Vacation rentals in Tall Timbers, MD

70 available vacation rental offers

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Best Vacation rentals and Airbnb offers in Tall Timbers, MD

Swim, Fish & Explore! Family Hague Haven w/ Dock - Tall Timbers, MD

Swim, Fish & Explore! Family Hague Haven w/ Dock

Holiday Home, Tall Timbers

Swim, Fish & Explore! Family Hague Haven w/ Dock is a holiday home in Tall Timbers, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Swim, Fish & Explore! Family Hague Haven w/ Dock

Swim, Fish & Explore! Family Hague Haven w/ Dock is a holiday home in Tall Timbers, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,532.

From$94/night
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River Front Coles Point Loft. Get out of the city and breathe! - Tall Timbers, MD

River Front Coles Point Loft. Get out of the city and breathe!

Apartment, Tall Timbers

River Front Coles Point Loft. Get out of the city and breathe! is a apartment in Tall Timbers, with parking and kitchen access. This stay gives travelers a comfortable base for exploring…

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About River Front Coles Point Loft. Get out of the city and breathe!

River Front Coles Point Loft. Get out of the city and breathe! is a apartment in Tall Timbers, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $996.

From$108/night
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Tiny, Funky, and Full of Love - Welcome to the Love Shack - Tall Timbers, MD

Tiny, Funky, and Full of Love - Welcome to the Love Shack

Apartment, Tall Timbers

Tiny, Funky, and Full of Love - Welcome to the Love Shack is a apartment in Tall Timbers, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the…

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About Tiny, Funky, and Full of Love - Welcome to the Love Shack

Tiny, Funky, and Full of Love - Welcome to the Love Shack is a apartment in Tall Timbers, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, hot tub, pet friendly, pets friendly, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,237.

From$131/night
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Stunning sunsets Leonardtown apartment - Tall Timbers, MD

Stunning sunsets Leonardtown apartment

Apartment, Tall Timbers

Stunning sunsets Leonardtown apartment is a apartment in Tall Timbers, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Stunning sunsets Leonardtown apartment

Stunning sunsets Leonardtown apartment is a apartment in Tall Timbers, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,250.

From$135/night
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Browse Vacation Rentals with a Pool in Tall Timbers, MD

Add a pool to the search when you want an easy place to cool off between outings.

Water View Cozy Getaway- beach/ fishing/ pool - Tall Timbers, MD

Water View Cozy Getaway- beach/ fishing/ pool

Holiday Home, Tall Timbers

Water View Cozy Getaway- beach/ fishing/ pool is a holiday home in Tall Timbers, with pool access, easy beach access, and parking. This stay gives travelers a comfortable base for exploring…

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About Water View Cozy Getaway- beach/ fishing/ pool

Water View Cozy Getaway- beach/ fishing/ pool is a holiday home in Tall Timbers, with pool access, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,443.

From$265/night
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Beach & River Retreat. Spectacular house with private sand beach and hot tub! - Tall Timbers, MD

Beach & River Retreat. Spectacular house with private sand beach and hot tub!

Holiday Home, Tall Timbers

Beach & River Retreat. Spectacular house with private sand beach and hot tub! is a holiday home in Tall Timbers, with pool access, easy beach access, and a quieter setting. This stay gives…

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About Beach & River Retreat. Spectacular house with private sand beach and hot tub!

Beach & River Retreat. Spectacular house with private sand beach and hot tub! is a holiday home in Tall Timbers, with pool access, easy beach access, and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, hot tub, and free wifi.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $6,854.

From$729/night
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*CLEANING FEE WAIVED on 5+ Night Stay!* Hot Tub, Dock, Fire Pit Beach/Pool - Tall Timbers, MD

*CLEANING FEE WAIVED on 5+ Night Stay!* Hot Tub, Dock, Fire Pit Beach/Pool

Holiday Home, Tall Timbers

*CLEANING FEE WAIVED on 5+ Night Stay!* Hot Tub, Dock, Fire Pit Beach/Pool is a holiday home in Tall Timbers, with pool access and easy beach access. This stay gives travelers a comfortable…

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About *CLEANING FEE WAIVED on 5+ Night Stay!* Hot Tub, Dock, Fire Pit Beach/Pool

*CLEANING FEE WAIVED on 5+ Night Stay!* Hot Tub, Dock, Fire Pit Beach/Pool is a holiday home in Tall Timbers, with pool access and easy beach access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, hot tub, and free wifi.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $8,801.

From$981/night
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Best Tall Timbers, MD vacation rentals with parking

Find vacation rentals that make arriving by car easier.

El Camino - Tall Timbers, MD

El Camino

Cabin, Tall Timbers

El Camino is a cabin in Tall Timbers, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with…

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About El Camino

El Camino is a cabin in Tall Timbers, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,122.

From$131/night
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Waterfront Montross Home w/ Private Boat Slip! - Tall Timbers, MD

Waterfront Montross Home w/ Private Boat Slip!

Holiday Home, Tall Timbers

Waterfront Montross Home w/ Private Boat Slip! is a holiday home in Tall Timbers, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Waterfront Montross Home w/ Private Boat Slip!

Waterfront Montross Home w/ Private Boat Slip! is a holiday home in Tall Timbers, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,747.

From$156/night
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Waterfront Montross Home w/ Private Boat Slip! - Tall Timbers, MD

Waterfront Montross Home w/ Private Boat Slip!

Holiday Home, Tall Timbers

Waterfront Montross Home w/ Private Boat Slip! is a holiday home in Tall Timbers, with easy beach access and parking. This stay gives travelers a comfortable base for exploring the area,…

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About Waterfront Montross Home w/ Private Boat Slip!

Waterfront Montross Home w/ Private Boat Slip! is a holiday home in Tall Timbers, with easy beach access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, parking, paid parking, heating, and non smoking::room.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,679.

From$168/night
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Waterfront Montross Home w/ Private Boat Slip! - Tall Timbers, MD

Waterfront Montross Home w/ Private Boat Slip!

Cottage, Tall Timbers

Waterfront Montross Home w/ Private Boat Slip! is a cottage in Tall Timbers, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Waterfront Montross Home w/ Private Boat Slip!

Waterfront Montross Home w/ Private Boat Slip! is a cottage in Tall Timbers, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, hot tub, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,741.

From$202/night
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Best Pet-Friendly Vacation Rentals in Tall Timbers, MD

Bring your pet along with stays that welcome four-legged travelers.

Walk to Beach: Pet-Friendly Gem in Scotland! - Tall Timbers, MD

Walk to Beach: Pet-Friendly Gem in Scotland!

Cottage, Tall Timbers

Walk to Beach: Pet-Friendly Gem in Scotland! is a cottage in Tall Timbers, with pet-friendly space, easy beach access, and parking. This stay gives travelers a comfortable base for…

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About Walk to Beach: Pet-Friendly Gem in Scotland!

Walk to Beach: Pet-Friendly Gem in Scotland! is a cottage in Tall Timbers, with pet-friendly space, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,515.

From$129/night
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Amazing Sunsets in Jackson Creek Waterfront Home - Tall Timbers, MD

Amazing Sunsets in Jackson Creek Waterfront Home

Holiday Home, Tall Timbers

Amazing Sunsets in Jackson Creek Waterfront Home is a holiday home in Tall Timbers, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers a comfortable…

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About Amazing Sunsets in Jackson Creek Waterfront Home

Amazing Sunsets in Jackson Creek Waterfront Home is a holiday home in Tall Timbers, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,827.

From$193/night
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Charming Duplex in the heart of Leonardtown - Tall Timbers, MD

Charming Duplex in the heart of Leonardtown

Holiday Home, Tall Timbers

Charming Duplex in the heart of Leonardtown is a holiday home in Tall Timbers, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Charming Duplex in the heart of Leonardtown

Charming Duplex in the heart of Leonardtown is a holiday home in Tall Timbers, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,822.

From$199/night
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River Haven — Firepit, Hot Tub, Views, Amenities Galore! - Tall Timbers, MD

River Haven — Firepit, Hot Tub, Views, Amenities Galore!

Holiday Home, Tall Timbers

River Haven — Firepit, Hot Tub, Views, Amenities Galore! is a holiday home in Tall Timbers, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area,…

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About River Haven — Firepit, Hot Tub, Views, Amenities Galore!

River Haven — Firepit, Hot Tub, Views, Amenities Galore! is a holiday home in Tall Timbers, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, hot tub, free wifi, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,357.

From$258/night
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Best Tall Timbers, MD vacation rentals with a kitchen

Compare stays with kitchen access for longer trips and easier meals.

Dock Access: Waterfront Cottage in Avenue! - Tall Timbers, MD

Dock Access: Waterfront Cottage in Avenue!

Cottage, Tall Timbers

Dock Access: Waterfront Cottage in Avenue! is a cottage in Tall Timbers, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Dock Access: Waterfront Cottage in Avenue!

Dock Access: Waterfront Cottage in Avenue! is a cottage in Tall Timbers, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,535.

From$171/night
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Potomac Riverfront! Home Near St Clements Island - Tall Timbers, MD

Potomac Riverfront! Home Near St Clements Island

Cottage, Tall Timbers

Potomac Riverfront! Home Near St Clements Island is a cottage in Tall Timbers, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Potomac Riverfront! Home Near St Clements Island

Potomac Riverfront! Home Near St Clements Island is a cottage in Tall Timbers, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,706.

From$190/night
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Dock & Bay Access! Cabin on St. Jerome’s Creek - Tall Timbers, MD

Dock & Bay Access! Cabin on St. Jerome’s Creek

Cabin, Tall Timbers

Dock & Bay Access! Cabin on St. Jerome’s Creek is a cabin in Tall Timbers, with pet-friendly space, easy beach access, and parking. This stay gives travelers a comfortable base for…

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About Dock & Bay Access! Cabin on St. Jerome’s Creek

Dock & Bay Access! Cabin on St. Jerome’s Creek is a cabin in Tall Timbers, with pet-friendly space, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,332.

From$229/night
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Screened Patio, Deck & Grill: Saint Inigoes Home! - Tall Timbers, MD

Screened Patio, Deck & Grill: Saint Inigoes Home!

Holiday Home, Tall Timbers

Screened Patio, Deck & Grill: Saint Inigoes Home! is a holiday home in Tall Timbers, with pet-friendly space, outdoor space, and parking. This stay gives travelers a comfortable base for…

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About Screened Patio, Deck & Grill: Saint Inigoes Home!

Screened Patio, Deck & Grill: Saint Inigoes Home! is a holiday home in Tall Timbers, with pet-friendly space, outdoor space, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,091.

From$303/night
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Our Favorite Family-Friendly Vacation Rentals in Tall Timbers, MD

Plan a trip with stays that give families more room to spread out.

Sunrise Landing: Waterfront Cottage in Avenue! - Tall Timbers, MD

Sunrise Landing: Waterfront Cottage in Avenue!

Cottage, Tall Timbers

Sunrise Landing: Waterfront Cottage in Avenue! is a cottage in Tall Timbers, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Sunrise Landing: Waterfront Cottage in Avenue!

Sunrise Landing: Waterfront Cottage in Avenue! is a cottage in Tall Timbers, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,410.

From$120/night
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Potomac Riverfront! Home Near St Clements Island - Tall Timbers, MD

Potomac Riverfront! Home Near St Clements Island

Cottage, Tall Timbers

Potomac Riverfront! Home Near St Clements Island is a cottage in Tall Timbers, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Potomac Riverfront! Home Near St Clements Island

Potomac Riverfront! Home Near St Clements Island is a cottage in Tall Timbers, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,529.

From$131/night
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Potomac River Haven w/ Private Beach, Dogs Welcome - Tall Timbers, MD

Potomac River Haven w/ Private Beach, Dogs Welcome

Cottage, Tall Timbers

Potomac River Haven w/ Private Beach, Dogs Welcome is a cottage in Tall Timbers, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers a comfortable base…

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About Potomac River Haven w/ Private Beach, Dogs Welcome

Potomac River Haven w/ Private Beach, Dogs Welcome is a cottage in Tall Timbers, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,247.

From$260/night
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2 Bedroom Cottage at Coles Point Marina - Tall Timbers, MD

2 Bedroom Cottage at Coles Point Marina

Cottage, Tall Timbers

2 Bedroom Cottage at Coles Point Marina is a cottage in Tall Timbers, with pet-friendly space and room for a group. This stay gives travelers a comfortable base for exploring the area,…

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About 2 Bedroom Cottage at Coles Point Marina

2 Bedroom Cottage at Coles Point Marina is a cottage in Tall Timbers, with pet-friendly space and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,957.

From$345/night
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