Claiborne Holiday Rentals

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Holiday Rentals in Claiborne

Relax on Kent Island in 3 Bedroom Home w/Waterview

9.8 out of 10, Exceptional, (38)
"Owner was very welcoming and left a bottle of wine as a nice gesture. Excellent communication."
The price is NZ$491
includes taxes & fees
23 July - 24 July
Relax on Kent Island in 3 Bedroom Home w/Waterview

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 NZ$1,366
includes taxes & fees
24 July - 25 July
Gorgeous Creek Side Ranch-Style Estate With Dock

The Cottage

10.0 out of 10, Exceptional, (7)
"Beautiful, beautiful, beautiful! Haley was a wonderful host! "
The price is NZ$757
includes taxes & fees
28 July - 29 July
The Cottage

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 NZ$756
includes taxes & fees
22 July - 23 July
HGTV quality, private guest suite, country getaway with hot tub & fire pit

Historic Row Home in Downtown Annapolis

The price is NZ$1,050
includes taxes & fees
22 July - 23 July
Historic Row Home in Downtown Annapolis

❤️Charming Coastal/Country Home w/3 Acres & Sauna!❤️

9.6 out of 10, Exceptional, (28)
"Nice and peaceful stay for a quick local getaway. "
The price is NZ$576
includes taxes & fees
3 Aug - 4 Aug
❤️Charming Coastal/Country Home w/3 Acres & Sauna!❤️

Peaceful 2-bedroom / 2-bathroom house with WiFi and AC in serene Shady Side

10.0 out of 10, Exceptional, (1)
"Stay there while my new home was getting work done, house was clean, perfect size for my family. It’s 50 ft to an ice cream shop and laundry mat. Our hoist even included a gift card to the ice cream shop. Great communication and perfect stay for us, felt like home "
The price is NZ$797
includes taxes & fees
21 July - 22 July
Peaceful 2-bedroom / 2-bathroom house with WiFi and AC in serene Shady Side

Beautiful Waterfront Retreat in Cambridge!

10.0 out of 10, Exceptional, (41)
"The house was so cute and the fact that we were able to do early check in was amazing!"
The price is NZ$826
includes taxes & fees
24 July - 25 July
Beautiful Waterfront Retreat in Cambridge!

Dean Street's Lower Deck House!

The price is NZ$753
includes taxes & fees
3 Aug - 4 Aug
Dean Street's Lower Deck House!

Cozy Home in Beautiful Annapolis

10.0 out of 10, Exceptional, (13)
"Great property and very clean!"
The price is NZ$480
includes taxes & fees
21 July - 22 July
Cozy Home in Beautiful Annapolis

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

9.8 out of 10, Exceptional, (11)
"Great overnight stay for a wedding nearby. Would highly recommend!"
The price is NZ$711
includes taxes & fees
21 July - 22 July
Spacious 2 bedroom duplex located conveniently near Route 50 East and West.

Charming Pet-Friendly Stay - Near Bay & Beaches.

10.0 out of 10, Exceptional, (2)
"Tons of space with lots of amenities! Super nice neighbor hood and neighbors. Very clean as well!"
The price is NZ$851
includes taxes & fees
21 July - 22 July
Charming Pet-Friendly Stay - Near Bay & Beaches.

Annapolis Retreat - 7 mins from downtown Annapolis!

10.0 out of 10, Exceptional, (2)
"The house was roomy, perfect for a large group and it was very clean and cozy. They also provided everything that was needed to have a comfortable stay."
The price is NZ$1,027
includes taxes & fees
29 July - 30 July
Annapolis Retreat - 7 mins from downtown Annapolis!

Cute bungalow blocks to Stadium

10.0 out of 10, Exceptional, (5)
"We loved the layout, location, and porch- quality time with family with plenty to do and close USNA. We will stay here again!"
Cute bungalow blocks to Stadium

Huge Beach Bungalow w/Yard, Beach Passes, 2 King Bds near Boardwalk, Restaurants

10.0 out of 10, Exceptional, (26)
"Everything about our stay was wonderful..the hosts were so quick to respond to any questions amd were very patient with me with all of my questions..I would DEFINITELY stay here again!!"
The price is NZ$1,073
includes taxes & fees
5 Aug - 6 Aug
Huge Beach Bungalow w/Yard, Beach Passes, 2 King Bds near Boardwalk, Restaurants

Waterfront Camper with Dock

10.0 out of 10, Exceptional, (1)
"Lovely stay, don't let the RV aspect.of it scare you. Nicer than most other bnbs ice stayed in. Quiet, clean and beautiful view of the water. "
The price is NZ$577
includes taxes & fees
21 July - 22 July
Waterfront Camper with Dock

Lux New Construction:Steps to the Beach - Sleeps 7

10.0 out of 10, Exceptional, (1)
"The property was beautiful with plenty of space to have a getaway with friends. The host was super communicative when we had issues with check in. Would highly recommend staying here!"
The price is NZ$1,224
includes taxes & fees
1 Aug - 2 Aug
Lux New Construction:Steps to the Beach - Sleeps 7

Spacious 4 Bedroom Home w/ Hot Tub

9.8 out of 10, Exceptional, (19)
"A group of us stayed here for a friends wedding and had a wonderful time! The hosts were communicative and friendly. The house is amazing! Comfortable, big, well laid out. The hot tub was perfect temp and clean. The beds were comfortable. Having a yard was great for our dog. Would definitely stay here again and highly recommend this place!"
The price is NZ$921
includes taxes & fees
23 July - 24 July
Spacious 4 Bedroom Home w/ Hot Tub

Londontowne Hideaway

The price is NZ$841
includes taxes & fees
3 Aug - 4 Aug
Londontowne Hideaway

Mayo Peninsula Home Sleeps 10

10.0 out of 10, Exceptional, (3)
"House was clean and comfortable. Great layout. "
The price is NZ$1,024
includes taxes & fees
28 July - 29 July
Mayo Peninsula Home Sleeps 10
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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Top Claiborne Hotel Reviews

Frequently asked questions

Are there holiday rentals in Claiborne?

Yes, there are holiday rentals close to the most popular sights in Claiborne, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Claiborne has to offer?

Directly Across from USNA Gate One & Steps from the Waterfront and Main Street! : This holiday home rental outside of Claiborne is located in the city centre, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

What’s there to see and do in Claiborne?

Explore the area and family-friendly sights such as Chesapeake Bay Maritime Museum, or get out into nature at a spot like CL Open Field. In the wider area, you’ll find St. Michaels Marina and St. Michaels Winery.

What’s a holiday rental in Claiborne like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Claiborne. Holiday rentals provide amenities such as laundry facilities and kitchens so you'll feel just like you're at home. If you're concerned about cleanliness, holiday rentals can offer a sense of security away from shared hotel lifts and busy front desks while still allowing you to travel. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental a great option for family trips.