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

House Rentals in Annapolis

Find 1,005 available offers from 11 partners
Annapolis
Anytime
Guests
Annapolis
Anytime
Guests

Popular Filters to find the Perfect Home Rental in Annapolis

2 Adults
1 Bedroom
Pool
House
Pets allowed
4 Adults
Cabin

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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Vacation rentals and apartments with air conditioning

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

House  Annapolis
Dec 20 - Dec 27
$400 per night
House ∙ 13 guests ∙ 5 bedrooms

Beautiful House in Arundel On The Bay with Patio, Grill & Yard + Water Views

4.4
Very good (33 ratings)
Annapolis, Anne Arundel County, Maryland, United States
Air conditioning
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House  Annapolis
Jul 24 - Jul 31
$396 per night
House ∙ 14 guests ∙ 4 bedrooms

House in Arundel On The Bay with Yard, Patio & Grill + Water Views

4.8
Outstanding (58 ratings)
Annapolis, Anne Arundel County, Maryland, United States
Air conditioning
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House  Annapolis
Sep 13 - Sep 20
-32%
$668
$455 per night
House ∙ 9 guests ∙ 3 bedrooms

House in Arundel On The Bay with Grill, Patio & Yard

5.0
Outstanding (5 ratings)
Annapolis, Anne Arundel County, Maryland, United States
Air conditioning
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Vacation rentals with Wi-Fi

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

House  Annapolis
Sep 13 - Sep 20
-67%
$1,103
$363 per night
House ∙ 8 guests ∙ 3 bedrooms

Vacation Home in Annapolis with Yard, Patio & Grill

4.8
Outstanding (20 ratings)
Annapolis, Anne Arundel County, Maryland, United States
Internet
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House  Annapolis
Dec 20 - Dec 27
$981 per night
House ∙ 12 guests ∙ 6 bedrooms

Pleasant Vacation Home in Annapolis

5.0
Outstanding (1 rating)
Annapolis, Anne Arundel County, Maryland, United States
Internet
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Cottage  Annapolis
Dec 20 - Dec 27
$337 per night
Cottage ∙ 7 guests ∙ 3 bedrooms

Cottage in Parole with Grill, Patio & Yard + Water Views

4.9
Outstanding (34 ratings)
Annapolis, Anne Arundel County, Maryland, United States
Internet
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Apartments and vacation rentals with a kitchen

Cook up a feast on your next vacation and book a Annapolis rental with full kitchen.

Cottage  Annapolis
Dec 20 - Dec 27
$150 per night
Cottage ∙ 4 guests ∙ 1 bedroom

Cottage in Parole with Patio & Yard + Peaceful View

5.0
Outstanding (219 ratings)
Annapolis, Anne Arundel County, Maryland, United States
Kitchen
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House  Annapolis
Dec 20 - Dec 27
-61%
$1,187
$460 per night
House ∙ 10 guests ∙ 3 bedrooms

House in Edgewater with Private Balcony

4.7
Excellent (14 ratings)
Annapolis, Anne Arundel County, Maryland, United States
Kitchen
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House  Annapolis
Aug 3 - Aug 10
$1,143 per night
House ∙ 12 guests ∙ 5 bedrooms

Beautiful Vacation Home in Annapolis with Patio

5.0
Outstanding (1 rating)
Annapolis, Anne Arundel County, Maryland, United States
Kitchen
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Best Vacation Home Deals in Annapolis

Save up to 58%

House Annapolis
Aug 17 - Aug 24
-20%
$347
$279 per night
House ∙ 6 guests ∙ 2 bedrooms

Vacation Home in Annapolis with Yard, Grill & Patio

5.0
Outstanding (3 ratings)
Annapolis, Anne Arundel County, Maryland, United States
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Condo Annapolis
Sep 13 - Sep 20
-16%
$250
$210 per night
Condo ∙ 6 guests ∙ 1 bedroom

Condo in Annapolis with Pool & Yard

5.0
Outstanding (4 ratings)
Annapolis, Anne Arundel County, Maryland, United States
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House Annapolis
Sep 13 - Sep 20
-58%
$985
$410 per night
House ∙ 10 guests ∙ 4 bedrooms

House in Edgewater with Patio & Grill + Exceptional Views

5.0
Outstanding (24 ratings)
Annapolis, Anne Arundel County, Maryland, United States
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Discover a vacation home matching your expectations among the 1,005 great options from more than 11 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 $133 per night

House Annapolis
Jun 14 - Jun 21
$396 per night
House ∙ 10 guests ∙ 4 bedrooms

House in Annapolis with Free Parking

5.0
Outstanding (135 ratings)
Annapolis, Anne Arundel County, Maryland, United States
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House Annapolis
Dec 20 - Dec 27
$601 per night
House ∙ 10 guests ∙ 5 bedrooms

Private Vacation Home in Annapolis with Patio & Yard + Waterfront View

5.0
Outstanding (17 ratings)
Annapolis, Anne Arundel County, Maryland, United States
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House Annapolis
Dec 20 - Dec 27
$653 per night
House ∙ 10 guests ∙ 5 bedrooms

House in Annapolis with Grill & Patio

5.0
Outstanding (96 ratings)
Annapolis, Anne Arundel County, Maryland, United States
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House Annapolis
Jul 13 - Jul 20
$340 per night
House ∙ 8 guests ∙ 4 bedrooms

Vacation Home in Annapolis with Indoor Fireplace

4.7
Excellent (23 ratings)
Annapolis, Anne Arundel County, Maryland, United States
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House Annapolis
Aug 18 - Aug 25
$543 per night
House ∙ 12 guests ∙ 4 bedrooms

House in Arundel On The Bay with Yard, Grill & Patio

4.8
Outstanding (26 ratings)
Annapolis, Anne Arundel County, Maryland, United States
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House Annapolis
May 17 - May 24
$650 per night
House ∙ 12 guests ∙ 5 bedrooms

Vacation Home in Arundel On The Bay with Patio, Yard & Grill + Water Views

5.0
Outstanding (63 ratings)
Annapolis, Anne Arundel County, Maryland, United States
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House Annapolis
Jul 24 - Jul 31
$495 per night
House ∙ 6 guests ∙ 4 bedrooms

Pleasant Vacation Home in Arundel On The Bay with Yard, Grill & Patio

4.9
Outstanding (27 ratings)
Annapolis, Anne Arundel County, Maryland, United States
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House Annapolis
Sep 13 - Sep 20
$200 per night
House ∙ 5 guests ∙ 3 bedrooms

House in Arundel On The Bay with Grill

5.0
Outstanding (27 ratings)
Annapolis, Anne Arundel County, Maryland, United States
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Apartment Annapolis
Sep 13 - Sep 20
$207 per night
Apartment ∙ 4 guests ∙ 1 bedroom

Apartment in Annapolis with Outdoor Fireplace

5.0
Outstanding (79 ratings)
Annapolis, Anne Arundel County, Maryland, United States
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Budget-friendly Vacation Rentals in Annapolis

Find Fantastic yet Inexpensive Offers

House Annapolis
Dec 20 - Dec 27
-33%
$372
$250 per night
House ∙ 8 guests ∙ 3 bedrooms

Pleasant House in Hillsmere Shores with Patio, Yard & Grill

5.0
Outstanding (13 ratings)
Annapolis, Anne Arundel County, Maryland, United States
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House Annapolis
Dec 20 - Dec 27
$350 per night
House ∙ 6 guests ∙ 3 bedrooms

House in Annapolis

5.0
Outstanding (6 ratings)
Annapolis, Anne Arundel County, Maryland, United States
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House Annapolis
Dec 20 - Dec 27
$1,167 per night
House ∙ 10 guests ∙ 4 bedrooms

Vacation Home in Annapolis with Free Parking

5.0
Outstanding (56 ratings)
Annapolis, Anne Arundel County, Maryland, United States
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Top-Rated Rentals and Accommodations in Annapolis

Book Vacation Rental Offers with the Highest User Rating

House Annapolis
Sep 13 - Sep 20
$247 per night
House ∙ 8 guests ∙ 3 bedrooms

Vacation Home in Annapolis with Patio & Yard

5.0
Outstanding (20 ratings)
Annapolis, Anne Arundel County, Maryland, United States
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Apartment Annapolis
Jul 21 - Jul 28
$133 per night
Apartment ∙ 2 guests ∙ 1 bedroom

Rental Apartment in Annapolis with Patio

5.0
Outstanding (111 ratings)
Annapolis, Anne Arundel County, Maryland, United States
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House Annapolis
Sep 13 - Sep 20
$319 per night
House ∙ 6 guests ∙ 3 bedrooms

Family Friendly Vacation Home in Annapolis with English Garden

4.9
Outstanding (73 ratings)
Annapolis, Anne Arundel County, Maryland, United States
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Popular Rental Amenities in Annapolis

  • Pet-friendly (247)
  • Pool (199)
  • WiFi (973)
  • TV (914)
  • Parking (66)
  • Air conditioning (968)
  • Kitchen (643)
  • Balcony/patio (419)
  • Washing machine (675)
  • Fireplace (400)
  • Fishing (224)
  • Hot tub (37)

Filters are provided so you can tailor your search and find a great property in Annapolis. In Annapolis, 247 properties include "Pets allowed". Consequently, if you bring your pet everywhere, use the Pets allowed filter to compare these properties. Plan your vacation in advance if you need a fenced-in backyard or you want a rental providing a crib. There are just 61 listed properties with "Fenced" and 238 accommodations with "Crib."

The Weather in Annapolis

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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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Min.
64°
48°
11 days 11
max.
Min.
73°
59°
13 days 13
max.
Min.
82°
68°
11 days 11
max.
Min.
86°
73°
13 days 13
max.
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, 24 Jun
82°
82°

0%

6 h

16 mi/h

Tue, 25 Jun
87°
86°

0%

6 h

8 mi/h

Wed, 26 Jun
93°
73°

15%

2 h

10 mi/h

Thu, 27 Jun
80°
77°

0%

6 h

9 mi/h

Fri, 28 Jun
77°
75°

0%

5 h

5 mi/h

Sat, 29 Jun
86°
84°

0%

2 h

17 mi/h

Sun, 30 Jun
80°
75°

5%

1 h

4 mi/h

Accommodations for your vacation in Annapolis

400 among the 1,005 listed properties in Annapolis are house rental. They account for most of the accommodation types in this destination (80.48%). Additionally, the standard size of house rental in Annapolis is 218 m² with an average price of $800 a night. Moreover, most house rental in this destination can host 8 guests, which makes it a wonderful vacation spot for large groups. If you are interested in a different accommodation type, you may want to have a look at apartment rental, which are the second most typical accommodation option in Annapolis. These accommodations cost $353 per night on average and have an average size of 95 m².
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.

Information about vacation rentals in Annapolis

🏡 Vacation rentals available 1,005 rentals
💳 Possible discounts up to 41%
🌙 Nightly prices starting at $133
⭐ Popular amenities Pets allowed, Pool and Internet
🐾 Pet friendly homes 247 homes
🏊 Vacation rentals with pools 198 homes

Frequently Asked Questions

What is the nightly price for a vacation home in Annapolis?

The average accommodation in Annapolis is priced at $133 per night. If you would like to stay in a house rental, the average price is $800 per night. A apartment rental Annapolis will cost on average $353 per night.

How many vacation rentals are available to book in Annapolis?

There are 1,005 vacation rentals from 11 providers in Annapolis.

What are the most popular amenities for vacation rentals in Annapolis?

Most travelers search for Pool, Pets allowed, and Internet when booking a vacation rental in Annapolis.

How many vacation homes with pools are there in Annapolis?

There are 198 vacation rentals across 11 providers in Annapolis.

Are dogs allowed in vacation homes in Annapolis?

If traveling with a pet in Annapolis, 25% of vacation homes are pet-friendly.

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

The warmest months in Annapolis are July and August, with temperatures around 86 °F. January and February in Annapolis are the coldest, with 30 °F on average.

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