Vacation rentals with a kayak in Orange County

4.99 out of 5 average rating, 162 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, & high speed 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!

4.92 out of 5 average rating, 26 reviews

Wellness Spa 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, 7 beds to sleep up to 10 adults or 12 w/ kids. From the moment you arrive, prepare to be enveloped in a world of relaxation and revitalization.

5 out of 5 average rating, 75 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

4.55 out of 5 average rating, 40 reviews

Blue Heron Cottage Lake Anna

Cozy cottage on 5 rolling acres with expansive lake and sunset views, and two kayaks. Enjoy the still morning with a paddle, or coffee on the porch. Wade into the water for a swim or rent a boat and/or jetskis on-site (book in advance to guarantee availability) , perfect for water sports and fishing. Relax on the day bed with a book, or visit a local distillery, winery, or cidery. Take in the stars at night, or during the day historical sights, walk the Lake Anna Boardwalk and dine lakeside.

5 out of 5 average rating, 47 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.

4.85 out of 5 average rating, 34 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.

4.86 out of 5 average rating, 29 reviews

Blue House and a Pool

Relax at Lake Anna with friends and family at your own pool 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.

5 out of 5 average rating, 59 reviews

Home in Madison

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.

4.94 out of 5 average rating, 153 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.

4.91 out of 5 average rating, 93 reviews

Cabin in Orange

Eco-Luxe Cabin: Lakefront, Sunsets & Tesla-ready

Explore eco-luxury at our Lake Anna logcabin with 5 private bedrooms, finished basement, private dock, and Tesla charger! Enjoy serene lake views, sunrises, and sunsets from the screened balcony, private balcony from the ground floor owner's suite, or floating dock! This modern retreat combines sustainability with comfort, perfect for a peaceful getaway. Experience a blend of nature and luxury in your lakeside sanctuary, designed for memorable, eco-friendly stays!

4.96 out of 5 average rating, 50 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.

5 out of 5 average rating, 67 reviews

Lake access w/kayaks, game room, fire pit & hottub

Escape to Anna’s Oasis near Lake Anna, Virginia! This spacious home sits on 2 acres and is perfect for families, gatherings, or a romantic getaway. With 4 bedrooms and 3 bathrooms, it comfortably accommodates up to 11 guests. Enjoy the expansive outdoor space, great for outdoor activities, while the interior is stocked with games and entertainment for all ages. Experience the best of lakeside living!

Vacation rentals for every style

Get the amount of space that is right for you

Apartments

Convenient locations with everyday essentials

Cottages

Quaint homes, peaceful surroundings

Houses

A space thats all yours, with room for everyone

Popular amenities for Orange County kayak rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a kayak

4.92 out of 5 average rating, 25 reviews

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

JohnRating, 5 stars1 month ago

Rented this amazing location for a reunion with our friends. We had the best time, the new fire-pit was perfect for our hangout time, and we loved having a fire at night and reminiscing by it. The house had everything you need, all bedroom were nice, and the kitchen was well used and supplied. The big table for meals and games was great and we spend a lot of time there playing chess, Magic the Gathering, and Poker. The hottub was on time for us after a day spent checking out the lake and playing disk golf. Certainly really enjoyed that. Its worth mentioning they have a LOT of Tvs that are all very nice. As mega gamers we used the double TV setup in the den room to play Madden and watch NBA games at the same time. Really cant say enough good things about the whole experience and house. The owners were very responsive for anything we needed. Highly recommend this spot for family's & friends as it has more than most spots you will find. 10/10 / 5/5 all the above!

4.92 out of 5 average rating, 12 reviews

Home in Louisa

3 Acre 5BR Resort w/hot tub/game room/ volleyball!

NickRating, 5 stars4 months ago

We really enjoyed our weekend getaway. The house had ample space for our group of 8. The kitchen was well-appointed with all the necessities to cook a good meal. We really enjoyed relaxing in the hot tub and hanging out on the big couch in the living room. If it wasn't so cold we would have loved spending time on the large back deck or sitting down by the lake.

5 out of 5 average rating, 10 reviews

Sunrise view - Open water front - Dog Friendly

BillRating, 5 stars1 week ago

Peaceful and then some. The house is located on a quiet dead end street…perfect for walking your 4-legged friend. Once inside the covered breezeway, make your way through the door and you’re greeted by a well appointed kitchen with plenty of room to prepare meals. From there you enter the dining and living room areas with plenty of seating. Hidden on this level of the house is a master bedroom with en-suite bath. Take a trip up via the spiral staircase and you will find 3 more bedrooms and another full bath. Head back downstairs to the main level and you will be met with the showstopper…the outdoor area. There’s an expansive deck with a large table and chairs plus deep seating for an evening relaxing while looking over the lake. A short stroll away lies the pier and all the water toys. We enjoyed the paddle boat and the canoe very much.

5 out of 5 average rating, 14 reviews

Home in Unionville

Knot Loggin’ Inn - Rustic charm with modern comfor

DomenickRating, 5 stars2 weeks ago

This is a beautiful, well-appointed home on a stunning piece of lakefront property. Our only regret is that we only stayed for a weekend. The outdoor spaces are beautiful. We had to choose between the spacious dock, the peaceful beach with a fire pit, the ground level patio with comfy furniture and fireplace or the second level decks with ample seating for our meals. Indoors was more of the same. The gourmet kitchen had everything we needed to prepare our meals. The bedrooms and bathrooms were clean and comfortable. We want to return when we have more time to enjoy this beautiful property.

4.77 out of 5 average rating, 22 reviews

Private Dock | Lakefront | Kayaks | 2 Firepits

TracyRating, 5 stars5 days ago

Loved our family time here! House was spacious and had everything we needed from the pack n play and kayaks to an easy boat rental. Alisha was always super responsive and friendly and very easy to book with. We wish we could have stayed longer!

4.78 out of 5 average rating, 65 reviews

Paradise Found: Lakefront Home in Locust Grove

CaitlinRating, 5 stars1 month ago

My friends and I had a great time over the weekend staying at this home! It was very cozy and the surrounding area was very peaceful! Patricia was very responsive and helpful with everything we needed while being able to answer any questions we had quickly and effectively. Would highly recommend this location for others looking for a peaceful lakeside getaway!

4.91 out of 5 average rating, 23 reviews

Lakefront Cabin Boat slip Wifi Fishing Firepit

VikasRating, 5 stars5 months ago

As a group of 12 ( adults + kids) the place was perfect for us. We absolutely enjoyed our time at this beautiful home especially the backyard views with the lake were very peaceful.