Holiday Rentals in Caroline County

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Featured Holiday Rentals in Caroline County

Turnbridge Manor
Property grounds

Turnbridge Manor

9.8 out of 10, Exceptional, (11)
"We rented this wonderful home for Christmas and had the most relaxing time. The house is just as advertised and the owner a delight to work with. We especially loved the proximity to the square and how walkable it was to everything. I can’t wait to rent it again during warm weather to enjoy all the wonderful porches and the outdoor area."
The price is €534
includes taxes & fees
15 Jul - 16 Jul
Turnbridge Manor
Charming bungalow w water views in Bowers Beach AC WiFi Dover Downs AFB DE Turf
Outdoor dining

Charming bungalow w water views in Bowers Beach AC WiFi Dover Downs AFB DE Turf

9.4 out of 10, Exceptional, (3)
"Adorable cottage. Excellent location. We will definitely rent again. "
The price is €444
includes taxes & fees
18 Jul - 19 Jul
Charming bungalow w water views in Bowers Beach AC WiFi Dover Downs AFB DE Turf
Poe Themed Home Close to Beaches and DE Turf
Outdoor dining

Poe Themed Home Close to Beaches and DE Turf

10.0 out of 10, Exceptional, (1)
"Comfortable beds, meticulous details of EA Poe throughout, walking distance to adorable Dolce’ for coffee and pastries, and lovely Milford charm are a few of the outstanding qualities of this home away from home. "
The price is €245
includes taxes & fees
15 Jul - 16 Jul
Poe Themed Home Close to Beaches and DE Turf
3-bedroom townhome in tranquil Delmar with WiFi, AC. Relax and unwind
Fridge, microwave, oven, stovetop

3-bedroom townhome in tranquil Delmar with WiFi, AC. Relax and unwind

10.0 out of 10, Exceptional, (1)
"The property was lovely. The host so very accommodating, The neighborhood close to restaurants and stores. The flowers, beverages and goodie basket was really a nice touch and very much appreciated. The beds were very comfortable as well. There is access to the community Pool too. The weather did not permit us to use it. Thank You."
The price is €600
includes taxes & fees
15 Jul - 16 Jul
3-bedroom townhome in tranquil Delmar with WiFi, AC. Relax and unwind
Mini Aruba Glamper inDover with WiFi, AC and guest access to backyard oasis
Pool

Mini Aruba Glamper inDover with WiFi, AC and guest access to backyard oasis

The price is €186
includes taxes & fees
23 Jul - 24 Jul
Mini Aruba Glamper inDover with WiFi, AC and guest access to backyard oasis
Amazing Modern house with a full kitchen and parking
Dining

Amazing Modern house with a full kitchen and parking

9.8 out of 10, Exceptional, (8)
"The house is a beautiful place to stay. The location was ideal for going to attractions and stores. "
The price is €270
includes taxes & fees
27 Jul - 28 Jul
Amazing Modern house with a full kitchen and parking
WATERFRONT!! HOT TUB!! 4 BED/4 BATH CHARMING HOME IN THE HEART OF CAMBRIDGE
Interior

WATERFRONT!! HOT TUB!! 4 BED/4 BATH CHARMING HOME IN THE HEART OF CAMBRIDGE

8.4 out of 10, Very good, (5)
"Large house with in law suite and 2nd entrance. Clean, rustic cabin feel. Plenty of room to stretch out. Game room and bar area is nice with big tv. Hot tub fairly new. Weather didnt permit using kayaks, but they are there for use on creek to river. Anyone who would pay for 3 or 4 rooms at the resort next door is crazy. Great place for a family get together. Bathrooms all updated. Plenty of stuff you need in bath and kitchen. Laundry room even had pods and dryer sheets."
The price is €687
includes taxes & fees
22 Jul - 23 Jul
WATERFRONT!! HOT TUB!! 4 BED/4 BATH CHARMING HOME IN THE HEART OF CAMBRIDGE
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina
Marina

Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

9.6 out of 10, Exceptional, (10)
"Vacationed here with our family of 5. Very cute and nice layout. Perfect walk to downtown and the docks. "
The price is €463
includes taxes & fees
15 Jul - 16 Jul
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina
Charming 3-bedroom Midcentury modern home, retro vibe and stylish furnishings.
Fridge

Charming 3-bedroom Midcentury modern home, retro vibe and stylish furnishings.

9.6 out of 10, Exceptional, (5)
"We had a great week in Cambridge. The Retro House has everything you need. It’s neat, clean, bright and very easy to stay in. It’s in a quiet neighborhood just short drive from the center of town. This was our second stay in the Retro House, we love it & will be coming back in the spring for another week!"
The price is €349
includes taxes & fees
21 Jul - 22 Jul
Charming 3-bedroom Midcentury modern home, retro vibe and stylish furnishings.
Waterfront Getaway with Dock
Fridge, microwave, oven, stovetop

Waterfront Getaway with Dock

10.0 out of 10, Exceptional, (45)
"We appreciated the cleanliness of the home and the location was beautiful and convenient to the state/national park, town and Harriet Tubman museum."
The price is €244
includes taxes & fees
23 Jul - 24 Jul
Waterfront Getaway with Dock
HGTV quality, private guest suite, country getaway with hot tub & fire pit
Terrace/patio

HGTV quality, private guest suite, country getaway with hot tub & fire pit

10.0 out of 10, Exceptional, (5)
"Was looking for an upscale beautiful place to stay for a family wedding. Found it! Tammy has tended to every detail at this VRBO. Gorgeous farmhouse chic. Very attentive to our texts. And always good to return to Centreville to see friends and family. "
The price is €390
includes taxes & fees
15 Jul - 16 Jul
HGTV quality, private guest suite, country getaway with hot tub & fire pit
Spacious waterfront home with amazing views, private pier, fishing and crabbing.
Property grounds

Spacious waterfront home with amazing views, private pier, fishing and crabbing.

9.4 out of 10, Exceptional, (23)
"A nice, quiet location on the water. Exactly as advertised. We would definitely stay again if we were in the area."
Spacious waterfront home with amazing views, private pier, fishing and crabbing.
Gorgeous Creek Side Ranch-Style Estate With Dock
Fridge, microwave, oven, stovetop

Gorgeous Creek Side Ranch-Style Estate With Dock

9.8 out of 10, Exceptional, (8)
"We were in town for a family wedding and throughly enjoyed our stay at this beautiful house. The property is gorgeous and the house has everything you need to make your stay enjoyable. We will definitely be back when visiting family in the area. "
The price is €800
includes taxes & fees
20 Jul - 21 Jul
Gorgeous Creek Side Ranch-Style Estate With Dock
Beautiful Waterfront Retreat in Cambridge!
Interior

Beautiful Waterfront Retreat in Cambridge!

10.0 out of 10, Exceptional, (39)
"The house was so cute and the fact that we were able to do early check in was amazing!"
The price is €430
includes taxes & fees
24 Jul - 25 Jul
Beautiful Waterfront Retreat in Cambridge!
Spacious 2 bedroom duplex located conveniently near Route 50 East and West.
Exterior

Spacious 2 bedroom duplex located conveniently near Route 50 East and West.

9.6 out of 10, Exceptional, (10)
"Great overnight stay for a wedding nearby. Would highly recommend!"
The price is €370
includes taxes & fees
15 Jul - 16 Jul
Spacious 2 bedroom duplex located conveniently near Route 50 East and West.
WATERFRONT!! **HOT TUB** 3 bedroom Oasis on 2+ acres - Sleeps 8
Smart TV

WATERFRONT!! **HOT TUB** 3 bedroom Oasis on 2+ acres - Sleeps 8

10.0 out of 10, Exceptional, (12)
"very serene, peaceful home on the bay! Amazing getaway! "
The price is €716
includes taxes & fees
27 Jul - 28 Jul
WATERFRONT!! **HOT TUB** 3 bedroom Oasis on 2+ acres - Sleeps 8
#2 Egret Cottage Harris Cove
Marina

#2 Egret Cottage Harris Cove

#2 Egret Cottage Harris Cove
Waterfront Sunset Bayview: sleeps 6
Terrace/patio

Waterfront Sunset Bayview: sleeps 6

10.0 out of 10, Exceptional, (17)
"Loved the location, the property, and amenities. Would definitely stay again!"
The price is €728
includes taxes & fees
2 Aug - 3 Aug
Waterfront Sunset Bayview: sleeps 6
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.
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