Compare Caroline County Cottage Rentals

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Featured Cottages in Caroline County

$145 nightly

$166 total

Oct 21 - Oct 22

Total with taxes and fees

This cottage is a smoke-free cottage.

Pool

Kitchen

Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing

Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.

Kitchen

Washer

Red Roof Retreat at Lake Anna, Waterfront w/kayaks, fire pit, grill & large deck

At this cottage, guests have access to features like laundry facilities.

Kitchen

Washer

Blue Heron Cottage is cozy & convenient. Renovated March 2023!

Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.

Kitchen

Washer

At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has a garden.

Kitchen

Washer

Waterfront Island Cottage with Loft and Private Pier

At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has barbecue grills.

Kitchen

Washer

Richmond Home w/ Deck: 1 Mi to Richmond Raceway!

At this cottage, guests have access to free WiFi in public areas. You can put free parking to good use if you drive.

Kitchen

Washer

Sunnyside Up - Small Dog Friendly Waterfront Cottage

Guests staying at this cottage have access to a garden and barbecue grills.

Kitchen

Pet friendly

< 1 Mi to Colonial Beach: Coastal Gem w/ 2 Porches

At this cottage, guests have access to free WiFi in public areas. If you drive, take advantage of free offsite parking.

Kitchen

Free WiFi

Don't see what you're looking for?

See all available properties in Caroline County

View all properties

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Cottages

Book a cottage in Caroline County
Spend your next getaway treating yourself to a quieter, simpler way of life in a private cottage in Caroline County. Cozy and charming, cottage rentals are the ideal spot when you want the comforts of home paired with a one-of-a-kind experience. They’re perfect for a single traveler looking for peace and quiet, or small groups who want to get to know Caroline County better.

Cottage apartments in Caroline County range from rustic to luxurious, with just about everything in between. Orbitz gives you the best deals on all of them.

Find the best cottages in Caroline County
City cottages are great if you want a cozy, comfy place to stay without being far from the all the cool spots you want to check out. A cottage makes a great home base for a day filled with adventure in Caroline County and the surrounding area. Not willing to give up all the comforts of a fine hotel? A luxury cottage turns up the charm while offering perks like room service, cable television, sunken spa tubs and housekeeping.

Stay in a Caroline County cottage and swap busy days for peaceful evenings. Use the kitchenette or full kitchen to come up with a meal or reheat leftovers from your afternoon in Caroline County. You may even be able to use a pool and laundry facilities. Whether you’re in the mood for quiet relaxation or a night on the town, a cottage puts you right where you want to be.

Caroline County Cottages essential information

Accommodation	89 Cottages
Lowest Price	$166
Highest Price	$166
Popular accommodation	1840s Cottage close to I-95, Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing, Red Roof Retreat at Lake Anna, Waterfront w/kayaks, fire pit, grill & large deck, Blue Heron Cottage is cozy & convenient. Renovated March 2023!, Cozy Cape Cod Home!, Waterfront Island Cottage with Loft and Private Pier, Richmond Home w/ Deck: 1 Mi to Richmond Raceway!, Sunnyside Up - Small Dog Friendly Waterfront Cottage, < 1 Mi to Colonial Beach: Coastal Gem w/ 2 Porches