Bozman holiday rentals

We found 211 holiday rentals — enter your dates for availability
Discover a selection of 11 homes and other holiday rentals in Bozman that are perfect for your trip. Holiday rentals offer the best amenities for your family, friends or furry companion, such as parking and a hot tub. You'll be able to choose a property to rent that has what everyone needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts – Bozman

Showing deals for:13 Nov - 20 Nov

View from Foyer into Great Room
Pool
Dining table- seats 10!
View from Pier back to house!
Exceptional
(145 reviews)

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

Easton

8% off
AU$11,057
for 7 nights, 1 home
AU$1,580 per night
includes taxes & fees
Modern St Michaels estate -Pier, Pool, Gas fire pit, Bikes, Kayaks
Rear Porch for relaxing or for barbecues!
View of Side of Harrison House and St. Michaels Harbor from Locust Street
View of St Michaels Harbor from french doors in Living Room, and from Side Patio
View of St. Michaels Harbor from Town Park in front of Thomas Harrison House
Exceptional
(142 reviews)

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

St. Michaels

8% off
AU$7,452
for 7 nights, 1 home
AU$1,065 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
Convenient open-concept design: kitchen, dining and living areas
"Overlook on Dun's Cove" -- luxury, year-round waterfront vacation rental
Exceptional
(162 reviews)

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

Sherwood

10% off
AU$3,112
for 7 nights, 1 home
AU$445 per night
includes taxes & fees
Overlook on Dun's Cove -- Luxury waterfront hideaway minutes from St. Michaels
Living Room with flat screen TV and sleeper sofa
View down the lane
Custom kitchen
Dining Room - Seats 6
Exceptional
(122 reviews)

Perfect Waterview Cottage - St. Michaels Getaway

Wittman

8% off
AU$2,833
for 7 nights, 1 cottage
AU$405 per night
includes taxes & fees
Perfect Waterview Cottage - St. Michaels Getaway
Interior
Exterior
Private kitchen
Living area
Exceptional
(66 reviews)

Stunning Waterfront Eastern Shore Home,Pool & Hot Tub,15 Acres,10% off 7day stay

Cambridge

8% off
AU$10,106
for 7 nights, 1 home
AU$1,444 per night
includes taxes & fees
Stunning Waterfront Eastern Shore Home,Pool & Hot Tub,15 Acres,10% off 7day stay
Private kitchen
Dining
Private kitchen
Interior
Exceptional
(10 reviews)

Charming Waterfront Cottage Retreat near St. Michaels

Bozman

8% off
AU$4,029
for 7 nights, 1 cottage
AU$576 per night
includes taxes & fees
Charming Waterfront Cottage Retreat near St. Michaels
Living area
Be ready to float! Bring your own inner tubes and tennis shoes!
Living area
Interior
Exceptional
(143 reviews)

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

Bozman

12% off
AU$2,901
for 7 nights, 1 cottage
AU$414 per night
includes taxes & fees
Charming cottage along water with private pier, near St. Michaels Winery
Exterior
Living area
Property grounds
Interior
Exceptional
(407 reviews)

Stay in the HEART of Saint Michaels!

St. Michaels

17% off
AU$2,914
for 7 nights, 1 home
AU$416 per night
includes taxes & fees
Stay in the HEART of Saint Michaels!
Living area
Exterior
Private kitchen
Dining
Exceptional
(19 reviews)

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

Tilghman

8% off
AU$4,105
for 7 nights, 1 cottage
AU$586 per night
includes taxes & fees
Artists, writers & creative minds IMAGINE YOUR GETAWAY AT SIMPLICITY COTTAGE
Living area
Living area
Room
Terrace/patio
Exceptional
(7 reviews)

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

St. Michaels

17% off
AU$3,226
for 7 nights, 1 home
AU$461 per night
includes taxes & fees
Private+Cozy-3br+2ba-1mile to Historic Downtown Saint Michaels
Dining
Outdoor dining
upstairs offers 2 bedrooms including 1 queen and 4 twin (bunks)
Exterior detail
Exceptional
(31 reviews)

Eastern Shore Waterside Cottage Near St. Michaels

Neavitt

8% off
AU$3,354
for 7 nights, 1 cottage
AU$479 per night
includes taxes & fees
Eastern Shore Waterside Cottage Near St. Michaels
Exterior
Living area
Dining
Private kitchen
Exceptional
(49 reviews)

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

Stevensville

8% off
AU$9,097
for 7 nights, 1 home
AU$1,300 per night
includes taxes & fees
Waterfront Home on the Chesapeake Bay with Pier only 30 min from naval academy
Dining
Exterior
Living area
Private kitchen
Exceptional
(27 reviews)

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

Cambridge

8% off
AU$6,690
for 7 nights, 1 home
AU$956 per night
includes taxes & fees
Spacious waterfront home with amazing views, private pier, fishing and crabbing.
Front and side view of Blades House from Locust St.
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
AU$4,067
for 7 nights, 1 cottage
AU$581 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

The waterfront setting of Bozman is ready to explore

The island views and lake provide a pleasant backdrop to your holiday home in Bozman. This welcoming city attracts visitors thanks to its restaurants and shopping. With a holiday rental, you get a home away from home – many rentals offer full kitchens and outdoor grills for some home cooking.

Sightseeing in and around Bozman

Do you want to discover attractions to see while you're in the area? Venture out of your cosy holiday rental and check out everything that makes Bozman a fun spot to go on holiday. Here are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • St. Michaels Winery (2.7 mi / 4.4 km)
  • Chesapeake Beach Water Park (15.2 mi / 24.5 km)
  • Queenstown Harbor Golf (16.1 mi / 26 km)
  • Talbot Massage (11.1 mi / 17.9 km)
  • Easton Cycle and Sport (11.3 mi / 18.1 km)
  • Hog Neck Golf Course (12.1 mi / 19.5 km)

Exploring the natural features in Bozman

Whether you're looking for fun outdoor activities or just want to take in the scenery, Bozman is a great place to get out in nature. 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 (12.5 mi / 20.1 km)
  • Northern Chesapeake Bay (14 mi / 22.6 km)
  • Bay Ridge Beach (15.8 mi / 25.4 km)
  • Gerry Boyle Park at Great Marsh (16.5 mi / 26.6 km)
  • Breezy Point Beach (16.7 mi / 26.8 km)
  • Long Wharf Park (17.1 mi / 27.5 km)

Travelling to and around Bozman

Fly into Easton, MD (ESN-Easton - Newnam), the closest airport, located 11.5 mi (18.5 km) from the city centre.

Frequently asked questions

What is the best area to stay in Bozman when booking a holiday rental?
When considering a holiday rental in the charming area of Bozman, Maryland, one of the best places to stay is the nearby neighbourhood of St. Michaels. This picturesque town is just a short drive away and offers a quaint, historic atmosphere that many visitors find appealing. With an array of charming inns and holiday rentals, St. Michaels boasts a lovely waterfront with stunning views of the Chesapeake Bay.While you're in the area, you can explore the Chesapeake Bay Maritime Museum, which showcases the region's rich maritime history and provides engaging exhibits for all ages. Additionally, the town is known for its delightful shops and restaurants, offering fresh seafood and local cuisine that perfectly complements the coastal experience.Another top area is Easton, which is a little further afield but still within easy reach. Easton features a vibrant arts scene, with galleries and theatres, and is home to the beautiful Academy Art Museum. With a variety of holiday rental options available, this area is great for those looking to immerse themselves in local culture while enjoying a relaxed and scenic environment.
Where are the best areas for renting a beach house in Bozman?
For renting a beach house in Bozman, Maryland, the area along the eastern shore of the Chesapeake Bay presents some excellent options. The neighbourhoods near the bay offer picturesque waterfront views and easy access to sandy beaches, making them ideal for a relaxing getaway. Many properties in this region come equipped with desirable amenities such as private docks, outdoor grilling areas, and spacious decks, superb for soaking in the sun or enjoying evening barbecues with family and friends.Specifically, the nearby town of St. Michaels is a charming spot that features various holiday rentals, including historic homes and modern cottages. Visitors can expect amenities like fully equipped kitchens, laundry facilities, and sometimes even access to community pools. The town is known for its quaint shops, art galleries, and dining options, adding a nice touch of local culture to your stay.Additionally, the area boasts several parks and nature reserves, such as the Chesapeake Bay Maritime Museum, which offers educational opportunities and beautiful waterfront scenery.
What is the most popular type of holiday rental accomodation in Bozman?
In Bozman, holiday houses are the most popular type of holiday rental, with about 30 available throughout the area. These properties typically offer spacious interiors, multiple bedrooms, and outdoor spaces for enjoying the peaceful surroundings. Many holiday houses come equipped with fully stocked kitchens, comfortable living areas, and amenities such as BBQ grills, superb for family gatherings or group retreats. Additionally, there are around 12 cottages that provide a charming and cosy atmosphere, ideal for couples or small families looking for a quaint escape.
Are there any family house rentals in Bozman?
In Bozman, Maryland, there are several family-friendly house rentals available, making it an inviting choice for those travelling with children. The area is known for its serene surroundings and proximity to the beautiful Chesapeake Bay, where families can enjoy water-based activities and picturesque views. Many of these homes boast spacious living areas, full kitchens for preparing meals together, and outdoor spaces superb for children to play.Visitors can often find amenities such as Wi-Fi, air conditioning, and even private gardens or patios to enhance their stay. The nearby town of St. Michaels offers charming shops and restaurants, along with attractions like the Chesapeake Bay Maritime Museum, which is great for educational outings.
Can I rent a holiday home with a pool or hot tub in Bozman?
In Bozman, Maryland, there are several holiday homes available for rent that feature pools and hot tubs, making it a delightful choice for travellers seeking relaxation. This charming area, located on the scenic Eastern Shore, offers a tranquil retreat with easy access to beautiful waterfront views and outdoor activities.Many of the rental properties come equipped with inviting amenities such as private pools, hot tubs, spacious outdoor areas for lounging, and fully equipped kitchens for home cooking. Some may also include features like outdoor dining spaces and fire pits, superb for evening gatherings under the stars.The surrounding region is known for its picturesque landscapes, including nearby parks and waterfront access, providing opportunities for kayaking, fishing, and exploring nature.
Are there any remote work holiday rentals in Bozman?
In Bozman, Maryland, there are plenty of remote work holiday rentals available, with around 39 options to choose from. This charming area offers a serene environment great for those looking to balance work and leisure. Many properties come equipped with high-speed Wi-Fi, ensuring that you can stay connected while enjoying the tranquillity of the countryside.Accommodations often feature dedicated workspaces, comfortable living areas, and fully equipped kitchens, allowing for a seamless remote working experience. The scenic beauty of the Chesapeake Bay region provides ample opportunities for outdoor activities during breaks, including kayaking and hiking in nearby nature reserves. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Bozman?
In Bozman, popular rental amenities include fully equipped kitchens, allowing guests to prepare their own meals. Many properties also feature coffee and tea makers for that morning boost. Onsite parking is commonly available, ensuring convenience for those travelling by car. Guests can enjoy outdoor living spaces, such as decks or patios, great for relaxing in the fresh air. Additionally, fireplaces are a charming touch in many rentals, offering warmth and a cosy atmosphere during cooler evenings.
When is the best time to visit Bozman for a holiday rental?
The best time to visit Bozman for a holiday rental is during the peak season from June to August, particularly in July, when the weather is at its finest. This lively period attracts families and outdoor enthusiasts alike, who are eager to enjoy the beautiful Chesapeake Bay area. With warm temperatures averaging between 20 to 30 degrees Celsius, visitors can partake in an array of activities, such as kayaking, fishing, or simply relaxing on the shore.Bozman offers a charming atmosphere, making it superb for leisurely strolls, sightseeing, and enjoying local seafood cuisine at nearby restaurants. The vibrant summer ambience enhances the experience, providing plenty of opportunities to connect with fellow travellers and explore the picturesque landscapes.For those seeking a more budget-friendly option, consider planning your visit in November. This month allows for a peaceful retreat, with fewer crowds and a chance to experience the tranquil beauty of Bozman as the autumn leaves begin to change.
What are the top attractions in Bozman?
In Bozman, visitors can enjoy a serene and picturesque setting that highlights the beauty of the Chesapeake Bay. A key attraction in the area is the St. Michaels Museum, located nearby in the charming town of St. Michaels, which offers insights into the local history and maritime heritage. The waterfront views and local shops in St. Michaels provide a lovely day out.For outdoor enthusiasts, the nearby Chesapeake Bay Maritime Museum is a must-visit, showcasing the region's maritime culture and history. The surrounding areas also offer opportunities for boating, fishing, and exploring nature trails.Additionally, the picturesque landscape is superb for leisurely drives or bike rides, with scenic views of the water and lush greenery.
Are all fees included in the Bozman 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 Bozman holiday homes with parking?
Stayz offers a wide selection of holiday homes in Bozman 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 Bozman holiday homes?
You can find great discounts on holiday homes in Bozman 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 Bozman holiday home booking on Stayz?
To find Bozman 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 Bozman?
A long-stay holiday home in Bozman 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 Bozman holiday home?
Book your Bozman 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 Bozman?
Prices for holiday homes in Bozman 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 Bozman 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.