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

Holiday rentals in Annapolis

Anytime
1 guest
Anytime
1 guest
42 accommodations available

  • Price per night

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

  • Distance to center

    • 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

Recommended holiday lettings in Annapolis

Find your perfect holiday home, apartment or cottage in Annapolis from just £150 per night!

House Annapolis
-24%
30 Nov - 7 Dec
237 m² House ∙ 4 bedrooms ∙ 13 guests
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...
£468£371
per night
£468£371
per night
Check prices
House Annapolis
-41%
4 Jan - 11 Jan
Free cancellation
241 m² House ∙ 5 bedrooms ∙ 12 guests
Annapolis, Anne Arundel County, Maryland, United States
This spacious house in Parole accommodates up to 12 guests, featuring a garden, kitchen, fireplace, and pet-friendly amenities—perfect for unforgettable family getaways. ...
£381£272
per night
£381£272
per night
Check prices
House Annapolis
-65%
15 Dec - 22 Dec
160 m² House ∙ 3 bedrooms ∙ 8 guests
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...
£537£197
per night
Outstanding(1 rating)
£537£197
per night
Check prices
House Annapolis
-22%
24 Jan - 31 Jan
Free cancellation
House ∙ 5 bedrooms ∙ 19 guests
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...
£370£315
per night
£370£315
per night
Check prices
House Annapolis
-44%
14 Dec - 21 Dec
176 m² House ∙ 4 bedrooms ∙ 8 guests
Annapolis, Anne Arundel County, Maryland, United States
This stunning house rental in Annapolis comfortably accommodates up to 8 guests and features a welcoming fireplace, a fully equipped kitchen, and convenient parking, perf...
£546£319
per night
Outstanding(2 ratings)
£546£319
per night
Check prices
House Annapolis
-54%
4 Jan - 11 Jan
Free cancellation
223 m² House ∙ 3 bedrooms ∙ 8 guests
Annapolis, Anne Arundel County, Maryland, United States
A delightful house rental in Annapolis that accommodates up to 8 guests, perfect for family gatherings and events. Enjoy a pet-friendly environment with a fully equipped ...
£829£371
per night
Outstanding(109 ratings)
£829£371
per night
Check prices
House Annapolis
-48%
2 Dec - 9 Dec
118 m² House ∙ 4 bedrooms ∙ 10 guests
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,...
£594£389
per night
Outstanding(71 ratings)
£594£389
per night
Check prices
House Annapolis
-46%
7 Dec - 14 Dec
93 m² House ∙ 3 bedrooms ∙ 7 guests
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 ...
£520£269
per night
Outstanding(58 ratings)
£520£269
per night
Check prices
Apartment Annapolis
-68%
4 Jan - 11 Jan
Free cancellation
92 m² Apartment ∙ 2 bedrooms ∙ 6 guests
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 ...
£470£146
per night
Outstanding(113 ratings)
£470£146
per night
Check prices
House Annapolis
-64%
4 Jan - 11 Jan
Free cancellation
121 m² House ∙ 4 bedrooms ∙ 8 guests
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...
£972£365
per night
Outstanding(85 ratings)
£972£365
per night
Check prices
House Annapolis
-39%
2 Dec - 9 Dec
325 m² House ∙ 6 bedrooms ∙ 15 guests
Annapolis, Anne Arundel County, Maryland, United States
This stunning house rental in Edgewater accommodates up to 15 guests and features an ocean view, hot tub, fireplace, and a spacious kitchen, perfect for family gatherings...
£2,011£1,235
per night
£2,011£1,235
per night
Check prices
House Annapolis
-56%
4 Jan - 11 Jan
Free cancellation
203 m² House ∙ 5 bedrooms ∙ 10 guests
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...
£895£515
per night
Outstanding(2 ratings)
£895£515
per night
Check prices
House Annapolis
-51%
4 Jan - 11 Jan
Free cancellation
145 m² House ∙ 3 bedrooms ∙ 7 guests
Annapolis, Anne Arundel County, Maryland, United States
This fantastic house rental in Annapolis offers ample space for up to seven guests, featuring a fully-equipped kitchen, family-friendly amenities, and convenient parking....
£474£174
per night
£474£174
per night
Check prices
Apartment Annapolis
-55%
15 Dec - 22 Dec
182 m² Apartment ∙ 3 bedrooms ∙ 6 guests
Annapolis, Anne Arundel County, Maryland, United States
Experience a fantastic apartment rental in Annapolis, perfect for families and events. With a fully equipped kitchen and space for six, your memorable stay awaits!
£746£338
per night
£746£338
per night
Check prices
House Annapolis
-59%
9 Dec - 16 Dec
125 m² House ∙ 3 bedrooms ∙ 8 guests
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...
£902£326
per night
Outstanding(40 ratings)
£902£326
per night
Check prices

Best holiday rental deals in Annapolis

Save up to 69%

House Annapolis
4 Oct - 11 Oct
-62%
£1,334
£504 per night
79 m² House ∙ 7 guests ∙ 2 bedrooms
Annapolis, Anne Arundel County, Maryland, United States
Free cancellation
Check prices
Cottage Annapolis
4 Jan - 11 Jan
-69%
£1,388
£431 per night
166 m² Cottage ∙ 8 guests ∙ 3 bedrooms
Annapolis, Anne Arundel County, Maryland, United States
Check prices
Apartment Annapolis
15 Dec - 22 Dec
-60%
£896
£362 per night
119 m² Apartment ∙ 6 guests ∙ 3 bedrooms
Annapolis, Anne Arundel County, Maryland, United States
Check prices

Holiday lettings and apartments with air conditioning

Book your stay in an air-conditioned holiday rental in Annapolis!

House Annapolis
15 Dec - 22 Dec
-36%
£544
£344 per night
103 m² House ∙ 12 guests ∙ 3 bedrooms
Annapolis, Anne Arundel County, Maryland, United States
Air conditioning
Check prices
House Annapolis
8 Apr - 15 Apr
-50%
£780
£476 per night
237 m² House ∙ 8 guests ∙ 3 bedrooms
Annapolis, Anne Arundel County, Maryland, United States
Free cancellation
Air conditioning
Check prices
House Annapolis
2 Dec - 9 Dec
-72%
£1,258
£357 per night
186 m² House ∙ 8 guests ∙ 4 bedrooms
5.0
Outstanding(32 ratings)
Annapolis, Anne Arundel County, Maryland, United States
Air conditioning
Check prices
See all offers

Holiday homes with a patio or terrace

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

House Annapolis
28 Jun - 5 Jul
-37%
£634
£634 per night
102 m² House ∙ 9 guests ∙ 3 bedrooms
Annapolis, Anne Arundel County, Maryland, United States
Free cancellation
Balcony/Patio
Check prices
House Annapolis
7 Mar - 14 Mar
-62%
£802
£307 per night
171 m² House ∙ 8 guests ∙ 4 bedrooms
Annapolis, Anne Arundel County, Maryland, United States
Free cancellation
Balcony/Patio
Check prices
House Annapolis
4 Jan - 11 Jan
-61%
£790
£310 per night
180 m² House ∙ 10 guests ∙ 4 bedrooms
Annapolis, Anne Arundel County, Maryland, United States
Free cancellation
Balcony/Patio
Check prices
Show more offers
2 reviews
We collected 2 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 42 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 £150 per night. Most bed and breakfast rental in Annapolis are 29 m² and house rentals are 194 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 £496 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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