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Annapolis Vacation Rentals

Find 829 available offers from 7 partners
Annapolis
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Price per night
Up to $100
$100 - $199
From $200
Accommodation types
House
Apartment
Bed & Breakfast
Distance to center
Max. 1 km
Max. 2 km
Max. 5 km
Rating
Outstanding: 4.5+
Very Good: 4+
Good: 3.5+

Dive into the past with an Annapolis vacation rental

Whether they’re colonial cottages or modern condos, vacation rentals in Annapolis are close to the action of this historic yet bustling modern city. With all the comforts of home combined with exciting things to see and do, this scenic area of Maryland will have you returning again and again.

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Best Vacation Home Deals Annapolis

Apartment Annapolis
Aug. 5 - Aug. 12
-56%
$614
$268 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
Rental Apartment in Annapolis with Pool
Annapolis, Anne Arundel County, Maryland, United States
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Discover a rental that meets your criteria among the 829 fantastic options from 7 partner websites in Annapolis. Using HomeToGo's search feature you can instantly search and compare the offers of each listed rental to discover the best price and save up to 56%.

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Top-Rated Offers and Accommodations Annapolis

House Annapolis
$195 per night
House ∙ 5 guests ∙ 2 bedrooms
House in Annapolis + Water Views
5.0
"Excellent" (95 ratings)
Annapolis, Anne Arundel County, Maryland, United States
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House Annapolis
$714 per night
House ∙ 8 guests ∙ 4 bedrooms
House in Annapolis with Grill
5.0
"Excellent" (52 ratings)
Annapolis, Anne Arundel County, Maryland, United States
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House Annapolis
$1,158 per night
House ∙ 10 guests ∙ 4 bedrooms
Vacation Home in Annapolis with Second-Floor Balcony
5.0
"Excellent" (33 ratings)
Annapolis, Anne Arundel County, Maryland, United States
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Recommended Vacation Rentals Annapolis

Find your perfect vacation rental Annapolis: from $199 per night

Apartment Annapolis
$238 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
Rental Apartment in Annapolis with Pool
Annapolis, Anne Arundel County, Maryland, United States
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House Annapolis
$497 per night
House ∙ 12 guests ∙ 4 bedrooms
House in Annapolis
Annapolis, Anne Arundel County, Maryland, United States
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House Annapolis
$667 per night
House ∙ 6 guests ∙ 4 bedrooms
Pleasant Vacation Home in Arundel On The Bay with Yard & Grill
4.8
"Excellent" (27 ratings)
Annapolis, Anne Arundel County, Maryland, United States
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House Annapolis
$578 per night
House ∙ 10 guests ∙ 4 bedrooms
House in Edgewater with Grill + Exceptional Views
5.0
"Excellent" (13 ratings)
Annapolis, Anne Arundel County, Maryland, United States
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House Annapolis
$982 per night
House ∙ 10 guests ∙ 5 bedrooms
House in Annapolis with Grill
5.0
"Excellent" (91 ratings)
Annapolis, Anne Arundel County, Maryland, United States
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House Annapolis
$711 per night
House ∙ 8 guests ∙ 4 bedrooms
House in Annapolis with Grill
5.0
"Excellent" (52 ratings)
Annapolis, Anne Arundel County, Maryland, United States
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Apartment Annapolis
$233 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
Lovely Rental Apartment in Annapolis with Free Parking
5.0
"Excellent" (171 ratings)
Annapolis, Anne Arundel County, Maryland, United States
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House Annapolis
$568 per night
House ∙ 6 guests ∙ 2 bedrooms
House in Annapolis with Private Patio
4.7
"Outstanding" (6 ratings)
Annapolis, Anne Arundel County, Maryland, United States
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House Annapolis
$200 per night
House ∙ 5 guests ∙ 2 bedrooms
House in Annapolis + Water Views
5.0
"Excellent" (95 ratings)
Annapolis, Anne Arundel County, Maryland, United States
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Find Fantastic yet Inexpensive Rentals

Budget-friendly Rentals Annapolis

House Annapolis
Jul. 29 - Aug. 5
$901 per night
House ∙ 6 guests ∙ 4 bedrooms
Pleasant Vacation Home in Arundel On The Bay with Yard & Grill
4.8
"Excellent" (27 ratings)
Annapolis, Anne Arundel County, Maryland, United States
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House Annapolis
Jul. 29 - Aug. 5
$464 per night
House ∙ 4 guests ∙ 2 bedrooms
Vacation Home in Annapolis with Grill & Yard + Water View
5.0
"Excellent" (108 ratings)
Annapolis, Anne Arundel County, Maryland, United States
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Condo Annapolis
$146 per night
Condo ∙ 4 guests ∙ 1 bedroom
Beautiful Condo in Annapolis with Free Parking + Water View
4.8
"Excellent" (113 ratings)
Annapolis, Anne Arundel County, Maryland, United States
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Vacation rentals with Wi-Fi

Stay connected while traveling and book a Annapolis accommodation with high-speed internet.

House Internet Annapolis
$354 per night
House ∙ 5 guests ∙ 2 bedrooms
Vacation Home in Annapolis with Private Pool
5.0
"Excellent" (108 ratings)
Annapolis, Anne Arundel County, Maryland, United States
Internet
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House Internet Annapolis
$1,112 per night
House ∙ 10 guests ∙ 5 bedrooms
Vacation Home in Annapolis with Outdoor Pool + Lake Views
5.0
"Excellent" (2 ratings)
Annapolis, Anne Arundel County, Maryland, United States
Internet
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House Internet Annapolis
$859 per night
House ∙ 8 guests ∙ 3 bedrooms
House in Annapolis with Grill & Yard
Annapolis, Anne Arundel County, Maryland, United States
Internet
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Vacation rentals and apartments with air conditioning

Keep cool during your trip to Annapolis and book a vacation rental with air conditioning.

House Air conditioning Annapolis
$592 per night
House ∙ 10 guests ∙ 3 bedrooms
Vacation Home in Annapolis with Private Parking
5.0
"Excellent" (24 ratings)
Annapolis, Anne Arundel County, Maryland, United States
Air conditioning
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House Air conditioning Annapolis
$562 per night
House ∙ 8 guests ∙ 4 bedrooms
House in Annapolis with Free Parking
5.0
"Excellent" (13 ratings)
Annapolis, Anne Arundel County, Maryland, United States
Air conditioning
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House Air conditioning Annapolis
$736 per night
House ∙ 8 guests ∙ 3 bedrooms
Lovely House in Annapolis with Yard
5.0
"Excellent" (40 ratings)
Annapolis, Anne Arundel County, Maryland, United States
Air conditioning
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Cabins with a sauna

Relax and enjoy yourself in one of these Annapolis vacation rentals with saunas.

House Sauna Annapolis
$1,637 per night
House ∙ 18 guests ∙ 6 bedrooms
Beautiful Vacation Home in Annapolis with Private Pool + Great Views
4.8
"Excellent" (19 ratings)
Annapolis, Anne Arundel County, Maryland, United States
Sauna
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House Sauna Annapolis
$1,918 per night
House ∙ 8 guests ∙ 4 bedrooms
Vacation Home in Annapolis with Finnish Sauna
5.0
"Excellent" (14 ratings)
Annapolis, Anne Arundel County, Maryland, United States
Sauna
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Apartment Sauna Annapolis
$249 per night
Apartment ∙ 4 guests ∙ 1 bedroom
Pleasant Apartment in Annapolis with Private Sauna
5.0
"Excellent" (3 ratings)
Annapolis, Anne Arundel County, Maryland, United States
Sauna
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Popular Rental Amenities Annapolis

  • Internet (1,032)
  • Air conditioning (977)
  • TV (935)
  • No smoking (808)
  • Microwave (796)
  • Kitchen (710)
  • No pets (633)
  • Washer (572)
  • Dishwasher (539)
  • Grill (451)
  • Yard (388)
  • Fireplace (334)

Travelers who are specifically searching for a pet-friendly vacation rental will find Annapolis convenient since many properties are pet-friendly there. Hotel rooms are the most pet-friendly type of accommodation in Annapolis. In addition, a night in a pet-friendly vacation rental there is, on average, $746. More than half of the pet-friendly rentals (50) are situated less than 2 kilometres away from the city centre.

The Weather Annapolis

max.
Min.

-1°
13 days 13
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Min.

11 days 11
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12°
11 days 11
max.
Min.
18°
11 days 11
max.
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23°
15°
13 days 13
max.
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28°
20°
11 days 11
max.
Min.
30°
23°
13 days 13
max.
Min.
29°
22°
9 days 9
max.
Min.
26°
19°
8 days 8
max.
Min.
20°
12°
8 days 8
max.
Min.
13°
8 days 8
max.
Min.
10°
12 days 12
Jan.
Feb.
Mar.
Apr.
May
June
July
Aug.
Sep.
Oct.
Nov.
Dec.
- Rainy days

Find the Annapolis climate diagram. July is the warmest month Annapolis with average maximum temperatures of 30°. However, temperatures can go lower than -1° Annapolis in January. September is the driest month.

7-Day Weather Forecast Annapolis

Fri., 24 Mar.
10°

15%

0 h

11 km/h

Sat., 25 Mar.
19°

15%

1 h

19 km/h

Sun., 26 Mar.
17°

0%

10 h

12 km/h

Mon., 27 Mar.
17°
10°

15%

8 h

15 km/h

Tue., 28 Mar.
10°

5%

1 h

9 km/h

Wed., 29 Mar.

0%

11 h

11 km/h

Thu., 30 Mar.
16°

10%

4 h

21 km/h

What are the best places to discover the arts and culture of Annapolis?

Art, history, and culture

From its earliest days, Annapolis has been known as the “Athens of America” for its cultural, social and intellectual activities. Your vacation rental in Annapolis will be close to many artistic and cultural offerings, such as Historic London Town and Gardens, where you can explore 23 acres of history, archeology, and beautiful flora.

Experience performances by the Annapolis Shakespeare Company, Ballet Theatre of Maryland, or the Annapolis Symphony Orchestra. If visual art is your cup of tea, there are 25 fine art galleries downtown alone, as well as the Elizabeth Myers Mitchell Gallery, a museum that is open daily and has free admission.

What are the best nightlife spots Annapolis?

Music and other nightlife

Much of historic Annapolis is walkable. Across the street from the visitors center, in the Arts District, is Rams Head On Stage, a delightful bar/restaurant/concert venue with a healthy offering of music or comedy almost every night. There’s an active music scene in Annapolis, with dozens of local bands calling the area home. See them perform in pubs, bars, and restaurants all over the city, such as Armadillo's Bar and Grill and Castlebay Irish Pub.

Where are the unique attractions Annapolis?

Sailing and other excursions

Annapolis is known for its sailing and other water activities on the Chesapeake Bay, and there’s always something to see near the harbor, such as the US Naval Academy Museum. There are many tours in the area, on water and on land, including Colonial Tours of Annapolis, Pirate Adventures on the Chesapeake (great for kids), and Segs in the City.

Information about vacation rentals Annapolis

🏡 Vacation rentals available 829 properties
💳 Discounts available up to 56%
🌙 Price per night from $153
⭐ Popular amenities Internet, Air conditioning and TV
🐾 Pet friendly accommodation options 234 properties
🏊 Vacation rentals with pools 260 properties

Frequently Asked Questions

What is the typical price of a vacation home Annapolis?

The starting price for House rental or Apartment rentals Annapolis is $153 per night.

What is the typical availability of House rental Annapolis?

We found 829 vacation homes Annapolis available for your next trip.

What are the most popular vacation home amenities Annapolis?

When looking to book a vacation home Annapolis, the most requested amenities include Internet, Air conditioning, and TV.

How many House rental and Apartment rentals can I find Annapolis?

Annapolis has 829 House rental and Apartment rentals available to book.

Are there pet-friendly vacation rentals Annapolis?

If you're travelling with a dog, over 21% of vacation rentals Annapolis are pet-friendly.

What's the best month to visit Annapolis?

If you're looking for balmy weather, July and August are typically the hottest months Annapolis with temperatures around 30 °C. January and February Annapolis are the coldest, with -1 °C on average.

We list offers from thousands of providers, including:

Booking.com Vacation Rentals Annapolis TripAdvisor Vacation Rentals Annapolis Vrbo Vacation Rentals Annapolis Novasol Vacation Rentals Annapolis Inter Chalet Vacation Rentals Annapolis Interhome Vacation Rentals Annapolis HouseTrip Vacation Rentals Annapolis Belvilla Vacation Rentals Annapolis Homestay.com Vacation Rentals Annapolis Ski Planet Vacation Rentals Annapolis Only-apartments Vacation Rentals Annapolis James Villa Holidays Vacation Rentals Annapolis

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