Holiday Homes and Rentals in Annapolis - HolidayHomes base64Hash Holiday Homes and Rentals in Annapolis - HolidayHomes

Holiday Homes and Rentals in Annapolis

Find 1,006 available offers from 7 partners

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Guests
Anytime
Guests

Top-Rated Lettings and Properties in Annapolis

Book Holiday Letting Offers with the Highest User Rating

House Annapolis

Fully equipped holiday home with barbeque, terrace & pool

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Houseboat Annapolis

Lovely boat with terrace

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House Annapolis

House with barbeque

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House Annapolis

House with garden, barbeque & terrace | Perfect for remote work

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House Annapolis

Family-oriented beautiful holiday home with terrace, private pool & barbeque | Perfect for remote work | Dogs allowed

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House Annapolis

House with terrace, garden & barbecue | Nature view

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House Annapolis

Waterfront Architectural Masterpiece with private dockage available.

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House Annapolis

House with garden, private pool & jacuzzi | Good for workation

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House Annapolis

Family-friendly spacious house with garden, terrace & hot tub | Good for workation | Dogs allowed

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House Annapolis

House with garden, terrace & barbeque | Perfect for remote work

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House Annapolis

Family-friendly pleasant holiday home

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House Annapolis

Pet Friendly-newly built house in peaceful beach community, located in Riva MD.

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House Annapolis

Children-friendly big house with garden, terrace & barbeque | City view | Perfect for remote work | Pets are welcome

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House Annapolis

Charming brick home with patio, WiFi, AC, & W/D - walk to everything

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House Annapolis

House with terrace & barbeque

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Top 15 Recommended holiday lettings in Annapolis

Find your perfect vacation rental in Annapolis from just £28 per night!

House Annapolis
House ∙ 8 guests ∙ 4 bedrooms

House with terrace & BBQ

Annapolis, Anne Arundel County, Maryland, United States
This spacious house rental in Annapolis Neck accommodates 8 guests and features a fully equipped kitchen for your convenience.
from £390
per night
(1)
View deal
House Annapolis
House ∙ 9 guests ∙ 3 bedrooms

Holiday home with barbeque

Annapolis, Anne Arundel County, Maryland, United States
This spacious house rental in Arundel on the Bay accommodates 9 guests and features a well-equipped kitchen.
from £353
per night
View deal
House Annapolis
House ∙ 6 guests ∙ 1 bedroom

Holiday home with 1 bedroom for 6 persons

Annapolis, Anne Arundel County, Maryland, United States
This charming house rental in Annapolis accommodates six guests and is pet-friendly, making it perfect for family getaways.
from £27
per night
View deal
House Annapolis
House ∙ 6 guests ∙ 4 bedrooms

House with 4 bedrooms for 6 persons

Annapolis, Anne Arundel County, Maryland, United States
This charming house rental in Annapolis accommodates six guests and features a spacious garden for outdoor relaxation.
from £118
per night
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House Annapolis
House ∙ 8 guests ∙ 4 bedrooms

House with terrace

Annapolis, Anne Arundel County, Maryland, United States
This spacious house rental in Annapolis accommodates up to 8 guests and features convenient parking for a stress-free stay.
from £1,590
per night
View deal
Cottage Annapolis
Cottage ∙ 4 guests ∙ 1 bedroom

Cottage with terrace & garden

Annapolis, Anne Arundel County, Maryland, United States
This charming cottage in Parole accommodates four guests and features a lovely garden for relaxation.
from £128
per night
(305)
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House Annapolis
House ∙ 8 guests ∙ 4 bedrooms

House with barbeque, terrace & garden | City view

Annapolis, Anne Arundel County, Maryland, United States
This spacious house rental in Annapolis accommodates up to 8 guests and features a lovely garden for relaxation.
from £327
per night
(32)
View deal
House Annapolis
House ∙ 14 guests ∙ 4 bedrooms

House with garden, private pool & jacuzzi | Good for workation

Annapolis, Anne Arundel County, Maryland, United States
This spacious house rental in Annapolis accommodates 14 guests and features a private pool for a relaxing stay.
from £379
per night
(24)
View deal
Houseboat Annapolis
Houseboat ∙ 4 guests ∙ 2 bedrooms

Lovely boat with terrace

Annapolis, Anne Arundel County, Maryland, United States
This charming houseboat in Annapolis accommodates 4 guests and features a lovely balcony overlooking the waterside.
from £341
per night
(116)
View deal

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