Holiday rentals in Annapolis - Casamundo base64Hash Holiday rentals in Annapolis - Casamundo

Holiday rentals in Annapolis

Anytime
Guests
Anytime
Guests
39 accommodations available

  • Price per night

    • Up to £100
    • £100 - £199
    • From £200

  • Distance to centre

    • 1 km
    • 2 km
    • 5 km

  • Rating

    • 4.5+
    • 4+

  • Booking Options

    • Instant Booking

  • Services

    • Pool
    • WiFi
    • Kitchen
    • Air conditioning
    • TV
    • Washing machine
    • Parking
    • Balcony/patio
    • Dishwasher
    • Microwave
    • Garden
    • Hot tub
    • Fireplace
    • Cot

  • Accommodation type

    • Pet-friendly
    • No smoking
    • No pets

  • Activities

    • Grill
    • Fishing

Top 15 Recommended holiday lettings in Annapolis

Find your perfect holiday home, apartment or cottage in Annapolis from just £152 per night!

House Annapolis
-58%
5 May - 12 May
160 m² house ∙ 8 guests ∙ 3 bedrooms
Annapolis, Anne Arundel County, Maryland, United States
A stunning house rental in Annapolis, perfect for families and pets, offers a spacious garden, beach access, and a fully equipped kitchen—ideal for an unforgettable getaw...
£528£222
per night
Outstanding(2 ratings)
£528£222
per night
Check prices
House Annapolis
-46%
11 Apr - 18 Apr
Free cancellation
203 m² house ∙ 10 guests ∙ 5 bedrooms
Annapolis, Anne Arundel County, Maryland, United States
This stunning waterside house rental in Annapolis accommodates up to 10 guests and features a welcoming fireplace, a fully equipped kitchen, and breathtaking sea views, p...
£1,076£580
per night
Outstanding(2 ratings)
£1,076£580
per night
Check prices
House Annapolis
-44%
17 Jan - 24 Jan
Free cancellation
237 m² house ∙ 13 guests ∙ 4 bedrooms
Annapolis, Anne Arundel County, Maryland, United States
This spacious house rental in Hillsmere Shores offers accommodation for 13 guests with a lovely garden, family-friendly amenities, and a cosy fireplace—perfect for your n...
£519£289
per night
£519£289
per night
Check prices
Apartment Annapolis
-47%
24 Jan - 31 Jan
Free cancellation
92 m² apartment ∙ 6 guests ∙ 2 bedrooms
Annapolis, Anne Arundel County, Maryland, United States
This delightful apartment in Annapolis accommodates up to six guests and features convenient parking, a well-equipped kitchen, and a family-friendly atmosphere. Book now ...
£479£256
per night
Outstanding(122 ratings)
£479£256
per night
Check prices
House Annapolis
-45%
11 Apr - 18 Apr
Free cancellation
118 m² house ∙ 10 guests ∙ 4 bedrooms
Annapolis, Anne Arundel County, Maryland, United States
Experience the perfect getaway in Parole with this spacious house rental that accommodates up to 10 guests. Enjoy a family-friendly environment, a fully equipped kitchen,...
£629£346
per night
Outstanding(70 ratings)
£629£346
per night
Check prices
House Annapolis
-38%
11 Apr - 18 Apr
Free cancellation
201 m² house ∙ 8 guests ∙ 4 bedrooms
Annapolis, Anne Arundel County, Maryland, United States
Experience the perfect getaway in Annapolis with this spacious house rental, accommodating up to 8 guests. Featuring a family-friendly kitchen and pet-friendly amenities,...
£652£405
per night
Outstanding(102 ratings)
£652£405
per night
Check prices
House Annapolis
-21%
29 Nov - 6 Dec
Free cancellation
93 m² house ∙ 7 guests ∙ 3 bedrooms
Annapolis, Anne Arundel County, Maryland, United States
A stunning house rental in Edgewater awaits, featuring a hot tub, fireplace, and a waterside location. Ideal for family gatherings and pet-friendly events, accommodating ...
£406£321
per night
Outstanding(65 ratings)
£406£321
per night
Check prices
House Annapolis
-56%
11 Apr - 18 Apr
Free cancellation
125 m² house ∙ 8 guests ∙ 3 bedrooms
Annapolis, Anne Arundel County, Maryland, United States
This stunning house rental in Arundel on the Bay accommodates up to 8 guests and offers breathtaking ocean views, a fully equipped kitchen, and pet-friendly facilities, p...
£787£345
per night
Outstanding(40 ratings)
£787£345
per night
Check prices
House Annapolis
-39%
30 Nov - 7 Dec
Free cancellation
121 m² house ∙ 8 guests ∙ 4 bedrooms
Annapolis, Anne Arundel County, Maryland, United States
This spacious house in Annapolis comfortably accommodates up to 8 guests and features a fully equipped kitchen, making it perfect for family gatherings and events. Book y...
£974£594
per night
Outstanding(91 ratings)
£974£594
per night
Check prices
House Annapolis
-23%
9 Apr - 16 Apr
Free cancellation
322 m² house ∙ 11 guests ∙ 4 bedrooms
Annapolis, Anne Arundel County, Maryland, United States
This spacious house rental in Annapolis accommodates up to 11 guests, featuring a fully equipped kitchen and family-friendly amenities, perfect for unforgettable events a...
£1,329£1,021
per night
Outstanding(81 ratings)
£1,329£1,021
per night
Check prices
House Annapolis
-46%
11 Apr - 18 Apr
Free cancellation
158 m² house ∙ 8 guests ∙ 3 bedrooms
Annapolis, Anne Arundel County, Maryland, United States
This spacious house rental in Annapolis comfortably accommodates up to 8 guests, featuring a welcoming fireplace, a fully-equipped kitchen, and an ideal setting for famil...
£825£445
per night
£825£445
per night
Check prices
House Annapolis
-17%
28 May - 4 Jun
Free cancellation
House ∙ 19 guests ∙ 5 bedrooms
Annapolis, Anne Arundel County, Maryland, United States
This stunning house rental in Annapolis accommodates up to 19 guests, featuring breathtaking ocean and lake views, a spacious garden, and a family-friendly atmosphere per...
£633£527
per night
£633£527
per night
Check prices
House Annapolis
-49%
28 Apr - 5 May
186 m² house ∙ 8 guests ∙ 4 bedrooms
Annapolis, Anne Arundel County, Maryland, United States
This inviting house rental in Annapolis accommodates up to 8 guests, featuring a fully-equipped kitchen and family-friendly amenities, perfect for memorable events and ga...
£765£387
per night
Outstanding(32 ratings)
£765£387
per night
Check prices
House Annapolis
-55%
11 Apr - 18 Apr
Free cancellation
144 m² house ∙ 6 guests ∙ 3 bedrooms
Annapolis, Anne Arundel County, Maryland, United States
This delightful house rental in Annapolis accommodates up to six guests, featuring a fully equipped kitchen and family-friendly spaces, perfect for memorable events and j...
£725£328
per night
£725£328
per night
Check prices
Apartment Annapolis
-39%
11 Apr - 18 Apr
Free cancellation
119 m² apartment ∙ 6 guests ∙ 3 bedrooms
Annapolis, Anne Arundel County, Maryland, United States
This inviting apartment in Annapolis accommodates up to six guests, featuring a warm fireplace, a fully equipped kitchen, and family-friendly amenities, perfect for event...
£624£382
per night
£624£382
per night
Check prices

Best holiday rental deals in Annapolis

Save up to 53%

House Annapolis
13 Sept - 20 Sept
-21%
£564
£443 per night
7 guests ∙ 2 bedrooms

79 m² House

Annapolis, Anne Arundel County, Maryland, United States
Free cancellation
Check prices
House Annapolis
11 Apr - 18 Apr
-51%
£700
£346 per night
5 guests ∙ 2 bedrooms

88 m² House

Annapolis, Anne Arundel County, Maryland, United States
Free cancellation
Check prices
Cottage Annapolis
9 Apr - 16 Apr
-53%
£985
£461 per night
8 guests ∙ 3 bedrooms

166 m² Cottage

Annapolis, Anne Arundel County, Maryland, United States
Free cancellation
Check prices

Holiday homes with a patio or terrace

Sunset serenity: Book your Annapolis holiday rental with a private terrace - relaxation awaits!

House Annapolis
29 Apr - 6 May
-57%
£494
£211 per night
8 guests ∙ 4 bedrooms

269 m² House

5.0
Outstanding(1 rating)
Annapolis, Anne Arundel County, Maryland, United States
Balcony/Patio
Check prices
House Annapolis
13 Sept - 20 Sept
-33%
£747
£501 per night
10 guests ∙ 4 bedrooms

180 m² House

Annapolis, Anne Arundel County, Maryland, United States
Free cancellation
Balcony/Patio
Check prices
House Annapolis
3 Jan - 10 Jan
-35%
£612
£399 per night
9 guests ∙ 3 bedrooms

102 m² House

Annapolis, Anne Arundel County, Maryland, United States
Free cancellation
Balcony/Patio
Check prices
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Best holiday rentals with a balcony

Scenic views await in Annapolis - book a holiday rental with a private balcony!

House Annapolis
from £1,580 per night
10 guests ∙ 4 bedrooms

372 m² House

Annapolis, Anne Arundel County, Maryland, United States
Balcony
Check prices
Cottage Annapolis
from £241 per night
8 guests ∙ 4 bedrooms

269 m² Cottage

Annapolis, Anne Arundel County, Maryland, United States
Balcony
Check prices
House Annapolis
from £522 per night
6 guests ∙ 3 bedrooms

259 m² House

Annapolis, Anne Arundel County, Maryland, United States
Balcony
Check prices
See all offers
4 reviews
We collected 4 reviews from travellers who stayed in Annapolis. Holiday homes in this destination received an average rating of 5/5.

Frequently asked questions

What are the most popular accommodations in Annapolis?

The most popular accommodation types in Annapolis are house rentals and bed and breakfast rental. With 39 accommodations in Annapolis, the perfect holiday home is only one click away.

What does it cost to rent a holiday home in Annapolis?

Prices start at just £152 per night. Most bed and breakfast rental in Annapolis are 29 m² and house rentals are 185 m².

Do you offer pet-friendly house rentals in Annapolis?

When travelling with your dog in Annapolis, cottage are recommended. These are the most common type of pet-friendly accommodations and cost an average of £529 per night.

Do you also offer accommodations that are suitable for groups in Annapolis ?

We can help you find accommodations in Annapolis for a group. On average, the house rentals has space for 9 guests.

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Most popular holiday destinations around Annapolis

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