Vacation rentals in Wingate, MD

146 available vacation rental offers

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Best vacation rentals and Airbnb offers in Wingate, MD

Deal Island Bay Cottage - Wingate, MD

Deal Island Bay Cottage

Cottage, Wingate

Deal Island Bay Cottage is a cottage in Wingate, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Deal Island Bay Cottage

Deal Island Bay Cottage is a cottage in Wingate, 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 $1,200.

From$171/night
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Maryland Retreat: Walk to Bay, Beach & Boat Ramp! - Wingate, MD

Maryland Retreat: Walk to Bay, Beach & Boat Ramp!

Cottage, Wingate

Maryland Retreat: Walk to Bay, Beach & Boat Ramp! is a cottage in Wingate, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers a comfortable base for…

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About Maryland Retreat: Walk to Bay, Beach & Boat Ramp!

Maryland Retreat: Walk to Bay, Beach & Boat Ramp! is a cottage in Wingate, 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 $1,774.

From$198/night
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Maryland Retreat: Walk to Bay, Beach & Boat Ramp! - Wingate, MD

Maryland Retreat: Walk to Bay, Beach & Boat Ramp!

Holiday Home, Wingate

Maryland Retreat: Walk to Bay, Beach & Boat Ramp! is a holiday home in Wingate, with pet-friendly space, easy beach access, and parking. This stay gives travelers a comfortable base for…

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About Maryland Retreat: Walk to Bay, Beach & Boat Ramp!

Maryland Retreat: Walk to Bay, Beach & Boat Ramp! is a holiday home in Wingate, 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 $1,435.

From$205/night
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Waterfront Cottage in Beautiful Hoopers Island - Wingate, MD

Waterfront Cottage in Beautiful Hoopers Island

Cottage, Wingate

Waterfront Cottage in Beautiful Hoopers Island is a cottage in Wingate, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers a comfortable base for…

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About Waterfront Cottage in Beautiful Hoopers Island

Waterfront Cottage in Beautiful Hoopers Island is a cottage in Wingate, 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 $1,706.

From$244/night
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Vacation rentals with a pool in Wingate, MD

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

New, Intown Waterfront Townhome wPool & Location! - Wingate, MD

New, Intown Waterfront Townhome wPool & Location!

Holiday Home, Wingate

New, Intown Waterfront Townhome wPool & Location! is a holiday home in Wingate, with pool access, easy beach access, and parking. This stay gives travelers a comfortable base for exploring…

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About New, Intown Waterfront Townhome wPool & Location!

New, Intown Waterfront Townhome wPool & Location! is a holiday home in Wingate, 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: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,664.

From$381/night
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< 1 Mi to Dtwn: Waterfront Townhome in Cambridge! - Wingate, MD

< 1 Mi to Dtwn: Waterfront Townhome in Cambridge!

Holiday Home, Wingate

< 1 Mi to Dtwn: Waterfront Townhome in Cambridge! is a holiday home in Wingate, with pool access, easy beach access, and parking. This stay gives travelers a comfortable base for exploring…

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About < 1 Mi to Dtwn: Waterfront Townhome in Cambridge!

< 1 Mi to Dtwn: Waterfront Townhome in Cambridge! is a holiday home in Wingate, 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: free cancellation, pool, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,089.

From$441/night
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< 1 Mi to Dtwn: Waterfront Townhome in Cambridge! - Wingate, MD

< 1 Mi to Dtwn: Waterfront Townhome in Cambridge!

Apartment, Wingate

< 1 Mi to Dtwn: Waterfront Townhome in Cambridge! is a apartment in Wingate, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for…

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About < 1 Mi to Dtwn: Waterfront Townhome in Cambridge!

< 1 Mi to Dtwn: Waterfront Townhome in Cambridge! is a apartment in Wingate, with pool access, 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, pool, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,744.

From$448/night
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B&B - The Lawson - Wingate, MD

B&B - The Lawson

B & B, Wingate

B&B - The Lawson is a b & b in Wingate, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or…

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About B&B - The Lawson

B&B - The Lawson is a b & b in Wingate, with pool 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, free wifi, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,200.

From$314/night
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Vacation rentals with parking in Wingate, MD

Find vacation rentals that make arriving by car easier.

3-bedroom house in soothing Saint Leonard with AC for relaxing stays - Wingate, MD

3-bedroom house in soothing Saint Leonard with AC for relaxing stays

Holiday Home, Wingate

3-bedroom house in soothing Saint Leonard with AC for relaxing stays is a holiday home in Wingate, with parking, room for a group, and a quieter setting. This stay gives travelers a…

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About 3-bedroom house in soothing Saint Leonard with AC for relaxing stays

3-bedroom house in soothing Saint Leonard with AC for relaxing stays is a holiday home in Wingate, with parking, room for a group, 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: parking, free parking, fireplace, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $914.

From$131/night
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El Camino - Wingate, MD

El Camino

Cabin, Wingate

El Camino is a cabin in Wingate, 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 Wingate, 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 $1,015.

From$145/night
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Waterfront Chesapeake Bay Retreat. - Wingate, MD

Waterfront Chesapeake Bay Retreat.

Holiday Home, Wingate

Waterfront Chesapeake Bay Retreat. is a holiday home in Wingate, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Waterfront Chesapeake Bay Retreat.

Waterfront Chesapeake Bay Retreat. is a holiday home in Wingate, 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 $1,926.

From$275/night
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The Whitehaven Hotel - Wingate, MD

The Whitehaven Hotel

B & B, Wingate

The Whitehaven Hotel is a b & b in Wingate, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or…

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About The Whitehaven Hotel

The Whitehaven Hotel is a b & b in Wingate, with 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, free breakfast, parking, free parking, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,265.

From$161/night
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Pet-friendly vacation rentals in Wingate, MD

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

Pet-Friendly Smith Island Cottage w/ Golf Cart! - Wingate, MD

Pet-Friendly Smith Island Cottage w/ Golf Cart!

Cottage, Wingate

Pet-Friendly Smith Island Cottage w/ Golf Cart! is a cottage in Wingate, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Pet-Friendly Smith Island Cottage w/ Golf Cart!

Pet-Friendly Smith Island Cottage w/ Golf Cart! is a cottage in Wingate, 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 $1,147.

From$164/night
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Walk to Beach: Pet-friendly Gem in Scotland! - Wingate, MD

Walk to Beach: Pet-friendly Gem in Scotland!

Cottage, Wingate

Walk to Beach: Pet-friendly Gem in Scotland! is a cottage in Wingate, with pet-friendly space, easy beach access, and kitchen access. 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 Wingate, 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 $1,657.

From$187/night
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La Casa Azul . with Wi-Fi, AC - Wingate, MD

La Casa Azul . with Wi-Fi, AC

Holiday Home, Wingate

La Casa Azul . with Wi-Fi, AC is a holiday home in Wingate, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About La Casa Azul . with Wi-Fi, AC

La Casa Azul . with Wi-Fi, AC is a holiday home in Wingate, 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 $1,369.

From$196/night
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Walk to Beach: Pet-Friendly Gem in Scotland! - Wingate, MD

Walk to Beach: Pet-Friendly Gem in Scotland!

Cottage, Wingate

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

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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 Wingate, 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 $1,370.

From$196/night
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Vacation rentals with a kitchen in Wingate, MD

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

Spectacular Sunsets- Waterfront Home On Smith Island - Wingate, MD

Spectacular Sunsets- Waterfront Home On Smith Island

Holiday Home, Wingate

Spectacular Sunsets- Waterfront Home On Smith Island is a holiday home in Wingate, with easy beach access and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Spectacular Sunsets- Waterfront Home On Smith Island

Spectacular Sunsets- Waterfront Home On Smith Island is a holiday home in Wingate, with 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: kitchen, with kitchen, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,211.

From$173/night
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Cambridge Apt in Walkable Neighborhood - Wingate, MD

Cambridge Apt in Walkable Neighborhood

Apartment, Wingate

Cambridge Apt in Walkable Neighborhood is a apartment in Wingate, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Cambridge Apt in Walkable Neighborhood

Cambridge Apt in Walkable Neighborhood is a apartment in Wingate, with 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, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,653.

From$187/night
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Station House East: Upscale Loft in the Historic District Cambridge, MD - Wingate, MD

Station House East: Upscale Loft in the Historic District Cambridge, MD

Condo, Wingate

Station House East: Upscale Loft in the Historic District Cambridge, MD is a condo in Wingate, with parking and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Station House East: Upscale Loft in the Historic District Cambridge, MD

Station House East: Upscale Loft in the Historic District Cambridge, MD is a condo in Wingate, 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, kids friendly, and kids friendly videos or books.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,346.

From$192/night
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Bay view from Calvert Cliffs, Solomons Island & State Park nearby - Wingate, MD

Bay view from Calvert Cliffs, Solomons Island & State Park nearby

Holiday Home, Wingate

Bay view from Calvert Cliffs, Solomons Island & State Park nearby is a holiday home in Wingate, with easy beach access and kitchen access. This stay gives travelers a comfortable base for…

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About Bay view from Calvert Cliffs, Solomons Island & State Park nearby

Bay view from Calvert Cliffs, Solomons Island & State Park nearby is a holiday home in Wingate, with 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, kitchen, with kitchen, and kids friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,477.

From$211/night
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Family-friendly vacation rentals in Wingate, MD

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

Relax & Recharge in Our Family-Favorite Retreat - Wingate, MD

Relax & Recharge in Our Family-Favorite Retreat

Apartment, Wingate

Relax & Recharge in Our Family-Favorite Retreat is a apartment in Wingate, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the…

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About Relax & Recharge in Our Family-Favorite Retreat

Relax & Recharge in Our Family-Favorite Retreat is a apartment in Wingate, with parking, kitchen access, 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: kitchen, with kitchen, parking, free parking, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $929.

From$133/night
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Pet-friendly Smith Island Cottage w/ Golf Cart! - Wingate, MD

Pet-friendly Smith Island Cottage w/ Golf Cart!

Cottage, Wingate

Pet-friendly Smith Island Cottage w/ Golf Cart! is a cottage in Wingate, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

Read more

About Pet-friendly Smith Island Cottage w/ Golf Cart!

Pet-friendly Smith Island Cottage w/ Golf Cart! is a cottage in Wingate, 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 $1,385.

From$161/night
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Waterfront Cottage in Mt. Vernon - Wingate, MD

Waterfront Cottage in Mt. Vernon

Cottage, Wingate

Waterfront Cottage in Mt. Vernon is a cottage in Wingate, with pet-friendly space, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the area,…

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About Waterfront Cottage in Mt. Vernon

Waterfront Cottage in Mt. Vernon is a cottage in Wingate, 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 $1,310.

From$187/night
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Fabulous Beach House on Elliott Island -beautiful sandy beach, tranquil 6 acres - Wingate, MD

Fabulous Beach House on Elliott Island -beautiful sandy beach, tranquil 6 acres

Holiday Home, Wingate

Fabulous Beach House on Elliott Island -beautiful sandy beach, tranquil 6 acres is a holiday home in Wingate, with easy beach access and kitchen access. This stay gives travelers a…

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About Fabulous Beach House on Elliott Island -beautiful sandy beach, tranquil 6 acres

Fabulous Beach House on Elliott Island -beautiful sandy beach, tranquil 6 acres is a holiday home in Wingate, with 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, kitchen, with kitchen, and kids friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,080.

From$440/night
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