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Vacation rentals with a kayak in Westmoreland County

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Top-rated kayak rentals in Westmoreland County

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Cottage in Tall Timbers

4.9 out of 5 average rating, 106 reviews

Sunsets on Potomac, Woodland Cottage with Views

Southern Maryland at its best. Not on the water but across the street. Enjoy the fantastic sunsets slipping behind the Potomac River & Virginia. Situated in St Mary’s County near Piney Point and St George’s Island we are a short walk to Tall Timbers Marina, with its private museum, slips, docks, and homegrown oysters. Central heat & air conditioning, Auxiliary fireplace or front-yard fire-pit, Windows have screens. Fast Internet, WiFi, Smart TVs, Cable, Dogs w/approval, Plastic Kayacks

Nov 13 – 20

G$64,741 GYD per night

Home in Colonial Beach

4.98 out of 5 average rating, 40 reviews

Waterfront Paradise with own Beach, Kayak, & Grill

Escape the busy life to our peaceful waterfront home with a divine view of the Potomac River! Enjoy a cup of coffee while watch the sun rise over the horizon! Kayak and fish right from the backyard! Kick back and relax on your own beach. Kids can play in the sand, splash the calm water, and feed the swans! The house features fully stocked kitchen, comfortable beds with clean linens, small washer & dryer, & patio for outdoor dining. Feel free to use 2 person kayak, life jackets, and beach chairs!

Oct 3 – 10

G$36,951 GYD per night

Home in Hague

4.97 out of 5 average rating, 146 reviews

Osprey's roost: Summer 2023

Hidden treasure! Come join the osprey along the Potomac River in the Northern Neck of Virginia! This 4 bedroom/3 bath custom home is at the end of a quiet lane and sits on a point of land between the Potomac River and Blackbeard’s Pond, making for magnificent river views from sunrise to sunset. Enjoy swimming, canoeing, Bocce on the lawn, barbecue on the deck! Osprey’s Roost is the perfect retreat to rest and recharge, ideal for a romantic week away, a girls’ weekend or a family gathering!

Dec 9 – 16

G$54,377 GYD per night

Guest suite in Warsaw

4.98 out of 5 average rating, 107 reviews

The Osprey Nest: Rappahannock Riverfront Suite

Sunny, private suite at the river's edge, features panoramic views of the Rappahannock River and farmland. Enjoy fiery sunsets and sunrises, starry night skies, eagles, ospreys and more. You can swim, fish, explore waterways by kayak, or bike in tranquil, rural surroundings. Savor your morning coffee on the balcony with sounds of songbirds, or relax by the river with a book and local wine. Restaurants, historic sites, hiking, fossil hunting, wineries, antiques & more are a short car ride away.

Jul 23 – 30

G$26,619 GYD per night

Cottage in Kinsale

4.95 out of 5 average rating, 196 reviews

Great little cottage with a "Rivah" view

Welcome to our little slice of paradise on the Yecomoco river. This off the beaten path location has easy access into the Potomac for Rockfish or a little further into the Bay itself. Our dock can be used to swim, fish, crab or just relax and enjoy. A nice little marina is conveniently located nearby to put your boat into the river. Come and enjoy "Rivah" life at its finest. Unwind relax and enjoy. But if you do need to do a little work while you are here, we do have hi speed internet.

Oct 21 – 28

G$30,974 GYD per night

Cottage in Leonardtown

4.97 out of 5 average rating, 126 reviews

Beach Front and 'Perfectly Placed'

Escape to our charming Potomac River waterfront cottage, complete with 2 cozy bedrooms, 1 tastefully appointed bathroom, and stunning river views. Enjoy a comfortable living area with large windows, a fully equipped kitchen, and an outdoor picnic table. Perfect for small families or friends seeking a peaceful retreat, our cottage is conveniently located just a short drive from local restaurants and shopping. Come relax, unwind, and make unforgettable memories on the beautiful Potomac River.

Mar 21 – 28

G$37,745 GYD per night

Home in Montross

5.0 out of 5 average rating, 122 reviews

Beach Please! River cottage w/private beach & dock

Come unwind at "Beach, Please!" Our renovated cottage on the river with a private beach and dock is waiting for you! What's there to do? There's boating, fishing, crabbing, bird watching, tanning, and hammock-napping. Need more? Ok, antique shops, breweries, wineries, live music, crab boils and oyster fests. Still need more? Cornhole, can jam, horseshoes, hiking, and swimming and tennis at the community pool. That's not all, so just trust us - you will LOVE your time in Montross, Virginia!

Jan 19 – 26

G$89,054 GYD per night

Tiny home in Westmoreland County

4.98 out of 5 average rating, 55 reviews

Cozy cottage on the Rappahannock River

The Riverbunk is located on the Rappahannock River in Colonial Beach, Virginia. The scenic River is where birding enthusiasts will enjoy Bald Eagles, ospreys and great blue herons. The river offers the perfect kayaking experience and for boaters, a boat launch is within walking distance. Fishing, hunting, hiking and sightseeing are popular in this area. The quiet, rural area is also rich in history and whether you are looking for quiet downtime or fun activities, this is your place!

Jun 6 – 13

G$33,335 GYD per night

Guesthouse in Colonial Beach

5.0 out of 5 average rating, 12 reviews

Layton's Lookout is a Rappahannock Treasure

Layton’s Lookout is located on the Rappahanock river in Colonial Beach Virginia. The scenic river is where birding enthusiasts enjoy bald eagles, ospreys and great blue Herons. The river offers the perfect kayaking experience and for boaters, a boat ramp is nearby. Fishing, hunting, hiking and sightseeing are popular in this area. Check out Lorie’s Guidebook. The quiet, rural area is rich in history and whether you’re looking for quiet downtime or fun activities, this is your place

Jun 28 – Jul 5

G$36,237 GYD per night

Home in Montross

4.94 out of 5 average rating, 47 reviews

Waterfront home, private dock

Relax right next to the water in this tranquil Montross getaway. Fish, crab, kayak, paddleboard, or just sit on the swing and watch dolphins, eagles, herons, and stingrays from your private dock. Dine outdoors on the spacious deck, spend some some quality family time with an in-ground trampoline, tree swing, cornhole, bocce ball, spikeball, and a unique custom-built treehouse. Or just stay inside, relax, and enjoy the views, with an indoor electric fireplace and jacuzzi bathtub.

Dec 30 – Jan 6

G$40,047 GYD per night

Camper/RV in Abell

5.0 out of 5 average rating, 67 reviews

Waterfront at the Pines of Canoe Neck

Welcome to "The Pines at Canoe Neck" a private waterfront experience with the farm feel. Enjoy the 75 foot dock with fishing, crabbing, canoeing, kayaking, paddle boarding and much more on the quiet inlet. Private docking available for personal boats. Guests have the option of visiting the cute critters living on the property as well as an abundant garden full of you pick seasonal veggies, all you can pick and eat for the stay. Ask about our weekday special offer!

Jun 26 – Jul 3

G$27,020 GYD per night

Cottage in Montross

4.97 out of 5 average rating, 96 reviews

Newly Renovated 2BR Waterfront Cottage with Dock

Escape to Mallard Cottage, our newly renovated home nestled along the picturesque Nomini Creek. Step onto the private dock for direct water access, where you can launch one of our paddleboards or kayaks for a day of exploration. Highlights include: ✔ 4 Outdoor Decks ✔ High-Speed Wi-Fi ✔ Central Heating & Air Conditioning ✔ Game Room ✔ Free Parking ✔ No Cleaning Fee

Jun 23 – 30

G$46,205 GYD per night

Vacation rentals for every style

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Popular amenities for Westmoreland County kayak rentals

Free parking on premises

Air conditioning

House rentals with a kayak

Home in Colonial Beach

5.0 out of 5 average rating, 51 reviews

Waterfront Cottage on Placid Bay

Mar 3 – 10

G$34,546 GYD per night

Home in Montross

5.0 out of 5 average rating, 48 reviews

Waterfront+Kayaks+Gameroom+Pool+Firepit+EV/Dog OK

Sep 23 – 30

G$99,763 GYD per night

Home in Colonial Beach

4.97 out of 5 average rating, 29 reviews

River Refresh - Waterfront with Spa on Placid Bay

Aug 25 – Sep 1

G$68,017 GYD per night

Home in Montross

5.0 out of 5 average rating, 50 reviews

Erica's Place waterfront with pontoon sleeps 8

Apr 9 – 16

G$64,760 GYD per night

Home in Montross

5.0 out of 5 average rating, 16 reviews

VIEWS! Game Theme/King bd/Dock/Boats/Firepit

Sep 21 – 28

G$74,478 GYD per night

Home in Montross

4.92 out of 5 average rating, 37 reviews

Luxury Modern Waterfront Retreat

Jan 18 – 25

G$64,406 GYD per night

Home in Leonardtown

4.93 out of 5 average rating, 43 reviews

The River House: A private waterfront oasis…

Sep 8 – 15

G$90,712 GYD per night

Home in Cobb Island

4.98 out of 5 average rating, 50 reviews

Waterfront 4-BR home w/ hot tub & charging station

Feb 1 – 8

G$92,524 GYD per night

Cottage rentals with a kayak

Cottage in Reedville

4.9 out of 5 average rating, 162 reviews

Private point on the Bay🌤hammock, hot tub, kayaks❤️

Dec 26 – Jan 2

G$137,767 GYD per night

Cottage in Warsaw

4.92 out of 5 average rating, 93 reviews

Modern 2 Bdrm Cottage in Historic River Community

Jul 9 – 16

G$28,220 GYD per night

Cottage in Hague

5.0 out of 5 average rating, 83 reviews

Potomac River cheerful cottage

Dec 12 – 19

G$48,336 GYD per night

Cottage in Leonardtown

4.95 out of 5 average rating, 57 reviews

Waterfront Cottage ❤️ Private Beach, Dock & Kayaks

Sep 5 – 12

G$62,677 GYD per night

Cottage in Cobb Island

4.94 out of 5 average rating, 34 reviews

"Where Eagles Soar" Let magic and memories begin.

Sep 11 – 18

G$46,208 GYD per night

Cottage in Tall Timbers

5.0 out of 5 average rating, 29 reviews

Charming Waterfront Cottage with Sunset Views

Feb 23 – Mar 2

G$98,920 GYD per night

Cottage in Montross

4.91 out of 5 average rating, 58 reviews

Lakefront/Dock, Cove, Boats, HotTub, Woods & Beach

Mar 7 – 14

G$83,801 GYD per night

Cottage in Kinsale

5.0 out of 5 average rating, 17 reviews

River + Beach Front Cottage 4 BR ADA Northern Neck

Dec 14 – 21

G$86,633 GYD per night

Cabin rentals with a kayak

Cabin in Reedville

4.97 out of 5 average rating, 190 reviews

Dinna Fash-3 BR Waterfront Log Cabin

Sep 4 – 11

G$33,656 GYD per night

Cabin in Lusby

4.91 out of 5 average rating, 210 reviews

Peaceful Waterfront Retreat on The Bay

Sep 16 – 23

G$37,081 GYD per night

Cabin in Lusby

4.94 out of 5 average rating, 146 reviews

Hideaway on the Bay: Waterfront Vintage A Frame

Jul 20 – 27

G$67,997 GYD per night

Cabin in Reedville

4.67 out of 5 average rating, 12 reviews

"Elderberries" Chesapeake Bayfront Cottage

Sep 23 – 30

G$59,276 GYD per night

Cabin in Lancaster

4.83 out of 5 average rating, 36 reviews

Waterfront Log Home Retreat- Dock, Kayaks, Rest!

Aug 1 – 8

G$147,163 GYD per night

Cabin in Lusby

4.98 out of 5 average rating, 44 reviews

Lakeside Cabin with Arcade, Firepit & Hot Tub

Aug 3 – 10

G$97,796 GYD per night

Cabin in Montross

4.94 out of 5 average rating, 17 reviews

Camp Heron : Waterfront Cabin on the Potomac

Jul 28 – Aug 4

G$54,247 GYD per night

Cabin in Reedville

4.94 out of 5 average rating, 71 reviews

Coastal Cabin - hot tub, private beach & kayaks

Dec 16 – 23

G$63,830 GYD per night

Destinations to explore