Pet-friendly holiday rentals in Colonial Beach

A charming yellow cottage is surrounded by well-kept green grass and flower beds. The screened front porch features open spaces for seating, while a stone pathway leads to the entrance. An American flag is displayed, and trees provide a natural border around the property.

4.97 out of 5 average rating, 145 reviews

Sunnyside Up - Dog Friendly Waterfront Cottage

Our classic cottage has beautiful expansive views of the Potomac River. Wake up to stunning sunrises & enjoy coffee in our screened front porch, or sit & relax on our own private pier. Our home is equipped with comfortable linens, a fully stocked kitchen, Smart TV, Wi-Fi, & a secluded outdoor dining area with a gas grill, fire pit & fenced yard. We are just blocks away from the public beach, downtown shops, boardwalk, and restaurants. Golf cart rentals can be reserved thru local companies

4.91 out of 5 average rating, 118 reviews

A wooden dock extends into calm waters, showcasing a boat moored at the end. The serene surface reflects the pastel colors of the sky during dusk. Wooden posts line the edges of the dock, enhancing the tranquil setting.

Home in Newburg

The River House, a Wicomico Beach Retreat

Located right on the water of the Wicomico River with a private sandy beach, The River House will become your favorite retreat! This 5 bdrm, 3 bath fully stocked home has all the convenience of modern construction (including wifi) but maintains the vintage charm of the original property. The acre+ plot is very private with spectacular forest & water views. Fun can be found in every direction and for all ages! It has two bottom floor bed/bath combos, plus a fabulous sleeping loft for the kids!

A spacious bedroom features a large wooden bed with a light comforter and decorative pillows. Two leather benches are positioned at the foot of the bed. Natural light fills the room through large windows adorned with wooden shades, and a ceiling fan adds to the comfort.

4.98 out of 5 average rating, 121 reviews

3N+ PROMO Waterfront | Gamerm+Firepit | Dog+EV OK

*Ask about our 3+ Night promotions* ☀️ Waterfront 🛶 Kayak/Paddleboard 👨‍🍳 Gas griddle ⛱️ 3 Community Beaches 🔥 Fire pit 🐶 Dogs OK 🎯 Gameroom ⚡️EV Outlet If you're looking to take a break or connect with nature, the Riverside Retreat in Montross, VA offers a peaceful sanctuary that is perfect for families, small groups, & couples Relax - Star Gaze - Kayaks/Paddleboard - Hike - Fish - Swim - Beach & more! Book your getaway today or ❤️ us for next time!

4.78 out of 5 average rating, 104 reviews

A view from inside the boathouse showcases a wooden dock extending into the water, with trees lining the bank in the background. Soft lighting is provided by hanging lanterns, and decorative plants add a natural touch to the scene.

Houseboat in Hollywood

Charming Rustic Boathouse right on the Water!

Welcome to the Boathouse!! By offering kayaks, swimming, crabbing/fishing opportunity, a beautiful ambiance for drinks and dinner straight on the water and having almost any water adventure right at your fingertips, this glamping (glamour-camping) bungalow on the water is perfect for just about anyone with an adventurous nature-loving spirit! We encourage you to eat what you catch! And even bring your own boat and stay in one of our boat slips! Minutes from Solomons Island by Boat or Car!

4.88 out of 5 average rating, 129 reviews

A serene scene captures a lone goose standing on a wooden dock. The still water reflects the dock's structure and posts, creating a mirrored effect. The surrounding area features additional posts rising from the water, contributing to a peaceful waterfront atmosphere.

Home in Tall Timbers

Old World Cottage/Fabulous Sunsets/Polite Pets OK

Immaculate cottage with old world detail and large stone patio. Easement to water to enjoy the fantastic Southern Maryland sunsets dipping beyond the Potomac River. Situated in St Mary’s County near Piney Point and St George’s Island. A short walk to Tall Timbers Marina. Boats and polite pets are welcome with prior approval. Central heat & air conditioning, Front-yard fire-pit, Fast Internet, Smart TVs, Cable 2 Plastic Kayaks Fully stocked Kitchen, and bedding Crab net Fish Table

4.95 out of 5 average rating, 167 reviews

The a-frame cabin is framed by lush green trees, set in a serene natural environment. Large windows are visible on the cabin's façade, enhancing the connection with the surrounding landscape. Sunlight filters through the foliage, casting gentle light on the cabin's exterior.

Cabin in Colonial Beach

Summer 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.

A contemporary cottage rests by tranquil water, surrounded by trees. A spacious deck with white railings adjoins the home, leading down to the water’s edge. A small blue kayak is positioned nearby, complementing the serene landscape reflected in the water.

5 out of 5 average rating, 123 reviews

Waterfront Cottage in Colonial Beach at Placid Bay

Luxury Cottage with private water views full of natural wildlife. You will love the open floor plan with a chef's kitchen stocked with All the essentials including beverages and coffee. Sleep late with private bedrooms that include luxurious bedding Enjoy the expansive outdoor space complete with Patio, Pergola, Fire Pit, and large deck with outdoor kitchen. Walk down to the 28ft foot dock where you can fish, relax in the sun or take the Kayaks for a ride Close to DC and NOVA

A private beach area is depicted with soft, sandy ground, featuring two beach chairs under a blue umbrella. Calm waters extend to the horizon, complemented by a wooden dock and a distant view of the opposite shore under a clear, blue sky.

4.92 out of 5 average rating, 221 reviews

The Glebe

This 3br 2ba home with own private beach is nestled off of the Potomac River and boasts serene and expansive views. Sunbathe on the private beach, cool off in the water, go fishing/crabbing from the dock, or just listen to the waves crash. Whatever it is, you’ll find it absolutely relaxing. Be sure to explore local wineries, breweries, shops and enjoy the community pool and tennis court. It's the perfect getaway house for couples/families or anyone looking for a serene weekend.

A spacious outdoor area is equipped with shaded seating, including a sofa set and a coffee table, arranged on a patterned rug. A hammock hangs in the background, and a fenced yard provides a private setting, surrounded by trees for a tranquil atmosphere.

4.98 out of 5 average rating, 120 reviews

Riverview on the Potomac

Relax and unwind at 'Riverview on the Potomac'. • 5 mins drive to pier and beach access • 15 min to Ingleside Vineyards • Fully equipped backyard with outdoor kitchen, bar, hammock swings, fire pits, and plenty of seating to enjoy with your family and friends • Large jet tub in the master bathroom • Beach necessities (toys, wagon, chairs, umbrella) • Family Friendly: high chair, pack-n-play, baby gate, and board games • Two dedicated workspaces for days you need to work

4.99 out of 5 average rating, 111 reviews

The exterior of a two-story duplex is featured, showcasing a light brown facade with white trim. A peach-colored front door is visible, adorned with a decorative lantern. Several windows are framed by black shutters, and greenery lines the pathway leading to the entrance.

Townhouse in Leonardtown

Charming Duplex in the heart of Leonardtown

This bright, stylish duplex is the perfect base to explore St Mary’s county. Nestled in downtown Leonardtown , this contemporary living space has everything to make you feel at home – WiFi, Netflix, washer and dryer, queen size beds in 2 of the 3 bedrooms, two twin beds in the 3rd. Kitchen is well equipped with just about everything you might need including basic spices, sugar and cooking oil. Spend your evenings relaxing on the back deck under the soft lighting.

Cottage in Colonial Beach

A charming blue cottage features a spacious front deck with wooden railings and steps leading up to the entrance. Large windows allow for ample natural light, while the surrounding grass lawn and trees enhance the outdoor setting.

4.84 out of 5 average rating, 119 reviews

Bungalow Private Beach & Dock Colonial Beach Water

Furnished, 2 bedrooms (2 queen) & one bath with private dock privileges for fishing crabbing & boating. Water view from the deck & private beach access steps away. 3 Blocks to Town, Walk to restaurants, playground & casino. Sit on the deck that wraps around the home & overlooks the water. Large grass yard to play games , cookout, or sit by the fire. There is a full kitchen & washer/dryer. Just renovated. Golf cart available to rent. Linens included.

The two-story home is framed by lush greenery, with well-maintained shrubs lining the front. A welcoming porch features white railings and multiple steps leading to the entrance. The exterior consists of light-colored siding, contributing to the charming appeal of the property.

4.94 out of 5 average rating, 159 reviews

‘Pipe Dream’ - 3BD/2.5BTH - Awesome water view!

'Pipe Dream' is a unique two-story home in Colonial Beach, perfect for multiple families. This 3BD/2.5BTH house faces Monroe Bay, offering stunning sunset views of the water from both the first and second-story porches. The first floor includes a living room, kitchen, dining area, and the main bedroom. The second floor features a spacious recreation room, giving adults and children their own areas to relax and enjoy.

Popular amenities for Colonial Beach pet-friendly home rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.96 out of 5 average rating, 24 reviews

The charming exterior of the house features a welcoming front porch with two white rocking chairs and a swing. Lush greenery surrounds the property, complementing the home's light-colored siding and blue shutters. A pathway leads to the front door, enhancing accessibility.

Home in Kinsale

Nature's Retreat

A modern dining area features a wooden table with seating for six, surrounded by light green chairs. A comfortable gray sofa with decorative pillows is positioned nearby. A large flat-screen TV hangs on the wall, complemented by natural light streaming through two windows.

5 out of 5 average rating, 23 reviews

River Rock - Walk to Beach

A spacious bedroom features a large bed covered with a colorful patterned blanket. Natural light filters through sheer curtains, illuminating the room. A wooden dresser is positioned opposite a mirrored vanity, while an air conditioning unit and an entertainment center are visible in the corner.

4.94 out of 5 average rating, 18 reviews

The Casita at Colonial Beach

A charming exterior of a cottage is showcased with a welcoming porch. White railings outline the entrance, with comfortable seating visible. A small American flag is displayed on the right, surrounded by manicured lawn and greenery, enhancing the inviting landscape.

5 out of 5 average rating, 14 reviews

The Castaway Cottage

An aerial view captures a charming single-story home nestled among lush greenery, with a panoramic view of Mattox Creek extending to the Potomac. The well-maintained landscaping and surrounding trees create a peaceful setting, highlighting the home's proximity to the water.

4.9 out of 5 average rating, 71 reviews

Waterfront Home w/ Private Dock!

An aerial view showcases the expansive property bordered by a winding river, surrounded by vibrant foliage in autumn colors. Open fields and mature trees are visible, providing a sense of spaciousness and privacy. The tranquil water reflects the seasonal hues, enhancing the serene landscape.

4.85 out of 5 average rating, 140 reviews

Potomac Waterfront Home and Estate

A spacious yard features a row of six Adirondack chairs facing the water, under the shade of large trees. The calm river reflects the greenery surrounding it, creating a serene setting for relaxation and outdoor gatherings.

4.99 out of 5 average rating, 76 reviews

Serene, well-appointed waterfront retreat

A peaceful bayfront view is presented during sunset, with a wooden dock extending into the water. A full moon illuminates the scene, casting reflections on the surface. Grassy areas and reeds frame the scenery, creating a tranquil atmosphere with nearby houses visible in the background.

5 out of 5 average rating, 12 reviews

Tranquility Bay – Your Peaceful Bayfront Escape!

Pet-friendly home rentals with a pool

Home in Charlotte Hall

5 out of 5 average rating, 22 reviews

Entire Home - Between Washington, DC & Amish Farms

A charming riverfront home is framed by lush greenery and colorful flowerpots. A welcoming pathway leads to the front door, flanked by well-maintained garden beds. The expansive porch invites relaxation, with captivating views of the serene landscape visible in the distance.

4.97 out of 5 average rating, 31 reviews

New Private Beachfront panoramic view every window

A single-story home showcases a light gray exterior and a front porch with white railings. Large windows invite natural light, and a gravel driveway leads to a two-car garage. The yard is spacious, surrounded by trees and green grass, contributing to a serene setting.

Harbor Hideaway

4.97 out of 5 average rating, 61 reviews

A spacious rooftop deck is presented, featuring comfortable seating arranged around a fire pit. A patterned area rug adds texture to the wooden surface. Clear views of the sky and surrounding greenery create an inviting atmosphere for relaxation.

Condo in Colonial Beach

Rooftop bay and river views

The exterior of the house is showcased, featuring a front stone chimney and a welcoming turquoise door. A spacious lawn surrounds the property, with a driveway visible to the right. Trees are seen in the background, highlighting the peaceful neighborhood setting.

4.97 out of 5 average rating, 30 reviews

Stay&Play:Games, Pool, FirePit, Beach & Boardwalk!

4.98 out of 5 average rating, 50 reviews

An open living space features a modern kitchen with stainless steel appliances and white cabinetry. A wooden dining table with light-colored chairs is positioned centrally, accompanied by a cozy seating area. Large windows provide natural light and a view of the adjoining four-season porch.

Cottage in Montross

Harbor Cottage

A single-story home is presented, featuring a white exterior with green shutters. A well-kept lawn surrounds the property, while neatly trimmed bushes and small trees enhance the landscape. A pathway leads to the entrance, inviting guests into the serene atmosphere.

4.86 out of 5 average rating, 7 reviews

Slice Of Heaven

4.97 out of 5 average rating, 63 reviews

A tranquil beach scene captures the riverfront at sunset, with soft, sandy shores leading to calm waters. Wooden docks extend into the water, silhouetted by the setting sun. Gentle waves reflect light, offering a serene atmosphere for relaxation.

Villa in Hague

Sea Glass Paradise

Private, pet-friendly home rentals

Apartment in Broomes Island

A scenic marina is depicted at sunset, with boats gently bobbing in the water beneath vibrant orange and pink skies. The wooden dock extends into the water, and reflections of the clouds and boats create a tranquil ambiance. An American flag is visible in the background.

5 out of 5 average rating, 46 reviews

Beautiful waterfront apartment in Broomes Island

4.97 out of 5 average rating, 61 reviews

Fall Sale: Game Theme+Boats+Beach+King Bd+EV Chrgr

4.92 out of 5 average rating, 87 reviews

An aerial view of a waterfront property showcases a red-roofed home bordered by lush green grass. A private pier extends into the calm water, while a play area with a playset sits adjacent to the house, emphasizing the outdoor living space along the Potomac River.

Home in Newburg

Peaceful waterfront home, 1-hour from DC

4.83 out of 5 average rating, 6 reviews

Pet Friendly*Walk to Water*Fire Pit*Outdoor Space

4.95 out of 5 average rating, 81 reviews

A spacious wooden deck is showcased, extending from the house and featuring several outdoor chairs arranged around a table. The sun sets in the background, casting a warm glow over the grassy yard and the nearby water, enhancing the serene ambiance.

Home in Leonardtown

The River House: A private waterfront oasis…

4.96 out of 5 average rating, 27 reviews

A historic farmhouse, painted in soft yellow, features a welcoming front porch with ample seating. Green shutters adorn the windows, and a grassy area extends in front, creating a tranquil outdoor setting. The surrounding trees and open land enhance the peaceful ambiance.

Farm stay in Newburg

Renovated Waterfront Farmhouse

A circular stone fire pit is surrounded by six blue Adirondack chairs, set on a brick patio. The spacious yard features grass and trees, with a glimpse of the house in the background and colorful clouds in the evening sky.

5 out of 5 average rating, 90 reviews

Lovely 5 bedroom home, TVs in all bedrooms.

The exterior of a two-story colonial-style vacation rental is depicted, featuring a large front porch with red seating. Lush green grass and blooming flowers line the pathway, contributing to a serene outdoor setting. Large windows allow natural light into the home, enhancing its inviting look.