A waterfront street lined with trees and a white building with a balcony.

Bozman Vacation Rentals

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Check prices for these dates

In two weeks
Sep 4 - Sep 6
In two months
Oct 16 - Oct 18
In three months
Nov 13 - Nov 15
In four months
Dec 11 - Dec 13

Our top choices for Bozman vacation rentals

A white building with a balcony on stilts, a metal roof, and a small tower with a light on top.

1. Relax on Kent Island in a 4 Bedroom Home w/Waterview!

Relax on Kent Island in a 4 Bedroom Home w/Waterview!
Stevensville
9.8 out of 10, Exceptional, (55 reviews)
"We had a wonderful stay. The house was perfect and Adam stayed in contact constantly in case we needed anything. But our stay went smoothly and we had everything we needed."
United States
Dawn G.
The price is CA $183
CA $459 total
includes taxes & fees
Aug 30 - Aug 31
Relax on Kent Island in a 4 Bedroom Home w/Waterview!
A house with a yellow door and a window with a lamp outside.

2. Chesapeake Bay Loft Retreat, Walk to Water, Sleeps 2, 20 Min to Annapolis

Chesapeake Bay Loft Retreat, Walk to Water, Sleeps 2, 20 Min to Annapolis
Deale
8.0 out of 10, Very good, (13 reviews)
"The rental was near our relatives in a quiet community. Neighbors were friendly. The size was perfect for me and my brother while we were in for a funeral (Arlington National). All the comforts of home! I'll definitely look to stay here again."
United States
Maude H.
The price is CA $83
CA $327 total
includes taxes & fees
Aug 29 - Aug 30
Chesapeake Bay Loft Retreat, Walk to Water, Sleeps 2, 20 Min to Annapolis
A lighthouse with a white exterior, a balcony, and a metal roof.

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

Charming Coastal/Country Home w/3 Acres & Sauna!
Stevensville
9.8 out of 10, Exceptional, (46 reviews)
"Great location, house was very clean, ample space and Adam was super communicative. Will definitely stay again!"
United States
Michelle P.
The price is CA $199
CA $480 total
includes taxes & fees
Aug 27 - Aug 28
Charming Coastal/Country Home w/3 Acres & Sauna!
A beach with a rocky shoreline, a swimming area, and multi-story buildings in the background.

4. Beachside Oasis with Beach Passes & King Suite by A Haven Away

Beachside Oasis with Beach Passes & King Suite by A Haven Away
North Beach
10.0 out of 10, Exceptional, (22 reviews)
"Lovely ! "
United States
Ellen B.
The price is CA $117
CA $456 total
includes taxes & fees
Aug 26 - Aug 27
Beachside Oasis with Beach Passes & King Suite by A Haven Away
A modern kitchen with white cabinets, a stainless steel stove, a microwave, and a sink.

5. Sailwinds Loft at Cambridge Creek

Sailwinds Loft at Cambridge Creek
Cambridge
10.0 out of 10, Exceptional, (38 reviews)
"Wonderful place to stay."
United States
Sharon D.
The price is CA $213
CA $347 total
includes taxes & fees
Aug 24 - Aug 25
Sailwinds Loft at Cambridge Creek
A dining area with a wooden table and chairs, beige curtains, and a ceiling light fixture.

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

Spacious 2 bedroom duplex located conveniently near Route 50 East and West.
Grasonville
9.6 out of 10, Exceptional, (16 reviews)
"This was a lovely find and had more amenities than the pictures provided with seating for 8, an air fryer, and a Keurig. There was a full kitchen, so cooking was easy. The king bed was very comfortable. It is near the outlet malls and is in a great location. The owner is very nice and accommodating. "
United States
Robin
The price is CA $344
CA $581 total
includes taxes & fees
Aug 24 - Aug 25
Spacious 2 bedroom duplex located conveniently near Route 50 East and West.
An outdoor dining area with string lights, wooden tables, and chairs, overlooking a marina with boats.

7. Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants

Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants
North Beach
10.0 out of 10, Exceptional, (37 reviews)
"Such a great house! "
United States
Stephanie V.
The price is CA $215
CA $665 total
includes taxes & fees
Sep 8 - Sep 9
Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants
A deck with outdoor furniture, a red door, and a house with siding.

8. 3-bedroom house in tranquil Shady Side with RV/EV Charger and Beach Access

3-bedroom house in tranquil Shady Side with RV/EV Charger and Beach Access
Shady Side
10.0 out of 10, Exceptional, (1 review)
"Jut as described. Easy in easy out. Great for a few days with the family."
United States
Joshua T.
The price is CA $219
CA $493 total
includes taxes & fees
Aug 31 - Sep 1
3-bedroom house in tranquil Shady Side with RV/EV Charger and Beach Access
A bedroom with a bed, pillows, a bookshelf, and a window with curtains.

9. Pint-Sized on Poplar - Contemporary Cambridge Apartment Across from RAR Brewing

Pint-Sized on Poplar - Contemporary Cambridge Apartment Across from RAR Brewing
Downtown Cambridge
The price is CA $180
CA $341 total
includes taxes & fees
Aug 26 - Aug 27
Pint-Sized on Poplar - Contemporary Cambridge Apartment Across from RAR Brewing
A spacious living room with a large window, a ceiling fan, and a view of the outdoors.

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

WATERFRONT!! **HOT TUB** 3 bedroom Oasis on 2+ acres - Sleeps 8
Cambridge
10.0 out of 10, Exceptional, (15 reviews)
"very serene, peaceful home on the bay! Amazing getaway! "
United States
Jill C.
The price is CA $480
CA $879 total
includes taxes & fees
Aug 31 - Sep 1
WATERFRONT!! **HOT TUB** 3 bedroom Oasis on 2+ acres - Sleeps 8
A waterfront town with historic buildings, a dock with boats, and a prominent white dome structure in the background.

11. Bay Ridge unit by Downtown Annapolis and Quiet Waters Park

Bay Ridge unit by Downtown Annapolis and Quiet Waters Park
Annapolis
8.8 out of 10, Excellent, (3 reviews)
"The place is very nice and comfortable inside. Quiet. Great place to sleep - no noise."
United States
William
The price is CA $263
CA $699 total
includes taxes & fees
Aug 23 - Aug 24
Bay Ridge unit by Downtown Annapolis and Quiet Waters Park
A beach with chairs and a pier in the background.

12. Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach

Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach
Arundel on the Bay
9.6 out of 10, Exceptional, (19 reviews)
"The perfect off-season get-away! "
United States
Pamela B.
The price is CA $446
CA $891 total
includes taxes & fees
Aug 25 - Aug 26
Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach
A kitchen with a bar area, a ceiling fan, and a sliding glass door leading to a deck.

13. Renovated Bungalow | Walk to Beach | Dog-Friendly

Renovated Bungalow | Walk to Beach | Dog-Friendly
Edgewater
9.8 out of 10, Exceptional, (12 reviews)
"This is a cute place. Well stocked nicely renovated kitchen. Having coffee and a bottle of wine was a definite plus. "
United States
Diane D.
The price is CA $288
CA $800 total
includes taxes & fees
Aug 27 - Aug 28
Renovated Bungalow | Walk to Beach | Dog-Friendly

14. Family Beach House: Spacious Deck, Grill & Views

Family Beach House: Spacious Deck, Grill & Views
Chesapeak beach
9.2 out of 10, Wonderful, (7 reviews)
"Everything was great. The owner was extremely helpful. Couldn't ask for anything better."
United States
Bryan P.
The price is CA $255
CA $699 total
includes taxes & fees
Sep 8 - Sep 9
Family Beach House: Spacious Deck, Grill & Views
A modern kitchen with wooden cabinets, a built-in island, and a dining area with a grey sofa and purple chairs.

15. Annapolis Retreat - 7 mins from downtown Annapolis!

Annapolis Retreat - 7 mins from downtown Annapolis!
Hillsmere
10.0 out of 10, Exceptional, (6 reviews)
"Great house in cute neighborhood. Thanks for a very comfortable stay!"
United States
Paul C.
The price is CA $274
CA $780 total
includes taxes & fees
Sep 15 - Sep 16
Annapolis Retreat - 7 mins from downtown Annapolis!
A modern living room with a sofa, armchair, and coffee table. A kitchen with white cabinets and appliances is visible in the background.

16. Family Home on Mayo Peninsula | Deck | Sleeps 10

Family Home on Mayo Peninsula | Deck | Sleeps 10
Edgewater
10.0 out of 10, Exceptional, (5 reviews)
"House was clean and comfortable. Great layout. "
United States
Kristin G.
The price is CA $333
CA $974 total
includes taxes & fees
Aug 24 - Aug 25
Family Home on Mayo Peninsula | Deck | Sleeps 10
A modern kitchen with a large window, a dishwasher, and a ceiling fan.

17. Sunset Cottage - West River Access and Views!

Sunset Cottage - West River Access and Views!
Shady Side
10.0 out of 10, Exceptional, (5 reviews)
"Lovely place and neighborhood! "
United States
Marci M.
The price is CA $376
CA $737 total
includes taxes & fees
Sep 9 - Sep 10
Sunset Cottage - West River Access and Views!
A waterfront restaurant with outdoor seating, a dock with boats, and a building with a green awning.

18. Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina
Cambridge
9.4 out of 10, Exceptional, (25 reviews)
"Lovely terrace style town house in a lovely location in close proximity to the Marina and other amenities. Beautiful place to relax."
United States
Robert
The price is CA $365
CA $677 total
includes taxes & fees
Sep 22 - Sep 23
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina
A covered outdoor area with a view of the water, a wicker chair, a table with a plant, and a sofa with pillows.

19. Charming Annapolis WaterVIEW Home

Charming Annapolis WaterVIEW Home
Arundel on the Bay
9.8 out of 10, Exceptional, (74 reviews)
"Our family had a wonderful stay at your beautiful home! The views are to die for! House was very clean with all equipment and kitchen appliances all available! Very happy with our stay! "
United States
Whitney M.
The price is CA $457
CA $933 total
includes taxes & fees
Sep 14 - Sep 15
Charming Annapolis WaterVIEW Home
A living room with a sofa, coffee table, fireplace, and artwork on the wall.

20. 3-bedroom house in Deale located on Bay many amenities and great views

3-bedroom house in Deale located on Bay many amenities and great views
Deale
The price is CA $369
CA $791 total
includes taxes & fees
Sep 8 - Sep 9
3-bedroom house in Deale located on Bay many amenities and great views
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 Bozman Hotel Reviews

St Michaels Inn

St Michaels Inn

10/10 Excellent
"Cute shore type hotel. Nice pool and was pretty clean. It was perfect for a night in St Michael's.. About a mile from the town."
Patrick 1-night trip
Posted 1 hour ago
St Michaels Inn

Find out more about Bozman

Everything you need to know about Bozman vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Bozman vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Bozman vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Bozman vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Bozman. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Bozman vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Bozman vacation rentals we have selected for you start as low as CA $459 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Bozman rentals

At Expedia, we put the best Bozman vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Bozman rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Bozman vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Bozman. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there vacation rentals in Bozman?

Yes, there are vacation rentals near well known local attractions in Bozman, or you can select a more remote option if you're looking for relaxation. Bozman is known for its waterfront and restaurants. Make sure you have time to check out the shopping while you're in the area.

What are some of the best vacation home rentals that Bozman has to offer?

Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach: This vacation home rental outside of Bozman is located near the beach and has a fireplace, a balcony, and a barbecue grill 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 you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

How many vacation rentals will I find in Bozman?

Expedia has 11 vacation rentals for your stay in Bozman.

What’s there to see and do in Bozman?

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

What’s a vacation rental in Bozman like?

A vacation rental is a private property you can book for a few weeks or just a few days in Bozman. Vacation rentals feature amenities such as hot tubs, fire pits, and patios so you'll have all the conveniences of home. If you're concerned about a clean environment, a vacation rental can provide a sense of security away from shared hotel elevators and busy lobbies while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental an attractive choice for family gatherings.