Vacation Homes in Caroline County, MD
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Top cities with to explore in Caroline County

Denton
Top Vacation Homes in Caroline County

Dollhouse in Central Historic St Michaels

Backroad Getaway -Brand New 3-bedroom retreat near Sports at the Beach & DE Turf

Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

Spacious Trappe Getaway w/ Outdoor Pool & Gazebo!

Guest suite in the woods with private entry

Family & Friends Paradise – Pool, BBQ, & More!

Dog-friendly townhouse with enclosed backyard, grill, streaming, fireplace, AC

Waterfront Getaway with Dock

Pet-Friendly Home on Chester River w/ Dock!

Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife

Heated Pool- CHESAPEAKE MANSION - 12,000 SQFT/30 ACRES/HUGE POLYWOOD PLAYGROUND
Find the Best Vacation Homes in Caroline County
Why book a vacation home in Caroline County?
Vacation homes in Caroline County make for a different travel experience. Your holiday home will allow you to feel at home during your visit. You’ll usually have more space, more privacy, and extra amenities not typically included with hotel stays.
How much is a vacation home in Caroline County?
Private Caroline County rental homes range between $278 - $512 per night. Prices change based on seasonal demand, travel dates, property location, capacity, amenities, etc.
What are the cancellation and flexibility options on Travelocity?
To cancel your vacation home, you must reach out to the individual property manager. Their contact details are available in your itinerary. For more information, head over to our customer service portal. Use the ‘free cancellation’ or ‘reserve now, pay later’ filters to find the most flexible options for your bookings.
What amenities should I look out for in a vacation home?
There are some exciting amenities available in Caroline County vacation home rentals. You might look for Caroline County rental houses with a private pool or free Wi-Fi. Some popular amenities also include a private hot tub, air-conditioning, laundry facilities, and a games room.
Vacation rentals in Caroline County offer other accommodations that may interest you. Some have resort-like amenities such as a fitness center, bar/lounge, or swimming pool.
When is the best time to rent a vacation home in Caroline County?
You’ll typically get cheaper rates when staying during the off-season, . Prices are usually at their lowest for stays in . are the most popular months to visit.
Why book a vacation home with Travelocity?
Travel smart with Travelocity. Search over 1 million properties worldwide and access an incredible selection of holiday homes in Caroline County. Our members save 10% or more on select hotels, and if you find a lower price, we’ll match it with our Price Match Guarantee. Get started finding Caroline County hotels and vacation homes that best suit your stay. We also have deals for flights, and Caroline County car rentals. You’ll save even more when you bundle your items into a Caroline County vacation package!
How many vacation homes are available to book in Caroline County?
There are 313 rental homes in Caroline County. Enter your travel dates to check availability.
How do I find the best price for a vacation home in Caroline County?
Private vacation homes vary in price, and we’ll help you get the best deal possible. Use the map feature to compare rental house prices in different neighborhoods. Also, try adjusting your dates to compare nightly rates within a similar timeframe.
Caroline County Vacation Homes essential information
Accommodation | 313 Vacation Homes |
---|---|
Lowest Price | $278 |
Highest Price | $512 |
Popular accommodation | Dollhouse in Central Historic St Michaels, Backroad Getaway -Brand New 3-bedroom retreat near Sports at the Beach & DE Turf, Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina, Luxury Treehouse with Large Deck, Spacious Trappe Getaway w/ Outdoor Pool & Gazebo!, Guest suite in the woods with private entry , Family & Friends Paradise – Pool, BBQ, & More!, Dog-friendly townhouse with enclosed backyard, grill, streaming, fireplace, AC, Waterfront Getaway with Dock, Pet-Friendly Home on Chester River w/ Dock!, Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife, Heated Pool- CHESAPEAKE MANSION - 12,000 SQFT/30 ACRES/HUGE POLYWOOD PLAYGROUND |