Cruises By Owner - Vacation Rentals in Historic District

Boat-N-Breakfast! Luxurious Accommodations Aboard a 44' Catamaran From US $484
         

Waterfront Oasis of Annapolis FIRSTIE From US $345
         

10.0 (18 Reviews)
Boat Rental
  • Air Conditioner
  • Parking
  • Pool
Condo Houseboat From US $560
         

10.0 (2 Reviews)
Boat Rental
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
3-bedroom boat in amazing Annapolis with AC From US $1,505
         

New
Boat Rental
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
Waterfront Yacht Life! From US $423
         

5.0 (2 Reviews)
Boat Rental
  • Air Conditioner
  • Pool
  • View

Luxury Places to Stay in Historic District

Over 582+ Luxury Places to Stay in or Near Historic District
Nantucket on the Chesapeake Heated Pool From US $2,879
         

10.0 (27 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool

Top-Rated Vacation Rentals with a Pool in Historic District

Over 30+ Top-Rated Vacation Rentals with a Pool in or Near Historic District
Stunning Waterfront Cottage with Breathtaking Views! From US $449
         

10.0 (220 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Waterfront Oasis of Annapolis Star From US $282
         

10.0 (81 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Oasis by the Bay - Waterfront Heated Pool Hot Tub From US $955
         

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10.0 (3 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
The Westin Annapolis From US $158
         

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8.6 (1003 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Historic District

Over 151+ Pet-Friendly Vacation Rentals in or Near Historic District
3BR Dog-Friendly Retreat with Fireplace and Patio From US $538
         

10.0 (6 Reviews)
House
  • Parking
  • Pet Friendly
  • Security/Safety
USNA Home Steps to Stadium Dog-Friendly w Parking From US $842
         

10.0 (35 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Historic 3 Bedroom Downtown Annapolis Townhome From US $333
         

10.0 (24 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • TV
Tranquility Awaits From US $158
         

10.0 (23 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in Historic District

Over 122+ Large Vacation Homes & Villas in or Near Historic District
Pet-Friendly & Spacious Home in Annapolis From US $537
         

Brand New Spacious Luxury Home From US $696
         

10.0 (10 Reviews)
House
  • Air Conditioner
  • Parking
  • TV

Wheelchair Accessible Vacation Homes in Historic District

Over 57+ Wheelchair Accessible Vacation Homes in or Near Historic District
Graduate by Hilton Annapolis From US $225
         

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8.5 (726 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
86 State Circle - Luxury Boutique Hotel From US $411
         

10.0 (3 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Wheelchair Accessible

Historic District Varoom and Airbnb Places to Stay Under $200

Over 57+ Historic District Varoom and Airbnb Places to Stay Under $200
Charming Downtown 3rd Floor 1 Bedroom Apt From US $197
         

9.8 (20 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Gaia House From US $126
         

9.3 (53 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pet Friendly
Graduate by Hilton Annapolis From US $152
         

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9.4 (1001 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
Quiet SPA Loft Studio Apt. Relaxing Getaway with private garage Annapolis From US $182
         

Studio Apartment in Downtown Annapolis From US $177
         

10.0 (5 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Security/Safety
“Athens of America,” Annapolis Apartment One B From US $182
         

Instantly Bookable Vacation Homes in Historic District

Over 282+ Instantly Bookable Vacation Homes in or Near Historic District
PERFECT LOCATION in the heart of history From US $387
         

10.0 (215 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Cozy 2br home w/parking in downtown Annapolis From US $310
         

Eastport Cottage .5 mi from Downtown Annapolisnn From US $420
         

Bay View Studio Apartment From US $314
         

10.0 (59 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV

About Historic District Vacation Rentals

With more than 8 Historic District vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Cruisesbyowner and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Historic District.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Cruisesbyowner Historic District, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Historic District. Places to stay near Historic District are 97.63 ft² on average, with prices averaging $614 a night.

Cruisesbyowner makes it easy and safe to find and compare vacation rentals in Historic District with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Historic District

Type Count

Use these Quick Filters to Find a Vacation Rental in Historic District

Pro Tip: Cruisesbyowner makes it easy to compare the best listings on Cruisesbyowner homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Cruisesbyowner homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Historic District.

Weather in Historic District

View the weather forecast for Historic District before booking your Historic District Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Complexes around Historic District, MD