Holiday Rentals in Rose Haven

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Check prices for these dates

Tonight
10 Apr - 11 Apr
Tomorrow
11 Apr - 12 Apr
This weekend
11 Apr - 13 Apr
Next weekend
18 Apr - 20 Apr

Holiday Rentals in Rose Haven

Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
Fridge, microwave, oven, stovetop

Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!

10.0 out of 10, Exceptional, (210)
"We loved our visit to Annapolis, and our stay at 10 Randall was all that we’d imagined it would be.We wish the weather has been a tad warmer, but I don’t think John could have fixed that .We highly recommend this charming home."
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
The Blue Crab Beach House - Free beach passes
Fridge, microwave, oven, stovetop

The Blue Crab Beach House - Free beach passes

10.0 out of 10, Exceptional, (51)
"The Blue Crab Beach House was perfect for my wife and I and our dog. Very comfortable with a great backyard space for our dog. We loved the location - it’s just a short walk to restaurants and the bay. Very enjoyable stay and we hope to return."
The Blue Crab Beach House - Free beach passes
Chesapeake Houseboat Getaway on Kent Island, Maryland
Smart TV, fireplace

Chesapeake Houseboat Getaway on Kent Island, Maryland

9.8 out of 10, Exceptional, (23)
"Our weekend stay at Julia’s Arc was truly the perfect weekend!!! The location is perfect and the boat is so clean, cozy, beautifully decorated, and generously stocked. We felt so calm and happy during our whole stay. The top deck is a perfect spot to have a cup of coffee or watch the sunset. Plus, the host, Julia was so accommodating and sweet. We really hope to go back soon! "
Chesapeake Houseboat Getaway on Kent Island, Maryland
Modern Waterfront House with amazing views of the ChesapeakeBay!
Fridge, microwave, oven, stovetop

Modern Waterfront House with amazing views of the ChesapeakeBay!

Modern Waterfront House with amazing views of the ChesapeakeBay!
The Cottage
Exterior

The Cottage

10.0 out of 10, Exceptional, (4)
"Beautiful, beautiful, beautiful! Haley was a wonderful host! "
The price is €349
includes taxes & fees
18 Apr - 19 Apr
The Cottage
The Lazy Crab Beach House - Free beach passes
Exterior

The Lazy Crab Beach House - Free beach passes

10.0 out of 10, Exceptional, (46)
"Exactly as described. Appreciated coffee & cream upon arrival too."
The Lazy Crab Beach House - Free beach passes
Relaxing, peaceful house in Calvert County, Md close to beach towns and DC.
Outdoor pool

Relaxing, peaceful house in Calvert County, Md close to beach towns and DC.

10.0 out of 10, Exceptional, (42)
"Fantastic property! Welcoming, good amenities, accommodating host, and comfortable with amazing views. Will definitely stay here again!"
The price is €283
includes taxes & fees
23 Apr - 24 Apr
Relaxing, peaceful house in Calvert County, Md close to beach towns and DC.
Renovated Row Home in the heart of Downtown Annapolis.Two blocks to everything
3 bedrooms, iron/ironing board, travel cot, WiFi

Renovated Row Home in the heart of Downtown Annapolis.Two blocks to everything

9.6 out of 10, Exceptional, (15)
"The house was very clean and super comfortable. We didn’t cook anything during our stay but the kitchen looked well stocked. Beds were comfortable. The location was awesome. Very short walk to downtown and just steps to the Naval Academy visitors entrance. We very much enjoyed our stayed!"
Renovated Row Home in the heart of Downtown Annapolis.Two blocks to everything
7 mins away from Downtown Annapolis
Fridge, microwave, oven, coffee/tea maker

7 mins away from Downtown Annapolis

9.8 out of 10, Exceptional, (16)
"Loved the house, we were glad to be able to book it on short notice for a large group! Beds were insanely comfortable, and the house had everything we needed. It was clean, comfortable, and a fantastic location. Only downside is that the common areas (living room/kitchen/dining area) are a bit small if you have a larger group (8). Overall a great stay and would stay again!!"
7 mins away from Downtown Annapolis
Stunning Chesapeake view from almost ever room, private 15 home community beach, fossils, 450 pier
Interior

Stunning Chesapeake view from almost ever room, private 15 home community beach, fossils, 450 pier

10.0 out of 10, Exceptional, (113)
"This place was a wonderful spot for our family to have a long weekend getaway. It's on a bluff right next to the ocean with a glorious view and a stairway access to the beach. The beds are comfortable, the house has lots of great spaces to relax or play games, and the beach is a wonderful space to explore, find seashells and possibly a fossil sharks tooth (we had no luck there, but we did find a whale vertebrae, so that's something!). But in any event, we highly recommend! "
Stunning Chesapeake view from almost ever room, private 15 home community beach, fossils, 450 pier
Rockhold Creek Cottage, Water Front, Vacation Home, Docks
Property grounds

Rockhold Creek Cottage, Water Front, Vacation Home, Docks

9.8 out of 10, Exceptional, (88)
"Ritchie, our host was extremely accommodating. Home looked exactly like the pictures. Very clean and comfortable. Water front! Many good restaurants within walking distance."
Rockhold Creek Cottage, Water Front, Vacation Home, Docks
Stunning Views from Waterfront Log Cabin With Fireplace On The Chesapeake Bay
Terrace/patio

Stunning Views from Waterfront Log Cabin With Fireplace On The Chesapeake Bay

10.0 out of 10, Exceptional, (173)
"The views are fantastic. Very quiet neighborhood. "
Stunning Views from Waterfront Log Cabin With Fireplace On The Chesapeake Bay
Dollhouse in Central Historic St Michaels
Exterior

Dollhouse in Central Historic St Michaels

9.6 out of 10, Exceptional, (47)
"Nice place "
Dollhouse in Central Historic St Michaels
Cozy Cottage with access to and partially obstructed views of the bay.
Fridge, microwave, oven, stovetop

Cozy Cottage with access to and partially obstructed views of the bay.

9.4 out of 10, Exceptional, (18)
"My wife and I stayed two nights to visit family. Cottage was as described, very roomy and comfortable. Great location. Host was very kind. Only dislike was smell from oil heat, I've never had oil heat and not sure if that is normal."
Cozy Cottage with access to and partially obstructed views of the bay.
Cozy Condo Near City Dock - Your Perfect Annapolis Getaway!
1 bedroom, iron/ironing board, free WiFi, bed sheets

Cozy Condo Near City Dock - Your Perfect Annapolis Getaway!

9.8 out of 10, Exceptional, (68)
"Meet my son in Annapolis to attend the Military Bowl. Location was great, near the stadium and also close to downtown. Great place to stay when in Annapolis."
Cozy Condo Near City Dock - Your Perfect Annapolis Getaway!
Sweet Bamboo Beach Cottage
Property grounds

Sweet Bamboo Beach Cottage

10.0 out of 10, Exceptional, (72)
"Very clean, nicely decorated cottage. Yard is completely fenced in and even fenced off between front to back yards. Was great for the dog. Has a great deck in back yard off bedroom. Within walking distance to many great restaurants, ice cream, wine and coffee shops. North Beach is a great town with a boardwalk. Communication with owner was quick and easy. Hope to be back soon! "
Sweet Bamboo Beach Cottage
Beach Front, Bay View, Fishing, chesapeake,Family Getaway
Pool

Beach Front, Bay View, Fishing, chesapeake,Family Getaway

9.6 out of 10, Exceptional, (4)
"Everything was great. The owner was extremely helpful. Couldn't ask for anything better."
The price is €574
includes taxes & fees
11 May - 12 May
Beach Front, Bay View, Fishing, chesapeake,Family Getaway
Relax on Kent Island in 3 Bedroom Home w/Waterview
Smart TV

Relax on Kent Island in 3 Bedroom Home w/Waterview

9.8 out of 10, Exceptional, (34)
"Clean, Spacious, and exactly as advertised! "
The price is €233
includes taxes & fees
13 Apr - 14 Apr
Relax on Kent Island in 3 Bedroom Home w/Waterview
Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA
Exterior

Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA

10.0 out of 10, Exceptional, (207)
"Great views and location. Well furnished and very comfortable. We will definitely be staying here again. "
Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA
USNA Luxury Home, parking, pet friendly
Fridge, microwave, oven, stovetop

USNA Luxury Home, parking, pet friendly

10.0 out of 10, Exceptional, (7)
"Stayed here with my boyfriend, brother and sister-in-law while visiting family for Christmas. The property is very spacious, clean, and full of character. We loved the second living area as it allowed us to comfortably spread out. And the location simply can’t be beat. Host was very responsive. Would stay here again!"
The price is €960
includes taxes & fees
14 Apr - 15 Apr
USNA Luxury Home, parking, pet friendly
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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Other types of properties in Rose Haven you may be interested in

Country Inn & Suites by Radisson, Annapolis, MD
Hypo-allergenic bedding, desk, blackout curtains, iron/ironing board

Country Inn & Suites by Radisson, Annapolis, MD

3.0 star property
9.0 out of 10, Wonderful, (1005)
"Nice staff"
The price is €92
includes taxes & fees
28 Apr - 29 Apr
Country Inn & Suites by Radisson, Annapolis, MD
Historic Inns of Annapolis
Exterior

Historic Inns of Annapolis

3.5 star property
9.0 out of 10, Wonderful, (1738)
"Great location, easy, quick check in. Front desk staff was very friendly and professional. I would choose this property for future travel. "
The price is €181
includes taxes & fees
16 Apr - 17 Apr
Historic Inns of Annapolis
The Westin Annapolis
View from property

The Westin Annapolis

4.0 star property
8.6 out of 10, Excellent, (1000)
"Stayed here for a wedding, but it was our first time to the area. Hotel is great, clean friendly. But the real value was the location. Walking distance to restaurants, convenience, stores, and bars. It was an eight minute walk to a super cute coffee shop, bakery. Parking seemed unnecessarily expensive, but it was easy"
The price is €155
includes taxes & fees
17 Apr - 18 Apr
The Westin Annapolis
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.

Frequently asked questions

Can I find a holiday rental in Rose Haven?

Yes, there are holiday rentals close to the most popular sights in Rose Haven, 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 Rose Haven has to offer?

Directly Across from USNA Gate One & Steps from the Waterfront and Main Street! : This holiday home rental outside of Rose Haven 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.

How many holiday rentals will I find in Rose Haven?

Choose from 4 Expedia holiday rentals in Rose Haven for a memorable holiday.

What’s there to see and do in Rose Haven?

While exploring the area, visit family-friendly sights like Chesapeake Beach Water Park, or get outside and enjoy nature at Breezy Point Beach. In the wider area, you’ll find Bayside History Museum and Rod n Reel Charter Fishing.

What’s a holiday rental in Rose Haven like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Rose Haven. Holiday rentals feature amenities like WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about a clean environment, holiday rentals can offer a sense of safety away from shared hotel lifts and busy concierge desks while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular choice for a family trip or a small group gathering.