reviews

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.

Top guest favourite
A wooden dock extends over the lake, featuring two green adirondack chairs overlooking the water. Two kayaks, one blue and one black, rest on the shore, alongside smooth rocks and a planter with greenery.
Home in Locust Grove
4.97 out of 5 average rating, 62 reviews

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.

Top guest favourite
A picturesque wooden bridge arches over a gentle stream, leading towards a charming log cabin partially obscured by trees. The cabin's large windows reflect the greenery surrounding the property, while landscaped areas enhance the natural setting.
Home in Unionville
5 out of 5 average rating, 15 reviews

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.

Top guest favourite
The kitchen features modern appliances and a spacious island with seating for three. Natural light floods the room through a large window. Open shelving displays plants and dishware, complementing the contemporary cabinetry. A doorway leads to a bathroom, enhancing the home's functional layout.
Home in Orange
5 out of 5 average rating, 99 reviews

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 kayak rentals in Orange County