Claiborne holiday homes

We found 214 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:27 Nov - 4 Dec

Room
Interior
Interior
Exterior
Exceptional
(107 reviews)

Cass-Away Luxury Houseboat

Grasonville

7% off
NZ$2,180
for 7 nights, 1 houseboat
NZ$311 per night
includes taxes & fees
Cass-Away Luxury Houseboat
View from Pier back to house!
Pool
View from Foyer into Great Room
Dining table- seats 10!
Exceptional
(145 reviews)

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

Easton

8% off
NZ$13,691
for 7 nights, 1 home
NZ$1,956 per night
includes taxes & fees
Modern St Michaels estate -Pier, Pool, Gas fire pit, Bikes, Kayaks
Pool
The view off of the point, breathtaking.
Interior
Interior
Exceptional
(45 reviews)

Grandview- Main House

Bozman

25% off
NZ$8,044
for 7 nights, 1 home
NZ$1,149 per night
includes taxes & fees
Grandview- Main House
Dining
Exterior
Living area
Private kitchen
Exceptional
(21 reviews)

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

Tilghman

8% off
NZ$4,974
for 7 nights, 1 cottage
NZ$711 per night
includes taxes & fees
Artists, writers & creative minds IMAGINE YOUR GETAWAY AT SIMPLICITY COTTAGE
Rear Porch for relaxing or for barbecues!
View of Side of Harrison House and St. Michaels Harbor from Locust Street
Thomas Harrison House looking from St. Michaels Town Harbor
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
NZ$9,198
for 7 nights, 1 home
NZ$1,314 per night
includes taxes & fees
Large -IN TOWN- Historic House on Harbor in St Michaels - Walk to Everything!
Delightful front garden welcomes you when approaching house from driveway
Shaded view of wrap-around deck; stainless Saber outdoor gas grill
"Overlook on Dun's Cove" -- luxury, year-round waterfront vacation rental
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
NZ$3,702
for 7 nights, 1 home
NZ$529 per night
includes taxes & fees
Overlook on Dun's Cove -- Luxury waterfront hideaway minutes from St. Michaels
Interior
Living area
Exterior
Dining
Exceptional
(49 reviews)

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

Stevensville

8% off
NZ$10,966
for 7 nights, 1 home
NZ$1,567 per night
includes taxes & fees
Waterfront Home on the Chesapeake Bay with Pier only 30 min from naval academy
Interior
New Kitchen 2022
Exterior
Property grounds
Exceptional
(64 reviews)

Circa 1700 Chesapeake Colonial home on the National Register.

Stevensville

8% off
NZ$6,236
for 7 nights, 1 home
NZ$891 per night
includes taxes & fees
Circa 1700 Chesapeake Colonial home on the National Register.
Living area
Dining
Private kitchen
Interior
Exceptional
(11 reviews)

Charming Waterfront Cottage Retreat near St. Michaels

Bozman

8% off
NZ$5,185
for 7 nights, 1 cottage
NZ$741 per night
includes taxes & fees
Charming Waterfront Cottage Retreat near St. Michaels
Sit and stay a while!
View down the lane
Custom kitchen
Dining Room - Seats 6
Exceptional
(122 reviews)

Perfect Waterview Cottage - St. Michaels Getaway

Wittman

8% off
NZ$3,341
for 7 nights, 1 cottage
NZ$477 per night
includes taxes & fees
Perfect Waterview Cottage - St. Michaels Getaway
Large Screened Porch with rocking chairs
Front of W Melson House
Family Room for reading, playing games, watching television, or just relaxing.
New and fully equipped Kitchen
Exceptional
(208 reviews)

Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch

St. Michaels

8% off
NZ$5,342
for 7 nights, 1 cottage
NZ$763 per night
includes taxes & fees
Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch
Terrace/patio
Living area
Living area
Interior
Exceptional
(7 reviews)

Private+Cozy-3br+2ba-1mile to Historic Downtown Saint Michaels

St. Michaels

16% off
NZ$4,184
for 7 nights, 1 home
NZ$598 per night
includes taxes & fees
Private+Cozy-3br+2ba-1mile to Historic Downtown Saint Michaels
Outdoor dining
Pool
Property grounds
Private kitchen
Exceptional
(216 reviews)

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

Stevensville

12% off
NZ$5,572
for 7 nights, 1 room
NZ$796 per night
includes taxes & fees
Island Life! Kent Island Waterfront with Pool-Bring your boat!
Living area
Be ready to float! Bring your own inner tubes  and tennis shoes!
Exterior detail
Interior
Exceptional
(144 reviews)

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

Bozman

12% off
NZ$3,452
for 7 nights, 1 cottage
NZ$493 per night
includes taxes & fees
Charming cottage along water with private pier, near St. Michaels Winery
Large screened porch with ceiling fan allows outdoor dining and relaxing.
St. Michaels Harbor from Park down street
Eating area in panelled Family Room. Eat here, in dining room, or on porch!
Park half block from house
Exceptional
(150 reviews)

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

St. Michaels

8% off
NZ$4,929
for 7 nights, 1 cottage
NZ$704 per night
includes taxes & fees
Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town
  • 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)
  • Easton Cycle and Sport (12.3 mi / 19.9 km)
  • Phillips Wharf Environmental Center (8.9 mi / 14.3 km)
  • Hog Neck Golf Course (11.9 mi / 19.2 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:

  • Chesapeake Bay Environmental Center (8.1 mi / 13 km)
  • 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)
  • Maryland Quiet Waters Park (13.9 mi / 22.4 km)
  • Romancoke Wharf County Park (4.3 mi / 6.8 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 most popular type of holiday home accommodation in Claiborne?
Houses are the most popular kind of holiday home in Claiborne, according to our data. Even if you have something different in mind, Bookabach has holiday homes in all shapes and sizes. Take a look at our options to find your ideal match.
How much does it cost to rent a holiday home in Claiborne?
The average price for a holiday home in Claiborne can vary depending on factors such as property type, length of stay and time of year. Whether you're looking for a sprawling villa with room to move around or a cosy cabin that's perfect for two, just add your travel dates to view some great-value stays.
How much does it cost to rent a beach house in Claiborne?
The average price for a holiday home by the beach in Claiborne will depend on when you're going and the style and size of property you're looking for. You can easily find prices on Bookabach by entering the dates you'll be travelling. Then use our filter tool to select the number of bedrooms and amenities that you prefer, like WiFi, air conditioning and a hot tub.
What are popular home amenities in Claiborne?
When it comes to home amenities that guests are looking for in Claiborne, a nearby river, nearby museums and a swimming pool are at the top of the list. With Bookabach holiday homes, there are options to match your taste and style, whether you're going on a holiday with your partner, your friends or even pets.
What are the top attractions for families in Claiborne?
There's no space for boredom during your Claiborne holiday with these family-friendly attractions:
  • Chesapeake Bay Maritime Museum
  • St. Michaels Museum
How old do you have to be to rent a holiday home in Claiborne?
The age limit can vary across properties on Bookabach, so be sure to check the rules of the holiday home in Claiborne you want. But usually, it's 16, 18 or 21.
How long can I rent a holiday home in Claiborne for?
The amount of time you can rent a Claiborne holiday home for varies depending on the property. Just enter your preferred travel dates to browse options that offer extended stays. They come with everything you need to make your extended getaway more enjoyable and convenient, such as kitchens and air conditioning. Some holiday homes may also offer discounted weekly or monthly prices, so you can have a longer stay for less.