House Rentals in Annapolis - HomeToGo base64Hash House Rentals in Annapolis - HomeToGo

House Rentals in Annapolis

Find 424 available offers from 14 partners
Annapolis
Anytime
Guests

Choose the perfect vacation rental

Price per night
Up to $100
$100 - $199
From $200
Accommodation types
Bed & Breakfast
House
Pension
Distance to center
Max. 1 mi
Max. 2 mi
Max. 3 mi
Rating
Outstanding: 4.5+
Very Good: 4+
Good: 3.5+
Save up to 54%

Best Vacation Home Deals in Annapolis

House Annapolis
Feb 5 - Feb 12
-54%
$923
$425 per night
House ∙ 5 guests ∙ 2 bedrooms
Annapolis, Anne Arundel County, Maryland, United States
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Apartment Annapolis
Mar 19 - Mar 26
-54%
$702
$322 per night
Apartment ∙ 5 guests ∙ 2 bedrooms
Annapolis, Anne Arundel County, Maryland, United States
Free cancellation
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House Annapolis
Apr 19 - Apr 26
-50%
$939
$473 per night
House ∙ 6 guests ∙ 3 bedrooms
Annapolis, Anne Arundel County, Maryland, United States
Free cancellation
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Discover a vacation home matching your expectations among the 424 great options from more than 14 providers in Annapolis. By comparing these properties, HomeToGo features the best deals as well as the highest rated properties in Annapolis.

Recommended Vacation Rentals in Annapolis

Find your perfect vacation rental in Annapolis: from $91 per night

Bed & Breakfast Annapolis
$511 per night
Bed & Breakfast ∙ 2 guests ∙ 1 bedroom
Annapolis, Anne Arundel County, Maryland, United States
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Bed & Breakfast Annapolis
$313 per night
Bed & Breakfast ∙ 2 guests ∙ 1 bedroom
Annapolis, Anne Arundel County, Maryland, United States
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Bed & Breakfast Annapolis
$384 per night
Bed & Breakfast ∙ 2 guests ∙ 1 bedroom
Annapolis, Anne Arundel County, Maryland, United States
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Bed & Breakfast Annapolis
$320 per night
Bed & Breakfast ∙ 2 guests ∙ 1 bedroom
Annapolis, Anne Arundel County, Maryland, United States
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Bed & Breakfast Annapolis
$347 per night
Bed & Breakfast ∙ 2 guests ∙ 1 bedroom
Annapolis, Anne Arundel County, Maryland, United States
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Bed & Breakfast Annapolis
$413 per night
Bed & Breakfast ∙ 2 guests ∙ 1 bedroom
Annapolis, Anne Arundel County, Maryland, United States
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Bed & Breakfast Annapolis
$563 per night
Bed & Breakfast ∙ 2 guests ∙ 1 bedroom
Annapolis, Anne Arundel County, Maryland, United States
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Bed & Breakfast Annapolis
$357 per night
Bed & Breakfast ∙ 2 guests ∙ 1 bedroom
Annapolis, Anne Arundel County, Maryland, United States
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Bed & Breakfast Annapolis
$379 per night
Bed & Breakfast ∙ 2 guests ∙ 1 bedroom
Annapolis, Anne Arundel County, Maryland, United States
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Vacation rentals with Wi-Fi

House Internet Annapolis
Sep 10 - Sep 17
$222 per night
House ∙ 4 guests ∙ 1 bedroom
Annapolis, Anne Arundel County, Maryland, United States
Free cancellation
Internet
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House Internet Annapolis
Jun 4 - Jun 11
$508 per night
House ∙ 6 guests ∙ 3 bedrooms
5.0
"Excellent" (2 ratings)
Annapolis, Anne Arundel County, Maryland, United States
Free cancellation
Internet
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House Internet Annapolis
Apr 2 - Apr 9
$1,822 per night
House ∙ 10 guests ∙ 5 bedrooms
Annapolis, Anne Arundel County, Maryland, United States
Internet
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Vacation rentals and apartments with air conditioning

House Aircondition Annapolis
Jan 19 - Jan 26
-41%
$690
$410 per night
House ∙ 6 guests ∙ 3 bedrooms
Annapolis, Anne Arundel County, Maryland, United States
Aircondition
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House Aircondition Annapolis
Feb 5 - Feb 12
-32%
$771
$524 per night
House ∙ 8 guests ∙ 4 bedrooms
Annapolis, Anne Arundel County, Maryland, United States
Aircondition
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House Aircondition Annapolis
Jan 22 - Jan 29
-62%
$1,373
$519 per night
House ∙ 8 guests ∙ 4 bedrooms
Annapolis, Anne Arundel County, Maryland, United States
Aircondition
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Apartments With Balconies or Patios

House Balcony/Patio Annapolis
Apr 16 - Apr 23
$371 per night
House ∙ 10 guests ∙ 3 bedrooms
Annapolis, Anne Arundel County, Maryland, United States
Free cancellation
Balcony/Patio
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House Balcony/Patio Annapolis
Feb 5 - Feb 12
-57%
$1,575
$683 per night
House ∙ 11 guests ∙ 4 bedrooms
Annapolis, Anne Arundel County, Maryland, United States
Balcony/Patio
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House Balcony/Patio Annapolis
Jul 16 - Jul 23
-50%
$1,221
$608 per night
House ∙ 8 guests ∙ 3 bedrooms
Annapolis, Anne Arundel County, Maryland, United States
Free cancellation
Balcony/Patio
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Popular Rental Amenities in Annapolis

  • Internet (303)
  • Air conditioning (200)
  • No smoking (187)
  • TV (179)
  • Pet allowed (113)
  • Wheelchair access (112)
  • Fireplace (100)
  • Pool (99)
  • No pets (87)
  • Sauna (85)
  • Microwave (81)
  • Balcony/Patio (79)

Filters are provided so you can tailor your search and find a great property in Annapolis. In Annapolis, 303 properties include "internet". Consequently, if you need internet access during your vacation, use the internet filter to compare these properties. Plan your vacation in advance if you want a rental with a jacuzzi or you plan to go fishing. There are just 2 listed properties with "hot tubs" and 5 accommodations with "fishing."

The Weather in Annapolis

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Min.
43°
30°
13 days 13
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45°
32°
11 days 11
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54°
37°
11 days 11
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64°
48°
11 days 11
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73°
59°
13 days 13
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82°
68°
11 days 11
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86°
73°
13 days 13
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Min.
84°
72°
9 days 9
max.
Min.
79°
66°
8 days 8
max.
Min.
68°
54°
8 days 8
max.
Min.
55°
41°
8 days 8
max.
Min.
50°
37°
12 days 12
Jan.
Feb.
Mar.
Apr.
May
June
July
Aug.
Sep.
Oct.
Nov.
Dec.
- Rainy days

Check out our climate diagram to find the perfect month for your vacation. In July maximum temperatures go higher than 86°. However, temperatures can go lower than 30° in Annapolis in January. The rainiest month is January while the driest month is September.

7-Day Weather Forecast in Annapolis

Mon, 17 Jan
39°
30°

15%

2 h

20 mi/h

Tue, 18 Jan
35°
30°

0%

4 h

9 mi/h

Wed, 19 Jan
46°
33°

15%

2 h

10 mi/h

Thu, 20 Jan
30°
26°

15%

7 h

13 mi/h

Fri, 21 Jan
24°
19°

0%

0 h

12 mi/h

Sat, 22 Jan
24°
17°

0%

7 h

5 mi/h

Sun, 23 Jan
30°
26°

15%

0 h

5 mi/h

Accommodations for your vacation in Annapolis

181 among the 413 listed properties in Annapolis are hotel rooms. They account for more than half of the accommodation types in this destination (51.86%). Additionally, the standard size of hotel rooms in Annapolis is 570 ft² with an average price of $369 a night. Moreover, most hotel rooms in this destination can host 3 guests, which makes it a wonderful vacation spot for couples and small groups. If you are interested in a different accommodation type, you may want to have a look at bed & breakfast rentals, which are the second most typical accommodation option in Annapolis. These accommodations cost $425 per night on average and have an average size of 340 ft².

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.

Show all 424 properties
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 in 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 in 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.

Frequently Asked Questions

How much does it cost to rent a vacation rental in Annapolis?

The price for Hotel rooms and Bed & Breakfast rentals in Annapolis is $94 per night.

What amenities are most popular for vacation homes in Annapolis?

If you're looking to book a vacation rental in Annapolis, the most common amenities others search for are houses with internet, TVs, and pets Allowed.

How many vacation rentals are in Annapolis?

Discover 413 vacation rentals available to book in Annapolis.

Are pets allowed in vacation rentals in Annapolis?

Finding a cabin rental in Annapolis that allows dogs is definitely possible, with 117 pet-friendly homes on offfer.

What's the best time of year to travel to Annapolis?

Annapolis has its warmest time of year around July and August, with average nightly prices being around $94.

We list offers from thousands of providers, including:

Booking.com Vacation Rentals in Annapolis TripAdvisor Vacation Rentals in Annapolis Vrbo Vacation Rentals in Annapolis Airbnb Vacation Rentals in Annapolis VacationRentals.com Vacation Rentals in Annapolis HouseTrip Vacation Rentals in Annapolis FlipKey Vacation Rentals in Annapolis 9flats.com Vacation Rentals in Annapolis PerfectPlaces.com Vacation Rentals in Annapolis Homestay.com Vacation Rentals in Annapolis Only-apartments Vacation Rentals in Annapolis Interhome Vacation Rentals in Annapolis Bedycasa Vacation Rentals in Annapolis Novasol Vacation Rentals in Annapolis HomeEscape Vacation Rentals in Annapolis

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