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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Superhost
Home in Mineral
5 out of 5 average rating, 4 reviews

NEW 7BR Lakefront Lake Anna, Pool, Spa, Dock

Your backyard opens directly to Lake Anna. From the main deck, the trees part and the cove appears—quiet water, private dock, heated pool and spa (seasonal), and a boathouse that feels like your own waterfront clubhouse. Inside, you’ll find a chef’s kitchen, multiple lounge spaces, a dedicated theater, karaoke room, full game floor, kids’ treehouse loft, office/den, and beautifully styled bedrooms (plus an optional 2-bedroom guest house above the carriage garage). This home was designed for mult

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, 197 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!

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, 305 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 charming wooden cabin features a covered front porch with rocking chairs, surrounded by lush greenery and vibrant flowers. The structure is accented by a large window, and an American flag is displayed proudly, enhancing the inviting exterior of this lakefront retreat.
Home in Orange
4.93 out of 5 average rating, 28 reviews

Lakefront Cabin Boat slip Wifi Fishing Firepit

An AMAZING, RELAXING/ADVENTOUROUS, retreat with gorgeous lake views and access. *Perfect for Business Retreats, Personal Getaways, Family Vacations, Friend-cations, or anyone wanting a spectacular time and enjoy natures beauty. *Lake Front PUBLIC SIDE *Boat slip/dock access *3.5-levels *4bdr/4.5 ba (sleeps up to 13 guests) *Pool table *Grill *Hammock *Firepit *Fishing *Near wineries, breweries, cideries *Grocery shopping minutes away *Restaurants *Wood burning fireplace *Games *Books

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, 62 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 favourite
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
4.81 out of 5 average rating, 53 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 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, 66 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
Home in Orange
4.99 out of 5 average rating, 115 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 favourite
The exterior of the home features a spacious wrap-around porch supported by decorative columns. Large windows illuminate the living spaces, reflecting the warm hues of the sunset. Surrounding trees display vibrant autumn foliage, creating a picturesque backdrop.
Home in Locust Grove
4.95 out of 5 average rating, 21 reviews

Lakeside Escape- quiet space, w/ beautiful views!

★☆ ABOUT THIS SPACE ☆★ Welcome to your perfect getaway in Lake of the Woods! Whether you're sipping your morning coffee or unwinding in the evening, the scenery is sure to captivate you. This home features a full wrap-around porch, perfect for relaxing and taking in the surrounding views. You'll love easy access to the nearby beaches for a day of sun and sand.

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