Tall Timbers Vacation Rentals

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In four months
Mar 27 - Mar 29

Vacation Rentals in Tall Timbers

Sun loungers, beach towels
Soul Oasis - home on the Chesapeake Bay

Cottage in Lusby

9.8 out of 10, Exceptional, (38)
"Great stay. Teresa was very helpful, the house is fun, and the location is great - nice place to visit."
United States
Samuel W.
$252 nightly
The price is $267
Dec 9 - Dec 10
Total with taxes and fees
Soul Oasis - home on the Chesapeake Bay
Smart TV, books
Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland

Cottage in Point Lookout

9.4 out of 10, Exceptional, (8)
"The house was close to family in the area, so location was great. The house was clean and airy. The door lock was a bit tricky - otherwise all was excellent."
United States
Marc C.
$291 nightly
The price is $321
Jan 5 - Jan 6, 2026
Total with taxes and fees
Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland
House (3 Bedrooms) | Interior
Lakefront Log Cabin Retreat w/ Hot tub + Kayaks!

Cottage in Lusby

3.0 star property
$693 nightly
The price is $770
Dec 6 - Dec 7
Total with taxes and fees
Lakefront Log Cabin Retreat w/ Hot tub + Kayaks!
Fridge, microwave, oven, stovetop
Waterfront home where you can relax or enjoy the things the Northern Neck.

Vacation Home in Lottsburg

10.0 out of 10, Exceptional, (11)
"Property was very nice! Very clean and I especially loved the dual coffee maker!"
United States
Tamara G.
$282 nightly
The price is $303
Dec 6 - Dec 7
Total with taxes and fees
Waterfront home where you can relax or enjoy the things the Northern Neck.
1 bedroom, WiFi, bed sheets
Kentigern Shed at Scotland Yards

Vacation Home in Point Lookout

9.6 out of 10, Exceptional, (155)
"Nice place to stay and very enjoyable environment. Management team is excellent to handle the property. "
United States
william s.
$317 nightly
The price is $339
Dec 6 - Dec 7
Total with taxes and fees
Kentigern Shed at Scotland Yards
Interior
Game Themed Fun! Boats+Beach+King Bd+EV Chrgr

Vacation Home in Montross

10.0 out of 10, Exceptional, (30)
"Comfy, relaxing, beautiful, relaxing vacation home. We went to unwind and the facilities and owners were a delight. Kitchen was super well stocked with everything needed to handle meals for 11 people. Popcorn was a smash. The front door unlocked with our code and we were all ready to expand and kick off 9 days together."
United States
Al F.
$424 nightly
The price is $461
Dec 7 - Dec 8
Total with taxes and fees
Game Themed Fun! Boats+Beach+King Bd+EV Chrgr
Fridge, microwave, oven, stovetop
Luxury Modern Waterfront Retreat

Vacation Home in Montross

9.6 out of 10, Exceptional, (14)
"Very nice inside, love all the windows"
United States
Elizabeth S.
$430 nightly
The price is $468
Dec 8 - Dec 9
Total with taxes and fees
Luxury Modern Waterfront Retreat
Private kitchen
Peaceful tiny home Saltara where you can realx and unwind

Vacation Home in Lexington Park

2.0 star property
$163 nightly
The price is $180
Dec 6 - Dec 7
Total with taxes and fees
Peaceful tiny home Saltara where you can realx and unwind
Interior
4-BR Waterfront Turret Home

Vacation Home in Solomons

2.0 star property
10.0 out of 10, Exceptional, (7)
"Absolutely wonderful home with the best view of the water from nearly every window. It was clean and it had many comfortable bedrooms. Highly recommend this property!!"
United States
Rudy L.
$613 nightly
The price is $677
Dec 14 - Dec 15
Total with taxes and fees
4-BR Waterfront Turret Home
Fridge, microwave, oven, stovetop
Anne & Fred`s Leonardtown Home W/ Arcade room!

Apartment in Leonardtown

9.2 out of 10, Wonderful, (5)
"Nice place to stay. Perfect location for our needs. Suggest noting the hot and cold water flip upstairs, and to add a mirror in the hallway by outlet for blow dryer."
United States
Lauren A.
$547 nightly
The price is $579
Dec 7 - Dec 8
Total with taxes and fees
Anne & Fred`s Leonardtown Home W/ Arcade room!
Microwave, oven, stovetop, dishwasher
Spacious 6-Bedroom Solomons Island Retreat • Walk to Waterfront & Shops

Vacation Home in Solomons

9.6 out of 10, Exceptional, (8)
"Stayed for business, completed our project and enjoyed some local eating spots. "
United States
Justin J.
Spacious 6-Bedroom Solomons Island Retreat • Walk to Waterfront & Shops
Terrace/patio
Charming Waterfront 3-bedroom house in Piney Point

Vacation Home in Piney Point

10.0 out of 10, Exceptional, (1)
"Beautiful newly renovated space with all new appliances, furniture and kitchenware. Comfortable beds, and super clean rooms. Large outside area with new Weber grill, fire pit, and three kayaks. Nice easy to access dock. "
United States
Kit C.
$519 nightly
The price is $573
Dec 6 - Dec 7
Total with taxes and fees
Charming Waterfront 3-bedroom house in Piney Point
Outdoor dining
Luxury 4-Bedroom Waterfront Beachfront Home with Bay Views & Spa

Vacation Home in Point Lookout

2.0 star property
10.0 out of 10, Exceptional, (1)
Luxury 4-Bedroom Waterfront Beachfront Home with Bay Views & Spa
Exterior
Come relax yourself a while

Apartment in Mechanicsville

$532 nightly
The price is $587
Dec 6 - Dec 7
Total with taxes and fees
Come relax yourself a while
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

Solomons Inn Resort & Marina

Solomons Inn Resort & Marina

10/10 Excellent
"All the above. I always have a great stay here."
Nicole 2-night trip
Posted 4 days ago
Solomons Inn Resort & Marina

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, condos, resorts, cabins, villas, motels. 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 low season months. For more hustle and bustle, you may prefer to visit Tall Timbers in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $267 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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.

Explore a world of travel with Expedia

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?

Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp: This vacation home rental near Tall Timbers is located on the beach and has a balcony, a garden, and a barbecue grill to put you at ease 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. You and your friends and family can relax into your vacation with amenities like 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 Saint George Island Beach.

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.