West Annapolis Holiday Rentals

Compare Villas, Resorts, & Rentals in West Annapolis, Annapolis, Maryland, USA

New Upper Deck Modern Retreat
From CA $2,795 per night
New
3 Bedrooms 8 Guests
From CA $507 per night
|
10.0 (5 Reviews)
3 Bedrooms 4 Guests
From CA $326 per night
|
9.4 (78 Reviews)
1 Bedroom 2 Guests
New Lower Cove Modern Retreat
From CA $2,791 per night
New
3 Bedrooms 6 Guests
|
10.0 (2 Reviews)
3 Bedrooms 6 Guests
From CA $602 per night
|
9.4 (19 Reviews)
1 Bedroom 2 Guests
From CA $445 per night
|
10.0 (2 Reviews)
2 Bedrooms 6 Guests
10.0 (2 Reviews)
1 Bedroom 2 Guests
From CA $1,480 per night
|
10.0 (1 Review)
4 Bedrooms 8 Guests
From CA $1,010 per night
|
10.0 (1 Review)
4 Bedrooms 8 Guests
|
10.0 (1 Review)
3 Bedrooms 10 Guests
10.0 (234 Reviews)
1 Bedroom 4 Guests
|
10.0 (1 Review)
3 Bedrooms 9 Guests
10.0 (215 Reviews)
2 Bedrooms 6 Guests
9.9 (7 Reviews)
1 Bedroom 4 Guests
10.0 (183 Reviews)
2 Bedrooms 4 Guests
|
9.8 (5 Reviews)
3 Bedrooms 9 Guests
From CA $748 per night
|
9.6 (5 Reviews)
3 Bedrooms 8 Guests
10.0 (126 Reviews)
2 Bedrooms 5 Guests
|
9.3 (12 Reviews)
1 Bedroom 4 Guests
|
9.0 (12 Reviews)
4 Bedrooms 8 Guests
10.0 (120 Reviews)
1 Bedroom 4 Guests
|
9.0 (7 Reviews)
2 Bedrooms 6 Guests
|
9.0 (1 Review)
3 Bedrooms 15 Guests
From CA $303 per night
9.0 (1 Review)
1 Bedroom 6 Guests
From CA $560 per night
10.0 (85 Reviews)
2 Bedrooms 4 Guests
|
8.8 (19 Reviews)
2 Bedrooms 7 Guests
From CA $483 per night
10.0 (79 Reviews)
2 Bedrooms 4 Guests
8.6 (8 Reviews)
1 Bedroom 4 Guests
10.0 (76 Reviews)
2 Bedrooms 6 Guests
|
8.5 (8 Reviews)
2 Bedrooms 6 Guests
10.0 (71 Reviews)
2 Bedrooms 6 Guests
10.0 (70 Reviews)
2 Bedrooms 6 Guests
10.0 (63 Reviews)
2 Bedrooms 5 Guests
10.0 (57 Reviews)
2 Bedrooms 4 Guests
10.0 (53 Reviews)
2 Bedrooms 3 Guests
From CA $436 per night
10.0 (51 Reviews)
1 Bedroom 4 Guests
From CA $268 per night
10.0 (8 Reviews)
1 Bedroom 2 Guests
|
8.4 (6 Reviews)
2 Bedrooms 6 Guests
9.8 (24 Reviews)
1 Bedroom 2 Guests
10.0 (7 Reviews)
2 Bedrooms 5 Guests
From CA $748 per night
|
8.4 (5 Reviews)
3 Bedrooms 8 Guests
From CA $245 per night
|
9.4 (1007 Reviews)
1 Bedroom 2 Guests
10.0 (7 Reviews)
2 Bedrooms 6 Guests
From CA $179 per night
|
8.3 (316 Reviews)
9 Bedrooms 9 Guests
From CA $176 per night
|
9.4 (3 Reviews)
1 Bedroom 2 Guests
10.0 (7 Reviews)
2 Bedrooms 5 Guests
|
8.0 (3 Reviews)
1 Bedroom 3 Guests
From CA $1,124 per night
8.0 (1 Review)
4 Bedrooms 10 Guests
From CA $388 per night
10.0 (7 Reviews)
2 Bedrooms 4 Guests
|
7.8 (4 Reviews)
3 Bedrooms 6 Guests
From CA $472 per night
10.0 (6 Reviews)
2 Bedrooms 6 Guests
From CA $375 per night
7.0 (1 Review)
1 Bedroom 3 Guests
10.0 (6 Reviews)
2 Bedrooms 6 Guests
From CA $289 per night
|
4.0 (1 Review)
2 Bedrooms 4 Guests
From CA $1,610 per night
|
New
4 Bedrooms 6 Guests
10.0 (6 Reviews)
1 Bedroom 4 Guests
|
New
4 Bedrooms 14 Guests
10.0 (5 Reviews)
1 Bedroom 4 Guests
From CA $742 per night
10.0 (5 Reviews)
2 Bedrooms 6 Guests
From CA $1,547 per night
New
1 Bedroom 12 Guests

About Casai's Private Villas and Holiday Rentals in West Annapolis

Discover more than 728 vacation rentals available in West Annapolis. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in West Annapolis.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in West Annapolis, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near West Annapolis. On average, places to stay near West Annapolis offer 869.8 ft², with nightly prices averaging CA $798.

With Casai, finding and comparing holiday rentals in West Annapolis is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.

Other Places to Stay in West Annapolis, MD


Frequently Asked Questions About West Annapolis?

What are the top holiday rentals in West Annapolis?

How many Casai.ca holiday rentals are available in West Annapolis?

As of 2025, Casai boasts over 728 properties listed in the West Annapolis area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in West Annapolis.