Search Vacation Homes in Tall Timbers

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Compare 181 Vacation Homes in Tall Timbers with updated reviews, rates, and availability.

2 Mi to Lighthouse: Waterfront Home w/ Dock!

9.0 out of 10, Wonderful, (32)
"Great location to downtown Solomons Island Center."
2 Mi to Lighthouse: Waterfront Home w/ Dock!

**FAMILY FRIENDLY CREEKSIDE GETAWAY - HIDEAWAY AND ENJOY THE FAMILY MOMENTS**

10.0 out of 10, Exceptional, (187)
"We had a very relaxing weekend celebrating my 60th birthday. Ray was such a terrific host. Everything about the property and the owner was spectacular!!"
**FAMILY FRIENDLY CREEKSIDE GETAWAY - HIDEAWAY AND ENJOY THE FAMILY MOMENTS**

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

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

10.0 out of 10, Exceptional, (21)
"Great stay, beautiful spot. We will be back for sure."
WATERFRONT!!! The River's Roost on The Patuxent River

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 SARĀ 896
SARĀ 1,717 total
includes taxes & fees
15 Jun - 16 Jun
High River Bank with $1M Sunset View, 3 min to College

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

9.8 out of 10, Exceptional, (52)
"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

2 Acre Oasis with Private Beach! Family and dog friendly!

10.0 out of 10, Exceptional, (50)
"Really nice spot, beautiful scenery. Plenty of space for two families! Fire pit was a big hit during that chilly weather. "
2 Acre Oasis with Private Beach! Family and dog friendly!

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

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

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

9.8 out of 10, Exceptional, (26)
"Amazing and perfect getaway from DC. Had such a relaxing time floating in the river, we can’t wait to come back. Wonderful vacation rental, worth it and more!"
The price is SARĀ 902
SARĀ 2,450 total
includes taxes & fees
29 May - 30 May
Waterfront 3BR/3BA Getaway: Beach, Dock, Firepit! AMAZING Sweeping VIEWS!

Stunning Water Front Home with Private Dock and Beach and Sunsets

9.8 out of 10, Exceptional, (20)
"The property is perfect for family gatherings "
Stunning Water Front Home with Private Dock and Beach and Sunsets

Waterfront on Hacks Creek next to Vir-Mar Beach on the Chesapeake Bay

9.8 out of 10, Exceptional, (46)
"We had a great time at my Blue Heaven. Nicely stocked kitchen, plenty of room inside and out. The kids ages 8 to 2 loved the bikes, games and puzzles. The beach was so close. Make sure to check out the stars at night AMAZING!"
Waterfront on Hacks Creek next to Vir-Mar Beach on the Chesapeake Bay

House Right on the Potomac River - Great Sunrises & Sunsets

10.0 out of 10, Exceptional, (89)
"Enjoyed our stay! Property was lovely and ample room for all."
House Right on the Potomac River - Great Sunrises & Sunsets

Stunning secluded Luxury waterfront cottage with private deep water pier!

10.0 out of 10, Exceptional, (75)
"Great location. Spacious and clean. Easy checking in and communicate with owner."
Stunning secluded Luxury waterfront cottage with private deep water pier!

Chesapeake Bay Paradise 'Bliss on the Bay' in Scotland-Kayak, Relax & Reconnect!

9.2 out of 10, Wonderful, (10)
"Wow, this stay was everything we could have imagined and more. The house was perfect and super clean. The real sell for me was proximity to a quiet beach! So special, and Trish was beyond an amazing host!"
Chesapeake Bay Paradise 'Bliss on the Bay' in Scotland-Kayak, Relax & Reconnect!

Waterfront, hot tub, screen porch, kayaks, SUP, pier fishing, private feel

10.0 out of 10, Exceptional, (23)
"Loved the home! Quiet and peaceful!! Chris is a fabulous host!!! Would def stay again in the future!"
Waterfront, hot tub, screen porch, kayaks, SUP, pier fishing, private feel

Beachy Maryland A-Frame: Steps to Chesapeake Bay!

10.0 out of 10, Exceptional, (12)
"The home is absolutely beautiful and Dina is a great host. My family and I have full intentions of coming back!"
Beachy Maryland A-Frame: Steps to Chesapeake Bay!

Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp

9.8 out of 10, Exceptional, (63)
"Property was exactly as advertised. Charming Farmhouse with plenty of space situated on a large property with a private beach. We even enjoyed some of the local restaurants, Captain Pat's Seafood and Tacos Haciendas."
Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp

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

9.6 out of 10, Exceptional, (5)
"A very nice house with an amazing view 10/10 recommend"
New! Cozy River Cottage with great views of the water!

Waterfront Wildlife Retreat on the Patuxent River

10.0 out of 10, Exceptional, (163)
"Clean and nice location. Worked perfectly for our visit to the area to spend time with our daughter, son-in-law, and two perfect grandsons. Thank you for sharing your beautiful home and location. "
Waterfront Wildlife Retreat on the Patuxent River
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.
Save an average of 15% on thousands of hotels when you're signed in