Holiday lettings and accommodation in Annapolis - HomeToGo base64Hash Holiday lettings and accommodation in Annapolis - HomeToGo

Holiday lettings and accommodation in Annapolis

Find 1,423 available offers from 15 partners
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Top 15 Recommended holiday lettings in Annapolis

Find your perfect holiday home, apartment or cottage in Annapolis from just £95 per night!

House Annapolis
House ∙ 12 guests ∙ 5 bedrooms

Holiday home with terrace

Annapolis, Anne Arundel County, Maryland, United States
from £278
per night
Outstanding(8 ratings)
from £278
per night
View deal
Apartment Annapolis
Apartment ∙ 4 guests ∙ 2 bedrooms

Holiday apartment with barbecue & private pool | City view

Annapolis, Anne Arundel County, Maryland, United States
from £242
per night
Outstanding(88 ratings)
from £242
per night
View deal
House Annapolis
House ∙ 10 guests ∙ 3 bedrooms

House with barbeque, terrace & garden | City view | Good for workation

Annapolis, Anne Arundel County, Maryland, United States
from £339
per night
Outstanding(55 ratings)
from £339
per night
View deal
House Annapolis
House ∙ 8 guests ∙ 3 bedrooms

Fully equipped holiday home with barbeque, terrace & pool

Annapolis, Anne Arundel County, Maryland, United States
from £554
per night
Outstanding(144 ratings)
from £554
per night
View deal
House Annapolis
House ∙ 10 guests ∙ 5 bedrooms

House with terrace, garden & barbeque

Annapolis, Anne Arundel County, Maryland, United States
from £603
per night
Outstanding(101 ratings)
from £603
per night
View deal
House Annapolis
House ∙ 8 guests ∙ 3 bedrooms

Child-friendly charming house with garden, terrace & barbecue | Perfect for remote work | Pet-friendly

Annapolis, Anne Arundel County, Maryland, United States
from £204
per night
Outstanding(14 ratings)
from £204
per night
View deal
Cottage Annapolis
Cottage ∙ 8 guests ∙ 3 bedrooms

Child-friendly wonderful cottage with garden, terrace & barbecue | Nature view | Good for workation | Pets are welcome

Annapolis, Anne Arundel County, Maryland, United States
from £704
per night
Outstanding(56 ratings)
from £704
per night
View deal
House Annapolis
House ∙ 6 guests ∙ 2 bedrooms

House with garden, barbeque & terrace | City view

Annapolis, Anne Arundel County, Maryland, United States
from £219
per night
Outstanding(78 ratings)
from £219
per night
View deal
House Annapolis
House ∙ 5 guests ∙ 2 bedrooms

Holiday home with barbecue, terrace & garden | Nature view | Perfect for remote work

Annapolis, Anne Arundel County, Maryland, United States
from £350
per night
Outstanding(157 ratings)
from £350
per night
View deal
House Annapolis
House ∙ 8 guests ∙ 4 bedrooms

Family-oriented charming holiday home with garden, private pool & barbeque | Suitable for remote work

Annapolis, Anne Arundel County, Maryland, United States
from £456
per night
Outstanding(135 ratings)
from £456
per night
View deal
House Annapolis
House ∙ 10 guests ∙ 4 bedrooms

Family-friendly house with barbeque, terrace & garden | Suitable for remote work | Pet-friendly

Annapolis, Anne Arundel County, Maryland, United States
from £360
per night
Outstanding(181 ratings)
from £360
per night
View deal
House Annapolis
House ∙ 14 guests ∙ 6 bedrooms

Holiday home with BBQ, garden & terrace

Annapolis, Anne Arundel County, Maryland, United States
from £793
per night
Outstanding(51 ratings)
from £793
per night
View deal
House Annapolis
House ∙ 10 guests ∙ 5 bedrooms

Fully equipped holiday home with terrace, private pool & hot tub | Lake view | Dogs allowed

Annapolis, Anne Arundel County, Maryland, United States
from £1,054
per night
Outstanding(7 ratings)
from £1,054
per night
View deal
House Annapolis
House ∙ 12 guests ∙ 6 bedrooms

House with garden, barbeque & terrace | City view

Annapolis, Anne Arundel County, Maryland, United States
from £603
per night
Outstanding(75 ratings)
from £603
per night
View deal
House Annapolis
House ∙ 8 guests ∙ 3 bedrooms

Holiday home with terrace, barbecue & garden | City view | Perfect for remote work

Annapolis, Anne Arundel County, Maryland, United States
from £168
per night
Outstanding(124 ratings)
from £168
per night
View deal

Best holiday homes with a patio or terrace

House  Annapolis
from £402 per night
House ∙ 8 guests ∙ 4 bedrooms

Family-oriented charming holiday home with barbeque & terrace | City view

5.0
Outstanding(118 ratings)
Annapolis, Anne Arundel County, Maryland, United States
Balcony/Patio
View deal
House  Annapolis
from £843 per night
House ∙ 10 guests ∙ 5 bedrooms

House with BBQ, terrace & garden | City view

5.0
Outstanding(41 ratings)
Annapolis, Anne Arundel County, Maryland, United States
Balcony/Patio
View deal
House  Annapolis
from £548 per night
House ∙ 8 guests ∙ 3 bedrooms

Holiday home with barbecue, terrace & garden | City view

4.9
Outstanding(73 ratings)
Annapolis, Anne Arundel County, Maryland, United States
Balcony/Patio
View deal
See all offers

Holiday homes and cottages with a garden

House  Annapolis
from £258 per night
House ∙ 10 guests ∙ 3 bedrooms

Fully equipped house with barbeque, garden & terrace | City view | Perfect for remote work | Dogs allowed

4.8
Outstanding(85 ratings)
Annapolis, Anne Arundel County, Maryland, United States
Garden
View deal
House  Annapolis
from £321 per night
House ∙ 12 guests ∙ 5 bedrooms

Holiday home with BBQ, terrace & garden | Nature view

5.0
Outstanding(54 ratings)
Annapolis, Anne Arundel County, Maryland, United States
Garden
View deal
House  Annapolis
from £412 per night
House ∙ 6 guests ∙ 4 bedrooms

Fully equipped pleasant house with garden, barbecue & terrace

4.9
Outstanding(29 ratings)
Annapolis, Anne Arundel County, Maryland, United States
Garden
View deal
See all offers

Holiday lettings and apartments with air conditioning

House  Annapolis
from £180 per night
House ∙ 6 guests ∙ 2 bedrooms

Holiday home with BBQ, terrace & garden | City view | Good for workation

5.0
Outstanding(87 ratings)
Annapolis, Anne Arundel County, Maryland, United States
Air conditioning
View deal
House  Annapolis
from £397 per night
House ∙ 9 guests ∙ 4 bedrooms

Holiday home with terrace & garden

4.9
Outstanding(130 ratings)
Annapolis, Anne Arundel County, Maryland, United States
Air conditioning
View deal
House  Annapolis
from £549 per night
House ∙ 15 guests ∙ 5 bedrooms

Children-friendly nice holiday home with barbeque, private pool & terrace | City view | Suitable for remote work

4.8
Outstanding(8 ratings)
Annapolis, Anne Arundel County, Maryland, United States
Air conditioning
View deal
See all offers

Budget-friendly Holiday Homes in Annapolis

Find Fantastic yet Cheap Lettings

House Annapolis
from £1,111 per night
House ∙ 16 guests ∙ 5 bedrooms

Holiday home with BBQ, private pool & terrace | Suitable for remote work

5.0
Outstanding(28 ratings)
Annapolis, Anne Arundel County, Maryland, United States
View deal
House Annapolis
from £459 per night
House ∙ 8 guests ∙ 3 bedrooms

Holiday home with garden, barbecue & terrace | City view

5.0
Outstanding(79 ratings)
Annapolis, Anne Arundel County, Maryland, United States
View deal
House Annapolis
from £220 per night
House ∙ 8 guests ∙ 3 bedrooms

Holiday home with terrace & garden

5.0
Outstanding(30 ratings)
Annapolis, Anne Arundel County, Maryland, United States
View deal

Top-Rated Lettings and Properties in Annapolis

Book Holiday Letting Offers with the Highest User Rating

House Annapolis
from £279 per night
House ∙ 6 guests ∙ 2 bedrooms

Family-oriented holiday home with garden, barbecue & terrace | City view | Good for workation | Pets allowed

5.0
Outstanding(9 ratings)
Annapolis, Anne Arundel County, Maryland, United States
View deal
House Annapolis
from £354 per night
House ∙ 10 guests ∙ 3 bedrooms

Children-friendly holiday home with terrace & barbeque | Pets allowed

5.0
Outstanding(5 ratings)
Annapolis, Anne Arundel County, Maryland, United States
View deal
Cottage Annapolis
from £127 per night
Cottage ∙ 4 guests ∙ 1 bedroom

Cottage with terrace & garden

5.0
Outstanding(267 ratings)
Annapolis, Anne Arundel County, Maryland, United States
View deal

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Find your dream stay

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Explore 15 million+ rentals, the world’s biggest selection of holiday homes.

Popular holiday rental amenities in Annapolis

  • WiFi (1,312)
  • Pool (203)
  • Parking (88)
  • Kitchen (990)
  • TV (1,281)
  • Pet-friendly (485)
  • Air conditioning (1,382)
  • Microwave (974)
  • Washing machine (858)
  • Dishwasher (552)
  • Garden (515)
  • No smoking (1,299)

Annapolis is a great spot if you have a pet, since a lot of properties in this location permit you to bring along your four-legged friend. If this is a top requirement for you, have a look at the hotel room in Annapolis. This is the most pet-friendly type of accommodation there. If you prefer to stay central, a few of the pet-friendly holiday lettings are less than 2 kilometres away from the city centre.

Information about holiday rentals in Annapolis

🏡 Holiday homes available 1,423 rentals
🌙 Nightly prices from £95
⭐ Popular amenities Internet, Pool and Parking
🐾 Pet friendly rentals 483 properties
🏊 Holiday rentals with pools 203 properties
2 reviews
Annapolis holiday rentals have an average rating of 5/5 across 2 reviews left by travellers.

Frequently Asked Questions

What is the average nightly price for a holiday home in Annapolis?

The average price per night in Annapolis is around £95. The average cost of apartment rental is £307 per night. House rentals will be £581 per night.

How many accommodation are available to book in Annapolis?

Most of House rentals and Apartment rental are usually available during September in Annapolis.

What is the most popular holiday home amenity in Annapolis?

Travellers planning trips to Annapolis most often look for Internet, Pool, and Parking when it comes to holiday rental amenities.

How many holiday lettings with a pool there are on offer in Annapolis?

Holiday apartments with pools are 14 of all in Annapolis.

May i bring my pet while staying in aholiday apartment in Annapolis?

Dogs are welcome in Annapolis which is home to 483 pet-friendly holiday homes.

What is the perfect time to travel to Annapolis?

July and August are usually the warmest months in Annapolis, while October and September have the least rain.

Can you get discounts on holiday rentals in Annapolis?

You can get fabulous discounts on holiday rentals in Annapolis with the nightly price of accommodation starting at just £95 - and HomeToGo has introduced plenty of features that mean it's quick and simple to uncover some outstanding deals. When choosing the dates for your break, search with HomeToGo's flexible dates technology to quickly locate low-price time periods and find savings of as much as 10%. In addition, HomeToGo's 'distance from' filter makes it easy to locate hidden treasure holiday rentals in lower-price, under-the-radar spots that are just as close to your desired destination, whether that's a beach, lake, ski region or city centre. Start your search as soon as possible to get the best of a wide range of offers and top discounts - and do so without worries by clicking on HomeToGo's 'free cancellation' filter when searching for holiday accommodation.

What are the advantages of finding a holiday rental in Annapolis with HomeToGo?

From serenity away from the crowds to more space to enjoy with your travel companions, holiday lettings in Annapolis have a wide range of advantages. HomeToGo surfaces genuine ratings from verified visitors, and searching is secure, simple, and hassle-free - so with 1,423 offers from 12 providers in the area, you're bound to uncover the ideal place to stay with the amenities and features to suit you in Annapolis.

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