Vacation rentals with a kayak in Orange County

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Top-rated kayak rentals in Orange County

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Top guest favorite
A spacious hillside home is showcased, featuring multiple balconies and large windows. Lush green lawns surround the property, with garden beds adding color. A patio area includes a hot tub, inviting relaxation outdoors amidst the scenic landscape.
Home in Mineral
4.97 out of 5 average rating, 35 reviews

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.

Top guest favorite
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, 192 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 favorite
The outdoor space features a cozy fire pit with seating arranged around it. A wooden deck is visible above, adorned with string lights and leading to the entrance of the home. Lush greenery surrounds the area, creating a peaceful atmosphere as dusk approaches.
Home in Mineral
4.96 out of 5 average rating, 49 reviews

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.

Top guest favorite
A serene outdoor area features four white Adirondack chairs arranged around a fire pit on green grass. A private dock extends into the lake in the background, surrounded by trees and calm water, creating a peaceful setting for relaxation.
Home in Locust Grove
5 out of 5 average rating, 61 reviews

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.

Guest favorite
A welcoming house is set amidst tall trees, showcasing a pathway leading to a front entryway. Large windows invite natural light, while the surrounding greenery highlights the property. The serene lakeside environment is enhanced by well-maintained landscaping.
Home in Locust Grove
4.83 out of 5 average rating, 52 reviews

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.

Guest favorite
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
4.92 out of 5 average rating, 89 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 favorite
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, 78 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 favorite
An expansive view captures the property nestled among lush greenery along the lake's edge. The home, surrounded by trees, features a spacious lawn that gently slopes toward the water, while the shimmering surface of the lake reflects the surrounding foliage.
Home in Orange
5 out of 5 average rating, 25 reviews

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

Guest favorite
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 favorite
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, 64 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 favorite
Home in Orange
5 out of 5 average rating, 111 reviews

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.

Guest favorite
An outdoor fire pit area is surrounded by several dark wooden chairs, inviting gatherings under the evening sky. The spacious deck above offers additional seating and views of the expansive grassy yard. A backdrop of the home features large windows that glow softly at dusk.
Home in Mineral
4.9 out of 5 average rating, 21 reviews

Lakefront Mad Hen: Hot Tub Firepit Dock Game Room

Escape to a peaceful retreat with sprawling acreage, lake views, and a private beach at The Mad Hen! Sleeps 12: K, Q, Q, 2x S/D Bunk Private dock w/ kayaks and beach Hot Tub w/ lake view Fire pit area w/Stunning sunsets Game room w/ foosball and arcade Dog-friendly Spacious deck w/ gas grill Vaulted ceilings and chef's kitchen FAST Wi-Fi $185 happy dog fee

Popular amenities for Orange County kayak rentals