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

House Rentals in Annapolis

Find 999 available offers from 12 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

Apartments With Balconies or Patios

House  Annapolis
Jul 5 - Jul 12
$483
per night
House ∙ 10 guests ∙ 4 bedrooms

House with Barbecue, Terrace & Garden | City View

5.0
Outstanding (134 ratings)
Annapolis, Anne Arundel County, Maryland, United States
Balcony/Patio
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House  Annapolis
Aug 11 - Aug 18
$827
per night
House ∙ 10 guests ∙ 5 bedrooms

House with Yard & Terrace | Nature View | Perfect for Remote Work

5.0
Outstanding (17 ratings)
Annapolis, Anne Arundel County, Maryland, United States
Balcony/Patio
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House  Annapolis
Sep 7 - Sep 14
-49%
$1,110
$563
per night
House ∙ 10 guests ∙ 4 bedrooms

Fully Equipped House with BBQ & Terrace | Nature View

5.0
Outstanding (26 ratings)
Annapolis, Anne Arundel County, Maryland, United States
Balcony/Patio
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Vacation rentals and apartments with air conditioning

House  Annapolis
Jun 22 - Jun 29
$452
per night
House ∙ 13 guests ∙ 5 bedrooms

Children-Friendly Nice House with Yard, Patio & Barbeque

4.4
Very good (33 ratings)
Annapolis, Anne Arundel County, Maryland, United States
Air conditioning
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House  Annapolis
Sep 14 - Sep 21
$482
per night
House ∙ 14 guests ∙ 4 bedrooms

Vacation Home with Grill, Garden & Patio | Nature View

4.8
Outstanding (59 ratings)
Annapolis, Anne Arundel County, Maryland, United States
Air conditioning
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Apartment  Annapolis
Jun 7 - Jun 14
$246
per night
Apartment ∙ 4 guests ∙ 1 bedroom

Holiday Apartment with Private Pool | City View

5.0
Outstanding (80 ratings)
Annapolis, Anne Arundel County, Maryland, United States
Air conditioning
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Vacation rentals with Wi-Fi

House  Annapolis
Sep 14 - Sep 21
-49%
$990
$502
per night
House ∙ 8 guests ∙ 3 bedrooms

House with Patio, Yard & Barbeque

4.8
Outstanding (22 ratings)
Annapolis, Anne Arundel County, Maryland, United States
Internet
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House  Annapolis
Aug 17 - Aug 24
$640
per night
House ∙ 8 guests ∙ 3 bedrooms

Vacation Home with Garden & Patio | Suitable for Remote Work

5.0
Outstanding (8 ratings)
Annapolis, Anne Arundel County, Maryland, United States
Internet
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House  Annapolis
Oct 21 - Oct 28
$234
per night
House ∙ 5 guests ∙ 3 bedrooms

House with Grill

5.0
Outstanding (11 ratings)
Annapolis, Anne Arundel County, Maryland, United States
Internet
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Best Vacation Home Deals in Annapolis

Save up to 48%

House Annapolis
Jun 22 - Jun 29
-26%
$1,026
$760
per night
House ∙ 10 guests ∙ 3 bedrooms

Vacation Home with Barbeque, Patio & Yard | Nature View

4.7
Excellent (15 ratings)
Annapolis, Anne Arundel County, Maryland, United States
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House Annapolis
Aug 17 - Aug 24
-48%
$654
$341
per night
House ∙ 6 guests ∙ 2 bedrooms

Children-Friendly Vacation Home with Yard, Terrace & Barbeque | City View | Suitable for Remote Work

5.0
Outstanding (3 ratings)
Annapolis, Anne Arundel County, Maryland, United States
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House Annapolis
Aug 25 - Sep 1
-33%
$548
$365
per night
House ∙ 6 guests ∙ 2 bedrooms

Family-Friendly Vacation Home with Terrace & Yard | City View | Perfect for Remote Work

5.0
Outstanding (75 ratings)
Annapolis, Anne Arundel County, Maryland, United States
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Discover a vacation home matching your expectations among the 999 great options from more than 12 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 $193 per night

House Annapolis
Jul 5 - Jul 12
$933
per night
House ∙ 12 guests ∙ 5 bedrooms

House with Yard, Patio & Grill | Suitable for Remote Work

5.0
Outstanding (7 ratings)
Annapolis, Anne Arundel County, Maryland, United States
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House Annapolis
Jul 5 - Jul 12
$1,425
per night
House ∙ 10 guests ∙ 4 bedrooms

Vacation Home with Patio, Barbecue & Yard | Nature View

5.0
Outstanding (58 ratings)
Annapolis, Anne Arundel County, Maryland, United States
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House Annapolis
Jun 22 - Jun 29
$698
per night
House ∙ 14 guests ∙ 4 bedrooms

Vacation Home with Barbeque, Patio & Garden | Suitable for Remote Work

5.0
Outstanding (6 ratings)
Annapolis, Anne Arundel County, Maryland, United States
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House Annapolis
Jun 22 - Jun 29
$559
per night
House ∙ 12 guests ∙ 5 bedrooms

House with Barbeque, Garden & Patio | Nature View

5.0
Outstanding (61 ratings)
Annapolis, Anne Arundel County, Maryland, United States
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House Annapolis
Jul 17 - Jul 24
$277
per night
House ∙ 10 guests ∙ 3 bedrooms

Fully Equipped House with Terrace & Garden | City View

5.0
Outstanding (8 ratings)
Annapolis, Anne Arundel County, Maryland, United States
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House Annapolis
Jun 22 - Jun 29
$1,348
per night
House ∙ 12 guests ∙ 6 bedrooms

Family-Friendly Pleasant House | City View | Good for Workation

5.0
Outstanding (2 ratings)
Annapolis, Anne Arundel County, Maryland, United States
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House Annapolis
Jun 22 - Jun 29
$702
per night
House ∙ 19 guests ∙ 5 bedrooms

Fully Equipped Vacation Home for Perfect Getaway with Garden, Patio & Barbeque | Lake View | Pets Allowed

5.0
Outstanding (19 ratings)
Annapolis, Anne Arundel County, Maryland, United States
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House Annapolis
Aug 17 - Aug 24
$493
per night
House ∙ 6 guests ∙ 3 bedrooms

Vacation Home for Unforgettable Getaway

5.0
Outstanding (6 ratings)
Annapolis, Anne Arundel County, Maryland, United States
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House Annapolis
Aug 17 - Aug 24
$520
per night
House ∙ 8 guests ∙ 3 bedrooms

House with Grill

5.0
Outstanding
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 22 - Jun 29
$579
per night
House ∙ 6 guests ∙ 4 bedrooms

Fully Equipped Pleasant Vacation Home with Garden, Terrace & Barbecue

4.9
Outstanding (27 ratings)
Annapolis, Anne Arundel County, Maryland, United States
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House Annapolis
Jul 5 - Jul 12
$439
per night
House ∙ 8 guests ∙ 4 bedrooms

Vacation Home with Terrace & Barbecue

4.7
Excellent (24 ratings)
Annapolis, Anne Arundel County, Maryland, United States
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House Annapolis
Jun 22 - Jun 29
$527
per night
House ∙ 10 guests ∙ 3 bedrooms

Vacation Home with Yard & Patio

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 1 - Aug 8
$303
per night
House ∙ 8 guests ∙ 3 bedrooms

House with Garden & Terrace

5.0
Outstanding (21 ratings)
Annapolis, Anne Arundel County, Maryland, United States
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House Annapolis
Sep 7 - Sep 14
$656
per night
House ∙ 12 guests ∙ 4 bedrooms

Vacation Home with Terrace, Barbecue & Garden

4.8
Outstanding (25 ratings)
Annapolis, Anne Arundel County, Maryland, United States
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House Annapolis
Jul 5 - Jul 12
$1,546
per night
House ∙ 8 guests ∙ 4 bedrooms

Fully Equipped House with BBQ, Private Pool & Yard

5.0
Outstanding (21 ratings)
Annapolis, Anne Arundel County, Maryland, United States
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Popular Rental Amenities in Annapolis

  • Pet-friendly (243)
  • Pool (199)
  • WiFi (972)
  • TV (920)
  • Parking (66)
  • Air conditioning (960)
  • Kitchen (641)
  • Balcony/patio (419)
  • Washing machine (677)
  • Fireplace (400)
  • Fishing (223)
  • Hot tub (41)

Filters are provided so you can tailor your search and find a great property in Annapolis. In Annapolis, 243 properties include "Pets allowed". Consequently, if you travel with your pet, 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 63 listed properties with "Fenced" and 240 accommodations with "Crib."

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.

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 999 rentals
💳 Possible discounts up to 80%
🌙 Nightly prices starting at $193
⭐ Popular amenities Pets allowed, Pool and Internet
🐾 Pet friendly homes 243 homes
🏊 Vacation rentals with pools 200 homes
1 reviews
Annapolis vacation rentals have an average rating of 5/5 on 1 reviews left by travelers.

Frequently Asked Questions

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

The average accommodation in Annapolis is priced at $193 per night. If you would like to stay in a house rental, the average price is $810 per night. A apartment rental Annapolis will cost on average $363 per night.

How many vacation rentals are available to book in Annapolis?

There are 999 vacation rentals from 12 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 200 vacation rentals across 12 providers in Annapolis.

Are dogs allowed in vacation homes in Annapolis?

If traveling with a pet in Annapolis, 24% 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.

Find the perfect Annapolis home to match your style

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