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Tall Timbers Holiday Rentals

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Check prices for these dates

In two weeks
17 Jul - 19 Jul
In two months
28 Aug - 30 Aug
In three months
25 Sept - 27 Sept
In four months
23 Oct - 25 Oct

Our top choices for Tall Timbers holiday rentals

Exterior

Coles Point Marina

Coles Point Marina
2.0 star property
Hague
The price is HK$1,683
HK$2,556 total
includes taxes & fees
6 Jul - 7 Jul
Coles Point Marina
Exterior

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 HK$1,192
HK$2,494 total
includes taxes & fees
22 Jul - 23 Jul
Soul Oasis - home on the Chesapeake Bay
Interior

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 HK$1,498
HK$3,119 total
includes taxes & fees
27 Jul - 28 Jul
Waterfront Retreat | New Private Pier | Remodeled | Epic Sunset Views
Interior

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 HK$2,314
HK$4,190 total
includes taxes & fees
6 Jul - 7 Jul
Rustic 3BR Waterfront Cabin with Firepit + Dock Access
Exterior

2 Bedroom Cottage at Coles Point Marina

2 Bedroom Cottage at Coles Point Marina
Hague
The price is HK$2,706
HK$3,319 total
includes taxes & fees
6 Jul - 7 Jul
2 Bedroom Cottage at Coles Point Marina
Fridge, microwave, oven, stovetop

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 HK$1,588
HK$4,179 total
includes taxes & fees
8 Jul - 9 Jul
Anne & Fred`s Leonardtown Home W/ Arcade room!
Dining

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"
Terrace/patio

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 HK$1,984
HK$5,337 total
includes taxes & fees
28 Jul - 29 Jul
Waterfront 3BR/3BA Getaway: Beach, Dock, Firepit! AMAZING Sweeping VIEWS!
Exterior

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 HK$2,690
HK$5,073 total
includes taxes & fees
19 Jul - 20 Jul
Charming Waterfront 3-bedroom house in Piney Point
Smart TV, fireplace, ping pong, books

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.
Hideaway in Hays Beach: Western Sandy Shore of Chesapeake Bay and 5g WiFi!
Sun-loungers, beach towels

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 HK$2,333
HK$4,996 total
includes taxes & fees
6 Jul - 7 Jul
Waterfront, Kayak, Beach, Game room, Potomac 2hr DC, Dogs+EV OK
Property grounds

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 HK$3,623
HK$6,676 total
includes taxes & fees
5 Jul - 6 Jul
Lakefront A-Frame: Private Dock, Kayaks & Sauna – Sleeps 12, Chesapeake Bay
Smart TV, books

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 HK$3,137
HK$6,591 total
includes taxes & fees
5 Jul - 6 Jul
4-BR Waterfront Turret Home
Outdoor dining

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 HK$3,690
HK$6,345 total
includes taxes & fees
28 Jul - 29 Jul
Waterfront Reset: Views, Games, Boats & Total Calm
Interior

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 HK$3,647
HK$8,961 total
includes taxes & fees
6 Jul - 7 Jul
Lakefront Cabin near Solomons Island w/ Hot Tub
Interior

Lakefront Log Cabin Retreat w/ Hot tub + Kayaks!

Lakefront Log Cabin Retreat w/ Hot tub + Kayaks!
3.0 star property
Lusby
The price is HK$4,298
HK$8,977 total
includes taxes & fees
6 Jul - 7 Jul
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

Island Inn & Suites, an Ascend Collection Hotel

Island Inn & Suites, an Ascend Collection Hotel

10/10 Excellent
"Staff was very friendly, nice big rooms, clean"
Debora 4-night trip
Posted 3 hours ago
Island Inn & Suites, an Ascend Collection Hotel

Find out more about Tall Timbers

Search for holiday rentals in Tall Timbers on Expedia! You can easily find your home rentals, villas, holiday apartments in Tall Timbers using one of the methods below:

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Look no further and take a look at our great range of rental properties in Tall Timbers!

Frequently asked questions

Can I find a holiday rental in Tall Timbers?

Yes, there are holiday rentals close to the most popular sights in Tall Timbers, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Tall Timbers has to offer?

Coastal Retreat Near Solomon’s Island, Water View & Semi-Private Beach, Sleeps 6: This holiday home rental outside of Tall Timbers offers a fireplace, a patio and a BBQ 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 that 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 wider area, you’ll find Piney Point Lighthouse and Coles Point Marina.

What’s a holiday rental in Tall Timbers like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Tall Timbers. Holiday rentals offer extras such as WiFi and washers and dryers so you'll feel right at home. If you're concerned about a clean environment, a holiday rental can provide a sense of security away from public hotel lifts and busy front desks while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive choice for family trips.