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

Holiday lettings & accommodation in Annapolis

Find 1,008 available offers from 17 partners
Annapolis
Anytime
Guests
Annapolis
Anytime
Guests

Popular Filters to discover the perfect holiday home in Annapolis

House
2 Adults
Pets allowed
Hot tub
Pool
Cottage
Cabin

Holiday lettings and apartments with air conditioning

Good weather while on holiday is always great - and it's a plus to be able to control the temperature in your accommodation too. Find holiday homes and apartments in Annapolis with air conditioning and cooling systems to ensure maximum comfort during your stay.

House  Annapolis
10 Aug - 17 Aug
£879 per night
House ∙ 10 guests ∙ 5 bedrooms

Holiday Home in Parole with Pool, Terrace & Barbecue + Great Views

5.0
Outstanding (8 ratings)
Annapolis, Anne Arundel County, Maryland, United States
Air conditioning
Details
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House  Annapolis
10 Dec - 17 Dec
-35%
£2,340
£1,510 per night
House ∙ 15 guests ∙ 6 bedrooms

House in Edgewater with Hot Tub & Barbecue + Expansive Views

Annapolis, Anne Arundel County, Maryland, United States
Free cancellation
Air conditioning
Details
HomeToGo
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Apartment  Annapolis
10 Aug - 17 Aug
-8%
£303
£280 per night
Apartment ∙ 4 guests ∙ 1 bedroom

Holiday Apartment in Annapolis with Outdoor Fireplace

5.0
Outstanding (81 ratings)
Annapolis, Anne Arundel County, Maryland, United States
Air conditioning
Details
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Apartments and holiday lettings with a kitchen

Looking for self-catering accommodation in Annapolis? Find the perfect letting for you with our selection of Annapolis holiday rentals with kitchens. Well-appointed and equipped with plenty of cooking appliances, these holiday homes are great for self-catered stays.

Apartment  Annapolis
5 May - 12 May
-58%
£830
£346 per night
Apartment ∙ 6 guests ∙ 3 bedrooms

Holiday Apartment in Annapolis

Annapolis, Anne Arundel County, Maryland, United States
Kitchen
Details
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House  Annapolis
4 Jan - 11 Jan
-44%
£1,014
£573 per night
House ∙ 11 guests ∙ 4 bedrooms

Holiday Home in Naval Academy with Terrace

4.9
Outstanding (55 ratings)
Annapolis, Anne Arundel County, Maryland, United States
Free cancellation
Kitchen
Details
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House  Annapolis
1 May - 8 May
-30%
£496
£347 per night
House ∙ 6 guests ∙ 2 bedrooms

Holiday Home in Annapolis

Annapolis, Anne Arundel County, Maryland, United States
Kitchen
Details
Vacasa
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Best holiday homes with a patio or terrace

Want to admire Annapolis's vistas from the comfort of a holiday apartment, or enjoy private outside space while staying in a Annapolis holiday home? Take a look at our top lettings with balconies and patios in Annapolis and find the perfect accommodation for your stay.

House  Annapolis
7 May - 14 May
-41%
£394
£233 per night
House ∙ 8 guests ∙ 3 bedrooms

Holiday Home in Annapolis with Barbecue

5.0
Outstanding (1 rating)
Annapolis, Anne Arundel County, Maryland, United States
Balcony/Patio
Details
Vacasa
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House  Annapolis
5 May - 12 May
-52%
£826
£396 per night
House ∙ 8 guests ∙ 3 bedrooms

Charming Holiday Home in Annapolis with Fantastic Patio

5.0
Outstanding (36 ratings)
Annapolis, Anne Arundel County, Maryland, United States
Balcony/Patio
Details
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House  Annapolis
18 May - 25 May
£620 per night
House ∙ 6 guests ∙ 3 bedrooms

House in Annapolis with Barbecue

5.0
Outstanding (1 rating)
Annapolis, Anne Arundel County, Maryland, United States
Balcony/Patio
Details
Vacasa
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Best holiday rental deals in Annapolis

Save up to 40%

House Annapolis
4 Jan - 11 Jan
-40%
£1,120
£667 per night
House ∙ 10 guests ∙ 4 bedrooms

Holiday Home in Parole with Barbecue & Pool

Annapolis, Anne Arundel County, Maryland, United States
Free cancellation
Details
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Condo Annapolis
10 Aug - 17 Aug
-15%
£204
£174 per night
Condo ∙ 4 guests ∙ 1 bedroom

Beautiful Flat in Annapolis with Free Parking + Water View

4.9
Outstanding (150 ratings)
Annapolis, Anne Arundel County, Maryland, United States
Details
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Easily find the perfect holiday home for as little as £143 per night by exploring the 1,008 options listed in Annapolis. By directly analysing these different offers, HomeToGo highlights the most economical offers and the most popular rentals in Annapolis.

Recommended holiday lettings in Annapolis

Rent a holiday home, apartment or cottage in Annapolis from just £143 per night

Cottage Annapolis
£277 per night
Cottage ∙ 7 guests ∙ 3 bedrooms

Cottage in Parole with Barbecue, Terrace & Garden + Water Views

4.9
Outstanding (31 ratings)
Annapolis, Anne Arundel County, Maryland, United States
Details
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House Annapolis
10 Aug - 17 Aug
£546 per night
House ∙ 8 guests ∙ 2 bedrooms

House in Mayo with Pool, Hot Tub & Barbecue + Panoramic View

4.7
Excellent (45 ratings)
Annapolis, Anne Arundel County, Maryland, United States
Details
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House Annapolis
4 Jan - 11 Jan
£543 per night
House ∙ 8 guests ∙ 3 bedrooms

Holiday Home in Arundel On The Bay with Garden, Terrace & Barbecue + Water View

4.9
Outstanding (26 ratings)
Annapolis, Anne Arundel County, Maryland, United States
Free cancellation
Details
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House Annapolis
£619 per night
House ∙ 10 guests ∙ 4 bedrooms

Holiday Home in Annapolis with Free Parking

5.0
Outstanding (49 ratings)
Annapolis, Anne Arundel County, Maryland, United States
Details
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House Annapolis
£475 per night
House ∙ 8 guests ∙ 3 bedrooms

Holiday Home in Annapolis with Garden & Terrace

5.0
Outstanding (8 ratings)
Annapolis, Anne Arundel County, Maryland, United States
Details
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House Annapolis
£338 per night
House ∙ 13 guests ∙ 5 bedrooms

Beautiful House in Arundel On The Bay with Terrace, Barbecue & Garden + Water Views

4.4
Very good (33 ratings)
Annapolis, Anne Arundel County, Maryland, United States
Details
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House Annapolis
£376 per night
House ∙ 14 guests ∙ 4 bedrooms

House in Arundel On The Bay with Garden, Terrace & Barbecue + Water Views

4.8
Outstanding (54 ratings)
Annapolis, Anne Arundel County, Maryland, United States
Details
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House Annapolis
£341 per night
House ∙ 14 guests ∙ 4 bedrooms

House in Annapolis with Free Parking

5.0
Outstanding (41 ratings)
Annapolis, Anne Arundel County, Maryland, United States
Details
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House Annapolis
£370 per night
House ∙ 19 guests ∙ 5 bedrooms

Holiday Home in Annapolis with Garden, Barbecue & Terrace

5.0
Outstanding (12 ratings)
Annapolis, Anne Arundel County, Maryland, United States
Details
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Budget-friendly Holiday Homes in Annapolis

Find Fantastic yet Cheap Lettings

House Annapolis
£131 per night
House ∙ 6 guests ∙ 2 bedrooms

House in Annapolis with Garden, Terrace & Barbecue

5.0
Outstanding (70 ratings)
Annapolis, Anne Arundel County, Maryland, United States
Details
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House Annapolis
£303 per night
House ∙ 7 guests ∙ 3 bedrooms

Holiday Home in Annapolis with Terrace

4.9
Outstanding (6 ratings)
Annapolis, Anne Arundel County, Maryland, United States
Details
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House Annapolis
£197 per night
House ∙ 5 guests ∙ 3 bedrooms

House in Arundel On The Bay with Barbecue

5.0
Outstanding (28 ratings)
Annapolis, Anne Arundel County, Maryland, United States
Details
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Top-Rated Lettings and Properties in Annapolis

Book Holiday Letting Offers with the Highest User Rating

House Annapolis
£315 per night
House ∙ 5 guests ∙ 2 bedrooms

House in Annapolis with Terrace & Barbecue

4.8
Outstanding (7 ratings)
Annapolis, Anne Arundel County, Maryland, United States
Details
Vrbo
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House Annapolis
£510 per night
House ∙ 12 guests ∙ 6 bedrooms

Wonderful House in Annapolis with Free Parking

4.7
Excellent (6 ratings)
Annapolis, Anne Arundel County, Maryland, United States
Details
Vrbo
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House Annapolis
18 May - 25 May
£472 per night
House ∙ 6 guests ∙ 3 bedrooms

Entire Holiday Home in Annapolis with Front Garden + Great Views

5.0
Outstanding (2 ratings)
Annapolis, Anne Arundel County, Maryland, United States
Details
HolidayLettings
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Popular holiday rental amenities in Annapolis

  • WiFi (974)
  • Pool (209)
  • Parking (63)
  • Kitchen (650)
  • TV (937)
  • Pet-friendly (228)
  • Air conditioning (990)
  • Microwave (709)
  • Washing machine (704)
  • Dishwasher (482)
  • Garden (349)
  • No smoking (960)

More than a fifth of the holiday rentals include a pool, which makes Annapolis a great holiday destination for people looking to spend their holidays poolside. Our data show that more hotel room include pools than condo. Additionally, they're able to welcome 10 people, on average, while condo with pools can welcome an average of 5 visitors. In Annapolis, many of the rentals with a pool are situated close to the water.

The Weather in Annapolis

max.
Min.

-1°
13 days 13
max.
Min.

11 days 11
max.
Min.
12°
11 days 11
max.
Min.
18°
11 days 11
max.
Min.
23°
15°
13 days 13
max.
Min.
28°
20°
11 days 11
max.
Min.
30°
23°
13 days 13
max.
Min.
29°
22°
9 days 9
max.
Min.
26°
19°
8 days 8
max.
Min.
20°
12°
8 days 8
max.
Min.
13°
8 days 8
max.
Min.
10°
12 days 12
Jan.
Feb.
Mar.
Apr.
May
June
July
Aug.
Sep.
Oct.
Nov.
Dec.
- Rainy days

Above are the weather conditions for Annapolis. July is the warmest month in Annapolis, with average daily maximum temperatures of 30°. January is the coolest month, with the average minimum temperature falling to -1°. September is the driest month of the year in Annapolis.

7-Day Weather Forecast in Annapolis

Sat, 20 Apr
19°
17°

0%

6 h

13 km/h

Sun, 21 Apr
14°
13°

0%

2 h

7 km/h

Mon, 22 Apr
16°
15°

10%

6 h

5 km/h

Tue, 23 Apr
17°
15°

10%

5 h

24 km/h

Wed, 24 Apr
18°
15°

15%

3 h

28 km/h

Thu, 25 Apr
14°
13°

10%

4 h

27 km/h

Fri, 26 Apr
18°
16°

0%

6 h

13 km/h

Information about holiday rentals in Annapolis

🏡 Holiday homes available 1,008 rentals
💳 Discounts available up to 51%
🌙 Nightly prices from £143
⭐ Popular amenities Internet, Pool and Parking
🐾 Pet friendly rentals 236 properties
🏊 Holiday rentals with pools 210 properties

Frequently Asked Questions

How many holiday lettings are available to book in Annapolis?

There are currently 1,008 holiday rentals in Annapolis to browse and book for your next trip.

What is the most popular holiday rental amenity in Annapolis?

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

How many holiday rentals in Annapolis have a pool?

Holiday apartments with pools are 21 of all offers in Annapolis. In addition, there are 64 of homes with pools near water.

May i bring my pet during my stay in a Annapolis accommodation?

Looking for accommodation in Annapolis for you and your dog is definitely possible with 236 pet-friendly holiday homes available on HomeToGo.

What's the perfect time to travel to Annapolis?

July and August are the best months for sun lovers in Annapolis.

How do I find discounts on holiday lettings in Annapolis?

You can find brilliant bargains on holiday lets in Annapolis with prices for a rental beginning at £143 - and HomeToGo has introduced plenty of filters that mean it's a piece of cake to see some awesome offers. When choosing the dates for your break, search with HomeToGo's flexible dates technology to quickly locate lower cost time periods and get discounts of as much as 51%. In addition, HomeToGo's 'distance from' filter lets you locate hidden treasure holiday rentals in great value, lesser-known locales which are still near to your desired destination, whether that's sand and sea, a mountain for snowboarding, or a city's urban hub. Start your search as soon as possible to make the most of the greatest variety of options and top discounts - and do so free from stress by using HomeToGo's 'free cancellation' filter when searching for holiday accommodation.

What are the pros of booking a holiday letting in Annapolis with HomeToGo?

From serenity away from the crowds to plenty of room for relaxing with your loved ones, holiday lettings in Annapolis bring a wide range of benefits. HomeToGo provides genuine ratings written by previous guests, and searching is secure, simple, and stress-free - so with 1,008 lets from 17 providers in the area, you're guaranteed to locate the perfect holiday home with all of the amenities that are important to you in Annapolis.

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