Tall Timbers Vacation Rentals

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Check prices for these dates

Tonight
Jun 18 - Jun 19
Tomorrow
Jun 19 - Jun 20
This weekend
Jun 20 - Jun 22
Next weekend
Jun 27 - Jun 29

Vacation Rentals in Tall Timbers

Potomac Rvr Woodland Cottage, Polite Pets welcomed, Central Air, Stunning Sunset
Terrace/patio

Potomac Rvr Woodland Cottage, Polite Pets welcomed, Central Air, Stunning Sunset

9.8 out of 10, Exceptional, (53)
"This was our second stay to visit family nearby for our annual 4th of July gathering. The cottage is clean, cozy, and comfortable. The owners are fantastic communicators and made sure we had everything we needed. We won’t hesitate to stay again in the future."
Potomac Rvr Woodland Cottage, Polite Pets welcomed, Central Air, Stunning Sunset
Waterfront Wildlife Retreat on the Patuxent River
Interior

Waterfront Wildlife Retreat on the Patuxent River

10.0 out of 10, Exceptional, (164)
"The Waterfront Retreat on the Patuxent River is better than advertised. Our whole family stayed -- everyone loved it! It was clean, comfortable, with everything needed to stay comfortably, sleep, eat, relax and use as a home base for exploring. Solomons Island and the surrounding area was filled with lots of fun things to do (restaurant's, museums, history, boating, walking, etc.). "
Waterfront Wildlife Retreat on the Patuxent River
Belle of the Chesapeake Bay
Beach

Belle of the Chesapeake Bay

9.2 out of 10, Wonderful, (12)
"This was a great place to stay in a quiet neighborhood, a short drive from Calvert Cliffs State Park. Plenty of space for four adults. We could have stayed longer and would not hesitate to book again."
Belle of the Chesapeake Bay
Where peace is sitting by the moonlight
Sun loungers

Where peace is sitting by the moonlight

9.8 out of 10, Exceptional, (86)
"Property was as expected. Enjoyed the quiet area - relaxing visit !"
Where peace is sitting by the moonlight
Bay view from Calvert Cliffs, Solomons Island & State Park nearby
Smart TV, fireplace

Bay view from Calvert Cliffs, Solomons Island & State Park nearby

10.0 out of 10, Exceptional, (43)
"Awesome home wnd location! Would stay again!"
Bay view from Calvert Cliffs, Solomons Island & State Park nearby
Lottsburg's Landing - Your Waterfront Escape on Wrights Cove
Beach

Lottsburg's Landing - Your Waterfront Escape on Wrights Cove

10.0 out of 10, Exceptional, (2)
"Plenty of room for the whole family. Huge kitchen and dining area. Location is ideal on Wright’s Cove."
Lottsburg's Landing - Your Waterfront Escape on Wrights Cove
𝑩𝑨𝒀 𝑺𝑰𝑫𝑬 𝑹𝑬𝑻𝑹𝑬𝑨𝑻 𝐇𝐀𝐘𝐒 𝐁𝐄𝐀𝐂𝐇 step of your porch into the sand 𝐂𝐇𝐄𝐒𝐀𝐏𝐄𝐀𝐊𝐄 𝐁𝐀𝐘
Property grounds

𝑩𝑨𝒀 𝑺𝑰𝑫𝑬 𝑹𝑬𝑻𝑹𝑬𝑨𝑻 𝐇𝐀𝐘𝐒 𝐁𝐄𝐀𝐂𝐇 step of your porch into the sand 𝐂𝐇𝐄𝐒𝐀𝐏𝐄𝐀𝐊𝐄 𝐁𝐀𝐘

10.0 out of 10, Exceptional, (112)
"Wonderful stay with attentive host."
𝑩𝑨𝒀 𝑺𝑰𝑫𝑬 𝑹𝑬𝑻𝑹𝑬𝑨𝑻 𝐇𝐀𝐘𝐒 𝐁𝐄𝐀𝐂𝐇 step of your porch into the sand 𝐂𝐇𝐄𝐒𝐀𝐏𝐄𝐀𝐊𝐄 𝐁𝐀𝐘
Discounted Summer & Fall Dates: The Hideaway in Hays Beach - Chesapeake Bay
Fridge, microwave, oven, stovetop

Discounted Summer & Fall Dates: The Hideaway in Hays Beach - Chesapeake Bay

10.0 out of 10, Exceptional, (114)
"It was a great stay!"
Discounted Summer & Fall Dates: The Hideaway in Hays Beach - Chesapeake Bay
Waterfront Relaxing Getaway
Fridge, microwave, oven, stovetop

Waterfront Relaxing Getaway

9.8 out of 10, Exceptional, (19)
"Nice house, beautiful waterfront property, great host. No complaints whatsoever, highly recommend. "
Waterfront Relaxing Getaway
Sea Glass Beach House! Large sand beach, dock and hot tub! Pets welcome!
Property grounds

Sea Glass Beach House! Large sand beach, dock and hot tub! Pets welcome!

10.0 out of 10, Exceptional, (23)
"Great stay, easy check-in/check-out, highly recommend"
Sea Glass Beach House! Large sand beach, dock and hot tub! Pets welcome!
An amazing large group vacation home with with elevator and breathtaking views.
Dining

An amazing large group vacation home with with elevator and breathtaking views.

10.0 out of 10, Exceptional, (2)
"The house was great for our gathering with family of close friends. It was exactly as shown in the picture and had all the conveniences. We had a great time. Would highly recommend it. "
An amazing large group vacation home with with elevator and breathtaking views.
Soul Oasis - home on the Chesapeake Bay
Sun loungers, beach towels

Soul Oasis - home on the Chesapeake Bay

9.8 out of 10, Exceptional, (27)
"The A-frame cottage was clean and comfortable. I was accompanied by my son and two grandchildren (ages 12 and 14), and we really loved it. We went fishing in bay at the beach area below the cottage, and also did a lot of fossil hunting along the cliffs, which are breathtaking. Our host Teresa was extremely helpful and welcoming. We will definitely be going back!"
The price is ￥14,974
￥37,601 total
includes taxes & fees
Jun 23 - Jun 24
Soul Oasis - home on the Chesapeake Bay
New! Cozy River Cottage with great views of the water!
Interior

New! Cozy River Cottage with great views of the water!

9.8 out of 10, Exceptional, (7)
"A very nice house with an amazing view 10/10 recommend"
New! Cozy River Cottage with great views of the water!
The Beach Retreat is a cozy beach Villa with Hottub overlooking a private beach.
Outdoor spa tub

The Beach Retreat is a cozy beach Villa with Hottub overlooking a private beach.

10.0 out of 10, Exceptional, (34)
"Quick weekend getaway from Annapolis and wanted to bring the pups. Very dog friendly with great access to the water."
The Beach Retreat is a cozy beach Villa with Hottub overlooking a private beach.
Relax & Renew in a WATERFRONT Cottage , private pier, kayaks, fishing, wineries.
Terrace/patio

Relax & Renew in a WATERFRONT Cottage , private pier, kayaks, fishing, wineries.

10.0 out of 10, Exceptional, (51)
"All around very clean, quiet and enjoyable place to stay."
Relax & Renew in a WATERFRONT Cottage , private pier, kayaks, fishing, wineries.
Waterfront - renovated 3 bedrooms 2 full baths cottage
Property grounds

Waterfront - renovated 3 bedrooms 2 full baths cottage

9.8 out of 10, Exceptional, (44)
"We enjoyed the location and being on the water. We like small towns. If you like crabcakes, ScuttleButts has some excellent ones. A bit expensive but very good."
Waterfront - renovated 3 bedrooms 2 full baths cottage
WATERFRONT!!! The River's Roost on The Patuxent River
Fridge, microwave, oven, stovetop

WATERFRONT!!! The River's Roost on The Patuxent River

10.0 out of 10, Exceptional, (22)
"Great stay, beautiful spot. We will be back for sure."
WATERFRONT!!! The River's Roost on The Patuxent River
Cozy Virginia Potomac Riverfront Cottage
Dining

Cozy Virginia Potomac Riverfront Cottage

9.8 out of 10, Exceptional, (34)
"Clean, comfortable, quiet, and what a beautiful spot on the river! Thank you 😊 "
Cozy Virginia Potomac Riverfront Cottage
Private Beach Front Getaway at The Sunshine Beach Cottage.
On the beach, sun loungers, beach towels

Private Beach Front Getaway at The Sunshine Beach Cottage.

9.8 out of 10, Exceptional, (69)
"Beautifully appointed cottage. Literally right on the water. Quiet, serene and relaxing. Loved it and will be back!"
Private Beach Front Getaway at The Sunshine Beach Cottage.
High River Bank with $1M Sunset View, 3 min to College
Terrace/patio

High River Bank with $1M Sunset View, 3 min to College

10.0 out of 10, Exceptional, (1)
"I recently stayed at this property and had a wonderful experience. Trey was a terrific host. The location is fantastic, offering easy access to St. Mary’s College. The water view and sunsets were amazing. The cleanliness of the property was impeccable and the host did a great job of stocking the house with everything we needed. The full kitchen with labeled drawers made cooking easy. The house was roomy and the beds were extremely comfortable. It is a great set up for families. Overall, I highly...
The price is ￥41,370
￥73,474 total
includes taxes & fees
Jun 19 - Jun 20
High River Bank with $1M Sunset View, 3 min to College
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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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?

Belle of the Chesapeake Bay: This vacation home rental near Tall Timbers offers a patio, an arcade game room, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

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

While exploring the area, visit family-friendly sights like Kinsale Museum, or get outside and enjoy nature at Piney Point Beach. In the larger area, you’ll find Piney Point Lighthouse and Dennis 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.