Claiborne holiday rentals

We found 208 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals in Claiborne that are perfect for your trip. Whether you're staying in a holiday rental with family or friends, you'll have the amenities that you expect and more, which might include parking and a pool. You're sure to find a property to rent for everyone's needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts – Claiborne

Showing deals for:11 Dec - 18 Dec

Kitchen
Kitchen
Kitchen
Kitchen
Exceptional
(30 reviews)

Island Life 2! 2024 remodeled home on Private Waterfront Kent Island Estate

Stevensville

11% off
AU$2,894
for 7 nights, 1 room
AU$413 per night
includes taxes & fees
Island Life 2! 2024 remodeled home on Private Waterfront Kent Island Estate
Dining
Interior
Interior
Room
Exceptional
(107 reviews)

Cass-Away Luxury Houseboat

Grasonville

7% off
AU$1,849
for 7 nights, 1 houseboat
AU$264 per night
includes taxes & fees
Cass-Away Luxury Houseboat
Dining table- seats 10!
Pool
View from Pier back to house!
View from Foyer into Great Room
Exceptional
(145 reviews)

Modern St Michaels estate -Pier, Pool, Gas fire pit, Bikes, Kayaks

Easton

8% off
AU$11,121
for 7 nights, 1 home
AU$1,589 per night
includes taxes & fees
Modern St Michaels estate -Pier, Pool, Gas fire pit, Bikes, Kayaks
Thomas Harrison House looking from St. Michaels Town Harbor
View of Side of Harrison House and St. Michaels Harbor from Locust Street
Rear Porch for relaxing or for barbecues!
View of St Michaels Harbor from french doors in Living Room, and from Side Patio
Exceptional
(143 reviews)

Large -IN TOWN- Historic House on Harbor in St Michaels - Walk to Everything!

St. Michaels

8% off
AU$9,260
for 7 nights, 1 home
AU$1,323 per night
includes taxes & fees
Large -IN TOWN- Historic House on Harbor in St Michaels - Walk to Everything!
Interior
The view off of the point, breathtaking.
Another view from above.
Interior
Exceptional
(46 reviews)

Grandview- Main House

Bozman

25% off
AU$6,746
for 7 nights, 1 home
AU$964 per night
includes taxes & fees
Grandview- Main House
Dining
Interior
Interior
Living area
Excellent
(6 reviews)

Spacious waterfront house in charming Royal Oak with WiFi, AC, dock

Royal Oak

8% off
AU$12,547
for 7 nights, 1 cottage
AU$1,792 per night
includes taxes & fees
Spacious waterfront house in charming Royal Oak with WiFi, AC, dock
Convenient open-concept design: kitchen, dining and living areas
Shaded view of wrap-around deck; stainless Saber outdoor gas grill
Delightful front garden welcomes you when approaching house from driveway
Custom, open-concept home (photo prior to new red-oak hardwood flooring)
Exceptional
(163 reviews)

Overlook on Dun's Cove -- Luxury waterfront hideaway minutes from St. Michaels

Sherwood

10% off
AU$3,139
for 7 nights, 1 home
AU$448 per night
includes taxes & fees
Overlook on Dun's Cove -- Luxury waterfront hideaway minutes from St. Michaels
Property grounds
Exterior
Living area
Private kitchen
Exceptional
(25 reviews)

Artists, writers & creative minds IMAGINE YOUR GETAWAY AT SIMPLICITY COTTAGE

Tilghman

8% off
AU$4,141
for 7 nights, 1 cottage
AU$592 per night
includes taxes & fees
Artists, writers & creative minds IMAGINE YOUR GETAWAY AT SIMPLICITY COTTAGE
Private kitchen
Dining
Interior
Private kitchen
Exceptional
(11 reviews)

Charming Waterfront Cottage Retreat near St. Michaels

Bozman

8% off
AU$4,064
for 7 nights, 1 cottage
AU$581 per night
includes taxes & fees
Charming Waterfront Cottage Retreat near St. Michaels
Private kitchen
Living area
Dining
Exterior
Exceptional
(51 reviews)

Waterfront Home on the Chesapeake Bay with Pier only 30 min from naval academy

Stevensville

8% off
AU$9,152
for 7 nights, 1 home
AU$1,307 per night
includes taxes & fees
Waterfront Home on the Chesapeake Bay with Pier only 30 min from naval academy
Custom kitchen
View down the lane
Sit and stay a while!
Dining Room - Seats 6
Exceptional
(122 reviews)

Perfect Waterview Cottage - St. Michaels Getaway

Wittman

8% off
AU$2,834
for 7 nights, 1 cottage
AU$405 per night
includes taxes & fees
Perfect Waterview Cottage - St. Michaels Getaway
Property grounds
New Kitchen 2022
Exterior
Dining room
Exceptional
(65 reviews)

Circa 1700 Chesapeake Colonial home on the National Register.

Stevensville

8% off
AU$5,199
for 7 nights, 1 home
AU$743 per night
includes taxes & fees
Circa 1700 Chesapeake Colonial home on the National Register.
Living area
Be ready to float! Bring your own inner tubes and tennis shoes!
Exterior detail
Living area
Exceptional
(144 reviews)

Charming cottage along water with private pier, near St. Michaels Winery

Bozman

12% off
AU$2,929
for 7 nights, 1 cottage
AU$418 per night
includes taxes & fees
Charming cottage along water with private pier, near St. Michaels Winery
Park half block from house
St. Michaels Harbor from Park down street
Eating area in panelled Family Room. Eat here, in dining room, or on porch!
Large screened porch with ceiling fan allows outdoor dining and relaxing.
Exceptional
(150 reviews)

Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town

St. Michaels

8% off
AU$5,392
for 7 nights, 1 cottage
AU$770 per night
includes taxes & fees
Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town
Property grounds
Pool
Interior
Private kitchen
Exceptional
(217 reviews)

Island Life! Kent Island Waterfront with Pool-Bring your boat!

Stevensville

12% off
AU$4,637
for 7 nights, 1 room
AU$662 per night
includes taxes & fees
Island Life! Kent Island Waterfront with Pool-Bring your boat!

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Choose a holiday rental for your Claiborne getaway

Learn about the unique charm of Claiborne with a stay in a holiday home rental. This city has something for everyone. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Activities and attractions in and around Claiborne

Do you want to find things to do in the city? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that makes Claiborne a fun spot to go on holiday. Here are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

  • St. Michaels Winery (4.9 mi / 7.9 km)
  • Queenstown Harbor Golf (12 mi / 19.4 km)
  • Paul Reed Smith Guitars (10.6 mi / 17 km)
  • Phillips Wharf Environmental Center (8.9 mi / 14.3 km)
  • Hog Neck Golf Course (11.9 mi / 19.2 km)
  • Talbot Massage (12.2 mi / 19.6 km)

Exploring the natural landscape of Claiborne

Whether you're an outdoor enthusiast or just want to take in the scenery, you'll be sure to find the perfect setting for your holiday in Claiborne. These are a few of the area's most enchanting sights, all within 30 miles (48.2 km) of the city centre:

  • Northern Chesapeake Bay (9.5 mi / 15.3 km)
  • Bay Ridge Beach (12.3 mi / 19.7 km)
  • Sandy Point Beach (13.6 mi / 21.9 km)
  • Eastern Neck National Wildlife Refuge (13.7 mi / 22 km)
  • Maryland Quiet Waters Park (13.9 mi / 22.4 km)
  • Chesapeake Bay Environmental Center (8.1 mi / 13 km)

How to get to and around Claiborne

Fly into Easton, MD (ESN-Easton - Newnam), the closest airport, located 11.6 mi (18.7 km) from the city centre. If you can't find a flight that works for your travel itinerary, you could also fly into Fort Meade, MD (FME-Tipton), which is 31.2 mi (50.1 km) away.

Frequently asked questions

What is the best area to stay in Claiborne when booking a holiday rental?
When considering a holiday rental in Claiborne, Maryland, the best area to focus on is the charming waterfront neighbourhood. This picturesque location not only offers a serene atmosphere but also provides easy access to the stunning views of the Chesapeake Bay. Visitors will find a variety of lovely properties to choose from, making it an ideal spot for both relaxation and exploration.One of the top attractions nearby is the local marina, where guests can enjoy boating and fishing activities, making it superb for water enthusiasts. Additionally, the nearby nature trails provide a wonderful opportunity for hiking and birdwatching, allowing visitors to immerse themselves in the area's natural beauty.For those looking to experience local culture, the quaint shops and eateries in the vicinity offer a delightful taste of the community's charm.
What are the top attractions in Claiborne?
In Claiborne, Maryland, visitors can enjoy the serene beauty of the Chesapeake Bay, with opportunities for boating and fishing. The nearby Blackwater National Wildlife Refuge offers a chance to observe diverse wildlife, including migratory birds, making it a popular spot for nature enthusiasts. For those interested in history, the charming town of St. Michaels, located just a short drive away, features the Chesapeake Bay Maritime Museum, which showcases the region's maritime heritage. Additionally, the area is known for its picturesque landscapes and quiet waterfront, ideal for leisurely strolls and relaxation.
Are all fees included in the Claiborne holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Claiborne holiday homes with parking?
Stayz offers a wide selection of holiday homes in Claiborne with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Claiborne holiday homes?
You can find great discounts on holiday homes in Claiborne on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Claiborne holiday home booking on Stayz?
To find Claiborne holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Claiborne?
A long-stay holiday home in Claiborne is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Claiborne holiday home?
Book your Claiborne holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Claiborne?
Prices for holiday homes in Claiborne vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Claiborne to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.