Vacation rentals in Crumpton, MD

24 available vacation rental offers

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Best vacation rentals and Airbnb offers in Crumpton, MD

3 Mi to Washington College! Updated Home w/ Patio - Crumpton, MD

3 Mi to Washington College! Updated Home w/ Patio

Cottage, Crumpton

3 Mi to Washington College! Updated Home w/ Patio is a cottage in Crumpton, with outdoor space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About 3 Mi to Washington College! Updated Home w/ Patio

3 Mi to Washington College! Updated Home w/ Patio is a cottage in Crumpton, with outdoor 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, free wifi, kitchen, with kitchen, and parking.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,421.

From$135/night
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Woodsy + Secluded! Amish Country Retreat in Hartly - Crumpton, MD

Woodsy + Secluded! Amish Country Retreat in Hartly

Cottage, Crumpton

Woodsy + Secluded! Amish Country Retreat in Hartly is a cottage in Crumpton, with pet-friendly space, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for…

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About Woodsy + Secluded! Amish Country Retreat in Hartly

Woodsy + Secluded! Amish Country Retreat in Hartly is a cottage in Crumpton, with pet-friendly space, kitchen 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, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,334.

From$160/night
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Eastern Shore Get Away - Crumpton, MD

Eastern Shore Get Away

Apartment, Crumpton

Eastern Shore Get Away is a apartment in Crumpton, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Eastern Shore Get Away

Eastern Shore Get Away is a apartment in Crumpton, 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: kitchen, with kitchen, parking, free parking, and washer.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,132.

From$162/night
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3 Mi to Washington College! Updated Home w/ Patio - Crumpton, MD

3 Mi to Washington College! Updated Home w/ Patio

Holiday Home, Crumpton

3 Mi to Washington College! Updated Home w/ Patio is a holiday home in Crumpton, with outdoor space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About 3 Mi to Washington College! Updated Home w/ Patio

3 Mi to Washington College! Updated Home w/ Patio is a holiday home in Crumpton, with outdoor 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, kitchen, with kitchen, parking, and free parking.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,212.

From$173/night
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Family-friendly vacation rentals in Crumpton, MD

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

Newly renovated single family home with attached guest suite - Crumpton, MD

Newly renovated single family home with attached guest suite

Holiday Home, Crumpton

Newly renovated single family home with attached guest suite is a holiday home in Crumpton, with kitchen access and room for a group. This stay gives travelers a comfortable base for…

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About Newly renovated single family home with attached guest suite

Newly renovated single family home with attached guest suite is a holiday home in Crumpton, with 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: free cancellation, free wifi, kitchen, with kitchen, and kids friendly.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $2,675.

From$382/night
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Private Waterfront Cottage On Langford Creek With Hot Tub & Pier - Crumpton, MD

Private Waterfront Cottage On Langford Creek With Hot Tub & Pier

Holiday Home, Crumpton

Private Waterfront Cottage On Langford Creek With Hot Tub & Pier is a holiday home in Crumpton, with easy beach access and kitchen access. This stay gives travelers a comfortable base for…

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About Private Waterfront Cottage On Langford Creek With Hot Tub & Pier

Private Waterfront Cottage On Langford Creek With Hot Tub & Pier is a holiday home in Crumpton, 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, hot tub, free wifi, kitchen, and with kitchen.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $3,466.

From$495/night
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Countryside Cottage in Sassafras - Crumpton, MD

Countryside Cottage in Sassafras

Holiday Home, Crumpton

Countryside Cottage in Sassafras is a holiday home in Crumpton, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Countryside Cottage in Sassafras

Countryside Cottage in Sassafras is a holiday home in Crumpton, 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, Oct 10 - Sat, Oct 17 · 7 nights · total from $4,064.

From$581/night
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Pet-friendly vacation rentals in Crumpton, MD

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

EASTERN SHORE Maryland --2 minute walk to beach; Quintessential beach home - Crumpton, MD

EASTERN SHORE Maryland --2 minute walk to beach; Quintessential beach home

Holiday Home, Crumpton

EASTERN SHORE Maryland --2 minute walk to beach; Quintessential beach home is a holiday home in Crumpton, with pet-friendly space, easy beach access, and kitchen access. This stay gives…

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About EASTERN SHORE Maryland --2 minute walk to beach; Quintessential beach home

EASTERN SHORE Maryland --2 minute walk to beach; Quintessential beach home is a holiday home in Crumpton, 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, Oct 10 - Sat, Oct 17 · 7 nights · total from $2,604.

From$372/night
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Chester River Waterfront, Magnificent Views, Dock, Beach, close 2 town - Crumpton, MD

Chester River Waterfront, Magnificent Views, Dock, Beach, close 2 town

Holiday Home, Crumpton

Chester River Waterfront, Magnificent Views, Dock, Beach, close 2 town is a holiday home in Crumpton, with pet-friendly space, easy beach access, and kitchen access. This stay gives…

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About Chester River Waterfront, Magnificent Views, Dock, Beach, close 2 town

Chester River Waterfront, Magnificent Views, Dock, Beach, close 2 town is a holiday home in Crumpton, 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 wifi, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $3,703.

From$529/night
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Historic Manor House on Beautiful Eastern Shore Estate - Crumpton, MD

Historic Manor House on Beautiful Eastern Shore Estate

Holiday Home, Crumpton

Historic Manor House on Beautiful Eastern Shore Estate is a holiday home in Crumpton, with pet-friendly space and pool access. This stay gives travelers a comfortable base for exploring the…

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About Historic Manor House on Beautiful Eastern Shore Estate

Historic Manor House on Beautiful Eastern Shore Estate is a holiday home in Crumpton, with pet-friendly space and 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: free cancellation, pool, free wifi, pet friendly, and pets friendly.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $9,219.

From$1,317/night
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Eagles Point Landing-Private Pool, Dock, Pickleball - Crumpton, MD

Eagles Point Landing-Private Pool, Dock, Pickleball

Holiday Home, Crumpton

Eagles Point Landing-Private Pool, Dock, Pickleball is a holiday home in Crumpton, with pet-friendly space and pool access. This stay gives travelers a comfortable base for exploring the…

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About Eagles Point Landing-Private Pool, Dock, Pickleball

Eagles Point Landing-Private Pool, Dock, Pickleball is a holiday home in Crumpton, with pet-friendly space and 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, pet friendly, and pets friendly.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $10,657.

From$1,522/night
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Vacation rentals with parking in Crumpton, MD

Find vacation rentals that make arriving by car easier.

The Portside Manor - Queen Street Chestertown - Walking Distance to Downtown - Crumpton, MD

The Portside Manor - Queen Street Chestertown - Walking Distance to Downtown

Holiday Home, Crumpton

The Portside Manor - Queen Street Chestertown - Walking Distance to Downtown is a holiday home in Crumpton, with parking and kitchen access. This stay gives travelers a comfortable base for…

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About The Portside Manor - Queen Street Chestertown - Walking Distance to Downtown

The Portside Manor - Queen Street Chestertown - Walking Distance to Downtown is a holiday home in Crumpton, 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, Oct 10 - Sat, Oct 17 · 7 nights · total from $3,084.

From$441/night
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Riverfront Country House on Sassafras River. Kayak and Paddleboard. So peaceful. - Crumpton, MD

Riverfront Country House on Sassafras River. Kayak and Paddleboard. So peaceful.

Holiday Home, Crumpton

Riverfront Country House on Sassafras River. Kayak and Paddleboard. So peaceful. is a holiday home in Crumpton, with parking and kitchen access. This stay gives travelers a comfortable base…

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About Riverfront Country House on Sassafras River. Kayak and Paddleboard. So peaceful.

Riverfront Country House on Sassafras River. Kayak and Paddleboard. So peaceful. is a holiday home in Crumpton, 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, Oct 10 - Sat, Oct 17 · 7 nights · total from $5,077.

From$725/night
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Victorian Hideaway: Beautiful Exterior, Modern interior - Crumpton, MD

Victorian Hideaway: Beautiful Exterior, Modern interior

Holiday Home, Crumpton

Victorian Hideaway: Beautiful Exterior, Modern interior is a holiday home in Crumpton, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Victorian Hideaway: Beautiful Exterior, Modern interior

Victorian Hideaway: Beautiful Exterior, Modern interior is a holiday home in Crumpton, 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, hot tub, kitchen, with kitchen, and parking.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $5,322.

From$760/night
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Brampton 1860 - Crumpton, MD

Brampton 1860

B & B, Crumpton

Brampton 1860 is a b & b in Crumpton, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

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About Brampton 1860

Brampton 1860 is a b & b in Crumpton, 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 breakfast, free wifi, parking, paid parking, and fireplace.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $2,978.

From$383/night
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