Estia Villas - Vacation Rentals in Tall Timbers
House
10.0
(
100 Reviews
)
6 Bedrooms
3 Bathrooms
25 Guests
3100 ft²
-
Private Pool -
Fireplace/Heating -
Pool -
Ocean View
US $485
/Night
7 Nights - $3,395
10.0
(
1 Review
)
3 Bedrooms
1 Bathroom
7 Guests
1302.43 ft²
-
Oceanfront -
Fireplace/Heating
-
Ocean View
-
View
US $324
/Night
7 Nights - $2,268
US $352
/Night
7 Nights - $2,463
House
10.0
(
80 Reviews
)
5 Bedrooms
4 Bathrooms
9 Guests
-
Private Pool
-
Hot Tub -
Fireplace/Heating
-
Pool
US $976
/Night
7 Nights - $6,832
House
10.0
(
59 Reviews
)
4 Bedrooms
2 Bathrooms
10 Guests
-
Oceanfront
-
Fireplace/Heating
-
Ocean View
-
Balcony/Terrace
US $672
/Night
7 Nights - $4,701
House
10.0
(
36 Reviews
)
4 Bedrooms
2 Bathrooms
7 Guests
2200 ft²
-
Hot Tub
-
Fireplace/Heating
-
Ocean View
-
Balcony/Terrace
US $426
/Night
7 Nights - $2,984
House
10.0
(
31 Reviews
)
6 Bedrooms
3 Bathrooms
16 Guests
5200 ft²
-
Oceanfront
-
Hot Tub
-
Fireplace/Heating
-
Pool
US $1,618
/Night
7 Nights - $11,325
Apartment
10.0
(
22 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
512 ft²
-
Hot Tub
-
Fireplace/Heating
-
Balcony/Terrace
-
Pet Friendly
US $164
/Night
7 Nights - $1,150
See More Tall Timbers Vacation Rentals
Luxury Places to Stay in Tall Timbers
Over 64+
Luxury Places to Stay in or Near Tall Timbers
House
9.6
(
7 Reviews
)
8 Bedrooms
4 Bathrooms
21 Guests
6000 ft²
-
Oceanfront
-
Hot Tub
-
Fireplace/Heating
-
Pool
US $1,530
/Night
7 Nights - $10,709
House
10.0
(
13 Reviews
)
7 Bedrooms
6 Bathrooms
21 Guests
-
Oceanfront
-
Hot Tub
-
Spa -
Fireplace/Heating
US $1,127
/Night
7 Nights - $7,888
House
10.0
(
12 Reviews
)
5 Bedrooms
3 Bathrooms
12 Guests
4200 ft²
-
Private Pool
-
Fireplace/Heating
-
Pool
-
Ocean View
US $1,055
/Night
7 Nights - $7,384
Cottage
9.8
(
19 Reviews
)
4 Bedrooms
2 Bathrooms
12 Guests
-
Fireplace/Heating
-
Ocean View
-
Balcony/Terrace
-
View
US $813
/Night
7 Nights - $5,690
House
9.8
(
31 Reviews
)
4 Bedrooms
2 Bathrooms
14 Guests
2900 ft²
-
Hot Tub
-
Fireplace/Heating
-
Pool
-
Ocean View
US $725
/Night
7 Nights - $5,072
House
10.0
(
85 Reviews
)
4 Bedrooms
4 Bathrooms
11 Guests
3200 ft²
-
Private Pool
-
Fireplace/Heating
-
Pool
-
Ocean View
US $666
/Night
7 Nights - $4,661
House
10.0
(
20 Reviews
)
5 Bedrooms
3 Bathrooms
12 Guests
-
Fireplace/Heating
-
Balcony/Terrace
-
Kitchen -
Parking
US $556
/Night
7 Nights - $3,895
US $551
/Night
7 Nights - $3,857
See More Tall Timbers Luxury Vacation Rentals
Find More Tall Timbers Villas, Resorts, & Rentals on BedroomVillas
Top-Rated Vacation Rentals with a Pool in Tall Timbers
Over 2+
Top-Rated Vacation Rentals with a Pool in or Near Tall Timbers
House
5 Bedrooms
4 Bathrooms
10 Guests
236.81 ft²
-
Fireplace/Heating
-
Pool
-
Pet Friendly
-
Parking
US $260
/Night
7 Nights - $1,823
Cottage
3 Bedrooms
2 Bathrooms
9 Guests
-
Fireplace/Heating
-
Pool
-
Pet Friendly
-
Kitchen
US $400
/Night
7 Nights - $2,800
Pet-Friendly Vacation Rentals in Tall Timbers
Over 26+
Pet-Friendly Vacation Rentals in or Near Tall Timbers
House
10.0
(
7 Reviews
)
3 Bedrooms
1 Bathroom
7 Guests
1300 ft²
-
Fireplace/Heating
-
Balcony/Terrace
-
Pet Friendly
-
Kitchen
US $251
/Night
7 Nights - $1,754
6.3
(
3 Reviews
)
1 Bedroom
1 Bathroom
5 Guests
279.86 ft²
-
Private Beach -
Oceanfront
-
Ocean View
-
Balcony/Terrace
US $198
/Night
7 Nights - $1,386
House
10.0
(
3 Reviews
)
3 Bedrooms
1 Bathroom
6 Guests
-
Fireplace/Heating
-
Ocean View
-
Balcony/Terrace
-
View
US $403
/Night
7 Nights - $2,819
House
10.0
(
2 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
13003 ft²
-
Oceanfront
-
Fireplace/Heating
-
Ocean View
-
View
US $230
/Night
7 Nights - $1,612
House
10.0
(
1 Review
)
3 Bedrooms
1 Bathroom
8 Guests
1300 ft²
-
Oceanfront
-
Fireplace/Heating
-
Ocean View
-
Balcony/Terrace
US $299
/Night
7 Nights - $2,093
House
9.8
(
79 Reviews
)
3 Bedrooms
2 Bathrooms
9 Guests
4800 ft²
-
Fireplace/Heating
-
Ocean View
-
Balcony/Terrace
-
View
US $479
/Night
7 Nights - $3,356
Cottage
9.8
(
60 Reviews
)
3 Bedrooms
1 Bathroom
8 Guests
1100 ft²
-
Fireplace/Heating
-
Ocean View
-
Balcony/Terrace
-
View
US $236
/Night
7 Nights - $1,651
House
9.8
(
55 Reviews
)
2 Bedrooms
1 Bathroom
3 Guests
1200 ft²
-
Fireplace/Heating
-
Balcony/Terrace
-
Pet Friendly
-
Kitchen
US $194
/Night
7 Nights - $1,361
See More Pet-Friendly Vacation Rentals in Tall Timbers on PetFriendly.io
Large Vacation Homes & Villas in Tall Timbers
Over 8+
Large Vacation Homes & Villas in or Near Tall Timbers
Cottage
7.6
(
4 Reviews
)
7 Bedrooms
2 Bathrooms
11 Guests
2484 ft²
-
Fireplace/Heating
-
Balcony/Terrace
-
Pet Friendly
-
Kitchen
US $229
/Night
7 Nights - $1,603
House
4.9
(
24 Reviews
)
5 Bedrooms
3 Bathrooms
12 Guests
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner -
Internet
US $542
/Night
7 Nights - $3,794
House
3 Bedrooms
2 Bathrooms
10 Guests
-
Ocean View
-
Balcony/Terrace
-
View
-
Kitchen
US $315
/Night
7 Nights - $2,208
Cottage
3 Bedrooms
2 Bathrooms
10 Guests
-
Child Friendly
US $251
/Night
7 Nights - $1,757
House
10.0
(
3 Reviews
)
6 Bedrooms
5 Bathrooms
10 Guests
-
Hot Tub
-
Fireplace/Heating
-
Kitchen
-
Parking
US $360
/Night
7 Nights - $2,522
House
9.6
(
4 Reviews
)
4 Bedrooms
4 Bathrooms
10 Guests
-
Fireplace/Heating
-
Balcony/Terrace
-
Pet Friendly
-
Kitchen
US $707
/Night
7 Nights - $4,948
House
4.5
(
8 Reviews
)
4 Bedrooms
1 Bathroom
10 Guests
-
Ocean View
-
Balcony/Terrace
-
View
-
Pet Friendly
US $430
/Night
7 Nights - $3,010
House
6 Bedrooms
4 Bathrooms
15 Guests
-
Hot Tub
-
Fireplace/Heating
-
Air Conditioner
-
Internet
US $1,057
/Night
7 Nights - $7,398
See More Family Vacation Rentals in Tall Timbers on FVR
Wheelchair Accessible Vacation Homes in Tall Timbers
Over 1+
Wheelchair Accessible Vacation Homes in or Near Tall Timbers
8.4
(
640 Reviews
)
1 Bathroom
-
Balcony/Terrace
-
Breakfast -
Kitchen
-
Parking
US $105
/Night
7 Nights - $738
Tall Timbers Vacation Rentals and Airbnb Places to Stay Under $200
Over 11+
Tall Timbers Vacation Rentals and Airbnb Places to Stay Under $200
Cottage
8.0
(
4 Reviews
)
2 Bedrooms
1 Bathroom
5 Guests
-
Fireplace/Heating
-
Pet Friendly
-
Kitchen
-
Air Conditioner
US $175
/Night
7 Nights - $1,227
7.8
(
135 Reviews
)
6 Bathrooms
236.8 ft²
-
Parking
-
Internet
-
Child Friendly
US $114
/Night
7 Nights - $797
Cottage
10.0
(
161 Reviews
)
2 Bedrooms
1 Bathroom
6 Guests
1300 ft²
-
Fireplace/Heating
-
Ocean View
-
Balcony/Terrace
-
View
US $194
/Night
7 Nights - $1,360
Cottage
10.0
(
5 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
575 ft²
-
Fireplace/Heating
-
Balcony/Terrace
-
Kitchen
-
Parking
US $92
/Night
7 Nights - $645
Apartment
9.8
(
36 Reviews
)
1 Bedroom
1 Bathroom
3 Guests
600 ft²
-
Fireplace/Heating
-
Ocean View
-
Balcony/Terrace
-
View
US $148
/Night
7 Nights - $1,036
Cottage
9.6
(
20 Reviews
)
2 Bedrooms
1 Bathroom
7 Guests
-
Fireplace/Heating
-
Ocean View
-
Balcony/Terrace
-
View
US $141
/Night
7 Nights - $985
Apartment
2 Bedrooms
1 Bathroom
4 Guests
-
Fireplace/Heating
-
Pet Friendly
-
Kitchen
-
Parking
US $163
/Night
7 Nights - $1,144
House
9.8
(
63 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
1150 ft²
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Internet
US $139
/Night
7 Nights - $973
See More Tall Timbers Vacation Rental Deals
Instantly Bookable Vacation Homes in Tall Timbers
Over 13+
Instantly Bookable Vacation Homes in or Near Tall Timbers
Cottage
10.0
(
5 Reviews
)
2 Bedrooms
1 Bathroom
6 Guests
-
Fireplace/Heating
-
Balcony/Terrace
-
Kitchen
-
Parking
US $229
/Night
7 Nights - $1,601
House
10.0
(
2 Reviews
)
3 Bedrooms
3 Bathrooms
8 Guests
2440 ft²
-
Fireplace/Heating
-
Ocean View
-
Balcony/Terrace
-
View
US $423
/Night
7 Nights - $2,962
Apartment
10.0
(
2 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
-
Fireplace/Heating
-
Balcony/Terrace
-
Kitchen
-
Parking
US $228
/Night
7 Nights - $1,598
Cottage
9.6
(
46 Reviews
)
4 Bedrooms
2 Bathrooms
7 Guests
-
Fireplace/Heating
-
Balcony/Terrace
-
View
-
Kitchen
US $209
/Night
7 Nights - $1,460
Cottage
2 Bedrooms
2 Bathrooms
6 Guests
-
Fireplace/Heating
-
Pet Friendly
-
Air Conditioner
-
Internet
US $296
/Night
7 Nights - $2,072
Cottage
10.0
(
91 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
-
Fireplace/Heating
-
Ocean View
-
Balcony/Terrace
-
View
US $418
/Night
7 Nights - $2,927
House
10.0
(
11 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
-
Oceanfront
-
Fireplace/Heating
-
Ocean View
-
Balcony/Terrace
US $586
/Night
7 Nights - $4,103
House
10.0
(
3 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
-
Fireplace/Heating
-
Balcony/Terrace
-
Pet Friendly
-
Kitchen
US $250
/Night
7 Nights - $1,751
About Tall Timbers Vacation Rentals
With more than 73 Tall Timbers vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Estiavillas and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Tall Timbers.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Estiavillas Tall Timbers, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Tall Timbers. Places to stay near Tall Timbers are 1426.23 ft² on average, with prices averaging US $414 a night.
Estiavillas makes it easy and safe to find and compare vacation rentals in Tall Timbers with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.
Top Rental Accommodation Types in Tall Timbers
| Type | Count |
|---|---|
| Vacation Homes | 46 |
| Cottages | 18 |
| Holiday Apartments | 6 |
| Hotels | 2 |
| Cabin Rentals | 1 |
Use these Quick Filters to Find a Vacation Rental in Tall Timbers
★ Pro Tip: Estiavillas makes it easy to compare the best listings on Estiavillas homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Estiavillas homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Tall Timbers.
Weather in Tall Timbers
View the weather forecast for Tall Timbers before booking your Tall Timbers Vacation Rentals to confirm your best time to go.
December - February
High 60°F Low 26°F
March - May
High 77°F Low 40°F
June - August
High 91°F Low 64°F
September - November
High 84°F Low 38°F
Top Attractions Around Tall Timbers, MD
Estiavillas offers a large selection of top attractions around Tall Timbers. Research things to do on your vacation before you visit Tall Timbers.
Patuxent River Naval Air Station
St. Mary's College of Maryland
Calvert Cliffs State Park
Point Lookout State Park
Westmoreland State Park
St. Mary's River State Park
Historic St. Mary's City
Cove Point Lighthouse
Hague Winery
Port of Leonardtown Winery
Stratford Hall Plantation
Warsaw Town Park
Cecil's Old Mill
Patuxent River Naval Air Museum
Rappahannock Community College
Sotterley Plantation
St. Clement's Island State Park
Perigeaux Vineyards and Winery
Kinsale Museum
Jefferson Patterson Park and Museum
Tall Timbers Vacation Rental Frequently Asked Questions
Which vacation homes in Tall Timbers are best for families?
If you are looking for a family-friendly vacation home in Tall Timbers, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Tall Timbers:
How many vacation rentals are available in Tall Timbers?
Currently, the total number of properties listed in 2026 is over 73 in the Tall Timbers area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Tall Timbers.
