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Tall Timbers Vacation Rentals

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Our top choices for Tall Timbers vacation rentals

Coles Point Marina

Coles Point Marina
2.0 star property
Hague
The price is CA $266
CA $421 total
includes taxes & fees
Jul 6 - Jul 7
Coles Point Marina

Soul Oasis - home on the Chesapeake Bay

Soul Oasis - home on the Chesapeake Bay
Lusby
10.0 out of 10, Exceptional, (54 reviews)
"Cute, sweet spot with a peaceful vibe and lovely view!"
United States
Melinda S.
The price is CA $217
CA $453 total
includes taxes & fees
Jul 8 - Jul 9
Soul Oasis - home on the Chesapeake Bay

Waterfront Retreat | New Private Pier | Remodeled | Epic Sunset Views

Waterfront Retreat | New Private Pier | Remodeled | Epic Sunset Views
Lexington Park
10.0 out of 10, Exceptional, (10 reviews)
"We had a wonderful stay! Beautiful waterfront home with a brand new pier overlooking the river and a perfect sunset. Quiet location, perfectly appointed and great location next to parks, St Mary’s City and campus. Highly recommend!"
United States
Kurt O.
The price is CA $267
CA $566 total
includes taxes & fees
Jul 27 - Jul 28
Waterfront Retreat | New Private Pier | Remodeled | Epic Sunset Views

Rustic 3BR Waterfront Cabin with Firepit + Dock Access

Rustic 3BR Waterfront Cabin with Firepit + Dock Access
Hague
10.0 out of 10, Exceptional, (1 review)
"We were going to an evening event at Stratford Hall (about 25 min away). There is so much history in the area. Beautiful spot on the river. The screened in porch was the bomb! Huge. So relaxing. Well stocked. Easy check out. Do pay attention to room configuration. The bedroom with twins was a loft like area but had the nicer bathroom. We used the kayaks. Had everything we needed. Host communication was great despite Vrbo platform was a challenge."
United States
Paige
The price is CA $398
CA $738 total
includes taxes & fees
Jul 6 - Jul 7
Rustic 3BR Waterfront Cabin with Firepit + Dock Access

2 Bedroom Cottage at Coles Point Marina

2 Bedroom Cottage at Coles Point Marina
Hague
The price is CA $489
CA $607 total
includes taxes & fees
Jul 7 - Jul 8
2 Bedroom Cottage at Coles Point Marina

Anne & Fred`s Leonardtown Home W/ Arcade room!

Anne & Fred`s Leonardtown Home W/ Arcade room!
Leonardtown
9.2 out of 10, Wonderful, (7 reviews)
"Amazing place to stay. Very Very clean ! Great location. Definitely will book this place again "
United States
Christy C.
The price is CA $287
CA $753 total
includes taxes & fees
Jul 8 - Jul 9
Anne & Fred`s Leonardtown Home W/ Arcade room!

Serene semi-private beach - Perfect Summer Getaway - "Bliss on the Bay"

Serene semi-private beach - Perfect Summer Getaway - "Bliss on the Bay"
Point Lookout
9.6 out of 10, Exceptional, (19 reviews)
"A beautiful and sparkly clean home in St Mary's. We were here for a swim meet on a rainy and snowy weekend and enjoyed the kitchen and comfortable beds! It is very peaceful and the sunrises are beautiful."
United States
Melissa W.
Serene semi-private beach - Perfect Summer Getaway - "Bliss on the Bay"

Waterfront 3BR/3BA Getaway: Beach, Dock, Firepit! AMAZING Sweeping VIEWS!

Waterfront 3BR/3BA Getaway: Beach, Dock, Firepit! AMAZING Sweeping VIEWS!
Heathsville
9.6 out of 10, Exceptional, (34 reviews)
"We loved the tranquility of the place, beautiful views, and the unique design of the house. The host was very responsive. It was a very relaxing stay. I am sure we will be coming back soon."
United States
Liudmila U.
The price is CA $359
CA $979 total
includes taxes & fees
Jul 28 - Jul 29
Waterfront 3BR/3BA Getaway: Beach, Dock, Firepit! AMAZING Sweeping VIEWS!

Charming Waterfront 3-bedroom house in Piney Point

Charming Waterfront 3-bedroom house in Piney Point
Piney Point
10.0 out of 10, Exceptional, (4 reviews)
"This property was perfect for our night visiting St. Mary's! Spacious, right on the water, and quiet. Thank you!"
United States
Meira
The price is CA $487
CA $918 total
includes taxes & fees
Jul 28 - Jul 29
Charming Waterfront 3-bedroom house in Piney Point

Hideaway in Hays Beach: Western Sandy Shore of Chesapeake Bay and 5g WiFi!

Hideaway in Hays Beach: Western Sandy Shore of Chesapeake Bay and 5g WiFi!
Point Lookout
10.0 out of 10, Exceptional, (133 reviews)
"Hideaway at Hayes Beach was amazing It was a wonderful place to spend Christmas with our family. We were lucky enough to get snow! My husband and I enjoy walking so it was a prefect place to for it. Would definitely recommend this place"
United States
April T.
The price is CA $497
CA $940 total
includes taxes & fees
Jul 19 - Jul 20
Hideaway in Hays Beach: Western Sandy Shore of Chesapeake Bay and 5g WiFi!

Waterfront, Kayak, Beach, Game room, Potomac 2hr DC, Dogs+EV OK

Waterfront, Kayak, Beach, Game room, Potomac 2hr DC, Dogs+EV OK
Montross
10.0 out of 10, Exceptional, (5 reviews)
"Beautiful home, very clean and comfy "
United States
Julie P.
The price is CA $422
CA $904 total
includes taxes & fees
Jul 6 - Jul 7
Waterfront, Kayak, Beach, Game room, Potomac 2hr DC, Dogs+EV OK

Lakefront A-Frame: Private Dock, Kayaks & Sauna – Sleeps 12, Chesapeake Bay

Lakefront A-Frame: Private Dock, Kayaks & Sauna – Sleeps 12, Chesapeake Bay
Lusby
9.6 out of 10, Exceptional, (12 reviews)
"The home was lovely and very quiet location. My sister and I were caring for our mom after discharge from hospital and it was very convenient. Would stay there again. "
United States
Tova A.
The price is CA $655
CA $1,224 total
includes taxes & fees
Jul 6 - Jul 7
Lakefront A-Frame: Private Dock, Kayaks & Sauna – Sleeps 12, Chesapeake Bay

4-BR Waterfront Turret Home

4-BR Waterfront Turret Home
Solomons
10.0 out of 10, Exceptional, (8 reviews)
"Beautiful house. Beautiful scenery. Everything was perfect. "
United States
Thomas S.
The price is CA $567
CA $1,207 total
includes taxes & fees
Jul 6 - Jul 7
4-BR Waterfront Turret Home

Waterfront Reset: Views, Games, Boats & Total Calm

Waterfront Reset: Views, Games, Boats & Total Calm
Montross
10.0 out of 10, Exceptional, (36 reviews)
"Great spot"
United States
SHAWN W.
The price is CA $652
CA $1,128 total
includes taxes & fees
Jul 28 - Jul 29
Waterfront Reset: Views, Games, Boats & Total Calm

Lakefront Cabin near Solomons Island w/ Hot Tub

Lakefront Cabin near Solomons Island w/ Hot Tub
Lusby
10.0 out of 10, Exceptional, (1 review)
"We had such a wonderful stay at Diana’s lake house! The view of the lake is absolutely beautiful waking up to that peaceful scenery every morning was one of the highlights of our trip.The property has a charming rustic feel while still offering all the amenities you could need. It felt cozy and comfortable, yet fully equipped for a relaxing getaway. We especially loved being able to kayak right from the area such a perfect way to enjoy the water and the surroundings.Diana was an exceptional...
United States
rakesh s.
The price is CA $660
CA $1,648 total
includes taxes & fees
Jul 6 - Jul 7
Lakefront Cabin near Solomons Island w/ Hot Tub

Lakefront Log Cabin Retreat w/ Hot tub + Kayaks!

Lakefront Log Cabin Retreat w/ Hot tub + Kayaks!
3.0 star property
Lusby
The price is CA $777
CA $1,624 total
includes taxes & fees
Jul 6 - Jul 7
Lakefront Log Cabin Retreat w/ Hot tub + Kayaks!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Tall Timbers Hotel Reviews

Find out more about Tall Timbers

Everything you need to know about Tall Timbers vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Tall Timbers vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Tall Timbers vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Tall Timbers vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Tall Timbers. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Tall Timbers vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Tall Timbers vacation rentals we have selected for you start as low as CA $453 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Tall Timbers rentals

At Expedia, we put the best Tall Timbers vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Tall Timbers rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Tall Timbers vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Tall Timbers. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a vacation rental in Tall Timbers?

Yes, we offer vacation rentals near the most popular local attractions in Tall Timbers, or you can choose a secluded option if you're looking for a relaxing stay.

What's the top vacation rental in Tall Timbers?

Coastal Retreat Near Solomon’s Island, Water View & Semi-Private Beach, Sleeps 6: This vacation home rental near Tall Timbers offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

What’s there to see and do in Tall Timbers?

While exploring the area, visit family-friendly sights like Michael P. O'Brien Athletics and Recreation Center, or get outside and enjoy nature at Piney Point Beach. In the larger area, you’ll find Piney Point Lighthouse and Coles Point Marina.

What’s a vacation rental in Tall Timbers like?

A vacation rental is a private property you can book for a few weeks or just a few days in Tall Timbers. Vacation rentals offer amenities such as laundry facilities and kitchens so you'll have a home away from home. If you're concerned about a clean environment, a vacation rental can provide a sense of security away from public hotel elevators and busy lobbies while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular option for family gatherings.