Pigeon Bay Cottages - Vacation Rentals in West Annapolis

PERFECT LOCATION in the heart of history From US $387
         

10.0 (215 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
3BR Dog-Friendly Retreat with Fireplace and Patio From US $538
         

10.0 (6 Reviews)
House
  • Parking
  • Pet Friendly
  • Security/Safety
Inn at Horn Point From US $392
         

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9.6 (21 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Balcony/Terrace
Nautical Feel to This Beautiful Eastport Home From US $674
         

9.8 (58 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Luxury Places to Stay in West Annapolis

Over 765+ Luxury Places to Stay in or Near West Annapolis
Stunning Murray Hill gem From US $2,907
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • TV

Top-Rated Vacation Rentals with a Pool in West Annapolis

Over 65+ Top-Rated Vacation Rentals with a Pool in or Near West Annapolis
Stunning Waterfront Cottage with Breathtaking Views! From US $449
         

10.0 (220 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Annapolis Entertainment Complex From US $570
         

10.0 (95 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Waterfront Oasis of Annapolis Star From US $414
         

10.0 (81 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Annapolis Garden Suite From US $234
         

10.0 (14 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Waterfront 2-Bedroom Condo on Spa Creek From US $439
         

10.0 (11 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly
All Star Annapolis Retreat - Walk to Stadium From US $557
         

10.0 (8 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Pool

Pet-Friendly Vacation Rentals in West Annapolis

Over 198+ Pet-Friendly Vacation Rentals in or Near West Annapolis
Eastport Historic Firehouse with Parking, Dogs OK From US $797
         

10.0 (72 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
All Star Annapolis Retreat - Walk To Stadium From US $426
         

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10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Red Roof Inn Annapolis From US $84
         

7.0 (414 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
New Downtown Annapolis Condo With Free Parking From US $221
         

10.0 (37 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly
USNA Home Steps to Stadium Dog-Friendly w Parking From US $842
         

10.0 (35 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in West Annapolis

Over 139+ Large Vacation Homes & Villas in or Near West Annapolis
Charming Annapolis Victorian From US $941
         

10.0 (73 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Gaia House From US $126
         

9.3 (55 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pet Friendly
USNA Luxury Home, parking, pet friendly From US $910
         

10.0 (8 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
West Annapolis Cottage- 6BR Walk to Navy Stadium From US $882
         

Wheelchair Accessible Vacation Homes in West Annapolis

Over 94+ Wheelchair Accessible Vacation Homes in or Near West Annapolis
Upscale Condo in Annapolis From US $608
         

10.0 (2 Reviews)
Condo
  • Air Conditioner
  • Parking
  • TV
1313 West Luxury Boutique Hotel From US $839
         

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10.0 (1 Review)
Hotel
  • Air Conditioner
  • Parking
  • TV
86 State Circle - Luxury Boutique Hotel From US $308
         

10.0 (3 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Wheelchair Accessible
Beautiful Condo - Water View Near City Dock From US $182
         

9.6 (155 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool

West Annapolis Varoom and Airbnb Places to Stay Under $200

Over 99+ West Annapolis Varoom and Airbnb Places to Stay Under $200
Cozy Condo Near City Dock - Your Perfect Annapolis Getaway! From US $140
         

Inn on Main Annapolis From US $129
         

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8.3 (316 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Balcony/Terrace
Flag House Inn From US $199
         

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9.4 (85 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • TV
Charming Downtown 3rd Floor 1 Bedroom Apt From US $197
         

9.8 (20 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Annapolis waterfront "tiny house" in garden setting From US $154
         

Studio Apartment in Downtown Annapolis From US $182
         

10.0 (5 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Security/Safety

Instantly Bookable Vacation Homes in West Annapolis

Over 373+ Instantly Bookable Vacation Homes in or Near West Annapolis
Cozy 2br home w/parking in downtown Annapolis From US $326
         

Bay View Studio Apartment From US $314
         

10.0 (59 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV

About West Annapolis Vacation Rentals

With more than 774 West Annapolis vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Pigeonbaycottages and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in West Annapolis.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Pigeonbaycottages West Annapolis, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in West Annapolis. Places to stay near West Annapolis are 880.7 ft² on average, with prices averaging $555 a night.

Pigeonbaycottages makes it easy and safe to find and compare vacation rentals in West Annapolis with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in West Annapolis

Type Count
Vacation Homes 516
Hotels with Suites 92
Holiday Apartments 91
Cottages 14
B&B 3
Villas 3

Use these Quick Filters to Find a Vacation Rental in West Annapolis

Pro Tip: Pigeonbaycottages makes it easy to compare the best listings on Pigeonbaycottages homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Pigeonbaycottages homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in West Annapolis.

Weather in West Annapolis

View the weather forecast for West Annapolis before booking your West Annapolis Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Other Places to Stay Near West Annapolis, MD