Vacation rentals in Caroline County, MD

127 available vacation rental offers

airbnbBooking.comVrboExpediaSonderpricelineTripadvisorTrip.comHomestayHotels.comOrbitz

Choose the perfect vacation accommodation

Price per night

Up to $100$100 - 200From $200

Accommodation type

Vacation rentals and Airbnb

Rating

Excellent 9+Very good 8+Good 7+All ratings

Best vacation rentals and Airbnb offers in Caroline County, MD

Totally Remodeled Cozy Apartment. 2.5 miles to Delaware Turf! - Caroline County, MD

Totally Remodeled Cozy Apartment. 2.5 miles to Delaware Turf!

Apartment, Caroline County

Totally Remodeled Cozy Apartment. 2.5 miles to Delaware Turf! is a apartment in Caroline County, with parking and kitchen access. This stay gives travelers a comfortable base for exploring…

Read more

About Totally Remodeled Cozy Apartment. 2.5 miles to Delaware Turf!

Totally Remodeled Cozy Apartment. 2.5 miles to Delaware Turf! is a apartment in Caroline County, 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 $846.

From$121/night
Show
Tiny House in the Woods, sleeps 3, full bath, linens provided, keurig & k cups - Caroline County, MD

Tiny House in the Woods, sleeps 3, full bath, linens provided, keurig & k cups

Holiday Home, Caroline County

Tiny House in the Woods, sleeps 3, full bath, linens provided, keurig & k cups is a holiday home in Caroline County, with parking, kitchen access, and room for a group. This stay gives…

Read more

About Tiny House in the Woods, sleeps 3, full bath, linens provided, keurig & k cups

Tiny House in the Woods, sleeps 3, full bath, linens provided, keurig & k cups is a holiday home in Caroline County, 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: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,066.

From$152/night
Show
Cozy Unit in Milford, Delaware -Close to DE Turf - Caroline County, MD

Cozy Unit in Milford, Delaware -Close to DE Turf

Apartment, Caroline County

Cozy Unit in Milford, Delaware -Close to DE Turf is a apartment in Caroline County, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between…

Read more

About Cozy Unit in Milford, Delaware -Close to DE Turf

Cozy Unit in Milford, Delaware -Close to DE Turf is a apartment in Caroline County, 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, hot tub, parking, free parking, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,069.

From$153/night
Show
Woodsy + Secluded! Amish Country Retreat in Hartly - Caroline County, MD

Woodsy + Secluded! Amish Country Retreat in Hartly

Cottage, Caroline County

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

Read more

About Woodsy + Secluded! Amish Country Retreat in Hartly

Woodsy + Secluded! Amish Country Retreat in Hartly is a cottage in Caroline County, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,334.

From$160/night
Show

Pet-friendly vacation rentals in Caroline County, MD

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

3BR Dog-friendly Townouse w/ Grill, Fireplace, AC - Caroline County, MD

3BR Dog-friendly Townouse w/ Grill, Fireplace, AC

Apartment, Caroline County

3BR Dog-friendly Townouse w/ Grill, Fireplace, AC is a apartment in Caroline County, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a comfortable…

Read more

About 3BR Dog-friendly Townouse w/ Grill, Fireplace, AC

3BR Dog-friendly Townouse w/ Grill, Fireplace, AC is a apartment in Caroline County, with pet-friendly space, 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, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,790.

From$213/night
Show
Luxury 2 bedroom Apt. Near DE Turf & Beaches! - Caroline County, MD

Luxury 2 bedroom Apt. Near DE Turf & Beaches!

Apartment, Caroline County

Luxury 2 bedroom Apt. Near DE Turf & Beaches! is a apartment in Caroline County, with pet-friendly space, easy beach access, and parking. This stay gives travelers a comfortable base for…

Read more

About Luxury 2 bedroom Apt. Near DE Turf & Beaches!

Luxury 2 bedroom Apt. Near DE Turf & Beaches! is a apartment in Caroline County, 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: pet friendly, pets friendly, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,581.

From$226/night
Show
8 Mi to Dover Motor Speedway! Dog-Friendly Retreat - Caroline County, MD

8 Mi to Dover Motor Speedway! Dog-Friendly Retreat

Holiday Home, Caroline County

8 Mi to Dover Motor Speedway! Dog-Friendly Retreat is a holiday home in Caroline County, with pet-friendly space, kitchen access, and a quieter setting. This stay gives travelers a…

Read more

About 8 Mi to Dover Motor Speedway! Dog-Friendly Retreat

8 Mi to Dover Motor Speedway! Dog-Friendly Retreat is a holiday home in Caroline County, 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, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,758.

From$251/night
Show
Cozy home in Milford/Harrington for relaxing stays! - Caroline County, MD

Cozy home in Milford/Harrington for relaxing stays!

Holiday Home, Caroline County

Cozy home in Milford/Harrington for relaxing stays! is a holiday home in Caroline County, with pet-friendly space and a quieter setting. This stay gives travelers a comfortable base for…

Read more

About Cozy home in Milford/Harrington for relaxing stays!

Cozy home in Milford/Harrington for relaxing stays! is a holiday home in Caroline County, with pet-friendly space 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, hot tub, pet friendly, pets friendly, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,892.

From$270/night
Show

Family-friendly vacation rentals in Caroline County, MD

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

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

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

Condo, Caroline County

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

Read more

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 Caroline County, 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 $1,352.

From$193/night
Show
Spacious Trappe Getaway w/ Outdoor Pool & Gazebo! - Caroline County, MD

Spacious Trappe Getaway w/ Outdoor Pool & Gazebo!

Cottage, Caroline County

Spacious Trappe Getaway w/ Outdoor Pool & Gazebo! is a cottage in Caroline County, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

Read more

About Spacious Trappe Getaway w/ Outdoor Pool & Gazebo!

Spacious Trappe Getaway w/ Outdoor Pool & Gazebo! is a cottage in Caroline County, with pool 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 $2,738.

From$308/night
Show
Little Creek Hideaway - Privacy and Perfect Family Getaway. - Caroline County, MD

Little Creek Hideaway - Privacy and Perfect Family Getaway.

Holiday Home, Caroline County

Little Creek Hideaway - Privacy and Perfect Family Getaway. is a holiday home in Caroline County, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a…

Read more

About Little Creek Hideaway - Privacy and Perfect Family Getaway.

Little Creek Hideaway - Privacy and Perfect Family Getaway. is a holiday home in Caroline County, with pet-friendly space, 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: pet friendly, pets friendly, kitchen, with kitchen, and fireplace.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,414.

From$345/night
Show