Kid-friendly holiday rentals in Westmoreland County

Find and book unique family-friendly rentals on Airbnb

Top-rated family-friendly rentals in Westmoreland County

Guests agree: these family-friendly rentals are highly rated for location, cleanliness and more.

0 of 0 items showing

1 of 3 pages

Guest favourite

Cottage in Leonardtown

4.93 out of 5 average rating, 193 reviews

Potomac River Freedom Cottage

Welcome to the Freedom Cottage! We hope you will have a wonderful relaxing stay. Guest access will be provided via a keycode which will be emailed prior to arrival, spare key hanging inside. Guests will have access to the entire house and grounds (front and rear yard, stretching down to the beach/water). I won't be there for check-in/out but guests are encouraged to call/text during their stay if any questions arise. **Off-season long term rentals available, please contact me to discuss.

10–17 Sep

$288 SGD per night

Guest favourite

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.

6–13 Nov

$202 SGD per night

Guest favourite

Cottage in Leonardtown

4.91 out of 5 average rating, 150 reviews

Potomac Vista Cottage at Little Pond

Charming 2 Bedroom 2 Bath located 20 ft from the Maryland Potomac Shore with expansive views across the river to Virginia! Relax to the sound of the waves breaking on the revetment. Easy Access to Historic St. Mary's City and Patuxent River Naval Air Station. The Potomac Vista Cottage, a perfect getaway from the stressed and fast paced city life, Has 1000 ft of living area furnished 2 Bedroom, 2 Bathroom, Great Room, Kitchenette, Laundry and a cozy deck with a beautiful view of the River.

23–30 Mar

$221 SGD per night

Guest favourite

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.

5–12 Apr

$246 SGD per night

Guest favourite

Home in Montross

5.0 out of 5 average rating, 121 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!

28 Oct – 4 Nov

$563 SGD per night

Guest favourite

Guest suite in Warsaw

4.98 out of 5 average rating, 107 reviews

The Osprey Nest: Rappahannock Riverfront Suite

Our sunny, private suite at the river's edge, features panoramic views of the Rappahannock River and local farmland. Fiery sunsets and sunrises, starry skies, soaring eagles and ospreys await. Swim, fish, explore waterways by kayak, or bike in tranquil, rural surroundings. Enjoy 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.

18–25 Jun

$178 SGD per night

Guest favourite

Flat in Leonardtown

4.98 out of 5 average rating, 119 reviews

Stunning Sunsets on Breton Bay, Seaside apartment

Charming efficiency apartment decorated with a coastal theme overlooks Breton Bay. Use of pier for hanging out... or crabbing and fishing. Apartment is in the second floor of detached garage on the premises of a private home. Beautiful serene surroundings 5 min. from downtown Leonardtown with shopping, restaurants and events. Area offers historical sites, wonderful parks, a large Mennonite and Amish community, great restaurants and friendly people! 25 minutes from Solomons Island.

12–19 Sep

$182 SGD per night

Guest favourite

Cabin in Colonial Beach

4.97 out of 5 average rating, 103 reviews

Spring Perfect, Water Front A-frame on Winery

This serene cabin is on the Ingleside Vineyard's property. Have a glass or two of wine and walk around the vineyards and then retreat to your own private a-frame cabin oasis. A beautiful view of the Roxsbury Estate where abundant wildlife can be viewed all around the property and the pond is stocked and ready to be fished. Within driving distance to wineries, Stratford Hall, George Washington & James Monroe's birthplace, Westmoreland State Park, and the beach town of Colonial Beach.

19–26 Dec

$185 SGD per night

Guest favourite

Guest house in Bushwood

4.92 out of 5 average rating, 144 reviews

Little House by the water

Serenity - Privacy - Beauty - This little house by the water has it all. New Sealy queen size mattress, well equipped kitchen, Cuisinart coffee maker, full oven, glass topped stove, new refrigerator, and fully screened porch with water view. Perfect for 1 or 2 adults looking to get off the grid and recharge. In St. Mary's County,MD, just 90 minutes south of Washington DC. However, the space is small and it is really a studio apartment as I think the pictures make evident.

29 Mar – 5 Apr

$124 SGD per night

Guest favourite

Home in Montross

4.95 out of 5 average rating, 218 reviews

Stunning Lake House Retreat on the Potomac River

This beautiful lakeside home offers the perfect sanctuary for your next retreat, nestled along the Potomac River just two hours from the D.C. metro area. It is spacious enough for any large family gatherings or groups of friends. Lounge with a gorgeous view or start a ping pong/pool game. Whether embarking on your next fishing adventure, kayaking, biking, playing yard games or simply relaxing in our luxurious jacuzzi, your visit will surely be one to remember.

18–25 Sep

$1,031 SGD per night

Guest favourite

Home in Colonial Beach

4.99 out of 5 average rating, 199 reviews

Beach Blonde Cottage

Coastal farmhouse style cottage recently renovated and on "The Point" in Colonial Beach. Located 3 blocks from the water on a quiet street. Downtown attractions are close enough to walk, bike or access by golf cart. Dahlgren per diem welcome.

18–25 Feb

$215 SGD per night

Guest favourite

Guest suite in Colonial Beach

4.97 out of 5 average rating, 262 reviews

Bayview Bungalow

Escape the pace of city life to relaxed and charming Colonial Beach! Come down with your boat and tie up at the dock or get some remote work done with super fast wifi. This space is newly remodeled and ready to be experienced now!

16–23 Dec

$158 SGD per night