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Tall Timbers Vacation Rentals

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Check prices for these dates

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

Our top choices for Tall Timbers vacation rentals

Cottage, 2 Bedrooms, Kitchen | Exterior

Coles Point Marina

Coles Point Marina
2.0 star property
Hague
The price is ￥30,237
￥47,811 total
includes taxes & fees
Jul 7 - Jul 8
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 ￥24,685
￥51,306 total
includes taxes & fees
Jul 8 - Jul 9
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 ￥30,332
￥63,671 total
includes taxes & fees
Jul 27 - Jul 28
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 ￥45,175
￥83,204 total
includes taxes & fees
Jul 6 - Jul 7
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 ￥55,635
￥68,252 total
includes taxes & fees
Jul 6 - Jul 7
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 ￥32,655
￥85,411 total
includes taxes & fees
Jul 12 - Jul 13
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 ￥40,819
￥109,793 total
includes taxes & fees
Jul 28 - Jul 29
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 ￥55,312
￥104,304 total
includes taxes & fees
Jul 19 - Jul 20
Charming Waterfront 3-bedroom house in Piney Point
Smart TV, fireplace, table tennis, 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 ￥47,965
￥102,716 total
includes taxes & fees
Jul 6 - Jul 7
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 ￥74,502
￥138,458 total
includes taxes & fees
Jul 6 - Jul 7
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 ￥64,504
￥135,525 total
includes taxes & fees
Jul 5 - Jul 6
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 ￥74,123
￥128,217 total
includes taxes & fees
Jul 28 - Jul 29
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 ￥74,986
￥182,550 total
includes taxes & fees
Jul 27 - Jul 28
Lakefront Cabin near Solomons Island w/ Hot Tub
House (3 Bedrooms) | 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 ￥88,370
￥184,583 total
includes taxes & fees
Jul 6 - Jul 7
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 13 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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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?

Coastal Retreat Near Solomon’s Island, Water View & Semi-Private Beach, Sleeps 6: This vacation home rental near Tall Timbers offers a fireplace, a patio, and a barbecue grill 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 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 larger area, you’ll find Piney Point Lighthouse and Coles 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.