Holiday rentals with a kayak in Orange County

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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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Top guest favourite
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.

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.

Guest favourite
A serene view of a lake reveals calm waters reflecting the blue sky and scattered clouds. A wooden dock extends over the shallow edge, with a covered boat slip to the right. Lush greenery frames the water, contributing to a peaceful natural setting.
Home in Mineral
4.94 out of 5 average rating, 33 reviews

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

Welcome to "The Shack", affectionally named after our parents’ and grandparents’ summer getaway on the Massachusetts Bay. The Shack is a renovated 4 BR / 6 bed, lake access, deep water cove, with a covered boat slip, hot tub, kayaks and firepit situated on 1 acre quiet cul-de-sac and dog friendly with a fenced yard. Our family friendly home is located on the Public Side of Lake Anna with over 2,200 sq ft of living space spread out over two levels. Short walk to the covered dock on Lake Anna.

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, 188 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!

Guest favourite
A private dock is illuminated by soft lights, extending towards a spacious boat house on the tranquil waters of the lake. The serene setting is surrounded by a lush green lawn that gently slopes towards the water's edge, creating a peaceful ambiance.
Home in Mineral
5 out of 5 average rating, 16 reviews

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.

Top guest favourite
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.

Top 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
4.92 out of 5 average rating, 86 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, 77 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
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 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, 63 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
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, 107 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.

Popular amenities for kayak rentals in Orange County