West Annapolis Holiday Rentals

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

New Upper Deck Modern Retreat
From CA $2,678 per night
New
3 Bedrooms 8 Guests
From CA $503 per night
|
10.0 (5 Reviews)
3 Bedrooms 4 Guests
From CA $323 per night
|
9.4 (78 Reviews)
1 Bedroom 2 Guests
New Lower Cove Modern Retreat
From CA $2,676 per night
New
3 Bedrooms 6 Guests
|
10.0 (2 Reviews)
3 Bedrooms 6 Guests
From CA $597 per night
|
9.4 (19 Reviews)
1 Bedroom 2 Guests
From CA $441 per night
|
10.0 (2 Reviews)
2 Bedrooms 6 Guests
10.0 (2 Reviews)
1 Bedroom 2 Guests
From CA $1,468 per night
|
10.0 (1 Review)
4 Bedrooms 8 Guests
From CA $1,002 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
9.8 (6 Reviews)
1 Bedroom 4 Guests
10.0 (183 Reviews)
2 Bedrooms 4 Guests
|
9.8 (5 Reviews)
3 Bedrooms 9 Guests
From CA $741 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 $300 per night
9.0 (1 Review)
1 Bedroom 6 Guests
From CA $555 per night
10.0 (85 Reviews)
2 Bedrooms 4 Guests
|
8.8 (19 Reviews)
2 Bedrooms 7 Guests
From CA $479 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 $432 per night
10.0 (51 Reviews)
1 Bedroom 4 Guests
|
8.4 (6 Reviews)
2 Bedrooms 6 Guests
9.8 (24 Reviews)
1 Bedroom 2 Guests
From CA $265 per night
10.0 (8 Reviews)
1 Bedroom 2 Guests
From CA $178 per night
|
8.3 (316 Reviews)
9 Bedrooms 9 Guests
From CA $243 per night
|
9.4 (1007 Reviews)
1 Bedroom 2 Guests
10.0 (7 Reviews)
2 Bedrooms 6 Guests
From CA $741 per night
|
8.0 (4 Reviews)
3 Bedrooms 8 Guests
From CA $174 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 $1,115 per night
8.0 (1 Review)
4 Bedrooms 10 Guests
From CA $385 per night
10.0 (7 Reviews)
2 Bedrooms 4 Guests
|
7.8 (4 Reviews)
3 Bedrooms 6 Guests
From CA $468 per night
10.0 (6 Reviews)
2 Bedrooms 6 Guests
From CA $372 per night
7.0 (1 Review)
1 Bedroom 3 Guests
10.0 (6 Reviews)
2 Bedrooms 6 Guests
From CA $287 per night
|
4.0 (1 Review)
2 Bedrooms 4 Guests
From CA $1,597 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 $736 per night
10.0 (5 Reviews)
2 Bedrooms 6 Guests
From CA $1,534 per night
New
1 Bedroom 12 Guests

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

Discover more than 726 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 868.64 ft², with nightly prices averaging CA $788.

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 726 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.