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

House Rentals in Annapolis

Find 989 available offers from 8 partners
Annapolis
Anytime
Guests
Annapolis
Anytime
Guests

Choose the perfect vacation rental

Price per night
Up to $100
$100 - $199
From $200
Accommodation types
Condo
House
Apartment
Distance to center
1 km
2 km
5 km
Rating
4.5+
4+

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 with Wi-Fi

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

House  Annapolis
Mar 16 - Mar 23
$400 per night
House ∙ 13 guests ∙ 5 bedrooms

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

4.3
Very good (33 ratings)
Annapolis, Anne Arundel County, Maryland, United States
Internet
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Cottage  Annapolis
Mar 19 - Mar 26
$150 per night
Cottage ∙ 4 guests ∙ 1 bedroom

Cottage in Parole with Patio & Yard + Peaceful View

5.0
Outstanding (262 ratings)
Annapolis, Anne Arundel County, Maryland, United States
Internet
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House  Annapolis
Feb 24 - Mar 2
$268 per night
House ∙ 14 guests ∙ 4 bedrooms

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

4.8
Outstanding (52 ratings)
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  Annapolis
Jan 4 - Jan 11
$383 per night
House ∙ 6 guests ∙ 2 bedrooms

Vacation Home in Annapolis with Yard, Patio & Grill

5.0
Outstanding (70 ratings)
Annapolis, Anne Arundel County, Maryland, United States
Air conditioning
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House  Annapolis
Mar 9 - Mar 16
$209 per night
House ∙ 6 guests ∙ 3 bedrooms

Family Friendly Vacation Home in Annapolis with English Garden

4.8
Outstanding (75 ratings)
Annapolis, Anne Arundel County, Maryland, United States
Air conditioning
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House  Annapolis
Feb 24 - Mar 2
-64%
$608
$217 per night
House ∙ 7 guests ∙ 3 bedrooms

Vacation Home in Annapolis with Patio

4.8
Outstanding (4 ratings)
Annapolis, Anne Arundel County, Maryland, United States
Air conditioning
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Vacation Rentals With Fireplaces

Get warm and cozy on cold winter nights in Annapolis by booking a vacation home with a fireplace.

Apartment  Annapolis
Jan 4 - Jan 11
$143 per night
Apartment ∙ 4 guests ∙ 2 bedrooms

Lovely Rental Apartment in Annapolis with Free Parking

5.0
Outstanding (219 ratings)
Annapolis, Anne Arundel County, Maryland, United States
Fireplace
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House  Annapolis
Jun 7 - Jun 14
-68%
$1,280
$404 per night
House ∙ 10 guests ∙ 3 bedrooms

House in Annapolis with Grill, Patio & Yard

5.0
Outstanding (30 ratings)
Annapolis, Anne Arundel County, Maryland, United States
Fireplace
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Apartment  Annapolis
Feb 24 - Mar 2
$171 per night
Apartment ∙ 2 guests ∙ 1 bedroom

Rental Apartment in Annapolis with Yard & Patio

4.8
Outstanding (34 ratings)
Annapolis, Anne Arundel County, Maryland, United States
Fireplace
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Best Vacation Home Deals in Annapolis

Save up to 54%

House Annapolis
Feb 24 - Mar 2
-50%
$865
$436 per night
House ∙ 10 guests ∙ 5 bedrooms

Vacation Home in Parole with Pool, Patio & Grill + Great Views

5.0
Outstanding (8 ratings)
Annapolis, Anne Arundel County, Maryland, United States
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House Annapolis
Jan 4 - Jan 11
-54%
$575
$265 per night
House ∙ 5 guests ∙ 2 bedrooms

Vacation Home in Annapolis with Patio & Grill

4.8
Outstanding (4 ratings)
Annapolis, Anne Arundel County, Maryland, United States
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House Annapolis
Mar 9 - Mar 16
-36%
$653
$418 per night
House ∙ 10 guests ∙ 5 bedrooms

House in Annapolis with Grill & Patio

5.0
Outstanding (95 ratings)
Annapolis, Anne Arundel County, Maryland, United States
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Discover a vacation home matching your expectations among the 989 great options from more than 8 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 $143 per night

House Annapolis
Mar 2 - Mar 9
$378 per night
House ∙ 12 guests ∙ 6 bedrooms

Wonderful House in Annapolis with Free Parking

4.8
Outstanding (5 ratings)
Annapolis, Anne Arundel County, Maryland, United States
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House Annapolis
Mar 2 - Mar 9
-44%
$1,469
$822 per night
House ∙ 18 guests ∙ 6 bedrooms

Beautiful Vacation Home in Annapolis with Private Pool + Great Views

4.8
Outstanding (32 ratings)
Annapolis, Anne Arundel County, Maryland, United States
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House Annapolis
Mar 16 - Mar 23
$313 per night
House ∙ 12 guests ∙ 4 bedrooms

House in Annapolis with Yard, Patio & Grill

4.7
Excellent (14 ratings)
Annapolis, Anne Arundel County, Maryland, United States
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Condo Annapolis
Mar 16 - Mar 23
$152 per night
Condo ∙ 4 guests ∙ 1 bedroom

Beautiful Condo in Annapolis with Free Parking + Water View

4.9
Outstanding (149 ratings)
Annapolis, Anne Arundel County, Maryland, United States
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House Annapolis
Jun 1 - Jun 8
-76%
$2,334
$565 per night
House ∙ 15 guests ∙ 5 bedrooms

Entire House in Annapolis with Grill & Yard

5.0
Outstanding (18 ratings)
Annapolis, Anne Arundel County, Maryland, United States
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Apartment Annapolis
Mar 16 - Mar 23
$179 per night
Apartment ∙ 4 guests ∙ 2 bedrooms

Rental Apartment in Parole with Private Patio + Water Views

4.9
Outstanding (21 ratings)
Annapolis, Anne Arundel County, Maryland, United States
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Apartment Annapolis
Mar 2 - Mar 9
$105 per night
Apartment ∙ 4 guests ∙ 1 bedroom

Apartment in Annapolis with Patio & Yard

5.0
Outstanding (127 ratings)
Annapolis, Anne Arundel County, Maryland, United States
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House Annapolis
Feb 25 - Mar 3
-45%
$1,020
$563 per night
House ∙ 10 guests ∙ 4 bedrooms

Vacation Home in Annapolis with Free Parking

5.0
Outstanding (48 ratings)
Annapolis, Anne Arundel County, Maryland, United States
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Boat Annapolis
Apr 6 - Apr 13
-21%
$349
$275 per night
Boat ∙ 4 guests ∙ 2 bedrooms

Lovely Boat in Annapolis with Patio

5.0
Outstanding (108 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
Jun 29 - Jul 6
$370 per night
House ∙ 10 guests ∙ 5 bedrooms

Vacation Home in Annapolis with Patio, Yard & Grill

4.9
Outstanding (146 ratings)
Annapolis, Anne Arundel County, Maryland, United States
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House Annapolis
Jun 1 - Jun 8
$309 per night
House ∙ 5 guests ∙ 2 bedrooms

House in Annapolis with Patio + Water Views

5.0
Outstanding (128 ratings)
Annapolis, Anne Arundel County, Maryland, United States
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Apartment Annapolis
Feb 24 - Mar 2
$157 per night
Apartment ∙ 3 guests ∙ 1 bedroom

Rental Apartment in Annapolis with Patio & Pool

4.5
Excellent (14 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
Aug 24 - Aug 31
$234 per night
House ∙ 6 guests ∙ 2 bedrooms

House in Annapolis with Patio, Yard & Grill

5.0
Outstanding (84 ratings)
Annapolis, Anne Arundel County, Maryland, United States
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House Annapolis
Mar 16 - Mar 23
$200 per night
House ∙ 5 guests ∙ 3 bedrooms

House in Arundel On The Bay with Grill

5.0
Outstanding (28 ratings)
Annapolis, Anne Arundel County, Maryland, United States
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House Annapolis
Feb 27 - Mar 5
$211 per night
House ∙ 10 guests ∙ 3 bedrooms

House in Annapolis with Free Parking

5.0
Outstanding (6 ratings)
Annapolis, Anne Arundel County, Maryland, United States
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Popular Rental Amenities in Annapolis

  • Pet-friendly (229)
  • Pool (212)
  • WiFi (975)
  • TV (925)
  • Parking (63)
  • Air conditioning (992)
  • Kitchen (647)
  • Balcony/patio (423)
  • Washing machine (656)
  • Fireplace (415)
  • Fishing (222)
  • Hot tub (39)

Filters are provided so you can tailor your search and find a great property in Annapolis. In Annapolis, 228 properties include "Pets allowed". Consequently, if you are looking for a pet-friendly rental, 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 64 listed properties with "Fenced" and 203 accommodations with "Crib."

The Weather in Annapolis

max.
Min.
43°
30°
13 days 13
max.
Min.
45°
32°
11 days 11
max.
Min.
54°
37°
11 days 11
max.
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

Thu, 22 Feb
39°
37°

0%

1 h

13 mi/h

Fri, 23 Feb
53°
50°

65%

2 h

9 mi/h

Sat, 24 Feb
42°
39°

0%

0 h

11 mi/h

Sun, 25 Feb
44°
39°

15%

3 h

10 mi/h

Mon, 26 Feb
57°
57°

0%

1 h

11 mi/h

Tue, 27 Feb
51°
50°

15%

0 h

17 mi/h

Wed, 28 Feb
59°
55°

15%

0 h

13 mi/h

Accommodations for your vacation in Annapolis

354 among the 989 listed properties in Annapolis are house rental. They account for more than two-thirds of the accommodation types in this destination (78.67%). Additionally, the standard size of house rental in Annapolis is 230 m² with an average price of $841 a night. Moreover, most house rental in this destination can host 9 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 $351 per night on average and have an average size of 93 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 989 rentals
💳 Possible discounts up to 58%
🌙 Nightly prices starting at $143
⭐ Popular amenities Pets allowed, Pool and Internet
🐾 Pet friendly homes 220 homes
🏊 Vacation rentals with pools 212 homes

Frequently Asked Questions

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

The average accommodation in Annapolis is priced at $143 per night. If you would like to stay in a house rental, the average price is $841 per night. A apartment rental Annapolis will cost on average $351 per night.

How many vacation rentals are available to book in Annapolis?

There are 989 vacation rentals from 8 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 212 vacation rentals across 8 providers in Annapolis.

Are dogs allowed in vacation homes in Annapolis?

If traveling with a pet in Annapolis, 22% 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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